# Patent

## Title
Cocrystallization

## Abstract

The present disclosure relates to novel cocrystals and novel methods for cocrystallization. In particular, the disclosure includes cocrystals comprising a salt of an active agent, such as a chloride salt of an active pharmaceutical ingredient. The present disclosure also relates to methods of preparing cocrystals and methods for screening for solid state phases.

## Background
CROSS-REFERENCE TO RELATED APPLICATIONS
This application claims the benefit under 35 U.S.C. §119(e) of U.S. Provisional Application Nos. 60/441,557 and 60/441,561, filed Jan. 21, 2003. These applications are incorporated by reference herein.


FIELD OF THE INVENTION
The present disclosure describes cocrystals comprising active agents, especially active pharmaceutical ingredients (APIs), and methods relating to cocrystals. In particular, novel cocrystals are provided of a salt of an active pharmaceutical ingredient (such as a salt having chloride as the counterion) and a guest that forms a relatively strong interaction with the counterion. Methods are provided for searching for possible solid state phases of a sample and include solidifying the sample as a cocrystal. Methods are also provided for screening a sample for solid state phases and include solidifying the sample as a cocrystal.
BACKGROUND OF THE INVENTION
Cocrystals are crystals that contain two or more non-identical molecules. Examples of cocrystals may be found in the Cambridge Structural Database. Examples of cocrystals may also be found at Etter, Margaret C., and Daniel A. Adsmond (1990) “The use of cocrystallization as a method of studying hydrogen bond preferences of 2-aminopyridine” J. Chem. Soc., Chem. Commun. 1990 589-591, Etter, Margaret C., John C. MacDonald, and Joel Bernstein (1990a) “Graph-set analysis of hydrogen-bond patterns in organic crystals” Acta Crystallogr., Sect. B, Struct. Sci. B46 256-262, Etter, Margaret C., Zofia Urbańczyk-Lipkowska, Mohammad Zia-Ebrahimi, and Thomas W. Panunto (1990b) “Hydrogen bond directed cocrystallization and molecular recognition properties of diarylureas” J. Am. Chem. Soc. 112 8415-8426, which are incorporated herein by reference in their entireties. The following articles are also incorporated herein by reference in their entireties: Carl Henrik Görbotz and Hans-Petter Hersleth, 2000, “On the inclusion of solvent molecules in the crystal structures of organic compounds” Acta Cryst. (2000), B56, 625-534; and V. S. Senthil Kumar, Ashwini Nangia, Amy K. Katz and H. L. Carrell, 2002, “Molecular Complexes of Some Mono- and Dicarboxylic Acids with trans-1,4,-Dithiane-1,4-dioxide” American Chemical Society, Crystal Growth & Design, Vol. 2, No. 4, 2002.
The identification of an optimal composition, formulation, and/or solid state phase is important in the pharmaceutical field, as well as in other fields including nutraceuticals, agricultural chemicals, dyes, explosives, polymer additives, lubricant additives, photographic chemicals, and structural and electronic materials. The new methods described herein may be useful in any of these fields as well as others where solid materials are used.
SUMMARY OF THE INVENTION
As one aspect, novel cocrystals are provided. The novel cocrystals comprise one or more active agents, particularly of the salts of such active agents.
As another aspect, novel cocrystallization methods are provided which have increased probability of successful cocrystallization. A suitable method of cocrystallization may include identifying a crystal comprising a salt of an active agent, wherein the salt comprises the active agent and a negative counterion. One may identify coordination of the negative counterion (for example, its hydrogen bond interactions within that crystal). One may then select a guest to coordinate more strongly with the negative counterion than the coordination within the crystal. Based upon the evaluation of the nonbonded interactions involving one component of an active agent and/or guest, one selects another molecule or molecules or a salt that will coordinate well, or interact strongly with a hydrogen bond acceptor site that has been identified as being involved in a weak hydrogen bond. If the acceptor site has the ability to interact with stronger hydrogen bond donors, and thus form a more energetically favorable interaction, yet it is presently involved in a weak interaction, then the opportunity exists to replace the weak donor with a stronger one. For example, if a strong hydrogen bond acceptor is interacting with a weak hydrogen bond donor in a crystal, a cocrystal could be created by adding a strong hydrogen bond donor molecule to the system which would replace the weak donor and bond to the strong acceptor site in the resulting cocrystal. After the selection of a suitable guest, a solution, melt, or physical mixture comprising the active agent, the counterion, and the guest may be prepared. The solution or melt is subjected to a crystallization process, such as evaporation, cooling, or any of the many well-known processes for forming a crystal from a solution or melt. The physical mixture can be ground to form the cocrystal. A cocrystal is formed comprising the salt of the active agent and the guest.
As another aspect, the present disclosure provides a cocrystallization method that produces a novel type of chloride salt cocrystal structure. The method can be useful for generating beneficial solid chloride salts of APIs in cases where the chloride salt was previously disfavored.
As yet another aspect, novel forms of salts of active pharmaceutical ingredients are provided. For example, the present disclosure provides novel cocrystals of fluoxetine HCl and benzoic acid; fluoxetine HCl and succinic acid; and fluoxetine HCl and fumaric acid. Novel forms or solid state phases of active pharmaceutical ingredients may be prepared for which there are no known polymorphs, solvates or hydrates, or where such polymorphs, solvates or hydrates were disfavored.
As a further aspect, a method of modifying one or more physical properties of a drug formulation or drug composition which comprises an API, the method comprising forming a series of cocrystals of the API with a plurality of guests. The method may further comprise measuring a physical property of the cocrystal and/or adjusting the drug formulation or drug composition.
As yet another aspect, an improved method for screening or selecting the optimal solid state phase for active agents, particularly active pharmaceutical ingredients, and salts thereof, is provided. The screening method comprises crystallizing or attempting to crystallize the free base of the active agent, a chloride salt of the active agent, and optionally other salts of the active agent, and cocrystallizing or attempting to cocrystallize the free base of the active agent, a chloride salt of the active agent, and optionally other salts of the active agent. The method may further comprise evaluating one or more properties of the solid forms, such as one or more physical properties.



BRIEF DESCRIPTION OF THE DRAWINGS
FIGS. 1(a) and (b) illustrate a crystal structure of an active pharmaceutical ingredient and a cocrystal structure containing the same API with a guest molecule.
FIGS. 2(a) and (b) are drawings of two-dimensional and three-dimensional models of a cocrystal of fluoxetine HCl and benzoic acid (1:1).
FIGS. 3(a) and (b) are drawings of two-dimensional and three-dimensional models of a cocrystal of fluoxetine HCl and succinic acid (2:1).
FIGS. 4(a) and (b) show a two-dimensional drawing of nabumetone and 2,3-naphthalenediol and a three-dimensional model of a cocrystal of nabumetone and 2,3-naphthalenediol (1:1).
FIG. 5 shows examples of general classes of guests.



DETAILED DESCRIPTION OF THE INVENTION
The present disclosure provides a way of investigating cocrystals and a way of creating new solid state phases in which one or more active agents are cocrystallized with a guest. By cocrystallizing an active agent with a guest such as a pharmaceutically acceptable compound, one can create new solid state phases which may have improved properties over existing solid state phases of that active agent. For example, new drug formulations comprising cocrystals of active pharmaceutical ingredients may have superior properties over existing drug formulations. The active agent and guest will vary depending on the industry. For example, in the pharmaceutical field, the active agent or guest may be an API, and the other component of the cocrystal must be a pharmaceutically acceptable compound. The present techniques are also applicable to active agents from other fields including nutraceuticals, agricultural chemicals, pigments, dyes, explosives, polymer additives, lubricant additives, photographic chemicals, and structural and electronic materials.
Broadly speaking, one aspect relates to the use of undercoordinated counterions to facilitate cocrystallization. While the inventor does not wish to be bound to theory, the inventor believes excellent cocrystals may be formed using hydrochloride salts and similar salts which are strong hydrogen bond acceptors yet contain relatively undercoordinated ions. “Undercoordinated” in this case refers to ions, for example a chloride ion, that are able to form a number of strong hydrogen bonds. An undercoordinated counterion may have hydrogen bonds within a crystal of that salt, but it could form additional hydrogen bonds in a cocrystal and/or form relatively stronger hydrogen bonds in a cocrystal with a guest. An ion is “undercoordinated” when the system is limited in the number of hydrogen bond donors that are available and bonded to the ion. In these cases, the extra hydrogen bond acceptor sites are typically filled by weakly interacting donors such as C—H groups. Chloride ions are strong hydrogen bond acceptors in a crystal structure. In a crystal structure such as fluoxetine hydrochloride, the chloride ion coordinates to the two strong hydrogen bond donors available in the system, and the chloride ion also has three weaker CH—Cl interactions resulting in a pseudo-octahedral coordination environment. There is an opportunity for bonding with these coordination sites, by displacing the weak CH donors that the chloride has recruited to fill its coordination sphere with somewhat stronger hydrogen bond donors from a guest such as benzoic acid, succinic acid, fumaric acid, or another carboxylic acid.
It is useful in forming cocrystals to recognize that relatively weak interactions may be replaced by stronger interactions, even though those stronger interactions may be relatively weak themselves, compared to other interactions. For example, an undercoordinated chloride may have one strong hydrogen bond donor and several weak hydrogen bond donors or two strong hydrogen bond donors and several weak hydrogen bond donors. In a cocrystal, weaker interactions may be replaced by stronger interactions, although those stronger interactions may still be weaker than the strong interactions (charge-assisted hydrogen bonds) present in fluoxetine HCl crystals. The strongest interactions involving chloride ions in crystal structures of organic salts are the charge assisted hydrogen bonds that invariably form between the protonated nitrogen base and the chloride ion. The strongest interactions between neutral molecular groups and the chloride ion involve acids and the chloride ion. Carboxylic acids, for instance, have strong interactions with chloride ions. It can be seen that a combination of carboxylic acids and hydrochloride salts of nitrogen containing bases are especially well suited to cocrystal formation (as demonstrated by the examples included). Furthermore, it can be anticipated that different combinations of these elements could lead to other cocrystals. For example, the active molecule of interest may contain either the neutral carboxylic acid moiety or the protonated nitrogen. The potential exists to cocrystallize an API having a neutral carboxylic acid moiety with a guest that is a hydrochloride salt of a nitrogen-containing organic base.
It is further contemplated that the nature of the protonated nitrogen base will affect the potential for cocrystallization. Numerous strong hydrogen bond donor groups will compete with the carboxylic acid guest for the open acceptor sites on the chloride ion. In order to favor cocrystal formation, the nitrogen base is preferably a tertiary amine because this presents a situation where only one strong charged hydrogen bond donor exists and thus will only occupy one site on the chloride acceptor. Additionally, systems that have only this one tertiary amine and no other strong donors present an especially favorable system for potential cocrystallization. Protonated secondary amines with two N—H donor groups are also favored, although protonated primary amines may also be used. Special consideration must be taken for systems with additional strong hydrogen bond donor and acceptor sites in order to determine the potential for cocrystallization and the optimal guest molecule type for cocrystallization. The potential for cocrystallization involving a carboxylic acid and a hydrochloride salt may be reduced as the number of available strong donors in the system is increased. Additional guidance as to evaluating undercoordination may be found in the inventor's prior work (which is incorporated by reference herein in its entirety), particularly in its discussion of nonbonded motifs: Scott L. Childs, “Nonbonded Interactions In Molecular Crystal Structures”, Emory Univ., USA, available from UMI, Order No. DA3009424 (288 pp.), Dissertation Abstract Int. Ref. B2001, 62(3), 1394. In some circumstances, the undercoordination can be determined by measuring distances, comparing profiles in the Cambridge Structural Database, measuring the pKa of the donors and acceptors, or evaluating the ratio of strong hydrogen bond donors to available acceptors. Other crystal engineering theories may also be used.
The formation of cocrystals is very unpredictable. It is difficult to foresee structural changes as a function of changes in molecular substitution patterns or in molecular geometry. However, the present disclosure provides greater predictability and better probability of success in designing and forming cocrystals.
The present techniques may be employed to generate a wide variety of cocrystals of active agents and guests. For example, the present techniques may be used to generate cocrystals of a salt of an active agent, such as a salt of an active pharmaceutical ingredient, with a neutral guest. Alternatively, a cocrystal of a neutral or zwitterionic active agent (or a salt of an active agent) may be generated with a guest salt, which includes a positive ion and a negative ion of its own. Where the active agent is provided in a salt, it may be positively or negatively charged and have a negative or positive counterion. As an example, for fluoxetine HCl, the active agent fluoxetine is positively charged by virtue of accepting a proton from HCl to form a protonated amine, and chloride is present as a negative counterion. Furthermore, some of the present methods may be employed with a neutral or zwitterionic active agent to form a cocrystal with a neutral guest or ionic guest.
The present techniques provide an opportunity to create a stable solid state phase of a hydrochloride salt of an API that was previously found to have properties that were unsuitable for development. Opportunities for continued development in such a situation have often relied on the fortuitous formation of a stable hydrate or solvate, but the present techniques present the ability to systematically examine alternative formulations of the hydrochloride salt by cocrystallizing the hydrochloride salt of the API with appropriate guest molecules.
Cocrystallization may be an attractive technique for salts of APIs that have been rejected due to problems relating to physical properties. Since cocrystals may have different physical properties than the individual components, APIs with unfavorable physical properties can be cocrystallized with suitable guest molecules and the physical properties of the resulting crystalline solids can be evaluated.
The cocrystals of fluoxetine HCl provide examples of the modification of a physical property (solubility) of an API salt. Cocrystals of fluoxetine HCl:benzoic acid are less soluble and have a lower dissolution rate than crystals of fluoxetine HCl, while cocrystals of fluoxetine HCl:succinic acid are more soluble and have a faster dissolution rate than crystals of fluoxetine HCl.
Other physical properties of APIs or their salts that may be modified by forming a cocrystal include: melting point, density, hygroscopicity, crystal morphology, loading volume, compressibility, and shelf life. Furthermore, other properties such as bioavailability, toxicity, taste, physical stability, chemical stability, production costs, and manufacturing method may be modified by the use of the present cocrystallization techniques.
An active agent can be screened for possible cocrystals where polymorphic forms, hydrates or solvates are especially problematic. A neutral compound that can only be isolated as amorphous material could be cocrystallized. Forming a cocrystal may up-grade the performance of a drug formulation of an active pharmaceutical ingredient by changing physical properties. Some APIs are problematic during wet granulation and compression stages. A bioequivalent cocrystal could rectify this problem.
A cocrystal can be used to isolate or purify a compound during manufacturing. If it is desirable to identify all of the solid state phases of an active pharmaceutical ingredient, then cocrystallization may be particularly desirable.
The present techniques provide new methods of developing and screening active pharmaceutical ingredients. Non-toxic cocrystalline forms of neutral active pharmaceutical ingredients may be prepared, screened, tested, and commercialized. Screening based on cocrystal formation is equivalent in many respects to a salt-screen for neutral APIs. Furthermore, new types of HCl salt structures may be prepared. The properties of hydrochloride salts can be tuned and perfected. New, unique, stable, and marketable phase of hydrochloride salts may be prepared. One can choose whether to make the formulation more soluble or less soluble.
As another aspect, the present techniques may also be used to remove or reduce the water of hydration, and/or to prepare a cocrystal substantially free of water of hydration. A hydrate may be viewed as a cocrystal having water as the guest. Water and guest acids perform a similar role in the stabilization of the crystal structure. In fact, about 28% of the hydrochloride salts of API in the Cambridge Structure Database are hydrates, compared to about 8% of all other organic structures. This indicates an affinity for hydration. The present techniques both capitalize and rectify this affinity, in that an affinity for cocrystallization (as evidence by hydration) is likely indicated, and this affinity for cocrystallization may be employed for the formation of cocrystals with a suitable guest, such as an acid, for example a carboxylic acid. Indeed, in many cocrystals, an acid may have stronger interactions than water molecules and may displace the water of hydration during the formation of the cocrystal. Accordingly, the present techniques provide a method of preparing a cocrystal from a hydrate. A hydrate of a salt is provided, and the hydrate comprises water of hydration. A guest is selected to coordinate with the counterion. Preferably, the guest coordinates more strongly with the counterion than the solvent does. A solution, melt or physical mixture is prepared which comprises the hydrate and the guest. The solution or melt is subjected to a crystallization process, or the physical mixture is subjected to grinding, and a cocrystal comprising the salt of the active agent and the guest is formed, and the salt comprises the active agent and a counterion. Similarly, the present techniques provide a method of preparing a cocrystal from a solvate. A solvate of a salt is provided, and the solvate comprises solvent molecules coordinated with the salt. A guest is selected to coordinate with the counterion. Preferably, the guest coordinates more strongly with the counterion than the solvent does. A solution, melt or physical mixture is prepared comprising the solvate and the guest. The solution or melt is subjected to a crystallization process, or the physical mixture is subjected to grinding, and a cocrystal comprising the salt of the active agent and the guest is formed. The salt comprises the active agent and a counterion.
FIGS. 2(a) and (b) are drawings of two-dimensional and three-dimensional models of a cocrystal of fluoxetine HCl and benzoic acid (1:1). FIG. 2(a) shows a two-dimensional model in which the chloride ion interacts with the hydrogens of the amine group of fluoxetine and of the hydroxyl group of benzoic acid. Through these interactions, which may be characterized as hydrogen bonding, fluoxetine hydrochloride and benzoic acid form a supramolecular structure that may be the basis of a cocrystal. FIG. 2(b) shows a three-dimensional model of the supramolecular organization of fluoxetine hydrochloride and benzoic acid.
FIG. 3(a) and (b) are drawings of two-dimensional and three-dimensional models of a cocrystal of fluoxetine HCl and succinic acid (2:1). FIG. 3(a) shows a two-dimensional model in which the chloride ion interacts with the hydrogens of the ammonium group of fluoxetine and of the hydroxyl group of succinic acid. Through these interactions, which may be characterized as hydrogen bonding, two molecules of fluoxetine hydrochloride and one molecule of succinic acid form a supramolecular structure that may be the basis of a cocrystal. FIG. 3(b) shows a three-dimensional model of the supramolecular organization of the molecules of fluoxetine hydrochloride and succinic acid.
FIGS. 4(a) and (b) show a two-dimensional drawing of nabumetone and 2,3-naphthalenediol and a three-dimensional model of a cocrystal of nabumetone and 2,3-naphthalenediol (1:1).
Active Agent
The active agent is the molecule whose activity is desirable or the object of interest. It is contemplated that one or more active agents may be employed in a cocrystal, according to any of the present techniques. For example, where the active agent is an active pharmaceutical ingredient, the pharmaceutical activity of the active agent is desirable. Other active agents may be nutraceuticals, agricultural chemicals, pigments, dyes, explosives, polymer additives, lubricant additives, photographic chemicals, or structural and electronic materials.
The active agent may be provided as a salt. It is contemplated that one or more salts may be employed in a cocrystal, according to any of the present techniques. The salt may be prepared from the active agent or obtained from a commercial source. Hydrochloride salts of active pharmaceutical ingredients, especially of amine APIs, are especially preferred in the pharmaceutical industry.
In general, it is contemplated that the present techniques will have particularly good results as applied to amine HCl salts as well as other ammonium salts as described in more detail herein. In ammonium acid salts, the active agent has at least one amine moiety which is relatively basic (at least one relatively basic nitrogen), and a salt is formed with an acid that reacts with the amine moiety. Cocrystals may be then formed between the ammonium salts and guests which act as hydrogen-bond donors to the salts. Cocrystals may be formed of chloride salts of APIs, for example buspirone hydrochloride, fluoxetine hydrochloride, and metformin hydrochloride.
The present cocrystals may comprise salts other than chloride salts—the hydrochloride API salts that are listed above are only a sampling of the relevant compounds because the starting material need not be a known hydrochloride. Indeed, many relevant APIs are salts that are not HCl salts because the HCl salt was not believed to be an appropriate material and a different salt was commercialized instead. The present techniques may enable one to employ an HCl salt of an API that is marketed as another type of salt. Alternatively, it may be desirable to employ a salt other than an HCl salt, by replacing the HCl or by forming a salt comprising an active agent that acts as a base with an acid other than HCl. The following acids provide anionic counterions that would be used to replace chlorine. These are relatively strong acids, and include but are not limited to mineral acids, and the carboxylic acid guest is expected to form one or more hydrogen bonds with a hydrogen bond acceptor on the anionic counterion. The list is the conjugate acid that would react with a basic active agent to form a salt:
sulfuric acid
phosphoric acid
hydrobromic acid
nitric acid
pyrophosphoric acid
methanesulfonic acid
thiocyanic acid
naphthalene-2-sulfonic acid
1,5-naphthalenedisulfonic acid
cyclamic acid
p-toluenesulfonic acid
maleic acid
L-aspartic acid
2-hydroxy-ethanesulfonic acid
glycerophosphoric acid
ethanesulfonic acid
hydroiodic acid
The present techniques also extend beyond salts as starting materials and also include many weak bases that may have been marketed as neutral forms because the known salts did not have appropriate properties. These salts could be revisited and attempts could be made to cocrystallize the HCl salt. For example, a drug formulation marketed as a tartrate salt of an API could be reformulated by cocrystallizing the HCl salt of the active molecule with an appropriate guest molecule. Thus, cocrystallization could make a useful HCl cocrystal out of the API that is currently marketed as a tartrate, sulfate, or other salt formulation. For this reason the present disclosure includes APIs that are not HCl salts as starting materials.
Furthermore, the present techniques relate to salts other than chloride salts. It is contemplated that hydrobromide salts and sodium salts of APIs may especially benefit from the present techniques, since they form relatively strong nonbonded interactions. For example, the hydrobromide salts citalopram hydrobromide and galantamine hydrobromide are contemplated for cocrystallization with benzoic acid, succinic acid, and other guests compatible with hydrochloride salts.
The present techniques may be employed to form cocrystals of sodium salts of APIs such as, for example, naproxen sodium, tolmetin sodium, and warfarin sodium. When a sodium salt (or other salt of an API having a positive counterion) is employed, different guests are expected to be suitable for cocrystallization than when a hydrochloride salt (or other anionic salt) of an API is employed.
Anions and Cations
As one aspect, the active agent is provided as a salt. A salt of the active agent is formed. Alternatively or additionally, the guest is provided as a salt or a salt of the guest is formed. The salt may comprise the active agent and a counterion that is either a cation or an anion. Among the preferred cations (including cations as well as compounds that can form cations) are aluminum, ammonium, benzathine, calcium, diethanolamine, diethylamine, dimeglumine, disodium, lithium, lysine, magnesium, meglumine, potassium, sodium, and zinc. Among the preferred anions are acetate, L-aspartate, besylate, bicarbonate, carbonate, D-camsylate, L-camsylate, citrate, edisylate, fumarate, gluconate, hydrobromide/bromide, hydrochloride/chloride, D-lactate, L-lactate, DL-lactate, D,L-malate, L-malate, mesylate, pamoate, phosphate, succinate, sulfate, D-tartrate, L-tartrate, D,L-tartrate, meso-tartrate, benzoate, gluceptate, D-glucuronate, hybenzate, isethionate, malonate, methylsufate, 2-napsylate, nicotinate, nitrate, orotate, stearate, tosylate, acefyllinate, aceturate, aminosalicylate, ascorbate, ascorbate, borate, butyrate, camphorate, camphocarbonate, decanoate, hexanoate, cholate, cypionate, dichloroacetate, edentate, ethyl sulfate, furate, fusidate, galactarate (mucate), galacturonate, gallate, gentisate, glutamate, glutamate, glutarate, glycerophosphate, heptanoate (enanthate), hydroxybenzoate, hippurate, phenylpropionate, iodide, xinafoate, lactobionate, laurate, maleate, mandelate, methanesufonate, myristate, napadisilate, oleate, oxalate, palmitate, picrate, pivalate, propionate, pyrophosphate, salicylate, salicylsulfate, sulfosalicylate, sulfosalicylate, tannate, terephthalate, thiosalicylate, tribrophenate, valerate, valproate, adipate, 4-acetamidobenzoate, camsylate, octanoate, estolate, esylate, glycolate, thiocyanate, and undecylenate.
When a metal cation is employed as a counterion of the active agent, the interaction between guest and cation is not a hydrogen bond but rather is an intermolecular interaction between an electron rich group such as a carbonyl and the metal cation. This interaction is often not as strong as a hydrogen bond, but is still a favorable interaction and thus can contribute to the stabilization of a cocrystal.
The HCl salt of an active pharmaceutical ingredient is especially preferred to create a new type of cocrystal. In this type of solid state phase, one can cocrystallize the HCl salt with a neutral guest molecule. By doing this one can create solid state phases with specific properties. For instance one can make a solid comprising an active pharmaceutical ingredient having greater or lesser intrinsic solubility and/or a faster or slower dissolution rate, depending on the guest compound that is chosen.
Guests
The guest is present in order to form the cocrystal with the active agent. It is contemplated that one or more guests may be employed in a cocrystal, according to any of the present techniques. Accordingly, the guest is not required to have an activity of its own, although it may have some activity that does not overly derogate from the desired activity of the active agent. In some situations, the guest may have the same activity as or an activity complementary to that of the active agent. The guest may be another API. For example, some guests may facilitate the therapeutic effect of an active pharmaceutical ingredient. For pharmaceutical formulations, the guest may be any pharmaceutically acceptable molecule(s) that forms a cocrystal with the API or its salt. The RTECS database is a useful source for toxicology information, and the GRAS list contains about 2500 relevant compounds.
The guest may be neutral (such as benzoic acid and succinic acid in the examples below) or ionic (such as sodium benzoate or sodium succinate). Neutral guests are nonionic guests. Ionic guests are compounds or complexes having ionic bonds. FIG. 5 shows several general classes of guests (organic bases, organic salts, alcohols & aldehydes, amino acids, sugars, ionic inorganics, aliphatic esters & ketones, organic acids, and aromatic esters & ketones).
The guest may be an acid that forms hydrogen bonds with the chloride (or other anion). For example, suitable guests which are acids include (but not are not limited to):
ascorbic acid
glucoheptonic acid
sebacic acid
alginic acid
cyclamic acid
ethane-1,2-disulfonic acid
2-hydroxyethanesulfonic acid
2-oxo-glutaric acid
naphthalene-1,5-disulfonic acid
nicotinic acid
pyroglutamic acid
4-acetamidobenzoic acid
Table 1 sets forth a group of presently preferred guests. It is contemplated that the guests set forth in the Table may be arranged in subgroups based upon molecular structure and/or physiological effect. Furthermore, the foregoing list is intended to provide a written description of any sublist that omits one or more guests.
Table 2 sets forth another group of preferred guests. It is contemplated that the guests set forth in the Table may be arranged in subgroups based upon molecular structure and/or physiological effect. Furthermore, the foregoing list is intended to provide a written description of any sublist that omits one or more guests.
Table 3 sets forth the group comprising molecules believed at present to be suitable guests. It is contemplated that the guests set forth in the Table may be arranged in subgroups based upon molecular structure and/or physiological effect. Furthermore, the foregoing list is intended to provide a written description of any sublist that omits one or more guests.
Ionic guests are salts themselves, and may be formed from bases and acids prior to being used to form cocrystals. For example, the following bases and acids may be reacted to form ionic guests:
Bases
Ammonia
L-Arginine
Benethamine
Benzathine
Betaine
Calcium Hydroxide
Choline
Deanol
Diethanolamine
Di ethyl amine
2-(Diethylamino)ethanol
2-Aminoethanol
Ethylenediamine
N-Methylglucamine
Hydrabamine
1H-Imidazole
Lysine
Magnesium Hydroxide
Morpholine
4-(2-Hydroxyethyl)Morpholine
piperazine
Potassium Hydroxide
Pyrrolidine
1-(2-Hydroxyethyl)Pyrrolidine
Sodium Hydroxide
Triethanolamine
Tromethamine
Zinc Hydroxide
Acids
(+)-L-Tartaric Acid
1,2,2-Trimethyl-1,3-cyclopentanedicarboxylic Acid
10-Undecylenic Acid
1-Hydroxy-2-naphthoic Acid
(+)-Camphor-10-sulfonic Acid
2,5-Dihydroxybenzoic Acid
2-Furancarboxylic Acid
2-Mercaptobenzoic Acid
3-Cyclopentylpropionic Acid
3-Phenylpropionic Acid
4-Aminosalicylic Acid
4-Hydroxybenzoic Acid
Acetic Acid
Adipic Acid
alpha-Hydroxypropionic Acid
Benzenesulfonic Acid
Benzoic Acid
Carbonic Acid
Cholic Acid
Citric Acid
(−)-D-Tartaric Acid
(+)-D-Camphoric Acid
(+)-D-Malic Acid
(+)-L-Malic Acid
2,2-Dichloroacetic Acid
DL-10-Camphorsulfonic Acid
DL-Glutamic Acid
DL-Malic Acid
DL-Tartaric Acid
Dodecylsulfuric Acid
Ethanesulfonic Acid
Ethylenediaminetetraacetic Acid
Ethylsulfuric Acid
Fumaric Acid
Galactaric Acid
Gallic Acid
Gluconic Acid
Glutaric Acid
Glycolic Acid
Hippuric Acid
Hydriodic Acid
Hydrobromic Acid
Hydrochloric Acid
(−)-L-Apple Acid
(+)-L-Lactic Acid
(+)-L-Tartaric Acid
D,L-Lactic Acid
Lactobionic Acid
L-Aspartic Acid
Lauric Acid
L-Glutamic Acid
Maleic Acid
(−)-L-Malic Acid
Malonic Acid
D,L-Mandelic Acid
Methanesulfonic Acid
Naphthalene-2-sulfonic acid
n-Butyric Acid
n-Decanoic Acid
n-Hexanoic Acid
Nitric acid
n-Tetradecanoic Acid
Octanoic Acid
Oleic Acid
Orotic Acid
Orthoboric Acid
Oxalic Acid
4-Acetamidobenzoic Acid
Palmitic Acid
Pamoic Acid
Phosphoric Acid
Picric Acid
Pivalic Acid
Propionic Acid
p-Toluenesulfonic Acid
Pyrophosphoric Acid
Salicylic Acid
Stearic Acid
Succinic Acid
Sulfosalicylic Acid
Sulfuric Acid
Terephthalic Acid
Thiocyanic Acid
Valeric Acid
Valproic Acid
Typically, suitable guests will have complementary ability to noncovalently bond to the active agent or its salt, for example the ability to form hydrogen bonds with the active agent or its salt. Suitable guests for active agents having negative counterions include, but are not limited to, compounds having alcohol, ketone, ester, and/or carboxylic acid functionalities. Suitable guests may include organic acids, organic bases, organic salts, alcohols, aldehydes, amino acids, sugars, ionic inorganic compounds, aliphatic esters and ketones, and aromatic esters and ketones.
Among the presently preferred neutral guests are those which are not liquids at room temperature. Also among the presently preferred neutral guests are carboxylic acids having at least three carbon atoms, alternatively at least four carbon atoms, and which do not form solvates. For example, if the following acids were combined with active agents, the combination would more properly be considered a solvate than a cocrystal: acetic acid, propionic acid, and butyric acid. However, in certain embodiments of the present invention (for example, in certain cocrystals, cocrystallization methods, and screening methods), the use of solvents and solvates may still be desirable, and the use of solvents and solvates is not excluded from the scope of any cocrystal or method except where explicitly stated.
Detection of Cocrystals
Cocrystals may be detected by x-ray diffraction analysis or other suitable techniques. The observation of physical properties of a solid (particularly its melting point) which differ from the physical properties of the starting materials and the polymorphs and/or solvates and/or hydrates of the starting materials, is an indicator that a cocrystal has been formed.
A method of crystal engineering is described. An active pharmaceutical ingredient such as fluoxetine hydrochloride is recognized as possessing a strong hydrogen bond acceptor. The API is screened against a library of strong hydrogen bond donors or other possible guest compounds. Such a library is selected and ordered based upon nontoxicity, physical property, and the availability and geometric arrangement of hydrogen bond donors that are complementary to the API.
The results from a cocrystal screen of fluoxetine hydrochloride demonstrate a new class of cocrystal that is broadly applicable to a wide variety of hydrochloride salts of APIs. This new approach is a general method that allows creation of cocrystals starting with the hydrochloride salt of the API. Starting with the hydrochloride retains the advantages of the salt, yet one is still able to use the cocrystal method to alter the physical properties of the resulting solid by adding guest molecules.
EXAMPLE 1
Cocrystallization of Fluoxetine HCl and Benzoic Acid
Cocrystals of fluoxetine HCl: benzoic acid were formed using the following procedures. In one preparation, a 505 mg sample of fluoxetine HCl and 178 mg of benzoic acid were dissolved with heating in 5 mL of acetonitrile. The solution was allowed to crystallize in a small crystallization dish. Well-formed crystalline material formed within 7 minutes. This material was isolated on filter paper and dried in the air to yield 546 (80%) of fluoxetine HCl:benzoic acid (1:1) cocrystal.
In another preparation, a 5.00 g sample of fluoxetine HCl and 1.76 g of benzoic acid were dissolved in 50 mL of acetonitrile with heating. The solution was allowed to crystallize in a large evaporating dish. The resulting solid was isolated on filter paper and dried in the air to yield 5.40 g (92%) of fluoxetine HCl:benzoic acid (1:1) cocrystal.
The cocrystal had a relatively slow dissolution rate and lower water solubility. The measured melting point was 134° C.+/−2° C. for the cocrystal. The cocrystal is expected to have a good toxicology profile, since benzoic acid is known to be safe and appears on the GRAS list from the U.S. Food and Drug Administration.
The resulting cocrystal is a ternary system comprising the protonated API base, the chloride ion, and the neutral guest molecule.
The present inventor believes there are no known solvates or hydrates of fluoxetine hydrochloride. Thus, the formation of a cocrystal of fluoxetine hydrochloride constitutes a surprising achievement and provides a unique composition.
EXAMPLE 2
Cocrystallization of Fluoxetine HCl and Succinic Acid
Cocrystals of fluoxetine HCl and succinic acid were prepared as follows. In one preparation, a 458 mg sample of fluoxetine HCl was dissolved in 8 mL of acetonitrile by heating the solution gently. A 78 mg sample of succinic acid was added to the warm solution and dissolved. The solution was allowed to evaporate rapidly in a crystallization dish. Well-formed crystals as blocks formed as the solvent evaporated over 8 minutes. The product was collected on filter paper and dried to yield 401 mg of fluoxetine HCl:succinic acid (2:1) cocrystal (75% yield).
In another preparation, a 5.00 g sample of fluoxetine HCl and 0.85 g of succinic acid were dissolved in acetonitrile with heating. The solution was allowed to crystallize in an open evaporating dish over a 15 minute period. The solid material was isolated on filter paper and dried to yield 5.40 g (92% yield) of fluoxetine HCl:succinic acid (2:1) cocrystal.
The measured melting points were 158° C. for fluoxetine HCl, 184° C. for succinic acid, and 137° C. for the cocrystal. The cocrystal is expected to have a good toxicology profile, since succinic acid is known to be safe and appears on the Generally Recognized As Safe (!“GRAS”) list from the U.S. Food and Drug Administration.
EXAMPLE 3
Cocrystallization of Nabumetone and 2,3-naphthalenediol
As a demonstrative example, a cocrystal comprising a neutral API is described in this example. Cocrystals of nabumetone (a neutral API) and 2,3-naphthalenediol were prepared as follows. A 4.01 g sample of 2,3-naphthalenediol and 5.7 g of nabumetone were dissolved in 50 mL of nitromethane with heating. A solid was formed as the solution cooled and was allowed to stand overnight. The solid was filtered from the remaining solvent and dried in the air to yield 6.61 g (68%) of nabumetone:2,3-naphthalenediol (1:1) cocrystal.
The resulting cocrystal had a 1:1 molar ratio of nabumetone to 2,3-naphthalienediol. The measured melting points were 80° C. for nabumetone, 162° C. for 2,3-naphthalienediol, and 98° C. for the cocrystal. The cocrystal is expected to have a relatively poor toxicology profile. However, this example demonstrates one basis for the selection of guest molecules: molecular structural similarities. In this case the molecular recognition of the naphthalene moieties of the API and the guest contribute to the stability of the cocrystal. In addition, the stronger alcohol to ketone hydrogen bonds formed by the cocrystal contribute to the stability of the cocrystal. The only hydrogen bond donors available in the API crystal structure are weak C—H groups. The stronger hydrogen bond donors on the guest molecule are able to form stronger intermolecular interaction between the API and guest, compared to the interactions between molecules of the API.
EXAMPLE 4
Crystal Structure Analysis of fluoxetine HCl:benzoic Acid Cocrystal (1:1)
A suitable cocrystal of fluoxetine HCl:benzoic acid (1:1) was coated with Paratone N oil, suspended in a small fiber loop and placed in a cooled nitrogen gas stream at 100 K on a Bruker D8 SMART APEX CCD sealed tube diffractometer with graphite monochromated MoKα (0.71073Å) radiation. Data were measured using a series of combinations of phi and omega scans with 10 second frame exposures and 0.3° frame widths. Data collection, indexing and initial cell refinements were all carried out using SMART software (SMART Version 5.624, 2000, Bruker AXS, Inc., Analytical X-ray Systems, 5465 East Cheryl Parkway, Madison Wis. 53711-5373). Frame integration and final cell refinements were done using SAINT software (SAINT Version 6.02, 2000, Bruker AXS, Inc., Analytical X-ray Systems, 5465 East Cheryl Parkway, Madison Wis. 53711-5373). The final cell parameters were determined from least-squares refinement on 5435 reflections. The SADABS program was used to carry out absorption corrections (SADABS Version 2.03, 2001, George Sheldrick, University of Göttingen).
The structure was solved using Direct methods and difference Fourier techniques (SHELXTL V5.10, 2000, Bruker AXS, Inc., Analytical X-ray Systems, 5465 East Cheryl Parkway, Madison Wis. 53711-5373). Hydrogen atoms were placed their expected chemical positions using the HFIX command and were included in the final cycles of least squares with isotropic Uij's related to the atom's ridden upon. The C—H distances were fixed at 0.93 Å (aromatic and amide), 0.98 Å (methine), 0.97 Å (methylene), or 0.96 Å (methyl). All non-hydrogen atoms were refined anisotropically. Scattering factors and anomalous dispersion corrections are taken from A. J. C. Wilson (ed),
International Tables for X-ray Crystallography, Volume C. Kynoch, Academic Publishers, Dordrecht, 1992, Tables 6.1.1.4 (pp. 500-502) and 4.2.6.8 (pp. 219-222) the International Tables for X-ray Crystallography. Structure solution, refinement, graphics and generation of publication materials were performed by using SHELXTL, V5.10 software. Additional details of data collection and structure refinement are given in Table 4 which follows.
EXAMPLE 5
Crystal Structure Analysis of fluoxetine HCl:succinic Acid Cocrystal (2:1)
A suitable cocrystal of fluoxetine HCl-succinic acid (2:1) was coated with Paratone N oil, suspended in a small fiber loop and placed in a cooled nitrogen gas stream at 100 K on a Bruker D8 SMART APEX CCD sealed tube diffractometer with graphite monochromated MoKα (0.71073Å) radiation. Data were measured using a series of combinations of phi and omega scans with 10 second frame exposures and 0.3° frame widths. Data collection, indexing and initial cell refinements were all carried out using SMART software (SMART Version 5.624, 2000, Bruker AXS, Inc., Analytical X-ray Systems, 5465 East Cheryl Parkway, Madison Wis. 53711-5373). Frame integration and final cell refinements were done using SAINT software (SAINT Version 6.02, 2000, Bruker AXS, Inc., Analytical X-ray Systems, 5465 East Cheryl Parkway, Madison Wis. 53711-5373). The final cell parameters were determined from least-squares refinement on 5435 reflections. The SADABS program was used to carry out absorption corrections (SADABS Version 2.03, 2001, George Sheldrick, University of Göttingen).
The structure was solved using Direct methods and difference Fourier techniques (SHELXTL V5.10, 2000, Bruker AXS, Inc., Analytical X-ray Systems, 5465 East Cheryl Parkway, Madison Wis. 53711-5373). Hydrogen atoms were placed their expected chemical positions using the HFIX command and were included in the final cycles of least squares with isotropic Uij's related to the atom's ridden upon. The C—H distances were fixed at 0.93 Å (aromatic and amide), 0.98 Å (methine), 0.97 Å (methylene), or 0.96 Å (methyl). All non-hydrogen atoms were refined anisotropically. Scattering factors and anomalous dispersion corrections are taken from A. J. C. Wilson (ed), International Tables for X-ray Crystallography, Volume C. Kynoch, Academic Publishers, Dordrecht, 1992, Tables 6.1.1.4 (pp. 500-502) and 4.2.6.8 (pp. 219-222). Structure solution, refinement, graphics and generation of publication materials were performed by using SHELXTL, V5.10 software. Additional details of data collection and structure refinement are given in Table 5 which follows.
EXAMPLE 6
Crystal Structure Analysis of Nabumetone: 2,3-naphthalenediol Cocrystal (1:1)
A suitable cocrystal of nabumetone:2,3-naphthalenediol (1:1) was coated with Paratone N oil, suspended in a small fiber loop and placed in a cooled nitrogen gas stream at 100 K on a Bruker D8 SMART 1000 CCD sealed tube diffractometer with graphite monochromated CuKα (1.54178 Å) radiation. Data were measured using a series of combinations of phi and omega scans with 10 second frame exposures and 0.3° frame widths. Data collection, indexing and initial cell refinements were all carried out using SMART software (SMART Version 5.55, 2000, Bruker AXS, Inc., Analytical X-ray Systems, 5465 East Cheryl Parkway, Madison Wis. 53711-5373). Frame integration and final cell refinements were done using SAINT software (SAINT Version 6.02, 1999, Bruker AXS, Inc., Analytical X-ray Systems, 5465 East Cheryl Parkway, Madison Wis. 53711-5373). The final cell parameters were determined from least-squares refinement on 2869 reflections.
The structure was solved using Direct methods and difference Fourier techniques (SHELXTL V5.10, 1997, Bruker AXS, Inc., Analytical X-ray Systems, 5465 East Cheryl Parkway, Madison Wis. 53711-5373). Hydrogen atoms were placed their expected chemical positions using the HFIX command and were included in the final cycle's of least squares with isotropic Uij's related to the atom's ridden upon. The C—H distances were fixed at 0.93 Å (aromatic and amide), 0.98 Å (methine), 0.97 Å (methylene), or 0.96 Å (methyl). All non-hydrogen atoms were refined anisotropically. Scattering factors and anomalous dispersion corrections are taken from A. J. C. Wilson (ed), International Tables for X-ray Crystallography, Volume C. Kynoch, Academic Publishers, Dordrecht, 1992, Tables 6.1.1.4 (pp. 500-502) and 4.2.6.8 (pp. 219-222). Structure solution, refinement, graphics and generation of publication materials were performed by using SHELXTL, V5.10 software. Additional details of data collection and structure refinement are given in Table 6 which follows.
EXAMPLE 7
Cocrystals of Active Agent Salts and Guests
The experiments of Examples 1 and 2 are repeated, using conditions similar to those of those previous Examples, with each possible combination of the salts of active agents and guests identified earlier in this disclosure. Cocrystals are formed which have utility according to the known activity of the active agent.
EXAMPLE 8
Cocrystals of Active Agents and Guest Salts
The experiments of Example 3 are repeated, using conditions similar to those of those previous Examples, with each possible combination of the neutral or zwitterionic active agents and guest salts identified earlier in this disclosure. Cocrystals are formed which have utility according to the known activity of the active agent.
EXAMPLE 9
Cocrystallization of Fluoxetine HCl and Fumaric Acid
Cocrystals of fluoxetine HCl and succinic acid were prepared as follows. A 6.00 g sample of fluoxetine HCl and 1.01 g of fumaric acid were dissolved in 20 mL of ethanol with heating. The solution was filtered through a 0.2 μm nylon filter, concentrated to a volume of 8 mL, and cooled in an ice bath for 6 hours. The solid material was isolated on filter paper and allowed to dry in the air to give 5.74 g (82% yield) of fluoxetine HCl:fumaric acid (2:1) cocrystal. The measured melting points were 158° C. for fluoxetine HCl, >300° C. (decomposes) for fumaric acid, and 164° C. for the cocrystal. The cocrystal is expected to have a good toxicology profile, since fumaric acid is known to be safe and appears on the Generally Recognized As Safe (“GRAS”) list from the U.S. Food and Drug Administration.
EXAMPLE 10
Crystal Structure Analysis of fluoxetine HCl:fumaric Acid Cocrystal (2:1)
A suitable cocrystal of fluoxetine HCl and fumaric acid was coated with Paratone N oil, suspended in a small fiber loop and placed in a cooled nitrogen gas stream at 100 K on a Bruker D8 SMART 1000 CCD sealed tube diffractometer with graphite monochromated CuKα (1.54178 Å) radiation. Data were measured using a series of combinations of phi and omega scans with 10 second frame exposures and 0.3° frame widths. Data collection, indexing and initial cell refinements were all carried out using SMART software (SMART Version 5.55, 2000, Bruker AXS, Inc., Analytical X-ray Systems, 5465 East Cheryl Parkway, Madison Wis. 53711-5373). Frame integration and final cell refinements were done using SAINT software (SAINT Version 6.02, 1999, Bruker AXS, Inc., Analytical X-ray Systems, 5465 East Cheryl Parkway, Madison Wis. 53711-5373). The final cell parameters were determined from least-squares refinement on 5625 reflections.
The structure was solved using Direct methods and difference Fourier techniques (SHELXTL V5.10, 1997, Bruker AXS, Inc., Analytical X-ray Systems, 5465 East Cheryl Parkway, Madison Wis. 53711-5373). All the hydrogen atoms were located from difference Fouriers and included in the final cycles of least squares with isotropic Uij's. All non-hydrogen atoms were refined anisotropically. Scattering factors and anomalous dispersion corrections are taken from A. J. C. Wilson (ed), International Tables for X-ray Crystallography, Volume C. Kynoch, Academic Publishers, Dordrecht, 1992, Tables 6.1.1.4 (pp. 500-502) and 4.2.6.8 (pp. 219-222). Structure solution, refinement, graphics and generation of publication materials were performed by using SHELXTL, V5.10 software. Additional details of data collection and structure refinement are given in Table G which follows.
All patents, test procedures, and other documents cited herein, including priority documents, are fully incorporated by reference to the extent such disclosure is not inconsistent with this invention and for all jurisdictions in which such incorporation is permitted.
While the present invention has been described and illustrated by reference to particular embodiments, it will be appreciated by those of ordinary skill in the art that the invention lends itself to many different variations not illustrated herein. For these reasons, then, reference should be made solely to the appended claims for purposes of determining the true scope of the present invention.
Although the appendant claims have single appendencies in accordance with U.S. patent practice, each of the features in any of the appendant claims can be combined with each of the features of other appendant claims or the main claim.









TABLE 1









10-camphorsulfonic acid



10-undecylenic acid



1-hydroxy-2-naphthoic acid



2,4-dihydroxybenzoic acid



2,5-dihydroxybenzoic acid



2-aminopropionic acid



2-ethylbutyrinc acid



2-furancarboxylic acid



2-mercaptobenzoic acid



3-methylbutanoic acid



3-phenylpropionic acid



4-aminobenzoic acid



4-aminosalicylic acid



4-hydroxybenzoic acid



adipic acid



alginic acid



anisic acid



arginine



ascorbic acid



asparagine



aspartic acid



aspirin



benzenesulfonic acid



benzoic acid



4-acetamidobenzoic acid



beta-alanine



camphoric acid



camphorsulfonic acid



carbonic acid



cholic acid



cinnamic acid



citric acid



cyclamic acid



cyclohexanecarboxylic acid



cyclohexylacetic acid



cysteine



diphenylacetic acid



dodecylsulfonic acid



ethane-1,2-disulfonic acid



ethanesulfonic acid



ethanesulfonic acid, 2-hydroxy



ethylenediaminetetraacetic acid



ethylsulfuric acid



fumaric acid



galactaric acid



gallic acid



gentisic acid



glucoheptonic acid



gluconic acid



glutamic Acid



glutamine



glutaric acid



glutaric acid, 2-oxo-



glycine



glycolic acid



hippuric acid



histidine



hydroxyproline



isoleucine



lactobionic acid



lauric acid



leucine



levulinic acid



lysine



maleic acid



malic acid



malonic acid



mandelic acid



m-methoxybenzoic acid



naphthalene-1,5-disulfonic acid



naphthalene-2-sulfonic acid



n-decanoic acid



niacin



nicotinic acid



n-tetradecanoic acid



oleic acid



o-methylbenzoic acid



orotic acid



orthoboric acid



o-toluic acid



p-acetamidobenzoic acid



palmitic acid



pamoic acid



phenoxyacetic acid



phenylacetic acid



phenylalanine



picric acid



pivalic acid



proline



p-toluenesulfonic acid



pyroglutamic acid



pyruvic acid



salicylic acid



sebacic acid



serine



sorbic acid



stearic acid



succinic acid



sulfosalicylic acid



tartaric acid



terephthalic acid



thiocyanic acid



threonine



tiglic acid



tryptophan



tyrosine



valeric acid



valine




















TABLE 2







Name
CAS #









Potassium bicarbonate
298-14-6



Potassium carbonate
584-08-7



Potassium chloride
7447-40-7



Potassium hydroxide
1310-58-3



Potassium metabisulfite
16731-55-8



Potassium nitrate
7757-79-1



Potassium nitrite
7758-09-0



Potassium permanganate
7722-64-7



Potassium persulfate
7727-21-1



Potassium phosphate, dibasic
2139900



Potassium Phosphate Monobasic
7778-77-0



potassium phosphate, tribasic,
7778-53-2



n-hydrate



Potassium sulfate
7778-80-5



Sodium bicarbonate
144-55-8



Sodium bisulfite
7631-90-5



Sodium borohydride
16940-66-2



Sodium carbonate
497-19-8



Sodium Carbonate Monohydrate
1486118



Sodium chloride
7647-14-5



Sodium dithionite
7775-14-6



Sodium fluoride
7681-49-4



Sodium hexametaphosphate
10124-56-8



Sodium hydroxide
1310-73-2



Sodium hypochlorite
7681-52-9



Sodium Metabisulfite
7681-57-4



Disodium metasilicate
6834-92-0



sodium monophosphate
7681-53-0



Sodium nitrate
7631-99-4



Sodium nitrite
7632-00-0



sodium hydrogen phosphate
7558-79-4



Sodium Phosphate Monobasic
7558-80-7



Sodium Pyrophosphate
7722-88-5



Sodium silicate
1344-09-8



Sodium Sulfate Decahydrate
7727-73-3



Sodium sulfite
7757-83-7



Sodium Thiosulfate
10102-17-7



Pentahydrate



Calcium acetate
5743-26-0



Calcium Carbonate
471-34-1



Calcium Chloride Dihydrate
10035-04-8



Calcium gluconate
299-28-5



Calcium hydroxide
1305-62-0



Calcium oxide
1305-78-8



Calcium phosphate, dibasic
7757-93-9



Calcium Phosphate Monobasic
7758-23-8



Calcium sulfate
7778-18-9



Magnesium hydroxide
1309-42-8



Magnesium Sulfate Heptahydrate
10034-99-8



Aluminum
7429-90-5



Aluminum ammonium sulfate
7784-26-1



Aluminum chloride
7446-70-0



Aluminum hydroxide
21645-51-2



Aluminum potassium sulfate,
7784-24-9



dodecahydrate



Orthoboric acid
10043-35-3



formaldehyde
50-00-0



DL-Isoleucine
443-79-8



(2S,7S)-(−)-Cystine
56-89-3



DL-Alanine
302-72-7



beta-Alanine
107-95-9



(S)-(+)-Arginine
74-79-3



(S)-(−)-Cysteine
52-90-4



DL-Glutamic acid
617-65-2



Glycine
56-40-6



(S)-(−)-Histidine
71-00-1



(S)-(+)-Lysine
56-87-1



DL-Methionine
59-51-8



DL-Phenylalanine
150-30-1



(S)-(−)-Phenylalanine
63-91-2



D-(+)-Proline
344-25-2



(S)-(−)-Tryptophan
73-22-3



(S)-(−)-Tyrosine
60-18-4



Carvone
99-49-0



Citral
5392-40-5



Ethyl butyrate
105-54-4



Isobutyl propionate
540-42-1



Methyl butyrate
623-42-7



n-Propyl acetate
109-60-4



Isobutyl formate
542-55-2



Benzyl acetate
140-11-4



6-Methyl-5-hepten-2-one
110-93-0



Butyl acetate
123-86-4



Ethyl acetoacetate
141-97-9



Isopentyl Acetate
123-92-2



Cinnamaldehyde
104-55-2



Methyl benzoate
93-58-3



Butyl sulfide
544-40-1



Ethyl benzoate
93-89-0



2,4-Hexadienoic acid,
24634-61-5



potassium salt, (E,E)-



Potassium bitartrate
868-14-4



Lauric acid
143-07-7



Benzyl benzoate
120-51-4



Picric acid
88-89-1



Benzoyl peroxide
94-36-0



Palmitic acid
57-10-3



Dibutyl phthalate
84-74-2



Stearic acid
57-11-4



Succinic anhydride
108-30-5



Diethylenetriamine
111-40-0



Diethanolamine
111-42-2



Benzaldehyde
100-52-7



Phenethylamine
64-04-0



Salicylylaldehyde
90-02-8



Sodium benzoate
532-32-1



Cinnamic acid
621-82-9



Triethanolamine
102-71-6



L-(+)-Tartaric Acid
87-69-4



Eugenol
97-53-0



D-mannitol
69-65-8



Butyl paraben
94-26-8



Benzoin
119-53-9



Diethyl phthalate
84-66-2



Oleic acid
112-80-1



Sodium lactate
72-17-3



Indole
120-72-9



ethyl lactate
97-64-3



quinoline
91-22-5



Thymol
89-83-8



Methyl anthranilate
134-20-3



Methyl salicylate
119-36-8



Diethyl malonate
105-53-3



Citric acid
77-92-9



Sodium dodecyl sulfate
151-21-3



Morpholine
110-91-8



Furfural
98-01-1



Niacin
59-67-6



Choline chloride
67-48-1



L-Menthol
2216-51-5



Meso-inositol
87-89-8



ethylenediaminetetraacetic
60-00-4



acid



EDTA, calcium derivative,
62-33-9



disodium salt



Calcium pantothenate
137-08-6



Riboflavin
83-88-5



Zinc carbonate
3486-35-9



Amyl alcohol
71-41-0



Mineral oil
8012-95-1



Triton(R) X-100
9002-93-1



Acetaldehyde
75-07-0



Acetic Acid
64-19-7



Acetone
67-64-1



Acetophenone
98-86-2



4-Aminobenzoic acid
150-13-0



Anisole
100-66-3



Vitamin C
50-81-7



Benzoic Acid
65-85-0



Biphenyl
92-52-4



2-Methyl-1-propanol
78-83-1



n-Butanol
71-36-3



n-Butylamine
109-73-9



ethyl acetate
141-78-6



Caffeine
58-08-2



Chloroacetic Acid
79-11-8



Dichloroacetic Acid
79-43-6



Diethylamine
109-89-7



Ethanol Amine
141-43-5



n-Butyric Acid
107-92-6



Ethylenediamine
107-15-3



Formic acid
64-18-6



n-Hexanol
111-27-3



Methanol
67-56-1



Methyl Acetate
79-20-9



Methyl 4-hydroxybenzoate
99-76-3



m-Cresol
108-39-4



p-Cresol
106-44-5



Phenol
108-95-2



n-Propanol
71-23-8



Propionic Acid
79-09-4



Salicylic acid
69-72-7



Sucrose
57-50-1



Vanillin
121-33-5



Vitamin E
59-02-9



Potassium citrate, monohydrate
1534146



p-toluenesulfonic acid
6192-52-5



monohydrate



D-(+)-Maltose
69-79-4



Tetrasodium
64-02-8



ethylenediaminetetraacetate



Saccharin sodium
128-44-9



Sodium Acetate Trihydrate
6131-90-4



Quinine sulfate, dihydrate
6119-70-6



Sulfosalicylic acid, dihydrate
5965-83-3



L-(+)-Arginine
1119-34-2



monohydrochloride



Procaine hydrochloride
51-05-8



Pyridoxine Hydrochloride
58-56-0



Thiamine hydrochloride
67-03-8



Propionaldehyde
123-38-6



Urea
57-13-6



2-Propanol
67-63-0



Pyrrole
109-97-7



Sodium formate
141-53-7



Pyrrolidine
123-75-1



Methyl ethyl ketone
78-93-3



Ethyl formate
109-94-4



Propylene glycol
57-55-6



Thiourea
62-56-6



Ammonium acetate
631-61-8



Benzene
71-43-2



Sodium acetate
127-09-3



Cyclopentanone
120-92-3



Cyclohexane
110-82-7



piperidine
110-89-4



2-Pentanone
107-87-9



hexane
110-54-3



Isoamyl Alcohol
123-51-3



Lactic acid
50-21-5



2-Ethoxyethanol
110-80-5



Propionic acid, sodium salt
137-40-6



Potassium acetate
127-08-2



cyclohexyl amine
108-91-8



methyl methacrylate
80-62-6



methyl isobutyl ketone
108-10-1



Acetic anhydride
108-24-7



Isopropyl Acetate
108-21-4



2,2′-Oxybisethanol
111-46-6



Benzyl alcohol
100-51-6



Resorcinol
108-46-3



2-Butoxy ethanol
111-76-2



Cumene
98-82-8



2-Amino-2-(hydroxymethyl)-1,3-
77-86-1



propanediol



Phenethyl alcohol
60-12-8



2-Ethyl-1-hexanol
104-76-7



2-Octanol
123-96-6



2-(2-Ethoxyethoxy) ethanol
111-90-0



2,6-Dimethyl-4-heptanone
108-83-8



Benzophenone
119-61-9



D-(−)-Fructose
57-48-7



D-Glucose
50-99-7



D-Ribose
50-69-1



D-(+)-Xylose
58-86-6



Pectin sugar
5328-37-0



D-(+)-Lactose
63-42-3



Camphene
79-92-5



Isoquinoline
119-65-3



2,4-Dimethylphenol
105-67-9



2,5-Dimethylphenol
95-87-4



2,6-Dimethylphenol
576-26-1



Methanesulfonic Acid
75-75-2



o-Methoxybenzoic Acid
579-75-9



Saccharin
81-07-2



Thiazole
288-47-1



Trifluoromethanesulfonic Acid
1493-13-6



Trimethylamine
75-50-3



Coumarin
91-64-5



Dimethylamine
124-40-3



Ethyl Alcohol
64-17-5



Butyl benzyl phthalate
85-68-7



2,6-dimethylpyrazine
108-50-9



taurocholic acid
81-24-3



geraniol
106-24-1



linalool
78-70-6



ethyl isovalerate
108-64-5



ethyl 2-methylbutyrate
7452-79-1



1-octen-3-ol
3391-86-4



ethyl 2-trans-4-cis-
3025-30-7



decadienoate



Dihydromyrcenol
18479-58-8



citronellal
106-23-0



linalyl acetate
115-95-7



8-mercapto-p-menthan-3-one
38462-22-5



Ammonium citrate
3012-65-5



Ammonium bicarbonate
1066-33-7



Ammonium chloride
12125-02-9



Ammonium hydroxide
1336-21-6



Ammonium persulfate
7727-54-0



Ammonium phosphate, dibasic
7783-28-0



Ammonium Phosphate Monobasic
7722-76-1



Ammonium sulfate
7783-20-2



Ammonium sulfide
12135-76-1



Hydrazine
302-01-2



Nitric acid
7697-37-2



phosphoric acid
7664-38-2



Phosphorus oxychloride
10025-87-3



Hydriodic acid
10034-85-2



Hydrobromic acid
10035-10-6



Hydrochloric acid
7647-01-0



hydrogen peroxide
7722-84-1



Periodic Acid
10450-60-9



Sulfamic acid
5329-14-6



Sulfuric acid
7664-93-9



Sulfurous acid
7782-99-2



Dexpanthenol
81-13-0



4-oxoisophorone
1125-21-9



Copper (II) sulfate
7758-98-7



ferric chloride
7705-08-0



Ferric oxide
1309-37-1



ferric sulfate
10028-22-5



Iron (II) Sulfate Heptahydrate
7782-63-0



Iron
7439-89-6



Manganese (II) Sulfate
10034-96-5



Monohydrate



Nickel
7440-02-0



Titanium dioxide
13463-67-7



Zinc chloride
7646-85-7



Zinc oxide
1314-13-2



1,1′-Azobisformamide
123-77-3



1,3-Butanediol
107-88-0



1-Methylnaphthalene
90-12-0



2,6-Di-tert-Butyl-p-Cresol
128-37-0



2,6-Dimethylpyridine
108-48-5



Disodium
138-93-2



cyanodithioimidocarbonate



3-Methyl-2-Cyclopentene-2-ol-one
80-71-7



6-Methylcoumarin
92-48-8



acetoin
513-86-0



alpha-Phellandrene
99-83-2



alpha-Terpinene
99-86-5



Benzenesulfonic Acid
98-11-3



Benzothiazole
95-16-9



borates, tetrasodium salts
1330-43-4



Butyl butyrate
109-21-7



Butyl Mercaptan
109-79-5



Butyraldehyde
123-72-8



Capsaicin
404-86-4



Chloromethyl Methyl Ether
107-30-2



Cymene
99-87-6



Diallyl Disulfide
2179-57-9



Diethylaminoethanol
100-37-8



dimethyldisulfide
624-92-0



Dimethyl Succinate
106-65-0



Dimethyl Sulfate
77-78-1



Dimethyl Sulfide
75-18-3



Dipropyl Disulfide
629-19-6



Dipropyl Ketone
123-19-3



Ethyl Acrylate
140-88-5



Ethyl Butyl Ketone
106-35-4



Ethyl Propionate
105-37-3



Furfuryl Alcohol
98-00-0



gamma-Butyrolactone
96-48-0



Glutaraldehyde
111-30-8



glycerin
56-81-5



Glycolic Acid
79-14-1



Isobutyl Acetate
110-19-0



Isobutyl Isobutyrate
97-85-8



Isobutyraldehyde
78-84-2



Isoheptanol
543-49-7



Isophorone
78-59-1



Isopropyl Mercaptan
75-33-2



Methyl isobutenyl ketone
141-79-7



Methyl n-amyl ketone
110-43-0



methyl acrylate
96-33-3



Methyl Isobutyrate
547-63-7



Methyl Mercaptan
74-93-1



N,N-Dimethylethanolamine
108-01-0



n-Butyl Lactate
138-22-7



n-Hexyl Acetate
142-92-7



n-Valeraldehyde
110-62-3



Nitrous Oxide
10024-97-2



p-Anisaldehyde
123-11-5



2-Methylcyclohexanone
583-60-8



Octanoic Acid
124-07-2



Oxalic Acid
144-62-7



Phenyl ether
101-84-8



Phenylmercaptan
108-98-5



Propargyl Alcohol
107-19-7



Propyl paraben
94-13-3



sec-Butyl Alcohol
78-92-2



Sodium Gluconate
527-07-1



Sodium Tripolyphosphate
7758-29-4



Tetrahydro-2-furanmethanol
97-99-4



Valeric Acid
109-52-4



3,4-xylenol
95-65-8



3-hexanol
623-37-0



3-methyl-1-pentanol
589-35-5



1,1-diethoxyethane
105-57-7



Aluminum Sulfate
10043-01-3



ammonium sulfite
10196-04-0



amyl butyrate
540-18-1



borneol
507-70-0



butyl formate
592-84-7



calcium peroxide
1305-79-9



n-Hexanoic Acid
142-62-1



cyclohexyl acetate
622-45-7



diacetyl
431-03-8



dimethyl carbonate
616-38-6



ethyl butyraldehyde
97-96-1



Ethyl crotonate
623-70-1



ethyl isobutyrate
97-62-1



ethyl nitrite
109-95-5



fumaric acid
110-17-8



hexaldehyde
66-25-1



isobutyric acid
79-31-2



methyl isovalerate
556-24-1



methyl propionate
554-12-1



methyl valeraldehyde
123-15-9



nitrosyl chloride
2696-92-6



octafluorocyclobutane
115-25-3



peroxyacetic acid
79-21-0



propyl formate
110-74-7



propyl mercaptan
107-03-9



Sodium aluminate
1302-42-7



sodium chlorite
7758-19-2



Terephthalic Acid
100-21-0



allyl isothiocyanate
57-06-7



Vitamin B1
59-43-8



Valproic acid
99-66-1



Ethoxyquin
91-53-2



n-Amyl Ethyl Ketone
106-68-3



Nabam
142-59-6



Sodium sulfide
1313-82-2



Thiocyanic acid
463-56-9



2-Methyl-5-(1-methylethenyl)-
2244-16-8



2-cyclohexene-1-one



4-(2,6,6-Trimethyl-2-
127-41-3



cyclohexen-1-yl)-3-buten-2-one



4-(2,6,6-trimethyl-1-
14901-07-6



cyclohexen-1-yl)-3-buten-2-one



Isoamyl propionate
105-68-0



3-Methylbutanoic acid
503-74-2



L-Menthone
14073-97-3



4-Ethylphenol
123-07-9



o-cresol
95-48-7



dimethyl-Carbamodithioic acid,
128-04-1



sodium salt



Anethole
104-46-1



Dimethyl terephthalate
120-61-6



propyl gallate
121-79-9



L-Ascorbic Acid Sodium Salt
134-03-2



4-Hexylresorcinol
136-77-6



Estragole
140-67-0



L-monosodium glutamate
142-47-2



Malonaldehyde, sodium salt
24382-04-5



Butylated hydroxyanisole
25013-16-5



allyl 3-methylbutyrate
2835-39-4



DL-monosodium glutamate
32221-81-1



3-Acetyl-6-methyl-2,4-
520-45-6



pyrandione



L-Glutamic Acid
56-86-0



DL-alpha-tocopheryl acetate
58-95-7



D-limonene
5989-27-5



Calcium Acetate
62-54-4



Erythorbic Acid Monosodium
6381-77-7



Salt



Ethyl methylphenylglycidate
77-83-8



2,4,6-Trinitro-1,3-dimethyl-5-
81-15-2



tert-butylbenzene



Dimethoxane
828-00-2



3,5-Di-tert-butyl-4-
88-26-6



hydroxybenzyl alcohol



6-Methylquinoline
91-62-3



alpha-Methylbenzyl alcohol
98-85-1



Nicotinamide
98-92-0



3,4-Dihydrocoumarin
119-84-6



Geranyl Acetate
105-87-3



Sodium(2-Ethylhexyl)Alcohol
126-92-1



Sulfate



Cyclohexanol, 5-methyl-2-(1-
89-78-1



methylethyl)-,



(1alpha,2beta,5alpha)-



(+)-Camphor
464-49-3



(1S)-(−)-alpha-Pinene
7785-26-4



1,3-Dihydroxy-5-methylbenzene
504-15-4



1,5-Naphthalenedisulfonic Acid
1655-29-4



Disodium Salt



1-Hydroxy-2-naphthoic Acid
86-48-6



1-Penten-3-ol
616-25-1



1-Phenyl-1-propanol
93-54-9



10-Undecylenic Acid
112-38-9



2′-Hydroxyacetophenone
118-93-4



2,4-Dihydroxybenzoic Acid
89-86-1



2-Acetylfuran
1192-62-7



2-Furancarboxylic Acid
88-14-2



2-Isopropylphenol
88-69-7



2-Ketoglutaric Acid
328-50-7



2-Ketovaline
759-05-7



2-n-Propylphenol
644-35-9



2-Naphthalenethiol
91-60-1



2-Phenyl-1-propanol
1123-85-9



3,3′-Thiodipropionic Acid
111-17-1



3,5,5-Trimethylhexanal
5435-64-3



3-Phenyl-1-propanol
122-97-4



3-Phenylpropionic Acid
501-52-0



4-Aminosalicylic Acid
65-49-6



4-Ethoxyphenol
622-62-8



4-Hydroxybenzoic Acid
99-96-7



4-Phenyl-2-butanol
2344-70-9



4-tert-Octylphenol
140-66-9



Allyl Cinnamate
1866-31-5



Allyl Mercaptan
870-23-5



alpha-L-Rhamnose
3615-41-6



Alpha-Terpineol
98-55-5



Anisic Acid
100-09-4



Benzalacetone
122-57-6



Benzaldehyde Dimethylacetal
1125-88-8



Benzyl Ether
103-50-4



Benzyl Formate
104-57-4



Benzyl Mercaptan
100-53-8



Benzyl Salicylate
118-58-1



Calcium Citrate
813-94-5



Calcium Glycerophosphate
27214-00-2



Calcium Hypophosphite
7789-79-9



Calcium Iodate
7789-80-2



Propanoic acid, 2-hydroxy-,
814-80-2



calcium salt (2:1)



Calcium Phosphate Tribasic
7758-87-4



Calcium Propionate
4075-81-4



Calcium Pyrophosphate
7790-76-3



Cholic Acid
81-25-4



Choline
123-41-1



Choline Bitartrate
87-67-2



trans-Cinnamic Aldehyde
14371-10-9



Cinnamyl Alcohol
104-54-1



Citronellol
106-22-9



Copper(I)Iodide
7681-65-4



D-(+)-Glucono-1,5-lactone
90-80-2



D-(−)-Tartaric Acid
147-71-7



D-Isoascorbic Acid
89-65-6



D-Tyrosine
556-02-5



Sodium dehydroacetate
4418-26-2



Deoxycholic Acid
83-44-3



Dibenzyl Ketone
102-04-5



Diethyl L-(+)-Tartrate
87-91-2



Diethyl Succinate
123-25-1



Dimethylacetal
534-15-6



DL-Cystine
923-32-0



DL-Proline
609-36-9



DL-Tartaric Acid
133-37-9



DL-Tyrosine
556-03-6



DL-Valine
516-06-3



Enanthoic Acid
111-14-8



Erythorbic Acid Sodium Salt
7378-23-6



Ethyl 2-Aminobenzoate
87-25-2



Ethyl Cinnamate
103-36-6



Ethyl n-Valerate
539-82-2



Ethyl Phenylacetate
101-97-3



Ethyl Salicylate
118-61-6



Ethyl Sulfide
352-93-2



Ethyl Vanillin
121-32-4



Ethylene Mercaptan
540-63-6



Farnesene
502-61-4



Folic acid
59-30-3



gamma-Nonanolactone
104-61-0



gamma-Valerolactone
108-29-2



Gluconic Acid
526-95-4



Gluconic Acid Potassium Salt
299-27-4



Glutaric Acid
110-94-1



Guanosine-5′-monophosphate,
1333479



disodium salt



Heliotropine
120-57-0



Hippuric Acid
495-69-2



Hydroquinone Dimethyl Ether
150-78-7



Inosine-5′-monophosphate
4691-65-0



Sodium Salt



iso-Amyl Mercaptan
541-31-1



Isoamyl Salicylate
87-20-7



iso-Butyl n-Hexanoate
105-79-3



isovaleraldehyde
590-86-3



Isoamyl Benzoate
94-46-2



Isoamyl Formate
110-45-2



Isoamyl n-Butyrate
106-27-4



Isoamylamine
107-85-7



Isobutyl n-Butyrate
539-90-2



Isocaproic Acid
646-07-1



Isoeugenol
97-54-1



Isopropyl Benzoate
939-48-0



Isopropyl Formate
625-55-8



Isopropyl N-Butyrate
638-11-9



Isopropyl Propionate
637-78-5



isobutyl Mercaptan
513-44-0



L-(+)-Isoleucine
73-32-5



L-(−)-Apple Acid
97-67-6



L-2-Aminopropionic Acid
56-41-7



L-Aspartic acid
56-84-8



L-Carnitine
541-15-1



L-Cysteine Hydrochloride
52-89-1



L-Glutamic Acid Hydrochloride
138-15-8



L-Glutamine
56-85-9



L-Hydroxyproline
51-35-4



L-Proline
147-85-3



L-Serine
56-45-1



L-Threonine
72-19-5



L-Valine
72-18-4



N-Acetylglycine
543-24-8



n-Amyl Formate
638-49-3



n-Amyl n-Caproate
540-07-8



n-Butyl n-Caproate
626-82-4



n-Butyl Propionate
590-01-2



n-Butyl Salicylate
2052-14-4



n-Decanoic Acid
334-48-5



n-Hexyl Mercaptan
111-31-9



n-Propyl Benzoate
2315-68-6



n-Propyl Isobutyrate
644-49-5



n-Tetradecanoic Acid
544-63-8



Nitrilotriacetic Acid
5064-31-3



Trisodium Salt



o-Toluenethiol
137-06-4



Orotic Acid
65-86-1



p-Acetamidobenzoic Acid
556-08-1



p-Anise Alcohol
105-13-5



Phenoxyacetic Acid
122-59-8



Phenyl Acetate
122-79-2



Piperine
94-62-2



Pivalic Acid
75-98-9



Potassium Benzoate
582-25-2



Potassium Diphosphate
7320-34-5



Potassium Hypophosphite
7782-87-8



Potassium Metaphosphate
7790-53-6



Potassium Sulfite
10117-38-1



Quinine Hydrochloride
130-89-2



sec-Amyl Alcohol
6032-29-7



Sodium D-Pantothenate
867-81-2



Di(2-ethylhexyl) sulfosuccinic
577-11-7



acid, sodium salt



Sodium Sorbate
7757-81-5



Succinic acid, disodium salt
150-90-3



Sodium Taurocholate
145-42-6



Taurine
107-35-7



Thiamine Nitrate
532-43-4



Thioanisole
100-68-5



Tiglic Acid
80-59-1



Tri-n-butyrin
60-01-5



Triacetin
102-76-1



Trisodium Citrate
68-04-2



Veratraldehyde
120-14-9



Veratrole
91-16-7



Vitamin P
520-26-3



Vitamin U Chloride
582174



L-methionine
63-68-3



2-Chloro-1-propanol
78-89-7



2-Ethylbutyric acid
88-09-5



2-Methylbutyraldehyde
96-17-3



2-Methyl-5-ethylpyridine
104-90-5



n-propyl butyrate
105-66-8



Ethyl caprylate
106-32-1



Propyl propionate
106-36-5



2-Methylpyrazine
109-08-0



3,3,5-Trimethyl-1-cyclohexanol
116-02-9



Ethyl caproate
123-66-0



o-methoxybenzaldehyde
135-02-4



2,4-Hexadienal
142-83-6



3-Hexanone
589-38-8



3-Methyl-2-butanol
598-75-4



Methyl isopropenyl ketone
814-78-8



3-Methyl-2-butanethiol
2084-18-6



3,5,5-Trimethylhexanol
3452-97-9



Methylglyoxal
78-98-8



Malonaldehyde
542-78-9



1,4-Dithiane
505-29-3



Amylcinnamaldehyde
122-40-7



Benzyl cinnamate
103-41-3



tert-Butylhydroquinone
1948-33-0



Fusidic Acid Sodium Salt
751-94-0



Hydroxycitronellal
107-75-5



Musk ketone
81-14-1



L-Asparagine
70-47-3



phenethyl acetate
103-45-7



Riboflavin-5-Phosphate
146-17-8



Potassium Sodium Tartrate
304-59-6



Galactaric acid
526-99-8



Sodium Tartrate
868-18-8



trisodium phosphate
7601-54-9



Disodium Pytophosphate
7758-16-9



Magnesium chloride
7786-30-3



Sodium Polymethacrylate
54193-36-1



propiophenone
93-55-0



2-ethylhexanoic acid
149-57-5



3,7,7-trimethyl bicyclohep-3-
13466-78-9



ene



2,6-dimethyl-4-heptanol
108-82-7



5-isopropyl-2-methyl-phenol
499-75-2



L-Bornyl acetate
5655-61-8



caryophyllene
87-44-5



hydroxymethylpyrone
118-71-8



neosperidin dihydrochalcone
20702-77-6



2,2-Dibromo-3-
10222-01-2



nitrilopropionamide



Xylitol
87-99-0



Sulfosalicylic acid
97-05-2



Riboflavin 5′-(dihydrogen
130-40-5



phosphate), monosodium salt



Ethylenediaminetetraacetic
139-33-3



acid, disodium salt



Gallic acid
149-91-7



Carbonic acid
463-79-6



Potassium carbonate,
6381-79-9



sesquihydrate



Magnesium phosphate tribasic
7757-87-1



diallyl sulfide
592-88-1



ethyl 4-oxopentanoate
539-88-8



methyl caproate
106-70-7



isopropyl isobutyrate
617-50-5



diethyl hydroxybutanedioate
2065419



propyl isopentanoate
557-00-6



benzyl ethyl ether
539-30-0



isobutyl isopentanoate
589-59-3



propyl hexanoate
626-77-7



4-methylquinoline
491-35-0



methyl cinnamate
103-26-4



cumic alcohol
536-60-7



thujone
471-15-8



dihydrocarveol
619-01-2



fenchyl alcohol
1632-73-1



Nerol
106-25-2



isopentyl isopentanoate
659-70-1



methyleugenol
93-15-2



methyl 2-naphthyl ketone
93-08-3



diphenyldisulfide
882-33-7



citronellyl acetate
150-84-5



menthyl acetate
89-48-5



menthyl isovalerate
16409-46-4



5-Ethyl-3-hydroxy-4-methyl-
698-10-2



2(5H)-furanone



malic acid
6915-15-7



3-methylbutanoic acid butyl
109-19-3



ester



3-phenyloxiranecarboxylic acid
121-39-1



ethyl ester



1,2-Benzisothiazol-3(2H)-one
6381-61-9



1,1-dioxide, ammonium salt



1-methyl-4-(1-methylethyl)-
99-85-4



1,4-Cyclohexadiene



3-mercapto-2-Butanol
54812-86-1



(1R)-2,6,6-
7785-70-8



trimethylbicyclo[3.1.1]hept-2-ene



(1S)-6,6-dimethyl-2-
18172-67-3



methylenebicyclo[3.1.1]heptane



1-methyl-4-(1-
586-62-9



methylethylidene)cyclohexene



1-(3-pyridinyl)ethanone
350-03-8



1-pyrazinylethanone
22047-25-2



1-(2-furyl)-2-propanone
6975-60-6



1-Penten-3-one
1629-58-9



2,3-pentanedione
600-14-6



2,5-dimethylpyrazine
123-32-0



2-isobutyl-3-methoxypyrazine
24683-00-9



4-methyl-2,3-pentanedione
7493-58-5



5-methylfurfural
620-02-0



Dimethyltrisulfide
3658-80-8



furfuryl acetate
623-17-6



furfurylmethylether
13679-46-4



terpinen-4-ol
562-74-3



Calcium sorbate
7492-55-9



Potassium lactate
996-31-6



1-Hydroxyethylidene-1,1-
2809-21-4



diphosphonic acid



L-glutamic acid monopotassium
19473-49-5



salt



3-methyl-2-buten-1-ol
556-82-1



phenylethanal
122-78-1



4′-Methoxyacetophenone
100-06-1



L-borneol
464-45-9



2,4-Hexadien-1-ol
111-28-4



D-Fenchone
4695-62-9



3-Phenylpropyl formate
104-64-3



Cinnamyl formate
104-65-4



D-galacturonate
685-73-4



D-glucuronate
1700908



5′ IMP
131-99-7



1-Methoxy-4-methylbenzene
104-93-8



2-Methylbutanoic acid
116-53-0



2,4,6-Tribromophenol
118-79-6



3-Ethyl pyridine
536-78-7



Zinc acetate
557-34-6



Methyl pentanoate
624-24-8



Methylthioethane
624-89-5



3-Penten-2-one
625-33-2



Glycocholic acid
475-31-0



m-Methoxybenzoic acid
586-38-9



alpha-Hydroxypropionic acid
598-82-3



Methyl 2-furoate
611-13-2



2-Furancarboxylic acid, propyl
615-10-1



ester



Benzylacetoacetic acid, ethyl
620-79-1



ester



2,5-Dimethyl pyrrole
625-84-3



4-methyl-1,1′-biphenyl
644-08-6



p-Isopropylacetophenone
645-13-6



4-methyl-thiazole
693-95-8



gamma-Decalactone
706-14-9



2-acetylpyrrole
1072-83-9



2-acetylpyridine
1122-62-9



tetramethyl-pyrazine
1124-11-4



Methyl 4-phenylbutyrate
2046-17-5



2,3,6-trimethyl-phenol
2416-94-6



2-Methoxypyrazine
3149-28-8



2-Ethylfuran
3208-16-0



2,3-dimethyl-pyrazine
5910-89-4



Thiophenethiol
7774-74-5



o-Tolyl isobutyrate
36438-54-7



cis-3-Hexenyl pyruvate
68133-76-6



cis-3-Hexenyl cis-3-hexenoate
61444-38-0



trans-2-Hexenyl isovalerate
68698-59-9



trans-2-Hexenyl formate
53398-78-0



trans-2-Hexenyl valerate
56922-74-8



1-Octen-3-yl butyrate
16491-54-6



Methyl 4-(methylthio)butyrate
53053-51-3



2,4-Octadien-1-ol
18409-20-6



2,4-Nonadien-1-ol
62488-56-6



2,4-Decadien-1-ol
18409-21-7



(e,z)-2,6-Nonadienyl acetate
68555-65-7



3-Hexenal
4440-65-7



Tetrahydro-2-furanmethanol
637-64-9



acetate



Methyl benzaldehyde
1334-78-7



Dodecylsulfonic acid
1510-16-3



Methylethyl disulfide
4253-89-8



Farnesol
4602-84-0



Thiobenzoic acid, S-methyl
5925-68-8



ester



Hexyl benzoate
6789-88-4



2,5-Diethyltetrahydrofuran
41239-48-9



Zinc hydrosulfite
7779-86-4



(2R,3S)-Tartaric Acid
147-73-9



Ethylsulfuric acid
540-82-9



1,2,2-Trimethyl-1,3-
5394-83-2



cyclopentanedicarboxylic acid



2-Methyl-3-buten-2-ol
115-18-4



trans-2-Hexenal
6728-26-3



4-Hexen-3-one
2497-21-4



1-Hexen-3-ol
4798-44-1



2-Methyl-1-butanethiol
1878-18-8



4-Methylcyclohexanone
589-92-4



3-Heptanol
589-82-2



o-methylanisole
578-58-5



trans-2-octenal
2363-89-5



2,3,4-Trimethyl-3-pentanol
3054-92-0



Acetylacetaldehyde dimethyl
5436-21-5



acetal



p-methylacetophenone
122-00-9



o-aminoacetophenone
551-93-9



4-Propylphenol
645-56-7



2,4-Dimethylanisole
6738-23-4



Benzyl methyl sulfide
766-92-7



Methyl phenylacetate
101-41-7



4-Ethoxybenzaldehyde
10031-82-0



p-tolyl acetate
140-39-6



2,6-Dimethoxyphenol
91-10-1



Isoborneol
124-76-5



Methyl 2-methoxybenzoate
606-45-1



Phenylacetaldehyde dimethyl
101-48-4



acetal



3-Phenylpropyl acetate
122-72-5



Ethyl 3-phenylpropionate
2021-28-5



Benzyl butyrate
103-37-7



Anisyl acetate
104-21-2



Isobutyl phenylacetate
102-13-6



p-vinylphenol
2628-17-3



o-tolyl acetate
533-18-6



2,5-Dihydroxybenzoic acid
490-79-9



o-methoxyphenyl acetate
613-70-7



Lactobionic acid
96-82-2



Magnesium hydrogen phosphate
7782-75-4



trihydrate



Iberverin
505-79-3



alpha-methylcinnamaldehyde
101-39-3



benzyl phenylacetate
102-16-9



1,3-dimercaptopropane
109-80-8



p-cymen-8-ol
1197-01-9



phenethyl anthranilate
133-18-6



trihydroxybutyrophenone
1421-63-2



o-methoxycinnamaldehyde
1504-74-1



3-propylidene phthalide
17369-59-4



trans,trans-2,4-decadienal
25152-84-5



piperonyl acetate
326-61-4



2,3-hexanedione
3848-24-6



isopropyl phenylacetate
4861-85-2



ethyl 3-hydroxybutyrate
5405-41-4



furfural acetone
623-15-4



beta-(2-furyl)acrolein
623-30-3



linalyl anthranilate
7149-26-0



citral diethyl acetal
7492-66-2



allyl anthranilate
7493-63-2



acetyl tributyl citrate
77-90-7



butyl anthranilate
7756-96-9



cyclohexyl anthranilate
7779-16-0



isoamyl cinnamate
7779-65-9



isobutyl anthranilate
7779-77-3



carvyl acetate
97-42-7



carveol
99-48-9



3-(Methylthio)propionaldehyde
3268-49-3



Alpha-damascone
43052-87-5



Dimethyldicarbonate
4525-33-1



Procaine
59-46-1



5-hydroxy-6-methyl-3,4-
65-23-6



pyridinedimethanol



2-methoxy-Naphthalene
93-04-9



Methyl nicotinate
93-60-7



Ethyl benzoylacetate
94-02-0



Phenethyl benzoate
94-47-3



2-methyl-pentanoic acid
97-61-0



Cyclohexanecarboxylic acid
98-89-5



Methyl b-phenylpropionate
103-25-3



Benzyl 3-methyl butanoate
103-38-8



Naphthalene-2-sulfonic acid
120-18-3



Methyl 4-methoxybenzoate
121-98-2



3-Phenylprop-2-enyl cinnamate
122-69-0



7-methyl-3-methylene-1,6-
123-35-3



Octadiene



Levulinic acid
123-76-2



2-Mercaptobenzoic acid
147-93-3



m-Dimethoxybenzene
151-10-0



3-butyl-1(3H)-isobenzofuranone
6066-49-5



5-Methylquinoxaline
13708-12-8



2-Ethyl Pyrazine
13925-00-3



trimethyl-pyrazine
14667-55-1



2-ethyl-3-methyl-pyrazine
15707-23-0



2,3-diethyl-pyrazine
15707-24-1



2,3-diethyl-5-methyl-pyrazine
18138-04-0



2-Methylthiopyrazine
21948-70-9



5-Methyl-3H-furan-2-one
591-12-8



cis-3-Hexen-1-ol
928-96-1



3,7-Dimethyl-1,3,6-octatriene
13877-91-3



calcium cyclamate
139-06-0



aconitic acid
499-12-7



2-Dehydrolinalool
29171-20-8



2-Mercaptopropionic acid
79-42-5



3-Methyl-2-butenal
107-86-8



Allylacetic acid
591-80-0



Allyl cyclohexylacetate
4728-82-9



Allyl cyclohexylpropionate
2705-87-5



Allyl phenoxyacetate
7493-74-5



Allyl phenylacetate
1797-74-6



Allyl alpha-ionone
79-78-7



Butyl butyrolactate
7492-70-8



Cinnamyl isobutyrate
103-59-3



Cinnamyl propionate
103-56-0



Dibenzyl disulfide
150-60-7



Isobornyl acetate
125-12-2



Methyl heptyne carbonate
111-12-6



Triethyl citrate
77-93-0



gamma-Undecalactone
104-67-6



alpha-Amylcinnamyl alcohol
101-85-9



1,3,4,6,7,8 -Hexahydro-
1222-05-5



4,6,6,7,8,8-hexamethyl



cyclopenta[g] [2]benzopyran



2-Ethylbutyl acetate
10031-87-5



Triphosphoric acid,
13845-36-8



pentapotassium salt



L-(+)-Lactic acid
79-33-4



Mannitol
87-78-5



2-Methoxy-4-methylphenol
93-51-6



1,2,3-Propanetricarboxylic
144-33-2



acid, 2-hydroxy-, disodium



salt



Ethanesulfonic acid, 2-
1562-00-1



hydroxy-, monosodium salt



2-Methoxy-4-propylphenol
2785-87-7



3,7-Dimethyl-3-octanol
78-69-3



2-Pentyl furan
3777-69-3



Butanoic acid, 3-oxo-, butyl
591-60-6



ester



4-(4-Hydroxy-4-methyl pentyl)-
31906-04-4



3-cyclohexene-1-carboxaldehyde



Methyl 3-oxo-2-
24851-98-7



pentylcyclopentaneacetate



Naphthalene, 2-(2-
2173-57-1



methylpropoxy)-



Perillol
536-59-4



2-Acetyl-1-methylpyrrole
932-16-1



4-Allyl-2,6-dimethoxyphenol
6627-88-9



Butyl levulinate
2052-15-5



D-(+)-Camphoric acid
124-83-4



D(+)-10-Camphorsulfonic acid
3144-16-9



L-(−)-Carvone
6485-40-1



(−)-Carvyl propionate
97-45-0



(−)-Caryophyllene oxide
1139-30-6



Cyclohexylacetic acid
5292-21-7



3-Cyclopentylpropionic acid
140-77-2



(−)-Dihydrocarvyl acetate
20777-49-5



3,3-Dimethylacrylic acid
541-47-9



2,4-Dimethylbenzaldehyde
15764-16-6



1,4-Dithiane-2,5-diol
40018-26-6



Ethanesulfonic acid
594-45-6



Ethyl butyrylacetate
3249-68-1



Ethyl (methylthio) acetate
4455-13-4



Ethyl pyruvate
617-35-6



Ethyl sorbate
2396-84-1



5-Formyl-2-furansulfonic acid,
31795-44-5



sodium salt



Furfuryl mercaptan
98-02-2



1,6-Hexanedithiol
1191-43-1



trans-2-Hexenoic acid
13419-69-7



trans-2-Hexen-1-ol
928-95-0



4-(4-Hydroxyphenyl)-2-butanone
5471-51-2



Isopulegol
89-79-2



Isopulegyl acetate
89-49-6



2-Ketobutyric acid
600-18-0



(−)-Limonene
5989-54-8



4-Methoxyphenylacetone
122-84-9



Methyl cyclohexanecarboxylate
4630-82-4



3-Methylcyclohexanone
591-24-2



3-Methyl-2-cyclohexen-1-one
1193-18-6



3-Methyl-1,2-cyclopentanedione
765-70-8



3-Methyl-2-cyclopenten-1-one
2758-18-1



N-Methyl-D-glucamine
6284-40-8



Methyl 3-
13532-18-8



(methylthio)propionate



4-Methyl-5-thiazoleethanol
137-00-8



5-Methyl-2-
13679-70-4



thiophenecarboxaldehyde



DL-3-Methylvaleric acid
105-43-1



(−)-Myrtenal
564-94-3



Nopol
128-50-7



gamma-Octanoic lactone
104-50-7



3-Octanol
589-98-0



E-2-Octenoic acid
1871-67-6



Pamoic acid
130-85-8



4-Phenyl-2-butyl acetate
10415-88-0



1-Phenyl-1,2-propanedione
579-07-7



2-Phenylpropyl butyrate
80866-83-7



2-Phenylpropyl isobutyrate
65813-53-8



cis-2-Hexen-1-ol
928-94-9



Bis(methylthio)methane
1618-26-4



Magnesium carbonate hydroxide,
39409-82-0



Light



N-Acetyl-L-methionine
65-82-7



4-Methyl-5-vinylthiazole
1759-28-0



2-Methyl-1-phenyl-2-propanol
100-86-7



3-Phenylpropionaldehyde
104-53-0



N-Benzyl-2-phenylethylamine
3647-71-0



1-Phenylethyl propionate
120-45-6



3-Phenylpropyl isobutyrate
103-58-2



Allyl hexanoate
123-68-2



alpha, 4-Dimethylbenzylalcohol
536-50-5



(−)-Menthyl lactate
59259-38-0



2,6-Dimethylthiophenol
118-72-9



2,4,5-Trimethylthiazole
13623-11-5



Ethyl 3-(methylthio)propionate
13327-56-5



Phenylethyl isovalerate
140-26-1



2-Propylpyrazine
18138-03-9



2-Methyltetrahydrofuran-3-one
3188-00-9



Ethyl 2-
23747-43-5



(methyldithio)propionate



3,4-Dimethyl-1,2-
13494-06-9



cyclopentanedione



Difurfurylsulfide
13678-67-6



Difurfuryldisulfide
4437-20-1



3-(Methylthio)propanol
505-10-2



Methyl phenyl disulfide
14173-25-2



2-(Methyldithio)-
67952-60-7



isobutyraldehyde



Methyl 2-thiofuroate
13679-61-3



2-Isobutylthiazole
18640-74-9



4-Methyl-5-thiazolylethyl
656-53-1



acetate



2-Acetylthiazole
24295-03-2



2-Ethyl-3,5(6)-
27043-05-6



dimethylpyrazine



5-Methyl-6,7-dihydro-5H-
23747-48-0



cyclopenta(b)pyrazine



Cinnamyl acetate
103-54-8



2,5-Dihydroxy-2,5-dimethyl-
55704-78-4



1,4-dithiane



5,6,7,8-Tetrahydroquinoxaline
34413-35-9



2-Methyl-3-furanethiol
28588-74-1



Styrallyl acetate
93-92-5



2-Methylhexanoic acid
4536-23-6



2-Methylheptanoic acid
1188-02-9



2,2,6-Trimethylcyclohexanone
2408-37-9



L-Tyrosine ethyl ester
4089-07-0



hydrochloride



Ethyl 4-methoxybenzoate
94-30-4



4-Ethylbenzaldehyde
4748-78-1



N-Ethyl-p-menthane-3-
39711-79-0



carboxamide



1-(2-Furyl)-1,3-butanedione
25790-35-6



Menthofuran
494-90-6



Methylsulfuric acid sodium
512-42-5



salt



Sucrose diacetate
126-13-6



hexaisobutyrate



N,2,3-Trimethyl-2-
51115-67-4



isopropylbutamide



Tripropionin
139-45-7



(+/−)-Citronellic acid
502-47-6



5-Acetyl-2,4-dimethylthiazole
38205-60-6



Neryl acetate
141-12-8



Benzyl propionate
122-63-4



1R-(−)-Camphorsulfonic acid
35963-20-3



3,4-Hexanedione
4437-51-8



cis-3-Hexenoic acid
4219-24-3



cis-4-Heptenal
6728-31-0



(E,Z)-2,6-nonadienal
557-48-2



trans-2,trans-6-Nonadienal
17587-33-6



4-Methyl-2-pentenal
5362-56-1



cis-6-Nonenal
2277-19-2



Methyl propyl disulfide
2179-60-4



8-p-Menthen-1-ol
138-87-4



p-Menthan-2-one
499-70-7



Bisabolene
495-62-5



Ethyl cyclohexanecarboxylate
3289-28-9



Phenylpyruvate
156-06-9



Hydroxypyruvate
1113-60-6



4-Methyl-2-oxopentanoate
816-66-0



(+)-Neomenthol
2216-52-6



trans-Citral
141-27-5



Piperitenone
491-09-8



Sabinene hydrate
546-79-2



Perillyl aldehyde
2111-75-3



2-Hydroxyethanesulfonate
107-36-8



Acetyl isovaleryl
13706-86-0



Acetyl valeryl
96-04-8



Butylidene phthalide
551-08-6



Carvacryl ethyl ether
4732-13-2



Ethyl vanillin propylene
68527-76-4



glycol acetal



Hexyl hexanoate
6378-65-0



2-Methyl-5-(methylthio)-furan
13678-59-6



2-Methyl-4-pentenoic acid
1575-74-2



2-Methyl-4-propyl-1,3-
67715-80-4



oxathiane



3-Methylthio-1-hexanol
51755-66-9



cis-6-Nonenol
35854-86-5



Rose oxide
16409-43-1



L-Linalool
126-91-0



5,6-Dimethyl-8-
4674-50-4



isopropenylbicyclo[4.4.0]dec-



1-en-3-one



2-Ethyl-3,5-dimethylpyrazine
13925-07-0



2-Isopropylpyrazine
29460-90-0



2-Isobutyl-3-methyl-pyrazine
13925-06-9



2-Methoxy-3-sec-butyl-pyrazine
24168-70-5



2-Methylthio-3(6)-methyl-
67952-65-2



pyrazine



Benzylcarbinyl propionate
122-70-3



Bornyl acetate
76-49-3



furaneol
3658-77-3



Methoxycinnamaldehyde
1963-36-6



Methylphenol, hydrogen sulfate
68127-34-4



Lactitol monohydrate
81025-04-9



2H-Pyrrole, 3,4-dihydro-
5724-81-2



2-Butenal, 2-methyl-, (E)-
497-03-0



2-Pentenal
764-39-6



Ethanethioic acid, S-methyl
1534-08-3



ester



2-Hexenal
505-57-7



2-Methyl-2-pentenal
623-36-9



Cyclopentanethiol
1679-07-8



Butane, 2-ethoxy-
2679-87-0



S-Ethyl thioacetate
625-60-5



ethyl methyl carbonate
623-53-0



3(2H)-Furanone, 2,5-dimethyl-
14400-67-0



Allyl propionate
2408-20-0



methyl 2-methylbutanoate
868-57-5



2-Butanone, 1-(methylthio)-
13678-58-5



Ethanethioic acid, S-propyl
2307-10-0



ester



1,2-Butanedithiol
16128-68-0



6-Methyl-3,5-heptadiene-2-one
1604-28-0



2-Octen-4-one
4643-27-0



2,5-dimethyl-3-furanthiol
55764-23-3



2-Heptenoic acid
18999-28-5



Butanoic acid, 2-propenyl
2051-78-7



ester



6-Methyl-5-hepten-2-ol
1569-60-4



trans-2-Octen-4-ol
20125-81-9



cis-3-Octen-1-ol
20125-84-2



1-Butanol, 2-methyl-, acetate
624-41-9



4-methyl-alpha-methylstyrene
1195-32-0



trans-3-Phenyl-2-propen-1-ol
4407-36-7



Benzeneacetaldehyde, alpha-
93-53-8



methyl-



Benzene, (2-methoxyethyl)-
3558-60-9



Cyclohexene, 1-methyl-4-(1-
7705-14-8



methylethenyl)-, (+−)-



Phenol, 2-(methylthio)-
1073-29-6



2-Hexen-1-yl acetate
2497-18-9



3-Hexen-1-ol, acetate, (Z)-
3681-71-8



5-Hydroxy-4-octanone
496-77-5



butyl 2-methylpropanoate
97-87-0



Benzofuran-2-carboxaldehyde
4265-16-1



DL-Lysine
70-54-2



1-Hexanethiol, 2-ethyl-
7341-17-5



2′,4′-Dimethylacetophenone
89-74-7



2-Pentylpyridine
2294-76-0



1-Methoxy-4-propyl benzene
104-45-0



1-Hydroxy-2-methoxy-4-ethyl
2785-89-9



benzene



Nonalactone
6008-27-1



Cyclohexyl propionate
6222-35-1



Allyl 2-ethylbutyrate
7493-69-8



Butanoic acid, 3-oxo-, 2-
7779-75-1



methylpropyl ester



n-Butyl pentanoate
591-68-4



3,7-Dimethyl-1-octanol
106-21-8



3-Buten-2-one, 3-methyl-4-
1901-26-4



phenyl-



2-Propenoic acid, 3-phenyl-,
1754-62-7



methyl ester, (E)-



Benzene, 4-ethenyl-1,2-
6380-23-0



dimethoxy-



Benzenepropanol, alpha,alpha-
103-05-9



dimethyl-



Benzene, (butoxymethyl)-
588-67-0



Dimethyl anthranilate
85-91-6



2-Hexanoylfuran
14360-50-0



Cyclohexyl butyrate
1551-44-6



Naphthalene, 2-ethoxy-
93-18-5



Acetoacetic acid isoamyl ester
2308-18-1



Propanoic acid, 2-methyl-, 4-
103-93-5



methylphenyl ester



4-(4-Methoxyphenyl)-2-butanone
104-20-1



Isobutyl benzoate
120-50-3



Benzene, 1,2-dimethoxy-4-(1-
93-16-3



propenyl)-



beta-
10415-87-9



Phenylethylmethylethylcarbinol



1,1-Dimethoxy-2-phenylpropane
90-87-9



Geranyl formate
105-86-2



Bornyl formate
7492-41-3



6-Octen-1-ol, 3,7-dimethyl-,
105-85-1



formate



Benzeneacetic acid, butyl
122-43-0



ester



3,5,9-Undecatrien-2-one, 6,10-
141-10-6



dimethyl-



Anisyl propionate
7549-33-9



Butanoic acid, 3-phenyl-2-
103-61-7



propenyl ester



2-Propenoic acid, 3-phenyl-,
122-67-8



2-methylpropyl ester



Eugenyl acetate
93-28-7



3-Methylbutyl phenylacetate
102-19-2



Benzoic acid, 2-(methylamino)-,
65505-24-0



2-methylpropyl ester



Phenoxy ethyl isobutyrate
103-60-6



Anisyl butyrate
6963-56-0



2,6-Octadien-1-ol, 3,7-
105-91-9



dimethyl-, propanoate, (Z)-



Isobornyl propionate
2756-56-1



1,3,5-Trithiane, 2,2,4,4,6,6-
828-26-2



hexamethyl-



Geranyl N-butyrate
106-29-6



Geranyl isobutyrate
2345-26-8



Thiophene, 2,2′-dithiobis-
6911-51-9



2-Propenoic acid, 3-phenyl-,
7779-17-1



cyclohexyl ester



Benzeneacetic acid, 3-phenyl-
7492-65-1



2-propenyl ester



Anisyl phenylacetate
102-17-0



2-Propenoic acid, 3-phenyl-,
122-68-9



3-phenylpropyl ester



Geranyl phenylacetate
102-22-7



hexyl 2-methylbutyrate
10032-15-2



4-heptanolide
105-21-5



Neral
106-26-3



(E)-2-octenol
18409-17-1



Ethyl 3-hydroxyhexanoate
2305-25-1



isopropyl hexanoate
2311-46-8



hexyl butanoate
2639-63-6



bis(2-methyl-3-furyl)disulfide
28588-75-2



3-hydroxy-4,5-dimethyl-2(5H)-
28664-35-9



furanone



2-acetyl-2-thiazoline
29926-41-8



(E,E)-2,4-octadienal
30361-28-5



geranyl acetone
3796-70-1



1-octen-3-one
4312-99-6



3-mercapto-2-pentanone
67633-97-0



(Z)-3-hexenal
6789-80-6



4-hexanolide
695-06-7



5-octanolide
698-76-0



delta-decalactone
705-86-2



4-vinylguaiacol
7786-61-0



Amyl salicylate
2050-08-0



Cyclohexyl formate
4351-54-6



Dimethylbenzylcarbinyl acetate
151-05-3



Geranyl propionate
105-90-8



Terpinyl acetate
80-26-2



isopropyl 3-methylbutanoate
32665-23-9



isopropyl 2-methylbutanoate
66576-71-4



3-Hexenyl 3-methylbutanoate
10032-11-8



Isoamyl 2-methylbutyrate
27625-35-0



3-Octyl acetate
4864-61-3



Benzyl isobutyrate
103-28-6



Cis-3-hexenyl butyrate
16491-36-4



Cis-3-hexenyl lactate
61931-81-5



Citronellyl butyrate
141-16-2



Citronellyl propionate
141-14-0



Isoamyl hexanoate
2198-61-0



1,3,5-Undecatriene
16356-11-9



1-Benzyloxy-2-methoxy-4-
120-11-6



propenyl benzene



1-Octen-3-yl acetate
198242



2-Acetyl-3-ethyl pyrazine
32974-92-8



2-Isopropyl-4-methyl thiazole
15679-13-7



2-Methyl-2-pentenoic acid
3142-72-1



2-sec-butyl thiazole
18277-27-5



4,5-Dimethyl thiazole
3581-91-7



4-(2,6,6-Trimethyl-2-
31499-72-6



cyclohexen-1-yl)butan-2-one



4-(2,6,6-Trimethyl cyclohexa-
23696-85-7



1,3-dienyl)but-2-en-4-one



Acetaldehyde phenethyl propyl
7493-57-4



acetal



Acetaldehyde ethyl cis-3-
28069-74-1



hexenyl acetal



Acetone propylene glycol
1193-11-9



acetal



Acetyl isoeugenol
93-29-8



2-Acetyl-5-methyl furan
1193-79-9



Allyl cyclohexylbutyrate
7493-65-4



Alpha,alpha-dimethylphenethyl
10094-34-5



butyrate



Alpha,alpha-dimethyl phenethyl
10058-43-2



formate



Alpha,beta-santalol
11031-45-1



Alpha-amyl cinnamaldehyde
91-87-2



dimethyl acetal



Alpha-fenchyl acetate
13851-11-1



Alpha-furfuryl pentanoate
36701-01-6



Alpha-ionol
25312-34-9



6-Methyl-alpha-ionone
79-69-6



Alpha-methyl-p-
103-95-7



isopropylphenylpropanaldehyde



Alpha-n-amyl-beta-phenylacryl
7493-78-9



acetate



Alpha-piperitone
6091-50-5



Alpha-n-amyl-beta-phenyl acryl
7493-80-3



isovalerate



6-Amyl-alpha-pyrone
27593-23-3



Anisyl formate
122-91-8



Benzylcarbinyl 2-methyl
24817-51-4



butyrate



Benzylcarbinyl 3-phenyl
103-53-7



propenoate



Benzylcarbinyl alpha-toluate
102-20-5



Benzylcarbinyl butyrate
103-52-6



Benzylcarbinyl caproate
6290-37-5



Benzylcarbinyl formate
104-62-1



Benzylcarbinyl isobutyrate
103-48-0



Benzylcarbinyl salicylate
87-22-9



Benzylcarbinyl tiglate
55719-85-2



Benzyl dipropyl ketone
7492-37-7



Benzyl tiglate
37526-88-8



Beta-homocyclocitral
472-66-2



Beta-ionol
22029-76-1



3-Phenylpropyl propanoate
122-74-7



Bois de rose oxide
7392-19-0



Butyl 2-methyl butyrate
15706-73-7



Butyl cinnamate
538-65-8



ortho-sec-Butyl cyclohexanone
14765-30-1



isobutyl cis-2-methyl-2-
7779-81-9



butenoate



5-n-Butyl-delta-valerolactone
3301-94-8



Campholenic aldehyde
4501-58-0



Cedran-8-yl acetate
77-54-3



Cinnamyl isovalerate
140-27-2



Cis-3-hexenyl benzoate
25152-85-6



Cis-3-hexenyl caproate
31501-11-8



Cis-3-hexenyl formate
33467-73-1



Cis-3-hexenyl isobutyrate
41519-23-7



Cis-3-hexenyl phenylacetate
42436-07-7



Cis-3-hexenyl propionate
33467-74-2



Cis-3-hexenyl tiglate
67883-79-8



Cis-3-hexenyl valerate
35852-46-1



cis-4-Hepten-1-ol
6191-71-5



Cis-5-octen-1-ol
64275-73-6



Citral dimethyl acetal
7549-37-3



Citronellyl isobutyrate
97-89-2



Citronellyl isovalerate
68922-10-1



Citronellyl valerate
7540-53-6



Citroxide
7416-35-5



Cocal
21834-92-4



p-Cresyl alpha-toluate
101-94-0



p-Cresyl isovalerate
55066-56-3



Dehydro-beta-cyclocitral
116-26-7



8,8-Diethoxy-2,6-dimethyl-2-
7779-94-4



octanol



5,7-Dihydro-2-methyl
36267-71-7



thieno(3,4-d)pyrimidine



2,5-Dihydro-4,5-dimethyl-2-(2-
65894-83-9



methyl propyl)thiazole



Dihydrojasmone
1128-08-1



Dihydroxyacetophenone
28631-86-9



1,1-Dimethoxy-3,7-dimethyl-7-
141-92-4



octanol



3,7-Dimethyl-1,6-octadien-3-yl
126-64-7



benzoate



3,7-Dimethyl-1,6-octadien-3-yl
78-36-4



butyrate



3,7-Dimethyl-1,6-octadien-3-yl
78-35-3



isobutyrate



3,7-Dimethyl-1,6-octadien-3-yl
144-39-8



propanoate



cis-3,7-Dimethyl-2,6-octadien-
2345-24-6



1-yl 2-methyl propanoate



2,4-Dimethyl-3-cyclohexene-1-
68039-49-6



carboxaldehyde



2,6-Dimethyl-5-hepten-1-al
106-72-9



trans,cis-2,6-Dodecadien-1-al
21662-13-5



Eglantal
26643-91-4



Ethyl E-2-hexenoate
27829-72-7



Ethyl tiglate
5837-78-5



Ethyl trans-4-decenoate
76649-16-6



5-Ethyl-4-hydroxy-2-methyl-
27538-09-6



3[2H]furanone



2-Ethyl-4-methyl thiazole
15679-12-6



2,6,10-Trimethyl-2,6,10-
762-29-8



pentadecatrien-14-one



Guaiacyl phenyl acetate
4112-89-4



3-Hepten-2-one
1119-44-4



trans-2-Hexen-1-ol
2305-21-7



Trans-2-hexenyl butyrate
53398-83-7



Hexyl phenylacetate
5421-17-0



Hexyl propionate
2445-76-3



Hydroxycitronellol
107-74-4



Isobutyl 2-butenoate
589-66-2



Isobutyl salicylate
87-19-4



Isodihydro lavandulal
35158-25-9



Isoeugenyl phenyl acetate
120-24-1



Isopropyl alpha-
1733-25-1



methylcrotonate



p-Menth-1-en-8-yl propionate
80-27-3



Menthalactone
13341-72-5



3-Methoxy-p-cymene
1076-56-8



Methyl 4-methyl pentanoate
2412-80-8



alpha-Methyl benzyl formate
7775-38-4



2-Methylbutyl 2-
2445-78-5



methylbutanoate



Methyl e-2-octenoate
2396-85-2



p-Methyl hydratropaldehyde
99-72-9



3-(5-Methyl-2-furyl)butanal
31704-80-0



Nerol oxide
1786-08-9



trans,cis-2,6-Nonadien-1-ol
7786-44-9



trans-2-Octen-1-yl acetate
3913-80-2



3-Octen-2-one
1669-44-9



2-Phenyl-2-butenal
4411-89-6



2-Propionylthiazole
43039-98-1



1-Hydroxy-2-butanone
5077-67-8



2-Butanone, 3-hydroxy-, (+−)-
52217-02-4



Thiazole, 2,5-dimethyl-
4175-66-0



Butanethioic acid, S-methyl
2432-51-1



ester



2,4-Hexadienoic acid, methyl
689-89-4



ester, (E,E)-



Benzeneacetaldehyde, 4-methyl-
104-09-6



Bicyclo[4.1.0]hept-3-ene,
498-15-7



3,7,7-trimethyl-, (1S)-



Ethyl 3-hexenoate
2396-83-0



1H-Pyrrole, 1-(2-
1438-94-4



furanylmethyl)-



6-Octenal, 3,7-dimethyl-, (R)-
2385-77-5



Ethanethioic acid, S-(2-
13678-68-7



furanylmethyl) ester



6-Octen-1-ol, 3,7-dimethyl-,
1117-61-9



(R)-



6-Octen-1-ol, 3,7-dimethyl-,
7540-51-4



(S)-



DL-Tetrohydrofurfuryl
637-65-0



propionate



Benzenepentanol
10521-91-2



Cyclohexaneethanol, acetate
21722-83-8



Benzyl isobutyl ketone
5349-62-2



Butanoic acid, 3-oxo-,
5396-89-4



phenylmethyl ester



1,2-Ethanediamine, N,N′-
140-28-3



bis(phenylmethyl)-



2-Ethyl-3-hydroxy-4-pyrone
1110651



Dicyclohexyl disulfide
2550-40-5



Tetrahydrofurfuryl butyrate
2217-33-6



Thujone
546-80-5



Benzyl alcohol, alpha-methyl-,
3460-44-4



butyrate



Citronellyl tiglate
24717-85-9



Lactitol
585-86-4



Nonivamide
2444-46-4



2-Acetoxy-3-butanone
4906-24-5



3-Acetyl-2,5-dimethylthiophene
230378



3-Acetyl-2-5dimethylfuran
10599-70-9



4-Acetyl-6-t-butyl-1,1-
13171-00-1



dimethylindan



Allyl 2-furoate
4208-49-5



Allyl sorbate
7493-75-6



Allyl thiopropionate
41820-22-8



Allyl tiglate
7493-71-2



Amylcyclohexyl acetate
67874-72-0



Benzaldehyde glyceryl acetal
1319-88-6



Benzaldehyde propylene glycol
2568-25-4



acetal



Bornyl isovalerate
76-50-6



1,3-Butanedithiol
24330-52-7



2,3-Butanedithiol
4532-64-3



Butyl cinnamic aldehyde
7492-44-6



Cinnamyl benzoate
5320-75-2



Citral ethylene glycol acetal
66408-78-4



Citronellyloxyacetaldehyde
7492-67-3



Citronellyl phenylacetate
139-70-8



Cyclohexyl isovalerate
7774-44-9



Decalactone
5579-78-2



2,5-Dimethyl-4-methoxy-3(2H)-
4077-47-8



furanone



6,10-Dimethyl-9-undecen-2-one
4433-36-7



2-Ethoxythiazole
15679-19-3



Ethyl 2-mercaptopropionate
19788-49-9



Ethyl 2-methyl-4-pentenoate
53399-81-8



Ethyl 3-(2-furyl)propanoate
94278-27-0



Ethyl cyclohexanepropionate
10094-36-7



Ethyl (p-tolyloxy)acetate
67028-40-4



3-Ethyl-2-hydroxy-2-
21835-01-8



cyclopenten-1-one



Ethylene brassylate
105-95-3



2-Ethylfenchol
18368-91-7



Furfuryl 3-methylbutanoate
13678-60-9



Furfuryl butyrate
623-21-2



Furfuryl isopropyl sulfide
1883-78-9



Furfuryl methyl sulfide
1438-91-1



Furfuryl propionate
623-19-8



Furfuryl thiopropionate
59020-85-8



Geranyl acetoacetate
10032-00-5



Geranyl benzoate
94-48-4



Geranyl isovalerate
109-20-6



delta-Hexalactone
823-22-3



trans-3-Hexenal
69112-21-6



cis-3-Hexenyl anthranilate
65405-76-7



trans-2-Hexenyl propionate
53398-80-4



5-(cis-3-Hexenyl) dihydro-5-
70851-61-5



methyl-2(3H)furanone



Hexyl 2-formate
39251-86-0



Hexyl crotonate
19089-92-0



Hexyl formate
629-33-4



Isoamyl 3-(2-furyl)propionate
7779-67-1



Isoamyl pyruvate
7779-72-8



Isobutyl furylpropionate
105-01-1



Isohexenyl cyclohexenyl
37677-14-8



carboxaldehyde



p-Isopropyl phenylacetaldehyde
4395-92-0



Linalyl cinnamate
78-37-5



Linalyl formate
115-99-1



Linalyl isovalerate
1118-27-0



Linalyl phenylacetate
7143-69-3



Maltol isobutyrate
65416-14-0



Methyl 2-methylpentanoate
2177-77-7



Methyl 3-hydroxyhexanoate
21188-58-9



Methyl 3-nonenoate
13481-87-3



Methyl furfuryl disulfide
57500-00-2



Methyl p-tert-
3549-23-3



butylphenylacetate



3-Methyl-1,2-cyclohexanedione
3008-43-3



alpha-Methylanisalacetone
104-27-8



2-Methylbutyl isovalerate
2445-77-4



4-Methylnonanoic acid
45019-28-1



4-Methyloctanoic acid
54947-74-9



2-Methyltetrahydrothiophen-3-
13679-85-1



one



3-(Methylthio)butanal
16630-52-7



4-(Methylthio)butanol
20582-85-8



4-Methylthio-2-butanone
34047-39-7



4-Methylthio-4-methyl-2-
23550-40-5



pentanone



Neryl butyrate
999-40-6



Neryl formate
2142-94-1



Neryl isovalerate
3915-83-1



Octahydrocoumarin
4430-31-3



Phenethyl 2-furoate
7149-32-8



1-Phenyl-2-pentanol
705-73-7



Phenylacetaldehyde
68345-22-2



diisobutylacetal



Phenylacetaldehyde glyceryl
29895-73-6



acetal



2-(3-Phenylpropyl)pyridine
2110-18-1



Propyl phenylacetate
4606-15-9



Pyrazineethanethiol
35250-53-4



Ethyl 2-methyl pentanoate
39255-32-8



Methyl 2,4-decadienoate
4493-42-9



alpha-Isomethyl ionone
127-51-5



5-Methyl hexanoic acid
628-46-6



Ethyl 3-methyl pentanoate
5870-68-8



Ethyl 2-methyl-3,4-
60523-21-9



pentadienoate



3-Nonen-2-one
14309-57-0



5-Methyl-3-hexen-2-one
5166-53-0



Maltol propionate
68555-63-5



2-Methyl-3-(2-furyl) acrolein
874-66-8



Ethyl 3(2-furyl)propanoate
10031-90-0



2-Phenyl-3-(2-furyl)-propenal
57568-60-2



4-Methyl-2-pentyl-1,3-
1599-49-1



dioxolane



2-Ethyl-4,5-dimethyl oxazole
53833-30-0



Isobornyl isovalerate
7779-73-9



Theophylline-7-acetic acid
652-37-9



Ethyl trans-2-octenoate
7367-82-0



DL-Arginine
7200-25-1



Allyl Crotonate
20474-93-5



2-Methoxystyrene
612-15-7



Magnesium Fumarate
7704-71-4



2-Propionylpyrrole
1073-26-3



2-methyl-1,3-dithiolane
5616-51-3



2-ethyl-5-methyl pyrazine
13360-64-0



2-methyl-3-(dimercaptomethyl)-
65505-17-1



furan



Magnesium gluconate
3632-91-5



Manganese gluconate
6485-39-8



Erythritol
149-32-6



D-Arabinose
28697-53-2



D-Galactose
59-23-4



D-(+)-Mannose
3458-28-4



Sorbitol
50-70-4



Aspartame
22839-47-0



Cyclamic Acid
100-88-9



Dulcin
150-69-6



Glucose-1-phosphate
29732-59-0



Dipotassium Salt



L-(+)-Arabinose
87-72-9



Fructose-6-Phosphate
643-13-0



D-Maltose Monohydrate
6363-53-7



Ribose
24259-59-4



Fructose 1,6-Diphosphate
26177-85-5



Disodium Salt



Saccharin sodium, dihydrate
6155-57-3



1,2-Benzisothiazol-3(2H)-one
6485-34-3



1,1-dioxide, calcium salt



1,2-Benzisothiazolin-3-one
10332-51-1



1,1-dioxide, potassium salt



zeranol
26538-44-3



beta-D-fructopyranose
7660-25-5



D-fructose 1,6-bisphosphate
488-69-7



Ribose 5-phosphate
4300-28-1



Arabinose
147-81-9



Saccharin, sodium salt hydrate
82385-42-0



Maltitol
585-88-6



D-Fructose 1-phosphate
15978-08-2



D-Sorbitol 6-phosphate
108392-12-



alpha-D-Xylose
31178-70-8



Inositol 1-phosphate
573-35-3




















TABLE 3







Name
CAS #









Sodium Metabisulfite
7681-57-4



sodium hydrogen phosphate
7558-79-4



Sodium Phosphate Monobasic
7558-80-7



Sodium thiosulfate
7772-98-71



Orthoboric acid
10043-35-3



Diethanolamine
111-42-2



Benzaldehyde
100-52-7



Sorbic acid
110-44-1



L-(+)-Tartaric Acid
87-69-4



D-mannitol
69-65-8



Butyl paraben
94-26-8



Thymol
89-83-8



Methyl salicylate
119-36-8



Citric acid
77-92-9



Creatinine
60-27-5



Vitamin C
50-81-7



Benzoic Acid
65-85-0



Methyl 4-hydroxybenzoate
99-76-3



m-Cresol
108-39-4



p-Cresol
106-44-5



Aspirin
50-78-2



Phenol
108-95-2



Sucrose
57-50-1



Potassium citrate, monohydrate
1534146



Sodium acetate
127-09-3



Lactic acid
50-21-5



Propionic acid, sodium salt
65-85



Benzyl alcohol
100-51-6



Phenethyl alcohol
60-12-8



Cholesterol
57-88-5



D-Glucose
50-99-7



Sorbitol
50-70-4



Aspartame
22839-47-0



Saccharin
81-07-2



2,6-Di-tert-Butyl-p-Cresol
128-37-0



4-Chloro-3-methylphenol
59-50-7



glycerin
56-81-5



Propyl paraben
94-13-3



fumaric acid
110-17-8



dabco
280-57-9



p-Phenylenediamine
106-50-3



Anethole
4180-23-8



propyl gallate
121-79-9



L-monosodium glutamate
142-47-2



Butylated hydroxyanisole
25013-16-5



Cyclohexanol, 5-methyl-2-(1-
89-78-1



methylethyl)-,



(1alpha, 2beta, 5alpha)-



alpha-Thioglycerol
96-27-5



Sodium dehydroacetate
4418-26-2



Ethyl 4-hydroxybenzoate
120-47-8



Ethyl Vanillin
121-32-4



Triacetin
102-76-1



Potassium sorbate
590-00-1



Triethyl citrate
77-93-0



(S)-(+)-Arginine
74-79-3



Glycine
56-40-6



(S)-(−)-Histidine
71-00-1



(S)-(+)-Lysine
56-87-1



Quinone
106-51-4



Naphthalene, 2-ethoxy-
93-18-5



Methanesulfonic Acid
75-75-2



DL-Tartaric Acid
133-37-9



Cyclamic acid
100-88-9



(S)-(−)-Phenylalanine
63-91-2



(S)-(−)-Tyrosine
60-18-4



Carvone
99-49-0



Ethyl butyrate
105-54-4



6-Methyl-5-hepten-2-one
110-93-0



Ethyl acetoacetate
141-97-9



Methyl benzoate
93-58-3



Phenylacetic Acid
103-82-2



Adipic acid
124-04-9



Ethyl benzoate
93-89-0



Benzyl benzoate
120-51-4



Pyruvic acid
127-17-3



Succinic acid
110-15-6



Indole
120-72-9



Methyl anthranilate
134-20-3



Diethyl malonate
105-53-3



Niacin
59-67-6



Meso-inositol
87-89-8



4-Aminobenzoic acid
150-13-0



Anisole
100-66-3



Urea
57-13-6



Pyrrolidine
123-75-1



Cyclopentanone
120-92-3



Acetic anhydride
108-24-7



Benzophenone
119-61-9



D-(−)-Fructose
57-48-7



D-(+)-Xylose
58-86-6



o-Methoxybenzoic Acid
579-75-9



linalool
78-70-6



ethyl isovalerate
108-64-5



1,1′-Azobisformamide
123-77-3



6-Methylcoumarin
92-48-8



acetoin
513-86-0



alpha-Phellandrene
99-83-2



Cymene
99-87-6



Dimethyl Succinate
106-65-0



p-Anisaldehyde
123-11-5



Phenyl ether
101-84-8



Tetrahydro-2-furanmethanol
97-99-4



Valeric Acid
109-52-4



3,4-xylenol
95-65-8



1,1-diethoxyethane
105-57-7



ethyl butyraldehyde
97-96-1



Ethyl crotonate
623-70-1



ethyl isobutyrate
97-62-1



methyl isovalerate
556-24-1



methyl propionate
554-12-1



methyl valeraldehyde
123-15-9



4-(2,6,6-Trimethyl-2-
127-41-3



cyclohexen-1-yl)-3-buten-2-one



4-(2,6,6-trimethyl-1-
14901-07-6



cyclohexen-1-yl)-3-buten-2-one



Maleic acid
110-16-7



3-Methylbutanoic acid
503-74-2



L-Glutamic Acid
56-86-0



D-limonene
5989-27-5



1-Phenyl-1-propanol
93-54-9



2′-Hydroxyacetophenone
118-93-4



2,4-Dihydroxybenzoic Acid
89-86-1



2-Phenyl-1-propanol
1123-85-9



3-Phenylpropionic Acid
501-52-0



4-Ethoxyphenol
622-62-8



Alpha-Terpineol
98-55-5



Benzaldehyde Dimethylacetal
1125-88-8



Benzyl Ether
103-50-4



Benzyl Formate
104-57-4



Benzyl Salicylate
118-58-1



Cinnamyl Alcohol
104-54-1



D-(+)-Glucono-1,5-lactone
4253-68-3



D-Isoascorbic Acid
89-65-6



2,3-Naphthalenediol
92-44-4



Diethyl Succinate
123-25-1



Ethyl 2-Aminobenzoate
87-25-2



Ethyl Cinnamate
103-36-6



Ethyl Phenylacetate
101-97-3



Ethyl Salicylate
118-61-6



gamma-Valerolactone
108-29-2



Hydroquinone Dimethyl Ether
150-78-7



Isocaproic Acid
646-07-1



Isoeugenol
97-54-1



Isopropyl Benzoate
939-48-0



L-(+)-Isoleucine
73-32-5



L-Malic acid
97-67-6



L-2-Aminopropionic Acid
56-41-7



L-Carnitine
541-15-1



L-Glutamine
56-85-9



L-Hydroxyproline
51-35-4



L-Proline
147-85-3



L-Serine
56-45-1



L-Threonine
72-19-5



L-Valine
72-18-4



Phenoxyacetic Acid
122-59-8



Veratrole
91-16-7



2-Ethylbutyric acid
88-09-5



2-Methylpyrazine
109-08-0



o-methoxybenzaldehyde
135-02-4



L-Leucine
61-90-5



L-Asparagine
70-47-3



propiophenone
93-55-0



5-isopropyl-2-methyl-phenol
499-75-2



Xylitol
87-99-0



ethyl 4-oxopentanoate
539-88-8



methyl cinnamate
103-26-4



cumic alcohol
536-60-7



methyl 2-naphthyl ketone
93-08-3



1-methyl-4-(1-methylethyl)-
99-85-4



1,4-Cyclohexadiene



en-ethylene diamine



Caffeine
58-08-2



5-methylfurfural
620-02-0



furfuryl acetate
623-17-6



terpinen-4-ol
10482-56-1



phenylethanal
122-78-1



4′-Methoxyacetophenone
100-06-1



D-Fenchone
4695-62-9



1-Methoxy-4-methylbenzene
104-93-8



o-methylanisole
578-58-5



Acetylacetaldehyde dimethyl
5436-21-5



acetal



p-methylacetophenone
122-00-9



Methyl phenylacetate
101-41-7



4-Ethoxybenzaldehyde
10031-82-0



p-tolyl acetate
140-39-6



2,6-Dimethoxyphenol
91-10-1



Methyl 2-methoxybenzoate
606-45-1



alpha-methylcinnamaldehyde
101-39-3



2-methoxycinnamaldehyde
60125-24-8



Potassium bicarbonate
298-14-6



piperonyl acetate
326-61-4



2,3-hexanedione
3848-24-6



furfural acetone
623-15-4



trans beta-(2-furyl)acrolein
623-30-3



carveol
99-48-9



Methyl nicotinate
93-60-7



Ethyl benzoylacetate
94-02-0



Methyl 4-methoxybenzoate
121-98-2



Levulinic acid
123-76-2



m-Dimethoxybenzene
151-10-0



2-acetylpyridine
1122-62-9



tetramethyl-pyrazine
1124-11-4



2,3-dimethyl-pyrazine
5910-89-4



trimethyl-pyrazine
14667-55-1



2-ethyl-3-methyl-pyrazine
15707-23-0



5-Methyl-3H-furan-2-one
591-12-8



2-Methoxy-4-methylphenol
93-51-6



piperazine
110-85-0



2-Methoxy-4-propylphenol
2785-87-7



Naphthalene, 2-(2-
2173-57-1



methylpropoxy)-



2-Acetyl-1-methylpyrrole
932-16-1



3,3-Dimethylacrylic acid
541-47-9



Ethyl sorbate
2396-84-1



4-(4-Hydroxyphenyl)-2-butanone
5471-51-2



4-Methoxyphenylacetone
122-84-9



(−)-Myrtenal
564-94-3



3-Phenylpropionaldehyde
104-53-0



1-Phenylethyl propionate
120-45-6



2-Methyltetrahydrofuran-3-one
3188-00-9



Cinnamyl acetate
103-54-8



Styrallyl acetate
93-92-5



Ethyl 4-methoxybenzoate
94-30-4



Benzyl propionate
122-63-4



Phenylpyruvate
156-06-9



furaneol
3658-77-3



methyl 2-methylbutanoate
868-57-5



Benzeneacetaldehyde, alpha-
93-53-8



methyl-



Dimethyl anthranilate
85-91-6



1,1-Dimethoxy-2-phenylpropane
90-87-9



4-hexanolide
695-06-7



Dimethylbenzylcarbinyl acetate
151-05-3



Benzyl isobutyrate
103-28-6



Acetyl isoeugenol
93-29-8



2-Acetyl-5-methyl furan
1193-79-9



Alpha-methyl-p-
103-95-7



isopropylphenylpropanaldehyde



Benzylcarbinyl formate
104-62-1



p-Cresyl alpha-toluate
101-94-0



Potassium bisulfate
7646-93-7



Potassium carbonate
584-08-7



Potassium chloride
7447-40-7



Potassium hydroxide
1310-58-3



Ethyl tiglate
5837-78-5



Nerol oxide
1786-08-9



DL-Tetrohydrofurfuryl
637-65-0



propionate



Benzaldehyde propylene glycol
2568-25-4



acetal



2-Methyl-3-(2-furyl) acrolein
874-66-8



vanillin
121-33-5



Cholic acid
81-25-4



R-Carvone
6485-40-1



Potassium nitrate
7757-79-1



Potassium permanganate
7722-64-7



Potassium persulfate
7727-21-1



Potassium phosphate, dibasic
2139900



Potassium Phosphate Monobasic
7778-77-0



Potassium sulfate
7778-80-5



Sodium bicarbonate
144-55-8



Sodium bisulfite
7631-90-5



Sodium carbonate
497-19-8



Sodium chloride
7647-14-5



Sodium dithionite
7775-14-6



Sodium hydroxide
1310-73-2



Sodium nitrite
7632-00-0



Sodium Pyrophosphate
7722-88-5



Sodium sulfate
7757-82-6



Sodium sulfite
7757-83-7



Sodium thiocyanate
540-72-7



Calcium Carbonate
471-34-1



Calcium chloride
10043-52-4



Calcium gluconate
299-28-5



Calcium hydroxide
1305-62-0



Calcium phosphate, dibasic
7757-93-9



Calcium sulfate
7778-18-9



N-Methyl-D-glucamine
6284-40-8



Calcium oxide
1305-78-8



Calcium Phosphate Monobasic
7758-23-8



Magnesium chloride hexahydrate
7791-18-6



Magnesium sulfate
7487-88-9



Magnesium Sulfate Heptahydrate
10034-99-8



Aluminum chloride hexahydrate
7784-13-6



aluminum nitrate nonahydrate
7784-27-2



Aluminum potassium sulfate,
7784-24-9



dodecahydrate



Aluminum sulfate,
7784-31-8



octadecahydrate



(S)-(−)-Cysteine
52-90-4



p-Toluenesulfonic Acid
104-15-4



Potassium bitartrate
868-14-4



DL-aspartic acid
617-45-8



p-Dimethylaminobenzaldehyde
100-10-7



Sodium salicylate
54-21-7



Benzoin
119-53-9



Sodium dodecyl sulfate
151-21-3



L-Menthol
2216-51-5



Tiron
149-45-1



Riboflavin
83-88-5



Sodium Acetate Trihydrate
6131-90-4



Disodium Succinate Hexahydrate
6106-21-4



Disodium
6381-92-6



ethylenediaminetetraacetate



dihydrate



sodium citrate, dihydrate
1545801



Sodium potassium tartrate,
6381-59-5



tetrahydrate



L-(+)-Arginine
1119-34-2



monohydrochloride



Ethylenediamine
333-18-6



dihydrochloride



Sodium formate
141-53-7



Sodium acetate
127-09-3



Potassium acetate
127-08-2



Ammonium citrate
3012-65-5



Ammonium bicarbonate
1066-33-7



Ammonium chloride
12125-02-9



Ammonium nitrate
6484-52-2



Ammonium persulfate
7727-54-0



Ammonium sulfate
7783-20-2



Zinc chloride
7646-85-7



Sulfuric acid, zinc salt
7446-20-0



(1:1), heptahydrate



Sodium Tripolyphosphate
7758-29-4



ammonium benzoate
1863-63-4



ammonium bisulfite
10192-30-0



1,5-Naphthalenedisulfonic Acid
1655-29-4



Disodium Salt



4-Hydroxybenzoic Acid
99-96-7



Diphenylacetic Acid
117-34-0



Glutaric Acid
110-94-1



L-(−)-Fucose
2438-80-4



L-Cysteine Hydrochloride
52-89-1



L-Histidine Hydrochloride
1880304



Monohydrate



o-Toluic Acid
118-90-1



Pivalic Acid
75-98-9



Pyruvic Acid Sodium Salt
113-24-6



Potassium bromide
2139626



Sodium Dithionate Dihydrate
7631-94-9



Sodium Malonate
141-95-7



Trisodium Citrate
68-04-2



Potassium Sodium Tartrate
304-59-6



Potassium Citrate
866-84-2



D-Maltose Monohydrate
6363-53-7



Cyclohexaamylose
10016-20-3



Dodecyl sulfate, lithium salt
2044-56-6



Manganese chloride
2145076



methyl-urea
598-50-5



beta-Cyclodextrin
7585-39-9



Triphosphoric acid,
13845-36-8



pentapotassium salt



Glycine ethyl ester
623-33-6



hydrochloride



L-Histidine methyl ester
7389-87-9



dihydrochloride



L-Leucine methyl ester
7517-19-3



hydrochloride



D-Lysine hydrochloride
7274-88-6



2 -Naphthalenesulfonic acid
532-02-5



sodium salt



calcium nitrate tetrahydrate
13477-34-4



Vitamin B1
59-43-8



Zinc Acetate Dihydrate
5970-45-6



Potassium fluoride
7789-23-3



Potassium iodate
2139718



Potassium iodide
7681-11-0



Potassium thiocyanate
333-20-0



Sodium bromide
7647-15-6



Sodium fluoride
7681-49-4



Sodium iodide
7681-82-5



Sodium nitrate
7631-99-4



Calcium acetate
5743-26-0



Trichloroacetic acid
76-03-9



Ammonium acetate
631-61-8



Ammonium fluoride
12125-01-8



DL-malic acid
617-48-1



t-Butyl Alcohol
75-65-0



beta-Alanine
107-95-9



(S)-(−)-Tryptophan
73-22-3



Malonic acid
141-82-2



Phenethylamine
64-04-0



Salicylylaldehyde
90-02-8



Sodium benzoate
532-32-1



Mandelic acid
90-64-2



Calcium pantothenate
137-08-6



Chloroacetic Acid
79-11-8



Ethanol Amine
141-43-5



Salicylic acid
69-72-7



Saccharin sodium
128-44-9



Thiamine hydrochloride
67-03-8



2,2′-Oxybisethanol
111-46-6



Resorcinol
108-46-3



2-Amino-2-(hydroxymethyl)-1,3-
77-86-1



propanediol



2,5-Dimethylphenol
95-87-4



Ammonium Phosphate Monobasic
7722-76-1



1,3-Butanediol
107-88-0



Glycolic Acid
79-14-1



Sodium Gluconate
527-07-1



Terephthalic Acid
100-21-0



L-Ascorbic Acid Sodium Salt
134-03-2



3-Acetyl-6-methyl-2,4-
520-45-6



pyrandione



Calcium Acetate
62-54-4



Nicotinamide
98-92-0



1-Hydroxy-2-naphthoic Acid
86-48-6



2-Isopropylphenol
88-69-7



4-Aminosalicylic Acid
65-49-6



Calcium Glycerophosphate
27214-00-2



Erythorbic Acid Sodium Salt
7378-23-6



Gluconic Acid Potassium Salt
299-27-4



Orotic Acid
65-86-1



p-Anise Alcohol
105-13-5



Potassium Benzoate
582-25-2



Taurine
107-35-7



Thiamine Nitrate
532-43-4



3,3,5-Trimethyl-1-cyclohexanol
116-02-9



tert-Butylhydroquinone
1948-33-0



Sulfosalicylic acid
97-05-2



Gallic acid
149-91-7



L-borneol
464-45-9



Isoborneol
124-76-5



2,5-Dihydroxybenzoic acid,
490-79-9



Gentisic acid



5-hydroxy-6-methyl-3,4-
65-23-6



pyridinedimethanol



Naphthalene-2-sulfonic acid
120-18-3



Ethanesulfonic acid, 2-
1562-00-1



hydroxy-, monosodium salt



Pamoic acid
130-85-8



2,4-Dimethylphenol
105-67-9



3,5-Dihydroxyacetophenone
51863-60-6



Eugenol
97-53-0



n-Butyric Acid
107-92-6



Hydroquinone
123-31-9



Propionic Acid
79-09-4



meta-Phenylenediamine
108-45-2



Oxalic Acid
144-62-7



n-Hexanoic Acid
142-62-1



2-Furancarboxylic Acid
88-14-2



4′-Nitroacetanilide
104-04-1



D-(−)-Tartaric Acid
147-71-7



p-Acetamidobenzoic Acid
556-08-1



Galactaric acid
526-99-8



D-glucuronate
1700908



Lactobionic acid
96-82-2



p-Formylacetanilide
122-85-0



2-Mercaptobenzoic acid
147-93-3



Propanoic acid, 2-hydroxy-,
28305-25-1



calcium salt (2:1), (S)-



D(+)-10-Camphorsulfonic acid
3144-16-9



3-Cyclopentylpropionic acid
140-77-2



1R-(−)-Camphorsulfonic acid
35963-20-3



DL-Lysine
70-54-2



Cinnamic acid
621-82-9



Triethanolamine
102-71-6



Acetic Acid
64-19-7



Dichloroacetic Acid
79-43-6



Diethylamine
109-89-7



Diethylaminoethanol
100-37-8



N-(2-Hydroxyethyl)Morpholine
622-40-2



Octanoic Acid
124-07-2



isobutyric acid
79-31-2



Anisic Acid
100-09-4



Betaine
107-43-7



Enanthoic Acid
111-14-8



Hippuric Acid
495-69-2



Tiglic Acid
80-59-1



Cyclohexanecarboxylic acid
98-89-5



m-Methoxybenzoic acid
586-38-9



D-(+)-Camphoric acid
124-83-4



N-(2-Hydroxyethyl)pyrrolidine
2955-88-6



Sodium Metabisulfite
7681-57-4



sodium hydrogen phosphate
7558-79-4



Sodium Phosphate Monobasic
7558-80-7



Sodium thiosulfate
7772-98-71



Orthoboric acid
10043-35-3



Diethanolamine
111-42-2



Benzaldehyde
100-52-7



Sorbic acid
110-44-1



L-(+)-Tartaric Acid
87-69-4



D-mannitol
69-65-8



Butyl paraben
94-26-8



Thymol
89-83-8



Methyl salicylate
119-36-8



Citric acid
77-92-9



Creatinine
60-27-5



Vitamin C
50-81-7



Benzoic Acid
65-85-0



Methyl 4-hydroxybenzoate
99-76-3



m-Cresol
108-39-4



p-Cresol
106-44-5



Aspirin
50-78-2



Phenol
108-95-2



Sucrose
57-50-1



Potassium citrate, monohydrate
1534146



Sodium acetate
127-09-3



Lactic acid
50-21-5



Propionic acid, sodium salt
65-85



Benzyl alcohol
100-51-6



Phenethyl alcohol
60-12-8



Cholesterol
57-88-5



D-Glucose
50-99-7



Sorbitol
50-70-4



Aspartame
22839-47-0



Saccharin
81-07-2



2,6-Di-tert-Butyl-p-Cresol
128-37-0



4-Chloro-3-methylphenol
59-50-7



glycerin
56-81-5



Propyl paraben
94-13-3



fumaric acid
110-17-8



dabco
280-57-9



p-Phenylenediamine
106-50-3



Anethole
4180-23-8



propyl gallate
121-79-9



L-monosodium glutamate
142-47-2



Butylated hydroxyanisole
25013-16-5



Cyclohexanol, 5-methyl-2-(1-
89-78-1



methylethyl)-,



(1alpha,2beta,5alpha)-



alpha-Thioglycerol
96-27-5



Sodium dehydroacetate
4418-26-2



Ethyl 4-hydroxybenzoate
120-47-8



Ethyl Vanillin
121-32-4



Triacetin
102-76-1



Potassium sorbate
590-00-1



Triethyl citrate
77-93-0



(S)-(+)-Arginine
74-79-3



Glycine
56-40-6



(S)-(−)-Histidine
71-00-1



(S)-(+)-Lysine
56-87-1



Quinone
106-51-4



Naphthalene, 2-ethoxy-
93-18-5



Methanesulfonic Acid
75-75-2



DL-Tartaric Acid
133-37-9



Cyclamic acid
100-88-9



(S)-(−)-Phenylalanine
63-91-2



(S)-(−)-Tyrosine
60-18-4



Carvone
99-49-0



Ethyl butyrate
105-54-4



6-Methyl-5-hepten-2-one
110-93-0



Ethyl acetoacetate
141-97-9



Methyl benzoate
93-58-3



Phenylacetic Acid
103-82-2



Adipic acid
124-04-9



Ethyl benzoate
93-89-0



Benzyl benzoate
120-51-4



Pyruvic acid
127-17-3



Succinic acid
110-15-6



Indole
120-72-9



Methyl anthranilate
134-20-3



Diethyl malonate
105-53-3



Niacin
59-67-6



Meso-inositol
87-89-8



4-Aminobenzoic acid
150-13-0



Anisole
100-66-3



Urea
57-13-6



Pyrrolidine
123-75-1



Cyclopentanone
120-92-3



Acetic anhydride
108-24-7



Benzophenone
119-61-9



D-(−)-Fructose
57-48-7



D-(+)-Xylose
58-86-6



o-Methoxybenzoic Acid
579-75-9



linalool
78-70-6



ethyl isovalerate
108-64-5



1,1′-Azobisformamide
123-77-3



6-Methylcoumarin
92-48-8



acetoin
513-86-0



alpha-Phellandrene
99-83-2



Cymene
99-87-6



Dimethyl Succinate
106-65-0



p-Anisaldehyde
123-11-5



Phenyl ether
101-84-8



Tetrahydro-2-furanmethanol
97-99-4



Valeric Acid
109-52-4



3,4-xylenol
95-65-8



1,1-diethoxyethane
105-57-7



ethyl butyraldehyde
97-96-1



Ethyl crotonate
623-70-1



ethyl isobutyrate
97-62-1



methyl isovalerate
556-24-1



methyl propionate
554-12-1



methyl valeraldehyde
123-15-9



4-(2,6,6-Trimethyl-2-
127-41-3



cyclohexen-1-yl)-3-buten-2-one



4-(2,6,6-trimethyl-1-
14901-07-6



cyclohexen-1-yl)-3-buten-2-one



Maleic acid
110-16-7



3-Methylbutanoic acid
503-74-2



L-Glutamic Acid
56-86-0



D-limonene
5989-27-5



1-Phenyl-1-propanol
93-54-9



2′-Hydroxyacetophenone
118-93-4



2,4-Dihydroxybenzoic Acid
89-86-1



2-Phenyl-1-propanol
1123-85-9



3-Phenylpropionic Acid
501-52-0



4-Ethoxyphenol
622-62-8



Alpha-Terpineol
98-55-5



Benzaldehyde Dimethylacetal
1125-88-8



Benzyl Ether
103-50-4



Benzyl Formate
104-57-4



Benzyl Salicylate
118-58-1



Cinnamyl Alcohol
104-54-1



D-(+)-Glucono-1,5-lactone
4253-68-3



D-Isoascorbic Acid
89-65-6



2,3-Naphthalenediol
92-44-4



Diethyl Succinate
123-25-1



Ethyl 2-Aminobenzoate
87-25-2



Ethyl Cinnamate
103-36-6



Ethyl Phenylacetate
101-97-3



Ethyl Salicylate
118-61-6



gamma-Valerolactone
108-29-2



Hydroquinone Dimethyl Ether
150-78-7



Isocaproic Acid
646-07-1



Isoeugenol
97-54-1



Isopropyl Benzoate
939-48-0



L-(+)-Isoleucine
73-32-5



L-Malic acid
97-67-6



L-2-Aminopropionic Acid
56-41-7



L-Carnitine
541-15-1



L-Glutamine
56-85-9



L-Hydroxyproline
51-35-4



L-Proline
147-85-3



L-Serine
56-45-1



L-Threonine
72-19-5



L-Valine
72-18-4



Phenoxyacetic Acid
122-59-8



Veratrole
91-16-7



2-Ethylbutyric acid
88-09-5



2-Methylpyrazine
109-08-0



o-methoxybenzaldehyde
135-02-4



L-Leucine
61-90-5



L-Asparagine
70-47-3



propiophenone
93-55-0



5-isopropyl-2-methyl-phenol
499-75-2



Xylitol
87-99-0



ethyl 4-oxopentanoate
539-88-8



methyl cinnamate
103-26-4



cumic alcohol
536-60-7



methyl 2-naphthyl ketone
93-08-3



1-methyl-4-(1-methylethyl)-
99-85-4



1,4-Cyclohexadiene



en - ethylene diamine



Caffeine
58-08-2



5-methylfurfural
620-02-0



furfuryl acetate
623-17-6



terpinen-4-ol
10482-56-1



phenylethanal
122-78-1



4′-Methoxyacetophenone
100-06-1



D-Fenchone
4695-62-9



1-Methoxy-4-methylbenzene
104-93-8



o-methylanisole
578-58-5



Acetylacetaldehyde dimethyl
5436-21-5



acetal



p-methylacetophenone
122-00-9



Methyl phenylacetate
101-41-7



4-Ethoxybenzaldehyde
10031-82-0



p-tolyl acetate
140-39-6



2,6-Dimethoxyphenol
91-10-1



Methyl 2-methoxybenzoate
606-45-1



alpha-methylcinnamaldehyde
101-39-3



2-methoxycinnamaldehyde
60125-24-8



Potassium bicarbonate
298-14-6



piperonyl acetate
326-61-4



2,3-hexanedione
3848-24-6



furfural acetone
623-15-4



trans beta-(2-furyl)acrolein
623-30-3



carveol
99-48-9



Methyl nicotinate
93-60-7



Ethyl benzoylacetate
94-02-0



Methyl 4-methoxybenzoate
121-98-2



Levulinic acid
123-76-2



m-Dimethoxybenzene
151-10-0



2-acetylpyridine
1122-62-9



tetramethyl-pyrazine
1124-11-4



2,3-dimethyl-pyrazine
5910-89-4



trimethyl-pyrazine
14667-55-1



2-ethyl-3-methyl-pyrazine
15707-23-0



5-Methyl-3H-furan-2-one
591-12-8



2-Methoxy-4-methylphenol
93-51-6



piperazine
110-85-0



2-Methoxy-4-propylphenol
2785-87-7



Naphthalene,2-(2-
2173-57-1



methylpropoxy)-



2-Acetyl-1-methylpyrrole
932-16-1



3,3-Dimethylacrylic acid
541-47-9



Ethyl sorbate
2396-84-1



4-(4-Hydroxyphenyl)-2-butanone
5471-51-2



4-Methoxyphenylacetone
122-84-9



(−)-Myrtenal
564-94-3



3-Phenylpropionaldehyde
104-53-0



1-Phenylethyl propionate
120-45-6



2-Methyltetrahydrofuran-3-one
3188-00-9



Cinnamyl acetate
103-54-8



Styrallyl acetate
93-92-5



Ethyl 4-methoxybenzoate
94-30-4



Benzyl propionate
122-63-4



Phenylpyruvate
156-06-9



furaneol
3658-77-3



methyl 2-methylbutanoate
868-57-5



Benzeneacetaldehyde, alpha-
93-53-8



methyl-



Dimethyl anthranilate
85-91-6



1,1-Dimethoxy-2-phenylpropane
90-87-9



4-hexanolide
695-06-7



Dimethylbenzylcarbinyl acetate
151-05-3



Benzyl isobutyrate
103-28-6



Acetyl isoeugenol
93-29-8



2-Acetyl-5-methyl furan
1193-79-9



Alpha-methyl-p
103-95-7



isopropylphenylpropanaldehyde



Benzylcarbinyl formate
104-62-1



p-Cresyl alpha-toluate
101-94-0



Potassium bisulfate
7646-93-7



Potassium carbonate
584-08-7



Potassium chloride
7447-40-7



Potassium hydroxide
1310-58-3



Ethyl tiglate
5837-78-5



Nerol oxide
1786-08-9



DL-Tetrohydrofurfuryl
637-65-0



propionate



Benzaldehyde propylene glycol
2568-25-4



acetal



2-Methyl-3-(2-furyl) acrolein
874-66-8



vanillin
121-33-5



Cholic acid
81-25-4



R-Carvone
6485-40-1



Potassium nitrate
7757-79-1



Potassium permanganate
7722-64-7



Potassium persulfate
7727-21-1



Potassium phosphate, dibasic
2139900



Potassium Phosphate Monobasic
7778-77-0



Potassium sulfate
7778-80-5



Sodium bicarbonate
144-55-8



Sodium bisulfite
7631-90-5



Sodium carbonate
497-19-8



Sodium chloride
7647-14-5



Sodium dithionite
7775-14-6



Sodium hydroxide
1310-73-2



Sodium nitrite
7632-00-0



Sodium Pyrophosphate
7722-88-5



Sodium sulfate
7757-82-6



Sodium sulfite
7757-83-7



Sodium thiocyanate
540-72-7



Calcium Carbonate
471-34-1



Calcium chloride
10043-52-4



Calcium gluconate
299-28-5



Calcium hydroxide
1305-62-0



Calcium phosphate, dibasic
7757-93-9



Calcium sulfate
7778-18-9



N-Methyl-D-glucamine
6284-40-8



Calcium oxide
1305-78-8



Calcium Phosphate Monobasic
7758-23-8



Magnesium chloride hexahydrate
7791-18-6



Magnesium sulfate
7487-88-9



Magnesium Sulfate Heptahydrate
10034-99-8



Aluminum chloride hexahydrate
7784-13-6



aluminum nitrate nonahydrate
7784-27-2



Aluminum potassium sulfate,
7784-24-9



dodecahydrate



Aluminum sulfate,
7784-31-8



octadecahydrate



(S)-(−)-Cysteine
52-90-4



p-Toluenesulfonic Acid
104-15-4



Potassium bitartrate
868-14-4



DL-aspartic acid
617-45-8



p-Dimethylaminobenzaldehyde
100-10-7



Sodium salicylate
54-21-7



Benzoin
119-53-9



Sodium dodecyl sulfate
151-21-3



L-Menthol
2216-51-5



Tiron
149-45-1



Riboflavin
83-88-5



Sodium Acetate Trihydrate
6131-90-4



Disodium Succinate Hexahydrate
6106-21-4



Disodium
6381-92-6



ethylenediaminetetraacetate



dihydrate



sodium citrate, dihydrate
1545801



Sodium potassium tartrate,
6381-59-5



tetrahydrate



L-(+)-Arginine
1119-34-2



monohydrochloride



Ethylenediamine
333-18-6



dihydrochloride



Sodium formate
141-53-7



Sodium acetate
127-09-3



Potassium acetate
127-08-2



Ammonium citrate
3012-65-5



Ammonium bicarbonate
1066-33-7



Ammonium chloride
12125-02-9



Ammonium nitrate
6484-52-2



Ammonium persulfate
7727-54-0



Ammonium sulfate
7783-20-2



Zinc chloride
7646-85-7



Sulfuric acid, zinc salt
7446-20-0



(1:1), heptahydrate



Sodium Tripolyphosphate
7758-29-4



ammonium benzoate
1863-63-4



ammonium bisulfite
10192-30-0



1,5-Naphthalenedisulfonic Acid
1655-29-4



Disodium Salt



4-Hydroxybenzoic Acid
99-96-7



Diphenylacetic Acid
117-34-0



Glutaric Acid
110-94-1



L-(−)-Fucose
2438-80-4



L-Cysteine Hydrochloride
52-89-1



L-Histidine Hydrochloride
1880304



Monohydrate



o-Toluic Acid
118-90-1



Pivalic Acid
75-98-9



Pyruvic Acid Sodium Salt
113-24-6



Potassium bromide
2139626



Sodium Dithionate Dihydrate
7631-94-9



Sodium Malonate
141-95-7



Trisodium Citrate
68-04-2



Potassium Sodium Tartrate
304-59-6



Potassium Citrate
866-84-2



D-Maltose Monohydrate
6363-53-7



Cyclohexaamylose
10016-20-3



Dodecyl sulfate, lithium salt
2044-56-6



Manganese chloride
2145076



methyl-urea
598-50-5



beta-Cyclodextrin
7585-39-9



Triphosphoric acid,
13845-36-8



pentapotassium salt



Glycine ethyl ester
623-33-6



hydrochloride



L-Histidine methyl ester
7389-87-9



dihydrochloride



L-Leucine methyl ester
7517-19-3



hydrochloride



D-Lysine hydrochloride
7274-88-6



2-Naphthalenesulfonic acid
532-02-5



sodium salt



calcium nitrate tetrahydrate
13477-34-4



Vitamin B1
59-43-8



Zinc Acetate Dihydrate
5970-45-6



Potassium fluoride
7789-23-3



Potassium iodate
2139718



Potassium iodide
7681-11-0



Potassium thiocyanate
333-20-0



Sodium bromide
7647-15-6



Sodium fluoride
7681-49-4



Sodium iodide
7681-82-5



Sodium nitrate
7631-99-4



Calcium acetate
5743-26-0



Trichloroacetic acid
76-03-9



Ammonium acetate
631-61-8



Ammonium fluoride
12125-01-8



DL-malic acid
617-48-1



t-Butyl Alcohol
75-65-0



beta-Alanine
107-95-9



(S)-(−)-Tryptophan
73-22-3



Malonic acid
141-82-2



Phenethylamine
64-04-0



Salicylylaldehyde
90-02-8



Sodium benzoate
532-32-1



Mandelic acid
90-64-2



Calcium pantothenate
137-08-6



Chloroacetic Acid
79-11-8



Ethanol Amine
141-43-5



Salicylic acid
69-72-7



Saccharin sodium
128-44-9



Thiamine hydrochloride
67-03-8



2,2′-Oxybisethanol
111-46-6



Resorcinol
108-46-3



2-Amino-2-(hydroxymethyl)-1,3-
77-86-1



propanediol



2,5-Dimethylphenol
95-87-4



Ammonium Phosphate Monobasic
7722-76-1



1,3-Butanediol
107-88-0



Glycolic Acid
79-14-1



Sodium Gluconate
527-07-1



Terephthalic Acid
100-21-0



L-Ascorbic Acid Sodium Salt
134-03-2



3-Acetyl-6-methyl-2,4-
520-45-6



pyrandione



Calcium Acetate
62-54-4



Nicotinamide
98-92-0



1-Hydroxy-2-naphthoic Acid
86-48-6



2-Isopropylphenol
88-69-7



4-Aminosalicylic Acid
65-49-6



Calcium Glycerophosphate
27214-00-2



Erythorbic Acid Sodium Salt
7378-23-6



Gluconic Acid Potassium Salt
299-27-4



Orotic Acid
65-86-1



p-Anise Alcohol
105-13-5



Potassium Benzoate
582-25-2



Taurine
107-35-7



Thiamine Nitrate
532-43-4



3,3,5-Trimethyl-1-cyclohexanol
116-02-9



tert-Butylhydroquinone
1948-33-0



Sulfosalicylic acid
97-05-2



Gallic acid
149-91-7



L-borneol
464-45-9



Isoborneol
124-76-5



2,5-Dihydroxybenzoic acid,
490-79-9



Gentisic acid



5-hydroxy-6-methyl-3,4-
65-23-6



pyridinedimethanol



Naphthalene-2-sulfonic acid
120-18-3



Ethanesulfonic acid, 2-
1562-00-1



hydroxy-, monosodium salt



Pamoic acid
130-85-8



2,4-Dimethylphenol
105-67-9



3,5-Dihydroxyacetophenone
51863-60-6



Eugenol
97-53-0



n-Butyric Acid
107-92-6



Hydroquinone
123-31-9



Propionic Acid
79-09-4



meta-Phenylenediamine
108-45-2



Oxalic Acid
144-62-7



n-Hexanoic Acid
142-62-1



2-Furancarboxylic Acid
88-14-2



4′-Nitroacetanilide
104-04-1



D-(−)-Tartaric Acid
147-71-7



p-Acetamidobenzoic Acid
556-08-1



Galactaric acid
526-99-8



D-glucuronate
1700908



Lactobionic acid
96-82-2



p-Formylacetanilide
122-85-0



2-Mercaptobenzoic acid
147-93-3



Propanoic acid, 2-hydroxy-,
28305-25-1



calcium salt (2:1), (S)-



D(+)-10-Camphorsulfonic acid
3144-16-9



3-Cyclopentylpropionic acid
140-77-2



1R-(−)-Camphorsulfonic acid
35963-20-3



DL-Lysine
70-54-2



Cinnamic acid
621-82-9



Triethanolamine
102-71-6



Acetic Acid
64-19-7



Dichloroacetic Acid
79-43-6



Diethylamine
109-89-7



Diethylaminoethanol
100-37-8



N-(2-Hydroxyethyl)Morpholine
622-40-2



Octanoic Acid
124-07-2



isobutyric acid
79-31-2



Anisic Acid
100-09-4



Betaine
107-43-7



Enanthoic Acid
111-14-8



Hippuric Acid
495-69-2



Tiglic Acid
80-59-1



Cyclohexanecarboxylic acid
98-89-5



m-Methoxybenzoic acid
586-38-9



D-(+)-Camphoric acid
124-83-4



N-(2-Hydroxyethyl)pyrrolidine
2955-88-6



Sodium Metabisulfite
7681-57-4



sodium hydrogen phosphate
7558-79-4



Sodium Phosphate Monobasic
7558-80-7



Sodium thiosulfate
7772-98-71



Orthoboric acid
10043-35-3



Diethanolamine
111-42-2



Benzaldehyde
100-52-7



Sorbic acid
110-44-1



L-(+)-Tartaric Acid
87-69-4



D-mannitol
69-65-8



Butyl paraben
94-26-8



Thymol
89-83-8



Methyl salicylate
119-36-8



Citric acid
77-92-9



Creatinine
60-27-5



Vitamin C
50-81-7



Benzoic Acid
65-85-0



Methyl 4-hydroxybenzoate
99-76-3



m-Cresol
108-39-4



p-Cresol
106-44-5



Aspirin
50-78-2



Phenol
108-95-2



Sucrose
57-50-1



Potassium citrate, monohydrate
1534146



Sodium acetate
127-09-3



Lactic acid
50-21-5



Propionic acid, sodium salt
65-85



Benzyl alcohol
100-51-6



Phenethyl alcohol
60-12-8



Cholesterol
57-88-5



D-Glucose
50-99-7



Sorbitol
50-70-4



Aspartame
22839-47-0



Saccharin
81-07-2



2,6-Di-tert-Butyl-p-Cresol
128-37-0



4-Chloro-3-methylphenol
59-50-7



glycerin
56-81-5



Propyl paraben
94-13-3



fumaric acid
110-17-8



dabco
280-57-9



p-Phenylenediamine
106-50-3



Anethole
4180-23-8



propyl gallate
121-79-9



L-monosodium glutamate
142-47-2



Butylated hydroxyanisole
25013-16-5



Cyclohexanol, 5-methyl-2-(1-
89-78-1



methylethyl)-,



(1alpha, 2beta, 5alpha)-



alpha-Thioglycerol
96-27-5



Sodium dehydroacetate
4418-26-2



Ethyl 4-hydroxybenzoate
120-47-8



Ethyl Vanillin
121-32-4



Triacetin
102-76-1



Potassium sorbate
590-00-1



Triethyl citrate
77-93-0



(S)-(+)-Arginine
74-79-3



Glycine
56-40-6



(S)-(−)-Histidine
71-00-1



(S)-(+)-Lysine
56-87-1



Quinone
106-51-4



Naphthalene, 2-ethoxy-
93-18-5



Methanesulfonic Acid
75-75-2



DL-Tartaric Acid
133-37-9



Cyclamic acid
100-88-9



(S)-(−)-Phenylalanine
63-91-2



(S)-(−)-Tyrosine
60-18-4



Carvone
99-49-0



Ethyl butyrate
105-54-4



6-Methyl-5-hepten-2-one
110-93-0



Ethyl acetoacetate
141-97-9



Methyl benzoate
93-58-3



Phenylacetic Acid
103-82-2



Adipic acid
124-04-9



Ethyl benzoate
93-89-0



Benzyl benzoate
120-51-4



Pyruvic acid
127-17-3



Succinic acid
110-15-6



Indole
120-72-9



Methyl anthranilate
134-20-3



Diethyl malonate
105-53-3



Niacin
59-67-6



Meso-inositol
87-89-8



4-Aminobenzoic acid
150-13-0



Anisole
100-66-3



Urea
57-13-6



Pyrrolidine
123-75-1



Cyclopentanone
120-92-3



Acetic anhydride
108-24-7



Benzophenone
119-61-9



D-(−)-Fructose
57-48-7



D-(+)-Xylose
58-86-6



o-Methoxybenzoic Acid
579-75-9



linalool
78-70-6



ethyl isovalerate
108-64-5



1,1′-Azobisformamide
123-77-3



6-Methylcoumarin
92-48-8



acetoin
513-86-0



alpha-Phellandrene
99-83-2



Cymene
99-87-6



Dimethyl Succinate
106-65-0



p-Anisaldehyde
123-11-5



Phenyl ether
101-84-8



Tetrahydro-2-furanmethanol
97-99-4



Valeric Acid
109-52-4



3,4-xylenol
95-65-8



1,1-diethoxyethane
105-57-7



ethyl butyraldehyde
97-96-1



Ethyl crotonate
623-70-1



ethyl isobutyrate
97-62-1



methyl isovalerate
556-24-1



methyl propionate
554-12-1



methyl valeraldehyde
123-15-9



4-(2,6,6-Trimethyl-2-
127-41-3



cyclohexen-1-yl)-3-buten-2-one



4-(2,6,6-trimethyl-1-
14901-07-6



cyclohexen-1-yl)-3-buten-2-one



Maleic acid
110-16-7



3-Methylbutanoic acid
503-74-2



L-Glutamic Acid
56-86-0



D-limonene
5989-27-5



1-Phenyl-1-propanol
93-54-9



2′-Hydroxyacetophenone
118-93-4



2,4-Dihydroxybenzoic Acid
89-86-1



2-Phenyl-1-propanol
1123-85-9



3-Phenylpropionic Acid
501-52-0



4-Ethoxyphenol
622-62-8



Alpha-Terpineol
98-55-5



Benzaldehyde Dimethylacetal
1125-88-8



Benzyl Ether
103-50-4



Benzyl Formate
104-57-4



Benzyl Salicylate
118-58-1



Cinnamyl Alcohol
104-54-1



D-(+)-Glucono-1,5-lactone
4253-68-3



D-Isoascorbic Acid
89-65-6



2,3-Naphthalenediol
92-44-4



Diethyl Succinate
123-25-1



Ethyl 2-Aminobenzoate
87-25-2



Ethyl Cinnamate
103-36-6



Ethyl Phenylacetate
101-97-3



Ethyl Salicylate
118-61-6



gamma-Valerolactone
108-29-2



Hydroquinone Dimethyl Ether
150-78-7



Isocaproic Acid
646-07-1



Isoeugenol
97-54-1



Isopropyl Benzoate
939-48-0



L-(+)-Isoleucine
73-32-5



L-Malic acid
97-67-6



L-2-Aminopropionic Acid
56-41-7



L-Carnitine
541-15-1



L-Glutamine
56-85-9



L-Hydroxyproline
51-35-4



L-Proline
147-85-3



L-Serine
56-45-1



L-Threonine
72-19-5



L-Valine
72-18-4



Phenoxyacetic Acid
122-59-8



Veratrole
91-16-7



2-Ethylbutyric acid
88-09-5



2-Methylpyrazine
109-08-0



o-methoxybenzaldehyde
135-02-4



L-Leucine
61-90-5



L-Asparagine
70-47-3



propiophenone
93-55-0



5-isopropyl-2-methyl-phenol
499-75-2



Xylitol
87-99-0



ethyl 4-oxopentanoate
539-88-8



methyl cinnamate
103-26-4



cumic alcohol
536-60-7



methyl 2-naphthyl ketone
93-08-3



1-methyl-4-(1-methylethyl)-
99-85-4



1,4-Cyclohexadiene



en-ethylene diamine



Caffeine
58-08-2



5-methylfurfural
620-02-0



furfuryl acetate
623-17-6



terpinen-4-ol
10482-56-1



phenylethanal
122-78-1



4′-Methoxyacetophenone
100-06-1



D-Fenchone
4695-62-9



1-Methoxy-4-methylbenzene
104-93-8



o-methylanisole
578-58-5



Acetylacetaldehyde dimethyl
5436-21-5



acetal



p-methylacetophenone
122-00-9



Methyl phenylacetate
101-41-7



4-Ethoxybenzaldehyde
10031-82-0



p-tolyl acetate
140-39-6



2,6-Dimethoxyphenol
91-10-1



Methyl 2-methoxybenzoate
606-45-1



alpha-methylcinnamaldehyde
101-39-3



2-methoxycinnamaldehyde
60125-24-8



Potassium bicarbonate
298-14-6



piperonyl acetate
326-61-4



2,3-hexanedione
3848-24-6



furfural acetone
623-15-4



trans beta-(2-furyl)acrolein
623-30-3



carveol
99-48-9



Methyl nicotinate
93-60-7



Ethyl benzoylacetate
94-02-0



Methyl 4-methoxybenzoate
121-98-2



Levulinic acid
123-76-2



m-Dimethoxybenzene
151-10-0



2-acetylpyridine
1122-62-9



tetramethyl-pyrazine
1124-11-4



2,3-dimethyl-pyrazine
5910-89-4



trimethyl-pyrazine
14667-55-1



2-ethyl-3-methyl-pyrazine
15707-23-0



5-Methyl-3H-furan-2-one
591-12-8



2-Methoxy-4-methylphenol
93-51-6



piperazine
110-85-0



2-Methoxy-4-propylphenol
2785-87-7



Naphthalene, 2-(2-
2173-57-1



methylpropoxy)-



2-Acetyl-1-methylpyrrole
932-16-1



3,3-Dimethylacrylic acid
541-47-9



Ethyl sorbate
2396-84-1



4-(4-Hydroxyphenyl)-2-butanone
5471-51-2



4-Methoxyphenylacetone
122-84-9



(−)-Myrtenal
564-94-3



3-Phenylpropionaldehyde
104-53-0



1-Phenylethyl propionate
120-45-6



2-Methyltetrahydrofuran-3-one
3188-00-9



Cinnamyl acetate
103-54-8



Styrallyl acetate
93-92-5



Ethyl 4-methoxybenzoate
94-30-4



Benzyl propionate
122-63-4



Phenylpyruvate
156-06-9



furaneol
3658-77-3



methyl 2-methylbutanoate
868-57-5



Benzeneacetaldehyde, alpha-
93-53-8



methyl-



Dimethyl anthranilate
85-91-6



1,1-Dimethoxy-2-phenylpropane
90-87-9



4-hexanolide
695-06-7



Dimethylbenzylcarbinyl acetate
151-05-3



Benzyl isobutyrate
103-28-6



Acetyl isoeugenol
93-29-8



2-Acetyl-5-methyl furan
1193-79-9



Alpha-methyl-p-
103-95-7



isopropylphenylpropanaldehyde



Benzylcarbinyl formate
104-62-1



p-Cresyl alpha-toluate
101-94-0



Potassium bisulfate
7646-93-7



Potassium carbonate
584-08-7



Potassium chloride
7447-40-7



Potassium hydroxide
1310-58-3



Ethyl tiglate
5837-78-5



Nerol oxide
1786-08-9



DL-Tetrohydrofurfuryl
637-65-0



propionate



Benzaldehyde propylene glycol
2568-25-4



acetal



2-Methyl-3-(2-furyl) acrolein
874-66-8



vanillin
121-33-5



Cholic acid
81-25-4



R-Carvone
6485-40-1



Potassium nitrate
7757-79-1



Potassium permanganate
7722-64-7



Potassium persulfate
7727-21-1



Potassium phosphate, dibasic
2139900



Potassium Phosphate Monobasic
7778-77-0



Potassium sulfate
7778-80-5



Sodium bicarbonate
144-55-8



Sodium bisulfite
7631-90-5



Sodium carbonate
497-19-8



Sodium chloride
7647-14-5



Sodium dithionite
7775-14-6



Sodium hydroxide
1310-73-2



Sodium nitrite
7632-00-0



Sodium Pyrophosphate
7722-88-5



Sodium sulfate
7757-82-6



Sodium sulfite
7757-83-7



Sodium thiocyanate
540-72-7



Calcium Carbonate
471-34-1



Calcium chloride
10043-52-4



Calcium gluconate
299-28-5



Calcium hydroxide
1305-62-0



Calcium phosphate, dibasic
7757-93-9



Calcium sulfate
7778-18-9



N-Methyl-D-glucamine
6284-40-8



Calcium oxide
1305-78-8



Calcium Phosphate Monobasic
7758-23-8



Magnesium chloride hexahydrate
7791-18-6



Magnesium sulfate
7487-88-9



Magnesium Sulfate Heptahydrate
10034-99-8



Aluminum chloride hexahydrate
7784-13-6



aluminum nitrate nonahydrate
7784-27-2



Aluminum potassium sulfate,
7784-24-9



dodecahydrate



Aluminum sulfate,
7784-31-8



octadecahydrate



(S)-(−)-Cysteine
52-90-4



p-Toluenesulfonic Acid
104-15-4



Potassium bitartrate
868-14-4



DL-aspartic acid
617-45-8



p-Dimethylaminobenzaldehyde
100-10-7



Sodium salicylate
54-21-7



Benzoin
119-53-9



Sodium dodecyl sulfate
151-21-3



L-Menthol
2216-51-5



Tiron
149-45-1



Riboflavin
83-88-5



Sodium Acetate Trihydrate
6131-90-4



Disodium Succinate Hexahydrate
6106-21-4



Disodium
6381-92-6



ethylenediaminetetraacetate



dihydrate



sodium citrate, dihydrate
1545801



Sodium potassium tartrate,
6381-59-5



tetrahydrate



L-(+)-Arginine
1119-34-2



monohydrochloride



Ethylenediamine
333-18-6



dihydrochloride



Sodium formate
141-53-7



Sodium acetate
127-09-3



Potassium acetate
127-08-2



Ammonium citrate
3012-65-5



Ammonium bicarbonate
1066-33-7



Ammonium chloride
12125-02-9



Ammonium nitrate
6484-52-2



Ammonium persulfate
7727-54-0



Ammonium sulfate
7783-20-2



Zinc chloride
7646-85-7



Sulfuric acid, zinc salt
7446-20-0



(1:1), heptahydrate



Sodium Tripolyphosphate
7758-29-4



ammonium benzoate
1863-63-4



ammonium bisulfite
10192-30-0



1,5-Naphthalenedisulfonic Acid
1655-29-4



Disodium Salt



4-Hydroxybenzoic Acid
99-96-7



Diphenylacetic Acid
117-34-0



Glutaric Acid
110-94-1



L-(−)-Fucose
2438-80-4



L-Cysteine Hydrochloride
52-89-1



L-Histidine Hydrochloride
1880304



Monohydrate



o-Toluic Acid
118-90-1



Pivalic Acid
75-98-9



Pyruvic Acid Sodium Salt
113-24-6



Potassium bromide
2139626



Sodium Dithionate Dihydrate
7631-94-9



Sodium Malonate
141-95-7



Trisodium Citrate
68-04-2



Potassium Sodium Tartrate
304-59-6



Potassium Citrate
866-84-2



D-Maltose Monohydrate
6363-53-7



Cyclohexaamylose
10016-20-3



Dodecyl sulfate, lithium salt
2044-56-6



Manganese chloride
2145076



methyl-urea
598-50-5



beta-Cyclodextrin
7585-39-9



Triphosphoric acid,
13845-36-8



pentapotassium salt



Glycine ethyl ester
623-33-6



hydrochloride



L-Histidine methyl ester
7389-87-9



dihydrochloride



L-Leucine methyl ester
7517-19-3



hydrochloride



D-Lysine hydrochloride
7274-88-6



2-Naphthalenesulfonic acid
532-02-5



sodium salt



calcium nitrate tetrahydrate
13477-34-4



Vitamin B1
59-43-8



Zinc Acetate Dihydrate
5970-45-6



Potassium fluoride
7789-23-3



Potassium iodate
2139718



Potassium iodide
7681-11-0



Potassium thiocyanate
333-20-0



Sodium bromide
7647-15-6



Sodium fluoride
7681-49-4



Sodium iodide
7681-82-5



Sodium nitrate
7631-99-4



Calcium acetate
5743-26-0



Trichloroacetic acid
76-03-9



Ammonium acetate
631-61-8



Ammonium fluoride
12125-01-8



DL-malic acid
617-48-1



t-Butyl Alcohol
75-65-0



beta-Alanine
107-95-9



(S)-(−)-Tryptophan
73-22-3



Malonic acid
141-82-2



Phenethylamine
64-04-0



Salicylylaldehyde
90-02-8



Sodium benzoate
532-32-1



Mandelic acid
90-64-2



Calcium pantothenate
137-08-6



Chloroacetic Acid
79-11-8



Ethanol Amine
141-43-5



Salicylic acid
69-72-7



Saccharin sodium
128-44-9



Thiamine hydrochloride
67-03-8



2,2′-Oxybisethanol
111-46-6



Resorcinol
108-46-3



2-Amino-2-(hydroxymethyl)-1,3-
77-86-1



propanediol



2,5-Dimethylphenol
95-87-4



Ammonium Phosphate Monobasic
7722-76-1



1,3-Butanediol
107-88-0



Glycolic Acid
79-14-1



Sodium Gluconate
527-07-1



Terephthalic Acid
100-21-0



L-Ascorbic Acid Sodium Salt
134-03-2



3-Acetyl-6-methyl-2,4-
520-45-6



pyrandione



Calcium Acetate
62-54-4



Nicotinamide
98-92-0



1-Hydroxy-2-naphthoic Acid
86-48-6



2-Isopropylphenol
88-69-7



4-Aminosalicylic Acid
65-49-6



Calcium Glycerophosphate
27214-00-2



Erythorbic Acid Sodium Salt
7378-23-6



Gluconic Acid Potassium Salt
299-27-4



Orotic Acid
65-86-1



p-Anise Alcohol
105-13-5



Potassium Benzoate
582-25-2



Taurine
107-35-7



Thiamine Nitrate
532-43-4



3,3,5-Trimethyl-1-cyclohexanol
116-02-9



tert-Butylhydroquinone
1948-33-0



Sulfosalicylic acid
97-05-2



Gallic acid
149-91-7



L-borneol
464-45-9



Isoborneol
124-76-5



2,5-Dihydroxybenzoic acid,
490-79-9



Gentisic acid



5-hydroxy-6-methyl-3,4-
65-23-6



pyridinedimethanol



Naphthalene-2-sulfonic acid
120-18-3



Ethanesulfonic acid, 2-
1562-00-1



hydroxy-, monosodium salt



Pamoic acid
130-85-8



2,4-Dimethylphenol
105-67-9



3,5-Dihydroxyacetophenone
51863-60-6



Eugenol
97-53-0



n-Butyric Acid
107-92-6



Hydroquinone
123-31-9



Propionic Acid
79-09-4



meta-Phenylenediamine
108-45-2



Oxalic Acid
144-62-7



n-Hexanoic Acid
142-62-1



2-Furancarboxylic Acid
88-14-2



4′-Nitroacetanilide
104-04-1



D-(−)-Tartaric Acid
147-71-7



p-Acetamidobenzoic Acid
556-08-1



Galactaric acid
526-99-8



D-glucuronate
1700908



Lactobionic acid
96-82-2



p-Formylacetanilide
122-85-0



2-Mercaptobenzoic acid
147-93-3



Propanoic acid, 2-hydroxy-,
28305-25-1



calcium salt (2:1), (S)-



D(+)-10-Camphorsulfonic acid
3144-16-9



3-Cyclopentylpropionic acid
140-77-2



1R-(−)-Camphorsulfonic acid
35963-20-3



DL-Lysine
70-54-2



Cinnamic acid
621-82-9



Triethanolamine
102-71-6



Acetic Acid
64-19-7



Dichloroacetic Acid
79-43-6



Diethylamine
109-89-7



Diethylaminoethanol
100-37-8



N-(2-Hydroxyethyl)Morpholine
622-40-2



Octanoic Acid
124-07-2



isobutyric acid
79-31-2



Anisic Acid
100-09-4



Betaine
107-43-7



Enanthoic Acid
111-14-8



Hippuric Acid
495-69-2



Tiglic Acid
80-59-1



Cyclohexanecarboxylic acid
98-89-5



m-Methoxybenzoic acid
586-38-9



D-(+)-Camphoric acid
124-83-4



N-(2-Hydroxyethyl)pyrrolidine
2955-88-6

















TABLE 4





Crystal data and structure refinement for


Fluoxetine HCl:Benzoic acid (1:1).
















Identification code
Fluoxetine HCl:Benzoic acid (1:1)


Empirical formula
C24 H25 C1 F3 N O3


Formula weight
467.90


Temperature
100(2) K


Wavelength
0.71073 Å


Crystal system
Monoclinic


Space group
P2(1)/n









Unit cell dimensions
a = 14.806(5) Å
α = 90°.



b = 13.179(4) Å
β = 97.738(13)°.



c = 24.417(7) Å
γ = 90°.








Volume
4721(2) Å3


Z
8


Density (calculated)
1.317 Mg/m3


Absorption coefficient
0.210 mm−1


F(000)
1952


Crystal size
0.47 × 0.15 × 0.10 mm3


Theta range for data collection
1.52 to 33.07°.


Index ranges
−22 <= h <= 22, −20 <= k <= 20,



−37 <= 1 <= 37


Reflections collected
82494


Independent reflections
17030 [R(int) = 0.0751]


Completeness to theta = 33.07°
95.0%


Absorption correction
None


Refinement method
Full-matrix least-squares on F2


Data/restraints/parameters
17030/0/581


Goodness-of-fit on F2
1.053


Final R indices [I > 2sigma(I)]
R1 = 0.0853, wR2 = 0.1933


R indices (all data)
R1 = 0.1330, wR2 = 0.2168


Largest diff. peak and hole
2.571 and −0.689 e · Å−3
















TABLE 5





Crystal data and structure refinement for Fluoxetine


HCl-succinic acid (2:1).
















Identification code
Fluoxetine HCl-succinic acid (2:1)


Empirical formula
C38 H42 C12 F6 N2 O6


Formula weight
807.64


Temperature
100(2) K


Wavelength
0.71073 Å


Crystal system
Orthorhombic


Space group
Pbcn









Unit cell dimensions
a = 26.620(2) Å
α = 90°.



b = 7.2147(7) Å
β = 90°.



c = 20.8315(19) Å
γ = 90°.








Volume
4000.8(6) Å3


Z
4


Density (calculated)
1.341 Mg/m3


Absorption coefficient
0.236 mm−1


F(000)
1680


Crystal size
0.21 × 0.18 × 0.09 mm3


Theta range for data collection
1.53 to 27.50°.


Index ranges
−34 <= h <= 34, −9 <= k <= 9,



−26 <= 1 <= 27


Reflections collected
37123


Independent reflections
4600 [R(int) = 0.0748]


Completeness to theta = 27.50°
100.0%


Absorption correction
Semi-empirical from equivalents


Max. and min. transmission
1.000 and 0.813837


Refinement method
Full-matrix least-squares on F2


Data/restraints/parameters
4600/0/249


Goodness-of-fit on F2
1.156


Final R indices [I > 2sigma(I)]
R1 = 0.0786, wR2 = 0.1782


R indices (all data)
R1 = 0.0911, wR2 = 0.1852


Largest diff. peak and hole
0.682 and −0.499 e · Å−3
















TABLE 6





Crystal data and structure refinement for


Nabumetone:2,3-naphthalenediol (1:1).
















Identification code
Nabumetone:2,3-naphthalenediol (1:1)


Empirical formula
C25 H24 O4


Formula weight
388.44


Temperature
100(2) K


Wavelength
1.54178 Å


Crystal system
Monoclinic


Space group
P2(1)/n









Unit cell dimensions
a = 17.1585(7) Å
α = 90°.



b = 5.5168(3) Å
β = 91.319(3)°.



c = 20.7083(9) Å
γ = 90°.








Volume
1959.73(16) Å3


Z
4


Density (calculated)
1.317 Mg/m3


Absorption coefficient
0.710 mm−1


F(000)
824


Crystal size
0.21 × 0.08 × 0.025 mm3


Theta range for data collection
3.31 to 66.15°.


Index ranges
−17 <= h <= 19, −6 <= k <= 5,



−24 <= 1 <= 23


Reflections collected
8803


Independent reflections
3063 [R(int) = 0.0801]


Completeness to theta = 66.15°
89.1%


Absorption correction
None


Refinement method
Full-matrix least-squares on F2


Data/restraints/parameters
3063/2/266


Goodness-of-fit on F2
1.019


Final R indices [I > 2sigma(I)]
R1 = 0.0528, wR2 = 0.1332


R indices (all data)
R1 = 0.1116, wR2 = 0.1692


Largest diff. peak and hole
0.277 and −0.325 e · Å−3
















TABLE 7





Crystal data and structure refinement for Fluoxetine


HCl-fumaric acid (2:1).
















Identification code
a6g41m


Empirical formula
C38 H42 C12 F6 N2 O6


Formula weight
807.64


Temperature
173(2) K


Wavelength
1.54178 Å


Crystal system
Orthorhombic


Space group
Pbcn









Unit cell dimensions
a = 26.6914(8) Å
α = 90°.



b = 7.1807(3) Å
β = 90°.



c = 20.6546(7) Å
β = 90°.








Volume
3958.7 (2) Å3


Z
4


Density (calculated)
1.355 Mg/m3


Absorption coefficient
2.130 mm−1


F(000)
1680


Crystal size
0.20 × 0.14 × 0.08 mm3


Theta range for data collection
3.31 to 58.93°.


Index ranges
−24 <= h <= 29, −7 <= k <= 7,



−21 <= 1 <= 22


Reflections collected
15698


Independent reflections
2823 [R(int) = 0.1693]


Completeness to theta = 58.93°
99.7%


Absorption correction
None


Refinement method
Full-matrix least-squares on F2


Data/restraints/parameters
2823/0/246


Goodness-of-fit on F2
1.018


Final R indices [I > 2sigma(I)]
R1 = 0.0469, wR2 = 0.0927


R indices (all data)
R1 = 0.0940, wR2 = 0.1197


Largest diff. peak and hole
0.583 and −0.750 e · Å−3

## Claims

1. A method of screening for a cocrystal of a hydrochloric acid salt of an active agent, comprising the steps of:
selecting a carboxylic acid having at least 4 carbons to coordinate via hydrogen bonding with the chloride anion of the hydrochloric acid salt of the active agent,
preparing a solution, melt, or physical mixture of the hydrochloric acid salt of the active agent and the carboxylic acid,
subjecting the solution or melt to a crystallization process, or the physical mixture to grinding, and
determining whether a cocrystal of the hydrochloric acid salt of the active agent and the carboxylic acid has formed.

2. The method of claim 1 wherein the carboxylic acid having at least 4 carbons is selected from benzoic acid, succinic acid, and fumaric acid.

3. The method of claim 1 wherein the active agent is an active pharmaceutical ingredient.

4. The method of claim 1 wherein the active agent is a nitrogen containing base.

5. The method of claim 4 wherein the nitrogen containing base is a tertiary amine.

6. The method of claim 4 wherein the nitrogen containing base is a secondary amine.

7. The method of claim 4 wherein the nitrogen containing base is a primary amine.

8. The method of claim 1 wherein x-ray diffraction is used to determine whether a cocrystal of the hydrochloric acid salt of the active agent and the carboxylic acid has formed.

9. The method of claim 1 wherein the preparing step comprises preparing a solution of the hydrochloric acid salt of the active agent and the carboxylic acid.

10. The method of claim 1 wherein the preparing step comprises preparing a melt of the hydrochloric acid salt of the active agent and the carboxylic acid.

11. The method of claim 1 wherein the preparing step comprises preparing a physical mixture of the hydrochloric acid salt of the active agent and the carboxylic acid.