bluuebunny/crossref_metadata_2025_split huggingface dataset:
Synthesis of [14C1]squaric acid
Authors: Heys J. R. , Chew E. H. 
Published: October 2006

AbstractThe title work proceeds in five steps and 16% overall yield from sodium [1‐14C]acetate, which was converted by bromination followed by ethoxide displacement and reaction with phthaloyl dichloride to ethoxy[1‐14C]acetyl chloride. The thermal[2+2]cycloaddition of tetraethoxyethene with ethoxy[1‐14C]ketene, derived from base induced elimination from ethoxy[1‐14]acetyl chloride following the method of Bellus, provided an 80% yield of 1‐(ethoxy[1‐14C]acetoxy)‐2,3,3,4,4‐pentaethoxy‐l‐[1‐14C]‐cyclobutene. Acid hydrolysis and liquid‐liquid extraction afforded [14C]squaric acid.
Preparation of labelled phospholipids: Acylation of 2‐lysophosphatidylcholine with [9,10‐3H]oleic acid
Authors: Orlando P. , Giordano C. , Binaglia L. , De Sanctis G. 
Published: October 2006

Abstract1‐Acyl‐2‐[9,10‐3]oleoyl‐sn‐glycero‐3‐phosphorylcholine was prepared by acylating 1‐acyl‐sn‐glycero‐3‐phosphorylcholine with labelled oleic acid, in the presence of dicyclohexylcarbodiimide (DCC), as condensing agent. A simple column chromatographic procedure allowed both purification of the labelled phospholipid and recovery of the unreacted oleic acid, at the end of the reaction. In standard conditions, yields of 35–40 % were obtained.The major feature of this procedure is that it is a “one pot” reaction not requiring the isolation of an activated acid derivative prior to esterification.This method is also suitable for preparing labelled phospholipids other than phosphatidylcholine, provided that free or unmasked amino or hydroxyl groups are absent in the molecule.
Synthesis of tritium‐labeled DL‐γ‐carboxyglutamic acid and its cyclic form 5‐oxo‐2,4‐pyrrolidine dicarboxylic acid
Authors: Ishikawa Yoshinori , Wuthier Roy E. 
Published: October 2006

AbstractBy condensing diethyl ethoxymethylenemalonate with diethyl acetamidomalonate, 5‐hydroxy‐2,4‐dicarbethoxypyrrole was prepared. Hydrogenation over Pt‐C to 5‐oxo‐2,4‐dicarbethoxypyrrolidine, followed by alkaline hydrolysis gave γ‐carboxyglutamate. Mild alkaline hydrolysis yielded 5‐oxo‐2,4‐pyrrolidine dicarboxylic acid which was isolated as the cyclohexylamine salt. These procedures were applied to prepare tritium‐labeled γ‐carboxyglutamic acid (4.9 Ci/mmol) and its cyclic form (6.1 ci/mmol).
Synthesis of [1,2,3,4,5‐13C5] palmitic acid
Authors: Yuan Sun‐Shine , Ajami Alfred M. 
Published: October 2006

AbstractCarbonylation of 1‐undecene with 13CO under a hydrogen atmosphere with palladium‐stannous chloride catalyst afforded [1‐13C]dodecanoic (lauric) acid on a 0.25 mole scale. Reduction to the alcohol and treatment with concentrated HBr gave 1‐[1‐13C]bromododecane which was used to alkylate the Na+, Li+ mixed diananion of ethyl acetoacetate selectively at the 4‐position in 73% yield. Reductive deoxygenation of the resulting 3‐oxo intermediate, followed by saponification and purification, gave [1,2,3,4,5‐14C5]hexadecanoic (palmitic) acid in 50% yield.
Synthesis of high specific activity 1,8‐naphthalic anhydride
Authors: Tanaka Fred S. , Wien Ronald G. , Hoffer Barry L. 
Published: October 2006

AbstractThe synthesis of [14C‐carboxyl] 1,8‐naphthalic anhy‐anhydride of high specific activity (31.8 mCi/mmol) is reported. The 14C was introduced by carbonation of the Grignard reagent, 8‐bromo‐1‐naphthylmagnesium iodide, that was prepared from 8‐bromo‐1‐iodonaphthalene. The overall radiochemical yield for the reaction scheme was 63.7% based on barium carbonate‐14C.
Marquage par 14C du methoxy‐7 nitro‐2 naphto [2,1‐b] furanne (R 7000)
Authors: Madelmont J. C. , Parry D. , Maurizis J. C. , Buisson J. P. , Royer R. , Meyniel G. 
Published: October 2006

Abstract7‐methoxy −2‐nitro naphto [2,1‐b] furan was 14 labelled by C on two positions:

on the position one of the furan ring starting with sodium formiate
on the methoxy group by means of methyl iodide.
Radiolysis of aqueous and aqueous‐ethanolic solutions of histamine
Authors: Kopoldová J. , Vlasáková V. 
Published: October 2006

AbstractAqueous solutions of histamine and imidazole were gamma‐irradiated in the absence and presence of ethanol. The protective effect of ethanol on the radiation cleavage of the imidazole ring depends on the pH of irradiated solutions: at neutral pH the presence of ethanol decreases radiation degradation of imidazole skeleton whereas at acidic pH it does not play any protective role. On the contrary in irradiated aqueous‐ethanolic solutions of histamine 2 HCl (pH 4.5) some additional reactions between histamine and products of radiolysis of ethanol, mainly with acetaldehyde, take place leading to the increase of total radiation loss of histamine and to the formation of further radiation products. Similar products were also found in 3H preparations of histamine stored in aqueous‐ethanolic solutions. Possible mechanisms of radiation degradation of histamine were discussed.
Remote system for production of carbon‐11 labeled glucose via photosynthesis
Authors: Dence Carmen S. , Lechner Keith A. , Welch Michael J. , Kilbourn Michael R. 
Published: October 2006

AbstractA remote system has been constructed for the preparation of 11C‐glucose via photosynthesis. The system is totally contained in a shielded hood, with all manipulations done from the outside. This system is capable of routine delivery of 25–50 mCi of 11C‐glucose which has a radiochemical purity >95% and is sterile and pyrogen free. The design, construction and operation of this system are fully described.
Syntheses of 5′‐deoxy‐5‐[18F] fluorouridine and related compounds as probes for measuring tissue proliferation in vivo
Authors: Shiue Chyng‐Yann , Wolf Alfred P. , Friedkin Morris 
Published: October 2006

AbstractA rapid synthesis of 5′‐deoxy‐5‐[18F] fluorouridine (3a) from either [18F] F2 or CH3 CO2 18F is described. Fluorination of 2′,3′‐di‐O‐acetyl‐5′‐deoxyuridine (1a) with either [18F] F2 or CH3 CO2 18F in glacial acetic acid at room temperature followed by hydrolysis with sodium methoxide in methanol gives 5′‐deoxy‐5‐[18F] fluorouridine (3a) in radiochemical yields of 20‐25% in a synthesis time of 80 min from EOB. The same method also has been used to synthesize 5‐[18F] fluorouridine (3b) and 2′‐deoxy‐5‐[18F] fluorouridine (3c) in similar radiochemical yields. Acetyl hypofluorite (CH3 CO2F) is proposed as an intermediate for these reactions.
Synthesis of carbon‐14 labeled 4‐(methylnitrosamino)‐1‐(3‐pyridyl)‐1‐butanone
Authors: Castonguay Andre , Hecht Stephen S. 
Published: October 2006

AbstractThe potent carcinogen 4‐(methylnitrosamino)‐1‐(3‐pyridyl)‐1‐butanone (NNK) is present in tobacco and tobacco smoke. [Carbonyl14C]NNK (6) was synthesized in 27% overall yield. [Carboxyl‐14C] nicotinic acid (1) was esterified with benzyl alcohol and the ester 2 was alkylated by 3‐lithio‐N‐methylpyrrolidin‐2‐one (3). The resulting keto‐lactam 4 was hydrolyzed and decarboxylated by treatment with boiling hydrochloric acid. Nitrosation at pH 4.0 gave [carbonyl‐14C]NNK (6). Carbonyl reduction of [carbonyl‐14C]NNK with either sodium borohydride or cultured rat liver slices gave [carbinol‐14C] 4‐(methylnitrosamino)‐1‐(3‐pyridyl) butan‐1‐ol‐(7).
Synthesis of L‐glutamic acid stereospecifically labeled at C‐4 with deuterium
Authors: Ducrocq Claire , Maréchal Paulette Decottignies‐Le , Azerad Robert 
Published: October 2006

Abstract4‐[2H2]‐L‐glutamic acid was prepared in excellent yield by enzymatic reductive amination of 4‐[2H2]‐2‐ketoglutaric acid. The synthesis of stereospecifically deuterated (4 R) and (4 S)‐[4‐2H2]‐L‐glutamic acids from (2 RS, 4 S) and (2 RS, 4 R)‐4‐hydroxyglutamic acids, involving a reduction step by sodium cyanoborodeuteride, was shown to proceed with 75% inversion of configuration.
Synthesis of 14C‐labelled propanesulphonates ‐ application to surfactants and hydrophilic polymers
Authors: Hodgson Philip K. G. , Tinley Edward J. 
Published: October 2006

Abstract1,3‐[2‐14C]Propanesultone was identified as a versatile reagent for the preparation of a wide range of 14C‐labelled surfactant and hydrophilic polymer propanesulphonates in a convenient, efficient, one‐step reaction. A surfactant, sodium dinonylphenylhexaethoxy [2‐14C] propanesulphonate was prepared by the reaction of the corresponding ethoxyalcohol with 1,3‐[2‐14C]propanesultone in xylene at 140° for 2.5h using sodium hydride as base. Conversion, as measured by High Performance Liquid Chromatography, was 77%. Pure sulphonate was obtained after silica gel column chromatography at specific activity 31.5 μCi/g in 52% yield. Structure was confirmed by 1H and 13C NMR spectroscopy. A low molecular weight hydrophilic polymer sulphonate has been prepared in radiolabelled form by the reaction of poly(vinylalcohol) MW 14,000 with 1,3‐[2‐14C]‐propanesultone in dimethylsulphoxide with potassium carbonate as base at 85° for 18h. The 14C‐labelled poly(vinylalcohol) potassium propane‐sulphonate so formed had specific activity 8.0 μCi/g and was obtained in 96% yield. The degree of propanesulphonation of polymer was 19.5%.
Preparation de l'acide méso diamino‐2, 6 heptane‐dioique‐1, 7‐[3H‐3, 4, 5] (méso‐diamino pimelique‐[3H‐3, 4, 5])
Authors: Schott D. , Rousseau B. , Beaucourt J. P. , Lellouche J. P. , Pichat L. 
Published: October 2006

AbstractMeso 2, 6‐diamino [3H‐3, 4, 5] 1, 7‐heptanedioc acid‐ (meso [3H‐3, 4, 5] DAP) specific activity 30 Ci/mM was obtained by catalytic dehydrohalogenation of meso 3‐chloro and 4‐chloro DAP. LL, DD and meso DAP were analytically separated by cellulose thin layer chromatography (methanol‐water‐7 : 3).
A general method for the preparation of 14C‐labeled metabolically stable prostaglandins
Authors: Muccino Richard R. , Liebman Arnold A. , Cupano Joseph , Malarek David H. 
Published: October 2006

AbstractA method is described for the preparation of 5‐bromopentanoic‐5‐14C acid which is inserted via the Wittig ylid into the desired prostaglandin intermediate in the last carbon‐carbon bond forming step of the Corey synthesis. Three different prostaglandins were prepared carbon‐labeled (both 14C and 13C) in the metabolically stable position 5 to illustrate the general utility of this procedure.
Synthese von ruthenocenoyl ‐ 1‐1, 1′‐diglycin ‐ ethylester durch Austausch von Ferrocenoyl‐glycinester mit 103RuCl3
Authors: Schachschneider Gert , Wenzel Martin 
Published: October 2006

AbstractRuthenocenoyl‐glycine derivatives labelled with radioactive ruthenium (97Ru, 103Ru), showing a clearance similar to Hippuran, are potential radiopharmaceuticals. Synthesis, reaction mechanism and identification of ruthenocenoyl‐1, 1′‐diglycine derivatives are described.
Synthesis of 14C‐labeled halogen substituted indole‐3‐acetic acids
Authors: Baldi Bruce G. , Slovin Janet Pernise , Cohen Jerry D. 
Published: October 2006

AbstractA general method for microscale synthesis of 14C‐labeled indole‐3‐acetic acids with halogen substitutions in the benzene ring is described. The method utilizes halogen substituted phenylhydrazines reacted with [14C]‐2‐oxoglutarate to generate the halogenated indole‐3‐acetic acid. 3‐Chlorophenyl‐hydrazine yielded a mixture of the 4 and 6 chloro compounds that was resolved by C18‐reverse phase high performance liquid chromatography.
Synthesis of 14C‐ and 3H‐labelled 4‐(4‐nitrophenyl)aminophenylisothiocyanate (GO 9333 / CGP 4540; amoscanate
Authors: Anjaneyulu B. , Maller R. K. , Nagarajan K. , Kueng W. , Wirz B. 
Published: October 2006

AbstractAmoscanate labelled with carbon‐14 on the isothiocyanate carbon atom was prepared in an overall yield of 13% at a specific activity of 4.13 μCi/mg from potassium [14C]thiocyanate. The 4‐nitro[U‐14C]phenyl ring labelled compound was synthesized in 20.4% overall yield from [U‐14C]aniline at a specific activity of 12.2 μCi/mg. The corresponding tritiated compound was prepared from 4‐amino[2‐3H]acetanilide at 112 μCi/mg. Labelling with tritium in the aromatic ring bearing the isothiocyanate group was achieved by catalysed halogen‐tritium replacement. However, for pharmacokinetic and metabolism studies in experimental animals, the 14C‐ and 3H‐labels associated with the phenylisothiocyanate moiety subsequently proved disadvantageous because of the instability of the labels in vivo.
Bile acids. LXXI. A new synthesis of (25R)‐3α, 7α‐dihydroxy‐[5α,6α‐3H2]‐5α‐cholestan‐26‐oic acid (1)
Authors: Tal Daniel M. , Elliott William H. , Doisy Edward A. 
Published: October 2006

AbstractTritiation of 7‐oxo‐5‐cholestene‐3β,26‐diol diacetate afforded a mixture of [5α,6α‐3H2] products which were reduced with lithium aluminum hydride to provide a mixture of [5α,6α‐3H2]‐3β, (7α and 7β), 26‐triols an 3β, 26‐diol. Oxidation with Jones reagent provided 3,7‐dioxo and 3‐oxo‐[5α,6α‐3H2]‐5α‐cholestanoic acids which were separated. Stereospecific reduction of the 3,7‐dioxo methyl ester with K‐Selectride followed by alkaline hydrolysis afforded (25R)‐3α,7α‐dihydroxy‐[5α,6α‐3H2]‐5α‐cholestan‐26 ‐oic acid.
Radiolabeling of the B‐ and C‐ring of estradiol using no‐carrier‐added bromine‐77
Authors: Hylarides Mark D. , Leon Alberto A. , Mettler Fred A. , Wilbur D. Scott 
Published: October 2006

AbstractTwo estradiol derivatives, Δ6‐ and Δ9‐estradiol 3‐acetate (1) and (2) were prepared and allowed to react with Na77Br and N‐chlorosuccinimide (NCS) in methanol. The rapid addition of 77Br‐OCH3 to the B‐ring (Δ6,7) and C‐ring (Δ9,11) double bonds produced brominated adducts 3a and 4b, respectively, in excellent radiochemical yields. Product 3a showed excellent radiochemical stability over a 3‐day period; however, attempts to prepare the free phenol 5 by removal of the 3‐acetyl group with base, result in loss of all activity from the molecule. Contrary to this, the 3‐acetyl group of 4b was readily removed with base without loss of radioactivity and the resultant phenol 6 could be isolated in 73% radiochemical yield. Unfortunately 6 was moderately unstable since 80% of the activity was dissociated from the compound within 48 hours.
Synthesis of radioiodinated analogs of 2‐phenylpyrazolo[4,3‐c]‐quinolin‐3 (5H)‐one by a modified triazene method
Authors: Maeda Minoru , Komori Hiroshi , Dohmoto Hideki , Kojima Masaharu 
Published: October 2006

AbstractNo‐carrier‐added 2‐(4‐[131I]iodophenyl)‐ and 8‐[131I]iodo‐2‐phenylpyrazolo[4,3‐c]quinolin‐3(5H)‐one were prepared in isolated radiochemical yields of 11.6 and 5.4%, respectively, by acid decomposition of aryl triazenes in acetonitrile. A modified triazene method involving solid‐phase decomposition reactions increased the isolated radiochemical yields to 15–35%.
Synthesis of 14C‐ and 3H‐labeled CI‐911 (dihydro‐1H‐pyrrolizine‐3, 5 (2H, 6H)‐dione)
Authors: Hartman J. D. , Dodd J. H. , Hicks J. L. , Hershenson F. M. , Huang C. C. , Butler D. E. 
Published: October 2006

AbstractCI‐911 [dihydro‐1H‐pyrrolizine‐3,5(2H, 6H)‐dione] (1), a new cognition activating agent, was radiolabeled with 14C and 3H. The 14C‐labeled synthesis was accomplished using nitromethane‐14C as the starting material to result in an overall radiochemical yield of 9.2%. The 3H‐labeled CI‐911 was synthesized with a specific activity of 28.1 Ci/mmol by catalytic tritium reduction of 3‐(5‐oxo‐2‐pyrrolidinyl)‐2‐propenoic acid, phenylmethyl ester, followed by cyclization upon heating with acetic anhydride.
Synthesis of racemic [2‐11C]phenylglycine
Authors: Halldin Christer , Långström Bengt 
Published: October 2006

AbstractThe synthesis of racemic [2‐11C]phenylglycine, starting with 11CO2′ is reported. The [11C]benzaldehyde, prepared as previsously described in a two‐step reaction from the corresponding [11C]benzoic acid salt, was used in a modified Bücherer‐Strecker reaction. The radiochemical yield of [2‐11C]phenylglycine in benzaldehyde‐added experiments was 20 %, and in non‐added experiments 6 % (corrected for decay). The overall synthesis time, starting with 11CO2, was 50 min (including LC separation). The radiochemical purity was higher than 99 %.
Regioselective synthesis of (E)‐2‐[2H or 3H]‐5‐succinimido‐4‐oxo‐pent‐2‐enoic acid
Authors: Gutman Arie L. , Campbell John B. 
Published: October 2006

AbstractThe synthesis of highly enriched C‐2 deuteriated and tritiated (E)‐5‐succinimido‐4‐oxo‐pent‐2‐enoic acid for use in enzymatic reduction is described. The starting materials 3‐methoxycarbonyl‐[3‐2H]propionyl chloride and 3‐methoxycarbonyl‐[3‐3H]propionyl chloride were prepared in high yield by regioselective deuteriation or tritiation of monomethyl succinate. The synthetic route involved regioselective bromination of 5‐succinimidolaevulinic acid followed by dehydrobromination.
Synthesis of 1‐[14C]‐phenyl‐1‐(3,4‐dimethyl)phenylethane, a component of some PCB replacement materials
Authors: Willis D. E. , Addison R. F. 
Published: October 2006

Abstract1‐[14C]‐phenyl‐1‐(3,4‐dimethyl)phenylethane, a labeled analogue of a PCB replacement used as an ink solvent in pressure sensitive copying paper and as a capacitor dielectric, has been prepared. The Grignard reagent derived from 14C‐bromobenzene was condensed with methyl(3,4‐dimethyl)phenylketone and the resulting tertiary alcohol was hydrogenolyzed. The final yield was 53.1% based on 14C‐bromobenzene; final specific activity of the product was 1.29 mCi·mmole−1, which is adequate for metabolic studies.
A convenient synthesis of [1‐14C]acetylcholine iodide
Authors: Anjaneyulu B. 
Published: October 2006

AbstractA convenient synthesis of [1‐14C]acetylcholine iodide in two steps is described. β‐Dimethylaminoethanol is acetylated with [1‐14C]acetic anhydride and the ester β‐dimethylaminoethyl [1‐14C]acetate quaternised with methyl iodide to afford [1‐14C]acetylcholine iodide in an overall material yield of 50–52% and radiochemical yield 18%.
Factors influencing reactivity of thermal H(T) atoms with solids. I. Physical effects
Authors: Ehrenkaufer Richard E. , Hembree Wylie C. , Wolf Alfred P. 
Published: October 2006

AbstractThe effects of surface area and the nature of the surface were investigated for samples labeled by the microwave dischare activation (MDA) ‐ tritium atom technique. When labeling powdered samples of different chemical structure the crude specific activity (prior to purification) was shown to increase linearly with the specific area (m2/g) although the final specific activity of the purified compound was found to be dependent on the chemical nature of reacting sample. Samples deposited on high surface area, microporous membrane filters, showed large increases in specific activity was found to be a function of sample thickness (mg/m2) reaching a maximum when the amount of sample was less than or equal to a monolayer on the filter surface and decreased as the reciprocal of the sample weight when a monolayer was exceeded.Finally, a survey of the labeling properties of 20 selected filters using L‐proline as a model compound was carried out. Cellulosic (hydrophilic) filters were found in general to yield labeled proline of the highest specific activities whereas the hydrophobic (vinyl, fluorocarbon, etc.) yielded the lowest. It was also found that the specific activity of most (15 of 20) of the filters was linearly related to tritium “yield” (% tritium recovered in proline after purification) in the labeled proline.
Syntheses of 14C‐labelled prizidilol dihydrochloride
Authors: Saunders D , Warrington B H 
Published: October 2006

AbstractTwo syntheses of radiolabelled prizidilol dihydrochloride (DL)3‐[2‐(3‐t‐butylamino ‐2‐hydroxypropoxy)phenyl]‐6‐hydrazino‐pyridazine dihydrochloride) are described.1. A ten stage synthesis (Scheme 1) which gave [3,6‐14C2] prizidilol dihydrochloride (10) in an overall yield of 0.91%.2. A later, alternative procedure (scheme 2) leading to [4,5‐14C2] prizidilol dihydrochloride (16) with an overall radiochemical yield of 8%.
Synthesis of 5‐ethyl‐1,3,8‐trimethyl‐1H‐[5‐14C] imidazo[1,2‐c]pyrazolo[3,4‐e]pyrimidine
Authors: Hicks J. L. , Huang C. C. 
Published: October 2006

Abstract5‐Ethyl‐1,3,8‐trimethyl‐1H‐imidazo[1,2‐c]pyrazolo[3,4‐e]pyrimidine, a new antipsychotic agent, was labeled with 14C. The labeled compound was synthesized from barium [14C]carbonate in four steps. [1‐14C]propanoic acid, made from 14CO2 and ethylmagnesium bromide, was treated with 5‐(4,5‐dihydro‐4‐methyl‐1H‐imidazol‐2‐yl)‐1,3‐dimethyl‐4‐nitro‐1H‐pyrazole in the presence of dicyclohexylcarbodiimide to give 2‐(1,3‐dimethyl‐4‐nitro‐1H‐pyrazol‐5‐yl)‐4, 5‐dihydro‐4‐methyl‐1‐(1‐[1‐14C]oxopropyl)‐1H‐imidazole. This was reduced and cyclized to 5‐ethyl‐7, 8‐dihydro‐1,3,8‐trimethyl‐1H‐[5‐14C]imidazo[1,2‐c]pyrazolo[3,4‐e]pyrimidine. Oxidation gave the title compound in an overal radiochemical yield of 35% with a specific activity of 4.88 mCi/mmol.
Multimillicurie preparation of 2‐[18F]‐fluoro‐2‐deoxy‐D‐glucose via nucleophilic displacement with fluorine‐18 labelled fluoride. 1. Purification and quality control procedures
Authors: Vora M. M. , Boothe T. E. , Finn R. D. , Kothari P. J. , Emran A. M. , Carroll S. T. , Gilson A. J. 
Published: October 2006

AbstractHigh performance liquid chromatography (HPLC) has been utilized for the preparation of 2‐[18F]‐fluoro‐2‐deoxy‐D‐glucose (18F‐2FDG) in 98.3 ± 1.5% radiochemical purity. Employing an enriched water target for fluoride‐18 labelled fluoride ion production, the time required for synthesis and purification of the finished product averaged 150 minutes from end of bombardment (EOB). The average radiochemical yield of the pharmaceutical product at EOB was 18%.
Nitroacridines with selective toxicity towards hypoxic mammalian cells: Synthesis and stability of tritiated derivatives
Authors: Denny William A. , Chambers David , Stewart Georgina M. , Wilson William R. 
Published: October 2006

AbstractThe clinically‐used antitumour drug nitracrine (9‐[3‐dimethylaminopropyl] amino‐1‐nitroacridine) shows increased toxicity towards mammalian tumour cells under hypoxic conditions, but several closely‐related nitroacridines do not show this selectivity. To aid studies of the mode of action of this class of compound four different tritium‐labelled nitroacridines [G‐3H] 9‐amino‐1‐nitroacridine, [G‐3H]9‐methylamino‐1‐nitroacridine, 9‐(3‐(dimethylamino)propylamino) [G‐3H]‐1‐nitroacridine, and 9‐(3‐(dimethylamino) propylamino) [G‐3H]‐3‐nitroacridine were prepared from tritiated sodium N‐(3′‐nitrophenyl) anthranilate. Optimum conditions for addition of the amine sidechain to the intermediate chloronitronacridines varied markedly for each derivative. The tritiated compounds proved stable as solid salts, but dilute solutions rapidly hydrolvsed to the nitroacridones, in a reaction which was assisted by light.
Preparation of ring‐tritiated and of aldehyde‐14C‐labelled 1‐pyrenecarboxaldehyde
Authors: Posner Gary H. , Barness Itzhak , Biggley William H. , Seliger Howard H. , Kaplan David C. 
Published: October 2006

AbstractA short, direct, and efficient synthesis of very high specific‐activity ring‐tritiated 1‐pyrenecarboxaldehyde is described. A novel aspect of this synthesis involves direct bromination of an aromatic pyrene system carrying an electronwithdrawing aldehyde group. Synthesis of 14C‐labelled 1‐pyrene‐carboxaldehyde is also described. Each of these compounds was converted in one step into the correspondingly radiolabelled trans‐1‐(2′‐methoxyvinyl) pyrene.
Synthesis of hexadeuterated hexestrol (R, S)‐3,4‐di‐(4‐hydroxyphenyl)hexane‐1,1,1,6,6,6‐2H6
Authors: de Clercq P. J. , Hoflack J. M. , van Royen L. A. , van Peteghem C. H. 
Published: October 2006

AbstractA short and stereoselective synthesis of hexadeuterated hexestrol is described, involving catalytic hydrogenation of Z‐3,4‐di‐(4‐methoxyphenyl)hex‐3‐ene‐1,1,1,6,6,6‐2H6 followed by demethylation using sodium thioethoxide in dimethyl formamide.
Synthesis of N‐p‐azidophenylethyl‐7,8‐dihydronormorphine and its 7,8‐ditritio analogue. Potential opiate receptor photoaffinity labels
Authors: Cooper Geoffrey K. , Rapoport Henry 
Published: October 2006

AbstractThe morphine derivatives N‐p‐azidophenylethyl‐7,8‐dihydronormorphine (l) and its 7,8‐ditritio analogue (la) were synthesized from morphine. This material, a potential photoaffinity label with high specific radioactivity and with opiate agonist activity comparable to morphine, may be useful for labeling of opiate receptors.