bluuebunny/crossref_metadata_2025_split huggingface dataset:
Synthesis of 14C‐bucromarone succinate and hydrochloride
Authors: Nicolas Colette , Verny Michel , Maurizis Jean‐Claude , Payard Marc , Faurie Michel 
Published: October 2006

Abstract14C‐Bucromarone, 2‐[4‐(3‐N,N dibutylamino propoxy) 3,5‐dimethyl benzoyl] chromone, was synthesized from (U‐14 C) oxalic acid. The labelling takes place at the first step of the synthesis, and allowed the obtention of −14C‐Bucromarone succinate, with a specific activity of 7.45 mCi/mmol, i.e. 275.6 MBq/mmol; −14C‐Bucromarone hydrochloride, with a specific activity of 7.5 mCi/mmol, i.e. 277.5 MBq/mmol.
Synthesis of S‐adenosyl‐L‐homocysteine and 5′‐methylthioadenosine specifically tritiated at the 5′C position
Authors: Guillerm G. , Galas M. C. , Le Goffic F. , Beaucourt J. P. , Sergent L. 
Published: October 2006

AbstractS‐adenosyl‐L‐homocysteine and 5′‐methylthioadenosine were bitritiated specifically at C′‐5 for enzymatic assay of S‐adenosylhomocysteine nucleosidase (EC.3.2.2.9).
Synthesis of [14C]alaproclate
Authors: Gawell Lars 
Published: October 2006

AbstractThe synthesis of carbon‐14 labelled alaproclate from [2‐14C]acetone in three steps is described. The label is introduced by the reaction of a benzylic Grignard reagent with the ketone yielding a tertiary alcohol Subsequent esterification with an α‐bromocarboxylic acid chloride and a.ination furnished the title compound in a 13% overall radiochemical yield.
A facile synthesis of 4′‐[2H]‐uridine and its derivatives
Authors: Ajmera Sudhir , Massof Steven , Kozarich John W. 
Published: October 2006

AbstractA facile method for the introduction of deuterium at the C4, position of uridine and its derivatives involves the reaction of appropriately protected 4′,5′‐unsaturated pyrimidine nucleosides with B2D6, followed by hydrogen peroxide oxidation under alkaline conditions. The method described herein is also adaptable to the introduction of tritium at C4, position of pyrimidine nucleosides for use in mechanistic studies of DNA‐degrading drugs.
Synthesis of stable isotope enriched metabolites of theophylline
Authors: Matjeka Edward R. , Banks Richard C. , Mercer Gary D. , Musser Beth , Vestal Robert E. 
Published: October 2006

AbstractFour isotopically labelled metabolites of theophylline were synthesized. The syntheses of 1‐(methyl‐d3 luric‐2,8‐13C2‐acid; 1,3‐di( methyl‐d3)uric‐2,8‐13C2 ad d; 3‐(methyl‐d3lxanthi ne‐2‐13C. 7‐15N and 1‐ (methyl‐d3)xanthine‐2‐13C are described. Modifications in published procedures for the synthesis of the corresponding unlabelled compounds were required to achieve the micro scale necessary to accommodate the small starting quantities of expensive stable isotope labelled precursors.
Synthesis of 1‐(2,3‐dihydroxypropyl)‐2‐nitro‐1H‐imidazole‐2‐14C and N‐(2‐hydroxyethyl)‐2‐(2‐nitro‐1H‐imidazol‐1‐YL‐2‐14C) acetamide
Authors: Fong Mary T. , Leaffer Morris A. 
Published: October 2006

AbstractWe have prepared the 14C‐labeled analogs of NSC 261036, 1‐(2,3‐dihydroxypropyl)‐2‐nitro‐1H‐imidazole‐2‐14C, and NSC 301467, N‐(2‐hydroxyethyl)‐2‐(2‐nitro‐1H‐imidazol‐1‐y1‐2‐14C) acetamide, for pharmacological, drug distribution, and mechanisms of action studies. The latter is an analog designed for lower toxicity and improved properties. The former is a metabolite of, and appears to be less toxic than, misonidazole.
The preparation of regiospecific tritiated and deuterated dibenzacridines by catalytic exchange and [14‐14C]dibenz‐[a,j]acridine
Authors: Rosario Christopher A. , Duke Colin C. , Gill Jennifer H. , Dawson Michael , Holder Gerald M. , Ghazy Tahany , Long Mervyn A. 
Published: October 2006

AbstractA practical synthesis of [14‐3H]dibenz[a,j]acridine and [7‐3H]dibenz[a,h]acridine is reported from the parent hydrocarbon by catalytic exchange with tritium gas in the presence of palladium on calcium carbonate. Analogous regiospecific labelling with deuterium was also affected. In addition [14‐14C]dibenz[a,j]acridine was prepared from [14C]paraformaldehyde.
Syntheses of [2‐14C]penem antibacterials; (FCE 22101 and FCE 22891)
Authors: Fontana Erminia , Alpegiani Marco , Perrone Ettore , Vicario Gian Piero 
Published: October 2006

AbstractThe synthesis of FCE 22101 (sodium (5R,6S)‐6‐[(1R)‐hydroxyethyl]‐2‐carbamoyloxymethylpenem‐3‐carboxylate) labelled with carbon‐14 in the 2‐position of the penem system ring was performed in eight steps, using sodium salt of [1‐14C]glycollic acid 1 as the labelled starting material. The final product, penem [2‐14C]FCE 22101 11, was obtained in an overall radiochemical yield of 21%, 98% radiochemically pure and with a specific activity of 641 MBq/mmol (17.3 mCi/mmol). The acetoxymethyl ester FCE 22891 12 was prepared by condensation of 11 with bromomethyl acetate, with a yield of 41%.
Synthesis of diethylene triamine pentaacetic acid (DTPA) conjugated antibodies
Authors: Keeling A. A. , Bradwell A. A. 
Published: October 2006

AbstractAntibodies labelled with radioisotopes via chelating agents are being used increasingly for in vivo localisation or radiotherapy of tumours. The most widely used chelating agent is DTPA. Here, we describe technical modifications of the standard DTPA cyclic anhydride conjugation procedure and determine the in vitro stability of the DTPA‐antibody conjugates. The use of this derivative of DTPA combined with the use of appropriate buffers and small disposable gel filtration columns resulted in the development of a simpler and more rapid technique for the production of DTPA‐conjugated antibodies.
Synthesis of [18‐14C]octatriacontane from [1‐14C]stearic acid
Authors: Hassam Saifunnissa B. 
Published: October 2006

AbstractA method was developed to synthesize 14C‐labelled n‐alkanes for use in cigarette smoke studies. Specifically, n‐[18‐14C]‐octatriacontane was synthesized from 1 mCi [1‐14C]stearic acid in a radiochemical yield of 20%. The key features of this synthesis were two consecutive alkylations of tosylmethyl isocyanide followed by acid hydrolysis to [18‐14C]‐19‐octatriacontanone and modified Wolff‐Kishner reduction to the n‐alkane. After purification on silica gel 25 mg of [18‐14C]octatriacontane was obtained with a total radioactivity of 200 μCi, a specific activity of 4.3 mCi/mmol, and a radiochemical purity in excess of 98% by thin layer radiochromatography. The method has also been applied to the synthesis of unlabeled n‐pentatriacontane and is considered to be generally applicable to the synthesis of radiolabeled alkanes from radiolabeled fatty acids.
Synthesis of highly tritiated 7‐deoxy‐7 dihydroantheridiol and antheriodiol
Authors: Meyer Michael D. , Carlson Gerald L. , Toft David O. , Greaves Austin M. , Ng Kam‐Mui Eva , McMorris Trevor C. 
Published: October 2006

AbstractThe synthesis of tritiated male‐activating steroids of the aquatic fungus Achlya, 7‐deoxy‐7‐dihydroantheridiol (7‐DA) and antheridiol, has been achieved by aldol condensation of 3β‐acetoxy‐23,24‐dinorchola‐1,5‐dien‐22‐al and the carbanion of 3‐isopropyl‐2‐butenolide. The product with the desired stereochemistry (22S,23R) was isolated and reduced with 3H2 in the presence of tris(triphenylphosphine)rhodium chloride. Acid hydrolysis of the acetate gave 1,2[3H]‐7DA which had a specific activity of 40 Ci/mmol. 1,2[3H]‐7DA was converted to 1,2[3H]‐antheridiol by protecting the hydroxyl groups as the disilyl ethers, oxidation to the 7‐ketone with chromium trioxide‐dimethylpyrazole and removal of the protecting groups by gentle acid treatment. 1,2[3H]‐7DA has been used to detect a protein receptor in the cytosol of Achlya.
Synthesis of 13C‐labeled polychlorinated biphenyls
Authors: Roth Robert W. , Heys J. Richard , Saugier Joseph H. , Chien David H. T. , Rotert Gary A. , Erickson Mitchell D. 
Published: October 2006

AbstractMethods are described for the synthesis of 4‐chloro(1prime;,2prime;,3prime;,4prime;,5prime;,6′‐13C6)biphenyl; 3,3′,4,4′‐tetrachloro(13C12)biphenyl; and 2,2′,3,3′,5,5′,6,6′‐octachloro(13C12)biphenyl; decachloro(13C12)biphenyl from (13C6)benzene of ≧ 99 atom % isotopic purity, on scales of 100 mg to 1 g. The gas chromatographic retention time of each 13C‐polychlorinated biphenyl (PCB) matched that of the corresponding unlabeled commercial reference standard, and the mass spectrum of each compound was consistent with an isotopic purity of ≧ 99 atom % 13C. These compounds are useful as recovery surrogates and internal standards in the determination of PCBs in a variety of complex matrices.
High yield synthesis of 14C labelled intermediates of the L‐type pentose pathway: Octulose mono‐ and bisphosphates, sedoheptulose 1,7‐bisphosphate and D‐arabinose 5‐phosphate
Authors: Arora Krishan K. , Macleod John K. , Williams John F. 
Published: October 2006

AbstractMethods for the enzymic synthesis, isolation, purification and analysis of the 14C labelled intermediates that are characteristic of the L‐type pentose phosphate pathway are described. These are D‐glycero D‐ido octulose 1, 8‐bisphosphate and 8‐monophosphate; D‐glycero D‐altro octulose mono‐ and bisphosphates; sedoheptulose 1,7‐bisphosphate and D‐arabinose 5‐phosphate. The procedures for the preparation of octulose‐ and sedoheptulose bisphosphates are based on the aldolase‐catalyzed condensation of dihydroxyacetone phosphate with appropriately 14C‐labelled aldo pentose 5‐phosphates and erythrose 4‐phosphate respectively. D‐Glycero D‐ido octulose 8‐phosphate and its altro epimer were prepared in transketolase catalyzed reactions involving β‐hydroxypyruvate and appropriately 14C‐labelled aldohexose 6‐phosphates. [U‐14C] D‐arabinose 5‐phosphate was synthesized by reacting [U‐14C] glucosamine 6‐phosphate with ninhydrin. The authenticity of each of the 14C‐labelled sugar phosphates was confirmed using a variety of chromatographic methods, enzymatic analytic methods and NMR spectroscopy.The 14C labelled compounds are used in investigations involving the search for the identity of the pentose pathway in tissues in vitro, for the measurement of L‐type pathway enzyme reactions and for testing the mechanistic predictions of the L‐type pathway in vitro.
Synthesis of tritium‐labelled 2‐(3′‐carboxypropyl)‐3‐imino‐6 para‐methoxy phenyl‐2,3‐dihydropyridazine ([3H] SR95531)
Authors: Gh A. Melikian , Schlewer G. , Hurt S. , Chantreux D. , Wermuth C. C. 
Published: October 2006

AbstractThe synthesis of tritium labelled 2‐(3′‐carboxypropyl)‐3‐imino‐6‐para‐methoxyphenyl‐2,3‐dihydropyridazine, a new, specific, water‐soluble and chemically stable GABA antagonist at the GABAA receptor site is reported. The synthesis involves an N‐2 endo‐alkylation of 3‐amino‐6‐p‐methoxyphenyl‐pyridazine with ethyl γ‐bromocrotonate, reductive tritiation of the crotonic double bond and hydrolysis in acidic medium.
Synthesis of 3‐([carbonyl‐14C]p‐anisoyl)‐1‐(2‐morpholinoethyl)‐2‐methylindole maleate
Authors: Johnston D. , Duncan D. D. 
Published: October 2006

AbstractA synthetic procedure for producing 3‐([carbonyl‐14C]p‐anisoyl)‐1‐(2‐morpholinoethyl)‐2‐methylindole maleate is described. The synthesis is achieved in two steps from 1‐(2‐morpholinoethyl)‐2‐methylindole utilising [carbonyl‐14C]p‐anisoyl chloride as the source of the radiolabel with an overall chemical yield of 39% and a radiochemical yield of 28%.
Preparation of all stereoisomers of 14C‐labelled 3‐(2,2‐dichloroethenyl)‐and 3‐(2,2‐dibromoethenyl)‐2,2‐dimethylcyclopropanecarboxylic acids
Authors: Kanamaru Hiroshi , Kawahara Kazuo , Okuno Masami , Yoshitake Akira , Nakatsuka Iwao 
Published: October 2006

AbstractThe four 14C‐labelled stereoisomers of both 3‐(2,2‐dichloroethenyl)‐2,2‐dimethylcyclopropanecarboxylic acid and 3‐(2,2‐dibromoethenyl)‐2,2‐dimethylcyclopropanecarboxylic acid, the improtant acid components of various potent insecticidal pyrethroids, were prepared efficiently from [1‐14C]chrysanthemic acid (5) for use in comparative metabolic studies. α‐Bromo‐β‐naphthyl d,l‐cis, trans‐[1‐14C]chrysanthemate (6) was oxidized with osmium tetroxide‐sodium periodate to give the formyl ester (7) in 78% yield. Wittig reaction of 7 with dichloromethylenetris(dimethylamino)phosphorane at −75 ‐ −70 °C afforded the dichlorovinylated ester (8) quantitatively. Optical resolution of 8 by preparative HPLC using a chiral‐phase column led to the four stereoisomers (8a ‐ 8d) with optical purities more than 99%. Hydrolyses of the esters (8a ‐ 8d) yielded the corresponding optically active 3‐(2,2‐dichloroethenyl)‐2,2‐dimethyl [1‐14C]cyclopropanecarboxylic acids (1a ‐ 1d) quantitatively. Similarly, Wittig reaction of the formyl ester (7) with dibromomethylenetris(dimethylamino)phosphorane, followed by optical resolution and hydrolysis, gave four optically active 3‐(2,2‐dibromoethenyl)‐2,2‐dimethyl [1‐14C]cyclopropanecarboxylic acids (2a ‐ 2d) in considerably high yields.
Syntheses of 14C and 3H labelled forms of donetidine ‐ A histamine H2‐antagonist
Authors: Armitage M A , Cashyap M M , Saunders D 
Published: October 2006

AbstractThree syntheses of radiolabelled 2‐[2‐(2‐N,N‐Dimethylaminomethyl‐5‐furanyl‐methylthio)ethylamino]‐5‐(6‐hydroxy‐4‐picolyl)‐4‐pyrimidone trihydrochloride (donetidine trihydrochloride) are described. One describes the preparation of the free base, and two of its trihydrochloride.

. A five stage synthesis (Scheme 1) which gave 14C‐donetidine (8) labelled in the C2 position of the pyrimidone ring starting from barium [14C]cyanamide. The overall radiochemical yield for the synthesis was 9% to give (8) at a specific activity of 57.8mCi/mmol.
. A three stage synthesis (Scheme 2) which gave 14C2‐donetidine trihydrochloride (14) labelled in both methylenes of the aminoethylthio moiety starting from [1,2‐14C2]‐cysteamine hydrochloride. The overall radiochemical yield for the synthesis was 18% to give (14) at a specific activity of 15.4mCi/mmol.
. A five stage synthesis (Scheme 3) which gave 3 H‐donetidine trihydrochloride (22) labelled in the methylene of the furanlmethylthio moiety starting from sodium boro[3H]‐hydride. The overall radiochemical yield for the synthesis was 1% to give (22) at a specific activity of 33.7mCi/mmo1.
Synthèse de la diméthoxy‐6,7 (para‐chlorobenzyl)‐4 isoquinoléine, deutériée en position 3 ou marquée au 14C sur le méthylène benzylique
Authors: Bouvier P. , Mourlevat F. , Pichat L. , Servin A. , Viel C. 
Published: October 2006

Abstract6,7‐dimethoxy‐4 (parachlorobenzyl) (D‐3) isoquinoline : 6 and 6,7‐dimethoxy‐4 [parachlorobenzyl (methylene 14C)] isoquinoline: 11 were prepared respectively by the condensation of α‐deuterio‐veratrylaminoacetaldehyde diethylacetal : 4 with parachlorobenzaldehyde and the reaction of parachlorobenzaldehyde (carbonyl 14C) : 9 with veratrylaminoacetaldehyde diethylacetal.
Synthesis of tritium labelled ropivacaine — A new potential local anesthetic
Authors: Gawell Lars 
Published: October 2006

AbstractA potential local anesthetic, ropivacaine, is synthesized labeled with tritium. The label is introduced by reduction of a racemic tetrahydropyridine derivative with tritium gas. Resolution into the labeled enantiomers is accomplished by preferential crystallization with added carrier. The location of the tritium label is verified by 3H NMR.
Optimum labelling of monoclonal antibody 3El.2 with 111in using a bifunctional chelate
Authors: Reilly R. R. , Ege G. G. 
Published: October 2006

AbstractMonoclonal antibody 3El.2 was coupled with the bifunctional chelate, cyclic DTPA anhydride, at molar ratios (cDTPAA:3El.2) of 1:1, 10:1, 100:1 and 1000:1. The desired substitution level of less than one mol of DTPA/mol of 3El.2 was achieved at a molar ratio of 10:1 and a coupling efficiency of 9.9±3.38 percent. The DTPA‐coupled antibody was purified by dialysis before labelling with 111In acetate. The labelling efficiency was 38.7±3.59 percent. The radiolabelled antibody was purified by PD‐10 Sephadex G‐25M chromatography then sterilized by filteration through a 0.22 um filter (Milex‐GS or Millex‐GV). A substantial adsorption effect (87.4±3.84 percent) occurs with the Millex‐GS filter but to a much smaller extent (26.8±5.58 percent) with the Millex‐GV filter. The radiochemical purity of the product was 80–90 percent depending on the method of analysis. The product was tested and found to be sterile and non‐pyrogenic.
Stereospecific synthesis of (R)‐[2‐2H1]‐glycine by means of microbial reduction and a determination of It's absolute configuration by CD spectra
Authors: Yamada Haruo , Kurumaya Katsuyuki , Eguchi Tomoko , Kajiwara Masahiro 
Published: October 2006

AbstractA preparation of optically pure (R)‐[2‐2H1]‐glycine by microbial reduction is detailed. The reduction of [2‐2H]‐furfural and furfural with S. Cerevisiae in H2O and in D2O gave (S)‐ and (R)‐Labeled furfuryl alcohol respectively, which could be converted to the labeled glycine in three steps. A new method for the determination of the sense of chirality of the labeled glycine by means of CD spectra and an application of MTPA method for the determination of the optical purity are also described.
Synthesis of 3‐amino‐1‐methyl‐9H‐[4‐14C]pyrido[3,4‐b]indole (3‐amino[4‐14C]harman)
Authors: Tada Masao , Sato Kazunori , Oikawa Atsushi 
Published: October 2006

AbstractA seven‐step synthesis of 3‐amino‐1‐methyl‐9H‐[4‐14C]pyrido‐[3, 4‐b]indole from DL‐[methylene‐14C]tryptophan and acetaldehyde is described.
Possible drugs labelled with 14C. III. Synthesis of D‐[3‐14C]phenylalaninyl‐L‐propyl‐L‐arginine aldehyde and L‐tyrosinyl‐D‐methionyl‐glycyl‐L‐[3‐14C]phenylalaninyl‐L‐proline amide
Authors: Koltai E. , Bajusz S. , Széll E. , Zólyomi G. 
Published: October 2006

AbstractD‐[3‐14C] Phenylalaninyl‐L‐prolyl‐L‐arginine aldehyde (GYKI‐14166) and L‐tyrosyl‐D‐methionyl‐glycyl‐L‐ [3‐14C] phenylalaninyl‐L‐proline amide (GYKI‐14238) were prepared starting from D‐ [3‐14C] phenylalaninyl‐L‐proline and L‐ [3‐14C] phenylalaninyl‐L‐proline, respectively. The diastereomeric pairs obtained by coupling 2,4,5‐trichlorophenyl benzyloxycarbonyl‐D,L‐[3‐14C] phenylalaninate to L‐proline and by subsequent deprotection were separated on silica gel.
Synthesis of [6β,7β‐2H]‐ and [6β,7β‐3H]‐21‐hydroxy‐19‐norpregn‐4‐ene‐3,20 dione
Authors: Arunachalam Thangavel , Gut Marcel 
Published: October 2006

AbstractThe (6β,7β‐2H) and (6β,7β‐3H) labelled 19‐nordeoxycorticosterone 6 was prepared by selective catalytic hydrogenation of 21‐hydroxy‐19‐norpregna‐4,6‐diene‐3,20‐dione (5) which in turn was synthesized from 19,21‐dihydroxypregna‐4,6‐diene‐3,20‐dione (1).
Synthesis of carbon‐14 labeled 1‐(4‐methoxybenzoyl)‐5‐oxo‐2‐pyrrolidinepropanoic acid (CI‐933)
Authors: Huang C. C. 
Published: October 2006

Abstract1‐(4‐Methoxybenzoyl)‐5‐oxo‐2‐pyrrolidinepropanoic acid (CI‐933) (17), a new cognition activating agent, was radiolabeled with carbon‐14. The synthesis was accomplished using bromo[1‐14C]acetic acid as the starting material. A facile one‐pot synthesis of an α,β‐unsaturated ester 10 from an alcohol 2 and a Wittig reagent 15 in the presence of Dess‐Martin periodinane was developed.
Synthesis of tritiated β‐(S‐benzylmercapto)‐β,β‐cyclopentamethylene propionic acid
Authors: Landvatter Scott W. , Heys J. Richard 
Published: October 2006

Abstractβ‐(S‐benzylmercapto)‐β,β‐cyclopentamethylene propionic acid has been tritium labeled in the cyclohexyl ring. A key feature of the synthesis is the reduction of phenolwith tritium gas over catalyst giving tritiated cyclohexanone. A Wadsworth‐Emmons reaction followed by esterase hydrolysis of the resulting ester and Michael addition of p‐methylbenzylmercaptan afford the title compound.
Synthesis of deuterated and tritiated gossypol
Authors: Stipanovic Robert D. , Williams Howard J. , Muehleisen David P. , Plapp F. W. 
Published: October 2006

AbstractWe report here the synthesis of deuterated and tritiated gossypol by exchange with labelleled water using trifluoroacetic acid as the catalyst. In the case of D2O in tetrahydrofuran, the exchange is complete in 45 minutes at 75°C as determined by a 1H‐NMR spectrum.
Synthesis of [14C]‐labelled pelrinone
Authors: Hicks D. D. , Hangeland J. J. 
Published: October 2006

Abstract[14C]Pelrinone (1,4‐dihydro‐2‐methyl‐4‐oxo‐6[(3‐pyridinylmethyl)‐amino]‐5‐pyrimidine‐[14C]‐carbonitrile hydrochloride; AY‐28,768 hydrochloride), a potent inotropic agent, was prepared by reacting chloroacetic acid with [14C]sodium cyanide to give the labelled cyanoacetic acid. The acid was esterified, converted to the bis‐S‐methyl compound, condensed with acetamidine hydrochloride, coupled with 3‐aminomethylpyridine, and treated with methanolic hydrochloric acid. Two batches of [14C]pelrinone were produced, giving a combined overall yield of 15.6% from [14C]sodium cyanide (sp. act. 66.2 ± 1.5 and 64.2 ± 1.9 μCi/mg; 98.8 and 98.0% radiochemical purity, respectively).
Photoaffinity analog of herbicide inhibiting cellulose biosynthesis: Synthesis of [3H]‐2,6‐dichlorophenylazide
Authors: Cooper Geoffrey , Delmer Deborah , Nitsche Carmen 
Published: October 2006

AbstractThe compound 2,6‐dichlorobenzonitrile (dichlobenil, DCB) is known to be a reversible inhibitor of in vivo cellulose biosynthesis in higher plants and algae. We now report the synthesis of 2,6‐dichlorophenylazide (DCPA) with a non‐exchangeable tritium label of high specific activity. We have shown this compound to compete with DCB in binding to cotton fiber extracts, and to specifically label a low molecular weight protein in this extract on irradiation with UV light.
The synthesis of high radiochemical purity of 2‐[18F]‐fluoro‐2‐deoxy‐D‐glucose without the use of preparative hplc
Authors: Ginos James Z. , French Robert , Reamer Robert 
Published: October 2006

AbstractA process is described for preparing routinely sterile and pyrogenfree, multimillicurie amounts of 2‐[18F]‐fluoro‐2‐deoxy‐D‐glucose (18F‐2FDG) with and without carrier‐added fluoride and with a radiochemical purity of greater than 98% without the use of preparative HPLC. For 13 consecutive runs, the radiochemical yield with carrier‐added fluoride was 35.5 ± 2.2%. The [18F]fluoride used was produced by the reaction 160(3He, p) 18F or by the reaction 180 (p,n)18F. Analytical HPLC, 1H and 19F NMR spectral analysis were used to establish the identity and purity of 18F‐2FDG.
The synthesis of 13C labelled N, N′‐dimethyl 1‐chloro‐2‐naphthaleneethanimidamide monohydrochloride, a potential psychotherapeutic agent
Authors: Goralski Christian T. , McCarthy James R. , Kracht William R. , Nyquist Richard A. 
Published: October 2006

AbstractN, N'‐Dimethyl 1‐chloro‐2‐naphthaleneethanimidamide monohydrochloride is a potential psychotherapeutic agent for which a sample of carbon‐13 labelled material was required for metabolism studies. A sample of 90% enriched N, N'‐dimethyl 1‐chloro‐2‐naphthaleneethanimidamide monohydrochloride was prepared from 90% carbon‐13 enriched potassium cyanide and 2‐methylnaphthalene in five steps. Chlorination of 2‐methylnaphthalene with sulfuryl chloride gave 1‐chloro‐2‐methylnaphthalene in 69% yield. Bromination of 1‐chloro‐2‐methylnaphthalene with N‐bromosuccinimide in carbon tetrachloride in the presence of catalytic benzoyl peroxide afforded 2‐(bromomethyl)‐1‐chloronaphthalene in 59% yield. Treatment of 2‐(bromomethyl)‐1‐chloronaphthalene with potassium cyanide in aqueous ethanol afforded 13C‐1‐chloro‐2‐naphthylacetonitrile in 89% yield. The nitrile was converted to the imidate ester hydrochloride in 89% yield under Pinner reaction conditions (1). This intermediate was treated with excess methylamine in ethanol at 40‐55°C to give the title compound in an overall yield of 27% from 2‐methylnaphthalene. The effects of the 13C labelling on the infrared and 1H and 13C NMR spectra of the intermediates and the final product are discussed.
Synthesis of 3H‐D‐ala2‐leu‐enkephalin‐chloromethyl ketone of high specific activity
Authors: Tóth G. , Hepp J. , Sirokmán F. , Medzihradszky K. 
Published: October 2006

AbstractThe enkephalin affinity reagent /3H/‐Tyr‐D‐Ala‐Gly‐Phe‐Leu‐CH2C1 //3H/‐DALECK/ was synthesized by fragment condensation. /3H/‐Boc‐Tyr‐D‐Ala‐Gly was prepared by catalytic tritiation of protected, iodinated tripeptide. The protected tritiated tripeptide and the Phe‐Leu‐CH2Cl dipeptide were condensed by the mixed anhydride method. The protecting group was removed by HCl‐methanol. The /3H/‐DALECK had a specific activity of 34, 2 Ci/mmole /1,27 TBq/mmole/.