bluuebunny/crossref_metadata_2025_split huggingface dataset:
Synthesis and optical resolution of the neurotoxin 2‐amino‐3‐([15N]‐methylamino)propanoic acid (BMAA)
Authors: Hu Yulin , Ziffer Herman 
Published: October 2006

AbstractThe synthesis of 2‐amino‐3‐([15N]‐methylamino)propanoic acid (synonyms, BMAA, β‐N‐methylamino‐alanine) from α‐acetamidoacrylic acid and [15N]‐methylamine is described. Enantioselective hydrolysis of the acetamide group, mediated by the enzyme Acylase 1 (EC 3.5.1.14), yielded (R)‐BMAA and the (S)‐α‐acetamido derivative. Acid hydrolysis of the latter compound yielded (S)‐BMAA.
Synthesis of N‐[N‐L‐γ‐glutamyl‐L‐cysteinyl‐(carbonyl‐14C)]‐glycine (glutathione‐14C) and of [Cys‐14CO]‐(5S,6R)‐LTC4
Authors: Parent P. , Leborgne F. , Lellouche J. P. , Beaucourt J. P. , Vanhove A. 
Published: October 2006

Abstract[Cys‐14CO]‐glutathione or N‐[N‐L‐γ‐glutamyl‐L‐cysteinyl‐14CO] glycine was prepared by chemical synthesis, with the L,L‐natural configuration and a radiochemical yield of 1% based on sodium [14C] cyanide. This labelled compound was used to obtain [Cys‐14CO] with a yield of 15%. [Cys‐14CO]‐glutathione and [Cys‐14CO]LTC4 had a specific activity of 50 mCi/mmol (1.85 GBq/mmol).
Synthesis of the heteroarotinoid ethyl (E)‐4‐[2‐(3,4‐dihydro‐4,4‐dimethyl‐2H‐1‐benzopyran‐6‐YL)‐1‐ propenyl]benzoate‐9,10,11,20‐14C4
Authors: Sunthankar Prasanna , Darrell Berlin K. , Nelson Eldon C. 
Published: October 2006

AbstractA synthesis of ethyl (E)‐4‐[2‐(3,4‐dihydro‐4,4‐dimethyl‐2H‐1‐benzopyran‐6‐yl)‐1‐propenyl]benzoate‐9,10,11,20‐14C4 (1) is described via a multistep procedure similar to that used to obtained the unlabelled compound 2. The latter has shown good activity in several assays compared to the standard trans‐retinoic acid (3). Treatment of methyl 3‐phenoxypropionate (4) with methylmagnesium iodide (obtained from H314C‐I) yielded the labelled tertiary alcohol 5. Cyclization of the alcohol 5 occurred in the presence of AlCl3 in nitromethane to give 4,4‐dimethylchroman (6). Acetylation of 6 with H3C14C(O)Cl produced ketone 7 labelled at three carbons. Reduction of the carbonyl group in 7 was effected with LiAlH4 and gave alcohol 8. Phosphorylation with triphenylphosphine hydrobromide in methanol led to the corresponding phosphonium salt 9. Addition of n‐butyllithium to 9 in ether at −78°C generated the expected Wittig reagent in situ, and to this was added labelled ethyl 4‐formylbenzoate [C2H5O214C‐C6H4‐CHO] (10). Workup, followed by chromatography of the oily product, afforded a solid. Recrystallization (abs. ethanol) gave 1 which was identical to 2 in terms of spectral data and melting point. The specific activity was determined to be 0.15 μCi/mg.
Synthesis of isotopically‐labelled ethylenethiourea
Authors: Doerge Daniel R. , Cooray Niranjala M. , Yee Austin B. K. , Niemczura Walter P. 
Published: October 2006

Abstract13C‐, 14C‐ and 15N‐labelled ethylenethiourea was synthesized for NMR and radiotracer applications in metabolism and environmental fate studies. The products contained stable isotopes at 99% enrichment and the radiolabelled product had specific activity of 2.0 mCi/mmole.
Synthesis and characterization of 2‐hydroxymethyl‐1‐methyl‐4‐nitro‐5‐imidazolcarbonitrile‐4, 5‐14C
Authors: Ellsworth Robert L. , Meriwether Henry T. , Mertel Holly E. 
Published: October 2006

AbstractPreparation of the title compound, a key intermediate required to assist in the investigation and development of a new class of substances for controlling coccidiosis, is described. This labeled substance was synthesized in 10 steps, with a 17% overall radiochemical yield, from oxalic‐1,2‐14C acid.
Synthesis of n‐butyl [3‐13C]acrylate
Authors: Šmejkal J. , Hanuš V. , Linhart I. , Elbert T. 
Published: October 2006

AbstractA four step synthesis of n‐butyl [3‐13C]acrylate from [13C]methyl iodide is described. The procedure involves methylation of butyl acetoacetate, subsequent bromination, alkaline cleavage and, finally, dehydrobromination using cyclohexyldimethylamine. The overall yield was 5%.
The synthesis of 7‐chloro‐5‐pentadeuteriophenyl‐1‐methyl‐1h‐1,5‐benzodiazepine‐2,4(3H, 5H)dione ([2H5]clobazam)
Authors: Borel Anthony G. , Abbott Frank S. 
Published: October 2006

AbstractPentadeuteriophenyl clobazam 5 was synthesized in essentially quantitative isotopic purity, and characterized by 1H‐NMR and mass spectroscopy. The title compound was found to be ≥98% pure by HPLC, and its retention time (tR 6.17 min) was less than that of an authentic clobazam standard (tR 6.32 min). Of the five steps in the synthesis of 5, the most susceptible to deuterium exchange was the nucleophilic substitution of 2,4‐dichloronitrobenzene by aniline‐d7 to form N‐(5‐chloro‐2‐nitrophenyl)pentadeuteriophenylamine 2. In this step, the isotopic impurity aniline‐2,3,4,5,‐d5 introduced protons from nitrogen into the ortho and para positions of the deuteriophenyl ring of 2.
Synthesis of [3H] aminocyclopropane carboxylic acid (ACC) as a ligand for the glycine b receptor
Authors: Dappen Michael S. , Markos Charles S. , Gresk Christopher J. , Cordi Alex A. 
Published: October 2006

AbstractThe synthesis of [3H] Aminocyclopropane carboxylic acid (ACC, 1) at high specific activity and high purity is described. The compound has been developed as a specific ligand for the Glycine‐B binding site.
Preparation of deuteriated adipic [2H2]‐, [2H4]‐, [2H6]‐, and [2H8]‐acids by use of kolbe electrolysis as a key reaction
Authors: Tashiro Masashi , Tsuzuki Hirohisa , Goto Hideyuki , Ogasahara Shoji , Mataka Shuntaro 
Published: October 2006

AbstractUsing Kolbe electrolysis of methyl hydrogen [2H0]‐, [2H2]‐, and [2H4]‐succinates as a key reaction, adipic [2,2‐2H2]‐, [2,3‐2H2]‐, [2,2,3,3‐2H4]‐, [2,3,4,5‐2H4]‐, [2,3,5,5‐2H4]‐, [2,2,3,3,5,5‐2H6]‐, and [2,2,3,3,4,4,5,5‐2H8]‐acids were prepared in high deuterium contents.
Synthesis of antiarrhythmic [phenyl‐14C]4′‐[(4‐piperidyl)carbonyl]‐methanesulfonanilides
Authors: Oinuma Hitoshi , Miyake Kazutoshi , Yamanaka Motosuke , Shino Mitsumasa , Hamano Sachiyuki 
Published: October 2006

AbstractSyntheses of [phenyl‐14C]4′‐[[1‐[2‐(6‐Methyl‐2‐pyridyl)ethyl]‐4‐piperidyl]carbonyl]methanesulfon‐anilide dihydrochloride dihydrate (1) (14C‐E‐4031) and its pyridylpropyl analogue (2), that are selective class III antiarrhythmic agents, are described. A modified Michael reaction of (6), a key intermediate amine prepared from [U14C]aniline hydrochloride, with 6‐methyl‐2‐vinylpyridine (7) and alkylation of (6) with 4‐(3‐chloropropyl) pyridine (8) respectively produced compounds, (1) and (2), in satisfactory yields.
[82Br]cisplatin derivative: A potential biological model for cisplatin
Authors: Tinker N. D. , Sharma H. L. , McAuliffe C. A. 
Published: October 2006

AbstractThe complex cis‐[Pt(NH3)282Br2] has been prepared as a possible model for cisplatin, cis‐[Pt(NH3)2Cl2]. The stability of cis‐[Pt(NH3)282Br2] was investigated in 0.9% saline solution and sterile water. In both cases the 82Br label was rapidly displaced in the first hour (t1/2 = 73 min and 96 min respectively). Thus, cis‐[Pt(NH3)282Br2]cannot be used for determining the fate of the labile ligands of cisplatin.
Herz‐affinität von radioaktiven ruthenocen‐derivaten des chinuclidin‐3‐ol
Authors: Wenzel M. 
Published: October 2006

AbstractDurch Kondensation von Ferrocenaldehyd mit Chinuclidin‐3‐on wurde 2‐Ferrocenyliden‐chinuclidin‐3‐on hergestellt und anschließend die Ketogruppe reduziert. Durch Zentralatom‐Austausch erhielt man die analogen radioaktiven Ruthenocen‐Derivaten, von denen die Organverteilung bei Ratten bestimmt wurde. Als Nebenprodukt erhielt man Ruthenocen‐Derivate, bei denen jeder der beiden Cyclopentadien‐Ringe mit einem Chinuclidinolether‐Rest substituiert war. Diese Substanzen zeigen eine hohe Myocard‐Anreicherung. Der Quotient Herz/Blut von 60: 1 übertrifft die Quotienten, die mit 99Tc‐TBI erhalten werden.
Stereoselective semi‐hydrogenation and deuteration of a diacetylenic precursor of leukotriene B4 methyl ester
Authors: Pontikis Renée , Merrer Yves Le , Depezay Jean‐Claude , Pétillot Yves , Rousseau Bernard , Beaucourt Jean Pierre 
Published: October 2006

Abstract[6,7,14,15‐2H4)‐Leukotriene B4 methyl ester was prepared by reduction with deuterium gas of a suitable precursor (deuterium incorporation ≥ 90%). Several catalytic semi‐hydrogenations were effected in order to determine the best conditions for the labeling step.
Reductive amination of [18F]fluorobenzaldehydes: Radiosyntheses of [2‐18F]‐ and [4‐18F]fluorodexetimides
Authors: Wilson Alan A. , Dannals Robert F. , Ravert Hayden T. , Wagner Henry N. 
Published: October 2006

AbstractTwo [18F]‐labelled analogues of dexetimide, a potent muscarinic cholinergic receptor ligand, have been synthesised in good yields and at high specific activities. Reductive amination of [2‐18F]‐ and [4‐18F]fluorobenzaldehyde with norbenzyldexetimide and sodium cyanoborohydride gave, in a one‐pot reaction, good (≈︁20%) yields of high specific activity [2‐18F]‐ and [4‐18F]fluorodexetimide respectively. The labelled benzaldehydes may be useful synthetic precursors for the radiosyntheses of other complex radiotracers for use with positron emission tomography.
Tritium labeled trans‐4‐n‐butyl‐2,3‐3H‐cyclohexanecarboxylic acid. Preparation of testosterone 17β‐trans‐4‐n‐butyl‐2,3‐3H‐cyclohexanecarboxylate and [4‐14C]‐testosterone 17β‐trans‐4‐n‐butylcyclohexane carboxylate
Authors: Acosta C. K. , Cessac J. W. , Rao Pemmaraju N. , Kim Hyun K. 
Published: October 2006

AbstractThe synthesis of trans‐4‐n‐butyl‐2,3‐3H‐cyclohexanecarboxylic acid is described. The title compound was synthesized by catalytic tritiation of 4‐n‐butylcyclohex‐2‐enecarboxylic acid, which was obtained from a “double” Birch reduction of 4‐n‐butylbenzoic acid. The trans‐acid was isolated from a mixture of cis/trans diastereomers by the selective formation of a thiourea inclusion complex. The title compound was used for the synthesis of the 17β‐ester of testosterone. In addition, [4‐14C]‐testosterone was esterfied using unlabelled trans acid. The three radiolabelled compounds will be used in metabolism studies.
Carbon‐14 labelling of FCE 24578, an immunomodulating agent
Authors: Angiuli Patrizia , Vicario Gian Piero 
Published: October 2006

AbstractTwo syntheses of radiocarbon labelled FCE 24578, namely 2‐cyano‐3‐(1,4‐dihydro‐1‐phenyl‐[1]‐benzothiopyrano[4,3‐c]pyrazol‐3‐yl)‐3‐oxo‐N‐phenylpropanamide, are reported. The former gave, employing [1‐14C]acetonitrile as labelled starting material and with an overall radiochemical yield of 39%, [cyano‐14C]FCE 24578, 97% radiochemically pure and with a specific radioactivity of 299 MBq/mmol.The latter was carried out with [ring‐U‐14C]benzoic acid to give [phenyl‐U‐14C]FCE 24578, 96% radiochemically pure, with specific radioactivity of 400 MBq/mmol in an overall radiochemical yield of 40%.
Synthesis of cefepime‐d3 and cefepime‐d8
Authors: Kamachi Hajime , Okita Takaaki , Tsuno Takashi , Naito Takayuki 
Published: October 2006

AbstractSynthesis of cefepime‐d3 (6a) and cefepime‐d8 (6b) is described. Diphenylmethyl 7‐benzylideneamino‐3‐chloromethyl‐3‐cephem‐4‐carboxylate (2) was treated with sodium iodide to afford the iodide 3, which was, without isolation, allowed to react with N‐methyl‐d3‐pyrrolidine to give the quarternary salt 4a. Deblocking of 4a with HCO2H and HCl gave 7‐amino‐3‐(N‐methyl‐d3‐pyrrolidinio)methyl‐3‐cephem‐4‐carboxylate hydrochloride (5a). Acylation of 5a with benzotriazol‐1‐yl (Z)‐2‐(2‐aminothiazol‐4‐yl)‐2‐methoxyiminoacetate followed by treatment with dil. H2SO4 afforded 6a sulfate. In the same way, 6b was synthesized using N‐methyl‐pyrrolidine‐d8.
Synthesis of [3H]CP‐93,129: A selective radioligand for the 5‐HT1B receptor
Authors: Macor John E , Ryan Kevin , Chalabi Phillip M. , Windels James C. , Roth Robert W. 
Published: October 2006

AbstractThe synthesis of [3H]‐CP‐93,129, a potent radioligand for the serotonin 5‐HT1B receptor, is described. 5‐Butoxypyrrolo[3,2‐b]pyridine (2) is converted in 3 steps to 5‐butoxy‐1‐phenylsulfonyl‐2‐tritiopyrrolo[3,2‐b]pyridine (3c) via lithiation of C2, iodination of that anion, and tritium reduction. (3c) is converted to the title compound in two more steps analogous to methodology used in the synthesis of CP‐93,129, a potent and selective 5‐HT1B agonist.
Synthesis of 4‐0‐(4,6‐di[14C]ethylidene‐α‐D‐glucopyranosyl)‐4′‐demethyl‐4‐epipodophyllotoxin
Authors: Haynes U. J. , Swigor J. E. 
Published: October 2006

AbstractThe synthesis of the title compound (5) is described. Protection of 4‐0‐(4, 6‐ethylidene‐α‐D‐glucopyranosyl)‐4′‐demethyl‐4‐epipodophyllotoxin (1) with benzylchloroformate in the presence of pyridine gave 4‐0‐(4, 6‐ethylidene‐α‐D‐glucopyranosyl)‐4′‐carbobenzyloxy‐4‐epipodophyllotoxin (2). Treatment of (2) with acetic acid‐water produced 4‐0‐(α‐D‐glucopyranosyl)‐4′‐carbobenzyloxy‐4‐epipodophyllotoxin (3). Reaction of [14C]acetaldehyde diethylacetal with (3) introduced the label in the 4′,6′‐ethylidene position (4). Hydrogenation using 30% palladium on carbon yielded the title compound (5) in an overall yield of 6%.
Synthesis of pentamidine labelled with tritium and carbon‐14
Authors: Hesk David , Jones John R. , Lockley William J. S. , Wilkinson David J. 
Published: October 2006

AbstractTritium labelled pentamidine has been prepared with a specific activity of 90 mCi mmol−1 using a one‐step exchange reaction between the unlabelled drug and tritiated water. The labelling utilised a homogeneous rhodium trichloride catalyst and yielded pentamidine regiospecifically labelled in the positions ortho to the amidine groups. Carbon‐14 labelled pentamidine was prepared via a seven‐step procedure in which the isotope was introduced via a nucleophilic substitution of 4‐bromo‐phenol with copper(I) [14C]cyanide.
Synthesis of 6‐quinoxalin‐2,3‐14C2‐amine and derivatives via ethanedial‐1,2‐14C2
Authors: Landvatter Scott W. , Richard Heys J. 
Published: October 2006

AbstractHigh specific activity ethanedial‐1,2‐14C2 has been prepared in 74% radiochemical yield by oxidation of paraldehyde‐14C6 with selenious acid. The crude ethanedial‐14C2 was directly condensed with 1, 2, 4‐benzenetriamine dihydrochloride in aqueous sodium carbonate giving 6‐quinoxal in‐2,3‐14C2‐amine in 56% yield. The quinoxaline was brominated and then converted to its isothiocyanate by reaction with thiophosgene. The isothiocyanate was directly converted to 5‐bromo‐6‐(2‐imidazol in‐2‐ylamino) quinoxaline‐2,3‐14C2 by reaction with ethylenediamine in refluxing 1: 1 methanol toluene. The overall radiochemical yield was 11% from paraldehyde‐14C6.
Synthesis of fluorine‐18 labeled 1,1‐difluoro‐2,2‐dichloroethyl aryl ethers by 18F‐for‐19F exchange
Authors: Kilbourn Michael R. , Subramanian Raghu 
Published: October 2006

AbstractFluorine‐18 labeled 1,1‐difluoro‐2,2‐dichloroethyl aryl ethers have been prepared by a facile 18F‐for‐19F isotopic exchange reaction. The isotopic exchange proceeds in good to excellent yields (up to 85%), and is dependent on reaction time, temperature, and concentration of reactants (aryl ether or fluoride ion). Substitution even occurs at room temperature in DMSO, and at elevated temperature (100 to 155°C) in DMSO or acetonitrile containing up to 20% water. Specific activities of 0.5‐55 Ci/mol have been achieved, with the products obtained in pure radiochemical and chemical form.
Synthesis of tritiated clenbuterol
Authors: Pri‐Bar Ilan , Buchman Ouri 
Published: October 2006

AbstractTritiated clenbuterol was prepared starting from 4‐aminoacetophenone (I) which was selectively brominated to 4‐amino‐3,5‐dibromoacetopheno ne (II), then to 4‐amino‐α,3,5‐tribromoacetophenone (III) and reacted with tert.butylamine to 4‐amino‐3,5‐dibromo‐α‐tert.butylaminoacetoph‐none(IV). (IV) was dehalogenated and reduced with tritium gas to give 2‐(tert.butylamino)‐1‐(4‐amino‐[3,5‐3H]‐phenyl)‐[1‐3H]‐ethanol (V). This tritiated compound underwent selective aromatic chlorination to give the desired 2‐(tert.butylamino)‐1‐(4‐amino‐3,5‐dichlorophenyl)‐[1‐3H]‐ethanol, [ethanol‐1‐3H]clenbuterol, with specific activity of 13.4 Ci/mmol (496 GBq/mmol).
Synthesis and tritium labeling of the highly potent mast cell‐degranulating substance P analog H‐Arg‐Pro‐Lys‐Pro‐NH‐C12H25
Authors: Bienert M. , Oehlke J. , Mittag E. , Niedrich H. 
Published: October 2006

AbstractTritium labeling of the mast cell degranulating substance P analog H‐Arg‐Pro‐Lys(3,4‐3H‐Pro)‐NH‐C12H25 by catalytic saturation of the dehydroproline (DhpAbbreviations: Ac, acetyl; Dhp, L‐3,4‐dehydroproline; DMA, dimethyl‐acetamide; DMF, dimethylformamide; HOBt, 1‐hydroxybenzotriazole; MA, mixed anhydride coupling; NMM, N‐methylmorpholine; ONSu, N‐hydroxysuccinimide ester; TEA, triethylamine.
) double bond is described. Catalytic tritiation in water afforded the radioactive analog with a specific activity of 1.07 TBq/mmol. Tenfold enhancement of the catalyst‐to‐substrate ratio resulted in a reduced specific activity of 0.74 TBq/mmol.
Synthesis of tetrazole‐13C and 1,2,4‐triazole‐1,2‐15N2
Authors: Rowlett Roger S. , Klysa Thomas , Shiraki William W. 
Published: October 2006

AbstractWe report here the syntheses of tetrazole‐13C and 1,2,4‐triazole‐1,2‐15N2 by simple, one‐step procedures using common, commercially available, isotopically‐labeled starting materials. tetrazole‐ 13C is conveniently prepared from K13CN and NaN3 in 70% yield, almost twice the best reported yield for (unlabeled) tetrazole by similar synthetic methods. 1,2,4‐triazole‐1,2‐15N2 was synthesized in 35% yield from hydrazine‐15N2 sulfate and 1,3,5‐triazine. From 15N‐NMR we determined that 15N was specifically incorporated into the 1 and 2 positions of the triazole ring.
Synthesis of 14C‐labelled methylglyoxal and S‐D‐lactoylglutathione
Authors: Clelland James D. , Thornalley Paul J. 
Published: October 2006

Abstract[2‐14C]Methylglyoxal and S‐D‐[2‐14C]lactoylglutathione were synthesised from [2‐14C]acetone. Acetone was oxidised to methylglyoxal by selenium dioxide and was purified by distillation (yield: 23% based on acetone). Methylglyoxal was converted to S‐D‐lactoylglutathione by reaction with reduced glutathione catalysed by glyoxalase I (EC 4.4.1.5). S‐D‐Lactoylglutathione was purified by anion exchange chromatography on Dowex 1 (yield: 82%, based on methylglyoxal).
Synthesis of 1‐nitro‐2‐(p‐hydroxyphenyl)[2‐3H1]ethane
Authors: Halkier Barbara Ann , Olsen Carl Erik , Marcussen Jan 
Published: October 2006

AbstractA racemic mixture of (R)‐ and (S)‐1‐nitro‐2‐(p‐hydroxyphenyl)[2‐3H1]ethane was synthesized from 1‐nitro‐2‐(p‐hydroxyphenyl)ethene by selective reduction of the olefin with sodium boro[3H]hydride. The nitroethene was obtained in one step by condensation of p‐hydroxybenzaldehyde with nitromethane. The produced racemic mixture is to be used in studies regarding the involvement of 1‐nitro‐2‐(p‐hydroxyphenyl)ethane as intermediate in the biosynthesis of tyrosine‐derived cyanogenic glucosides and glucosinolates.
Preparation of a 125I labelled [1,3H]imidazole: 2‐n‐butyl‐4(5)‐125I‐iodo‐5(4)‐hydroxymethylene imidazole
Authors: Bovy Philippe R. , Simmons Richard L. 
Published: October 2006

AbstractA method for the introduction of 125I in a substituted imidazole has been devised. 2‐n‐Butyl‐4(5)‐hydroxymethylene imidazole undergoes rapid and selective electrophilic substitution on the ring when treated with a halogenating agent such as, i. a., N‐chlorosuccinimide. This reaction has been adapted to the preparation of 2‐n‐butyl‐4(5)‐125I‐iodo‐5(4)‐hydroxymethylence imidazole by treatment of 2‐n‐butyl‐4(5)‐hydroxymethylene imidazole by chloramine‐T in the presence of sodium iodide. The radiolabelled product purified and isolated by HPLC is obtained at a high specific activity (2200Ci/ mmol) with good chemical and radiochemical yields (˜70%).
The synthesis of [4‐3H]oxiracetam ‐ a novel nootropic agent
Authors: Crowe A M , Lawrie K W M , Saunders D , Pfeiffer U 
Published: October 2006

AbstractThe synthesis of [4‐3H]oxiracetam (6) from ethyl 2‐(4‐chloro‐3‐oxo‐butyramido)acetate (1) is described. Ethyl 2‐(4‐chloro‐3‐oxo‐butyramido)‐acetate (1) was reduced with sodium borotritide at Amersham International plc (TR5 tritiation service) to give ethyl 2‐(4‐chloro‐[3‐3H]‐3‐hydroxy‐butyramido)acetate (2). This was elaborated, in four steps, to [4‐3H] oxiracetam (6) in 4.8% overall radiochemical yield, furnishing 5735 μCi, 212 MBq, 41.8 μg, of specific activity 21.7 Ci/mmol, 802.9 GBq/mmol, and radiochemical purity of greater than 98%.
Synthesis of a tri‐tritiated heterobifunctional reagent, a potential tool in photoaffinity labeling technology
Authors: Klotz Ph. , Chatrenet B. , Coppo M. , Rousseau B. , Goeldner M. , Hirth C. 
Published: October 2006

AbstractThe synthesis of the radiolabelled heterobifunctional reagent N‐methyl‐N‐chloroformyl‐N′‐terbutoxycarbonyl‐para‐phenylenediamine A (fig. 1) is presented. In particular, the use of tri‐tritiated methyl iodide in defined reaction conditions allowed the synthesis of this probe B (fig. 1) with a high specific radioactivity (77 Ci/mmol).
Synthesis of high specific activity tritium‐labelled chloroethylcyclohexylnitrosourea and its application to the study of dna modification
Authors: Siew Ernest L. , Habraken Yvette , Ludlum David B. 
Published: October 2006

AbstractA small‐scale synthesis of high specific activity, N‐(2‐chloro2‐[3H]‐ethyl)‐N′ ‐cyclohexyl‐N‐nitrosourea ([3H]‐CCNU) has been accomplished from tritium‐labelled ethanolamine. The product is pure by TLC and HPLC analysis and has been used successfully to modify DNA. The overall yield on radioactivity including losses in HPLC purification is approximately 4 percent. The availability of this tritium‐labelled compound makes studies of DNA repair and of cellular resistance to N‐(2‐chloroethyl)‐N′ ‐cyclohexyl‐N‐nitrosourea possible.
Synthesis of 5‐(2,3‐ditritiopropoxy)‐3‐(1,2,5,6‐tetrahydropyrid‐4‐yl)indole ([3H]CP‐96,501): A selective ligand for the serotonin (5‐HT1B) receptor
Authors: Macor John E. , Burkhart Carol A. , Lebel Lorraine A. , Koe B. Kenneth , Chalabi Phillip M. , Windels James C. , Roth Robert W. 
Published: October 2006

AbstractThe synthesis of [3H]CP‐96,501 [5‐(2,3‐ditritiopropoxy)‐3‐(1,2,5,6‐tetrahydropyrid‐4‐yl)indole], a selective radioligand for the serotonin (5‐HT1B) receptor and analog of RU‐24,969, is described. 5‐Hydroxyindole is converted in two steps to 5‐(2‐propenyloxy)‐3‐(N‐t‐butoxycarbonyl‐1,2,5,6‐tetrahydropyrid‐4‐yl)indole (3). Hydrogena‐tion or tritiation of 3 followed by removal of the t‐butoxycarbonyl protecting group afforded CP‐96,501 (1a) and [3H] CP‐96,501 (1b), respectively.
Synthesis of 1‐(3,4‐dimethylphenyl)‐1‐[ring‐U‐14C]phenylethane, and of 1‐(3,4‐dimethylphenyl)‐1‐ phenyl[1‐14C]ethane, 14C‐labeled distillate of ecoscint‐OTM, a biodegradable liquid scintillator
Authors: Saito K. , Kurihara N. 
Published: October 2006

Abstract1 ‐(3,4‐Dimethylphenyl)‐ 1 ‐[ring‐U‐14C]phenylethane, and 1‐(3,4‐dimethylphenyl)‐ 1‐phenyl[1 ‐ 14C]ethane, the 14C‐labeled organic solvents of Ecoscint‐OTM, a so‐called biodegradable scintillation cocktail, were synthesized by simple two‐step reactions on a milligram scale. [Ring‐U‐14C]acetophenone, and [carbonyl‐14C]acetophenone were reduced with NaBH4 at the first step, then the resulting 1‐[ring‐U‐14C]phenylethanol, and 1‐ phenyl[1‐14C]ethanol were condensed with o‐xylene in the presence of H2SO4 at the second step. The radiochemical yield of the overall reaction was 16% on a scale starting with 2 mg of acetophenone, and 70% when 50 mg of acetophenone was added as a carrier.
New technique using [125I]labeled rose bengal for the quantification in blood samples of pipecuronium bromide, a muscle relaxant drug
Authors: Schopfer C. , Pittet J.‐F. , Tassonyi E. , Benakis A. 
Published: October 2006

AbstractA new technique involving the use of [125I]labeled rose bengal for the quantification of pipecuronium bromide (a muscle relaxant drug) is presented. This technique, which is based on the ability of rose bengal to react with pipecuronium and then form a complex which can be extracted into an organic solvent, involves two steps : the purification and labeling of rose bengal with 125I, and the quantification of pipecuronium. The specific activity of the compound (106 μCi/mg) allows for the quantification of pipecuronium in biological samples at concentrations as low as 5 ng/ml.