✦ LIBER ✦

Synthesis of 14C-labeled and stable isotope-labeled CGS 16617

✍ Scribed by Naba K. Chaudhuri; Bohdan Markus; Ming-Sang Sung

Publisher: John Wiley and Sons
Year: 1988
Tongue: French
Weight: 397 KB
Volume: 25
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580250707

No coin nor oath required. For personal study only.

✦ Synopsis

The synthesis of a lk-labeled and two stable isotope-labeled analogs of CGS 16617 is described.

The synthe tic method involved the preparation of tetrahydro-3--bromo-1-benzazepin-2-one, labeled with a 14C or four deuterium atoms, followed by introduction of two side chains at 1-and 3-positions.

The labeled bromobenzazepinones were prepared by Beckmann rearrangement of bromooximes of a-tetralones, obtained by cyclization of labeled benzenebutanoic acids. The 14C-lebeled acid was prepared by hydrolysis of the nitrile, prepared by reaction of 3-bromopropylbenzene and KICCN. The tetradeutero acid was prepared from ethyl phenylpropynoate by catalytic reduction of the triple bond with deuterium gas, followed by reduction of the deuterated ester with lithium aluminum hydride and conversion of the resulting alcohol into the carboxylic acid. The acetic acid side chain was introduced by N-alkyetion with ethyl bromoacetate or ethyl broaoacetate-1,2-C followed by hydrolysis, and the L-lysine side chain, by reaction with L-( -)-3-amino-c -caprolactam followed by hydrolysis of the caprolactam ring.

📜 SIMILAR VOLUMES

Determination of CGS 16617 and stable is

Determination of CGS 16617 and stable isotope-labeled CGS 16617, an angiotensin-converting enzyme inhibitor, in human plasma by gas chromatography/mass spectrometry

✍ D. Gaudry; M. Hayes; L. Khemani; J. Miotto; D. Alkalay 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 English ⚖ 408 KB 👁 1 views

Synthesis of 3H-, 14C-, and stable-isoto

Synthesis of 3H-, 14C-, and stable-isotope-labelled galantamine

✍ Cor. G. M. Janssen; Jos B. A. Thijssen; Willy L. M. Verluyten 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 French ⚖ 134 KB

## Abstract Reminyl^®^ is a newly approved drug, used in the treatment of mild to moderate Alzheimer disease. The active compound, galantamine, was initially isolated from the bulbs of certain __Narcissus__ species, but is at the moment also produced synthetically. In the process leading to the fin

Synthesis of stable isotope labeled nore

Synthesis of stable isotope labeled norepinephrine

✍ H. C. Murphy 📂 Article 📅 1975 🏛 John Wiley and Sons 🌐 French ⚖ 229 KB

## Abstract Racemic norepinephrine was synthesized with three deuterium atoms on the alkyl chain. The deuteration was accomplished by D/H exchange on the intermediate, dibenzylaminodihydroxyacetophenone, followed by reduction of the keto moiety and cleavage of the benzyl‐protecting groups with deut

Synthesis of stable isotope labeled PNU-

Synthesis of stable isotope labeled PNU-95666

✍ Zhigang Jian 📂 Article 📅 2004 🏛 John Wiley and Sons 🌐 French ⚖ 102 KB

## Abstract Studies towards the synthesis of stable isotope labeled PNU‐95666, a CNS agent currently under development for the treatment of Parkinson's disease, is described. The synthesis of non‐labeled PNU‐95666 starts using a large excess of methylamine. While the non‐labeled methylamine is inex

Synthesis of stable isotope labeled 3-ac

Synthesis of stable isotope labeled 3-acetyldeoxynivalenol

✍ Michael Bretz; Marita Beyer; Benedikt Cramer; Hans-Ulrich Humpf 📂 Article 📅 2005 🏛 John Wiley and Sons 🌐 English ⚖ 241 KB

Stable isotope labeled 3-acetyldeoxynivalenol (3-AcDON) was synthesized in excellent yield from deoxynivalenol as starting material. This is the first synthesis of a stable isotope labeled type-B trichothecene suitable as internal standard for HPLC-MS/MS or GC-MS analysis of trichothecene mycotoxins

Synthesis of 14C-labeled levamisole and

Synthesis of 14C-labeled levamisole and 13C-labeled tetramisole

✍ V. J. Feil 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 French ⚖ 275 KB 👁 2 views

The syntheses of '%-ring labeled levamisole ([-)-2,3,5,6-tetrahydr0-6-phenyl[~'C-UL]imidazo(Z, 1b]thiole) from acetophenone-ring-UL-l'C in 5 steps plus resolution with a 7.5% overall yield, and %,-ring labeled tetramisole ([i]-2,3,5,6-tetrahydro-6-phenyif3 S ]imidaz0[2,?-bjthiazole) from benzene-'%,