𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of two 14C-labeled forms of prinomide, a potential anti-inflammatory compound and its hydroxy metabolite, labeled with 14C

✍ Scribed by Naba K. Chaudhuri; Bohdan Markus

Publisher
John Wiley and Sons
Year
1990
Tongue
French
Weight
298 KB
Volume
28
Category
Article
ISSN
0022-2135

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The synthesis of two ^14^C‐labeled forms of prinomide, compounds 7 and 10, and the synthesis of a ^14^C‐labeled form of its hydroxy metabolite are described. Compound 7 was synthesized by the reaction of phenyl isocyanate and 1‐methyl‐β‐oxo‐pyrrole‐2‐propanenitrile‐carbonyl‐^14^C (6), which was synthesized in three steps from 1‐methylpyrrole and ^14^CO~2~. Cpmpound 10 was synthesized by the reaction of 8, the unlabeled form of the above ketonitrile, and ring‐labeled phenyl isocyanate (9), which was synthesized in three steps from benzene‐^14^C. The ^14^C‐labeled form of the hydroxy metabolite 14 was synthesized by reaction of 4‐methoxyphenyl isocyanate and the ^14^CN‐labeled ketonitrile 12, followed by demethylation with boron tribromide. Labeled ketonitrile 12 was synthesized from 1‐methylpyrrole, by reaction with chloroacetonitrile, followed by replacement of the chlorine atom by a ^14^CN group.

📜 SIMILAR VOLUMES

A short synthesis of [14C]-labelled leva
A short synthesis of [14C]-labelled levamisole and its major metabolite
✍ Cor G.M. Janssen; Jos B.A. Thijssen; Willy L.M. Verluyten 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 French ⚖ 109 KB

## Abstract Levamisole (**I**) is the __levo__ isomer of tetramisole. It is a broad spectrum anthelmintic which is used extensively as a veterinary drug for food producing animals. Metabolism and environmental studies necessitated the synthesis of ^14^C‐labelled levamisole (**6**) and of its major

Synthesis of 2H- and 14C-labeled fexinid
Synthesis of 2H- and 14C-labeled fexinidazole and its primary metabolites labeled with 2H
✍ E. Fontana; Alberto Pignatti; Serena Venegoni; Michael A. Bray 📂 Article 📅 2011 🏛 John Wiley and Sons 🌐 French ⚖ 419 KB

The preparation of deuterium labeled fexinidazole, a 5‐nitroimidazole drug candidate for the treatment of Human African Trypanosomiasis, and its two main metabolites (fexinidazole sulfoxide and fexinidazole sulfone) for use as internal standards for liquid chromatography‐mass spectrometry are report

Synthesis of [14C] - and [13C6]-labeled
Synthesis of [14C] - and [13C6]-labeled tipranavir and its potential hydroxyl metabolite and the glucuronide conjugate
✍ Bachir Latli; Matt Hrapchak; John A. Easter; Wayne T. Stolle; Karl Grozinger; Dh 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 French ⚖ 185 KB

## Abstract Tipranavir or Aptivus^®^ is a non‐peptidic protease inhibitor approved for the combination treatment with ritonavir of HIV infection. Tipranavir labeled with radioactive and stable isotopes of carbon was required for drug metabolism (excretion, distribution, and absorption) studies and

Synthesis of isotopically labelled [3-14
Synthesis of isotopically labelled [3-14C]- and [3,3-2H2]-5-fluoro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (AN2690), a new antifungal agent for the potential treatment of onychomycosis
✍ Stephen J. Baker; Yong-Kang Zhang; Tsutomu Akama; Conrad Wheeler; Jacob J. Platt 📂 Article 📅 2007 🏛 John Wiley and Sons 🌐 French ⚖ 113 KB

## Abstract 5‐Fluoro‐1,3‐dihydro‐1‐hydroxy‐2,1‐benzoxaborole (AN2690) is a new antifungal agent for the potential treatment of onychomycosis. During the preclinical development phase, it was necessary to synthesize the radioisotope [3‐^14^C]‐5‐fluoro‐1,3‐dihydro‐1‐hydroxy‐2,1‐benzoxaborole and the