A Simple and Easily Implemented Method for the Regioselective Introduction of Deuterium into Azolo[1,5-a]pyrimidines Molecules-Reference-Cited by-同舟云学术

A Simple and Easily Implemented Method for the Regioselective Introduction of Deuterium into Azolo[1,5-a]pyrimidines Molecules

Published:2023-03-22 Issue:6 Volume:28 Page:2869
ISSN:1420-3049
Container-title:Molecules
language:en
Short-container-title:Molecules

Author:

Danagulyan Gevorg G.¹²,Panosyan Henrik A.²^ORCID,Gharibyan Vache K.¹^ORCID,Hasratyan Ani H.¹²^ORCID

Affiliation:

1. Laboratory of Bioactive Azaheterocycles, Institute of Biomedicine and Pharmacy, Russian-Armenian University, Hovsep Emin Str. 123, Yerevan 0051, Armenia

2. Scientific and Technological Center of Organic and Pharmaceutical Chemistry, The National Academy of Sciences of the Republic of Armenia, Azatutyan Ave. 26, Yerevan 0014, Armenia

Abstract

A method for the technically easy-to-implement synthesis of deuterium-labeled pyrazolo[1,5-a]pyrimidines and 1,2,4-triazolo[1,5-a]pyrimidines have been developed. The regioselectivity of such transformations has been shown. 1H NMR and mass spectrometric methods have proved the quantitative nature of such transformations and the kinetics of deuterium exchange has been studied. Spectrally, at different temperatures (+30 °C, −10 °C and −15 °C), the kinetics of the process was studied both in CD3OD and in deuterated alkali.

Funder

Russian-Armenian University

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

Link

https://www.mdpi.com/1420-3049/28/6/2869/pdf

Reference49 articles.

1. Synthesis, characterization, and cytotoxicity of some new 5-aminopyrazole and pyrazolo[1,5-a]pyrimidine derivatives;Hassan;Sci. Pharm.,2015

2. Medication induced sleepwalking: A systematic review;Stallman;Sleep Med. Rev.,2018

3. Indiplon in the management of insomnia;Lemon;Drug Des. Dev. Ther.,2009

4. single-dose, randomized, double-blind, double dummy, placebo and positive-controlled, five-way cross-over study to assess the pharmacodynamic effects of lorediplon in a phase advance model of insomnia in healthy Caucasian adult male subjects;Horoszok;Hum. Psychopharmacol. Clin. Exp.,2014

5. Selective anxiolysis produced by ocinaplon, a GABAA receptor modulator;Lippa;Proc. Natl. Acad. Sci. USA,2005

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