Literature DB >> 22740103

An efficient three-component, one-pot synthesis of 2-alkylthio-4-amino-5-cyano-6-aryl(alkyl)pyrimidines in water.

Qiao-Yan Li1, Ze-Mei Ge, Tie-Ming Cheng, Run-Tao Li.   

Abstract

A convenient and practical method for the synthesis of 2-alkylthio-4-amino-5-cyano-6-aryl(alkyl)pyrimidines has been developed via a three-component, one-pot reaction from aldehydes, malononitrile and S-alkylisothiouronium salts in water at room temperature. A series of polysubstituted pyrimidines were prepared by this method in moderate to excellent yields. In addition, two kinds of pyrimidine-fused heterocyclic derivatives with potential pharmacological activity were constructed from our 2-alkylthio-4-amino-5-cyano-6-arylpyrimidines.

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Year:  2012        PMID： 22740103      PMCID： PMC7088670          DOI： 10.1007/s11030-012-9376-z

Source DB:  PubMed          Journal:  Mol Divers        ISSN： 1381-1991            Impact factor:   2.943


The Below is the Electronic Supplementary Material. ESM 1 (PDF 3,224 kb)
  23 in total

1.  Synthesis of 4-amino-5-cyano-2, 6-disubstituted pyrimidines as a potential antifilarial DNA topoisomerase II inhibitors.

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2.  Novel benzimidazole-pyrimidine conjugates as potent antitumor agents.

Authors:  Heba T Abdel-Mohsen; Fatma A F Ragab; Mostafa M Ramla; Hoda I El Diwani
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3.  4-amino-5-aryl-6-arylethynylpyrimidines: structure-activity relationships of non-nucleoside adenosine kinase inhibitors.

Authors:  Mark A Matulenko; Ernest S Paight; Robin R Frey; Arthur Gomtsyan; Stanley DiDomenico; Meiqun Jiang; Chih-Hung Lee; Andrew O Stewart; Haixia Yu; Kathy L Kohlhaas; Karen M Alexander; Steve McGaraughty; Joseph Mikusa; Kennan C Marsh; Steven W Muchmore; Clarissa L Jakob; Elizabeth A Kowaluk; Michael F Jarvis; Shripad S Bhagwat
Journal:  Bioorg Med Chem       Date:  2006-12-20       Impact factor: 3.641

4.  Pyrimidine-core extended pi-systems: general synthesis and interesting fluorescent properties.

Authors:  Kenichiro Itami; Daisuke Yamazaki; Jun-ichi Yoshida
Journal:  J Am Chem Soc       Date:  2004-12-01       Impact factor: 15.419

5.  Chloropyrimidines as a new class of antimicrobial agents.

Authors:  Nidhi Agarwal; Pratibha Srivastava; Sandeep K Raghuwanshi; D N Upadhyay; Sudhir Sinha; P K Shukla; Vishnu Ji Ram
Journal:  Bioorg Med Chem       Date:  2002-04       Impact factor: 3.641

6.  4-Aryl-5-cyano-2-aminopyrimidines as VEGF-R2 inhibitors: synthesis and biological evaluation.

Authors:  Terry V Hughes; Stuart L Emanuel; Amanda K Beck; Steven K Wetter; Peter J Connolly; Prabha Karnachi; Michael Reuman; Jabed Seraj; Angel R Fuentes-Pesquera; Robert H Gruninger; Steven A Middleton; Ronghui Lin; Jeremy M Davis; David F C Moffat
Journal:  Bioorg Med Chem Lett       Date:  2007-04-10       Impact factor: 2.823

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9.  Pyrimidine thioethers: a novel class of HIV-1 reverse transcriptase inhibitors with activity against BHAP-resistant HIV.

Authors:  R A Nugent; S T Schlachter; M J Murphy; G J Cleek; T J Poel; D G Wishka; D R Graber; Y Yagi; B J Keiser; R A Olmsted; L A Kopta; S M Swaney; S M Poppe; J Morris; W G Tarpley; R C Thomas
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10.  A new generation of adenosine receptor antagonists: from di- to trisubstituted aminopyrimidines.

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Journal:  Bioorg Med Chem       Date:  2008-01-12       Impact factor: 3.641
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  1 in total

Review 1.  Transition metal-free one-pot synthesis of nitrogen-containing heterocycles.

Authors:  Simpal Kumari; Dharma Kishore; Sarvesh Paliwal; Rajani Chauhan; Jaya Dwivedi; Aakanksha Mishra
Journal:  Mol Divers       Date:  2015-06-09       Impact factor: 2.943
  1 in total

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