Chemotherapeutic agents, XXI: Synthesis of π‐deficient pyrimidines as leishmanicides | Zendy

Ram Vishnu J. | Zendy

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Chemotherapeutic agents, XXI: Synthesis of π‐deficient pyrimidines as leishmanicides

Author(s) -

Ram Vishnu J.

Publication year - 1991

Publication title -

archiv der pharmazie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.468

H-Index - 61

eISSN - 1521-4184

pISSN - 0365-6233

DOI - 10.1002/ardp.2503241103

Subject(s) - thiourea , chemistry , ethyl cyanoacetate , alkylation , halogenation , nucleophilic substitution , thiouracil , substitution (logic) , medicinal chemistry , stereochemistry , organic chemistry , malononitrile , catalysis , biology , thyroid , computer science , programming language , endocrinology

Synthesis of 5‐cyano‐6‐(3‐pyridyl)‐2‐thiouracil (1) has been described from 3‐pyridinecarboxaldehyde, thiourea, and ethyl cyanoacetate. Alkylation of 1 with mono‐ and dihaloalkanes under different conditions, provided 2a,b, 3a,b , and 4a‐i . Halogenation of 4g with POCl 3 yielded 5 which underwent nucleophilic substitution with amines to give 6a‐g . Fusion of 4a with aromatic and heterocyclic amines at 160°C gave the substitution products 7a‐c . Some of the compounds were screened for antileishmanial activity but only one of them ( 6d ) demonstrated very significant activity.

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