Chemotherapeutic agents, XXI: Synthesis of Pi-deficient pyrimidines as leishmanicides.
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 POCl3 yielded 5 which underwent nucleophilic substitution with amines to give 6a-g. Fusion of 4a with aromatic and heterocyclic amines at 160 degrees 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.
Ram
V J
VJ
Medicinal Chemistry Division, Central Drug Research Institute, Lucknow.
D000818:Animals; D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D006224:Cricetinae; D007891:Leishmania / Q000187:drug effects*; D007898:Leishmaniasis, Visceral / Q000188:drug therapy / Q000469:parasitology; D008297:Male; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use
D000981:Antiprotozoal Agents; D011743:Pyrimidines