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Synthesis and Analgesic Activity of Some Side‐Chain Modified Anpirtoline Derivatives
Author(s) -
Rádl Stanislav,
Hezký Petr,
Proška Jan,
Hejnová Lucie,
Krejcí Ivan
Publication year - 2000
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/(sici)1521-4184(20005)333:5<107::aid-ardp107>3.0.co;2-y
Subject(s) - side chain , chemistry , piperazine , piperidine , moiety , octane , stereochemistry , pyrrolidine , acetic acid , ring (chemistry) , analgesic , combinatorial chemistry , organic chemistry , pharmacology , polymer , medicine
New derivatives of anpirtoline and deazaanpirtoline modified in the side chain have been synthesized. The series includes compounds 3 with side‐chains containing piperidine or pyrrolidine rings, compounds 4 containing 8‐azabicyclo[3.2.1]octane moiety, and compounds 5 having piperazine ring in their side‐chains. Their receptor binding profiles (5‐HT 1A , 5‐HT 1B ) and analgesic activity (hot plate, acetic acid induced writhing) have been studied. Optimized structures (PM3‐MOPAC, Alchemy 2000, Tripos Inc.) of the synthesized compounds 3—5 were compared with that of anpirtoline