Premium
Synthesis of Some Thiazole‐, 1,3,4‐Thiadiazole‐, and 4 H ‐1,2,4‐Triazole Derivatives of Pyrazolo[3,4‐ b ]quinoline
Author(s) -
Farghaly A. M.,
Habib N. S.,
Khalil M. A.,
ElSayed O. A.
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.19913240107
Subject(s) - thiazole , quinoline , triazole , chemistry , 1,2,4 triazole , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry
Three novel series of pyrazolo[3,4‐ b ]quinolines were prepared, namely: 1‐(3‐substituted‐4‐phenylthiazolin‐2‐ylidene)hydrazinocarbonylmethyl‐1 H ‐pyrazolo[3,4‐ b ]quinolines 3a‐d ; 1‐(5‐substituted amino‐1,3,4‐thiadiazol‐2‐yl)methyl‐1 H ‐pyrazolo[3,4‐ b ]quinolines 4b‐d , and 1‐(4‐substituted‐4 H ‐5‐thioxo‐1,2,4‐triazole‐3‐yl)methyl‐1 H ‐pyrazolo[3,4‐ b ]quinolines 5a‐d . These compounds were prepared by cyclization of the new key intermediates 1‐(substituted thiocarbamoylhydrazinocarbonyl)methyl‐1 H ‐pyrazolo[3,4‐ b ]quinolines 2a‐d . The alkylthio, aralkylthio 6a‐f as well as the Mannich bases 8a‐f derived from compounds 5a‐d were also prepared. The structures of the new compounds were elucidated by elemental analyses, IR, 1 H‐NMR‐, and mass spectra. The antimicrobial as well as inotropic and chronotropic activities were studied.