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Synthesis of Novel Thieno[2,3‐ d ]pyrimidine, Thieno[2,3‐ b ]pyridine and Thiazolo[3,2‐ a ]thieno[2,3‐ d ]pyrimidine Derivatives and Their Effect on the Production of Mycotoxins
Author(s) -
Abdelrazek Fathy M.,
Salah Abdellatif M.,
Elbazza Zeinab E.
Publication year - 1992
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.19923250510
Subject(s) - pyrimidine , chemistry , pyridine , stereochemistry , d 1 , bicyclic molecule , medicinal chemistry , biochemistry , receptor
The thiophene derivative 1 reacts with the active methylene reagents 2a‐c to afford the thieno[2,3‐ d ]pyrimidine derivatives 6a,b and 8 , respectively. 1 reacts with phenacyl bromide 2d to afford the N ‐alkylation product 9 and reacts with phenacyl thiocyanate 2e to afford the N ‐(thiazol‐2‐yl) derivative 10 , which was further cyclized into thiazolo[3,2‐ a ]thieno[2,3‐ d ]pyrimidine derivative 12. Compound 1 reacts also with the cinnamonitriles 3a,b to afford the thieno[2,3‐ b ]pyridines 15a,b , respectively. 1 undergoes either acetylation or hydrolysis to afford the thieno[2,3‐ b ]pyridine derivative 19 and the thiophene derivative 22 , respectively. Some of the new compounds show inhibitory effect to the production of mycotoxins and to fungal growth.