Synthesis and antimicrobial evaluation of some new thienopyrimidine derivatives.
Reaction of heteroaromatic o-aminonitrile with ethyl N-[bis(methylthio)methylene]amino acetate resulted in annelation of a thieno[3,2-e]imidazo[1,2-c]pyrimidine moiety in a one step process. [1,2,4]Triazolo[4,3-c]thieno- [3,2-e]pyrimidine derivatives were prepared by initial treatment of o-aminonitrile with carbon disulfide, followed by methylation with methyl iodide and subsequent reaction with benzhydrazide and thiosemicarbazide, respectively. Hydrazinothieno[2,3-d]pyrimidine was prepared by cyclization of heteroaromatic o-aminoester with formamide, followed by chlorination and subsequent displacement with hydrazine. Treatment of the hydrazino derivative with acetylacetone, benzaldehyde and acetic anhydride afforded pyrazolylpyrimidine, benzylidenehydrazonopyrimidine and triazolopyrimidine derivatives, respectively. Some of these derivatives exhibited pronounced antimicrobial activity.
Bhuiyan
M D Mosharef Hossain
MD
Department of Chemistry, University of Chittagong, Chittagong-4331, Bangladesh. mosharef65@yahoo.com
Rahman
Khandker M D Mizanur
KM
Hossain
M D Kamrul
MD
Rahim
Abdur
A
Hossain
Mohammed Ismail
MI
Abu Naser
Mohammad
M
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D002855:Chromatography, Thin Layer; D004121:Dimethyl Sulfoxide; D005658:Fungi / Q000187:drug effects; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000494:pharmacology*
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D000935:Antifungal Agents; D007202:Indicators and Reagents; D011743:Pyrimidines; C476003:thienopyrimidine; D004121:Dimethyl Sulfoxide