Design, synthesis, and antimicrobial activity of some new pyrazolo[3,4-d]pyrimidines

✍ Scribed by Soad M. Abdel-Gawad; M. M. Ghorab; A. M. Sh. El-Sharief; F. A. El-Telbany; M. Abdel-Alla

• Publisher: John Wiley and Sons
• Year: 2003
• Tongue: English
• Weight: 111 KB
• Volume: 14
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.10187

✦ Synopsis

Abstract

2‐Benzyl‐ and 2‐aryloxymethyl‐3‐amino‐1‐phenyl‐pyrazolo[3,4‐d]pyrimidine‐4‐ones 5a–f have been synthesized by reacting the corresponding arylacetylamino derivatives 3a–f with hydrazine hydrate. Thionation of compounds 5d–f by action of P~2~S~5~ in pyridine yielded 2‐aryloxy‐methyl‐3‐amino‐1‐pheny‐lpyrazolo[3,4‐d]pyrimidin‐4‐thions 6a–c. 2,5‐Diphenyl‐2,3‐dihydro‐1__H__‐pyrazolo[5′,1′:4:5]pyrazolo[3,4‐d]pyrimidine‐8‐one (8) was also obtained via reaction of ethyl‐2‐cinnamoylamino‐1‐phenyl‐pyrazole‐4‐car‐boxylate (7) with hydrazine hydrate. The prepared compounds were screened in vitro for their antimicrobial activity. Some of the tested compounds were found to be active at 100 μg/ml compared with reference compounds (Ampicillin and Trivid) as antibacterial agents and claforan as antifungal agent. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:530–534, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10187