SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME NEW QUINOLINE AND 1H-PYRAZOLO[3,4-b]QUINOLINE DERIVATIVES | ||||
Bulletin of Pharmaceutical Sciences Assiut University | ||||
Article 6, Volume 27, Issue 2, December 2004, Page 237-245 PDF (220.49 K) | ||||
Document Type: Original Article | ||||
DOI: 10.21608/bfsa.2004.65452 | ||||
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Authors | ||||
Monir A-S. Amin1; Mohammed M. Ismail2; Saber E-S. Barakat1; Ashraf A-A. Abdul-Rahman1; Ashraf H. Bayomi1; Kamal M.A. El-Gamal1 | ||||
1Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt | ||||
2Department of Organic Chemistry, Faculty of Pharmacy, Cairo University, Cairo, Egypt | ||||
Abstract | ||||
Vilsmeier formylation of acetanilide I followed by treatment with hydroxylamine produced 2-chloroquinoline-3-carbonitrile II that was condensed with different amines to give 2- substituted aminoquinolines-3-carbonitriles III. Treatment of II with thiourea yielded 2- mercaptoquinoline-3-carbonitrile IV, which was converted to its potassium salt V that was condensed with some chloroacetate esters to produce 2-substituted thioquinoline-3- carbonitriles VI. Hydrazinolysis of II or IV gave 1H-pyrazolo[3,4-b]quinolin-3-ylamine VII. Condensation of VII with different aryl aldehydes resulted in the corresponding imines VIII. Treatment of VII with p-chloro-benzoyl chloride afforded the amide IX. Some of the synthesized compounds were evaluated for their antibacterial and antifungal activity. | ||||
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