synthesis and biological screening of 4-benzyl-2h-phthalazine derivatives合成和生物筛选4-benzyl-2h-phthalazine衍生品.pdfVIP

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synthesis and biological screening of 4-benzyl-2h-phthalazine derivatives合成和生物筛选4-benzyl-2h-phthalazine衍生品.pdf

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synthesis and biological screening of 4-benzyl-2h-phthalazine derivatives合成和生物筛选4-benzyl-2h-phthalazine衍生品

Pharmaceuticals 2011, 4, 1158-1170; doi:10.3390/ph4081158 OPEN ACCESS Pharmaceuticals ISSN 1424-8247 /journal/pharmaceuticals Article Synthesis and Biological Screening of 4-Benzyl-2H-phthalazine Derivatives Ashraf H.F. Abd El-Wahab 1,2,*, Hany M. Mohamed 1,3, Ahmed M. El-Agrody 4, Mohammed A. 1 1 El-Nassag and Ahmed H. Bedair 1 Chemistry Department, Faculty of Science, Al-Azhar University, 11884, Nasr City, Cairo, Egypt 2 Chemistry Department, Faculty of Science, Jazan University, 2097, Jazan, Saudi Arabia 3 Chemistry Department, Faculty of Medicine, Jazan University, 82621, Jazan, Saudi Arabia 4 Chemistry Department, Faculty of Science, King Khalid University, 9004, Abha, Saudi Arabia * Author to whom correspondence should be addressed; E-Mail: ash_abdelwahab@. Received: 20 June 2011; in revised form: 13 July 2011 / Accepted: 13 July 2011 / Published: 17 August 2011 Abstract: Preparation of 4-benzyl-2-substituted phthalazin-1-one derivatives 2-8 is reported. Condensation of 4-benzyl-1-chlorophthalazine (9) with a series of different nucleophiles gave 4-benzylphthalazin-1-ylamino derivatives (10-13 and 16) and 4-amino-2-[N-(4-benzylphthalazin-1-yl)-hydrazino]-6-arylpyrimidine-5-carbonitriles (14a,b). Interaction of 9 with ambident anions was also studied. 5-Benzyl-6,6a,12-triazobenzo[a]- anthracen-7-one (15) is obtained from 9 and anthranilic acid derivatives. Treatment of 16 with (EtO) CH/Ac O under reflux afforded the cor