Synthesis and analgesic, anti-inflammatory activities of 3-(3-methoxyphenyl)-2-substituted amino-quinazolin-4(3H)-ones |
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Authors: | V Alagarsamy M Gopinath P Parthiban B Subba Rao K Murali V Raja Solomon |
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Institution: | (1) Medicinal Chemistry Research Laboratory, MNR College of Pharmacy, MNR Nagar, Sangareddy, Gr. Hyderabad, 502 294, India;(2) Department of Pharmaceutical Chemistry, Ratnam Institute of Pharmacy, Pidathapolur, Nellore, 524 346, India;(3) Department of Pharmaceutical Chemistry, C.L. Baid Metha College of Pharmacy, Thorappakkam, Chennai, 600 097, India;(4) Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow, 226 001, India |
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Abstract: | A variety of novel 3-(3-methoxyphenyl)-2-substituted amino-quinazolin-4(3H)-ones were synthesized by reacting the amino group of 2-hydrazino-3-(3-methoxyphenyl)-quinazolin-4(3H)-one with a variety of aldehydes and ketones. The starting material 2-hydrazino-3-(3-methoxyphenyl)-quinazolin-4(3H)-one was synthesized from 3-methoxy aniline. The title compounds were investigated for analgesic, anti-inflammatory, and
ulcerogenic behavior. Among these the compound 2-(1-methyl butylidene-hydrazino)-3-(3-methoxyphenyl)-3H-quinazolin-4-one (AS3) emerged as the most active compound for the analgesic activity, while the compound 2-(1-ethyl propylidene-hydrazino)-3-(3-methyoxyphenyl)-3H-quinazolin-4-one (AS2) showed most potent anti-inflammatory activity of the series and these compounds are moderately more potent when compared
to the reference standard diclofenac sodium. Interestingly the test compounds showed only mild ulcerogenic potential when
compared to acetylsalicylic acid. |
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