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Arzneimittelforschung 2008; 58(4): 174-181
DOI: 10.1055/s-0031-1296489
Analgesics · Anti-inflammatories · Antiphlogistics · Antirheumatic Drugs
Editio Cantor Verlag Aulendorf (Germany)

Synthesis and Pharmacological Evaluation of Some 3-(2-Methylphenyl)-2-Substituted Amino-quinazolin-4(3H)-ones as Analgesic and Anti-inflammatory Agents

Veerachamy Alagarsamy
1   Medicinal Chemistry Research Laboratory, Dayananda Sagar College of Pharmacy, Kumaraswamy Layout, Bangalore, India
,
Viswas Raja Solomon
2   Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow, India
,
Sankaranarayanan Murugesan
3   Medicinal Chemistry Research Laboratory, Arulmigu Kalasalingam College of Pharmacy, Anand Nagar, Krishnankovil, India
› Author Affiliations
Further Information

Publication History

Publication Date:
15 December 2011 (online)

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Abstract

A variety of novel 3-(2-methylphenyl)-2-substituted amino-quinazolin-4(3H)-ones were synthesized by reacting the amino group of 2-hydrazino-3-(2-methylphenyl)-quinazolin-4(3H)-one with a variety of aldehydes and ketones. The starting material 2-hydrazino-3-(2-methylphenyl)-quinazolin-4(3H)-one was synthesized from 2-methyl aniline. The title compounds were investigated for analgesic, anti-inflammatory and ulcerogenic index activities. Among these, the compound 2-(l-ethylpropylidene)-hydrazino-3-(2-methylphenyl)-quinazolin-4(3H)-one emerged as the most active compound for analgesic activity, while the compound 2-(1-methylbutylidene)-hydrazi-no-3-(2-methylphenyl)-quinazolin-4(3H)-one showed most potent anti-inflammatory activity of the series and was moderately more potent in its anti-inflammatory activity when compared to the reference standard diclofenac sodium (CAS 15307-86-5). Interestingly, the test compounds showed only mild ulcerogenic potential when compared to acetylsalicylic acid (CAS No: 50-78-2).

Key words

Analgesics - Anti-inflammatories - Quinazolines, analgesic and anti-inflammatory activities, synthesis
 

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