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4‐Cyclohexyl‐1‐substituted‐4 H ‐[1,2,4]triazolo [4,3‐ a ] quinazolin‐5‐ones: Novel Class of H 1 ‐antihistaminic Agents
Author(s) -
Alagarsamy V.,
Meena S.,
Ramaseshu K. V.,
Solomon V. Raja,
Kumar T. Durai Ananda
Publication year - 2007
Publication title -
chemical biology and drug design
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.59
H-Index - 77
eISSN - 1747-0285
pISSN - 1747-0277
DOI - 10.1111/j.1747-0285.2007.00544.x
Subject(s) - chlorpheniramine maleate , chemistry , histamine , stereochemistry , combinatorial chemistry , pharmacology , medicine , chromatography
A series of novel 1‐substituted‐4‐cyclohexyl‐4 H ‐[1,2,4]triazolo [4,3‐ a ] quinazolin‐5‐ones were synthesized by the cyclization of 3‐cyclohexyl‐2‐hydrazino‐3 H ‐quinazolin‐4‐one with various one carbon donors. When tested for their in vivo H 1 ‐antihistaminic activity on guinea‐pigs, all the test compounds protected the animals from histamine induced bronchospasm significantly. The compound 4‐cyclohexyl‐1‐methyl‐4 H ‐[1,2,4]triazolo[4,3‐ a ] quinazolin‐5‐one ( II ) emerged as the most active compound of the series and it is more potent (72.96% protection) when compared to the reference standard chlorpheniramine maleate (71.00% protection). The compound II shows negligible sedation (9%) when compared to chlorpheniramine maleate (30%). Hence, it could serve as prototype molecule for further development as a new class of H 1 ‐antihistamines.