Synthesis and pharmacological investigation of some novel 2-phenyl-3-(substituted methyl amino) quinazolin-4(3H)-ones as H1-receptor blockers.
A series of 2-phenyl-3-(substituted methyl amino) quinazolin-4(3H)-ones were synthesized from 3-amino-2-phenyl quinazolin-4(3H)-one. Their structures were confirmed by spectral data (IR, NMR, and MS) and the purity was ascertained by microanalysis. When tested for H1-receptor blocking activity on isolated guinea pig ileum all the test compounds inhibited histamine induced contraction whereas the compounds 1 (IC50 0.59 x 10(3) ng/ml) and 5 (IC50 0.49 x 10(3) ng/ml) were found to be two fold potent when compared to standard chlorpheniramine maleate. These compounds show less sedation (compound 1 shows 4%, compound 5 shows 7%) than the standard (33%). Hence they could serve as prototype molecules for future development.
Alagarsamy
V
V
Medicinal Chemistry Laboratory, S.B. College of Pharmacy, Sivakasi, India. samy_veera@yahoo.com
Venkatesaperumal
R
R
Vijayakumar
S
S
Angayarkanni
T
T
Pounammal
P
P
Senthilganesh
S
S
Kandeeban
S
S
D000818:Animals; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D006168:Guinea Pigs; D006634:Histamine H1 Antagonists / Q000138:chemical synthesis* / Q000494:pharmacology*; D006993:Hypnotics and Sedatives / Q000138:chemical synthesis / Q000494:pharmacology; D007082:Ileum / Q000187:drug effects; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D051379:Mice; D009043:Motor Activity / Q000187:drug effects; D011799:Quinazolines / Q000138:chemical synthesis* / Q000494:pharmacology*; D013055:Spectrophotometry, Infrared
D006634:Histamine H1 Antagonists; D006993:Hypnotics and Sedatives; D011799:Quinazolines