ISSN : 0975-4423
EISSN : 0975-914X
Singh S.1*, Bishnoi A.2, Awasthi R.3, Pandey V.K.4, Tiwari A.K.5, Awasthi N.K.6, Srivastava K.7
1Department of Chemistry, Lucknow University, Lucknow-226007, India
2Department of Chemistry, Lucknow University, Lucknow-226007, India
3Department of Chemistry, Lucknow University, Lucknow-226007, India
4Department of Chemistry, Lucknow University, Lucknow-226007, India
5Department of Chemistry, Lucknow University, Lucknow-226007, India
6Department of Chemistry, Lucknow University, Lucknow-226007, India
7Department of Chemistry, Lucknow University, Lucknow-226007, India
* Corresponding Author : suruchi.singh19@gmail.com
Received : - Accepted : - Published : 21-12-2009
Volume : 1 Issue : 2 Pages : 52 - 55
Int J Drug Discov 1.2 (2009):52-55
DOI : http://dx.doi.org/10.9735/0975-4423.1.2.52-55
Keywords : Anthranilic acid, Benzoyl chloride, Pharmacophoric moieties Quinazolinones, Diabetes mellitus,
Antihyperglycemic activity
Conflict of Interest : None declared
Reaction of anthranilic acid with an excess equivalent of benzoyl chloride in dry pyridine afforded 2- phenyl- 4H- benzo [d] [1, 3] oxazin- 4- one (I) which on reaction with -aminoethanol (cholamine) in pyridine solvent yielded 3- (2- hydroxyethyl) - 2- phenylquinazolin- 4(3H)- one (II). When (II) was reacted with 8-hydroxyquinoline (oxine) in conc. H2SO4, 3- [2- (8- hydroxy- quinolin- 5- yl) ethyl] 2- phenylquinazolin - 4(3H)- one (III) was obtained which on reaction with primary aromatic amines and excess of aromatic aldehydes furnished 3- [2- (3- benzoyl- 2, 4- diphenyl- 3, 4- dihydro- 2H- [1, 3] oxazino [5, 6-h] quinazolin- 6- yl) ethyl- 2- phenyl- quinazolin -H(3H)- ones (IV). The target compounds (IV) and the intermediates (III) were evaluated for their antihyperglycemic activity in sucrose loaded rat models.