SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF 2H-3-(VARIOUS SUBSTITUTED NDOL-2'-CARBOXAMIDYL)-3,4-DIHYDRO-1,3-BENZOXAZINES AND 2H-3-(2',5'-DISUBSTITUTED INDOL-3'-YL)METHYL-1,3-BENZOXAZOLES
Bhm. Mruthyunjayaswamy et al., SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF 2H-3-(VARIOUS SUBSTITUTED NDOL-2'-CARBOXAMIDYL)-3,4-DIHYDRO-1,3-BENZOXAZINES AND 2H-3-(2',5'-DISUBSTITUTED INDOL-3'-YL)METHYL-1,3-BENZOXAZOLES, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 37(5), 1998, pp. 453-460
2H-3-(Various substituted indol-2'-carboxamidylimino)-5-substituted me
thylphenols 3a-m obtained by the reaction of appropriately substituted
indole-2-carboxyhydrazides la-h and 5-substituted salicylaldehydes 2a
and b, on reduction with sodium borohydride followed by treatment wit
h formaldehyde yield respective 2H-3-(various substituted ndol-2'-carb
oxamidyl)-3,4-dihydro-1,3-benzoxazines 5a-m. 2-(2',5'-Disubstituted in
dol-3'-yl)methyliminophenols 8a-d have been synthesised by reacting 2,
5-disubstituted indol-3-carboxaldehydes 6a-d with o-aminophenol 7. Com
pounds 8a-d when reduced with sodium borohydride and subsequent treatm
ent with formaldehyde yield the desired 2H-3-(2',5'-disubstituted indo
l-3'-yl)methyl-1,3-benzoxazoles 10a-d. All the newly synthesised compo
unds have been tested for their antimicrobial activity against E.coli,
S.aureus, P.vulgaris and A.niger. Compounds 5a-f and 10a-d have been
screened for their anticatatonic and analgesic activities. Only compou
nds 5d, 5e and 10d are found to exhibit good anticatatonic activity an
d compounds 5e and 10a show good analgesic activity.