G. Menozzi et al., OMEGA-DIALKYLAMINOALKYL ETHERS OF PHENYL-(5-SUBSTITUTED 1-PHENYL-1H-PYRAZOL-4-YL)METHANOLS WITH ANALGESIC AND ANTIINFLAMMATORY ACTIVITY, Journal of heterocyclic chemistry, 34(3), 1997, pp. 963-968
A series of carbinols 3a-f was prepared starting from methanols 1a-f v
ia oxidation with pyridinium chlorochromate to aldehydes 2a-f, followe
d by a Grignard reaction of the latter. Reaction of 3a-f with omega-ch
loroalkyldialkylamine hydrochlorides afforded a series of aminoether d
erivatives 4g-t. Compounds 4i,m-p,s showed a good analgesic activity i
n the acetic acid writhing test in mice. Moreover, compounds 4h,l,s ex
hibited a moderate anti-inflammatory activity in the carrageenan-induc
ed edema assay in rats.