Amidoxime derivatives and process for preparing the same

Details Amidoxime derivatives and process for preparing the same Amidoxime derivatives and process for preparing the same

C - Chemistry, Metallurgy

07

D

260/354.1, 260/3

C07D 319/18 (2006.01) C07C 259/14 (2006.01) C07D 307/79 (2006.01) C07D 307/81 (2006.01) C07D 307/86 (2006.01) C07D 333/54 (2006.01)

Patent

CA 1037960

ABSTRACT OF THE DISCLOSURE: Amidoxime derivatives having the general formula: Image (I) and their pharmaceutically acceptable acid addition salts, whe- rein R1 and R2 are the same or different and each represent hydrogen or a straight-chain lower alkyl radical containing from 1 to 3 carbon atoms, n is 0, 1 or 2 and R is selected from the groups consisting of: A = Image B = Image C = Image D = Image wherein X represents oxygen or sulphur, Y...Z represents HC-CH or C=C, and R3 and R4 are the same or different and each repre- sent hydrogen or a branched- or straight-chain lower alkyl ra- dical containing from 1 to 3 carbon atoms, with the provisos that: a) when n is 1, R1 and R2 are each hydrogen and R is selected from the groups A, B, C and D. b) when n is 2, R1 and R2 are each hydrogen and R is selected from the groups A, B, C and the group D when it represents .beta.-naphthyl, are obtained by reacting a nitrile of the general formula: Image (II) wherein R, R1, R2 and n have the aforesaid meanings, in an alcoholic medium and in the presence of an alkali metal alcoholate, with hydroxylamine hydrochloride to obtain the desired compound of formula I in free base form which may be further treated with an organic or inorganic acid to form the corresponding pharmaceutically acceptable acid addition salt thereof. The compounds of the general for- mula I have been found to present psychotropic properties and more particularly thymoanaleptic properties producing very marked antidepressive and antiaggressive effects.

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