Thiocarbamide derivatives and process for preparing thereof

C - Chemistry – Metallurgy – 07 – C

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260/545.7

C07C 335/12 (2006.01)

Patent

CA 1069931

ABSTRACT OF THE DISCLOSURE This invention relates novel thiocarbamide derivatives of the general formula I Image (I) wherein R1, R2 and R3 may stand for identical or different groups, and they denote each a hydrogen atom, a C1-8 straight or branched-chain, saturated or unsaturated alkyl, or dialkylaminoalkyl groups, alkyl substituted with one or more halogen atoms, further hydroxy, dialkylamino, or nitro groups or halogen atoms; R4 denotes a hydrogen atom, a saturated or unsaturated straight or branched-chain C1-8 alkyl a C2-6 straight or branched-chain hydroxyalkyl a hydroxyl group; R5 denotes a C2-6 straight or branched-chain hydroxyalkyl group or a C3-6 straight or branched-chain unsaturated alkyl group; R6 denotes a hydrogen atom, a straight or branched-chain saturated or unsaturated C1-7 alkyl group which may be substituted with a hydroxy group or with one or more halogen atoms, or a C3-6 cycloalkyl group, with the proviso that R6 must have a meaning other than hydrogen atom when R1, R2, R3 and R4 each denote a hydrogen atom and R5 stands for a 2-hydroxyethyl, 3-hydroxypropyl, 4-hydroxy- butyl or 1,1-dimethyl-2-hydroxyethyl group; or when R2, R3, and R4 each denote a hydrogen atom, R5 denotes a 2-hydroxyethyl group and R1 denotes a 2-chloro, 4-chloro, 4-bromo or 2-methyl group; or when R1 denotes a 4-bromo group, R2, R3 and R4 each denote a hydrogen atom and R5 stands for a 4-hydroxybutyl group; or when R1 denotes a 2-methyl group, R2 a 4-methyl or 5-methyl group, R3 and R4 each stand for a hydrogen atom, and R5 is a 2-hydroxyethyl group; or when R1 denotes a 2-methoxy group, R2 a 4-hydroxy group, R3 and R4 each a hydrogen atom and R5 a 2-hydroxyethyl group; or when R1, R2 and R3 each denote a hydrogen atom, R5 denotes a 2-hydroxyethyl group and R4 stands for a 2-hydroxyethyl or 2-methylpropyl group. It also relates to a process for the preparation of the new compounds of formula 1. Certain of the compounds of this invention exhibit very favourable diuretic and saluretic effects even when administered in small doses. Other compounds of the invention exhibit blood-pressure lowering, analgesic or antidepressant affects combined with low toxicity. More details of this activity are dis- closed.

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