Derivatives of 1,2,5-thiadiazole-1-oxides and 1,1- dioxides...

Details Derivatives of 1,2,5-thiadiazole-1-oxides and 1,1- dioxides... Derivatives of 1,2,5-thiadiazole-1-oxides and 1,1- dioxides...

C - Chemistry, Metallurgy

07

D

260/301, 260/308

C07D 285/10 (2006.01) C07D 417/12 (2006.01)

Patent

CA 1263115

ABSTRACT A compound of the formula Image wherein p is 1 or 2; n is an integer of from 2 to 4 inclusive; R2 and R3 each are independently hydrogen, (lower)- alkyl, (lower)alkenyl, (lowerl)alkynyl, cyclo(lower)alkyl, cyclo(lower)alkyl(lower)alkyl, hydroxy(lower)alkyl, (lower)- alkoxy(lower)alkyl, (lower)alkylthio(lower)alkyl, amino- (lower)alkyl, (lower)alkylamino(lower)alkyl, di(lower)alkyl- amino(lower)alkyl, pyrrolidino(lower)alkyl, piperidino- (lower)alkyl, morpholino (lower)alkyl, piperazino(lower)- alkyl, pyridyl(lower)alkyl, amino, (lower)alkylamino, di(lower)alkylamino, 2,2,2-trifiuoroethyl, 2-fluoroethyl, hydroxy, (lower)alkoxy, 2,3-dihydroxypropyl, cyano, cyano(lower)alkyl, amidino, (lower)alkylamidino, A'-(CH2)m,Z'(CH2)n,-, phenyl, phenyl(lower)alkyl substituted phenyl or substituted phenyl(lower)alkyl, wherein the phenyl ring may contain one or two substituents independently selected from (lower)alkyl, hydroxy, (lower)alkoxy and halogen, or one substituent selected from methylenedioxy, trifluoromethyl and di(lower)- alkylamino; provided that R2 and R3 may not both be cyclo(lower)alkyl, phenyl, substituted phenyl, amino, (lower)alkylamino, di(lower)alkylamino, hydroxy, (lower) alkoxy, cyano, amidino, (lower)alkylamidino or A'-(CH2)m,Z'(CH2)n,-; or R2 and R3, taken together, may be -CH2CH2X(CH2)r-; r is an integer of from 1 to 3, inclusive; X is methylene, sulfur, oxygen or N-R4, provided that, when r is 1, X is methylene; R4 is hydrogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, (lower)alkanoyl or benzoyl; m' is an integer of from zero to 2, inclusive; n'is an integer of from 2 to 4, inclusive; Z' is sulfur, oxygen or methylene; A' is phenyl, imidazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, thiadiazolyl, oxadiazolyl, furyl, thienyl or pyridyl; provided that A' may contain one or two substituents, the first substituent being selected from (lower)alkyl, hydroxy, trifluoromethyl, halogen, amino, hydroxymethyl, (lower)alkoxy, Image and -(CH2)qNR5R6 , and the second substituent being selected from (lower)- alkyl, hydroxy, trifluoromethyl, halogen, amino, hydroxymethyl and (lower)alkoxy; q is an integer of from 0 to 6, inclusive; each R4 independently is as defined above, or the two R4 groups, taken together, may be ethylene; and R5and R6 each are independently hydrogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, cyclo(lower)- alkyl or phenyl, provided that R5 and R6 may not both be cyclo(lower)alkyl or phenyl, or R5 and R6, taken together with the nitrogen atom to which they are attached, may be pyrrolidino, morpholino, piperidino, methylpiperidino, N-methylpiperazino or homopiperidino or a salt, hydrate, solvate or N-oxide thereof, and a process for making such compound.

579080

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