Patent ID: 6251905
Filing Date: 2001-06-26
Classification: C07D

Abstract:
A compound of the formula: ##STR121##wherein:ring Q is optionally substituted with one to three substituents selected from (i) halogen atom, (ii) alkyl group, (iii) halogeno-alkyl group, (iv) alkoxy group, (v) halogeno-alkoxy group, (vi) alkylthio group, (vii) halogeno-alkylthio group, (viii) hydroxyl group, (ix) carboxyl group, (x) cyano group, (xi) nitro group, (xii) amino group, (xiii) mono-alkyl amino group, (xiv) di-alkyl amino group, (xv) formyl group, (xvi) mercapto group, (xvii) alkyl-carbonyl group, (xviii) alkoxy-carbonyl group, (xix) sulfo group, (xx) alkylsulfonyl group, (xxi) carbamoyl group, (xxii) mono-alkyl-carbamoyl group, or (xxiii) di-alkyl-carbamoyl group; with the proviso that when Q is substituted by more than one substituent selected from (ix) carboxyl group, (x) cyano group, (xi) nitro group, (xv) formyl group, (xvii) alkyl-carbonyl group, (xviii) alkoxy-carbonyl group, (xix) sulfo group or (xx) alkylsulfonyl group, these substituents are substituted in the meta position to each other and there is a maximum of two of these substituents present on ring Q;B is an optionally substituted divalent C.sub.1-16 hydrocarbon selected from the group consisting of a C.sub.1-15 alkylene group, C.sub.2-16 alkenylene group, C.sub.2-16 alkynylene group, phenylene group and a combination thereof;X is a bond;R.sup.2 is a hydrogen atom or an optionally substituted C.sub.1-18 hydrocarbon group selected from an alkyl group, a cycloalkyl group, an alkenyl group, an aralkyl group, or an aryl group; andR.sup.3a is an electron withdrawing group selected from (i) --SO.sub.2 R.sup.4 wherein R.sup.4 is an optionally substituted hydrocarbon group, (ii) --CO--R.sup.5 wherein R.sup.5 is a hydrogen atom or an optionally substituted hydrocarbon group, (iii) --COOR.sup.6 wherein R.sup.6 is an optionally substituted hydrocarbon group, (iv) --CON(R.sup.7)R.sup.8 wherein R.sup.7 and R.sup.8 respectively are a hydrogen atom or an optionally substituted hydrocarbon group, or, R.sup.7 and R.sup.8 form a ring together with the adjacent nitrogen atom, (v) a nitro group or (vi) a cyano group;R.sup.2 and R.sup.3a may form a ring together with the adjacent nitrogen atom to form a 5 or 6 membered ring selected from the group consisting of 2-, 3-, or 4-piperidyl, 2- or 3-pyrrolyl, and 1,2- 1,4-dihydro-4-pyridyl rings; andR.sup.1 is a hydrogen atom, a halogen atom, an optionally substituted C.sub.1-18 hydrocarbon group selected from an alkyl group, a cycloalkyl group, an alkenyl group, an aralkyl group, or an aryl group, or an C.sub.1-6 acyl group;wherein when the hydrocarbon group of R.sup.1 or R.sup.2 is substituted, then the hydrocarbon group is substituted as follows:the alkyl, cycloalkyl, alkenyl and alkynyl groups are substituted with one to five substituents selected from the group consisting of (i) nitro group, (ii) hydroxyl group, (iii) cyano group, (iv) carbamoyl group, (v) mono-alkyl-carbamoyl group, (vi) di-alkyl-carbamoyl group, (vii) carboxyl group, (viii) alkoxy-carbonyl group, (ix) sulfo group, (x) halogen atom, (xi) alkoxy group, (xii) phenoxy group, (xiii) halogenophenoxy group, (xiv) alkylthio group, (xv) mercapto group, (xvi) phenylthio group, (xvii) pyridylthio group, (xviii) alkylsulfinyl group, (xix) alkylsulfonyl group, (xx) amino group, (xxi) acylamino group, (xxii) mono-alkylamino group, (xxiii) di-alkylamino group, (xxiv) 4 to 6 member cyclic amino group, (xxv) acyl group, (xxvi) benzoyl group and (xxvii) 5 to 10 member heterocyclic group;the aralkyl group is substituted with one to four substituents selected from the group consisting of (i) halogen atom, (ii) alkyl group, (iii) halogeno-alkyl group, (iv) alkenyl group, (v) acyl group (vi) alkoxy group, (vii) nitro group (viii) cyano group, (ix) hydroxyl group, (x) alkoxy-carbonyl group, (xi) carbamoyl group, (xii) mono-alkyl-carbamoyl group, (xiii) di-alkyl-carbamoyl, (xiv) mono- alkenyl-carbamoyl group, and (xv) di-alkenyl-carbamoyl group; andthe aryl group is substituted with one to four substituents selected from the group consisting of (i) halogen atom, (ii) alkyl group, (iii) halogeno-alkyl group, (iv) alkenyl group, (v) acyl group, (vi) alkoxy group, (vii) nitro group, (viii) cyano group, (ix) hydroxyl group, (x) alkoxy-carbonyl group, (xi) carbamoyl group, (xii) mono-alkyl-carbamoyl group, (xiii) di-alkyl-carbamoyl, (xiv) mono- alkenyl-carbamoyl group, (xv) di-alkenyl-carbamoyl group and (xvi) oxo group; andwherein when the divalent C.sub.1-16 hydrocarbon of B is substituted, the divalent C.sub.1-16 hydrocarbon is substituted as follows:the alkylene, alkenylene and alkynylene groups are substituted with an optionally substituted alkyl group, optionally substituted aralkyl group, or optionally substituted aryl group, andthe phenylene group is substituted with one to four substituents selected from (i) halogen atom, (ii) alkyl group, (iii) alkoxy group, (iv) alkylthio group, (v) hydroxyl group, (vi) carboxyl group, (vii) cyano group, (viii) nitro group, (ix) amino group, (x) mono-alkyl amino group, (xi) di-alkyl amino group, (xii) formyl group, (xiii) mercapto group, (xiv) alkyl-carbonyl group, (xv) alkoxy-carbonyl group, (xvi) sulfo group, (xvii) alkylsulfonyl group, (xviii) carbamoyl group, (xix) mono-alkyl-carbamoyl group, or (xx) di-alkyl-carbamoyl group; with the proviso that when the phenylene group is substituted by more than one substituent selected from (vi) carboxyl group, (vii) cyano group, (viii) nitro group, (xii) formyl group, (xiv) alkyl-carbonyl group, (xv) alkoxy-carbonyl group, (xvi) sulfo group or (xvii) alkylsulfonyl group, these substituents are substituted in the meta position to each other and there is a maximum of two of these substituents present on the phenylene group; or a pharmaceutically acceptable salt thereof.