http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-035625-A1

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filingDate 2000-05-19^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 2004-06-23^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-035625-A1
titleOfInvention DERIVATIVES OF BENCENOSULFONAMIDE CINAMOILAMINOALQUIL-SUBSTITUTES, PROCESSES FOR ITS PREPARATION AND PHARMACEUTICAL PREPARATIONS THAT UNDERSTAND THEM
abstract The compounds of the formula (1) are valuable pharmaceutical active compounds that exhibit, for example, an inhibitory action on potassium channels sensitive to ATP in the heart muscle and / or in the heart nerve and are suitable, for example, for treatment of disorders of the cardiovascular system such as coronary heart disease, arrhythmias, heart failure or cardiomyopathies, or for the prevention of sudden cardiac death or to improve decreased contractility of the heart. Processes for the preparation of the compounds of the formula (1), their use and the pharmaceutical preparations comprising them. Claim 1: A compound of the formula (1), wherein X is oxygen, sulfur or cyanoimino; Y is - (CR5 2) n-, Z is NH or oxygen; the radicals A1, A2 and A3, which are independently of each other and can be identical or different, are hydrogen, halogen, C1-4 alkyl, C1-4 alkoxy, methylenedioxy, formyl or trifluoromethyl; R1 is C1-4 alkyl, or -O-C1-4 alkyl, or -O-C1-4 alkyl-E1-C1-4-D1 alkyl, wherein D1 is hydrogen or E2-C1-4-D2 alkyl, in which D2 is hydrogen or -E3-C1-4alkyl, in which E1, E2 and E3, which are independent of each other and can be identical or different, are O, S or NH; or -O-C 1-4 alkyl which is substituted by a radical of a 4- to 7-membered heterocycle containing one or two oxygen atoms as ring heteroatoms; or -O-C2-4 alkenyl; or -O-C1-4 alkyl-phenyl in which the phenyl group is unsubstituted or is substituted by 1 or 2 identical or different substituents taken from the group consisting of halogen, C1-4 alkyl, C1-4 alkoxy and trifluoromethyl; or -O-phenyl in which the phenyl group is unsubstituted or is substituted by 1 or 2 identical or different substituents taken from the group consisting of halogen, C1-4 alkyl, C1-4 alkoxy and trifluoromethyl; or halogen; or phenyl that is unsubstituted or substituted by 1 or 2 identical or different substituents taken from the group consisting of halogen, C1-4 alkyl, C1-4 alkoxy; S (O) m-C 1-4 alkyl, phenyl, amino, hydroxy, nitro, trifluoromethyl, cyano, hydroxycarbonyl, carbamoyl, C 1-4 alkoxycarbonyl and formyl; or C2-5 alkenyl which is unsubstituted or substituted by a substituent taken from the group consisting of phenyl, cyano, hydroxycarbonyl and C1-4 alkoxycarbonyl; or C2-5 alkynyl which is unsubstituted or substituted by a substituent taken from the group consisting of phenyl and C1-4 alkoxy; or monocyclic or bicyclic heteroaryl having one or two identical or different ring heteroatoms taken from the group consisting of oxygen, sulfur and nitrogen; or -S (O) m-phenyl which is unsubstituted or substituted by 1 or 2 identical or different substituents taken from the group consisting of halogen, C1-4 alkyl, C1-4 alkoxy and trifluoromethyl; or -S (O) m-C1-4 alkyl; R2 is hydrogen, C1-6 alkyl, C3-7 cycloalkyl, but it is not hydrogen if Z is oxygen; the radicals R3 and R4 that are independent of each other and can be identical or different, are phenyl that is unsubstituted or is substituted by 1 or 2 identical or different substituents taken from the group consisting of halogen, C1-4 alkyl, C1-4 alkoxy and trifluoromethyl, or hydrogen or C1-4 alkyl; the radicals R5, which are all independent of each other and can be the same or identical, are hydrogen or C1-3 alkyl; m is 0, 1 or 2; n is 1, 2, 3 or 4; in all its stereoisomeric forms and mixtures thereof in all proportions and their physiologically tolerable salts, excluding the compounds of the formula (1) in which, simultaneously, X is oxygen, Z is NH, R1 is halogen, C1-4 alkyl or -O-C1-4 alkyl and R2 is C2-6 alkyl or C5-7 cycloalkyl. Claim 8: A process for the preparation of a compound of the formula (1) according to one or more claims 1 to 7 which comprises converting a benzenesulfonamide of the formula (2) into a benzenesulfonyl isothiocyanate of the formula (3) by making reacting this with an amine of the formula R2-NH2 or an alcohol of the formula R2-OH, or for the preparation of a compound of the formula (1) in which Z is NH, reacting a benzenesulfonamide of the formula (2 ) or a salt thereof with an iso (thio) cyanate of the formula R2-N = C = X, or for the preparation of a compound of the formula (1) in which Z is NH and X is oxygen, making reacting a benzenesulfonamide of the formula (2) or a salt thereof with a trichloroacetamide of the formula Cl3C-CO-NH-R2, or for the preparation of a compound of the formula (1) in which Z is NH and X is oxygen, desulphurizing the corresponding compound of the formula (1) in which Z is NH and X is sulfur in the group thiourea, being A1, A2, A3, R1, R2, R3, R4, X and Y as defined in claims 1 to 7.
priorityDate 1999-05-20^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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