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filingDate 1992-06-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f227666e2ef9c122feae2fde74089412
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_5b19307d5400315457ad1309e8fd86c6
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publicationDate 1992-12-23-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber EP-0519831-A1
titleOfInvention N-Substituted heterocyclic derivatives, their preparation, and pharmaceutical compositions containing them
abstract R₁ et R₂ représentent chacun indépendamment un alkyle en C₁-C₆, un cycloalkyle en C₃-C₇ un phényle, un phénylalkyle, lesdits groupes alkyle, phényle et phénylalkyle étant éventuellement substitués par un ou plusieurs atomes d'halogène ou par un groupe choisi parmi un perfluoroalkyle en C₁-C₄, un hydroxyle, un alcoxy en C₁-C₄ ; ou R₁ et R₂ ensemble forment un groupe de formule =CR′₁R′₂, dans laquelle R′₁ représente l'hydrogène, un alkyle en C₁-C₄ ou un phényle, et R′₂ représente un alkyle en C₁-C₄ ou un phényle ; ou encore R₁ et R₂ liés ensemble représentent, soit un groupe de formule -(CH₂) n -, soit un groupe de formule -(CH₂) p Y(CH₂) q -, dans lequel Y est, soit un atome d'oxygène, soit un atome de soufre, soit un groupe CH substitué par un groupe alkyle en C₁-C₄ un phényle ou un phénylalkyle, soit un groupe N-R₅ dans lequel R₅ représente un hydrogène, un alkyle, un phénylalkyle, un alkylcarbonyle en C₁-C₄, un halogénoalkylcarbonyle en C₁-C₄, un polyhalogénoalkylcarbonyle en C₁-C₄, un benzoyle, un alpha aminoacyle ou un groupe N-protecteur, ou R₁ et R₂ liés ensemble avec l'atome de carbone auquel ils sont liés constituent un indane ou un adamantane ; R₃ représente un hydrogène, un alkyle en C₁-C₆, éventuellement substitué par un ou plusieurs atomes d'halogène ; un alcényle en C₂-C₆ ; un cycloalkyle en C₃-C₇ ; un phényle ; un phénylalkyle dans lequel l'alkyle est en C₁-C₃ ; un phénylalcényle dans lequel l'alcényle est en C₂-C₃, lesdits groupes phényles étant non substitués ou substitués une ou plusieurs fois par un atome d'halogène, un alkyle en C₁-C₄, un halogénoalkyle en C₁-C₄, un polyhalogénoalkyle en C₁-C₄, un hydroxyle ou un alcoxy en C₁-C₄; R₄ représente un groupement aromatique ; p + q = m; n est un nombre entier compris entre 2 et 11 ; m est un nombre entier compris entre 2 et 5 ; X représente un atome d'oxygène ou atome de soufre ; z et t sont nuls ou l'un est nul et l'autre représente 1 ; et leurs sels.The subject of the invention is compounds of formula in which : R₁ and R₂ each independently represent a C₁-C₆ alkyl, a C₃-C₇ cycloalkyl, a phenyl, a phenylalkyl, said alkyl, phenyl and phenylalkyl groups being optionally substituted by one or more halogen atoms or by a group chosen from a Cflu-C₄ perfluoroalkyl, hydroxyl, C₁-C₄ alkoxy; or R₁ and R₂ together form a group of formula = CR′₁R′₂, in which R′₁ represents hydrogen, C₁-C₄ alkyl or phenyl, and R′₂ represents C₁-C₄ alkyl or phenyl; or R₁ and R₂ linked together represent either a group of formula - (CH₂) n -, or a group of formula - (CH₂) p Y (CH₂) q -, in which Y is either an oxygen atom, either a sulfur atom, or a CH group substituted by a C₁-C₄ alkyl group, a phenyl or a phenylalkyl, or an N-R₅ group in which R₅ represents a hydrogen, an alkyl, a phenylalkyl, a C₁-C₄ alkylcarbonyl , a C₁-C₄ haloalkylcarbonyl, a C₁-C₄ polyhaloalkylcarbonyl, a benzoyl, an alpha aminoacyl or an N-protecting group, or R₁ and R₂ linked together with the carbon atom to which they are bonded constitute an indane or an adamantane ; R₃ represents hydrogen, C₁-C₆ alkyl, optionally substituted by one or more halogen atoms; C₂-C₆ alkenyl; C₃-C₇ cycloalkyl; phenyl; phenylalkyl in which the alkyl is C₁-C₃; a phenylalkenyl in which the alkenyl is C₂-C₃, said phenyl groups being unsubstituted or substituted one or more times by a halogen atom, a C₁-C₄ alkyl, a C₁-C₄ haloalkyl, a C₁ polyhaloalkyl -C₄, hydroxyl or C₁-C₄ alkoxy; R₄ represents an aromatic group; p + q = m; n is an integer between 2 and 11; m is an integer between 2 and 5; X represents an oxygen atom or sulfur atom; z and t are zero or one is zero and the other represents 1; and their salts.n n n Application: Medicines useful for the treatment of cardiovascular disorders, central nervous system disorders, glaucoma and diabetic retinopathy.
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