Substituted cycloalkene derivative

Details Substituted cycloalkene derivative Substituted cycloalkene derivative

C - Chemistry, Metallurgy

07

C

C07C 311/14 (2006.01) A61K 31/215 (2006.01) A61K 31/336 (2006.01) A61K 31/343 (2006.01) A61K 31/357 (2006.01) A61K 31/385 (2006.01) A61K 31/39 (2006.01) A61K 31/40 (2006.01) A61K 31/4025 (2006.01) A61K 31/443 (2006.01) A61K 31/5375 (2006.01) A61P 43/00 (2006.01) C07D 207/50 (2006.01) C07D 303/36 (2006.01) C07D 307/94 (2006.01) C07D 311/96 (2006.01) C07D 317/72 (2006.01) C07D 319/08 (2006.01) C07D 327/04 (2006.01) C07D 339/06 (2006.01) C07D 339/08 (2006.01) C07D 405/12 (2006.01) C07D 413/12 (2006.01) C07D 49

Patent

CA 2622694

[Object] To provide a substituted cycloalkene derivative having an action to supress intracellular signal transduction or cell activation induced by endotoxin and to suppress cell responses due to the intracellular signal transduction and cell activation such as an excess generation of inflammatory mediators such as TNF-.alpha., pharmacologically acceptable salts therefor, a medicament containing them as an active ingredient, a preparation method therefor, and a medicament containing the aforementioned substituted cycloalkene derivative as an active ingredient which is superior in prophylaxis and/or treatment of diseases such as sepsis (septic shock, disseminated intravascular coagulation, multiple organ failure and the like), that are associated with intracellular signal transduction or cell activation induced by endotoxin and to cell responses to the intracellular signal transduction and cell activation. [Solution] A compound represented by the general formula (I): (see formula I) {wherein X and Y represent a group in which X and Y together with a carbon atom to which they are bound form ring A (the ring is 3- to 7-membered heterocyclyl ring or 3- to 7-membered cycloalkyl ring), each represents a hydrogen atom, or X and Y together represent a substituent of ring B. 1 and m, independently from each other, represent an integer of 0 to 3 , and 1+ m is 1 to 3. R1 is an aliphatic hydrocarbon group and the like which may be substituted with a group selected from Substituent group .beta. and Substituent group .gamma.. n represents an integer of 0 to 3. R2 is a C1-C6 alkyl group and the like which may be substituted with a group selected from a hydrogen atom and Substituent group .beta.. R3 is a phenyl group, 5- to 6-membered heteroaryl group and the like which may be substituted with a group selected from Substituent group .epsilon.. R5 is a C1-C6 alkyl group and the like which may be substituted with a group selected from a hydrogen atom and Substituent group .beta.. Provided that in the case where R3 is a phenyl group which may be substituted with a group selected from Substituent group .epsilon., X and Y represent a group in which X and Y together with a carbon atom to which they are bound form ring A, or X and Y together represent a substituent of ring B. [Selected drawing] None

L'invention a pour objet un dérivé de cycloalcène substitué représenté par la formule générale (I) lequel a un effet de suppression de la transduction du signal intracellulaire ou de l'activation cellulaire provoquées par une endotoxine et d'une réponse cellulaire telle que l'hyperproduction d'un médiateur inflammatoire provoquée par celles-ci ; un sel acceptable du point de vue pharmacologique de celui-ci ; un procédé servant à produire celui-ci ; et un produit pharmaceutique contenant le dérivé de cycloalcène comme ingrédient actif, lequel est excellent dans la prévention et/ou le traitement d'une maladie telle qu'une sepsie (un choc septique, une coagulation intravasculaire disséminée, une insuffisance d'organes multiples ou similaire). Formule générale (I) : {Dans la formule, X et Y représentent un groupe qui forme le cycle A avec l'atome de carbone du cycle B auquel X et Y sont liés ou similaire. l et m représentent chacun indépendamment un nombre entier de 0 à 3 et l + m vaut 1 à 3. R1 représente un groupe hydrocarboné aliphatique qui peut être substitué ou similaire. n représente un nombre entier de 0 à 3. R2 représente un atome d'hydrogène, un groupe alkyle qui peut être substitué ou similaire, R3 représente un groupe phényle qui peut être substitué ou similaire et R5 représente un atome d'hydrogène, un groupe alkyle qui peut être substitué ou similaire.}

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