AR039041A1 - CYCLOPENTENE DERIVATIVES - Google Patents

CYCLOPENTENE DERIVATIVES

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Publication number
AR039041A1
AR039041A1 ARP030100983A ARP030100983A AR039041A1 AR 039041 A1 AR039041 A1 AR 039041A1 AR P030100983 A ARP030100983 A AR P030100983A AR P030100983 A ARP030100983 A AR P030100983A AR 039041 A1 AR039041 A1 AR 039041A1
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AR
Argentina
Prior art keywords
alkyl
alkoxy
hydrogen
amino
group
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ARP030100983A
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Spanish (es)
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Bayer Ag
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Publication of AR039041A1 publication Critical patent/AR039041A1/en

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    • C07D309/04—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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Abstract

La presente se refiere a derivados de ciclopenteno sustituidos, a un procedimiento para su preparación, así como a su uso para la preparación de medicamentos, especialmente para el tratamiento y/o la prevención de enfermedades tromboembólicas. Reivindicación 1: Compuestos de fórmula (1) en la que: R1 designa arilo (C6-10) o heteroarilo de 5 ó 6 miembros con hasta dos heteroátomos del grupo de N, O y/o S, que pueden estar sustituidos respectivamente de una a tres veces independientemente entre sí con restos seleccionados del grupo de halógeno, alquilo (C1-6), trifluorometilo, ciano, hidroxi, alcoxi (C1-6), trifluorometoxi, carboxilo, alcoxi(C1-4)-carbonilo, -C(O)-NR9R10, amino, mono- y dialquil(C1-6)-amino, en los que los restos alquilo y alcoxi anteriormente citados pueden estar sustituidos respectivamente a su vez con hidroxi, alcoxi (C1-4), carboxilo, alcoxi(C1-4)-carbonilo, amino, mono-, o dialquil(C1-4)-amino; y R9 y R10 significan independientemente entre sí hidrógeno o alquilo (C1-6); A designa un enlace o alcano(C1-4)-diilo, alqueno(C2-4)-diilo o alquino(C2-4)-diilo; R2 y R5 designan independientemente entre sí piridilo, tienilo, furilo, benzofuranilo, tetrahidropiranilo, ciclohexilo, o fenilo, que pueden estar sustituidos respectivamente una o dos veces independientemente entre sí con halógeno, alquilo (C1-6), trifluorometilo, ciano, amino, alcoxi (C1-6) o trifluorometoxi, en los que los restos alquilo y alcoxi anteriormente citados pueden estar sustituidos a su vez respectivamente con hidroxi, alcoxi (C1-4), carboxilo, alcoxi(C1-4)-carbonilo, amino, mono- o dialquil(C1-4)-amino; R3 y R4 designan independientemente entre sí hidrógeno, alquilo (C1-6), alquenilo (C2-6) ,alquinilo (C2-6) o cicloalquilo (C3-8), que pueden estar sustituidos respectivamente de una a tres veces independientemente entre sí con restos seleccionados del grupo de hidroxi, alcoxi (C1-6), ciano, flúor, cloro, -NR11R12, -C(O)-OR13, -C(O)-NR11R12, -SO2-OR13 y -SO2-OR3, en los que R11, R12 y R13 significan independientemente entre sí hidrógeno o alquilo (C1-6), o R3 y R4 junto con el átomo de carbono al que están unidos forman un anillo cicloalquilo con enlace espiro de 3 a 6 miembros; R6 designa hidrógeno, alquilo (C1-6), alcanoilo (C1-6) o un grupo de fórmula -C(O)-C(O)-OR14, en la que R14 significa hidrógeno o alquilo (C1-6); R7 designa hidrógeno; R8 designa hidroxi; o R7 y R8 junto con el átomo de carbono al que están unidos forman un grupo carbonilo o un grupo de fórmula C=N-O-R15, en la que R15 designa hidrógeno o alquilo (C1-6), que puede estar sustituido con hidroxi, alcoxi (C1-6), carboxilo, alcoxi(C1-4)-carbonilo o un grupo de fórmula -NR16R17 o -C(O)-NR16R17, en al que R16 y R17 significan independientemente entre sí hidrógeno o alquilo (C1-6); y sus sales, solvatos y solvatos de las sales para combatir enfermedades.This refers to substituted cyclopentene derivatives, a process for their preparation, as well as their use for the preparation of medicaments, especially for the treatment and / or prevention of thromboembolic diseases. Claim 1: Compounds of formula (1) in which: R1 designates (C6-10) aryl or 5- or 6-membered heteroaryl with up to two heteroatoms of the group of N, O and / or S, which may be substituted respectively by a three times independently from each other with moieties selected from the group of halogen, (C1-6) alkyl, trifluoromethyl, cyano, hydroxy, (C1-6) alkoxy, trifluoromethoxy, carboxyl, (C1-4) alkoxycarbonyl, -C ( O) -NR9R10, amino, mono- and dialkyl (C1-6) -amino, in which the aforementioned alkyl and alkoxy moieties can be substituted respectively in turn with hydroxy, (C1-4) alkoxy, carboxyl, alkoxy ( C1-4) -carbonyl, amino, mono-, or dialkyl (C1-4) -amino; and R9 and R10 independently mean hydrogen or (C1-6) alkyl; A designates a bond or (C1-4) alkane-diyl, (C2-4) alkene-diyl or (C2-4) -alkyl; R2 and R5 independently designate each other pyridyl, thienyl, furyl, benzofuranyl, tetrahydropyranyl, cyclohexyl, or phenyl, which can be respectively substituted once or twice independently from each other with halogen, (C1-6) alkyl, trifluoromethyl, cyano, amino, (C1-6) alkoxy or trifluoromethoxy, in which the aforementioned alkyl and alkoxy moieties may in turn be substituted respectively with hydroxy, (C1-4) alkoxy, carboxyl, (C1-4) alkoxycarbonyl, amino, mono - or dialkyl (C1-4) -amino; R3 and R4 independently designate hydrogen, (C1-6) alkyl, (C2-6) alkenyl, (C2-6) alkynyl or cycloalkyl (C3-8), which may be substituted respectively one to three times independently of each other. with residues selected from the group of hydroxy, (C1-6) alkoxy, cyano, fluorine, chlorine, -NR11R12, -C (O) -OR13, -C (O) -NR11R12, -SO2-OR13 and -SO2-OR3, in which R11, R12 and R13 independently mean each other hydrogen or (C1-6) alkyl, or R3 and R4 together with the carbon atom to which they are attached form a 3- to 6-membered cycloalkyl ring; R6 designates hydrogen, (C1-6) alkyl, (C1-6) alkanoyl or a group of the formula -C (O) -C (O) -OR14, wherein R14 means hydrogen or (C1-6) alkyl; R7 designates hydrogen; R8 designates hydroxy; or R7 and R8 together with the carbon atom to which they are attached form a carbonyl group or a group of formula C = NO-R15, in which R15 designates hydrogen or (C1-6) alkyl, which may be substituted with hydroxy, (C1-6) alkoxy, carboxyl, (C1-4) alkoxycarbonyl or a group of the formula -NR16R17 or -C (O) -NR16R17, wherein R16 and R17 independently mean hydrogen or (C1-6) alkyl ); and its salts, solvates and solvates of salts to fight diseases.

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