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AR062221A1 - Imidazolidina-2,4- dionas sustituidas con arilaminoarilalquilo, medicamentos que comprenden estos compuestos y su uso - Google Patents

Imidazolidina-2,4- dionas sustituidas con arilaminoarilalquilo, medicamentos que comprenden estos compuestos y su uso

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AR062221A1
AR062221A1 ARP070103461A ARP070103461A AR062221A1 AR 062221 A1 AR062221 A1 AR 062221A1 AR P070103461 A ARP070103461 A AR P070103461A AR P070103461 A ARP070103461 A AR P070103461A AR 062221 A1 AR062221 A1 AR 062221A1
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Argentina
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alkyl
cycloalkyl
aryl
heteroaryl
cooh
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Sanofi Aventis
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    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/72—Two oxygen atoms, e.g. hydantoin
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    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/4164—1,3-Diazoles
    • A61K31/4166—1,3-Diazoles having oxo groups directly attached to the heterocyclic ring, e.g. phenytoin
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    • A61K31/00—Medicinal preparations containing organic active ingredients
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    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/4164—1,3-Diazoles
    • A61K31/4178—1,3-Diazoles not condensed 1,3-diazoles and containing further heterocyclic rings, e.g. pilocarpine, nitrofurantoin
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
    • A61P25/32—Alcohol-abuse
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
    • A61P25/34—Tobacco-abuse
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/04—Anorexiants; Antiobesity agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/06—Antihyperlipidemics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics

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  • Health & Medical Sciences (AREA)
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  • Pregnancy & Childbirth (AREA)
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  • Hospice & Palliative Care (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

Composiciones farmacéuticas que los componen y usos como fármacos anti-obesidad y antidiabéticos. Reivindicacion 1: Un compuesto de la formula 1 en la que R, R' son cada uno independientemente H, alquilo C1-6, donde alquilo C1-6 puede estar sustituido con halogeno, O-R14, S(O)m-R12 o NR13R15; o R y R' juntos forman un anillo que tiene tres a ocho átomos de carbono, donde un átomo de carbono puede estar reemplazado con O, S(O)m, NR13 o NR15; m es 0, 1, 2; n es 0, 1, 2, 3, 4; p es 1, 2, 3, 4, 5, q es 1, 2, 3, 4; r es 2, 3, 4, 5, 6; v es 0, 1, 2, 3, 4; A, D, E, G, L son cada uno independientemente C o N, donde no hay un sustituyente R1, R2, R3, R4, R5 correspondiente cuando se definen como N; R1, R2, R3, R4, R5 son cada uno independientemente H, F, Cl, Br, I, CN, N3, NC, NO2, CF3, alquilo C1-8, cicloalquilo C3-8, (CH2)n-[cicloalquenilo C3-8], (CH2)q-[cicloalquilo C3-8], (CH2)n-[bicicloalquilo C7-12], (CH2)n-[bicicloalquenilo C7-12], (CH2)n-[tricicloalquilo C7-12], adamantan-1-ilo, adamantan-2 ilo, (CH2)n-arilo, (CH2)n-heteroarilo, OCF3, OR11, NR13R15, NH-CN, S(O)m-R12, SO2-NH2, SO2-N=CH-N(CH3)2, SO2-NH-CO-R12, SO2-NH-CO-NHR12, SO2-NH-CO-R16, SO2-NH-[alquilo C1-8], SO2-NH-[cicloalquilo C3-8], SO2-NH-(CH2)r-OH, SO2-NH-(CH2)n-arilo, SO2-NH-(CH2)n-heteroarilo, SO2-N[alquilo C1-8]2, SO2-R16, SF5, CO-O[alquilo C1-8], CO-O[cicloalquilo C3-8], CO-O-(CH2)r-NH2, CO-O (CH2)n-arilo, CO-O-(CH2)n-heteroarilo, CO-NH2, CO-NH-CN, CO-NH-[alquilo C1-8], CO-NH-(CH2)r-OH, CO- N[alquilo C1-8]2, CO-NH-[cicloalquilo C3-8], CO-N[cicloalquilo C3-8]2, C(=NH)-O-[alquilo C1-6], C(=NH)-NH2, C(=NH)-NHOH, C(=NH)-[NHO-alquilo C1-6], C(=NH)-NR12R13, C(=NH)-R16, C(=NR13)-NR12R13, CO-NH-SO2-R16, CO-NH-SO2-NHR12, CO-R16, COOH, CO- alquilo Ci1-8 , CO-cicloalquilo C3-8, CO-(CH2)n-[bicicloalquilo C7-12], CO-(CH2)n-[tricicloalquilo C7-12], CO-arilo, CO-heteroarilo, CH(OH)-arilo, CH(OH)-heteroarilo, CH[O-alquil C1-6]-arilo, CH[O-alquil C1-6]-heteroarilo, CHF-arilo, CHF- heteroarilo, CF2-arilo, CF2-heteroarilo, CHO, CH2-OH, CH2-CN, CH2-O-R12, CH2-O-(CH2)n-CO-O[alquilo C1-8], CH2-O-(CH2)n-CO-NH2, CH2-O-(CH2)q-COOH, donde los radicales alquilo, cicloalquilo, cicloalquenilo, bicicloalquilo, bicicloalquenilo y tricicloalquilo pueden estar sustituidos con átomos de fluor y donde los radicales arilo o heteroarilo pueden estar sustituidos con halogeno, CN, alquilo C1-6, cicloalquilo C3-6, O-alquilo C1-6, S(O)m-alquilo C1-6, SO2-NH2, COOH, CONH2, CO-O-alquilo C1-6, CO-alquilo C1-6 y donde los radicales alquilo pueden estar sustituidos con átomos de fluor; R6, R7, R8, R9, R10 son cada uno independientemente R11, NR17-heterociclo bicíclico, NR17-arilo, NR17-heteroarilo, donde el radical arilo o heteroarilo puede estar condensado a un anillo de carbono aromático o no aromático de 5 o 6 miembros en el que uno o más grupos CH o CH2 pueden reemplazarse con átomos de oxígeno y donde el anillo de carbono aromático o no aromático de 5 o 6 miembros puede estar sustituido con F, =O o alquilo C1-6 y donde el. heterociclo bicíclico puede contener entre 9 y 12 miembros de anillo y hasta cinco grupos CH o CH2 pueden estar cada uno independientemente reemplazados con N, NR20, O, S(O)m o C=O y donde el radical arilo o heteroarilo o el heterociclo bicíclico puede no estar sustituido o estar mono o polisustituido con R11, F, Cl, Br, I, CN, N3, NC, NO2, CF3, (CH2)n-O-R11, (CH2)n-O-(CH2)r-OH, (CH2)n-O-CH(CH2OH)2, (CH2)-O-(CH2)n-CO-O-(CH2)r-NH2, (CH2)n-O- (CH2)n-CO-NH-(CH2)r-OH, (CH2)n-O-azucar, (CH2)n-O-ácido de azucar, (CH2)n-O-glucosido, (CH2)n-O-galactosido, (CH2)n-O--glucuronido, O-R13, OCF3, (CH2)n-O-(CH2)r-NH2, (CH2)n-NH-R11, (CH2)n-N[(CH2)q-CO-O-alquilo C1-6]2, (CH2)n-N[(CH2)q- COOH]2, (CH2)n-N[(CH2)q-CONH2]2, (CH2)n-NH-R13, (CH2)n-N(R13)2, (CH2)n-NH-CN, (CH2)n-NH-SO2-R16, (CH2)n-NH-(CH2)n-SO2-R12, (CH2)n-NR12-CO-R16, (CH2)n-NR12-CO-NR12R13, (CH2)n-NR12-CO-N(R12)2, (CH2)n-NR12-CO-NHR11, (CH2)n-NH-C(=NH)-NH2, (CH2)n-NH- C(=NH)-R16, (CH2)n-NH-C(=NH)-NHR12, (CH2)n-NR12-C(=NR13)-NHR12, (CH2)n-NR12-C(=NR12)-NR12R13, (CH2)n-NH-(CH2)n-CO-O-(CH2)r-NH2, (CH2)n-NH-(CH2)n-CO-NH-[alquilo C1-8], (CH2)n-NH-(CH2)n-CO-NH-CH2)r-OH, (CH2)n-NH-(CH2)n-CO-N[alquilo C1-8]2, (CH2)n-NH- (CH2)n-CO-NH-[cicloalquilo C3-8], (CH2)n-NH-(CH2)n-CO-N[cicloalquilo C3-8]2, (CH2)n-NH-C-(CH3)2-CO-O-alquilo C1-8, (CH2)n-NH-C(CH3)2-CO-O-cicloaiquilo C3-8, (CH2)n-NH-C(CH3)2-CO-O-(CH2)r-NH2, (CH2)n-NH-C(CH3)2-CO-O-(CH2)n-arilo, (CH2)n-NH-C(CH3)2-CO- O-(CH2)n-heteroarilo, (CH2)-NH-C(CH3)2-CO-NH2, (CH2)n-NH-C(CH3)2-CO-NH-[alquilo C1-8], (CH2)n-NH-C(CH3)2-CO-NH-(CH2)r-OH, (CH2)n-NH-C-(CH3)2-CO-N[alquilo C1-8]2, (CH2)n-NH-(CH3)2-CO-NH-[cicloalquilo C3-8], (CH2)n-NH-C(CH3)2-CO-N[cicloalquilo C3-8]2, (CH2)n-NH-C(CH3)2-COOH, S(O)m-R12, SO2-R16, SO2-N=CH-N(CH3)2, un grupo de formula (2), SO2-NH-CO-R12, SO2-NHR12, SO2-NH-(CH2)r-OH, SO2-N[alquilo C1-8]2, SO2-NH-(CH2)r-NH2, SF5, COOH, CO-NH2, (CH2)q-CN, (CH2)n-CO-NH-CN, (CH2)n-CO-NH-piperidin-1-ilo, (CH2)n-CO-NH-SO2-NHR12, (CH2)n-CO-NH-SO2-R18, (CH2)n-CHO, (CH2)n-C(=NH)-NH2, (CH2)n-C(=NH)-NHOH, (CH2)n-C(=NH)-[NH-O-alquilo C1-6], (CH2)n-C(=NH)(R16), (CH2)n-C(=NR13)NHR12, (CH2)n-C(=NR12)NR12R13, (CH2)n-C(=NH)O[alquilo C1-6], donde los radicales alquilo y cicloalquilo puede estar sustituidos con átomos de fluor y donde los radicales arilo o heteroarilo pueden estar sustituidos con halogeno, CN, alquilo C1-6 , cicloalquilo C3-6, O-alquilo C1-6, S(O)m-alquilo C1-6, SO2-NH2, COOH, CONH2, CO-O- alquilo C1-6, CO-alquilo C1-6 y donde los radicales alquilo pueden estar sustituidos con átomos de fluor; F, Cl, Br, I, CN, N3 NC, NO2, CF3, (CH2)n-O-R11, (CH2)n-O-(CH2)r-OH, (CH2)n-O-CH(CH2OH)2, (CH2)n-O-(CH2)n-CO-O-(CH2)r-NH2, (CH2)n-O-(CH2)n-CO- NH-(CH2)r-OH, (CH2)n-O-azucar, (CH2)n-O-ácido de azucar, (CH2)n-O-glucosido, (CH2)n-O-galactosido, (CH2)n-O-glucuronido, O-R13, OCF3, (CH2)n-NH-R11, (CH2)n-NH- R13, (CH2)n-NH-CN, (CH2)n-NH-SO2-R16, (CH2)n-NH-(CH2)n-SO2-R12, (CH2)n-NR12-CO-R16, (CH2)n-NR12-CO-NR12R13, (CH2)n-R12- CO-N(R12)2, (CH2)n-NR12-CO-NHR11, (CH2)n-NH-C(=NH)-NH2, (CH2)n-NH-C(=NH)-R16, (CH2)n-NH-C(=NH)-NHR12, (CH2)n-NR12-C(=NR13)-NHR12, (CH2)n-NR12-C(=NR12)-NR12R13, (CH2)n-NH-(CH2)n-CO-O-(CH2)r-NH2, (CH2)n-NH-(CH2)n-CO- NH-[alquilo C1-8], (CH2)n-NH-(CH2)n-CO-NH-CH2)r-OH, (CH2)n-NH-(CH2)n-CO-N[alquilo C1-8]2, (CH2)n-NH-(CH2)n-CO-NH-[cicloalquilo C3-8], (CH2)n-NH-(CH2)n-CO-N[cicloalquilo C3-8]2, (CH2)n-NH-C-(CH3)2-CO-O-alquilo C1-8, (CH2)n-NH-C(CH3)2-CO-O- cicloaiquilo C3-8, (CH2)n-NH-C(CH3)2-CO-O-(CH2)r-NH2, (CH2)n-NH-C(CH3)2-CO-O-(CH2)n-arilo, (CH2)n-NH-C(CH3)2-CO-O-(CH2)n-heteroarilo, (CH2)-NH-C(CH3)2-CO-NH2, (CH2)n-NH-C(CH3)2-CO-NH-[alquilo C1-8], (CH2)n-NH-C(CH3)2-CO-NH-(CH2)r-OH, (CH2)n-NH-C- (CH3)2-CO-N[alquilo C1-8]2, (CH2)n-NH-(CH3)2-CO-NH-[cicloalquilo C3-8], (CH2)n-NH-C(CH3)2-CO-N[cicloalquilo C3-8]2, (CH2)n-NH-C(CH3)2-COOH, S(O)m-R12, SO2-R16, SO2-N=CH-N(CH3)2, un grupo de formula (2), SO2-NH-CO-R12, SO2-NHR12, SO2-NH-(CH2)r-OH, - SO2-N[alquilo C1-8]2, SO2-NH-(CH2)r-NH2, SF5, COOH, CO-NH2, (CH2)q-CN, (CH2)n-CO-NH-CN, (CH2)n-CO-NH-piperidin-1-ilo, (CH2)n-CO-NH-SO2-NHR12, (CH2)n-CO-NH-SO2-R18, (CH2)n-CHO, (CH2)n-C(=NH)-NH2, (CH2)n-C(=NH)-NHOH, (CH2)n-C(=NH)(R16), (CH2)n- C(=NR13)NHR12, (CH2)n-C(=NR12)NR12R13, (CH2)n-C(=NH)O[alquilo C1-6], donde los radicales alquilo y cicloalquilo puede estar sustituidos con átomos de fluor y donde los radicales arilo o heteroarilo pueden estar sustituidos con halogeno, CN, alquilo C1-6 , cicloalquilo C3-6, O-alquilo C1-6, S(O)m-alquilo C1-6, SO2-NH2, COOH, CONH2, CO-[O-alquilo C1-6], CO-alquilo C1-6 y donde los radicales alquilo pueden estar sustituidos con átomos de fluor, donde por lo menos uno de los radicales R6, R7, R8, R9, y R10 es siempre definido como NR17-arilo o NR17-heterociclo bicíclico o NR17-heteroarilo; donde uno de los cuatro pares de radicales de R6 y R7, o R7 y R8, o R8 y R9, o R9 y R10 puede, en cada caso formar los grupos -CH2-CH2-CH2- o -CH2-CH2-CH2- CH2- en los que hasta dos grupos -CH2- se pueden reemplazar con -O- y donde los grupos -CH2-CH2-CH2- o -CH2-CH2-CH2-CH2- pueden estar sustituidos con F, alquilo C1-8 o =O; R11 es H, alquilo C1-8, alquenilo C2-10, alquinilo C2-10, cicloalquilo C3-8, (CH2)q-[cicloalquilo C3-8], (CH2)n-[bicicloalquilo C7-12], (CH2)n-[cicloalquenilo C3-10], (CH2)n-[bicicloalquenilo C3-10], (CH2)n-[tricicloalquilo C7-12], (CH2)n-arilo, (CH2)n-C0-[O-alquilo C1-8], (CH2)n-CO-[O-cicloalquilo C3-8], (CH2)n-O- CO- [alquilo C1-8], (CH2)n-O-CO-[cicloalquilo C3-8], (CH2)n-O-CO-arilo, (CH2)-CO-heteroarilo, (CH2)n-CO-[O-(CH2)v-arilo], (CH2)n-CO-[O-(CH2)v-heteroarilo], (CH2)q-CO-NH2, (CH2)q-COOH, (CH2)q-CO-NH-CN, (CH2)n-P(O)(OH)[O-alquilo C1-6], (CH2)n-PO[O-alquilo C1-6]2, (CH2)n-P(O)(OH)(O-CH2-arilo), (CH2)n-P(O)(O-CH2-arilo)2, (CH2)n-P(O)(OH)2, (CH2)n-SO3H, (CH2)n-SO2-NH2, (CH2)n-CO-NH-[alquilo C1-8], (CH2)n-CO-N[alquilo C1-8]2, (CH2)n-CO-NH-[cicloalquilo C3-8], (CH2)n-CO-N[cicloalquilo C3-8]2, alquenil C2- 10-CO-O-[alquilo C1-6), alquenil C2-10-CONH2, alquenil C2-10-COOH, alquenil C2-10-CO-O-[alquilo C1-6], alquinil C2-10-CONH2, alquinil C2-10-COOH, (CH2)n-CR21[CO-O-alquilo C1-6]2, (CH2)n-CR21(CONH2)2, (CH2)n-CR21(COOH)2, (CH2)n-CR21R22CO-O[alquilo C1- 6], (CH2)n-CR21R22CONH2, (CH2)n-CR21R22COOH, (CH2)n-CO-R16, (CH2)n-C(CH3)2-CO-O[alquilo C1-8], (CH2)n-C(CH3)2-CO-[cicloalquilo C3-8], (CH2)n-C(CH3)r-CO-O-(CH2)r-NH2, (CH2)n-C(CH3)2-CO-O-(CH2)n-arilo, (CH2)n-C(CH3)2-CO-O-(CH2)n-heteroarilo, (CH2)n- C(CH3)2-CO-NH2, (CH2)n-C(CH3)2-CO-NH-[alquilo C1-8], (CH2)n-C(CH3)2-CO-NH-(CH2)r-OH, (CH2)n-C(CH3)2-CO-N[alquilo C1-8]2, (CH2)n-C(CH3)2-CO-NH-[cicloalquilo C3-8], (CH2)n-C(CH3)2-CO-N[cicloalquilo C3-8]2, (CH2)n-C(CH3)2-COOH, (CH2)n-CO-NH-C(CH3)2-CO- O[alquilo C1-8], (CH2)n-CO-NH-C(CH3)2-CONH2, (CH2)n-CO-NH-C(CH3)2-COOH, donde los radicales alquilo, alquenilo, alquinilo y cicloalquilo, bicicloalquilo, cicloalquenilo y bicicloalquenilo pueden estar sustituidos con átomos de fluor y donde el radical arilo o heteroarilo puede estar sustituido con halogeno, CN, alquilo C1-6, cicloalquilo C3-6, O-alquilo C1-6, S(O)
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JP2010500300A (ja) 2010-01-07
US7759366B2 (en) 2010-07-20
CA2666193A1 (en) 2008-02-14
NO20090749L (no) 2009-03-06
EP2061767B1 (de) 2014-12-17
US20090215728A1 (en) 2009-08-27
PE20080525A1 (es) 2008-06-19
CO6150174A2 (es) 2010-04-20
MX2009001043A (es) 2009-02-06
KR20090047458A (ko) 2009-05-12
CL2007002296A1 (es) 2008-02-08
WO2008017381A8 (de) 2009-05-14
BRPI0715160A2 (pt) 2013-06-11
IL196785A0 (en) 2009-11-18
RU2009108280A (ru) 2010-09-20

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