AR082534A1 - Compuestos que interactuan con proteina reguladora de glucocinasa para el tratamiento de diabetes - Google Patents
Compuestos que interactuan con proteina reguladora de glucocinasa para el tratamiento de diabetesInfo
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- AR082534A1 AR082534A1 ARP110103068A ARP110103068A AR082534A1 AR 082534 A1 AR082534 A1 AR 082534A1 AR P110103068 A ARP110103068 A AR P110103068A AR P110103068 A ARP110103068 A AR P110103068A AR 082534 A1 AR082534 A1 AR 082534A1
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- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
- C07D333/30—Hetero atoms other than halogen
- C07D333/34—Sulfur atoms
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- A61P3/04—Anorexiants; Antiobesity agents
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- A—HUMAN NECESSITIES
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- A61P3/06—Antihyperlipidemics
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- A—HUMAN NECESSITIES
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- 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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- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
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- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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
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- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
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- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
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- C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
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- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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Abstract
La presente solicitud se refiere a compuestos de la fórmula (1), que interactúan con la proteína reguladora de glucocinasa. Además, la presente se refiere a métodos para tratar diabetes tipo 2, y otras enfermedades y/o afecciones donde la proteína reguladora de glucocinasa está involucrada usando los compuestos, o las sales farmacéuticamente aceptables de los mismos, y composiciones farmacéuticas que contienen los compuestos, o sales farmacéuticamente aceptables de los mismos.Reivindicación 1: Un compuesto de la fórmula (1), o una sal farmacéuticamente aceptable del mismo, caracterizado porque Y es -CF3, -CHF2, -CFH2, -alquilo C1-6, -O-alquilo C1-6, -(CRcRc)ORc, o cicloalquilo C3-6; A es un resto del grupo de fórmulas (2); R3 es un anillo arilo de cinco o seis miembros o anillo heteroarilo de cinco o seis miembros que contiene desde 1 hasta 3 heteroátomos independientemente seleccionados de N, O, o S, cuyo anillo arilo o heteroarilo puede opcionalmente sustituirse con desde uno hasta cuatro sustituyentes independientemente seleccionados de alquilo C1-6, -O-alquilo C1-6, -NRcRc, - CF3, -CN, -OH, -NO2 o halo; cada Rb es independientemente hidrógeno, alquilo C1-6, -S(=O)2alquilo C1-6, -C(=O)alquilo C1-6, -CD3, -(CRcRc)nCFH2, -(CRcRc)nCF2H, -(CRcRc)nCF3, -(CRcRc)n-arilo de 5 hasta 10 miembros, -(CRcRc)n-arilo sustituido de 5 hasta 10 miembros, -(CRcRc)n-heteroarilo de 5 hasta 10 miembros que contiene desde 1 hasta 3 heteroátomos independientemente seleccionados de N, O, o S, -(CRcRc) heteroarilo sustituido de 5 hasta 10 miembros que contiene desde 1 hasta 3 heteroátomos independientemente seleccionados de N, O, o S, -(CRcRc)n-cicloalquilo de 3 hasta 10 miembros, -(CRcRc)n-cicloalquilo sustituido de 3 hasta 10 miembros, -(CRcRc)n-heterocicloalquilo de 3 hasta 10 miembros que contiene desde 1 hasta 3 heteroátomos independientemente seleccionados de N, O, o S, o -(CRcRc)n-heterocicloalquilo sustituido de 3 hasta 10 miembros que contiene desde 1 hasta 3 heteroátomos independientemente seleccionados de N, O, o S, en donde los grupos sustituidos pueden tener desde uno hasta cuatro sustituyentes independientemente seleccionados de -alquilo C1-6, -O-alquilo C1-6, -NRcRc, -CF3, -CN, -(CRcRc)nORc, cicloalquilo C3-6, halo, -(CRcRc)nNRcS(=O)2Rc, -(CRcRc)nC(=O)ORc, -(CRcRc)nC(=O)NRcRc, arilo de 5 hasta 10 miembros o arilo sustituido de 5 hasta 10 miembros o arilo sustituido de 5 hasta 10 miembros con desde uno hasta cuatro sustituyentes independientemente seleccionados de -alquilo C1-6, -O-alquilo C1-6, -NRcRc, -CF3, -CN, -(CRcRc)nORc, cicloalquilo C3-6, halo, -(CRcRc)nNRcS(=O)2Rc, -(CRcRc)nC(=O)ORc, -(CRcRc)nC(=O)NRcRc; cada Rc es independientemente hidrógeno o alquilo C1-6; X1, X2, X3 y X4 son cada uno independientemente seleccionados de CRa o N; X5 y X6 son independientemente seleccionados de N o CRa; X7 es N o CR4; X8 es N o CR5; cada Ra, R4 y R5 son independientemente seleccionados de hidrógeno, alquilo C1-6, halo, -CºCCF2CH3, -CºCCF2CF3, -O-alquilo C1-6, -(CRbRb)nNRcRc, -(CRbRb)nCF3, -(CRbRb)nORc, -(CRbRb)nCN, -(CRbRb)nNRb(CRbRb)nORc, -(CRbRb)nNRb(CRbRb)n-arilo de 5 hasta 10 miembros, -(CRbRb)nNRb(CRbRb)n-arilo sustituido de 5 hasta 10 miembros, -(CRbRb)nO(CRbRb)n-arilo de 5 hasta 10 miembros, -(CRbRb)nO(CRbRb)n-arilo sustituido de 5 hasta 10 miembros, -(CRbRb)nO(CRbRb)n-heteroarilo de 5 hasta 10 miembros, -(CRbRb)nO(CRbRb)n-heteroarilo sustituido de 5 hasta 10 miembros, -(CRbRb)nNRb(CRbRb)n-heteroarilo de 5 hasta 10 miembros, -(CRbRb)nNRb(CRbRb)n-heteroarilo sustituido de 5 hasta 10 miembros, -(CRbRb)n-arilo de 5 hasta 10 miembros, -(CRbRb)n-arilo sustituido de 5 hasta 10 miembros, -(CRbRb)n-heteroarilo de 5 hasta 10 miembros, -(CRbRb)n-heteroarilo sustituido de 5 hasta 10 miembros, -(CRbRb)n-cicloalquilo de 3 hasta 10 miembros, -(CRbRb)n-cicloalquilo sustituido de 3 hasta 10 miembros, -(CRbRb)n-heterocicloalquilo de 5 hasta 10 miembros, -(CRbRb)n-heterocicloalquilo sustituido de 5 hasta 10 miembros, -CºC-Rb, -CºC-(CRbRb)nORc, -CºC-(CRbRb)n-heterocicloalquilo de 3 hasta 10 miembros, -CºC(CRbRb)n-heterocicloalquilo sustituido de 3 hasta 10 miembros, -(CRbRb)n-heterocicloalquilo de 3 hasta 10 miembros, -(CRbRb)n-heterocicloalquilo sustituido de 3 hasta 10 miembros, -(CRbRb)nO(CRbRb)n-cicloalquilo de 3 hasta 10 miembros, -(CRbRb)nO(CRbRb)n-cicloalquilo sustituido de 3 hasta 10 miembros, -(CRbRb)nO(CRbRb)n-heterocicloalquilo de 3 hasta 10 miembros, -(CRbRb)nO(CRbRb)n-heterocicloalquilo sustituido de 3 hasta 10 miembros, -(CRbRb)nNRb(CRbRb)n-heterocicloalquilo de 3 hasta 10 miembros, -(CRbRb)nNRb(CRbRb)n-heterocicloalquilo sustituido de 3 hasta 10 miembros, -CºC-(CRbRb)nNRbC(=O)ORb, -CºC-(CRbRb)nNRbRb, -CºC-(CRbRb)nNRb-S(=O)2Rb, -(CRbRb)nS(CRbRb)n-arilo de 5 hasta 10 miembros, -(CRbRb)nS(CRbRb)n-arilo sustituido de 5 hasta 10 miembros, -(CRbRb)nS(CRbRb)n-heteroarilo de 5 hasta 10 miembros, -(CRbRb)nS(CRbRb)n-heteroarilo sustituido de 5 hasta 10 miembros, -(CRbRb)nS(=O)2(CRbRb)n-arilo de 5 hasta 10 miembros, -(CRbRb)nS(=O)2(CRbRb)n-arilo sustituido de 5 hasta 10 miembros, -(CRbRb)nS(=O)2(CRbRb)n-heteroarilo de 5 hasta 10 miembros, -(CRbRb)nS(=O)2(CRbRb)n-heteroarilo sustituido de 5 hasta 10 miembros, -(CRbRb)nS(=O)(CRbRb)n-arilo de 5 hasta 10 miembros, -(CRbRb)nS(=O)(CRbRb)n-arilo sustituido de 5 hasta 10 miembros, -(CRbRb)nNRbS(=O)2(CRbRb)n-arilo de 5 hasta 10 miembros, -(CRbRb)nNRbS(=O)2(CRbRb)n-arilo sustituido de 5 hasta 10 miembros, -(CRbRb)nNRbS(=O)2(CRbRb)n-heteroarilo de 5 hasta 10 miembros, -(CRbRb)nNRb)S(=O)2(CRbRb)n-heteroarilo sustituido de 5 hasta 10 miembros, -(CRbRb)nNRb)-S(=O)2Rb, -(CRbRb)nNRb-C(=O)Rb, o -(CRbRb)nNRb-S(=O)2NRbRb, en donde los grupos heteroarilo o heterocicloalquilo pueden tener desde 1 hasta 3 heteroátomos independientemente seleccionados de O, N o S, y en donde los grupos sustituidos pueden tener desde uno hasta cuatro sustituyentes independientemente seleccionados de -alquilo C1-6, -O-alquilo C1-6, -NRcRc, -CF3, -CN, -(CRcRc)nORc, cicloalquilo C3-6, halo, -(CRcRc)nNRcS(=O)2Rc, -(CRcRc)nC(=O)ORc, -(CRcRc)nC(=O)NRcRc, arilo de 5 hasta 10 miembros o arilo sustituido de 5 hasta 10 miembros con desde uno hasta cuatro sustituyentes independientemente seleccionados de -alquilo C1-6, -O-alquilo C1-6, -NRcRc, CF3, CN, -(CRcRc)nORc, cicloalquilo C3-6, halo, -(CRcRc)nNRcS(=O)2Rc, -(CRcRc)nC(=O)ORc, -(CRcRc)nC(=O)NRcRc, o uno o más átomos de carbono en cualquier grupo del anillo puede reemplazarse con -C(=O)- o -S(=O)2-; y cada n es independientemente 0, 1 ó 2; con la condición de que el compuesto no es 1,1,1,3,3,3-hexafluoro-2-(4-(4-(2-tiofenilsulfonil)-1-piperazinil)fenil)-2-propanol; 1,1,1,3,3,3-hexafluoro-2-(4-(4-(fenilsulfonil)-1-piperazinil)fenil)-2-propanol; 1,1,1,3,3,3-hexafluoro-2-(4-(4-((2-fluorofenil)sulfonil)-1-piperazinil)fenil)-2-propanol; 2-(4-(4-(3-clorofenilsulfonil)piperazin-1-il)fenil)-1,1,1,3,3,3-hexafluoro-2-propanol; o 2-(4-(4-((2-clorofenil) sulfonil)-1-piperazinil)fenil)-1,1,1,3,3,3-hexafluoro-2-propanol.
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WO2013123444A1 (en) * | 2012-02-17 | 2013-08-22 | Amgen Inc. | Sulfonyl compounds that interact with glucokinase regulatory protein |
WO2013173382A1 (en) * | 2012-05-15 | 2013-11-21 | Amgen Inc. | Benzothiophene sulfonamides and other compounds that interact with glucokinase regulatory protein |
WO2014035872A1 (en) * | 2012-08-27 | 2014-03-06 | Amgen Inc. | Tricyclic alkynes that interact with glucokinase regulatory protein |
JP6102637B2 (ja) * | 2013-08-22 | 2017-03-29 | Jsr株式会社 | 芳香族ジハライド化合物、重合体、重合体組成物及び成形体 |
CN108912020B (zh) * | 2018-06-05 | 2021-05-28 | 上海博志研新药物技术有限公司 | 奥当卡替及其中间体的制备方法 |
WO2021072369A1 (en) * | 2019-10-11 | 2021-04-15 | Duke University | Lpxh targeting compounds, compositions thereof, and methods of making and using the same |
CN114349711B (zh) * | 2022-02-28 | 2023-08-15 | 四川依维欣医药科技有限公司 | 一种(R)-1-Boc-3-羟甲基哌嗪的合成方法 |
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GB9821199D0 (en) | 1998-09-30 | 1998-11-25 | Glaxo Group Ltd | Chemical compounds |
US7459540B1 (en) | 1999-09-07 | 2008-12-02 | Amgen Inc. | Fibroblast growth factor-like polypeptides |
BRPI0314038B8 (pt) | 2002-09-06 | 2021-05-25 | Amgen Inc | anticorpo humano isolado, molécula de ácido nucleico isolada, vetor, uso de um anticorpo, e, composição farmacêutica |
EP1663193B1 (en) * | 2003-09-12 | 2012-04-04 | Merck Serono SA | Sulfonamide derivatives for the treatment of diabetes |
FR2874011B1 (fr) | 2004-08-03 | 2007-06-15 | Sanofi Synthelabo | Derives de sulfonamides, leur preparation et leur application en therapeutique |
GB0505084D0 (en) | 2005-03-11 | 2005-04-20 | Glaxo Group Ltd | Compounds |
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CA2632027A1 (en) * | 2005-12-14 | 2007-06-21 | Amgen Inc. | Diaza heterocyclic sulfonamide derivatives and their uses |
MX2008012064A (es) * | 2006-03-23 | 2008-12-17 | Amgen Inc | Compuestos de amida 1-fenilsulfonil-diaza-heterociclica y sus usos como moduladores de hidroxiesteroide deshidrogenadas. |
US8173645B2 (en) * | 2007-03-21 | 2012-05-08 | Takeda San Diego, Inc. | Glucokinase activators |
MX2010002772A (es) | 2007-09-21 | 2010-03-31 | Array Biopharma Inc | Derivados de piridin-2-il-amino-1,2,4-tiadiazol como activadores de glucocinasa para el tratamiento de diabetes mellitus. |
WO2009096198A1 (ja) * | 2008-02-01 | 2009-08-06 | Pharma Ip Limited Liability Intermediary Corporations | 新規ビアリール誘導体 |
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PE20120021A1 (es) | 2008-10-10 | 2012-02-10 | Amgen Inc | Mutantes fgf21 |
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AU2011293584A1 (en) | 2013-03-07 |
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CA2808590A1 (en) | 2012-03-01 |
WO2012027261A1 (en) | 2012-03-01 |
UY33568A (es) | 2012-03-30 |
AU2011293584B2 (en) | 2014-07-31 |
MX2013002208A (es) | 2013-05-30 |
JP2013536233A (ja) | 2013-09-19 |
TW201238941A (en) | 2012-10-01 |
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