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AR070910A1 - Derivados de sulfonamida sustituida - Google Patents

Derivados de sulfonamida sustituida

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Publication number
AR070910A1
AR070910A1 ARP090100936A ARP090100936A AR070910A1 AR 070910 A1 AR070910 A1 AR 070910A1 AR P090100936 A ARP090100936 A AR P090100936A AR P090100936 A ARP090100936 A AR P090100936A AR 070910 A1 AR070910 A1 AR 070910A1
Authority
AR
Argentina
Prior art keywords
aryl
heteroaryl
cycloalkyl
group
alkyl
Prior art date
Application number
ARP090100936A
Other languages
English (en)
Original Assignee
Gruenenthal Gmbh
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=39743099&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR070910(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Gruenenthal Gmbh filed Critical Gruenenthal Gmbh
Publication of AR070910A1 publication Critical patent/AR070910A1/es

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—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
    • C07D295/04—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 substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—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 substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/135—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 substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/06—Antiasthmatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/08—Drugs for disorders of the urinary system of the prostate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/12—Drugs for disorders of the urinary system of the kidneys
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/06—Antipsoriatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
    • 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
    • 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
    • A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
    • 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
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • 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
    • A61P25/06—Antimigraine agents
    • 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
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
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    • 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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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
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    • A61P37/08—Antiallergic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
    • C07C311/17—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
    • C07C311/19—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/22—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
    • C07C311/29—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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
    • C07D211/56—Nitrogen atoms
    • C07D211/58—Nitrogen atoms attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—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
    • C07D401/02—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
    • 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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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

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  • Pain & Pain Management (AREA)
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Abstract

La presente se relaciona con los derivados de sulfonamida sustituida, los procesos para la preparacion de estos, los medicamentos que contienen estos compuestos y el uso de los derivados de sulfonamida sustituida para la preparacion de medicamentos, para el dolor, migrana, diabetes, neuropatías, antialérgico. Reivindicacion 1: Un derivado de sulfonamida sustituida de la formula general 1 caracterizado porque m representa 0 o 1; n y p independiente uno del otro, cada uno representa 0, 1 o 2; u y v independiente uno del otro, cada uno representa 0, 1, 2, 3 o 4, con la condicion de que u + v = 1, 2, 3 o 4; Q representa un enlace simple, -CH2- o -O-; A representa un enlace simple y X representa N o A representa -N(R7)-(CH2)0-5- y X representa CH; R1 representa arilo, heteroarilo o un arilo o heteroarilo unido vía un grupo alquileno C1-3; R2 y R3 están definidos segun se describe en (i) o (ii); (i) R2 representa H, alquilo C1-6, cicloalquilo C3-8, arilo, heteroarilo: o denota un cicloalquilo C3-8, arilo o heteroarilo ligados vía un grupo alquileno C1-6, alquenileno C2-6 o alquinileno C2-6; R3 representa H, alquilo C1-6, arilo o heteroarilo, o denota un arilo o heteroarilo ligados vía un grupo alquileno C1-6, alquenileno C2-6 o alquinileno C2-6, o (ii) R2 y R3 junto con el grupo -N-(CH2)m-CH- que se une a ellos, forman un anillo heterocíclico, que se puede fusionar con un radical arilo o heteroarilo, en donde el anillo heterocíclico es saturado o al menos monoinsaturado, pero no aromático, tiene 4-, 5-, 6- o 7- miembros, puede contener, además del heteroátomo N al cual está ligado el radical R2, al menos un heteroátomo más o un grupo de heteroátomos, escogidos del grupo constituido por N, NR8, O, S, S=O o S(=O)2; en donde el radical R8 denota H, alquilo C1-6, -C(=O)-R9, cicloalquilo C3-8, arilo, heteroarilo o cicloalquilo C3-8, arilo o heteroarilo ligados vía un grupo alquileno C1-3, y R9 denota alquilo C1-6, cicloalquilo C3-8, arilo o heteroarilo ligados vía un grupo alquileno C1-3, o cicloalquilo C3-8, arilo o heteroarilo ligados via un grupo alquileno C1-3; R4 y R5 están definidos segun se describe en (iii) o (iv); (iii) R4 y R5 independiente uno del otro, cada uno denota H, alquilo C1-6, alquenilo C2-6, cicloalquilo C3-8, heterocicloalquilo de 3- a 8- miembros, arilo o heteroarilo o cicloalquilo C3-8, heterocicloalquilo de 3- a 8- miembros, arilo o heteroarilo ligados vía un grupo alquileno C1-3; o (iv) R4 y R5 junto con el átomo de nitrogeno que se une a ellos, forman un anillo heterocíclico insustituido o mono o polisustituido, que se puede fusionar con un sistema de anillo saturado, al menos monoinsaturado o aromático, insustituido o mono o polisustituido, en donde el anillo heterocíclico es saturado o al menos monoinsaturado, pero no aromático, tiene 4-, 5-, 6- o 7- miembros, puede contener, además del heteroátomo N al cual están ligados los radicales R4 y R5, al menos un heteroátomo más o un grupo de heteroátomos, escogidos del grupo constituido por N, NR10, O, S, S=O y S(=O)2; R10 representa un radical tomado del grupo formado por H, alquilo C1-6, cicloalquilo C3-8, arilo, heteroarilo o un arilo, heteroarilo o cicloalquilo C3-8, ligados vía un grupo alquileno C1-3, y R11 representa un radical tomado del grupo formado por H, alquilo C1-6, cicloalquilo C3-8, arilo o heteroarilo o un arilo, heteroarilo o cicloalquilo C1-3, ligados vía un grupo alquileno C1-3; R6 representa un arilo, heteroarilo o un arilo o heteroarilo, ligados via un grupo alquileno C1-6; R7 representa H, alquilo C1-6, cicloalquilo C3-8 o un cicloalquilo C3-8, ligados vía un grupo alquileno C1-3; en donde los radicales mencionados anteriormente alquilo C1-6, alquenilo C2-6, alquileno C1-3, alquileno C1-6, alquenileno C2-6, alquinileno C2-6, cicloalquilo C3-8, heterocicloalquilo, arilo y heteroarilo, pueden en cada caso ser insustituidos o sustituidos una o varias veces por radicales idénticos o diferentes y los radicales mencionados anteriormente alquilo C1-6, alquenilo C2-6, alquileno C1-3, alquileno C1-6, alquenileno C2-6, pueden en cada caso ser ramificados o no ramificados: opcionalmente, en la forma de un enantiomero individual o de un diastereomero individual, en la forma del racemato, de los enantiomeros, de los diastereomeros, mezclas de los enantiomeros y/o de los diastereomeros, y en cada caso en la forma de sus bases y/o sales fisiologicamente compatibles.
ARP090100936A 2008-03-17 2009-03-16 Derivados de sulfonamida sustituida AR070910A1 (es)

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EP (1) EP2257527A1 (es)
JP (1) JP2011514368A (es)
AR (1) AR070910A1 (es)
CA (1) CA2718551A1 (es)
CL (1) CL2009000637A1 (es)
PE (1) PE20091579A1 (es)
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CA2666406A1 (en) * 2006-10-16 2008-04-24 Gruenenthal Gmbh Substituted sulfonamide derivatives for use as bradykinin 1 receptor modulators
EP2240458B1 (de) * 2008-02-06 2011-08-03 Boehringer Ingelheim International GmbH Arylsulfonamide wirksam als schmerzmittel
RU2503674C2 (ru) * 2008-04-08 2014-01-10 Грюненталь Гмбх Замещенные производные сульфонамида
CN102791687B (zh) * 2009-12-18 2015-02-11 北京凯因科技股份有限公司 C型肝炎病毒复制的新型抑制剂
AR084209A1 (es) * 2010-12-08 2013-05-02 Gruenenthal Gmbh Metodo para la sintesis de derivados de aminociclohexanona sustituidos
US9770026B2 (en) 2012-10-25 2017-09-26 Shenyang Sinochem Agrochemicals R&D Co., Ltd. Substituted pyrimidine compound and uses thereof
CN104710409B (zh) 2013-12-13 2019-06-04 沈阳中化农药化工研发有限公司 吡唑基嘧啶胺类化合物及用途
EP3858810A1 (en) * 2020-02-03 2021-08-04 Esteve Pharmaceuticals, S.A. Dialkylaminoarylcycloalkylamide derivatives having multimodal activity against pain

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US7026335B2 (en) * 2002-04-30 2006-04-11 The Procter & Gamble Co. Melanocortin receptor ligands
SI1606288T1 (sl) * 2003-03-25 2009-10-31 Fournier Lab Sa Derivati benzensulfonamida, postopek za njihovo pripravo in njihova uporaba za zdravljenje bolečine
DE102004023508A1 (de) * 2004-05-10 2005-12-08 Grünenthal GmbH Säurederivate substituierter Cyclohexyl-1,4-diamine
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WO2007101007A2 (en) * 2006-02-23 2007-09-07 Neurogen Corporation Aryl sulfonyl heterocycles

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WO2009115257A1 (en) 2009-09-24
PE20091579A1 (es) 2009-10-23
US20090253669A1 (en) 2009-10-08
TW200940523A (en) 2009-10-01
CL2009000637A1 (es) 2010-03-05
JP2011514368A (ja) 2011-05-06
CA2718551A1 (en) 2009-09-24

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