RU2709482C1 - Производные пиперазина, характеризующиеся мультимодальной активностью в отношении боли - Google Patents

Производные пиперазина, характеризующиеся мультимодальной активностью в отношении боли Download PDF

Info

Publication number
RU2709482C1
RU2709482C1 RU2016129110A RU2016129110A RU2709482C1 RU 2709482 C1 RU2709482 C1 RU 2709482C1 RU 2016129110 A RU2016129110 A RU 2016129110A RU 2016129110 A RU2016129110 A RU 2016129110A RU 2709482 C1 RU2709482 C1 RU 2709482C1
Authority
RU
Russia
Prior art keywords
methyl
phenyl
triazol
piperazin
pyridin
Prior art date
Application number
RU2016129110A
Other languages
English (en)
Russian (ru)
Other versions
RU2016129110A (ru
Inventor
КОРДОБЕС Феликс КУЭВАС
Кармен АЛМАНСА-РОСАЛЕС
ЛОПЕС Моника ГАРСИЯ
Original Assignee
Эстеве Фармасьютикалз, С.А.
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
Application filed by Эстеве Фармасьютикалз, С.А. filed Critical Эстеве Фармасьютикалз, С.А.
Publication of RU2016129110A publication Critical patent/RU2016129110A/ru
Application granted granted Critical
Publication of RU2709482C1 publication Critical patent/RU2709482C1/ru

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
    • C07D249/06—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles with aryl radicals directly attached to ring atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/18—Sulfonamides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • 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
    • A61K31/4192—1,2,3-Triazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
    • 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
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—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
    • C07D231/12—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D233/64—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 substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
    • C07D249/14—Nitrogen atoms
    • 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
    • C07D401/04—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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D401/06—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 carbon chain containing only aliphatic carbon atoms
    • 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
    • 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
    • C07D401/14—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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/08—Bridged systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Epidemiology (AREA)
  • Pain & Pain Management (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
RU2016129110A 2013-12-20 2014-12-19 Производные пиперазина, характеризующиеся мультимодальной активностью в отношении боли RU2709482C1 (ru)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP13384006 2013-12-20
EP13384006.6 2013-12-20
PCT/EP2014/078852 WO2015092009A1 (en) 2013-12-20 2014-12-19 Piperazine derivatives having multimodal activity against pain

Publications (2)

Publication Number Publication Date
RU2016129110A RU2016129110A (ru) 2018-01-23
RU2709482C1 true RU2709482C1 (ru) 2019-12-18

Family

ID=49998042

Family Applications (1)

Application Number Title Priority Date Filing Date
RU2016129110A RU2709482C1 (ru) 2013-12-20 2014-12-19 Производные пиперазина, характеризующиеся мультимодальной активностью в отношении боли

Country Status (17)

Country Link
US (2) US10351535B2 (enExample)
EP (1) EP3083563A1 (enExample)
JP (1) JP6553615B2 (enExample)
KR (1) KR20160098506A (enExample)
CN (1) CN105829287B (enExample)
AU (1) AU2014368368C1 (enExample)
CA (1) CA2932051A1 (enExample)
IL (1) IL245808B (enExample)
MA (1) MA39145B1 (enExample)
MX (1) MX2016008130A (enExample)
MY (1) MY179509A (enExample)
PH (1) PH12016500978A1 (enExample)
RU (1) RU2709482C1 (enExample)
SG (1) SG10201805267UA (enExample)
TN (1) TN2016000203A1 (enExample)
UA (1) UA120754C2 (enExample)
WO (1) WO2015092009A1 (enExample)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW201718533A (zh) * 2015-07-29 2017-06-01 艾斯提夫博士實驗股份有限公司 針對疼痛具有多模式活性的經取代的醯胺衍生物
WO2017016668A1 (en) * 2015-07-29 2017-02-02 Laboratorios Del Dr. Esteve, S.A. Amide derivatives having multimodal activity against pain
US10807970B2 (en) * 2016-05-20 2020-10-20 Esteve Pharmaceuticals, S.A. Tetrahydropyran and thiopyran derivatives having multimodal activity against pain
JP7365237B2 (ja) 2017-03-21 2023-10-19 テンプル・ユニバーシティ－オブ・ザ・コモンウェルス・システム・オブ・ハイアー・エデュケイション シグマ－２受容体の新規調節物質およびその使用方法
EP3600289A4 (en) 2017-03-21 2020-08-05 Temple University - Of The Commonwealth System of Higher Education 5-HYDROXYTRYPTAMINE RECEPTOR 7 MODULATORS AND THE USE OF THESE AS THERAPEUTIC AGENTS
CR20200464A (es) 2018-03-08 2021-04-14 Incyte Corp Compuestos diólicos de aminopirazina como inhibidores de pi3k-y
WO2020010003A1 (en) 2018-07-02 2020-01-09 Incyte Corporation AMINOPYRAZINE DERIVATIVES AS PI3K-γ INHIBITORS
MX2021004885A (es) * 2018-10-31 2021-09-10 Acondicionamiento Tarrasense Derivados de piperazinil y piperidinil-quinazolin-4(3h)-ona que tienen actividad contra el dolor.
EP3753932A1 (en) * 2019-06-17 2020-12-23 Esteve Pharmaceuticals, S.A. Substituted bicyclic derivatives having multimodal activity against pain
WO2022187206A1 (en) * 2021-03-01 2022-09-09 The United States Of America, As Represented By The Secretary, Department Of Health And Human Services Dual-target mu opioid and dopamine d3 receptors ligands; preparation and use thereof
WO2024105225A1 (en) 2022-11-18 2024-05-23 Universitat De Barcelona Synergistic combinations of a sigma receptor 1 (s1r) antagonist and a soluble epoxide hydrolase inhibitor (sehi) and their use in the treatment of pain
CN117800942B (zh) * 2023-12-13 2025-04-25 徐州医科大学 一种噻吩哌嗪酰胺类衍生物、组合物及其应用

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0199641A1 (fr) * 1985-04-17 1986-10-29 Adir Et Compagnie Nouveaux dérivés du triazole, leur procédé de préparation et les compositions pharmaceutiques les renfermant
RU2004111601A (ru) * 2001-11-15 2005-10-20 Астразенека Аб (Se) Пиперидиновые производные и их применение в качестве модуляторов активности р ецепторов хемокина (в частности ccr5)
WO2008008480A2 (en) * 2006-07-12 2008-01-17 Cumbre Pharmaceuticals Inc. Nitroheteroaryl-containing rifamycin derivatives
EP1982714A1 (en) * 2007-04-16 2008-10-22 Laboratorios del Dr. Esteve S.A. Pyrano-pyrazole-amines
WO2010054006A1 (en) * 2008-11-04 2010-05-14 Chemocentryx, Inc. Modulators of cxcr7
EA201070321A1 (ru) * 2007-08-28 2010-08-30 Эли Лилли Энд Компани Замещённые пиперазинил-пиразины и пиридины в качестве антагонистов рецепторов 5-нт

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK93087A (da) * 1986-02-27 1987-08-28 Duphar Int Res Hidtil ukendte aryl substituerede (n-piperidinyl)methyl- og (n-piperazinyl)methylazoler med antipsykotiske egenskaber
US7262194B2 (en) 2002-07-26 2007-08-28 Euro-Celtique S.A. Therapeutic agents useful for treating pain
JP5182088B2 (ja) * 2006-04-19 2013-04-10 アステラス製薬株式会社 アゾールカルボキサミド誘導体
TW200817375A (en) * 2006-07-21 2008-04-16 Irm Llc Compounds and compositions as ITPKB inhibitors
EP2078003B1 (en) * 2006-10-31 2017-03-08 Merck Sharp & Dohme Corp. Anilinopiperazine derivatives and methods of use thereof
KR20090094338A (ko) 2006-12-27 2009-09-04 사노피-아벤티스 치환된 이소퀴놀린 및 이소퀴놀리논 유도체
AU2008238250B2 (en) * 2007-04-16 2013-01-24 Grunenthal Gmbh Novel vanilloid receptor ligands and the use thereof for the production of pharmaceuticals
BRPI0811446A2 (pt) * 2007-05-11 2014-10-29 Lilly Co Eli " 2-[4-(pirazol-4-ilalquil)piperazin-1-il]-3-fenil pirazinas e piridinas e 3-[4-(pirazol-4-ilalquil)piperazin-1-il]-2-fenil piridinas como antagonistas de receptor 5-ht7"
US7842696B2 (en) 2007-06-21 2010-11-30 Forest Laboratories Holdings Limited Piperazine derivatives as inhibitors of stearoyl-CoA desaturase
WO2009027820A2 (en) 2007-08-31 2009-03-05 Purdue Pharma L.P. Substituted-quinoxaline-type-piperidine compounds and the uses thereof
WO2010046780A2 (en) 2008-10-22 2010-04-29 Institut Pasteur Korea Anti viral compounds
US8853202B2 (en) * 2008-11-04 2014-10-07 Chemocentryx, Inc. Modulators of CXCR7
JP5683489B2 (ja) 2009-01-12 2015-03-11 アレイ バイオファーマ、インコーポレイテッド ピペリジン含有化合物およびその用途
NZ602368A (en) 2010-02-12 2014-10-31 Pharmascience Inc Iap bir domain binding compounds
EP2395003A1 (en) * 2010-05-27 2011-12-14 Laboratorios Del. Dr. Esteve, S.A. Pyrazole compounds as sigma receptor inhibitors
JP2013528180A (ja) * 2010-05-28 2013-07-08 ジーイー・ヘルスケア・リミテッド 放射性標識化合物及びその製造方法

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0199641A1 (fr) * 1985-04-17 1986-10-29 Adir Et Compagnie Nouveaux dérivés du triazole, leur procédé de préparation et les compositions pharmaceutiques les renfermant
RU2004111601A (ru) * 2001-11-15 2005-10-20 Астразенека Аб (Se) Пиперидиновые производные и их применение в качестве модуляторов активности р ецепторов хемокина (в частности ccr5)
WO2008008480A2 (en) * 2006-07-12 2008-01-17 Cumbre Pharmaceuticals Inc. Nitroheteroaryl-containing rifamycin derivatives
EP1982714A1 (en) * 2007-04-16 2008-10-22 Laboratorios del Dr. Esteve S.A. Pyrano-pyrazole-amines
EA201070321A1 (ru) * 2007-08-28 2010-08-30 Эли Лилли Энд Компани Замещённые пиперазинил-пиразины и пиридины в качестве антагонистов рецепторов 5-нт
WO2010054006A1 (en) * 2008-11-04 2010-05-14 Chemocentryx, Inc. Modulators of cxcr7

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Matthew Whiting, S1 Supporting information for Rapid Discovery and Structure-Activity Profiling of Novel Inhibitors of HIV-1 Protease Enabled by the Copper(I)-Catalyzed Synthesis of 1,2,3-Triazoles and Their Further Functionalization Contents, 30.11.2006. *

Also Published As

Publication number Publication date
US20170001967A1 (en) 2017-01-05
US10745361B2 (en) 2020-08-18
IL245808A0 (en) 2016-08-02
AU2014368368C1 (en) 2019-06-27
TN2016000203A1 (en) 2017-10-06
MX2016008130A (es) 2016-10-13
JP2016540792A (ja) 2016-12-28
WO2015092009A1 (en) 2015-06-25
CA2932051A1 (en) 2015-06-25
AU2014368368B2 (en) 2019-01-31
MY179509A (en) 2020-11-09
US20190276415A1 (en) 2019-09-12
EP3083563A1 (en) 2016-10-26
SG10201805267UA (en) 2018-07-30
CN105829287B (zh) 2019-08-27
UA120754C2 (uk) 2020-02-10
JP6553615B2 (ja) 2019-07-31
RU2016129110A (ru) 2018-01-23
PH12016500978A1 (en) 2016-06-20
MA39145B1 (fr) 2018-05-31
MA39145A1 (fr) 2017-10-31
CN105829287A (zh) 2016-08-03
AU2014368368A1 (en) 2016-07-07
IL245808B (en) 2020-03-31
KR20160098506A (ko) 2016-08-18
US10351535B2 (en) 2019-07-16

Similar Documents

Publication Publication Date Title
US10745361B2 (en) Piperazine derivatives having multimodal activity against pain
EP3083601B1 (en) Piperidine derivatives having multimodal activity against pain
JP6535687B2 (ja) 疼痛に対する多様な活性を有する１−オキサ−４，９−ジアザスピロウンデカン化合物のアルキルおよびアリール誘導体
JP6516773B2 (ja) 疼痛に対する多様な活性を有する１−オキサ−４，９−ジアザスピロウンデカン化合物のアミド誘導体
JP2017516818A (ja) 疼痛に対する多様な活性を有する１−オキサ−４，９−ジアザスピロウンデカン化合物のアルキル誘導体
TW201718533A (zh) 針對疼痛具有多模式活性的經取代的醯胺衍生物
EP3083595B1 (en) Piperidine compounds having multimodal activity against pain
JP2017535566A (ja) 疼痛に対する多様な活性を有する１，９−ジアザスピロウンデカン化合物
EP3402779A1 (en) 3-ethyl-3-phenylazepane derivatives having multimodal activity against pain
EP3233805B1 (en) Methyl-1h-pyrazole-alkylamine compounds having multimodal activity against pain
US10189828B2 (en) 1-methylpyrazole-piperazine compounds having multimodal activity against pain
TWI680121B (zh) 具有抗疼痛之多重模式活性的哌𠯤衍生物
CN107922384A (zh) 对疼痛具有多模式活性的酰胺衍生物
EP3555072A1 (en) Tetrahydropyran and tetrahydrothiopyran amide derivatives having multimodal activity against pain

Legal Events

Date Code Title Description
MM4A The patent is invalid due to non-payment of fees

Effective date: 20201220