CA2860466C - Use of 1h-indazole-3-carboxamide compounds as glycogen synthase kinase 3 beta inhibitors - Google Patents

Use of 1h-indazole-3-carboxamide compounds as glycogen synthase kinase 3 beta inhibitors Download PDF

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CA2860466C
CA2860466C CA2860466A CA2860466A CA2860466C CA 2860466 C CA2860466 C CA 2860466C CA 2860466 A CA2860466 A CA 2860466A CA 2860466 A CA2860466 A CA 2860466A CA 2860466 C CA2860466 C CA 2860466C
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indazole
alkyl
compound
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CA2860466A1 (en
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Maria Alessandra Alisi
Nicola Cazzolla
Barbara Garofalo
Guido Furlotti
Gabriele Magaro'
Rosella Ombrato
Francesca Mancini
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Aziende Chimiche Riunite Angelini Francesco ACRAF SpA
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445Non condensed piperidines, e.g. piperocaine
    • A61K31/4523Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/454Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
    • AHUMAN NECESSITIES
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445Non condensed piperidines, e.g. piperocaine
    • A61K31/4523Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/4545Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/535Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A61K31/53751,4-Oxazines, e.g. morpholine
    • A61K31/53771,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/14Heterocyclic 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
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    • C07D405/14Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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    • C07DHETEROCYCLIC COMPOUNDS
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    • C07D413/14Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Epidemiology (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Pain & Pain Management (AREA)
  • Psychiatry (AREA)
  • Obesity (AREA)
  • Endocrinology (AREA)
  • Addiction (AREA)
  • Psychology (AREA)
  • Rheumatology (AREA)
  • Hospice & Palliative Care (AREA)
  • Emergency Medicine (AREA)
  • Child & Adolescent Psychology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Reproductive Health (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
CA2860466A 2012-02-21 2013-02-08 Use of 1h-indazole-3-carboxamide compounds as glycogen synthase kinase 3 beta inhibitors Active CA2860466C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP12156298.7 2012-02-21
EP12156298 2012-02-21
PCT/EP2013/052523 WO2013124169A1 (en) 2012-02-21 2013-02-08 Use of 1h-indazole-3-carboxamide compounds as glycogen synthase kinase 3 beta inhibitors

Publications (2)

Publication Number Publication Date
CA2860466A1 CA2860466A1 (en) 2013-08-29
CA2860466C true CA2860466C (en) 2020-02-18

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Family Applications (1)

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CA2860466A Active CA2860466C (en) 2012-02-21 2013-02-08 Use of 1h-indazole-3-carboxamide compounds as glycogen synthase kinase 3 beta inhibitors

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US (2) US9163013B2 (https=)
EP (1) EP2817301B1 (https=)
JP (1) JP6285873B2 (https=)
KR (1) KR102101702B1 (https=)
CN (1) CN104080781B (https=)
AR (1) AR090085A1 (https=)
AU (1) AU2013224313B2 (https=)
BR (1) BR112014018657B1 (https=)
CA (1) CA2860466C (https=)
CY (1) CY1117467T1 (https=)
DK (1) DK2817301T3 (https=)
EA (1) EA026952B1 (https=)
ES (1) ES2564033T3 (https=)
GE (1) GEP201606552B (https=)
HR (1) HRP20160124T1 (https=)
HU (1) HUE027445T2 (https=)
IL (1) IL233825A (https=)
MX (1) MX351288B (https=)
PL (1) PL2817301T3 (https=)
PT (1) PT2817301E (https=)
RS (1) RS54539B1 (https=)
SG (2) SG11201403788VA (https=)
SI (1) SI2817301T1 (https=)
SM (1) SMT201600054B (https=)
UA (1) UA113189C2 (https=)
WO (1) WO2013124169A1 (https=)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RS54539B1 (sr) * 2012-02-21 2016-06-30 Aziende Chimiche Riunite Angelini Francesco - A.C.R.A.F. - S.P.A. Upotreba 1h-indazol-3-karboksamidnih jedinjenja kao inhibitora kinaze 3-beta glikogen sintetaze
WO2016036586A1 (en) * 2014-09-03 2016-03-10 Merck Sharp & Dohme Corp. Compounds inhibiting leucine-rich repeat kinase enzyme activity
KR20180011843A (ko) 2015-06-11 2018-02-02 바실리어 파마슈티카 인터내셔널 리미티드 유출-펌프 억제제 및 이의 치료적 용도
WO2017093157A1 (en) * 2015-11-30 2017-06-08 Basilea Pharmaceutica Ag Piperidine, pyrrolidine and 2-oxo-1,3-oxazinane derivatives as inhibitors of bacterial efflux-pumps for the treatment of microbial infections
US20190298705A1 (en) * 2016-06-08 2019-10-03 Glaxosmithkline Intellectual Property Development Limited Chemical Compounds
PT3790873T (pt) * 2018-05-07 2022-05-11 Acraf Compostos de 1h-indazole-3-carboxamida como inibidores da glicogénio sintase cinase 3 beta
AU2019339355A1 (en) 2018-09-13 2021-05-13 Bristol-Myers Squibb Company Indazole carboxamides as kinase inhibitors
KR102906523B1 (ko) 2018-09-13 2025-12-30 브리스톨-마이어스 스큅 컴퍼니 수용체-상호작용 단백질 키나제 1 (ripk1) 억제제로서의 1h-인다졸 카르복스아미드
CN117186027B (zh) * 2023-09-11 2024-04-19 上海蓝木化工有限公司 一种糖原合酶激酶-3抑制剂及其制备方法

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NZ257545A (en) 1992-11-05 1997-01-29 Smithkline Beecham Plc Heterocyclic (especially piperidine) derivatives and pharmaceutical compositions
EP0829474B1 (en) * 1995-05-31 2003-04-09 Nisshin Seifun Group Inc. Indazole derivatives having monocyclic amino group
IT1291569B1 (it) * 1997-04-15 1999-01-11 Angelini Ricerche Spa Indazolammidi come agenti serotoninergici
GB0218625D0 (en) 2002-08-10 2002-09-18 Astex Technology Ltd Pharmaceutical compounds
ITMI20030287A1 (it) * 2003-02-18 2004-08-19 Acraf Indazolammidi dotate di attivita' analgesica metodo, per
ITMI20030972A1 (it) * 2003-05-15 2004-11-16 Acraf Indazolo dotato di attivita' analgesica, metodo per prepararlo e composizione farmaceutica che lo comprende.
UA99927C2 (uk) 2007-11-12 2012-10-25 Ацьенде Кимике Риуните Анджелини Франческо А.Чи.Р.А.Ф. С.П.А. Медикамент, який є активним при невропатичному болі
TW201040191A (en) 2009-03-27 2010-11-16 Abbott Gmbh & Co Kg Heterocyclic compounds and their use as glycogen synthase kinase-3 inhibitors
US7947728B1 (en) * 2009-11-11 2011-05-24 Hoffmann-La Roche Inc. Indole and indazole analogs as glycogen synthase activators
CA2860250C (en) * 2012-02-21 2020-11-10 Aziende Chimiche Riunite Angelini Francesco A.C.R.A.F. S.P.A. 1h-indazole-3-carboxamide compounds as glycogen synthase kinase 3 beta inhibitors
RS54539B1 (sr) * 2012-02-21 2016-06-30 Aziende Chimiche Riunite Angelini Francesco - A.C.R.A.F. - S.P.A. Upotreba 1h-indazol-3-karboksamidnih jedinjenja kao inhibitora kinaze 3-beta glikogen sintetaze

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Publication number Publication date
HUE027445T2 (en) 2016-09-28
PL2817301T3 (pl) 2016-05-31
SG10201701171TA (en) 2017-04-27
JP6285873B2 (ja) 2018-02-28
PT2817301E (pt) 2016-03-14
MX2014009298A (es) 2014-10-14
CY1117467T1 (el) 2017-04-26
US9700551B2 (en) 2017-07-11
SMT201600054B (it) 2016-04-29
WO2013124169A1 (en) 2013-08-29
CN104080781B (zh) 2016-05-11
HRP20160124T1 (hr) 2016-03-11
AU2013224313B2 (en) 2017-03-30
IL233825A0 (en) 2014-09-30
SI2817301T1 (sl) 2016-03-31
SG11201403788VA (en) 2014-08-28
JP2015506995A (ja) 2015-03-05
AU2013224313A1 (en) 2014-07-17
IL233825A (en) 2017-03-30
BR112014018657A8 (pt) 2017-07-11
EA026952B1 (ru) 2017-06-30
US20160045485A1 (en) 2016-02-18
BR112014018657B1 (pt) 2022-08-02
MX351288B (es) 2017-10-09
EP2817301A1 (en) 2014-12-31
AR090085A1 (es) 2014-10-15
GEP201606552B (en) 2016-10-10
ES2564033T3 (es) 2016-03-17
EP2817301B1 (en) 2015-12-23
UA113189C2 (xx) 2016-12-26
CN104080781A (zh) 2014-10-01
BR112014018657A2 (https=) 2017-06-20
US9163013B2 (en) 2015-10-20
CA2860466A1 (en) 2013-08-29
RS54539B1 (sr) 2016-06-30
US20140378455A1 (en) 2014-12-25
HK1203931A1 (zh) 2015-11-06
DK2817301T3 (en) 2016-03-14
KR102101702B1 (ko) 2020-04-20
EA201491448A1 (ru) 2014-11-28
AU2013224313A8 (en) 2014-09-18
KR20140122725A (ko) 2014-10-20

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