CA2896056C - Heterobicyclo-substituted-[1,2,4]triazolo[1,5-c]quinazolin-5-amine compounds with a2a antagonist properties - Google Patents

Heterobicyclo-substituted-[1,2,4]triazolo[1,5-c]quinazolin-5-amine compounds with a2a antagonist properties Download PDF

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Publication number
CA2896056C
CA2896056C CA2896056A CA2896056A CA2896056C CA 2896056 C CA2896056 C CA 2896056C CA 2896056 A CA2896056 A CA 2896056A CA 2896056 A CA2896056 A CA 2896056A CA 2896056 C CA2896056 C CA 2896056C
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triazolo
quinazolin
amine
methoxy
ethyl
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CA2896056A
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English (en)
French (fr)
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CA2896056A1 (en
Inventor
Amjad Ali
Michael Man-Chu Lo
Yeon-Hee Lim
Andrew Stamford
Rongze Kuang
Paul Tempest
Younong Yu
Xianhai Huang
Timothy J. Henderson
Jae-Hun Kim
Christopher Boyce
Pauline Ting
Junying Zheng
Edward Metzger
Nicolas Zorn
Dong Xiao
Gioconda V. Gallo
Walter Won
Heping Wu
Qiaolin Deng
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Merck Sharp and Dohme LLC
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Merck Sharp and Dohme LLC
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Publication of CA2896056A1 publication Critical patent/CA2896056A1/en
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
    • 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
    • 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
    • A61K31/4985—Pyrazines or piperazines ortho- or peri-condensed with heterocyclic ring systems
    • 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
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
    • 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
    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16—Anti-Parkinson drugs
    • 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
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04—Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Neurology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biomedical Technology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Neurosurgery (AREA)
  • Epidemiology (AREA)
  • Psychology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Hydrogenated Pyridines (AREA)
CA2896056A 2012-12-28 2013-12-20 Heterobicyclo-substituted-[1,2,4]triazolo[1,5-c]quinazolin-5-amine compounds with a2a antagonist properties Active CA2896056C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
PCT/CN2012/087865 WO2014101120A1 (en) 2012-12-28 2012-12-28 Heterobicyclo-substituted-7-methoxy-[1,2,4]triazolo[1,5-c]quinazolin-5-amine compounds with a2a antagonist properties
CNPCT/CN2012/087865 2012-12-28
PCT/CN2013/076853 WO2014101373A1 (en) 2012-12-28 2013-06-06 Heterobicyclo-substituted-[1,2,4]triazolo[1,5-c]quinazolin-5-amine compounds for treatment of central nervous system disorder
CNPCT/CN2013/076853 2013-06-06
PCT/US2013/076781 WO2014105666A1 (en) 2012-12-28 2013-12-20 Heterobicyclo-substituted-[1,2,4]triazolo[1,5-c]quinazolin-5-amine compounds with a2a antagonist properties

Publications (2)

Publication Number Publication Date
CA2896056A1 CA2896056A1 (en) 2014-07-03
CA2896056C true CA2896056C (en) 2020-11-10

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CA2896056A Active CA2896056C (en) 2012-12-28 2013-12-20 Heterobicyclo-substituted-[1,2,4]triazolo[1,5-c]quinazolin-5-amine compounds with a2a antagonist properties

Country Status (22)

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US (2) US9708347B2 (enExample)
EP (1) EP2945632B1 (enExample)
JP (1) JP6306049B2 (enExample)
KR (1) KR102165113B1 (enExample)
AU (1) AU2013370977B2 (enExample)
BR (1) BR112015015468B8 (enExample)
CA (1) CA2896056C (enExample)
CY (1) CY1120258T1 (enExample)
DK (1) DK2945632T3 (enExample)
ES (1) ES2667477T3 (enExample)
HR (1) HRP20180678T1 (enExample)
HU (1) HUE037950T2 (enExample)
LT (1) LT2945632T (enExample)
ME (1) ME03034B (enExample)
MX (1) MX370017B (enExample)
NO (1) NO2945632T3 (enExample)
PL (1) PL2945632T3 (enExample)
PT (1) PT2945632T (enExample)
RS (1) RS57162B1 (enExample)
RU (2) RU2671628C2 (enExample)
SI (1) SI2945632T1 (enExample)
WO (3) WO2014101120A1 (enExample)

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WO2020106558A1 (en) 2018-11-20 2020-05-28 Merck Sharp & Dohme Corp. Substituted amino triazolopyrimidine and amino triazolopyrazine adenosine receptor antagonists, pharmaceutical compositions and their use
MX2021006012A (es) 2018-11-30 2021-07-06 Merck Sharp & Dohme Derivados de amino triazolo quinazolina 7-, 8-, y 10-sustituidos como antagonistas de receptor de adenosina, composiciones farmaceuticas y su uso.
JOP20210117A1 (ar) 2018-11-30 2023-01-30 Merck Sharp & Dohme مشتقات أمينو ترايازولو كوينازولين بها استبدال في الموضع-9 كمضادات مستقبل أدينوزين، تركيبات صيدلانية واستخدامها
SG11202106963YA (en) 2019-01-11 2021-07-29 Omeros Corp Methods and compositions for treating cancer
AR117844A1 (es) 2019-01-22 2021-09-01 Merck Patent Gmbh Derivados de tiazolopiridina como antagonistas del receptor de adenosina
CA3102364A1 (en) 2019-03-26 2020-10-01 Novel Pharma Inc. Long-acting fatty acid-conjugated gnrh derivatives and pharmaceutical compositions containing same
MD4097099T2 (ro) 2020-02-07 2025-02-28 Gasherbrum Bio Inc Agonişti GKP-1 heterociclici
WO2022020550A1 (en) * 2020-07-24 2022-01-27 Merck Sharp & Dohme Corp. Adenosine a2a and a2b receptor dual antagonists for immuno-oncology
EP4185297A4 (en) * 2020-07-24 2024-08-28 Merck Sharp & Dohme LLC Adenosine a2a and a2b receptor dual antagonists for immuno-oncology
CN112159411A (zh) * 2020-10-15 2021-01-01 南京工业大学 一种三氟甲基取代嘧啶并[1,3]二氮杂*化合物及其制备方法
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Also Published As

Publication number Publication date
EP2945632A4 (en) 2016-09-14
RU2018136104A (ru) 2018-11-21
KR102165113B1 (ko) 2020-10-13
RU2018136104A3 (enExample) 2022-04-05
BR112015015468A2 (pt) 2017-07-11
CY1120258T1 (el) 2019-07-10
MX370017B (es) 2019-11-28
US20170197991A1 (en) 2017-07-13
US10011615B2 (en) 2018-07-03
JP6306049B2 (ja) 2018-04-04
KR20150100879A (ko) 2015-09-02
NO2945632T3 (enExample) 2018-08-04
CA2896056A1 (en) 2014-07-03
RU2671628C2 (ru) 2018-11-06
HRP20180678T1 (hr) 2018-06-01
EP2945632B1 (en) 2018-03-07
WO2014101373A1 (en) 2014-07-03
PL2945632T3 (pl) 2018-07-31
ME03034B (me) 2018-10-20
DK2945632T3 (en) 2018-05-22
PT2945632T (pt) 2018-05-22
US9708347B2 (en) 2017-07-18
EP2945632A1 (en) 2015-11-25
MX2015008481A (es) 2015-09-23
SI2945632T1 (en) 2018-05-31
WO2014105666A1 (en) 2014-07-03
LT2945632T (lt) 2018-05-25
BR112015015468B1 (pt) 2021-10-26
BR112015015468B8 (pt) 2023-04-25
RU2015131148A (ru) 2017-02-03
AU2013370977B2 (en) 2017-12-14
ES2667477T3 (es) 2018-05-11
JP2016504363A (ja) 2016-02-12
AU2013370977A1 (en) 2015-07-09
HUE037950T2 (hu) 2018-09-28
WO2014101120A1 (en) 2014-07-03
US20150361098A1 (en) 2015-12-17
RS57162B1 (sr) 2018-07-31

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