CA3088684C - Compound 5-[3-(2,5-dichloro-4,6-dimethyl-1-oxy-pyridin-3-yl)-[1,2,4]oxadiazol-5-yl]-3-nitrobenzene-1,2-diol in microparticulate form and its use in the treatment of parkinson's disease - Google Patents

Compound 5-[3-(2,5-dichloro-4,6-dimethyl-1-oxy-pyridin-3-yl)-[1,2,4]oxadiazol-5-yl]-3-nitrobenzene-1,2-diol in microparticulate form and its use in the treatment of parkinson's disease Download PDF

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Publication number
CA3088684C
CA3088684C CA3088684A CA3088684A CA3088684C CA 3088684 C CA3088684 C CA 3088684C CA 3088684 A CA3088684 A CA 3088684A CA 3088684 A CA3088684 A CA 3088684A CA 3088684 C CA3088684 C CA 3088684C
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compound
formula
product
acid
circle diameter
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English (en)
French (fr)
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CA3088684A1 (en
Inventor
Domenico Russo
Laszlo Erno Kiss
Jorge Bruno Reis Wahnon
David Alexander Learmonth
Tibor Eszenyi
Axel Zimmerman
Bjoern Schlummer
Michael Kreis
Klaus Reiter
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Bial Portela and Cia SA
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Bial Portela and Cia SA
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Priority claimed from GBGB1121413.7A external-priority patent/GB201121413D0/en
Priority claimed from GBGB1201758.8A external-priority patent/GB201201758D0/en
Application filed by Bial Portela and Cia SA filed Critical Bial Portela and Cia SA
Publication of CA3088684A1 publication Critical patent/CA3088684A1/en
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    • C—CHEMISTRY; METALLURGY
    • 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
    • C07D413/04—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 directly linked by a ring-member-to-ring-member bond
    • 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

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  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Neurology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Biomedical Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Neurosurgery (AREA)
  • Psychology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Medicinal Preparation (AREA)
CA3088684A 2011-12-13 2012-12-12 Compound 5-[3-(2,5-dichloro-4,6-dimethyl-1-oxy-pyridin-3-yl)-[1,2,4]oxadiazol-5-yl]-3-nitrobenzene-1,2-diol in microparticulate form and its use in the treatment of parkinson's disease Active CA3088684C (en)

Applications Claiming Priority (11)

Application Number Priority Date Filing Date Title
US201161570141P 2011-12-13 2011-12-13
GBGB1121413.7A GB201121413D0 (en) 2011-12-13 2011-12-13 Chemical compounds and processes
GB1121413.7 2011-12-13
US61/570,141 2011-12-13
US201261593625P 2012-02-01 2012-02-01
GBGB1201758.8A GB201201758D0 (en) 2012-02-01 2012-02-01 Chemical compounds and processes
GB1201758.8 2012-02-01
US61/593,625 2012-02-01
US201261718589P 2012-10-25 2012-10-25
US61/718,589 2012-10-25
CA2858025A CA2858025C (en) 2011-12-13 2012-12-12 5-[3-(2,5-dichloro-4,6-dimethyl-1-oxy-pyridin-3-yl)-[1,2,4]oxadiazol-5-yl]-2-hydroxy-3-methoxy-1-nitrobenzene as an intermediate to prepare a catechol-o-methyltransferase inhibitor

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
CA2858025A Division CA2858025C (en) 2011-12-13 2012-12-12 5-[3-(2,5-dichloro-4,6-dimethyl-1-oxy-pyridin-3-yl)-[1,2,4]oxadiazol-5-yl]-2-hydroxy-3-methoxy-1-nitrobenzene as an intermediate to prepare a catechol-o-methyltransferase inhibitor

Publications (2)

Publication Number Publication Date
CA3088684A1 CA3088684A1 (en) 2013-06-20
CA3088684C true CA3088684C (en) 2021-10-26

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Family Applications (2)

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CA3088684A Active CA3088684C (en) 2011-12-13 2012-12-12 Compound 5-[3-(2,5-dichloro-4,6-dimethyl-1-oxy-pyridin-3-yl)-[1,2,4]oxadiazol-5-yl]-3-nitrobenzene-1,2-diol in microparticulate form and its use in the treatment of parkinson's disease
CA2858025A Active CA2858025C (en) 2011-12-13 2012-12-12 5-[3-(2,5-dichloro-4,6-dimethyl-1-oxy-pyridin-3-yl)-[1,2,4]oxadiazol-5-yl]-2-hydroxy-3-methoxy-1-nitrobenzene as an intermediate to prepare a catechol-o-methyltransferase inhibitor

Family Applications After (1)

Application Number Title Priority Date Filing Date
CA2858025A Active CA2858025C (en) 2011-12-13 2012-12-12 5-[3-(2,5-dichloro-4,6-dimethyl-1-oxy-pyridin-3-yl)-[1,2,4]oxadiazol-5-yl]-2-hydroxy-3-methoxy-1-nitrobenzene as an intermediate to prepare a catechol-o-methyltransferase inhibitor

Country Status (15)

Country Link
US (2) US9126988B2 (https=)
EP (2) EP2791134B1 (https=)
JP (3) JP6456143B2 (https=)
BR (1) BR112014014341A2 (https=)
CA (2) CA3088684C (https=)
CY (1) CY1122580T1 (https=)
DK (1) DK2791134T3 (https=)
ES (2) ES2758659T3 (https=)
HR (1) HRP20192133T8 (https=)
HU (1) HUE047856T2 (https=)
PL (1) PL2791134T3 (https=)
PT (2) PT2791134T (https=)
RS (1) RS59666B1 (https=)
SI (1) SI2791134T1 (https=)
WO (1) WO2013089573A1 (https=)

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WO2009116882A1 (en) 2008-03-17 2009-09-24 Portela & Ca., S.A. Crystal forms of 5- [3- (2, 5-dichloro-4, 6-dimethyl-1-oxy-pyridine-3-yl) [1,2,3] oxadiazol-5-yl] -3-nit robenzene-1, 2-diol
PT2413912T (pt) 2009-04-01 2019-06-11 Bial Portela & Ca Sa Formulações farmacêuticas compreendendo derivados de nitrocatecol e métodos para as produzir
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CN109529881A (zh) * 2018-11-12 2019-03-29 刘晓菊 一种治疗帕金森药物用中间体5-硝基香草酸的制备方法
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TW202200138A (zh) * 2020-05-26 2022-01-01 日商小野藥品工業股份有限公司 包含奧匹卡朋（ｏｐｉｃａｐｏｎｅ）之錠劑
GB202011709D0 (en) 2020-07-28 2020-09-09 Bial Portela & Ca Sa Solid dispersion of opicapone
GB202016425D0 (en) 2020-10-16 2020-12-02 Bial Portela & Ca Sa Treatment regimens for parkinson's disease
EP4262798A1 (en) 2020-12-17 2023-10-25 Bial-Portela & CA, S.A. Treatment regimens for early idiopathic parkinson's disease
CN112375014A (zh) * 2020-12-17 2021-02-19 重庆柳江医药科技有限公司 一种奥匹卡朋工艺杂质及制备方法和用途
US20240300930A1 (en) * 2021-02-26 2024-09-12 Msn Laboratories Private Limited, R&D Center Novel process for the preparation of 2,5-dichloro-3-(5-(3,4-dihydroxy-5-nitrophenyl)-1,2,4-oxadiazol-3-yl)-4,6-dimethylpyridine-1-oxide
CN113292489B (zh) * 2021-06-16 2022-08-30 泓博智源(开原)药业有限公司 二氯代二烷基烟腈的制备方法
GB202204798D0 (en) 2022-04-01 2022-05-18 Bial Portela & Ca Sa Prodrugs of opicapone
GB202212082D0 (en) 2022-08-18 2022-10-05 Bial Portela & Ca Sa Treatment regimens for parkinson's disease
GB202219669D0 (en) 2022-12-23 2023-02-08 Bial Portela & Ca Sa Processes and intermediates for synthesising opicapone
EP4719374A1 (en) 2023-05-25 2026-04-08 Bial-Portela & CA, S.A. Treatment regimens for early idiopathic parkinson's disease
EP4727649A1 (en) * 2023-06-19 2026-04-22 Medichem, S.A. Process for preparing opicapone
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HRP20192133T8 (hr) 2021-02-19
US20160009700A1 (en) 2016-01-14
US20140350057A1 (en) 2014-11-27
JP6456143B2 (ja) 2019-01-23
CA2858025C (en) 2020-09-22
WO2013089573A1 (en) 2013-06-20
US9630955B2 (en) 2017-04-25
SI2791134T1 (sl) 2020-01-31
JP2015500335A (ja) 2015-01-05
ES2960805T3 (es) 2024-03-06
DK2791134T3 (da) 2019-12-09
EP3604299A1 (en) 2020-02-05
BR112014014341A2 (pt) 2017-08-22
EP2791134A1 (en) 2014-10-22
US9126988B2 (en) 2015-09-08
PT3604299T (pt) 2023-10-31
CA2858025A1 (en) 2013-06-20
RS59666B1 (sr) 2020-01-31
EP2791134B1 (en) 2019-09-25
EP3604299B1 (en) 2023-07-26
HRP20192133T1 (hr) 2020-02-21
JP2018052949A (ja) 2018-04-05
CY1122580T1 (el) 2021-01-27
HUE047856T2 (hu) 2020-05-28
JP6721558B2 (ja) 2020-07-15
PT2791134T (pt) 2019-12-18
ES2758659T3 (es) 2020-05-06
PL2791134T3 (pl) 2020-03-31
JP2020059729A (ja) 2020-04-16
CA3088684A1 (en) 2013-06-20

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