AU2019206560B2 - Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators - Google Patents

Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators Download PDF

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Publication number
AU2019206560B2
AU2019206560B2 AU2019206560A AU2019206560A AU2019206560B2 AU 2019206560 B2 AU2019206560 B2 AU 2019206560B2 AU 2019206560 A AU2019206560 A AU 2019206560A AU 2019206560 A AU2019206560 A AU 2019206560A AU 2019206560 B2 AU2019206560 B2 AU 2019206560B2
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Australia
Prior art keywords
formula
compound
appropriate amount
base
salt
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AU2019206560A
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AU2019206560A1 (en
Inventor
Ahmad Hashash
Vishnu Vardhan Reddy Karnati
William KISSEL
Takashi Nakai
Wayne C. Schairer
Debra Jane Wallace
Yuguang Wang
Song Xue
Fenger ZHOU
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Cyclerion Therapeutics Inc
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Cyclerion Therapeutics Inc
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Publication date
Priority claimed from PCT/CN2018/076982 external-priority patent/WO2019161534A1/en
Application filed by Cyclerion Therapeutics Inc filed Critical Cyclerion Therapeutics Inc
Publication of AU2019206560A1 publication Critical patent/AU2019206560A1/en
Application granted granted Critical
Publication of AU2019206560B2 publication Critical patent/AU2019206560B2/en
Priority to AU2023270260A priority Critical patent/AU2023270260B2/en
Priority to AU2025202281A priority patent/AU2025202281A1/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
    • C07D413/14—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C237/06—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C237/08—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atom of at least one of the carboxamide groups bound 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
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/235—Saturated compounds containing more than one carboxyl group
    • C07C59/245—Saturated compounds containing more than one carboxyl group containing hydroxy or O-metal groups
    • 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
    • C07D403/04—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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D413/12—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
    • 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
    • A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13—Crystalline forms, e.g. polymorphs

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicinal Chemistry (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
AU2019206560A 2018-01-10 2019-01-10 Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators Active AU2019206560B2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU2023270260A AU2023270260B2 (en) 2018-01-10 2023-11-22 Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators
AU2025202281A AU2025202281A1 (en) 2018-01-10 2025-03-31 Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201862615678P 2018-01-10 2018-01-10
US62/615,678 2018-01-10
PCT/CN2018/076982 WO2019161534A1 (en) 2018-02-22 2018-02-22 Novel processes and intermediates for preparation of soluble guanylate cyclase stimulators
AUPCT/CN2018/076982 2018-02-22
PCT/US2019/013060 WO2019140095A1 (en) 2018-01-10 2019-01-10 Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators

Related Child Applications (1)

Application Number Title Priority Date Filing Date
AU2023270260A Division AU2023270260B2 (en) 2018-01-10 2023-11-22 Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators

Publications (2)

Publication Number Publication Date
AU2019206560A1 AU2019206560A1 (en) 2020-07-30
AU2019206560B2 true AU2019206560B2 (en) 2023-08-24

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Family Applications (3)

Application Number Title Priority Date Filing Date
AU2019206560A Active AU2019206560B2 (en) 2018-01-10 2019-01-10 Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators
AU2023270260A Active AU2023270260B2 (en) 2018-01-10 2023-11-22 Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators
AU2025202281A Pending AU2025202281A1 (en) 2018-01-10 2025-03-31 Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators

Family Applications After (2)

Application Number Title Priority Date Filing Date
AU2023270260A Active AU2023270260B2 (en) 2018-01-10 2023-11-22 Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators
AU2025202281A Pending AU2025202281A1 (en) 2018-01-10 2025-03-31 Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators

Country Status (16)

Country Link
US (5) US11274096B2 (OSRAM)
EP (3) EP4249469A3 (OSRAM)
JP (2) JP7357621B2 (OSRAM)
KR (3) KR20250048609A (OSRAM)
CN (3) CN111902410B (OSRAM)
AU (3) AU2019206560B2 (OSRAM)
CA (1) CA3087943A1 (OSRAM)
CL (3) CL2020001814A1 (OSRAM)
ES (1) ES2963447T3 (OSRAM)
IL (3) IL314714A (OSRAM)
JO (1) JOP20200165A1 (OSRAM)
MA (2) MA51565A (OSRAM)
MX (3) MX2020007364A (OSRAM)
SG (1) SG11202006311SA (OSRAM)
TW (2) TWI888947B (OSRAM)
WO (1) WO2019140095A1 (OSRAM)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2963563T3 (es) 2016-07-07 2024-03-27 Cyclerion Therapeutics Inc Procesos novedosos para preparar estimuladores de guanilato ciclasa soluble
EP4249469A3 (en) 2018-01-10 2023-12-27 Cyclerion Therapeutics, Inc. Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators
WO2024131860A1 (zh) * 2022-12-21 2024-06-27 广东东阳光药业股份有限公司 氟取代的吲唑化合物的晶型及其用途
AU2023412228A1 (en) * 2022-12-21 2025-07-03 Sunshine Lake Pharma Co., Ltd. Crystal form of fluorine-substituted indazole compound and use thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016044447A1 (en) * 2014-09-17 2016-03-24 Ironwood Pharmaceuticals, Inc. Pyrazole derivatives as sgc stimulators
US20170137439A1 (en) * 2013-03-15 2017-05-18 Ironwood Pharmaceuticals, Inc. sGC STIMULATORS
WO2017095697A1 (en) * 2015-11-30 2017-06-08 Ironwood Pharmaceuticals, Inc. Solid dispersions comprising a sgc stimulator

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012003405A1 (en) * 2010-06-30 2012-01-05 Ironwood Pharmaceuticals, Inc. Sgc stimulators
EP3094327A1 (en) * 2014-01-13 2016-11-23 Ironwood Pharmaceuticals, Inc. USE OF sGC STIMULATORS FOR THE TREATMENT OF NEUROMUSCULAR DISORDERS
JP2017527605A (ja) * 2014-09-17 2017-09-21 アイアンウッド ファーマシューティカルズ インコーポレイテッド sGC刺激剤
SG10202100168XA (en) 2016-07-07 2021-02-25 Cyclerion Therapeutics Inc Novel processes for preparation of soluble guanylate cyclase stimulators
ES2963563T3 (es) 2016-07-07 2024-03-27 Cyclerion Therapeutics Inc Procesos novedosos para preparar estimuladores de guanilato ciclasa soluble
EP4249469A3 (en) 2018-01-10 2023-12-27 Cyclerion Therapeutics, Inc. Novel processes and intermediates for the preparation of soluble guanylate cyclase stimulators

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20170137439A1 (en) * 2013-03-15 2017-05-18 Ironwood Pharmaceuticals, Inc. sGC STIMULATORS
WO2016044447A1 (en) * 2014-09-17 2016-03-24 Ironwood Pharmaceuticals, Inc. Pyrazole derivatives as sgc stimulators
WO2017095697A1 (en) * 2015-11-30 2017-06-08 Ironwood Pharmaceuticals, Inc. Solid dispersions comprising a sgc stimulator

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Nakai, T. et al.; ACS Med. Chem. Lett., 7, 465-469 (2016). DOI: 10.1021/acsmedchemlett.5b00479 *

Also Published As

Publication number Publication date
KR102739727B1 (ko) 2024-12-05
EP4249469A3 (en) 2023-12-27
SG11202006311SA (en) 2020-07-29
MA71753A (fr) 2025-05-30
EP3737679B1 (en) 2023-09-06
WO2019140095A8 (en) 2020-06-18
CN111902410A (zh) 2020-11-06
EP4570797A3 (en) 2025-09-03
JOP20200165A1 (ar) 2022-10-30
AU2019206560A1 (en) 2020-07-30
TW202402741A (zh) 2024-01-16
US20230339928A1 (en) 2023-10-26
CL2022000904A1 (es) 2022-10-21
AU2025202281A9 (en) 2025-05-15
BR112020013985A2 (pt) 2020-12-01
JP2021511299A (ja) 2021-05-06
KR20250002720A (ko) 2025-01-07
KR20200106920A (ko) 2020-09-15
MA51565A (fr) 2020-11-18
EP3737679C0 (en) 2023-09-06
CN118184645A (zh) 2024-06-14
US20240391911A1 (en) 2024-11-28
MX2020007364A (es) 2020-11-18
JP7357621B2 (ja) 2023-10-06
ES2963447T3 (es) 2024-03-27
TWI821237B (zh) 2023-11-11
IL319883A (en) 2025-05-01
EP4249469A2 (en) 2023-09-27
US11274096B2 (en) 2022-03-15
CA3087943A1 (en) 2019-07-18
MX2023000045A (es) 2023-02-01
US11708361B2 (en) 2023-07-25
AU2025202281A1 (en) 2025-04-17
JP7744955B2 (ja) 2025-09-26
JP2023182647A (ja) 2023-12-26
US20220024909A1 (en) 2022-01-27
IL314714A (en) 2024-10-01
US20250361228A1 (en) 2025-11-27
KR20250048609A (ko) 2025-04-09
TW201932450A (zh) 2019-08-16
CL2022000907A1 (es) 2022-10-21
AU2023270260B2 (en) 2026-01-29
CN118221665A (zh) 2024-06-21
TWI888947B (zh) 2025-07-01
IL275748B1 (en) 2024-09-01
WO2019140095A1 (en) 2019-07-18
US20210053962A1 (en) 2021-02-25
CN111902410B (zh) 2024-04-19
AU2023270260A1 (en) 2023-12-07
MX2023000044A (es) 2023-02-01
EP4570797A2 (en) 2025-06-18
EP3737679A1 (en) 2020-11-18
US12030874B2 (en) 2024-07-09
US12275724B2 (en) 2025-04-15
IL275748A (en) 2020-08-31
CL2020001814A1 (es) 2020-11-06
IL275748B2 (en) 2025-01-01

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