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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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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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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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02Carboxylic 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
    • C07C237/04Carboxylic 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
    • C07C237/06Carboxylic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02Carboxylic 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
    • C07C237/04Carboxylic 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
    • C07C237/08Carboxylic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/235Saturated compounds containing more than one carboxyl group
    • C07C59/245Saturated compounds containing more than one carboxyl group containing hydroxy or O-metal groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic 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
    • C07D403/04Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic 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
    • C07D413/12Heterocyclic 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
    • 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
    • A61K31/495Heterocyclic 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
    • A61K31/505Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/506Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13Crystalline forms, e.g. polymorphs

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Epidemiology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicinal Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (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
AUPCT/CN2018/076982 2018-02-22
PCT/CN2018/076982 WO2019161534A1 (en) 2018-02-22 2018-02-22 Novel processes and intermediates for preparation of soluble guanylate cyclase stimulators
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 (17)

Country Link
US (5) US11274096B2 (https=)
EP (3) EP4249469A3 (https=)
JP (2) JP7357621B2 (https=)
KR (3) KR102739727B1 (https=)
CN (3) CN118221665A (https=)
AU (3) AU2019206560B2 (https=)
BR (1) BR112020013985A2 (https=)
CA (1) CA3087943A1 (https=)
CL (3) CL2020001814A1 (https=)
ES (1) ES2963447T3 (https=)
IL (3) IL275748B2 (https=)
JO (1) JOP20200165A1 (https=)
MA (2) MA71753A (https=)
MX (3) MX2020007364A (https=)
SG (1) SG11202006311SA (https=)
TW (2) TWI888947B (https=)
WO (1) WO2019140095A1 (https=)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109563077B (zh) 2016-07-07 2026-03-10 赛克里翁治疗有限公司 用于制备可溶性鸟苷酸环化酶刺激剂的新方法
MA71753A (fr) 2018-01-10 2025-05-30 Cyclerion Therapeutics, Inc. Nouveaux procédés et intermédiaires pour la préparation de stimulateurs de guanylate cyclase soluble
EP4640676A1 (en) * 2022-12-21 2025-10-29 Sunshine Lake Pharma Co., Ltd. Crystal form of fluorine-substituted indazole compound and use thereof
AU2023412238A1 (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
AR088020A1 (es) * 2010-06-30 2014-05-07 Ironwood Pharmaceuticals Inc Compuestos heterociclicos como estimuladores de sgc
WO2015106268A1 (en) * 2014-01-13 2015-07-16 Ironwood Pharmaceuticals, Inc. USE OF sGC STIMULATORS FOR THE TREATMENT OF NEUROMUSCULAR DISORDERS
KR20170055531A (ko) * 2014-09-17 2017-05-19 아이언우드 파마슈티컬스, 인코포레이티드 에스지씨 자극제
CN109563077B (zh) 2016-07-07 2026-03-10 赛克里翁治疗有限公司 用于制备可溶性鸟苷酸环化酶刺激剂的新方法
WO2018009602A2 (en) 2016-07-07 2018-01-11 Ironwood Pharmaceuticals, Inc. Novel processes for preparation of soluble guanylate cyclase stimulators
MA71753A (fr) 2018-01-10 2025-05-30 Cyclerion Therapeutics, Inc. Nouveaux procédés et intermédiaires pour la préparation de stimulateurs de guanylate cyclase soluble

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

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