JP7082608B2 - 3,6-ジ置換イミダゾ[1,2-b]ピリダジン誘導体の製造方法 - Google Patents

3,6-ジ置換イミダゾ[1,2-b]ピリダジン誘導体の製造方法 Download PDF

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JP7082608B2
JP7082608B2 JP2019506027A JP2019506027A JP7082608B2 JP 7082608 B2 JP7082608 B2 JP 7082608B2 JP 2019506027 A JP2019506027 A JP 2019506027A JP 2019506027 A JP2019506027 A JP 2019506027A JP 7082608 B2 JP7082608 B2 JP 7082608B2
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production method
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formula
salt
palladium
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JPWO2018168815A1 (ja
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亮史 小池
芳文 蓮
隆文 北脇
昇平 白石
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Daiichi Sankyo Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic 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
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C55/00Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
    • C07C55/02Dicarboxylic acids
    • C07C55/14Adipic acid
    • 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
    • A61K31/50Pyridazines; Hydrogenated pyridazines
    • A61K31/5025Pyridazines; Hydrogenated pyridazines ortho- or peri-condensed with heterocyclic ring systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B61/00Other general methods
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Plural Heterocyclic Compounds (AREA)
JP2019506027A 2017-03-14 2018-03-13 3,6-ジ置換イミダゾ[1,2-b]ピリダジン誘導体の製造方法 Active JP7082608B2 (ja)

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JP2022086917A JP7384963B2 (ja) 2017-03-14 2022-05-27 3,6-ジ置換イミダゾ[1,2-b]ピリダジン誘導体の製造方法
JP2023143544A JP2023171735A (ja) 2017-03-14 2023-09-05 3,6-ジ置換イミダゾ[1,2-b]ピリダジン誘導体の製造方法
JP2025106052A JP2025123513A (ja) 2017-03-14 2025-06-24 3,6-ジ置換イミダゾ[1,2-b]ピリダジン誘導体の製造方法

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JP2017049138 2017-03-14
JP2017049138 2017-03-14
PCT/JP2018/009596 WO2018168815A1 (ja) 2017-03-14 2018-03-13 3,6-ジ置換イミダゾ[1,2-b]ピリダジン誘導体の製造方法

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JPWO2018168815A1 JPWO2018168815A1 (ja) 2020-04-23
JP7082608B2 true JP7082608B2 (ja) 2022-06-08

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JP2019506027A Active JP7082608B2 (ja) 2017-03-14 2018-03-13 3,6-ジ置換イミダゾ[1,2-b]ピリダジン誘導体の製造方法
JP2022086917A Active JP7384963B2 (ja) 2017-03-14 2022-05-27 3,6-ジ置換イミダゾ[1,2-b]ピリダジン誘導体の製造方法
JP2023143544A Pending JP2023171735A (ja) 2017-03-14 2023-09-05 3,6-ジ置換イミダゾ[1,2-b]ピリダジン誘導体の製造方法
JP2025106052A Pending JP2025123513A (ja) 2017-03-14 2025-06-24 3,6-ジ置換イミダゾ[1,2-b]ピリダジン誘導体の製造方法

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JP2023143544A Pending JP2023171735A (ja) 2017-03-14 2023-09-05 3,6-ジ置換イミダゾ[1,2-b]ピリダジン誘導体の製造方法
JP2025106052A Pending JP2025123513A (ja) 2017-03-14 2025-06-24 3,6-ジ置換イミダゾ[1,2-b]ピリダジン誘導体の製造方法

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US (3) US11028091B2 (https=)
EP (2) EP3597648B1 (https=)
JP (4) JP7082608B2 (https=)
CN (2) CN110418792B (https=)
AU (1) AU2018234027B2 (https=)
CA (1) CA3055504A1 (https=)
ES (1) ES2947326T3 (https=)
HR (1) HRP20230764T1 (https=)
HU (1) HUE063830T2 (https=)
PL (1) PL3597648T3 (https=)
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SM (1) SMT202300269T1 (https=)
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Families Citing this family (3)

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Publication number Priority date Publication date Assignee Title
HUE063830T2 (hu) * 2017-03-14 2024-02-28 Daiichi Sankyo Co Ltd Eljárás 3,6-diszubsztituált imidazo[1,2-b]piridazin származék elõállításához
AU2021453749A1 (en) * 2021-07-01 2023-12-21 Nuvation Bio Inc. Crystalline forms of 3-{4-[(2r)-2-aminopropoxy]phenyl}-n-[(1r)- 1-(3-fluorophenyl) ethyl]imidazo[1,2-b]pyridazin-6-amine and salts thereof
US20250326756A1 (en) * 2022-05-18 2025-10-23 Nuvation Bio Inc. Method for producing 3,6-disubstituted-imidazo[1,2-b]pyridazine compounds

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010531342A (ja) 2007-06-28 2010-09-24 サノフイ−アベンテイス 6−シクロアミノ−3−(ピリジン−4−イル)イミダゾ[1,2−b]ピリダジン誘導体、これらの調製およびこれらの治療的使用
JP2011530574A (ja) 2008-08-12 2011-12-22 サノフイ−アベンテイス 2−アルキル−6−シクロアミノ−3−(ピリジン−4−イル)イミダゾ[1,2−ib]ピリダジン誘導体、この調製およびこの治療応用
WO2013183578A1 (ja) 2012-06-04 2013-12-12 第一三共株式会社 キナーゼ阻害剤としてのイミダゾ[1,2-b]ピリダジン誘導体
US20140364413A1 (en) 2013-06-11 2014-12-11 Janssen Pharmaceutica, Nv PDE 10a Inhibitors for the Treatment of Type II Diabetes
JP2015509534A (ja) 2012-03-09 2015-03-30 レクシコン ファーマシューティカルズ インコーポレイテッド イミダゾ[1,2−b]ピリダジン系化合物、それを含む組成物、及びそれらを使用する方法
JP2016510764A (ja) 2013-03-07 2016-04-11 カリフィア バイオ, インク.Califia Bio, Inc. 混合系キナーゼ阻害剤および治療法

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JPS60197640A (ja) * 1984-03-19 1985-10-07 Ihara Chem Ind Co Ltd ハロゲン化ニトロベンゼン類の製造方法
JPS61205220A (ja) * 1985-03-08 1986-09-11 Rikagaku Kenkyusho 一級アルコ−ル類の選択的フツ素化方法
JP3551493B2 (ja) * 1994-10-21 2004-08-04 三菱化学株式会社 新規ビスオキサゾリン化合物
AU2001260607A1 (en) * 2000-05-24 2001-12-03 Nissan Chemical Industries Ltd. Nitrile compounds and process for their preparation
JP2002193914A (ja) * 2000-05-24 2002-07-10 Nissan Chem Ind Ltd ニトリル化合物およびその製造方法
HUE063830T2 (hu) 2017-03-14 2024-02-28 Daiichi Sankyo Co Ltd Eljárás 3,6-diszubsztituált imidazo[1,2-b]piridazin származék elõállításához
JP7648372B2 (ja) * 2020-11-30 2025-03-18 株式会社ファンケル クロロフィル含有食品用緑色退色抑制剤

Patent Citations (6)

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JP2010531342A (ja) 2007-06-28 2010-09-24 サノフイ−アベンテイス 6−シクロアミノ−3−(ピリジン−4−イル)イミダゾ[1,2−b]ピリダジン誘導体、これらの調製およびこれらの治療的使用
JP2011530574A (ja) 2008-08-12 2011-12-22 サノフイ−アベンテイス 2−アルキル−6−シクロアミノ−3−(ピリジン−4−イル)イミダゾ[1,2−ib]ピリダジン誘導体、この調製およびこの治療応用
JP2015509534A (ja) 2012-03-09 2015-03-30 レクシコン ファーマシューティカルズ インコーポレイテッド イミダゾ[1,2−b]ピリダジン系化合物、それを含む組成物、及びそれらを使用する方法
WO2013183578A1 (ja) 2012-06-04 2013-12-12 第一三共株式会社 キナーゼ阻害剤としてのイミダゾ[1,2-b]ピリダジン誘導体
JP2016510764A (ja) 2013-03-07 2016-04-11 カリフィア バイオ, インク.Califia Bio, Inc. 混合系キナーゼ阻害剤および治療法
US20140364413A1 (en) 2013-06-11 2014-12-11 Janssen Pharmaceutica, Nv PDE 10a Inhibitors for the Treatment of Type II Diabetes

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Title
BENDJEDDOU, Lyamin Z. et al.,Exploration of the imidazo[1,2-b]pyridazine scaffold as a protein kinase inhibitor,European Journal of Medicinal Chemistry,2017年,Vol.125,pp.696-709,ISSN 0223-5234
EL Akkaoui, Ahmed et al.,Direct Arylation of Imidazo[1,2-b]pyridazines: Microwave-Assisted One-Pot Suzuki Coupling/Pd-Catalyz,European Journal of Organic Chemistry,2010年,Vol.5,pp.862-871,ISSN 1434-193X

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AU2018234027A1 (en) 2019-10-31
HUE063830T2 (hu) 2024-02-28
WO2018168815A1 (ja) 2018-09-20
JP7384963B2 (ja) 2023-11-21
JP2025123513A (ja) 2025-08-22
EP3597648B1 (en) 2023-06-07
US20210171532A1 (en) 2021-06-10
EP3597648A1 (en) 2020-01-22
US11028091B2 (en) 2021-06-08
PL3597648T3 (pl) 2023-07-24
EP3597648A4 (en) 2020-10-14
US11667642B2 (en) 2023-06-06
JP2023171735A (ja) 2023-12-05
CN114773351A (zh) 2022-07-22
CN110418792B (zh) 2022-07-05
AU2018234027B2 (en) 2021-12-09
SMT202300269T1 (it) 2023-09-06
EP3597648C0 (en) 2023-06-07
RS64354B1 (sr) 2023-08-31
CA3055504A1 (en) 2018-09-20
ES2947326T3 (es) 2023-08-04
US20200062765A1 (en) 2020-02-27
EP4101853A1 (en) 2022-12-14
JP2022105746A (ja) 2022-07-14
HRP20230764T1 (hr) 2023-10-13
JPWO2018168815A1 (ja) 2020-04-23
US20230227459A1 (en) 2023-07-20
CN110418792A (zh) 2019-11-05

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