AU2018244180B2 - Synthesis of Mcl-1 inhibitor - Google Patents

Synthesis of Mcl-1 inhibitor Download PDF

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Publication number
AU2018244180B2
AU2018244180B2 AU2018244180A AU2018244180A AU2018244180B2 AU 2018244180 B2 AU2018244180 B2 AU 2018244180B2 AU 2018244180 A AU2018244180 A AU 2018244180A AU 2018244180 A AU2018244180 A AU 2018244180A AU 2018244180 B2 AU2018244180 B2 AU 2018244180B2
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AU
Australia
Prior art keywords
methyl
mol
pyrazol
dimethyl
solvent
Prior art date
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AU2018244180A
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English (en)
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AU2018244180A1 (en
Inventor
Cati FERRAR
Simon HARDY
Debasis Hazra
Alexander Hird
Jan Koek
Andrew Stark
Craig Stewart
Qing Ye
Xiaolan Zheng
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AstraZeneca AB
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AstraZeneca AB
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Publication of AU2018244180A1 publication Critical patent/AU2018244180A1/en
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Publication of AU2018244180B2 publication Critical patent/AU2018244180B2/en
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C245/00Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
    • C07C245/02Azo compounds, i.e. compounds having the free valencies of —N=N— groups attached to different atoms, e.g. diazohydroxides
    • C07C245/06Azo compounds, i.e. compounds having the free valencies of —N=N— groups attached to different atoms, e.g. diazohydroxides with nitrogen atoms of azo groups bound to carbon atoms of six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/72Hydrazones
    • C07C251/74Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C251/76Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton
    • 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
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Lubricants (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
AU2018244180A 2017-03-31 2018-03-29 Synthesis of Mcl-1 inhibitor Active AU2018244180B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201762479493P 2017-03-31 2017-03-31
US62/479,493 2017-03-31
PCT/EP2018/058056 WO2018178227A1 (en) 2017-03-31 2018-03-29 Synthesis of mcl-1 inhibitor

Publications (2)

Publication Number Publication Date
AU2018244180A1 AU2018244180A1 (en) 2019-11-07
AU2018244180B2 true AU2018244180B2 (en) 2021-03-04

Family

ID=61827753

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2018244180A Active AU2018244180B2 (en) 2017-03-31 2018-03-29 Synthesis of Mcl-1 inhibitor

Country Status (16)

Country Link
US (1) US11149024B2 (enExample)
EP (1) EP3601230B1 (enExample)
JP (1) JP7032428B2 (enExample)
KR (1) KR102604876B1 (enExample)
CN (1) CN110536884B (enExample)
AR (1) AR111304A1 (enExample)
AU (1) AU2018244180B2 (enExample)
CA (1) CA3056712A1 (enExample)
CO (1) CO2019010035A2 (enExample)
EA (1) EA038226B1 (enExample)
ES (1) ES2909751T3 (enExample)
IL (1) IL269410B2 (enExample)
MX (1) MX387814B (enExample)
TW (1) TWI781996B (enExample)
WO (1) WO2018178227A1 (enExample)
ZA (1) ZA201905645B (enExample)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11691989B2 (en) 2018-11-22 2023-07-04 Ascentage Pharma (Suzhou) Co., Ltd. Macrocyclic indoles as Mcl-1 inhibitors
US12319703B2 (en) 2019-01-23 2025-06-03 Ascentage Pharma (Suzhou) Co., Ltd. Macrocyclic fused pyrazoles as Mcl-1 inhibitors
KR20220024694A (ko) 2019-06-21 2022-03-03 얀센 파마슈티카 엔.브이. Mcl-1의 거대환식 억제제
WO2021005043A1 (en) 2019-07-09 2021-01-14 Janssen Pharmaceutica Nv Macrocyclic spirocycle derivatives as mcl-1 inhibitors
WO2021092053A1 (en) * 2019-11-08 2021-05-14 Unity Biotechnology, Inc. Mcl-1 inhibitor macrocycle compounds for use in clinical management of conditions caused or mediated by senescent cells and for treating cancer
WO2021099579A1 (en) 2019-11-21 2021-05-27 Janssen Pharmaceutica Nv Macrocyclic indole derivatives as mcl-1 inhibitors
MX2022006180A (es) 2019-11-21 2022-06-14 Janssen Pharmaceutica Nv Derivados macrociclicos de sulfonilo como inhibidores de mcl-1.
JP2023514364A (ja) 2020-02-21 2023-04-05 ヤンセン ファーマシューティカ エヌ.ベー. Mcl-1の阻害剤としての大環状インドール誘導体
EP4157852A1 (en) 2020-05-29 2023-04-05 JANSSEN Pharmaceutica NV Macrocyclic 7-pyrazol-5-yl-indole derivatives as inhibitors of mcl-1
MX2022015998A (es) * 2020-06-19 2023-04-12 Janssen Pharmaceutica Nv Derivados de 4-(pirazol-5-il)-indol macrocíclico unidos a n como inhibidores de mcl-1.
WO2021255257A1 (en) 2020-06-19 2021-12-23 Janssen Pharmaceutica Nv N-linked macrocyclic 7-(pyrazol-5-yl)-indole derivatives as inhibitors of mcl-1
CA3184877A1 (en) 2020-07-08 2022-01-13 Benoit Christian Albert Ghislain De Boeck Macrocyclic ether containing indole derivatives as inhibitors of mcl-1
WO2022032284A1 (en) * 2020-08-07 2022-02-10 Zeno Management, Inc. Macrocyclic compounds
JP2023553719A (ja) 2020-12-17 2023-12-25 ヤンセン ファーマシューティカ エヌ.ベー. Mcl-1阻害剤としての分岐大環状4-(ピラゾール-5-イル)-インドール誘導体
JP2024506648A (ja) 2021-02-12 2024-02-14 ヤンセン ファーマシューティカ エヌ.ベー. がんの治療のためのmcl-1阻害剤としての大環状1,3-架橋6-クロロ-7-ピラゾール-4-イル-1h-インドール-2-カルボキシレート及び6-クロロ-7-ピリミジン-5-イル-1h-インドール-2-カルボキシレート誘導体
US11931424B2 (en) 2021-06-11 2024-03-19 Gilead Sciences, Inc. Combination MCL-1 inhibitors with anti-body drug conjugates
WO2022261301A1 (en) 2021-06-11 2022-12-15 Gilead Sciences, Inc. Combination mcl-1 inhibitors with anti-cancer agents

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017182625A1 (en) * 2016-04-22 2017-10-26 Astrazeneca Ab Macrocyclic mcl1 inhibitors for treating cancer

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2915811A1 (en) * 2014-03-04 2015-09-09 Centre Régional de Lutte contre le Cancer - Centre François Baclesse MCL-1 modulating compounds for cancer treatment
US9949965B2 (en) * 2014-10-17 2018-04-24 Vanderbilt University Tricyclic indole Mcl-1 inhibitors and uses thereof
CN105061315B (zh) * 2015-08-06 2017-10-24 大连理工大学 一类1,5‑二苯基吡唑‑3‑羧酸类化合物及其应用
CN106478606B (zh) * 2016-09-21 2019-05-10 沈阳药科大学 N-取代吲哚类衍生物及其应用

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017182625A1 (en) * 2016-04-22 2017-10-26 Astrazeneca Ab Macrocyclic mcl1 inhibitors for treating cancer

Also Published As

Publication number Publication date
BR112019019686A2 (pt) 2020-04-14
CA3056712A1 (en) 2018-10-04
CO2019010035A2 (es) 2019-09-30
US20210122735A1 (en) 2021-04-29
IL269410A (en) 2019-11-28
ZA201905645B (en) 2020-05-27
KR102604876B1 (ko) 2023-11-22
EA201992235A1 (ru) 2020-02-10
MX2019011468A (es) 2019-11-01
AU2018244180A1 (en) 2019-11-07
TW201902868A (zh) 2019-01-16
KR20190136039A (ko) 2019-12-09
CN110536884A (zh) 2019-12-03
TWI781996B (zh) 2022-11-01
AR111304A1 (es) 2019-06-26
JP7032428B2 (ja) 2022-03-08
EP3601230A1 (en) 2020-02-05
EP3601230B1 (en) 2022-01-26
EA038226B1 (ru) 2021-07-27
JP2020515557A (ja) 2020-05-28
IL269410B2 (en) 2023-03-01
CN110536884B (zh) 2023-05-02
WO2018178227A1 (en) 2018-10-04
ES2909751T3 (es) 2022-05-10
MX387814B (es) 2025-03-04
US11149024B2 (en) 2021-10-19
IL269410B (en) 2022-11-01

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