CA2950768C - Oxidative dearomatization of berbines - Google Patents

Oxidative dearomatization of berbines Download PDF

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Publication number
CA2950768C
CA2950768C CA2950768A CA2950768A CA2950768C CA 2950768 C CA2950768 C CA 2950768C CA 2950768 A CA2950768 A CA 2950768A CA 2950768 A CA2950768 A CA 2950768A CA 2950768 C CA2950768 C CA 2950768C
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CA
Canada
Prior art keywords
halogen
alkyl
hydroxy
hydrogen
alkoxy
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CA2950768A
Other languages
English (en)
French (fr)
Other versions
CA2950768A1 (en
Inventor
Christopher W. Grote
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Specgx LLC
Original Assignee
Specgx LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Specgx LLC filed Critical Specgx LLC
Publication of CA2950768A1 publication Critical patent/CA2950768A1/en
Application granted granted Critical
Publication of CA2950768C publication Critical patent/CA2950768C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pyridine Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CA2950768A 2014-06-11 2015-06-11 Oxidative dearomatization of berbines Active CA2950768C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201462010648P 2014-06-11 2014-06-11
US62/010,648 2014-06-11
PCT/US2015/035300 WO2015191837A1 (en) 2014-06-11 2015-06-11 Oxidative dearomatization of berbines

Publications (2)

Publication Number Publication Date
CA2950768A1 CA2950768A1 (en) 2015-12-17
CA2950768C true CA2950768C (en) 2023-03-28

Family

ID=54834304

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2950768A Active CA2950768C (en) 2014-06-11 2015-06-11 Oxidative dearomatization of berbines

Country Status (9)

Country Link
US (1) US9593111B2 (enExample)
EP (1) EP3154968B1 (enExample)
JP (1) JP6577491B2 (enExample)
AU (1) AU2015274545B2 (enExample)
BR (1) BR112016027834B1 (enExample)
CA (1) CA2950768C (enExample)
ES (1) ES2813678T3 (enExample)
MX (1) MX376440B (enExample)
WO (1) WO2015191837A1 (enExample)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6654568B2 (ja) * 2013-10-04 2020-02-26 スペックジーエックス エルエルシー 置換ベルビン及びその合成
MX376440B (es) 2014-06-11 2025-03-07 SpecGx LLC Desaromatización oxidativa de berbinas.

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5019781A (enExample) * 1973-06-25 1975-03-01
JPS5116698A (en) * 1974-07-27 1976-02-10 Kanebo Ltd Jibenzo * a*g * kinorijiniumujudotaino shinkigoseiho
US4033966A (en) 1975-06-24 1977-07-05 Kanebo, Ltd. Novel berbine derivatives
KR100706309B1 (ko) * 2006-02-14 2007-04-12 한국생명공학연구원 항진균 활성이 우수한 베르베루빈 유도체
WO2010028004A2 (en) * 2008-09-03 2010-03-11 Mallinckrodt Inc. Substituted berbines and processes for their synthesis
CN101665491B (zh) * 2009-09-17 2011-09-28 长春工业大学 小檗碱13位衍生物和小檗红碱13位衍生物的合成方法
CN101798285B (zh) * 2010-02-10 2012-05-23 中国科学院上海有机化学研究所 一种青藤碱衍生物、合成方法及其用途
JOP20200043A1 (ar) * 2011-05-10 2017-06-16 Amgen Inc طرق معالجة أو منع الاضطرابات المختصة بالكوليسترول
CN102850346A (zh) * 2012-09-27 2013-01-02 四川大学 小檗红碱12-位衍生物及其制备方法和用途
MX376440B (es) 2014-06-11 2025-03-07 SpecGx LLC Desaromatización oxidativa de berbinas.

Also Published As

Publication number Publication date
BR112016027834A2 (enExample) 2017-08-22
BR112016027834B1 (pt) 2023-12-26
JP6577491B2 (ja) 2019-09-18
US9593111B2 (en) 2017-03-14
CA2950768A1 (en) 2015-12-17
US20150361076A1 (en) 2015-12-17
WO2015191837A1 (en) 2015-12-17
MX376440B (es) 2025-03-07
AU2015274545B2 (en) 2019-02-28
ES2813678T3 (es) 2021-03-24
EP3154968B1 (en) 2020-08-05
AU2015274545A1 (en) 2016-12-15
EP3154968A4 (en) 2018-02-07
MX2016015507A (es) 2017-04-25
EP3154968A1 (en) 2017-04-19
JP2017518987A (ja) 2017-07-13

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