DK2595948T3 - Fremgangsmåde til fremstilling af ingenol-3-angelat - Google Patents

Fremgangsmåde til fremstilling af ingenol-3-angelat Download PDF

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Publication number
DK2595948T3
DK2595948T3 DK11738152.5T DK11738152T DK2595948T3 DK 2595948 T3 DK2595948 T3 DK 2595948T3 DK 11738152 T DK11738152 T DK 11738152T DK 2595948 T3 DK2595948 T3 DK 2595948T3
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DK
Denmark
Prior art keywords
angelat
ingenol
procedure
manufacturing
manufacturing ingenol
Prior art date
Application number
DK11738152.5T
Other languages
English (en)
Inventor
Thomas Högberg
Xifu Liang
Anne Marie Horneman
Anders Klarskov Petersen
Gunnar Grue-Sørensen
Original Assignee
Leo Laboratories Ltd
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=44503402&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=DK2595948(T3) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Leo Laboratories Ltd filed Critical Leo Laboratories Ltd
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Publication of DK2595948T3 publication Critical patent/DK2595948T3/da

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/28—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
    • C07C251/24—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/72—Hydrazones
    • C07C251/88—Hydrazones having also the other nitrogen atom doubly-bound to a carbon atom, e.g. azines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/54—Preparation of carboxylic acid anhydrides
    • C07C51/567—Preparation of carboxylic acid anhydrides by reactions not involving carboxylic acid anhydride groups
    • 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
    • C07C59/40—Unsaturated compounds
    • C07C59/76—Unsaturated compounds containing keto groups
    • C07C59/90—Unsaturated compounds containing keto groups containing singly bound oxygen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/14—Preparation of carboxylic acid esters from carboxylic acid halides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/28—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/297—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/70—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with ring systems containing two or more relevant rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/08—1,3-Dioxanes; Hydrogenated 1,3-dioxanes condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/08—Bridged systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • C07F7/1872—Preparation; Treatments not provided for in C07F7/20
    • C07F7/188—Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-O linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/56—Ring systems containing bridged rings
    • C07C2603/86—Ring systems containing bridged rings containing four rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/93—Spiro compounds
    • C07C2603/95—Spiro compounds containing "not free" spiro atoms
    • C07C2603/98—Spiro compounds containing "not free" spiro atoms containing at least one ring with more than six ring members
    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
DK11738152.5T 2010-07-20 2011-07-08 Fremgangsmåde til fremstilling af ingenol-3-angelat DK2595948T3 (da)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US36601810P 2010-07-20 2010-07-20
PCT/DK2011/000081 WO2012010172A1 (en) 2010-07-20 2011-07-08 A method of producing ingenol-3-angelate

Publications (1)

Publication Number Publication Date
DK2595948T3 true DK2595948T3 (da) 2019-10-21

Family

ID=44503402

Family Applications (1)

Application Number Title Priority Date Filing Date
DK11738152.5T DK2595948T3 (da) 2010-07-20 2011-07-08 Fremgangsmåde til fremstilling af ingenol-3-angelat

Country Status (28)

Country Link
US (3) US8901356B2 (da)
EP (2) EP2595948B1 (da)
JP (1) JP5816279B2 (da)
KR (1) KR101914460B1 (da)
CN (2) CN107011167A (da)
AU (1) AU2011282028B2 (da)
BR (1) BR112013001245B1 (da)
CA (1) CA2805965A1 (da)
CY (1) CY1122350T1 (da)
DK (1) DK2595948T3 (da)
ES (1) ES2753998T3 (da)
HR (1) HRP20192000T1 (da)
HU (1) HUE046240T2 (da)
IL (3) IL223718A (da)
LT (1) LT2595948T (da)
MX (1) MX2013000429A (da)
MY (1) MY163339A (da)
NZ (1) NZ606720A (da)
PL (1) PL2595948T3 (da)
PT (1) PT2595948T (da)
RS (1) RS59532B1 (da)
RU (1) RU2586975C2 (da)
SG (1) SG186750A1 (da)
SI (1) SI2595948T1 (da)
TW (1) TWI525075B (da)
UA (1) UA111827C2 (da)
WO (1) WO2012010172A1 (da)
ZA (1) ZA201300142B (da)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0525680D0 (en) 2005-12-16 2006-01-25 Peplin Ltd Therapeutic compositions
SI2595948T1 (sl) 2010-07-20 2019-12-31 Leo Laboratories Limited Postopek izdelave ingenol-3-angelata
EP2655311A1 (en) * 2010-12-22 2013-10-30 Leo Laboratories Limited Ingenol-3-acylates i
WO2013110753A1 (en) * 2012-01-25 2013-08-01 Leo Pharma A/S Process for the preparation of ingenol-3-angelate
EP2872477B1 (en) * 2012-07-16 2018-09-05 Leo Laboratories Limited Process for the preparation of ingenol-3-angelate from 20-deoxy-ingenol
CN103483193A (zh) * 2013-09-10 2014-01-01 南京奇鹤医药科技有限公司 一种巨大戟醇甲基丁烯酸酯的制备方法
US9758464B2 (en) 2014-05-23 2017-09-12 Alphora Research Inc. Continuous flow process for the preparation of Ingenol-3-mebutate
CN104649901B (zh) * 2015-02-09 2017-03-29 中国科学院昆明植物研究所 一种治疗光化性角化病的原料药物巨大戟醇甲基丁烯酸酯的制备方法
WO2016191837A1 (pt) * 2015-06-03 2016-12-08 Amazônia Fitomedicamentos Ltda. Método de preparação de ingenol-3-hexanoato, método de preparação de 3-etinil-3-hidroxi-4.7.7-trimetilbiciclo[4.1.0]heptano-2-carbaldeído e método de preparação do composto 2,2-dimetil-4-etinil-5-trifenilfosforanilideno-1,3-dioxano
WO2016191835A1 (pt) * 2015-06-03 2016-12-08 Amazônia Fitomedicamentos Ltda. Método de preparação de ingenol-5,20-acetonida, método de preparação de 3-etinil-3-hidroxi-4.7.7-trimetilbiciclo[4.1.0] heptano-2-carbaldeído, método de preparação do composto 2,2-dimetil-4-etinil-5 -trifenilfosforanilideno-1,3-dioxano e composto intermediário
WO2016191836A1 (pt) * 2015-06-03 2016-12-08 Amazônia Fitomedicamentos Ltda. Método de preparação de ingenol-3-dodecanoato, método de preparação de 3-etinil-3-hidroxi-4.7.7-trimetilbiciclo[4.1.0]heptano-2-carbaldeído e método de preparação de 2,2-dimetil-4-etinil-5-trifenilfosforanilideno-1,3-dioxano
US12502369B2 (en) 2015-11-11 2025-12-23 K-Gen, Inc. Methods of cancer treatment
WO2017108927A1 (en) * 2015-12-22 2017-06-29 Leo Laboratories Limited Process for preparation of ingenol 3-(3.5-diethylisoxazole-4-carboxylate)
US10722484B2 (en) 2016-03-09 2020-07-28 K-Gen, Inc. Methods of cancer treatment
WO2018224007A1 (zh) 2017-06-09 2018-12-13 天津中新药业研究中心 13-氧化巨大戟二萜醇衍生物及其用途
WO2022192521A1 (en) * 2021-03-10 2022-09-15 The Board Of Trustees Of The Leland Stanford Junior University Synthesis of tigilanol tiglate and analogs thereof
CN113336628B (zh) * 2021-04-16 2023-02-10 云南省中医中药研究院 一种二醇蔷薇烷、其制备方法及用途

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5920247A (ja) * 1982-07-28 1984-02-01 Taiyo Koryo Kk アンゲリカ酸不飽和エステル類及びその香料組成物
JPS6036479A (ja) * 1983-08-08 1985-02-25 Kotobuki Seiyaku Kk 1,3−ジオキサン誘導体、本化合物を有効成分とする抗潰瘍剤及びその製造方法
JP3773578B2 (ja) * 1996-02-29 2006-05-10 三共株式会社 タキソール合成中間体
AUPQ801700A0 (en) 2000-06-07 2000-06-29 Peplin Research Pty Ltd Enzyme and viral activation
AUPQ923100A0 (en) * 2000-08-07 2000-08-31 Peplin Research Pty Ltd Treatment of prostate cancer
WO2007009055A2 (en) * 2005-07-13 2007-01-18 Salvia Sciences, Inc. Ester prodrugs of prostratin and related phorbol compounds
CA2541903A1 (en) 2006-04-20 2007-10-20 Peplin Research Pty. Ltd. A method of diagnosis and treatment
JP4952208B2 (ja) 2006-11-16 2012-06-13 株式会社ツムラ プラエルプトリンaの製造方法
CN102844294A (zh) * 2010-04-16 2012-12-26 利奥制药有限公司 结晶巨大戟二萜醇甲基丁烯酸酯
SI2595948T1 (sl) 2010-07-20 2019-12-31 Leo Laboratories Limited Postopek izdelave ingenol-3-angelata

Also Published As

Publication number Publication date
MX2013000429A (es) 2013-06-28
IL223718A (en) 2016-10-31
JP5816279B2 (ja) 2015-11-18
US20130177952A1 (en) 2013-07-11
EP2595948B1 (en) 2019-09-04
CY1122350T1 (el) 2021-01-27
NZ606720A (en) 2014-11-28
KR101914460B1 (ko) 2018-11-05
RU2013107386A (ru) 2014-08-27
BR112013001245B1 (pt) 2021-06-15
MY163339A (en) 2017-09-15
AU2011282028A1 (en) 2013-02-28
SG186750A1 (en) 2013-02-28
US20160280627A1 (en) 2016-09-29
WO2012010172A1 (en) 2012-01-26
US8901356B2 (en) 2014-12-02
KR20140007787A (ko) 2014-01-20
IL256533B (en) 2020-06-30
IL248217B (en) 2018-01-31
PL2595948T3 (pl) 2020-03-31
CN107011167A (zh) 2017-08-04
ES2753998T3 (es) 2020-04-15
AU2011282028B2 (en) 2015-04-23
EP3640236A1 (en) 2020-04-22
TW201206878A (en) 2012-02-16
UA111827C2 (uk) 2016-06-24
JP2013532637A (ja) 2013-08-19
IL256533A (en) 2018-02-28
CA2805965A1 (en) 2012-01-26
US20150315118A1 (en) 2015-11-05
RU2586975C2 (ru) 2016-06-10
PT2595948T (pt) 2019-11-12
RS59532B1 (sr) 2019-12-31
US9676698B2 (en) 2017-06-13
HUE046240T2 (hu) 2020-02-28
EP2595948A1 (en) 2013-05-29
LT2595948T (lt) 2019-12-10
SI2595948T1 (sl) 2019-12-31
HRP20192000T1 (hr) 2020-02-07
BR112013001245A2 (pt) 2016-05-17
CN103119016A (zh) 2013-05-22
ZA201300142B (en) 2014-03-26
TWI525075B (zh) 2016-03-11
US9416084B2 (en) 2016-08-16

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