SK288073B6 - Method of synthesizing campothecin-relating compounds - Google Patents

Method of synthesizing campothecin-relating compounds Download PDF

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Publication number
SK288073B6
SK288073B6 SK1147-2003A SK11472003A SK288073B6 SK 288073 B6 SK288073 B6 SK 288073B6 SK 11472003 A SK11472003 A SK 11472003A SK 288073 B6 SK288073 B6 SK 288073B6
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SK
Slovakia
Prior art keywords
compound
mixture
reaction
solvent
stirring
Prior art date
Application number
SK1147-2003A
Other languages
English (en)
Slovak (sk)
Other versions
SK11472003A3 (sk
Inventor
Takanori Ogawa
Hiroyuki Nishiyama
Miyuki Uchida
Seigo Sawada
Original Assignee
Kabushiki Kaisha Yakult Honsha
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 Kabushiki Kaisha Yakult Honsha filed Critical Kabushiki Kaisha Yakult Honsha
Publication of SK11472003A3 publication Critical patent/SK11472003A3/sk
Publication of SK288073B6 publication Critical patent/SK288073B6/sk

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C221/00—Preparation of compounds containing amino groups and doubly-bound oxygen atoms bound to the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/64—One oxygen atom attached in position 2 or 6
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/13—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
    • C07C205/20—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C07C205/21—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups and hydroxy groups bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C205/22—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups and hydroxy groups bound to carbon atoms of the same non-condensed six-membered aromatic ring having one nitro groups bound to the ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
    • C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/44—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by —CHO groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
    • C07C225/22—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
    • C07D491/14—Ortho-condensed systems
    • 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)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
SK1147-2003A 2001-02-21 2002-02-21 Method of synthesizing campothecin-relating compounds SK288073B6 (sk)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2001045430 2001-02-21
JP2001309322 2001-10-05
PCT/JP2002/001538 WO2002066416A1 (en) 2001-02-21 2002-02-21 Method of synthesizing camptothecin-relating compounds

Publications (2)

Publication Number Publication Date
SK11472003A3 SK11472003A3 (sk) 2004-03-02
SK288073B6 true SK288073B6 (sk) 2013-05-03

Family

ID=26609837

Family Applications (2)

Application Number Title Priority Date Filing Date
SK1147-2003A SK288073B6 (sk) 2001-02-21 2002-02-21 Method of synthesizing campothecin-relating compounds
SK5001-2011A SK288149B6 (sk) 2001-02-21 2002-02-21 Process for preparing tricyclic ketone to synthesize camptothecin analogs

Family Applications After (1)

Application Number Title Priority Date Filing Date
SK5001-2011A SK288149B6 (sk) 2001-02-21 2002-02-21 Process for preparing tricyclic ketone to synthesize camptothecin analogs

Country Status (23)

Country Link
US (2) US7126000B2 (no)
EP (1) EP1378505B1 (no)
JP (2) JP4210119B2 (no)
KR (2) KR100864692B1 (no)
CN (1) CN100408550C (no)
AR (2) AR035684A1 (no)
AU (1) AU2002237527B2 (no)
BG (2) BG108031A (no)
BR (1) BR0207470A (no)
CA (2) CA2437702C (no)
CZ (1) CZ20032470A3 (no)
EE (1) EE05361B1 (no)
HU (1) HUP0302755A3 (no)
IL (2) IL156949A0 (no)
MX (1) MXPA03007528A (no)
NO (2) NO328628B1 (no)
NZ (2) NZ527615A (no)
PL (2) PL217238B1 (no)
RO (2) RO125158A2 (no)
RU (1) RU2308447C2 (no)
SK (2) SK288073B6 (no)
TW (1) TWI245768B (no)
WO (1) WO2002066416A1 (no)

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CZ299593B6 (cs) * 2003-12-16 2008-09-10 Pliva-Lachema A. S. Zpusob výroby 7-ethyl-10-hydroxykamptothecinu
EP1791846A1 (en) * 2004-08-09 2007-06-06 Shilpa Medicare Limited An improved process for the preparation of irinotecan hydrochloride trihydrate
CA2584622C (en) * 2004-11-05 2010-10-26 Samyang Corporation Pharmaceutical formulation for increasing solubility of 10-hydroxycamptothecin compounds in non-aqueous polar solvents
PL1846412T3 (pl) * 2005-02-07 2010-03-31 Fermion Oy Sposób wytwarzania 7-etylo-10-hydroksykamptotecyny
JP5133703B2 (ja) * 2005-02-08 2013-01-30 フェルミオン オサケ ユキチュア ［１，４’］ビピペリジニル−１’−カルボニルクロリドまたはその塩酸塩の製造方法
PL1928883T3 (pl) * 2005-02-08 2014-03-31 Fermion Oy Sposób otrzymywania chlorowodorku irynotekanu
US8112154B2 (en) * 2005-04-13 2012-02-07 The Cleveland Clinic Foundation Systems and methods for neuromodulation using pre-recorded waveforms
TWI375678B (en) * 2005-06-09 2012-11-01 Yakult Honsha Kk A method of preparation of a tricyclic ketone
US7608740B2 (en) 2005-08-03 2009-10-27 Avra Laboratories Pvt. Ltd Method of synthesizing key intermediates for the production of camptothecin derivatives
EP1803725A1 (en) * 2005-12-13 2007-07-04 W.C. Heraeus GmbH Methods for preparing irinotecan
US9220889B2 (en) 2008-02-11 2015-12-29 Intelect Medical, Inc. Directional electrode devices with locating features
CN101824038B (zh) * 2009-03-06 2013-08-21 复旦大学 喜树碱及其类似物的制备方法
EP2470258B1 (en) 2009-08-27 2017-03-15 The Cleveland Clinic Foundation System and method to estimate region of tissue activation
JP5599094B2 (ja) * 2010-05-20 2014-10-01 国立大学法人 千葉大学 ニトリル化合物の製造方法
US8913804B2 (en) 2010-06-14 2014-12-16 Boston Scientific Neuromodulation Corporation Programming interface for spinal cord neuromodulation
US9248296B2 (en) 2012-08-28 2016-02-02 Boston Scientific Neuromodulation Corporation Point-and-click programming for deep brain stimulation using real-time monopolar review trendlines
CA2844081A1 (en) 2011-08-09 2013-02-14 Boston Scientific Neuromodulation Corporation Remote control for blind clinical trials of electrical stimulation
US9792412B2 (en) 2012-11-01 2017-10-17 Boston Scientific Neuromodulation Corporation Systems and methods for VOA model generation and use
US8722886B1 (en) * 2012-11-13 2014-05-13 Bionumerik Pharmaceuticals, Inc. Methods for the total chemical synthesis of enantiomerically-pure 7-(2′-trimethylsilyl)ethyl camptothecin
US9959388B2 (en) 2014-07-24 2018-05-01 Boston Scientific Neuromodulation Corporation Systems, devices, and methods for providing electrical stimulation therapy feedback
US10272247B2 (en) 2014-07-30 2019-04-30 Boston Scientific Neuromodulation Corporation Systems and methods for stimulation-related volume analysis, creation, and sharing with integrated surgical planning and stimulation programming
US10265528B2 (en) 2014-07-30 2019-04-23 Boston Scientific Neuromodulation Corporation Systems and methods for electrical stimulation-related patient population volume analysis and use
WO2016057544A1 (en) 2014-10-07 2016-04-14 Boston Scientific Neuromodulation Corporation Systems, devices, and methods for electrical stimulation using feedback to adjust stimulation parameters
CN107428770B (zh) * 2014-10-22 2019-10-01 维瓦西塔斯肿瘤学公司 用于喜树碱类似物合成的方法和体系
WO2016191436A1 (en) 2015-05-26 2016-12-01 Boston Scientific Neuromodulation Corporation Systems and methods for analyzing electrical stimulation and selecting or manipulating volumes of activation
US10780283B2 (en) 2015-05-26 2020-09-22 Boston Scientific Neuromodulation Corporation Systems and methods for analyzing electrical stimulation and selecting or manipulating volumes of activation
WO2017003946A1 (en) 2015-06-29 2017-01-05 Boston Scientific Neuromodulation Corporation Systems and methods for selecting stimulation parameters based on stimulation target region, effects, or side effects
WO2017003947A1 (en) 2015-06-29 2017-01-05 Boston Scientific Neuromodulation Corporation Systems and methods for selecting stimulation parameters by targeting and steering
US10071249B2 (en) 2015-10-09 2018-09-11 Boston Scientific Neuromodulation Corporation System and methods for clinical effects mapping for directional stimulation leads
US10716942B2 (en) 2016-04-25 2020-07-21 Boston Scientific Neuromodulation Corporation System and methods for directional steering of electrical stimulation
WO2017223505A2 (en) 2016-06-24 2017-12-28 Boston Scientific Neuromodulation Corporation Systems and methods for visual analytics of clinical effects
WO2018044881A1 (en) 2016-09-02 2018-03-08 Boston Scientific Neuromodulation Corporation Systems and methods for visualizing and directing stimulation of neural elements
US10780282B2 (en) 2016-09-20 2020-09-22 Boston Scientific Neuromodulation Corporation Systems and methods for steering electrical stimulation of patient tissue and determining stimulation parameters
JP6828149B2 (ja) 2016-10-14 2021-02-10 ボストン サイエンティフィック ニューロモデュレイション コーポレイション 電気刺激システムに対する刺激パラメータ設定の閉ループ決定のためのシステム及び方法
US10792501B2 (en) 2017-01-03 2020-10-06 Boston Scientific Neuromodulation Corporation Systems and methods for selecting MRI-compatible stimulation parameters
ES2821752T3 (es) 2017-01-10 2021-04-27 Boston Scient Neuromodulation Corp Sistemas y procedimientos para crear programas de estimulación en base a áreas o volúmenes definidos por el usuario
US10625082B2 (en) 2017-03-15 2020-04-21 Boston Scientific Neuromodulation Corporation Visualization of deep brain stimulation efficacy
US11357986B2 (en) 2017-04-03 2022-06-14 Boston Scientific Neuromodulation Corporation Systems and methods for estimating a volume of activation using a compressed database of threshold values
JP6932835B2 (ja) 2017-07-14 2021-09-08 ボストン サイエンティフィック ニューロモデュレイション コーポレイション 電気刺激の臨床効果を推定するシステム及び方法
US10960214B2 (en) 2017-08-15 2021-03-30 Boston Scientific Neuromodulation Corporation Systems and methods for controlling electrical stimulation using multiple stimulation fields
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Also Published As

Publication number Publication date
WO2002066416A1 (en) 2002-08-29
KR100864692B1 (ko) 2008-10-23
NZ534374A (en) 2004-12-24
JP4805967B2 (ja) 2011-11-02
US7378555B2 (en) 2008-05-27
KR100858972B1 (ko) 2008-09-17
RU2003128530A (ru) 2005-03-27
RO122639B9 (ro) 2014-03-28
SK288149B6 (sk) 2013-12-02
NO20033579L (no) 2003-10-10
KR20030077631A (ko) 2003-10-01
BG108031A (bg) 2005-04-30
KR20080012383A (ko) 2008-02-11
NO331656B1 (no) 2012-02-13
JPWO2002066416A1 (ja) 2004-09-24
EE05361B1 (et) 2010-12-15
JP2008273952A (ja) 2008-11-13
NZ527615A (en) 2004-12-24
CN1492851A (zh) 2004-04-28
AR035684A1 (es) 2004-06-23
PL217238B1 (pl) 2014-06-30
TWI245768B (en) 2005-12-21
EP1378505A1 (en) 2004-01-07
AR082663A2 (es) 2012-12-26
EP1378505A4 (en) 2006-09-27
CA2683768A1 (en) 2002-08-29
RO122639B1 (ro) 2009-10-30
BR0207470A (pt) 2008-04-08
IL156949A (en) 2009-09-01
CA2437702A1 (en) 2002-08-29
US20070010674A1 (en) 2007-01-11
CN100408550C (zh) 2008-08-06
RU2308447C2 (ru) 2007-10-20
HUP0302755A2 (hu) 2003-12-29
NO20093402L (no) 2003-10-10
CA2437702C (en) 2010-04-06
CA2683768C (en) 2013-05-28
RO125158A2 (ro) 2010-01-29
PL399009A1 (pl) 2012-09-10
HUP0302755A3 (en) 2008-03-28
US7126000B2 (en) 2006-10-24
BG111453A (en) 2013-09-30
AU2002237527B2 (en) 2007-01-04
PL363440A1 (en) 2004-11-15
US20040106830A1 (en) 2004-06-03
NO328628B1 (no) 2010-04-12
MXPA03007528A (es) 2003-12-11
PL218065B1 (pl) 2014-10-31
CZ20032470A3 (cs) 2004-02-18
JP4210119B2 (ja) 2009-01-14
IL156949A0 (en) 2004-02-08
EP1378505B1 (en) 2014-11-05
EE200300373A (et) 2003-10-15
NO20033579D0 (no) 2003-08-13
SK11472003A3 (sk) 2004-03-02

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Effective date: 20150221