DE69623960T2 - Zwischenprodukte und verfahren zur herstellung von camptothecin-derivate (cpt-11) und verwandte verbindungen - Google Patents

Zwischenprodukte und verfahren zur herstellung von camptothecin-derivate (cpt-11) und verwandte verbindungen

Info

Publication number
DE69623960T2
DE69623960T2 DE69623960T DE69623960T DE69623960T2 DE 69623960 T2 DE69623960 T2 DE 69623960T2 DE 69623960 T DE69623960 T DE 69623960T DE 69623960 T DE69623960 T DE 69623960T DE 69623960 T2 DE69623960 T2 DE 69623960T2
Authority
DE
Germany
Prior art keywords
formula
compound
alkyl
compound according
aryl
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.)
Expired - Lifetime
Application number
DE69623960T
Other languages
German (de)
English (en)
Other versions
DE69623960D1 (de
Inventor
E. Henegar
C. Sih
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.)
Pharmacia and Upjohn Co
Original Assignee
Pharmacia and Upjohn Co
Upjohn Co
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 Pharmacia and Upjohn Co, Upjohn Co filed Critical Pharmacia and Upjohn Co
Application granted granted Critical
Publication of DE69623960D1 publication Critical patent/DE69623960D1/de
Publication of DE69623960T2 publication Critical patent/DE69623960T2/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • 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
    • C07D491/22—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 four or more hetero rings
    • 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
    • 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
    • C07D213/61—Halogen atoms or nitro radicals
    • 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
    • C07D213/643—2-Phenoxypyridines; Derivatives thereof
    • 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • 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
    • C07D471/12—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 three hetero rings
    • C07D471/14—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
    • C07D491/02—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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Lubricants (AREA)
  • Steroid Compounds (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)
  • Paper (AREA)
DE69623960T 1995-04-07 1996-04-01 Zwischenprodukte und verfahren zur herstellung von camptothecin-derivate (cpt-11) und verwandte verbindungen Expired - Lifetime DE69623960T2 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US41964395A 1995-04-07 1995-04-07
PCT/US1996/004163 WO1996031513A1 (en) 1995-04-07 1996-04-01 Novel intermediates and process for the manufacture of camptothecin derivatives (cpt-11) and related compounds

Publications (2)

Publication Number Publication Date
DE69623960D1 DE69623960D1 (de) 2002-10-31
DE69623960T2 true DE69623960T2 (de) 2003-06-05

Family

ID=23663114

Family Applications (1)

Application Number Title Priority Date Filing Date
DE69623960T Expired - Lifetime DE69623960T2 (de) 1995-04-07 1996-04-01 Zwischenprodukte und verfahren zur herstellung von camptothecin-derivate (cpt-11) und verwandte verbindungen

Country Status (25)

Country Link
US (3) US6121451A (enExample)
EP (1) EP0835257B1 (enExample)
JP (2) JP4281075B2 (enExample)
KR (1) KR100423627B1 (enExample)
CN (5) CN1434043B (enExample)
AT (1) ATE224899T1 (enExample)
AU (1) AU717179B2 (enExample)
CA (1) CA2214793C (enExample)
CZ (1) CZ297862B6 (enExample)
DE (1) DE69623960T2 (enExample)
DK (1) DK0835257T3 (enExample)
ES (1) ES2183943T3 (enExample)
HK (2) HK1054234B (enExample)
HU (1) HUP9801436A3 (enExample)
IL (1) IL117684A (enExample)
MX (1) MX9707706A (enExample)
NO (2) NO320482B1 (enExample)
NZ (1) NZ306664A (enExample)
PL (2) PL186564B1 (enExample)
PT (1) PT835257E (enExample)
RU (1) RU2164917C2 (enExample)
SI (1) SI0835257T1 (enExample)
TW (1) TW438775B (enExample)
WO (1) WO1996031513A1 (enExample)
ZA (1) ZA962747B (enExample)

Families Citing this family (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SG88737A1 (en) * 1996-10-30 2002-05-21 Tanabe Seiyaku Co S type 2-substituted hydroxy-2-indolidinylbutyric ester compounds and process for preparation thereof
AU6004099A (en) * 1998-10-07 2000-04-26 Mitsubishi Chemical Corporation Mixtures of optical isomers of 1,2-disubstituted-2,3-epoxypropanes, process for producing the same, pesticides containing the same as the active ingredient and intermediates thereof
FR2794123B1 (fr) 1999-05-28 2001-07-27 Aventis Pharma Sa Preparation de derives de la camptothecine et de la nothapodytine
JP4776843B2 (ja) 1999-10-01 2011-09-21 イムノゲン インコーポレーティッド 免疫複合体及び化学療法剤を用いる癌治療用組成物及び方法
US6855294B2 (en) * 2000-11-22 2005-02-15 Resonance, Inc. Apparatus and methods for efficient generation of chlorine dioxide
AR035684A1 (es) * 2001-02-21 2004-06-23 Yakult Honsha Kk Procedimiento para preparar 2'-amino-5'-hidroxipropiofenona, uso de la misma para la preparacion de analogos de camptotecina, procedimiento para prepararlos, compuestos intermediarios, procedimiento para preparar una cetona triciclica utilizada en la sintesis de analogos de camptotecina
US6723853B2 (en) * 2001-08-27 2004-04-20 University Of Pittsburgh Intermediates and methods of preparation of intermediates in the enantiomeric synthesis of (20R)homocamptothecins and the enantiomeric synthesis of (20R)homocamptothecins
JP3839813B2 (ja) 2002-04-17 2006-11-01 ファルマシア コーポレイション カンプトテシン誘導体の調製に有用な化合物
US7151179B2 (en) 2003-05-12 2006-12-19 Scinopharm Taiwan, Ltd. Process for the preparation of 7-alkyl-10-hydroxy-20(S)-camptothecin
CZ299329B6 (cs) 2003-08-26 2008-06-18 Pliva-Lachema A.S. Zpusob výroby 7-ethyl-10-[ 4-(1-piperidino)-1-piperidino]karbonyloxykamptothecinu
US8394365B2 (en) 2003-09-17 2013-03-12 Nektar Therapeutics Multi-arm polymer prodrugs
CN1852740B (zh) * 2003-09-17 2011-05-11 耐科塔医药公司 多支链聚合物的药物前体
CZ299593B6 (cs) 2003-12-16 2008-09-10 Pliva-Lachema A. S. Zpusob výroby 7-ethyl-10-hydroxykamptothecinu
US20050197355A1 (en) * 2004-03-02 2005-09-08 Henegar Kevin E. Compounds useful in preparing camptothecin derivatives
US20050267141A1 (en) * 2004-05-28 2005-12-01 Phytogen Life Sciences Inc. Process to prepare camptothecin derivatives
US20050272757A1 (en) * 2004-06-04 2005-12-08 Phytogen Life Sciences Inc. Process to prepare camptothecin derivatives and novel intermediate and compounds thereof
WO2006016203A1 (en) * 2004-08-09 2006-02-16 Shilpa Medicare Limited An improved process for the preparation of irinotecan hydrochloride trihydrate
US20060046993A1 (en) * 2004-09-01 2006-03-02 Pharmacia Italia S.P.A. Crystalline polymorphic form of irinotecan hydrochloride
ATE446299T1 (de) 2005-02-07 2009-11-15 Fermion Oy Verfahren zur herstellung von 7-ethyl-10- hydroxycamptothecin
JP5133704B2 (ja) 2005-02-08 2013-01-30 フェルミオン オサケ ユキチュア 製造方法
CA2591071C (en) 2005-02-08 2014-04-29 Fermion Oy Process for producing [1,4'] bipiperidinyl-1'-carbonyl chloride or hydrochloride thereof
TWI375678B (en) * 2005-06-09 2012-11-01 Yakult Honsha Kk A method of preparation of a tricyclic ketone
EP1803725A1 (en) * 2005-12-13 2007-07-04 W.C. Heraeus GmbH Methods for preparing irinotecan
US7462627B2 (en) * 2006-02-09 2008-12-09 Enzon Pharmaceuticals, Inc. Multi-arm polymeric conjugates of 7-ethyl-10-hydroxycamptothecin for treatment of breast, colorectal, pancreatic, ovarian and lung cancers
US7671067B2 (en) * 2006-02-09 2010-03-02 Enzon Pharmaceuticals, Inc. Treatment of non-hodgkin's lymphomas with multi-arm polymeric conjugates of 7-ethyl-10-hydroxycamtothecin
MX2009005780A (es) 2006-11-30 2009-06-10 Nektar Therapeutics Al Corp Metodo para preparar un conjugado de polimeros.
MX2009008549A (es) * 2007-02-09 2009-08-18 Enzon Pharmaceuticals Inc Tratamiento de canceres resistentes o refractarios con conjugados polimericos de brazos multiples de 7-etil-10-hidroxicamptotecina.
EP2351780B1 (en) * 2008-07-31 2018-10-10 The Lubrizol Corporation Novel copolymers and lubricating compositions thereof
KR101671537B1 (ko) * 2008-08-11 2016-11-01 넥타르 테라퓨틱스 다분지형 중합체 알카노에이트 컨쥬게이트
TW201010732A (en) * 2008-08-29 2010-03-16 Enzon Pharmaceuticals Inc Method of treating RAS associated cancer
MX2011003063A (es) 2008-09-23 2011-04-21 Nektar Therapeutics Composiciones y metodos para lograr concentraciones terapeuticas de farmaco sostenidas en un individuo.
US20100098654A1 (en) * 2008-10-21 2010-04-22 Fabio Pastorino Treatment of neuroblastoma with multi-arm polymeric conjugates of 7-ethyl-10-hydroxycamptothecin
WO2012032531A1 (en) * 2010-09-06 2012-03-15 Avra Laboratories Pvt. Ltd. Process for the manufacture of irinotecan hydrochloride by total synthesis
US10894087B2 (en) 2010-12-22 2021-01-19 Nektar Therapeutics Multi-arm polymeric prodrug conjugates of cabazitaxel-based compounds
US20130331443A1 (en) 2010-12-22 2013-12-12 Nektar Therapeutics Multi-arm polymeric prodrug conjugates of taxane-based compounds
JO3283B1 (ar) 2011-04-26 2018-09-16 Sanofi Sa تركيب يتضمن أفليبيرسيبت, حمض فولينيك, 5- فلورويوراسيل (5- Fu) وإرينوسيتان (FOLFIRI)
RS58957B1 (sr) 2014-07-18 2019-08-30 Sanofi Sa Postupak za predviđanje ishoda tretmana sa afliberceptom kod pacijenta za kog se sumnja da boluje od raka
US10087194B2 (en) * 2015-10-27 2018-10-02 California Pacific Medical Center Podophyllotoxin derivatives and their use
CN106937529B (zh) 2015-10-27 2021-02-05 加州太平洋医疗中心 鬼臼毒素衍生物及其应用
CN120661674A (zh) 2016-03-15 2025-09-19 奥莱松基因组股份有限公司 用于治疗实体瘤的lsd1抑制剂的组合
CN105965710B (zh) * 2016-06-28 2019-03-22 常州大学 一种硅棒金钢线切割树脂板的制备方法及应用
EP3911660B1 (en) 2019-01-15 2023-05-10 Laurus Labs Limited Process for preparation of 2-amino-5-hydroxy propiophenone
CN112300184B (zh) * 2019-08-02 2022-12-06 华东师范大学 一种三元环化合物的制备方法
CN117510515A (zh) * 2022-07-28 2024-02-06 明慧医药（杭州）有限公司 适用于抗体-药物偶联物的毒素分子

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5217499A (en) * 1975-07-31 1977-02-09 Nippon Chemiphar Co Ltd Preparation of mappicine
EP0220601B1 (en) * 1985-10-21 1991-12-11 Daiichi Seiyaku Co., Ltd. Pyranoindolizine derivatives and preparation process thereof
US4894456A (en) * 1987-03-31 1990-01-16 Research Triangle Institute Synthesis of camptothecin and analogs thereof
US5053512A (en) * 1987-04-14 1991-10-01 Research Triangle Institute Total synthesis of 20(S) and 20(R)-camptothecin and compthothecin derivatives
US4981968A (en) * 1987-03-31 1991-01-01 Research Triangle Institute Synthesis of camptothecin and analogs thereof
US5883255A (en) * 1990-10-31 1999-03-16 Smithkline Beecham Corporation Substituted indolizino 1,2-b!quinolinones
US5405963A (en) * 1993-06-10 1995-04-11 Smithkline Beecham Corporation Process for asymmetric total synthesis of camptothecin analogues
GB9316352D0 (en) * 1993-08-06 1993-09-22 Erba Carlo Spa Process for the preparation of 9-amino camptothecin
GB9319944D0 (en) * 1993-09-28 1993-11-17 Erba Carlo Spa Process for the preparation of 9-amino camptothecin

Also Published As

Publication number Publication date
CN1100058C (zh) 2003-01-29
SI0835257T1 (en) 2003-04-30
HK1009448A1 (en) 1999-09-10
CN100537538C (zh) 2009-09-09
EP0835257A1 (en) 1998-04-15
HK1054234B (zh) 2010-12-24
JP2008069170A (ja) 2008-03-27
DK0835257T3 (da) 2003-02-03
ATE224899T1 (de) 2002-10-15
CN1434037A (zh) 2003-08-06
CN1241926C (zh) 2006-02-15
NO974608D0 (no) 1997-10-06
EP0835257B1 (en) 2002-09-25
KR19980703691A (ko) 1998-12-05
CN1434044A (zh) 2003-08-06
JP4281075B2 (ja) 2009-06-17
HK1054236B (zh) 2010-02-05
NO20050408L (no) 1997-12-08
HK1054234A1 (zh) 2003-11-21
NO974608L (no) 1997-12-08
CA2214793C (en) 2009-10-20
NO320482B1 (no) 2005-12-12
ZA962747B (en) 1998-04-06
CN1181083A (zh) 1998-05-06
IL117684A0 (en) 1996-07-23
CZ297862B6 (cs) 2007-04-18
HUP9801436A2 (hu) 1998-10-28
PL186564B1 (pl) 2004-01-30
HK1055119A1 (en) 2003-12-24
US6235907B1 (en) 2001-05-22
IL117684A (en) 2002-02-10
CN1434046A (zh) 2003-08-06
KR100423627B1 (ko) 2004-07-27
CN100396682C (zh) 2008-06-25
CN1434043B (zh) 2010-04-28
US6444820B1 (en) 2002-09-03
NO329776B1 (no) 2010-12-13
CN1434043A (zh) 2003-08-06
RU2164917C2 (ru) 2001-04-10
AU717179B2 (en) 2000-03-16
PL186446B1 (pl) 2004-01-30
CA2214793A1 (en) 1996-10-10
HK1055118A1 (zh) 2003-12-24
CZ311097A3 (cs) 1998-03-18
TW438775B (en) 2001-06-07
AU5527896A (en) 1996-10-23
US6121451A (en) 2000-09-19
DE69623960D1 (de) 2002-10-31
HUP9801436A3 (en) 1998-11-30
HK1054236A1 (zh) 2003-11-21
PT835257E (pt) 2003-01-31
JPH11503156A (ja) 1999-03-23
ES2183943T3 (es) 2003-04-01
PL322651A1 (en) 1998-02-16
NZ306664A (en) 1999-11-29
MX9707706A (es) 1997-12-31
WO1996031513A1 (en) 1996-10-10

Similar Documents

Publication Publication Date Title
US6444820B1 (en) Process for the manufacture of camptothecin derivatives
DE60004087T2 (de) Verfahren und zwischenprodukte zur herstellung von imidazolinon alpha v integrin antagonisten
JP7744955B2 (ja) 可溶性グアニル酸シクラーゼ刺激剤を調製するための新規のプロセスおよび中間体
DE60100238T2 (de) Synthese von 3,6-Dialkyl-5,6-Dihydro-4-Hydroxy-2H-Pyran-2-one
CH632495A5 (de) Verfahren zur herstellung neuer substituierter pyridine.
US4145425A (en) Substituted (3-loweralkylamino-2-R1 0-propoxy)pyridines, their preparation and use
DE69804212T2 (de) Verfahren und zwischenprodukte zur herstellung substituierter indazolderivate
DE69807523T2 (de) Carboxylsubstituierte chromanderivate zur verwendung als beta 3 adrenorezeptor-agonisten
TWI383974B (zh) 用於製備（３ｓ，４ｓ）－４－（（ｒ）－２－（苯甲氧基）十三基）－３－己基－２－氧雜環丁酮之方法以及用於該方法之新穎中間產物
DE69530408T2 (de) Neue zwischenprodukte und verfahren zur herstellung von pyridin-derivaten
JP3907722B2 (ja) ２−ヒドロキシピリジン類および／または２（１ｈ）−ピリドン類の製造法
HK1055118B (en) Novel intermediates and process for the manufacture of camptothecin derivatives (cpt-11) and related compounds
JP3907721B2 (ja) ２−アラルキルオキシピリジン類の製造法
US4251663A (en) Thiosubstituted pyridines
EA045335B1 (ru) Новые способы и промежуточные соединения для получения стимуляторов растворимой гуанилатциклазы
EA048211B1 (ru) Новые способы и промежуточные соединения для получения стимуляторов растворимой гуанилатциклазы
EA052114B1 (ru) Новые способы и промежуточные соединения для получения стимуляторов растворимой гуанилатциклазы
JPH01230556A (ja) ピリジルオキシ誘導体

Legal Events

Date Code Title Description
8364 No opposition during term of opposition