ES2183943T3 - Productos intermedios y procedimiento para la fabricacion de derivados de camptotecina (cpt-11) y compuestos relacionados. - Google Patents
Productos intermedios y procedimiento para la fabricacion de derivados de camptotecina (cpt-11) y compuestos relacionados.Info
- Publication number
- ES2183943T3 ES2183943T3 ES96912468T ES96912468T ES2183943T3 ES 2183943 T3 ES2183943 T3 ES 2183943T3 ES 96912468 T ES96912468 T ES 96912468T ES 96912468 T ES96912468 T ES 96912468T ES 2183943 T3 ES2183943 T3 ES 2183943T3
- Authority
- ES
- Spain
- Prior art keywords
- camptotechine
- cpt
- derivatives
- manufacture
- procedure
- 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
Links
- 238000000034 method Methods 0.000 title abstract 4
- 150000001875 compounds Chemical class 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 239000013067 intermediate product Substances 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- 238000003786 synthesis reaction Methods 0.000 abstract 2
- UWKQSNNFCGGAFS-XIFFEERXSA-N irinotecan Chemical compound C1=C2C(CC)=C3CN(C(C4=C([C@@](C(=O)OC4)(O)CC)C=4)=O)C=4C3=NC2=CC=C1OC(=O)N(CC1)CCC1N1CCCCC1 UWKQSNNFCGGAFS-XIFFEERXSA-N 0.000 abstract 1
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)
- Heat Sensitive Colour Forming Recording (AREA)
- Paper (AREA)
- Lubricants (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41964395A | 1995-04-07 | 1995-04-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2183943T3 true ES2183943T3 (es) | 2003-04-01 |
Family
ID=23663114
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES96912468T Expired - Lifetime ES2183943T3 (es) | 1995-04-07 | 1996-04-01 | Productos intermedios y procedimiento para la fabricacion de derivados de camptotecina (cpt-11) y compuestos relacionados. |
Country Status (25)
| Country | Link |
|---|---|
| US (3) | US6121451A (enExample) |
| EP (1) | EP0835257B1 (enExample) |
| JP (2) | JP4281075B2 (enExample) |
| KR (1) | KR100423627B1 (enExample) |
| CN (5) | CN100396682C (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 (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SG104284A1 (en) * | 1996-10-30 | 2004-06-21 | Tanabe Seiyaku Co | S type 2-substituted hydroxy-2-indolidinylbutyric ester compounds and process for preparation thereof |
| WO2000020405A1 (en) * | 1998-10-07 | 2000-04-13 | 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 |
| EP1229934B1 (en) | 1999-10-01 | 2014-03-05 | Immunogen, Inc. | Compositions and methods for treating cancer using immunoconjugates and chemotherapeutic agents |
| US6855294B2 (en) | 2000-11-22 | 2005-02-15 | Resonance, Inc. | Apparatus and methods for efficient generation of chlorine dioxide |
| TWI245768B (en) * | 2001-02-21 | 2005-12-21 | Yakult Honsha Kk | Process for synthesizing camptothecin related compound(s) |
| 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 |
| US20080182990A1 (en) * | 2004-08-09 | 2008-07-31 | Shilpa Medicare Limited | 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 |
| ES2333462T3 (es) * | 2005-02-07 | 2010-02-22 | Fermion Oy | Procedimiento para la preparacion de 7-etil-10-hidroxi camptotecina. |
| 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 |
| US7767813B2 (en) * | 2005-02-08 | 2010-08-03 | Fermion Oy | Preparation method |
| 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 |
| KR101441709B1 (ko) | 2006-11-30 | 2014-09-18 | 넥타르 테라퓨틱스 | 중합체 컨쥬게이트의 제조 방법 |
| EP2109448B1 (en) * | 2007-02-09 | 2013-09-11 | Enzon Pharmaceuticals, Inc. | Treatment of resistant or refractory cancers with multi-arm polymeric conjugates of 7-ethyl-10-hydroxycamptothecin |
| CN104277144A (zh) * | 2008-07-31 | 2015-01-14 | 卢布里佐尔公司 | 共聚物及其润滑组合物 |
| EP2331140B1 (en) * | 2008-08-11 | 2018-07-04 | Nektar Therapeutics | Multi-arm polymeric alkanoate conjugates |
| WO2010025337A1 (en) * | 2008-08-29 | 2010-03-04 | Enzon Pharmaceuticals, Inc. | Method of treating ras associated cancer |
| RS59607B1 (sr) | 2008-09-23 | 2020-01-31 | Nektar Therapeutics | Metod metronomskog doziranja kamptotecinskih prolekova (npr. peg-irinotekan) |
| JP2012506380A (ja) * | 2008-10-21 | 2012-03-15 | エンゾン ファーマシューティカルズ，インコーポレーテッド | ７−エチル−１０−ヒドロキシカンプトテシンのマルチアーム型ポリマーコンジュゲートによる神経芽腫の治療 |
| 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) |
| SI3170005T1 (sl) | 2014-07-18 | 2019-08-30 | Sanofi | Postopek napovedovanja izida zdravljenja z afliberceptom, pacienta, pri katerem obstaja sum, da je zbolel za rakom |
| ES2806624T3 (es) | 2015-10-27 | 2021-02-18 | California Pacific Medical Center | Derivados de podofilotoxina y su uso |
| US10087194B2 (en) * | 2015-10-27 | 2018-10-02 | California Pacific Medical Center | Podophyllotoxin derivatives and their use |
| SG11201807965YA (en) | 2016-03-15 | 2018-10-30 | Oryzon Genomics Sa | Combinations of lsd1 inhibitors for use in the treatment of solid tumors |
| 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 |
| US11434196B2 (en) | 2019-01-15 | 2022-09-06 | 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 |
Family Cites Families (9)
| 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 |
| US4981968A (en) * | 1987-03-31 | 1991-01-01 | Research Triangle Institute | Synthesis of camptothecin and analogs 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 |
| 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 |
-
1996
- 1996-03-27 IL IL11768496A patent/IL117684A/en not_active IP Right Cessation
- 1996-03-27 TW TW085103680A patent/TW438775B/zh not_active IP Right Cessation
- 1996-04-01 CN CNB031030971A patent/CN100396682C/zh not_active Expired - Fee Related
- 1996-04-01 AT AT96912468T patent/ATE224899T1/de active
- 1996-04-01 KR KR1019970707091A patent/KR100423627B1/ko not_active Expired - Fee Related
- 1996-04-01 ES ES96912468T patent/ES2183943T3/es not_active Expired - Lifetime
- 1996-04-01 WO PCT/US1996/004163 patent/WO1996031513A1/en not_active Ceased
- 1996-04-01 MX MX9707706A patent/MX9707706A/es not_active IP Right Cessation
- 1996-04-01 EP EP96912468A patent/EP0835257B1/en not_active Expired - Lifetime
- 1996-04-01 DE DE69623960T patent/DE69623960T2/de not_active Expired - Lifetime
- 1996-04-01 PL PL96355318A patent/PL186564B1/pl not_active IP Right Cessation
- 1996-04-01 CZ CZ0311097A patent/CZ297862B6/cs not_active IP Right Cessation
- 1996-04-01 SI SI9630551T patent/SI0835257T1/xx unknown
- 1996-04-01 CA CA002214793A patent/CA2214793C/en not_active Expired - Fee Related
- 1996-04-01 US US09/230,245 patent/US6121451A/en not_active Expired - Fee Related
- 1996-04-01 RU RU97118673/04A patent/RU2164917C2/ru not_active IP Right Cessation
- 1996-04-01 HU HU9801436A patent/HUP9801436A3/hu unknown
- 1996-04-01 PL PL96322651A patent/PL186446B1/pl not_active IP Right Cessation
- 1996-04-01 NZ NZ306664A patent/NZ306664A/xx not_active IP Right Cessation
- 1996-04-01 CN CN96193138A patent/CN1100058C/zh not_active Expired - Fee Related
- 1996-04-01 AU AU55278/96A patent/AU717179B2/en not_active Ceased
- 1996-04-01 PT PT96912468T patent/PT835257E/pt unknown
- 1996-04-01 CN CNB031031005A patent/CN100537538C/zh not_active Expired - Fee Related
- 1996-04-01 JP JP53035696A patent/JP4281075B2/ja not_active Expired - Fee Related
- 1996-04-01 CN CNB031030998A patent/CN1241926C/zh not_active Expired - Fee Related
- 1996-04-01 CN CN03103098XA patent/CN1434043B/zh not_active Expired - Fee Related
- 1996-04-01 DK DK96912468T patent/DK0835257T3/da active
- 1996-04-04 ZA ZA9602747A patent/ZA962747B/xx unknown
-
1997
- 1997-10-06 NO NO19974608A patent/NO320482B1/no not_active IP Right Cessation
-
2000
- 2000-02-22 US US09/511,006 patent/US6235907B1/en not_active Expired - Fee Related
- 2000-10-13 US US09/687,227 patent/US6444820B1/en not_active Expired - Fee Related
-
2003
- 2003-09-11 HK HK03106488.3A patent/HK1054234B/zh not_active IP Right Cessation
- 2003-09-11 HK HK03106509.8A patent/HK1054236B/zh not_active IP Right Cessation
-
2005
- 2005-01-25 NO NO20050408A patent/NO329776B1/no not_active IP Right Cessation
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2007
- 2007-10-25 JP JP2007277903A patent/JP2008069170A/ja active Pending
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