ZA962747B - Novel intermediates and process for the manufacturNovel intermediates and process for the manufacture of camptothecin derivatives (CPT-11) and relatede of camptothecin derivatives (CPT-11) and related compounds. compounds. - Google Patents
Novel intermediates and process for the manufacturNovel intermediates and process for the manufacture of camptothecin derivatives (CPT-11) and relatede of camptothecin derivatives (CPT-11) and related compounds. compounds.Info
- Publication number
- ZA962747B ZA962747B ZA9602747A ZA962747A ZA962747B ZA 962747 B ZA962747 B ZA 962747B ZA 9602747 A ZA9602747 A ZA 9602747A ZA 962747 A ZA962747 A ZA 962747A ZA 962747 B ZA962747 B ZA 962747B
- Authority
- ZA
- South Africa
- Prior art keywords
- cpt
- intermediates
- camptothecin derivatives
- compounds
- relatede
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 4
- 150000001875 compounds Chemical class 0.000 title abstract 3
- 239000000543 intermediate Substances 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- VSJKWCGYPAHWDS-FQEVSTJZSA-N camptothecin Chemical class C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-FQEVSTJZSA-N 0.000 title 2
- WSXJPXFVULHYMX-KRWDZBQOSA-N 7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one Chemical compound C1=CC=C2C=C(CN3C4=CC(=C(C3=O)C)[C@@H](O)CC)C4=NC2=C1 WSXJPXFVULHYMX-KRWDZBQOSA-N 0.000 abstract 1
- WSXJPXFVULHYMX-UHFFFAOYSA-N S-Mappicine Natural products C1=CC=C2C=C(CN3C4=CC(=C(C3=O)C)C(O)CC)C4=NC2=C1 WSXJPXFVULHYMX-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 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
- 229960004768 irinotecan Drugs 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
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- 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
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- 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
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- 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
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- 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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41964395A | 1995-04-07 | 1995-04-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA962747B true ZA962747B (en) | 1998-04-06 |
Family
ID=23663114
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA9602747A ZA962747B (en) | 1995-04-07 | 1996-04-04 | Novel intermediates and process for the manufacturNovel intermediates and process for the manufacture of camptothecin derivatives (CPT-11) and relatede of camptothecin derivatives (CPT-11) and related compounds. compounds. |
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) |
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| 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 |
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| 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 |
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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 CA CA002214793A patent/CA2214793C/en not_active Expired - Fee Related
- 1996-04-01 JP JP53035696A patent/JP4281075B2/ja not_active Expired - Fee Related
- 1996-04-01 MX MX9707706A patent/MX9707706A/es not_active IP Right Cessation
- 1996-04-01 KR KR1019970707091A patent/KR100423627B1/ko not_active Expired - Fee Related
- 1996-04-01 RU RU97118673/04A patent/RU2164917C2/ru not_active IP Right Cessation
- 1996-04-01 ES ES96912468T patent/ES2183943T3/es not_active Expired - Lifetime
- 1996-04-01 CZ CZ0311097A patent/CZ297862B6/cs not_active IP Right Cessation
- 1996-04-01 DE DE69623960T patent/DE69623960T2/de not_active Expired - Lifetime
- 1996-04-01 DK DK96912468T patent/DK0835257T3/da active
- 1996-04-01 NZ NZ306664A patent/NZ306664A/xx not_active IP Right Cessation
- 1996-04-01 SI SI9630551T patent/SI0835257T1/xx unknown
- 1996-04-01 CN CN03103098XA patent/CN1434043B/zh not_active Expired - Fee Related
- 1996-04-01 PL PL96355318A patent/PL186564B1/pl not_active IP Right Cessation
- 1996-04-01 US US09/230,245 patent/US6121451A/en not_active Expired - Fee Related
- 1996-04-01 PL PL96322651A patent/PL186446B1/pl not_active IP Right Cessation
- 1996-04-01 CN CN96193138A patent/CN1100058C/zh not_active Expired - Fee Related
- 1996-04-01 EP EP96912468A patent/EP0835257B1/en not_active Expired - Lifetime
- 1996-04-01 AT AT96912468T patent/ATE224899T1/de active
- 1996-04-01 AU AU55278/96A patent/AU717179B2/en not_active Ceased
- 1996-04-01 CN CNB031031005A patent/CN100537538C/zh not_active Expired - Fee Related
- 1996-04-01 WO PCT/US1996/004163 patent/WO1996031513A1/en not_active Ceased
- 1996-04-01 HU HU9801436A patent/HUP9801436A3/hu unknown
- 1996-04-01 PT PT96912468T patent/PT835257E/pt unknown
- 1996-04-01 CN CNB031030971A patent/CN100396682C/zh not_active Expired - Fee Related
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1997
- 1997-10-06 NO NO19974608A patent/NO320482B1/no not_active IP Right Cessation
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2000
- 2000-02-22 US US09/511,006 patent/US6235907B1/en not_active Expired - Fee Related
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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
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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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