DE60316688T2 - Dehydrophenylahistine und analoge davon sowie ein verfahren zur herstellung von dehydrophenylahistinen und analogen davon - Google Patents
Dehydrophenylahistine und analoge davon sowie ein verfahren zur herstellung von dehydrophenylahistinen und analogen davon Download PDFInfo
- Publication number
- DE60316688T2 DE60316688T2 DE60316688T DE60316688T DE60316688T2 DE 60316688 T2 DE60316688 T2 DE 60316688T2 DE 60316688 T DE60316688 T DE 60316688T DE 60316688 T DE60316688 T DE 60316688T DE 60316688 T2 DE60316688 T2 DE 60316688T2
- Authority
- DE
- Germany
- Prior art keywords
- substituted
- kpu
- group
- atom
- heteroaryl
- 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
- 0 CC(C)(C)/C(/*)=C(\C=C(/C(O)S(C*1=O)O)\*1=C)/*=C/C Chemical compound CC(C)(C)/C(/*)=C(\C=C(/C(O)S(C*1=O)O)\*1=C)/*=C/C 0.000 description 12
- UUFKRTOPMAMFGT-UHFFFAOYSA-N C=Cc1ccc2[O](C3)C3COc2c1 Chemical compound C=Cc1ccc2[O](C3)C3COc2c1 UUFKRTOPMAMFGT-UHFFFAOYSA-N 0.000 description 1
- QQBUHYQVKJQAOB-UHFFFAOYSA-N C=Cc1ccc[o]1 Chemical compound C=Cc1ccc[o]1 QQBUHYQVKJQAOB-UHFFFAOYSA-N 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N C=Cc1ccccc1 Chemical compound C=Cc1ccccc1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- AANRCAZDPPXTKN-AXOLISODSA-N CC(C)(C=C)c1c(/C=C(/C(N/C2=C/c3ccccc3)=O)\NC2=O)nc[nH]1 Chemical compound CC(C)(C=C)c1c(/C=C(/C(N/C2=C/c3ccccc3)=O)\NC2=O)nc[nH]1 AANRCAZDPPXTKN-AXOLISODSA-N 0.000 description 1
- BHFJKDREUFKUBE-NMDCVMFOSA-N CC(C)(C=C)c1c(/C=C(\CC(/C(/N2)=C/c3ccccc3)=O)/C2=O)nc[nH]1 Chemical compound CC(C)(C=C)c1c(/C=C(\CC(/C(/N2)=C/c3ccccc3)=O)/C2=O)nc[nH]1 BHFJKDREUFKUBE-NMDCVMFOSA-N 0.000 description 1
- DOSITEMRMPTXEY-UHFFFAOYSA-N CC(C)(C=C)c1c(CO)[nH]cn1 Chemical compound CC(C)(C=C)c1c(CO)[nH]cn1 DOSITEMRMPTXEY-UHFFFAOYSA-N 0.000 description 1
- MJCOATFQVUUHFN-XFFZJAGNSA-N CC(N(CC(N/C1=C\c2ccccc2)=O)C1=O)=O Chemical compound CC(N(CC(N/C1=C\c2ccccc2)=O)C1=O)=O MJCOATFQVUUHFN-XFFZJAGNSA-N 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N Cc1ccccc1C=C Chemical compound Cc1ccccc1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/14—Ectoparasiticides, e.g. scabicides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- 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
- C07D405/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Oncology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Communicable Diseases (AREA)
- Hematology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Catalysts (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Steroid Compounds (AREA)
- Epoxy Compounds (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US40107402P | 2002-08-02 | 2002-08-02 | |
| US401074P | 2002-08-02 | ||
| US41112802P | 2002-09-16 | 2002-09-16 | |
| US411128P | 2002-09-16 | ||
| US45006303P | 2003-02-24 | 2003-02-24 | |
| US450063P | 2003-02-24 | ||
| PCT/US2003/024232 WO2004054498A2 (en) | 2002-08-02 | 2003-08-01 | Dehydrophenylahistins and analogs thereof and the synthesis of dehydrophenylahistins and analogs thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60316688D1 DE60316688D1 (de) | 2007-11-15 |
| DE60316688T2 true DE60316688T2 (de) | 2008-07-17 |
Family
ID=32600863
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60316688T Expired - Lifetime DE60316688T2 (de) | 2002-08-02 | 2003-08-01 | Dehydrophenylahistine und analoge davon sowie ein verfahren zur herstellung von dehydrophenylahistinen und analogen davon |
Country Status (19)
| Country | Link |
|---|---|
| US (4) | US7064201B2 (enExample) |
| EP (1) | EP1529044B1 (enExample) |
| JP (1) | JP4616649B2 (enExample) |
| KR (2) | KR101049100B1 (enExample) |
| CN (1) | CN100540548C (enExample) |
| AT (1) | ATE374767T1 (enExample) |
| AU (1) | AU2003302721B2 (enExample) |
| BR (2) | BRPI0313363A8 (enExample) |
| CA (1) | CA2494049C (enExample) |
| CO (1) | CO5721010A2 (enExample) |
| DE (1) | DE60316688T2 (enExample) |
| DK (1) | DK1529044T5 (enExample) |
| ES (1) | ES2295695T3 (enExample) |
| IL (2) | IL166628A0 (enExample) |
| MX (1) | MXPA05001217A (enExample) |
| NZ (1) | NZ538433A (enExample) |
| PT (1) | PT1529044E (enExample) |
| WO (1) | WO2004054498A2 (enExample) |
| ZA (1) | ZA200501616B (enExample) |
Families Citing this family (59)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7026322B2 (en) * | 1998-11-12 | 2006-04-11 | Nereus Pharmaceuticals, Inc. | Phenylahistin and the phenylahistin analogs, a new class of anti-tumor compounds |
| BR0017067A (pt) * | 2000-01-18 | 2002-10-22 | Nereus Pharmaceuticals Inc | Inibidor de divisão de célula, desidrogenase, método para a produção de um inibidor de divisão de célula e composto |
| CN100553636C (zh) | 2000-08-04 | 2009-10-28 | Dmi生物科学公司 | 二酮基哌嗪和包含它们的组合物的使用方法 |
| US7935704B2 (en) * | 2003-08-01 | 2011-05-03 | Nereus Pharmaceuticals, Inc. | Dehydrophenylahistins and analogs thereof and the synthesis of dehydrophenylahistins and analogs thereof |
| ES2295695T3 (es) * | 2002-08-02 | 2008-04-16 | Nereus Pharmaceuticals, Inc. | Deshidrofenilahistinas y sus analogos y la sintesis de deshidrofenilahistinas y sus analogos. |
| US7919497B2 (en) | 2002-08-02 | 2011-04-05 | Nereus Pharmaceuticals, Inc. | Analogs of dehydrophenylahistins and their therapeutic use |
| JP4674317B2 (ja) | 2002-10-02 | 2011-04-20 | ディエムアイ アクイジション コーポレイション | 疾病の判定および監視 |
| EP2517718B1 (en) | 2003-05-15 | 2016-03-02 | Ampio Pharmaceuticals, Inc. | Treatment of T-cell mediated diseases |
| JP2007520565A (ja) * | 2004-02-04 | 2007-07-26 | ネレアス ファーマシューティカルズ インコーポレイテッド | デヒドロフェニラヒスチン及びそれらの類似体、並びにデヒドロフェニラヒスチン及びそれらの類似体の合成 |
| PT1830847E (pt) * | 2004-12-06 | 2015-02-05 | Pitney Pharmaceuticals Pty Ltd | Tratamento para o cancro |
| WO2006105051A2 (en) | 2005-03-29 | 2006-10-05 | Nereus Pharmaceuticals, Inc. | Synthesis of diketopiperazines |
| JP2008024871A (ja) * | 2006-07-24 | 2008-02-07 | Fujifilm Corp | インク組成物、インクジェット記録方法、印刷物、平版印刷版の製造方法、及び平版印刷版 |
| KR100932093B1 (ko) | 2006-09-27 | 2009-12-16 | 주식회사종근당 | 미세소관 형성 저해제로서 유용한 벤조페논 유도체 |
| US8129527B2 (en) * | 2006-11-03 | 2012-03-06 | Nereus Pharmacuticals, Inc. | Analogs of dehydrophenylahistins and their therapeutic use |
| WO2009146320A1 (en) | 2008-05-27 | 2009-12-03 | Dmi Life Sciences, Inc. | Therapeutic methods and compounds |
| EP2373309A1 (en) * | 2008-11-21 | 2011-10-12 | Isis Pharmaceuticals, Inc. | Anticancer combination comprising docetaxel and an antisense oligonucleotide |
| MX341082B (es) | 2010-05-03 | 2016-08-08 | Teikoku Pharma Usa Inc | Formulaciones de pro-emulsion de taxano no acuosas y metodos para hacer y usar las mismas. |
| CA2810844C (en) | 2010-09-07 | 2017-03-21 | Dmi Acquisition Corp. | Diketopiperazine compositions for the treatment of metabolic syndrome and related conditions |
| WO2012035436A1 (en) * | 2010-09-15 | 2012-03-22 | Tokyo University Of Pharmacy And Life Sciences | Plinabulin prodrug analogs and therapeutic uses thereof |
| US8842114B1 (en) | 2011-04-29 | 2014-09-23 | Nvidia Corporation | System, method, and computer program product for adjusting a depth of displayed objects within a region of a display |
| CA2846464A1 (en) | 2011-10-10 | 2013-04-18 | Ampio Pharmaceuticals, Inc. | Implantable medical devices with increased immune tolerance, and methods for making and implanting |
| ES2795803T3 (es) | 2011-10-10 | 2020-11-24 | Ampio Pharmaceuticals Inc | Tratamiento de artropatía degenerativa |
| HK1198812A1 (en) | 2011-10-28 | 2015-06-12 | Ampio Pharmaceuticals, Inc. | Treatment of rhinitis |
| JO3685B1 (ar) | 2012-10-01 | 2020-08-27 | Teikoku Pharma Usa Inc | صيغ التشتيت الجسيمي للتاكسين غير المائي وطرق استخدامها |
| WO2014145729A2 (en) | 2013-03-15 | 2014-09-18 | Ampio Pharmaceuticals, Inc. | Compositions for the mobilization, homing, expansion and differentiation of stem cells and methods of using the same |
| JP6311097B2 (ja) * | 2013-07-31 | 2018-04-18 | 学校法人東京薬科大学 | 微小管脱重合剤 |
| AU2013402794B2 (en) | 2013-10-11 | 2020-02-27 | Beyondspring Inc. | Cancer treatment with combination of plinabulin and taxane |
| EP4066836A1 (en) | 2014-08-18 | 2022-10-05 | Ampio Pharmaceuticals, Inc. | Treatment of joint conditions |
| AU2016219204B2 (en) * | 2015-02-12 | 2021-01-21 | Beyondspring Pharmaceuticals, Inc. | Use of Plinabulin in combination with immune checkpoint inhibitors |
| KR102623404B1 (ko) | 2015-03-06 | 2024-01-11 | 비욘드스프링 파마수티컬스, 인코포레이티드. | 뇌 종양 치료 방법 |
| JP6769982B2 (ja) * | 2015-03-06 | 2020-10-14 | ビヨンドスプリング ファーマシューティカルズ，インコーポレイテッド | Ｒａｓ変異と関連するがんの治療方法 |
| CN106279039B (zh) | 2015-06-02 | 2019-01-11 | 青岛海洋生物医药研究院股份有限公司 | 氘代脱氢苯基阿夕斯丁类化合物及其制备方法和在制备抗肿瘤的药物中的应用 |
| US11389512B2 (en) | 2015-06-22 | 2022-07-19 | Ampio Pharmaceuticals, Inc. | Use of low molecular weight fractions of human serum albumin in treating diseases |
| ES2910035T3 (es) * | 2015-07-13 | 2022-05-11 | Beyondspring Pharmaceuticals Inc | Composiciones de plinabulina |
| CA3013467A1 (en) * | 2016-02-08 | 2017-08-17 | Beyondspring Pharmaceuticals, Inc. | Compositions containing tucaresol or its analogs |
| EP3463337A4 (en) * | 2016-06-06 | 2020-02-12 | Beyondspring Pharmaceuticals, Inc. | COMPOSITION AND METHOD FOR REDUCING NEUTROPENIA |
| CN107011331A (zh) * | 2016-08-12 | 2017-08-04 | 青岛海洋生物医药研究院股份有限公司 | 脱氢苯基阿夕斯丁类化合物的多晶型及其制备方法 |
| CN107778297B (zh) * | 2016-08-12 | 2021-11-19 | 深圳华大海洋科技有限公司 | 氘代脱氢苯基阿夕斯丁类化合物的多晶型及其制备方法和应用 |
| US10851086B2 (en) | 2016-08-12 | 2020-12-01 | Marine Biomedical Research Institute Of Qingdao Co., Ltd. | Polycrystalline form of dehydrophenylahistin-like compound, and manufacturing and purification method and application thereof |
| CN107011322B (zh) * | 2016-08-12 | 2020-02-18 | 青岛海洋生物医药研究院股份有限公司 | 一种脱氢苯基阿夕斯丁类化合物的制备纯化方法 |
| CN106565685B (zh) * | 2016-10-11 | 2019-03-01 | 深圳海王医药科技研究院有限公司 | 微管蛋白抑制剂 |
| CN106565686B (zh) | 2016-10-11 | 2019-03-01 | 深圳海王医药科技研究院有限公司 | 微管蛋白抑制剂 |
| CN110431135A (zh) | 2017-01-06 | 2019-11-08 | 大连万春布林医药有限公司 | 微管蛋白结合化合物及其治疗用途 |
| KR20190109479A (ko) | 2017-02-01 | 2019-09-25 | 비욘드스프링 파마수티컬스, 인코포레이티드. | 호중구감소증의 감소 방법 |
| SG11201908420WA (en) | 2017-03-13 | 2019-10-30 | Beyondspring Pharmaceuticals Inc | Compositions of plinabulin and use thereof |
| CN108658945B (zh) * | 2017-03-31 | 2020-11-20 | 深圳海王医药科技研究院有限公司 | 一种微管蛋白抑制剂（vda-1）的a晶型 |
| US11434225B2 (en) | 2017-08-03 | 2022-09-06 | Pliva Hrvatska D.O.O. | Salts and solid state forms of plinabulin |
| CN109498627B (zh) * | 2017-09-15 | 2021-06-04 | 深圳华大海洋科技有限公司 | 一种治疗肿瘤的药物组合物及其应用 |
| CN111018840B (zh) * | 2017-10-25 | 2022-09-09 | 西南大学 | 3-咪唑取代的靛红唑醇类化合物及其制备方法和医药应用 |
| SG11202006985TA (en) | 2018-01-24 | 2020-08-28 | Beyondspring Pharmaceuticals Inc | Composition and method for reducing thrombocytopenia via the administration of plinabulin |
| CN108299399A (zh) * | 2018-02-01 | 2018-07-20 | 深圳海王医药科技研究院有限公司 | 一种小分子免疫化合物的晶型、其制备方法和含有其的药物组合物 |
| WO2019232257A1 (en) * | 2018-06-01 | 2019-12-05 | Beyondspring Pharmaceuticals, Inc. | Composition and method of treating cancer associated with egfr mutation |
| CN109030642B (zh) * | 2018-06-26 | 2021-03-09 | 深圳海王医药科技研究院有限公司 | 一种脱氢苯基阿夕斯丁类似物及其异构体的测定方法 |
| CN111840291B (zh) * | 2020-07-14 | 2021-12-21 | 深圳海王医药科技研究院有限公司 | 一种在肿瘤治疗中具有增效作用的化合物的应用 |
| WO2022216908A1 (en) | 2021-04-09 | 2022-10-13 | Beyondspring Pharmaceuticals, Inc. | Therapeutic compositions and methods for treating tumors |
| WO2023232113A1 (zh) * | 2022-06-02 | 2023-12-07 | 上海旭成医药科技有限公司 | 哌嗪酮类化合物及其制备方法和用途 |
| CN117285516A (zh) * | 2022-06-16 | 2023-12-26 | 大连万众益生大健康有限公司 | 脱氢苯基阿夕斯汀类化合物、其制备方法及其应用 |
| CN117860672A (zh) | 2022-10-11 | 2024-04-12 | 大连万春布林医药有限公司 | 一种普那布林胶束组合物及其制备方法 |
| CN121127241A (zh) | 2023-03-10 | 2025-12-12 | 万春药业公司 | 肿瘤联合治疗及使用方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU576322B2 (en) | 1983-07-22 | 1988-08-25 | Ici Australia Limited | Alpha-substituted-alpha-cyanomethyl alcohols |
| JPH059164A (ja) | 1991-07-02 | 1993-01-19 | Sumitomo Chem Co Ltd | 光学活性マンデロニトリル誘導体の製造方法 |
| GB9217331D0 (en) | 1992-08-14 | 1992-09-30 | Xenova Ltd | Pharmaceutical compounds |
| EP0674510B1 (en) * | 1992-11-27 | 1998-08-05 | Napro Biotherapeutics, Inc. | Injectable composition comprising paclitaxel |
| JPH0725858A (ja) | 1993-07-13 | 1995-01-27 | Otsuka Pharmaceut Co Ltd | ピペラジン誘導体 |
| GB9402807D0 (en) * | 1994-02-14 | 1994-04-06 | Xenova Ltd | Pharmaceutical compounds |
| GB9402809D0 (en) * | 1994-02-14 | 1994-04-06 | Xenova Ltd | Pharmaceutical compounds |
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2003
- 2003-08-01 ES ES03811651T patent/ES2295695T3/es not_active Expired - Lifetime
- 2003-08-01 WO PCT/US2003/024232 patent/WO2004054498A2/en not_active Ceased
- 2003-08-01 CN CNB038234645A patent/CN100540548C/zh not_active Expired - Lifetime
- 2003-08-01 AU AU2003302721A patent/AU2003302721B2/en not_active Expired
- 2003-08-01 NZ NZ538433A patent/NZ538433A/en not_active IP Right Cessation
- 2003-08-01 KR KR1020057001947A patent/KR101049100B1/ko not_active Expired - Lifetime
- 2003-08-01 DE DE60316688T patent/DE60316688T2/de not_active Expired - Lifetime
- 2003-08-01 EP EP03811651A patent/EP1529044B1/en not_active Expired - Lifetime
- 2003-08-01 DK DK03811651T patent/DK1529044T5/da active
- 2003-08-01 US US10/632,531 patent/US7064201B2/en not_active Expired - Lifetime
- 2003-08-01 AT AT03811651T patent/ATE374767T1/de active
- 2003-08-01 BR BRPI0313363A patent/BRPI0313363A8/pt unknown
- 2003-08-01 IL IL16662803A patent/IL166628A0/xx unknown
- 2003-08-01 BR BR0313363-0A patent/BR0313363A/pt not_active Application Discontinuation
- 2003-08-01 PT PT03811651T patent/PT1529044E/pt unknown
- 2003-08-01 MX MXPA05001217A patent/MXPA05001217A/es active IP Right Grant
- 2003-08-01 CA CA2494049A patent/CA2494049C/en not_active Expired - Lifetime
- 2003-08-01 KR KR1020117006692A patent/KR101184374B1/ko not_active Expired - Lifetime
- 2003-08-01 JP JP2004560278A patent/JP4616649B2/ja not_active Expired - Lifetime
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2005
- 2005-02-01 IL IL166628A patent/IL166628A/en active IP Right Grant
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- 2005-02-28 CO CO05018564A patent/CO5721010A2/es active IP Right Grant
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2006
- 2006-06-07 US US11/448,283 patent/US20060223822A1/en not_active Abandoned
- 2006-06-07 US US11/448,948 patent/US7674903B2/en active Active
- 2006-06-07 US US11/448,924 patent/US7956058B2/en active Active
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