ME00054B - Acetonski solvati dimetoksi docetaksela i postupci za njihovo dobijanje - Google Patents
Acetonski solvati dimetoksi docetaksela i postupci za njihovo dobijanjeInfo
- Publication number
- ME00054B ME00054B MEP-2008-117A MEP2008117A ME00054B ME 00054 B ME00054 B ME 00054B ME P2008117 A MEP2008117 A ME P2008117A ME 00054 B ME00054 B ME 00054B
- Authority
- ME
- Montenegro
- Prior art keywords
- hydroxy
- acetone
- acetoxy
- dimethoxy
- tert
- Prior art date
Links
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 title claims abstract 24
- 238000000034 method Methods 0.000 title claims 10
- 238000002360 preparation method Methods 0.000 title claims 2
- 239000012453 solvate Substances 0.000 title claims 2
- ZDZOTLJHXYCWBA-VCVYQWHSSA-N N-debenzoyl-N-(tert-butoxycarbonyl)-10-deacetyltaxol Chemical compound O([C@H]1[C@H]2[C@@](C([C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C=4C=CC=CC=4)C[C@]1(O)C3(C)C)=O)(C)[C@@H](O)C[C@H]1OC[C@]12OC(=O)C)C(=O)C1=CC=CC=C1 ZDZOTLJHXYCWBA-VCVYQWHSSA-N 0.000 title 1
- 125000001891 dimethoxy group Chemical group [H]C([H])([H])O* 0.000 title 1
- 229960003668 docetaxel Drugs 0.000 title 1
- 238000002425 crystallisation Methods 0.000 claims abstract 3
- 230000008025 crystallization Effects 0.000 claims abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 7
- 239000000203 mixture Substances 0.000 claims 5
- ZVAFCKLQJCZGAP-WDEREUQCSA-N (2r,3s)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoic acid Chemical compound CC(C)(C)OC(=O)N[C@H]([C@@H](O)C(O)=O)C1=CC=CC=C1 ZVAFCKLQJCZGAP-WDEREUQCSA-N 0.000 claims 4
- 238000010899 nucleation Methods 0.000 claims 3
- 238000001035 drying Methods 0.000 claims 2
- 238000001556 precipitation Methods 0.000 claims 2
- 230000002378 acidificating effect Effects 0.000 claims 1
- 238000010511 deprotection reaction Methods 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 239000004593 Epoxy Substances 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 230000004907 flux Effects 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/14—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/58—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids containing heterocyclic rings, e.g. danazol, stanozolol, pancuronium or digitogenin
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Epoxy Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cephalosporin Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Pronalazakse odnosi na acetonske derivate dimetoksi docetakse la ili 4-acetoksi-2αbenzoiloksi-5β,20-e poksi-l-hidroksi-7β, 10β -dimetoksi-9-oksotaks- 11-en -13α -il (2R,3S)-3-terc-butoksikarbonilamin o-2-hidroksi-3-fe nilpropi onata i na njihovodobijanje kri sta lizacijom iz hidro-acetonskog rastvora . Pronalazak se odnosi na acetonske derivate dimeto k s i doceta k s e la ili 4-acetoksi-2α benzoilo k si- 5 β ,20- e p o k s i-l-hidro k si-7β, 10β -dime t o k si- 9 -o k s o ta k s- 11 - e n -13α -il ( 2 R ,3S ) -3-terc-butoksikarbonilamin o - 2 - hid r o k si-3-fe nilp r o p i o na t a i na nji h ovo d o bi j a n j e kr i sta lizaci j om iz hid r o - a cet o n skog r a stvo r a .
Claims (10)
1. Acetonski solvat 4-acetoksi-2α-benzoiloksi-5β,20-epoksi-l-hidroksi-7,β -dimetoksi-9-oksotaks-ll-en-13α-il (2R,3S)-3-terc-butoksikarbonilamino-2- hidroksi-3-fenilpropionata.
2. Acetonski sol vat 4-acetoksi-2a-benzoiloksi-5,20-epoksi- I -hidroksi-7,1 0 -dimctoksi-9-oksotaks- I l-en-13a-il (2R,3S)-3-terc-butoksikarbonilam ino-2- hidroksi-3-fenilpropionata, naznačen time, što sadrži izmedu 5 i 7 tež.%, acetona .
3. Postupak za dobijanje acetonskog sol vata 4-acetoksi-2a-benzoiloksi-5 ,20-epoksi-l-hidroksi-7, l O -dimetoksi-9-oksotaks-ll-en-13a-il (2R,3S)-3-terc butoksikarbonilamino-2-hidroksi-3-fenilpropionata, naznačen time, što obuhvata kristalizaciju 4-acetoksi-2a-benzoiloksi-5,2 0-epoksi-l-hidroksi-7, l 0 -dimetok s i-9-oksotaks-11-en- I 3a-il (2R,3S)-3-terc-butoksikarbon ilam ino-2-hidroksi-3-fen i 1- propionata iz smeše vode i acetona, što obuhvata zasejavanje rastvara sa suspenzijom datog proizvoda u smeši aceton /voda i zatim tretiranje vodom, i obuhvata sušenje dobijenog proizvoda pod sniženim pritiskom.
4.Postupak prema za htevu 3, naznačen time, što se zasejavanje i z vodi pri koncentraciji od 60 d o 80 g po litri smeše koja sad rž i odnos za premina aceton / voda od 65/35 do 75/25.
5.Postupak prema zahtevu 4, naznačen time, što je zasejavanje izvedeno u smcši čiji odnos zapremina aceton/ voda iznosi približno 68/32.
6.Postupak prema zahtevu 3, naznačen time, što je odnos zapre m ina smeše aceton /voda na kraju precipitacije i zmeđu 70/30 minimum i 30/70 m a k s imum.
7.Postupa k prema zahtevu 6, naznače n time, što odnos zapremina s meše aceton /voda na kraju prec ipitacije iznos i približ n o 45/55.
8. Postupak prema jedno m od zahteva 3 do 7, naznačen tim e, što se proces kristalizacije odvija na 20 ± soc.
9.Postupak prema zahtevu 2, naznačen time, što se sušenje izvodi na temperaturi između 30 i 60°C i prcferentnije oko 40°C pod pritiskom oko 0.7 kPa.
10.Postupak prema zahtevu 2, naznašen time, što se dobijanje izvodi polazeći direktno iz aceonskog rastvara 4-acetoksi-2a-benzoiloksi-5 ,20-epoksi-l hidroksi-7, l O -dimetoksi-9-oksotaks-ll-en-13a-il (2R,3S)-3-terc butoksikarbonilamino-2-hidroksi-3-fenilpropionata dobijenog uklanjanjem zaštite u kiseloj sredini estar 4-acetoksi-2a-benzoiloksi-5,20-epoksi-l-hidroksi-7, l O dimetoksi-9-oksotaks-ll-en-13a-i l (2R ,4S,5R)-3-terc-butoksikarbonil-2-(4-metoksi feni1)-4-fen i loksazol id ine-S -karboksi Iata .
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0311016A FR2859996B1 (fr) | 2003-09-19 | 2003-09-19 | Solvat acetonique du dimethoxy docetaxel et son procede de preparation |
| PCT/FR2004/002344 WO2005028462A1 (fr) | 2003-09-19 | 2004-09-16 | Solvat acetonique du dimethoxy docetaxel et son procede de preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ME00054B true ME00054B (me) | 2011-02-10 |
Family
ID=34224354
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MEP-2008-117A ME00054B (me) | 2003-09-19 | 2004-09-16 | Acetonski solvati dimetoksi docetaksela i postupci za njihovo dobijanje |
| MEP-117/08A MEP11708A (en) | 2003-09-19 | 2004-09-16 | Dimethoxy docetaxel acetone solvate et method for the preparation thereof |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MEP-117/08A MEP11708A (en) | 2003-09-19 | 2004-09-16 | Dimethoxy docetaxel acetone solvate et method for the preparation thereof |
Country Status (37)
| Country | Link |
|---|---|
| US (1) | US7241907B2 (me) |
| EP (1) | EP1667986B1 (me) |
| JP (1) | JP5010279B2 (me) |
| KR (1) | KR101123588B1 (me) |
| CN (1) | CN100429207C (me) |
| AR (1) | AR045667A1 (me) |
| AU (1) | AU2004274212B2 (me) |
| BE (1) | BE2013C036I2 (me) |
| BR (1) | BRPI0414492A8 (me) |
| CA (1) | CA2539309A1 (me) |
| CR (1) | CR8292A (me) |
| CY (2) | CY1114575T1 (me) |
| DK (1) | DK1667986T3 (me) |
| ES (1) | ES2403149T4 (me) |
| FR (2) | FR2859996B1 (me) |
| HR (1) | HRP20130322T1 (me) |
| HU (1) | HUS1300025I1 (me) |
| IL (1) | IL174240A (me) |
| LU (1) | LU92172I2 (me) |
| MA (1) | MA28045A1 (me) |
| ME (2) | ME00054B (me) |
| MX (1) | MXPA06002639A (me) |
| MY (1) | MY136668A (me) |
| NO (2) | NO335997B1 (me) |
| NZ (1) | NZ545835A (me) |
| PA (1) | PA8612401A1 (me) |
| PE (1) | PE20050870A1 (me) |
| PL (1) | PL1667986T3 (me) |
| PT (1) | PT1667986E (me) |
| RS (2) | RS20060189A (me) |
| RU (1) | RU2342373C2 (me) |
| SI (1) | SI1667986T1 (me) |
| TN (1) | TNSN06086A1 (me) |
| TW (1) | TWI382022B (me) |
| UA (1) | UA87115C2 (me) |
| WO (1) | WO2005028462A1 (me) |
| ZA (1) | ZA200602255B (me) |
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| AU2013205442B2 (en) * | 2008-01-17 | 2016-05-12 | Aventis Pharma S.A. | Crystalline forms of dimethoxy docetaxel and methods for preparing same |
| FR2926551A1 (fr) | 2008-01-17 | 2009-07-24 | Aventis Pharma Sa | Formes cristallines du dimethoxy docetaxel et leurs procedes de preparation |
| KR101671537B1 (ko) | 2008-08-11 | 2016-11-01 | 넥타르 테라퓨틱스 | 다분지형 중합체 알카노에이트 컨쥬게이트 |
| FR2945211A1 (fr) * | 2009-05-06 | 2010-11-12 | Sanofi Aventis | Combinaison antitumorale comprenant la cabazitaxel et la capecitabine |
| EA024186B1 (ru) | 2009-10-29 | 2016-08-31 | Авентис Фарма С.А. | Применение кабазитаксела в комбинации с преднизоном или преднизолоном для лечения рака простаты |
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| CN103910696B (zh) * | 2012-12-30 | 2016-01-20 | 上海医药工业研究院 | 卡巴他赛异丙醚合物及其结晶 |
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| KR100886805B1 (ko) * | 2001-11-29 | 2009-03-05 | 다이이찌 세이야꾸 가부시기가이샤 | 탁산 유도체 결정 및 그 제조방법 |
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