AR082581A2 - Procedimientos de preparacion de combretastatinas - Google Patents
Procedimientos de preparacion de combretastatinasInfo
- Publication number
- AR082581A2 AR082581A2 ARP110102854A ARP110102854A AR082581A2 AR 082581 A2 AR082581 A2 AR 082581A2 AR P110102854 A ARP110102854 A AR P110102854A AR P110102854 A ARP110102854 A AR P110102854A AR 082581 A2 AR082581 A2 AR 082581A2
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- compound
- group
- fluorenylmethyloxycarbonyl
- benzyloxycarbonyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/04—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
- C07C217/80—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
- C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
- C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Catalysts (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Detergent Compositions (AREA)
- Magnetic Ceramics (AREA)
Abstract
Procedimientos de preparación de combretastatinas por condensación de Wittig entre el nitrometoxi-benzaldehído y una sal de fosfonio del trimetoxi-bencilo, o la inversa, una sal de fosfonio del nitrometoxi-bencilo con el trimetoxi-benzaldehído o, también una reacción de Wittig sobre los mismos derivados cuya función nitro ha sido reducida a un grupo amino.Reivindicación 1: Procedimiento de preparación de un compuesto fórmula (1) donde A es un resto de fórmula (2), que comprende las etapas de a) condensar el compuesto de fórmula (1) donde A es NH2 y una L-serina doblemente protegida de fórmula (3) donde PG es un grupo protector seleccionado del grupo que consiste en terc-butoxicarbonilo, benciloxicarbonilo y 9-fluorenilmetiloxicarbonilo, en un solvente apropiado y en presencia de un agente condensante para proporcionar un compuesto de fórmula (4); b) condensar un compuesto de fórmula (1) donde A es NH2 y un anhídrido mixto que se prepara a partir de un cloroformato o un cloruro de ácido carboxílico y una L-serina doblemente protegida de fórmula (3) para proporcionar un compuesto de fórmula (4); y c) hidrolizar el compuesto de fórmula (4) a una temperatura apropiada para proporcionar un compuesto de fórmula (1) donde A es un resto de fórmula (5); y d) opcionalmente convertir el compuesto de fórmula (1) donde A es el resto de fórmula (5) a una sal farmacéuticamente aceptable del mismo. Reivindicación 11: El compuesto de fórmula (4) donde PG se selecciona de un grupo que consiste en terc-butoxicarbonilo, benciloxicarbonilo y 9-fluorenilmetiloxicarbonilo.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0204499A FR2838437B1 (fr) | 2002-04-11 | 2002-04-11 | Procedes de preparation de combretastatines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR082581A2 true AR082581A2 (es) | 2012-12-19 |
Family
ID=28459732
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP030101111A AR039198A1 (es) | 2002-04-11 | 2003-03-28 | Procedimientos de preparacion de combretastatinas |
| ARP110102854A AR082581A2 (es) | 2002-04-11 | 2011-08-05 | Procedimientos de preparacion de combretastatinas |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP030101111A AR039198A1 (es) | 2002-04-11 | 2003-03-28 | Procedimientos de preparacion de combretastatinas |
Country Status (28)
| Country | Link |
|---|---|
| EP (3) | EP2348012A1 (es) |
| JP (1) | JP4299677B2 (es) |
| KR (1) | KR101018983B1 (es) |
| CN (1) | CN1291970C (es) |
| AR (2) | AR039198A1 (es) |
| AU (1) | AU2003260026B2 (es) |
| BR (1) | BR0309087A (es) |
| CA (1) | CA2481742C (es) |
| CR (1) | CR7481A (es) |
| EA (1) | EA007965B1 (es) |
| EC (1) | ECSP045348A (es) |
| FR (1) | FR2838437B1 (es) |
| HK (1) | HK1075651A1 (es) |
| HR (1) | HRP20040935A2 (es) |
| IL (1) | IL164247A0 (es) |
| MA (1) | MA26407A1 (es) |
| ME (1) | MEP91508A (es) |
| MX (1) | MXPA04009112A (es) |
| NO (2) | NO329701B1 (es) |
| NZ (1) | NZ535318A (es) |
| OA (1) | OA12804A (es) |
| PL (3) | PL214129B1 (es) |
| RS (3) | RS20110562A3 (es) |
| TN (1) | TNSN04201A1 (es) |
| TW (1) | TWI262179B (es) |
| UA (1) | UA76079C2 (es) |
| WO (1) | WO2003084919A2 (es) |
| ZA (1) | ZA200407417B (es) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7235688B1 (en) | 2004-11-04 | 2007-06-26 | University Of Notre Dame Du Lac | Process for preparing histone deacetylase inhibitors and intermediates thereof |
| FR2928148B1 (fr) * | 2008-02-28 | 2013-01-18 | Sanofi Aventis | Procede de preparation de combretastatine |
| FR2939665B1 (fr) | 2008-12-12 | 2011-10-07 | Sanofi Aventis | Combinaison antitumorale associant l'ave8062a et le docetaxel |
| FR2945210B1 (fr) | 2009-05-07 | 2011-07-01 | Sanofi Aventis | Combinaison antitumorale comprenant l'ave8062 et le sorafenib |
| FR2953518B1 (fr) * | 2009-12-03 | 2012-01-20 | Sanofi Aventis | Procede de preparation d'un derive de combretastatine |
| EP2397135A1 (en) | 2010-06-18 | 2011-12-21 | Sanofi | An antitumoral combination comprising ombrabulin, a taxane derivative and a platinum derivative |
| MX2012014732A (es) | 2010-06-18 | 2013-01-22 | Sanofi Sa | Una combinacion antitumoral que comprende ombrabulina un derivado de taxano y un derivado de platino. |
| EP2481404A1 (en) | 2010-11-15 | 2012-08-01 | Sanofi | An antitumoral combination comprising ombrabulin, a taxane derivative and a platinum derivative |
| EP2407161A1 (en) | 2010-07-13 | 2012-01-18 | Sanofi | An antitumoral combination comprising ombrabulin and bevacizumab |
| FR2968557A1 (fr) | 2010-12-09 | 2012-06-15 | Sanofi Aventis | Combinaison antitumorale comprenant un derive de la famille des combretastatines et le cetuximab |
| FR2978662A1 (fr) | 2011-08-01 | 2013-02-08 | Sanofi Sa | Combinaison antitumorale comprenant l'ombrabuline et le cisplatine, associee a la radiotherapie |
| FR2978663A1 (fr) | 2011-08-01 | 2013-02-08 | Sanofi Sa | Combinaison antitumorale comprenant l'ombrabuline et le cetuximab, associee a la radiotherapie |
| CN103012248B (zh) * | 2013-01-11 | 2014-11-05 | 浙江大德药业集团有限公司 | 氨基康普立停衍生物的合成及其作为口服抗肿瘤药物的应用 |
| EP3184095A1 (en) | 2013-05-23 | 2017-06-28 | IP Gesellschaft für Management mbH | Administration units comprising polymorph 1 of 2-(2-methylamino-pyrimidin-4-yl]-1h-indole-5-carboxylic acid [(s)-1-carbamoyl-2-(phenyl-pyrimidin-2-yl-amino)-ethyl]-amide |
| EP4079327A1 (en) | 2021-04-22 | 2022-10-26 | Centaurus Polytherapeutics | Payloads for drug-conjugates and their use for treating cancer |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4996237A (en) | 1987-01-06 | 1991-02-26 | Arizona Board Of Regents | Combretastatin A-4 |
| UA18265A (uk) * | 1988-02-24 | 1997-12-25 | Ф.Хоффманн-Ля Рош Аг | Спосіб одержаhhя похідhих стильбеhу |
| NZ232897A (en) * | 1989-04-03 | 1992-12-23 | Squibb & Sons Inc | Interphenylene 7-oxabicycloheptyl substituted heterocyclic amide prostaglandin analogues, preparation and pharmaceutical compositions thereof |
| TW325458B (en) * | 1993-09-08 | 1998-01-21 | Ajinomoto Kk | Stilbene derivatives and pharmaceutical compositions comprising the same for anti-cancer |
| US5731353A (en) * | 1993-09-08 | 1998-03-24 | Ajinomoto Co., Inc. | Stilbene derivatives and pharmaceutical compositions containing them |
| CN1053658C (zh) * | 1994-04-06 | 2000-06-21 | 日本新药株式会社 | 氨基芪唑衍生物和药 |
| TW334418B (en) * | 1995-03-07 | 1998-06-21 | Ajinomoto Kk | Stilbene derivatives and pharmaceutical compositions |
| JP4551514B2 (ja) * | 1999-07-23 | 2010-09-29 | 住友化学株式会社 | 不飽和炭化水素残基置換アニリン類の製造方法 |
| GB9918912D0 (en) | 1999-08-12 | 1999-10-13 | Angiogene Pharm Ltd | New stilbenes with vascular damaging activity |
-
2002
- 2002-04-11 FR FR0204499A patent/FR2838437B1/fr not_active Expired - Fee Related
-
2003
- 2003-03-28 AR ARP030101111A patent/AR039198A1/es active IP Right Grant
- 2003-04-09 AU AU2003260026A patent/AU2003260026B2/en not_active Ceased
- 2003-04-09 CN CNB038075660A patent/CN1291970C/zh not_active Expired - Fee Related
- 2003-04-09 JP JP2003582118A patent/JP4299677B2/ja not_active Expired - Fee Related
- 2003-04-09 BR BR0309087-6A patent/BR0309087A/pt not_active IP Right Cessation
- 2003-04-09 CA CA2481742A patent/CA2481742C/fr not_active Expired - Fee Related
- 2003-04-09 ME MEP-915/08A patent/MEP91508A/xx unknown
- 2003-04-09 NZ NZ535318A patent/NZ535318A/en not_active IP Right Cessation
- 2003-04-09 KR KR1020047016132A patent/KR101018983B1/ko not_active IP Right Cessation
- 2003-04-09 RS RS20110562A patent/RS20110562A3/en unknown
- 2003-04-09 EP EP10183123A patent/EP2348012A1/fr not_active Withdrawn
- 2003-04-09 RS RS20110561A patent/RS20110561A3/en unknown
- 2003-04-09 IL IL16424703A patent/IL164247A0/xx not_active IP Right Cessation
- 2003-04-09 MX MXPA04009112A patent/MXPA04009112A/es active IP Right Grant
- 2003-04-09 EP EP10183135A patent/EP2354118A1/fr not_active Withdrawn
- 2003-04-09 EP EP03740582A patent/EP1497255A2/fr not_active Withdrawn
- 2003-04-09 PL PL394821A patent/PL214129B1/pl not_active IP Right Cessation
- 2003-04-09 EA EA200401350A patent/EA007965B1/ru not_active IP Right Cessation
- 2003-04-09 PL PL394820A patent/PL213967B1/pl not_active IP Right Cessation
- 2003-04-09 PL PL371629A patent/PL213708B1/pl not_active IP Right Cessation
- 2003-04-09 OA OA1200400275A patent/OA12804A/fr unknown
- 2003-04-09 RS YU86504A patent/RS52331B/en unknown
- 2003-04-09 WO PCT/FR2003/001117 patent/WO2003084919A2/fr active Application Filing
- 2003-04-10 TW TW092108184A patent/TWI262179B/zh not_active IP Right Cessation
- 2003-09-04 UA UA20041109227A patent/UA76079C2/uk unknown
-
2004
- 2004-09-14 CR CR7481A patent/CR7481A/es unknown
- 2004-09-15 ZA ZA200407417A patent/ZA200407417B/en unknown
- 2004-09-20 MA MA27868A patent/MA26407A1/fr unknown
- 2004-10-07 HR HR20040935A patent/HRP20040935A2/hr not_active Application Discontinuation
- 2004-10-08 EC EC2004005348A patent/ECSP045348A/es unknown
- 2004-10-08 TN TNP2004000201A patent/TNSN04201A1/fr unknown
- 2004-11-05 NO NO20044814A patent/NO329701B1/no not_active IP Right Cessation
-
2005
- 2005-09-05 HK HK05107764A patent/HK1075651A1/xx not_active IP Right Cessation
-
2010
- 2010-09-01 NO NO20101215A patent/NO331372B1/no not_active IP Right Cessation
-
2011
- 2011-08-05 AR ARP110102854A patent/AR082581A2/es unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FB | Suspension of granting procedure |