AR037827A1 - Procedimiento de preparacion de derivados de equinocandina - Google Patents
Procedimiento de preparacion de derivados de equinocandinaInfo
- Publication number
- AR037827A1 AR037827A1 ARP020104846A ARP020104846A AR037827A1 AR 037827 A1 AR037827 A1 AR 037827A1 AR P020104846 A ARP020104846 A AR P020104846A AR P020104846 A ARP020104846 A AR P020104846A AR 037827 A1 AR037827 A1 AR 037827A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- compound
- treatment
- acid
- subjecting
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 11
- 239000002253 acid Substances 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- -1 Boc Chemical class 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 101100272976 Panax ginseng CYP716A53v2 gene Proteins 0.000 abstract 1
- 125000003158 alcohol group Chemical group 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 238000004587 chromatography analysis Methods 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000008025 crystallization Effects 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- ZDYVRSLAEXCVBX-UHFFFAOYSA-N pyridinium p-toluenesulfonate Chemical compound C1=CC=[NH+]C=C1.CC1=CC=C(S([O-])(=O)=O)C=C1 ZDYVRSLAEXCVBX-UHFFFAOYSA-N 0.000 abstract 1
- 238000006268 reductive amination reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/50—Cyclic peptides containing at least one abnormal peptide link
- C07K7/54—Cyclic peptides containing at least one abnormal peptide link with at least one abnormal peptide link in the ring
- C07K7/56—Cyclic peptides containing at least one abnormal peptide link with at least one abnormal peptide link in the ring the cyclisation not occurring through 2,4-diamino-butanoic acid
-
- 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
-
- 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
- C07D487/12—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 three hetero rings
- C07D487/14—Ortho-condensed systems
Abstract
La invención se refiere a un procedimiento de preparación de compuestos de fórmula (1): así como sus sales, intermedios, la aplicación del dihidrocloruro como fármaco y las composiciones farmacéuticas que los contienen. Reivindicación 1: Procedimiento de preparación de compuestos de fórmula (1), en la que R representa una cadena lineal o ramificada o cíclica que contiene hasta 30 átomos de carbono, que contiene opcionalmente uno o más heteroátomos y uno o más heterociclos, que comprende las etapas siguientes: a) someter un compuesto de fórmula (2) a tratamiento con un ácido de fórmula R-CO2H, estando dicho ácido, si fuera necesario, en forma activada, aislada o no aislada, con el fin de obtener el compuesto de fórmula (3); b) si fuera necesario, someter el compuesto de fórmula (3) a una reacción de alquilación del alcohol en posición 5 por tratamiento con un alcohol de fórmula AlK-OH en presencia de PPTS, representando AlK un alquilo que contiene C1-4, para obtener el compuesto de fórmula (4); c) someter el compuesto de fórmula (3) o (4) a una reacción de deshidratación, para obtener un compuesto de fórmula (5); d) someter el compuesto de fórmula (4) a una reacción de aminación reductora por tratamiento con etilendiamina en presencia de un agente reductor tal como NaBH3CN en presencia de un ácido de Lewis o NaBH(OCOR'3), en donde OCOR' representa Boc-L-Pro, Bzl-L-Pro o cualquier otro aminoácido ópticamente activo, así como cualquier otro ácido carboxílico quiral o no quiral, con el fin de obtener el compuesto de fórmula (1) tal como se ha definido más arriba, que contiene mayoritariamente uno de los isómeros activos, siendo sometido dicho compuesto de fórmula (1) a una o más de las siguientes operaciones, en un orden apropiado: cromatografía; cristalización; tratamiento con una base; salificación.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0116230A FR2833596B1 (fr) | 2001-12-14 | 2001-12-14 | Procede de preparation de derives d'echinocandine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR037827A1 true AR037827A1 (es) | 2004-12-09 |
Family
ID=8870520
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP020104846A AR037827A1 (es) | 2001-12-14 | 2002-12-13 | Procedimiento de preparacion de derivados de equinocandina |
Country Status (29)
| Country | Link |
|---|---|
| US (3) | US20070105760A1 (es) |
| EP (1) | EP1456229B1 (es) |
| JP (1) | JP4510461B2 (es) |
| KR (1) | KR20040066167A (es) |
| CN (2) | CN100584859C (es) |
| AR (1) | AR037827A1 (es) |
| AT (1) | ATE441662T1 (es) |
| AU (1) | AU2002364991B9 (es) |
| BR (1) | BR0214937A (es) |
| CA (1) | CA2469918A1 (es) |
| CO (1) | CO5590934A2 (es) |
| CY (1) | CY1110694T1 (es) |
| DE (1) | DE60233589D1 (es) |
| DK (1) | DK1456229T3 (es) |
| EA (1) | EA007964B1 (es) |
| ES (1) | ES2333784T3 (es) |
| FR (1) | FR2833596B1 (es) |
| HK (2) | HK1071900A1 (es) |
| HU (1) | HUP0402602A3 (es) |
| IL (1) | IL162385A0 (es) |
| MX (1) | MXPA04005484A (es) |
| NO (1) | NO20042640L (es) |
| NZ (1) | NZ533864A (es) |
| PL (1) | PL371763A1 (es) |
| PT (1) | PT1456229E (es) |
| SI (1) | SI1456229T1 (es) |
| TW (1) | TWI322820B (es) |
| WO (1) | WO2003054001A2 (es) |
| ZA (1) | ZA200404631B (es) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2833596B1 (fr) * | 2001-12-14 | 2005-02-18 | Aventis Pharma Sa | Procede de preparation de derives d'echinocandine |
| TW200826957A (en) * | 2006-10-16 | 2008-07-01 | Teva Gyogyszergyar Zartkoruen Mukodo Reszvenytarsasag | Purification processes for echinocandin-type compounds |
| FR2921060B1 (fr) * | 2007-09-14 | 2012-06-15 | Novexel | Nouveau procede de preparation d'une piperidine disubsituee et nouveaux intermediaires |
| FR2936798B1 (fr) * | 2008-10-03 | 2012-09-28 | Novexel | Nouveaux composes heterocycliques azotes, leur preparation et leur utilisation comme medicaments antibacteriens. |
| FR2936951B1 (fr) * | 2008-10-10 | 2010-12-03 | Novexel | Nouvelles combinaisons de composes heterocycliques azotes antibacteriens avec d'autres composes antibacteriens et leur utilisation comme medicaments |
| FR2937034B1 (fr) * | 2008-10-10 | 2012-11-23 | Novexel | Nouveaux composes heterocycliques azotes, leur preparation et leur utilisation comme medicaments antibacteriens |
| CN101928670B (zh) * | 2009-09-24 | 2012-02-22 | 上海天伟生物制药有限公司 | 一种抗生素的高产菌株及其制备方法和用途 |
| CN102659930B (zh) * | 2012-03-30 | 2014-04-23 | 上海天伟生物制药有限公司 | 一种高纯度环肽类物质的晶体及其制备方法和用途 |
| CN102627689B (zh) * | 2012-03-30 | 2014-08-06 | 上海天伟生物制药有限公司 | 一种环肽类化合物的水合物及其制备方法和用途 |
| CN102627688B (zh) * | 2012-03-30 | 2014-12-31 | 上海天伟生物制药有限公司 | 一种高纯度环肽化合物及其制备方法和用途 |
| WO2016056022A2 (en) * | 2014-10-07 | 2016-04-14 | Alaparthi Lakshmi Prasad | Intermediates and processes to prepare anidulafungin |
| CN112646854B (zh) * | 2020-12-11 | 2022-10-11 | 浙江工业大学 | 一种棘白菌素b合成培养基及应用 |
| CN115785226A (zh) * | 2021-09-09 | 2023-03-14 | 上海天伟生物制药有限公司 | 一种棘白菌素药物杂质及其制备、纯化方法和应用 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4293484A (en) * | 1979-12-13 | 1981-10-06 | Eli Lilly And Company | Derivatives of A-30912H nucleus |
| US5207710A (en) * | 1988-09-29 | 1993-05-04 | Collagen Corporation | Method for improving implant fixation |
| US5539122A (en) * | 1989-05-23 | 1996-07-23 | Abbott Laboratories | Retroviral protease inhibiting compounds |
| US5386009A (en) * | 1990-03-19 | 1995-01-31 | Merck & Co. Inc. | Lipopeptide derivatives |
| NZ512085A (en) * | 1992-03-19 | 2003-08-29 | Lilly Co Eli | Methods employing cyclic peptide antifungal agents |
| SI9420051A (en) * | 1993-08-09 | 1996-12-31 | Biomeasure Inc | Chemical modified peptide derivatives, process for their preparation and their use in human therapy |
| JP3107691B2 (ja) * | 1993-12-03 | 2000-11-13 | 株式会社東芝 | 半導体記憶装置及びその製造方法 |
| EP0781141B1 (en) * | 1994-09-16 | 2002-09-04 | Merck & Co. Inc. | Aza cyclohexapeptide compounds |
| US5646111A (en) * | 1995-04-07 | 1997-07-08 | Eli Lilly And Company | Cyclic peptide antifungal Agents |
| US5652213A (en) * | 1995-05-26 | 1997-07-29 | Eli Lilly And Company | Cyclic peptide antifungal agents |
| US5852213A (en) * | 1996-07-10 | 1998-12-22 | American Cyanamid Company | Mercaptoketones and mercaptoalcohols and a process for their preparation |
| US6207710B1 (en) * | 1996-11-22 | 2001-03-27 | Elan Pharmaceuticals, Inc. | Compounds for inhibiting β-amyloid peptide release and/or its synthesis |
| UA72200C2 (uk) * | 1997-12-10 | 2005-02-15 | Авентіс Фарма С.А. | Похідні ехінокандину, спосіб їх одержання, їх застосування, проміжні сполуки та фармацевтична композиція |
| FR2794746B1 (fr) * | 1999-06-09 | 2002-12-06 | Hoechst Marion Roussel Inc | Nouveaux derives de l'echinocandine, leur procede de preparation et leur application comme anti-fongiques |
| FR2794747B1 (fr) * | 1999-06-09 | 2004-04-16 | Hoechst Marion Roussel Inc | Nouveaux derives de l'echinocandine, leur procede de preparation et leur application comme anti-fongiques |
| AU6564000A (en) * | 1999-07-27 | 2001-02-13 | Aventis Pharma Deutschland Gmbh | Novel cyclohexapeptide compounds, processes for their production and their use as a pharmaceutical |
| FR2833596B1 (fr) * | 2001-12-14 | 2005-02-18 | Aventis Pharma Sa | Procede de preparation de derives d'echinocandine |
-
2001
- 2001-12-14 FR FR0116230A patent/FR2833596B1/fr not_active Expired - Fee Related
-
2002
- 2002-12-12 PT PT02805374T patent/PT1456229E/pt unknown
- 2002-12-12 CN CN02824928A patent/CN100584859C/zh not_active Expired - Fee Related
- 2002-12-12 SI SI200230861T patent/SI1456229T1/sl unknown
- 2002-12-12 EA EA200400806A patent/EA007964B1/ru not_active IP Right Cessation
- 2002-12-12 EP EP02805374A patent/EP1456229B1/fr not_active Expired - Lifetime
- 2002-12-12 JP JP2003554717A patent/JP4510461B2/ja not_active Expired - Fee Related
- 2002-12-12 ES ES02805374T patent/ES2333784T3/es not_active Expired - Lifetime
- 2002-12-12 CA CA002469918A patent/CA2469918A1/fr not_active Abandoned
- 2002-12-12 CN CNB2005101156130A patent/CN1326872C/zh not_active Expired - Fee Related
- 2002-12-12 AT AT02805374T patent/ATE441662T1/de active
- 2002-12-12 NZ NZ533864A patent/NZ533864A/xx not_active IP Right Cessation
- 2002-12-12 DE DE60233589T patent/DE60233589D1/de not_active Expired - Lifetime
- 2002-12-12 DK DK02805374T patent/DK1456229T3/da active
- 2002-12-12 MX MXPA04005484A patent/MXPA04005484A/es active IP Right Grant
- 2002-12-12 AU AU2002364991A patent/AU2002364991B9/en not_active Ceased
- 2002-12-12 HU HU0402602A patent/HUP0402602A3/hu unknown
- 2002-12-12 BR BR0214937-0A patent/BR0214937A/pt not_active Application Discontinuation
- 2002-12-12 WO PCT/FR2002/004308 patent/WO2003054001A2/fr active Application Filing
- 2002-12-12 KR KR10-2004-7009121A patent/KR20040066167A/ko active IP Right Grant
- 2002-12-12 PL PL02371763A patent/PL371763A1/xx not_active Application Discontinuation
- 2002-12-12 US US11/591,898 patent/US20070105760A1/en not_active Abandoned
- 2002-12-13 AR ARP020104846A patent/AR037827A1/es active IP Right Grant
- 2002-12-13 TW TW091136168A patent/TWI322820B/zh not_active IP Right Cessation
- 2002-12-24 IL IL16238502A patent/IL162385A0/xx unknown
-
2004
- 2004-06-10 ZA ZA200404631A patent/ZA200404631B/en unknown
- 2004-06-11 CO CO04055277A patent/CO5590934A2/es not_active Application Discontinuation
- 2004-06-14 US US10/867,070 patent/US7148322B2/en not_active Expired - Fee Related
- 2004-06-23 NO NO20042640A patent/NO20042640L/no not_active Application Discontinuation
-
2005
- 2005-06-08 HK HK05104783.8A patent/HK1071900A1/xx not_active IP Right Cessation
-
2006
- 2006-07-13 HK HK06107828A patent/HK1087720A1/xx not_active IP Right Cessation
-
2009
- 2009-12-01 CY CY20091101267T patent/CY1110694T1/el unknown
-
2010
- 2010-07-06 US US12/830,941 patent/US20100273977A1/en not_active Abandoned
Also Published As
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Legal Events
| Date | Code | Title | Description |
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| FG | Grant, registration | ||
| FG | Grant, registration |