AR035511A1 - Procedimiento para preparar una cefalosporina e intermediarios de sintesis - Google Patents
Procedimiento para preparar una cefalosporina e intermediarios de sintesisInfo
- Publication number
- AR035511A1 AR035511A1 ARP010105609A ARP010105609A AR035511A1 AR 035511 A1 AR035511 A1 AR 035511A1 AR P010105609 A ARP010105609 A AR P010105609A AR P010105609 A ARP010105609 A AR P010105609A AR 035511 A1 AR035511 A1 AR 035511A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- aryl
- formula
- carboxylate
- mono
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/02—Preparation
- C07D501/04—Preparation from compounds already containing the ring or condensed ring systems, e.g. by dehydrogenation of the ring, by introduction, elimination or modification of substituents
- C07D501/06—Acylation of 7-aminocephalosporanic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Un procedimiento para preparar una cefalosporina sustituida con un éter cíclico en la posición 3 de fórmula (1) o una de las sales farmacéuticamente aceptables de la misma, en la que el grupo CO2R1 es un ácido carboxílico o una sal carboxilato; y R2 tiene una fórmula (2) en la que A1 se selecciona del grupo formado por arilo C6-10, heteroarilo C1-10 y heterociclilo C1-10; A2 se selecciona del grupo formado por hidrógeno, alquilo C1-6, cicloalquilo C3-10, arilo C6-10, (alquil C1-6)(CO)(alquil C1-6)-O-, HO(CO)(alquilo C1-6), mono(aril C6-10)(alquilo C1-6), di-(aril C6-10)(alquilo C1-6) y tri-(aril C6-10)(alquilo C1-6); que comprende hacer reaccionar un compuesto de fórmula (3) con un compuesto de fórmula (4): R2L en la que R2 es como se ha definido antes; y L se selecciona del grupo formado por hidroxilo, halo, azido, mono(alquil C1-6) carbonato, (alquil C1-6) carboxilato, (aril C6-10) carboxilato, mono- (aril C6-10)(alquil C1-6) carboxilato, di-(aril C6-10)(alquil C1-6)carboxilato, di-(alquil C1-6) fosforotioato, (alquil C1-6) sulfonilo, mono- (alquil C1-6)(aril C6-10) sulfonilo, di-(alquil C1-6)(aril C6-10)sulfonilo, (alquil C1-6)-(CO)-S-, ciano-alcoxi C1-6, ariloxi C6-10, 3-benzotiazoliloxi, 8-quinoliniloxi y N-oxi-succinimidilo; en presencia de un disolvente, una base, un agente de acoplamiento opcional y un catalizador opcional. Se describe también otro procedimiento para preparar el compuesto de fórmula (1), que comprende hacer reaccionar un compuesto de fórmula (5), en la que R2 es como se ha definido antes; y R3 es para nitrobencilo o alilo; con un agente de desprotección adecuado en presencia de un disolvente. Se describen también dos intermediarios (3) y (5) según se describió anteriormente. Estos compuestos tienen niveles prolongados y elevados de actualidad antibacteriana y poseen buena absorción parenteral en seres humanos y animales.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25101400P | 2000-12-04 | 2000-12-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR035511A1 true AR035511A1 (es) | 2004-06-02 |
Family
ID=22950114
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP010105609A AR035511A1 (es) | 2000-12-04 | 2001-12-03 | Procedimiento para preparar una cefalosporina e intermediarios de sintesis |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US20020198375A1 (es) |
| EP (1) | EP1339722A1 (es) |
| JP (1) | JP2004520293A (es) |
| KR (1) | KR100526379B1 (es) |
| CN (1) | CN1243755C (es) |
| AR (1) | AR035511A1 (es) |
| AU (2) | AU2394302A (es) |
| BR (1) | BR0115870A (es) |
| CA (1) | CA2436848C (es) |
| CZ (1) | CZ20031525A3 (es) |
| HK (1) | HK1059435A1 (es) |
| HU (1) | HUP0400642A3 (es) |
| IL (1) | IL155714A0 (es) |
| MX (1) | MXPA03004937A (es) |
| PL (1) | PL362144A1 (es) |
| RU (1) | RU2237670C1 (es) |
| WO (1) | WO2002046198A1 (es) |
| ZA (1) | ZA200303670B (es) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4192599B2 (ja) * | 2000-12-04 | 2008-12-10 | アステラス製薬株式会社 | アミノチアゾール誘導体の無水物の製造方法 |
| US7378408B2 (en) * | 2001-11-30 | 2008-05-27 | Pfizer Inc. | Methods of treatment and formulations of cephalosporin |
| EP1725568A1 (en) * | 2004-03-09 | 2006-11-29 | Pfizer Products Inc. | Process for preparing cephalosporin intermediates using alpha-iod o-1-azetidineacetic acid esters and trialkylphosphites |
| EP3636696A1 (en) | 2011-05-04 | 2020-04-15 | Cornell University | Multiblock copolymer films, methods of making same and uses thereof |
| WO2013018899A1 (ja) | 2011-08-03 | 2013-02-07 | 協和発酵キリン株式会社 | ジベンゾオキセピン誘導体 |
| CN102718779B (zh) * | 2012-05-25 | 2015-07-29 | 深圳致君制药有限公司 | 注射用头孢唑肟钠及其制备方法、原料药头孢唑肟钠的合成方法 |
| CN105254648B (zh) * | 2015-11-13 | 2018-04-03 | 广东温氏大华农生物科技有限公司 | 一种头孢维星及其钠盐的合成方法 |
| WO2018229580A1 (en) * | 2017-06-14 | 2018-12-20 | Aurobindo Pharma Ltd | An improved process for the preparation of cefovecin sodium |
| MX2020003098A (es) | 2017-09-19 | 2020-07-28 | Terapore Tech Inc | Estructura entrelazada isoporosa de copolimero de bloques quimicamente resistente. |
| CN112074339A (zh) * | 2018-04-04 | 2020-12-11 | 特拉波雷技术有限公司 | 包封颗粒分馏装置和系统以及该装置和系统的使用方法 |
| GB2575261B (en) | 2018-07-02 | 2022-03-09 | Norbrook Lab Ltd | Intermediates in the synthesis of C3-substituted cephalosporins |
| US11051804B2 (en) * | 2018-07-02 | 2021-07-06 | DePuy Synthes Products, Inc. | Orthopedic fixation system and method of use thereof |
| CN110396034A (zh) * | 2019-07-31 | 2019-11-01 | 上海应用技术大学 | 一种烯丙基化合物的制备方法 |
| CN111187284A (zh) * | 2020-03-10 | 2020-05-22 | 赵俊瑶 | 一种头孢克洛的制备方法 |
| CN111892612A (zh) * | 2020-07-31 | 2020-11-06 | 重庆医药高等专科学校 | 一种以青霉素钾盐为原料制备头孢维星的中间体异构化物及其制备方法 |
| CN112321611B (zh) * | 2020-10-29 | 2022-05-06 | 湖北凌晟药业有限公司 | 一种头孢沙定母核的制备方法 |
| CN115873021A (zh) * | 2022-12-19 | 2023-03-31 | 华北制药集团动物保健品有限责任公司 | 一种头孢维星钠的制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6001997A (en) * | 1990-07-24 | 1999-12-14 | Bateson; John Hargreaves | Cephalosporins and homologues, preparations and pharmaceutical compositions |
| MY106399A (en) * | 1990-07-24 | 1995-05-30 | Pfizer | Cephalosporins and homologeus, preparation and pharmaceutical composition |
| GB9212609D0 (en) * | 1992-06-13 | 1992-07-29 | Smithkline Beecham Plc | Novel compounds |
| GB9424847D0 (en) * | 1994-12-09 | 1995-02-08 | Smithkline Beecham Plc | Novel process |
| GB2300856A (en) * | 1995-05-16 | 1996-11-20 | Pfizer Ltd | Beta-lactam preparation |
| GB0019124D0 (en) * | 2000-08-03 | 2000-09-27 | Pfizer | Novel process |
| ATE319719T1 (de) * | 2000-12-04 | 2006-03-15 | Pfizer Prod Inc | Verfahren und esterderivate zur herstellung von cephalosphorinen |
-
2001
- 2001-11-22 AU AU2394302A patent/AU2394302A/xx active Pending
- 2001-11-22 EP EP01999227A patent/EP1339722A1/en not_active Withdrawn
- 2001-11-22 MX MXPA03004937A patent/MXPA03004937A/es active IP Right Grant
- 2001-11-22 CA CA002436848A patent/CA2436848C/en not_active Expired - Fee Related
- 2001-11-22 IL IL15571401A patent/IL155714A0/xx unknown
- 2001-11-22 PL PL01362144A patent/PL362144A1/xx not_active Application Discontinuation
- 2001-11-22 RU RU2003116519/04A patent/RU2237670C1/ru active
- 2001-11-22 CZ CZ20031525A patent/CZ20031525A3/cs unknown
- 2001-11-22 BR BR0115870-8A patent/BR0115870A/pt not_active IP Right Cessation
- 2001-11-22 KR KR10-2003-7007396A patent/KR100526379B1/ko not_active IP Right Cessation
- 2001-11-22 HU HU0400642A patent/HUP0400642A3/hu unknown
- 2001-11-22 CN CNB018199623A patent/CN1243755C/zh not_active Expired - Fee Related
- 2001-11-22 WO PCT/IB2001/002225 patent/WO2002046198A1/en active IP Right Grant
- 2001-11-22 AU AU2002223943A patent/AU2002223943B2/en not_active Ceased
- 2001-11-22 JP JP2002547935A patent/JP2004520293A/ja active Pending
- 2001-12-03 AR ARP010105609A patent/AR035511A1/es not_active Application Discontinuation
- 2001-12-04 US US10/006,279 patent/US20020198375A1/en not_active Abandoned
-
2003
- 2003-05-13 ZA ZA200303670A patent/ZA200303670B/en unknown
-
2004
- 2004-02-11 US US10/776,795 patent/US7129350B2/en not_active Expired - Lifetime
- 2004-03-25 HK HK04102215A patent/HK1059435A1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ZA200303670B (en) | 2004-05-13 |
| CA2436848C (en) | 2008-12-02 |
| HUP0400642A2 (hu) | 2004-06-28 |
| IL155714A0 (en) | 2003-11-23 |
| CN1478093A (zh) | 2004-02-25 |
| US20040167327A1 (en) | 2004-08-26 |
| BR0115870A (pt) | 2004-02-03 |
| EP1339722A1 (en) | 2003-09-03 |
| US7129350B2 (en) | 2006-10-31 |
| PL362144A1 (en) | 2004-10-18 |
| AU2002223943B2 (en) | 2006-10-05 |
| KR100526379B1 (ko) | 2005-11-08 |
| HK1059435A1 (en) | 2004-07-02 |
| WO2002046198A1 (en) | 2002-06-13 |
| CZ20031525A3 (cs) | 2004-04-14 |
| MXPA03004937A (es) | 2003-09-10 |
| CA2436848A1 (en) | 2002-06-13 |
| JP2004520293A (ja) | 2004-07-08 |
| HUP0400642A3 (en) | 2010-03-29 |
| US20020198375A1 (en) | 2002-12-26 |
| KR20030070043A (ko) | 2003-08-27 |
| RU2237670C1 (ru) | 2004-10-10 |
| AU2394302A (en) | 2002-06-18 |
| CN1243755C (zh) | 2006-03-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FC | Refusal | ||
| FB | Suspension of granting procedure |