ES2002919A6 - Un procedimiento para la preparacion del antibiotico acido 7-(d-2-amino-2-(4-hidroxifenil) acetamido -3-(z)-1-propenil -cef-3-em-4-carboxilico, sustancialmente libre de su isomero (e). - Google Patents

Un procedimiento para la preparacion del antibiotico acido 7-(d-2-amino-2-(4-hidroxifenil) acetamido -3-(z)-1-propenil -cef-3-em-4-carboxilico, sustancialmente libre de su isomero (e).

Info

Publication number
ES2002919A6
ES2002919A6 ES8603151A ES8603151A ES2002919A6 ES 2002919 A6 ES2002919 A6 ES 2002919A6 ES 8603151 A ES8603151 A ES 8603151A ES 8603151 A ES8603151 A ES 8603151A ES 2002919 A6 ES2002919 A6 ES 2002919A6
Authority
ES
Spain
Prior art keywords
propenzl
cephalosporin
derivative
separation process
isomer separation
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
Application number
ES8603151A
Other languages
English (en)
Inventor
Murray Arthur Kaplan
Michael Winston Lovell
Joseph Ballard Bogardus
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bristol Myers Co
Original Assignee
Bristol Myers Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bristol Myers Co filed Critical Bristol Myers Co
Publication of ES2002919A6 publication Critical patent/ES2002919A6/es
Expired legal-status Critical Current

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
    • C07D501/14—Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • C07D501/22—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with radicals containing only hydrogen and carbon atoms, attached in position 3
    • 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
    • C07D501/12—Separation; Purification
    • 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
    • C07D501/14—Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/58—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3 with a nitrogen atom, which is a member of a hetero ring, attached in position 7

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Cephalosporin Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)
  • Saccharide Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

UN PROCEDIMIENTO PARA LA PREPARACION DEL ANTIBIOTICO ACIDO 7-D-2-AMINO-2-4-HIDROXIFENIL-ACETAMIDO-3 (Z) 1-PROPENIL-CEF-3-3M-4-CARBOXILICO, DE FORMULA (I), SUSTANCIALMENTE LIBRE DE SU ISOMERO (E), QUE CONSISTE EN CONTACTAR UNA COMPOSICION DE DICHO ANTIBIOTICO QUE CONTENGA ENTRE 2% Y 65% DEL ISOMERO (E) CON UN REACTIVO FORMADOR DE SAL SODICA EN PRESENCIA DE UNA CETONA, OBTENIENDOSE LOS DERIVADOS DE IMIDAZOLIDINONA DE LAS SALES SODICAS DE AMBOS COMPUESTOS. A CONTINUACION, SE SUSPENDEN DICHOS DERIVADOS EN UN DISOLVENTE EN EL QUE ES SOLUBLE EL DERIVADO DEL ISOMERO (E), PERO INSOLUBLE DEL DERIVADO DEL ISOMERO (Z). FINALMENTE SE RECUPERA EL DERIVADO INSOLUBLE SUSTANCIALMENTE LIBRE DEL ISOMERO (E). EL ISOMERO (Z) TIENE MAYOR ACTIVIDAD ANTIBACTERIANA GRAM QUE EL ISOMERO (E), POR TANTO ES MAS DESEADO PARA FINES FARMACEUTICOS. LOS INTERMEDIOS DE IMIDAZOLIDINONA SON UTILES COMO COMPOSICIONES FARMACEUTICAS POR SU ESTABILIDAD Y SON DERIVADOS PRODROGAS, QUE PUEDEN FORMULARSE EN COMPOSICIONES FARMACEUTICASORALES, PARENTERALES O RECTALES.
ES8603151A 1985-11-25 1986-11-24 Un procedimiento para la preparacion del antibiotico acido 7-(d-2-amino-2-(4-hidroxifenil) acetamido -3-(z)-1-propenil -cef-3-em-4-carboxilico, sustancialmente libre de su isomero (e). Expired ES2002919A6 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US06/801,272 US4727070A (en) 1985-11-25 1985-11-25 3-Propenzl cephalosporin isomer separation process and derivative

Publications (1)

Publication Number Publication Date
ES2002919A6 true ES2002919A6 (es) 1988-10-01

Family

ID=25180645

Family Applications (1)

Application Number Title Priority Date Filing Date
ES8603151A Expired ES2002919A6 (es) 1985-11-25 1986-11-24 Un procedimiento para la preparacion del antibiotico acido 7-(d-2-amino-2-(4-hidroxifenil) acetamido -3-(z)-1-propenil -cef-3-em-4-carboxilico, sustancialmente libre de su isomero (e).

Country Status (17)

Country Link
US (1) US4727070A (es)
KR (1) KR930007809B1 (es)
AR (1) AR242582A1 (es)
AT (1) AT392643B (es)
CA (1) CA1272715A (es)
CS (1) CS262442B2 (es)
DD (2) DD269850A5 (es)
DK (1) DK563586A (es)
ES (1) ES2002919A6 (es)
FI (1) FI85024C (es)
GR (1) GR862787B (es)
HU (2) HU202536B (es)
LU (1) LU86685A1 (es)
NO (1) NO167460C (es)
PT (1) PT83798B (es)
SU (1) SU1493110A3 (es)
YU (2) YU46182B (es)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4870168A (en) * 1987-02-26 1989-09-26 Bristol-Myers Company 3-Unsaturated alkyl cephems from 3-triflyl cephems
US5128336A (en) * 1988-03-23 1992-07-07 Eli Lilly And Company 3-(substituted)-1-carba(dethia)-3-cephems
DE69233249T2 (de) 1992-02-05 2004-08-19 Biochemie Ges.M.B.H., Kundl Verfahren zur Herstellung von einem 3-Cephem-4-Carbonsäurederivat
EP1365739A1 (en) * 2001-02-05 2003-12-03 Pharmacia & Upjohn Company Composition for rectal delivery of an oxazolidinone antibacterial drug
CN1711271A (zh) * 2002-10-08 2005-12-21 兰贝克赛实验室有限公司 制备富含(z)－异构体的7－氨基－3－丙烯－1－基－3－头孢烯－4－羧酸的方法
US6903211B2 (en) * 2002-10-30 2005-06-07 Orchid Chemicals & Pharmaceuticals Limited Process for the preparation of 3-propenyl cephalosporin DMF solvate
WO2005042543A1 (en) * 2003-10-30 2005-05-12 Cj Corporation Processes for the preparation of cephem derivatives
DE60325866D1 (de) * 2003-11-28 2009-03-05 Xenocs S A Verfahren zur Herstellung einer Abformungsmatrize, sowie Abformungsmatrize
US20080281093A1 (en) * 2004-11-01 2008-11-13 Bandi Parthasaradhi Reddy Novel Process For Preparation of Cefprozil Intermediate

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS54112892A (en) * 1978-02-23 1979-09-04 Shionogi & Co Ltd Substituted imidazolidinyl-3-chloro-3-cephem-4-carboxylic acid
US4520022A (en) * 1983-01-28 1985-05-28 Bristol-Myers Company Substituted vinyl cephalosporins

Also Published As

Publication number Publication date
PT83798B (pt) 1989-11-30
FI85024C (fi) 1992-02-25
DD269850A5 (de) 1989-07-12
NO167460C (no) 1991-11-06
YU46182B (sh) 1993-05-28
HU202536B (en) 1991-03-28
CS855586A2 (en) 1988-06-15
SU1493110A3 (ru) 1989-07-07
YU121087A (en) 1988-12-31
KR870004990A (ko) 1987-06-04
CA1272715A (en) 1990-08-14
CS262442B2 (en) 1989-03-14
KR930007809B1 (ko) 1993-08-20
FI864738L (fi) 1987-05-26
DD261163A5 (de) 1988-10-19
NO864683D0 (no) 1986-11-24
AT392643B (de) 1991-05-10
YU46215B (sh) 1993-05-28
US4727070A (en) 1988-02-23
AR242582A1 (es) 1993-04-30
GR862787B (en) 1987-03-24
DK563586A (da) 1987-05-26
HU196212B (en) 1988-10-28
ATA314986A (de) 1990-10-15
PT83798A (en) 1986-12-01
HUT42896A (en) 1987-08-28
FI864738A0 (fi) 1986-11-20
LU86685A1 (fr) 1987-07-24
YU199286A (en) 1987-12-31
FI85024B (fi) 1991-11-15
DK563586D0 (da) 1986-11-24
NO167460B (no) 1991-07-29

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Legal Events

Date Code Title Description
SA6 Expiration date (snapshot 920101)

Free format text: 2006-11-24

FD1A Patent lapsed

Effective date: 20061125