ES433995A1 - Cephalosporin purification process - Google Patents

Cephalosporin purification process

Info

Publication number
ES433995A1
ES433995A1 ES433995A ES433995A ES433995A1 ES 433995 A1 ES433995 A1 ES 433995A1 ES 433995 A ES433995 A ES 433995A ES 433995 A ES433995 A ES 433995A ES 433995 A1 ES433995 A1 ES 433995A1
Authority
ES
Spain
Prior art keywords
carboxylic acid
salt
adsorbent
aqueous solution
cephalosporin
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
ES433995A
Other languages
Spanish (es)
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.)
GlaxoSmithKline LLC
Original Assignee
SmithKline Corp
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 SmithKline Corp filed Critical SmithKline Corp
Publication of ES433995A1 publication Critical patent/ES433995A1/en
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
    • C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
    • C07D501/36—Methylene radicals, substituted by sulfur atoms
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Cephalosporin Compounds (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Peptides Or Proteins (AREA)

Abstract

7-Acylamido- or 7-amino-3-(substituted)-3-cephemcarboxylic acids, in particular cephalosporins, which contain free carboxyl groups are purified by a) bringing an aqueous solution of a carboxylic acid of this type having a pH of from 3 to 6.5 into contact with a non-ionogenic, macroreticular polymeric synthetic resin containing a crosslinked styrene-divinylbenzene copolymer or a crosslinked acrylate polymer as adsorbent, during which the carboxylic acid is adsorbed as a salt, and then eluting the carboxylic acid salt from this adsorbent by means of an aqueous solution having a pH of from 3 to 8.5 b) acidifying the eluate to a pH of below the pK value of the carboxylic acid in order to liberate the acid from the salt, and c) isolating the precipitated carboxylic acid. In this process, highly pure products are obtained with minimal material losses. A particularly preferred process is the purification of cefazolin.
ES433995A 1974-01-23 1975-01-21 Cephalosporin purification process Expired ES433995A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US43591174A 1974-01-23 1974-01-23

Publications (1)

Publication Number Publication Date
ES433995A1 true ES433995A1 (en) 1976-11-16

Family

ID=23730331

Family Applications (1)

Application Number Title Priority Date Filing Date
ES433995A Expired ES433995A1 (en) 1974-01-23 1975-01-21 Cephalosporin purification process

Country Status (9)

Country Link
JP (1) JPS50106996A (en)
BE (1) BE824028A (en)
CH (1) CH613971A5 (en)
DE (1) DE2502097A1 (en)
ES (1) ES433995A1 (en)
FR (1) FR2258388B1 (en)
GB (1) GB1472966A (en)
IE (1) IE40481B1 (en)
NL (1) NL7500805A (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5398989A (en) * 1977-02-09 1978-08-29 Fujisawa Pharmaceut Co Ltd Purification of cephalosporin compounds
US4115644A (en) * 1977-09-19 1978-09-19 Eli Lilly And Company Process for preparing pure cefamandole from alkali metal and ammonium salts thereof
JPS5665894A (en) * 1979-10-31 1981-06-03 Asahi Chem Ind Co Ltd Purification of 7-aminocephalosporanic acid derivative
JPS60161990A (en) * 1984-02-02 1985-08-23 Shionogi & Co Ltd Method for purifying oxacephalosporin
GB8406218D0 (en) * 1984-03-09 1984-04-11 Glaxo Group Ltd Process
EP0697396B1 (en) * 1994-08-17 1999-04-14 General Electric Company Adsorption process for amine or amine salt recovery from aqueous brine solutions
JPH10101679A (en) * 1996-10-02 1998-04-21 Otsuka Chem Co Ltd Production of cefazolin
WO1998055484A1 (en) * 1997-06-04 1998-12-10 Biochemie Gesellschaft Mbh Improved precipitation process of 7-aminocephalosporanic acid (7-aca)
CN104610282B (en) * 2015-02-14 2017-03-15 石药集团中诺药业（石家庄）有限公司 A kind of method of purification of cefazolin

Also Published As

Publication number Publication date
FR2258388A1 (en) 1975-08-18
FR2258388B1 (en) 1978-07-07
NL7500805A (en) 1975-07-25
IE40481L (en) 1975-07-23
DE2502097A1 (en) 1975-07-24
BE824028A (en) 1975-06-30
CH613971A5 (en) 1979-10-31
GB1472966A (en) 1977-05-11
IE40481B1 (en) 1979-06-06
JPS50106996A (en) 1975-08-22

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