GB1213492A - Penicillins - Google Patents

Penicillins

Info

Publication number
GB1213492A
GB1213492A GB1155168A GB1155168A GB1213492A GB 1213492 A GB1213492 A GB 1213492A GB 1155168 A GB1155168 A GB 1155168A GB 1155168 A GB1155168 A GB 1155168A GB 1213492 A GB1213492 A GB 1213492A
Authority
GB
United Kingdom
Prior art keywords
penicillin
substituted
acid
medium
amide
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
GB1155168A
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.)
Glaxochem SpA
Original Assignee
Ankerfarm SpA
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 Ankerfarm SpA filed Critical Ankerfarm SpA
Publication of GB1213492A publication Critical patent/GB1213492A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D499/00Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; 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)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

1,213,492. Penicillins. ANKERFARM S.p.A. 8 March, 1968 [8 March, 1967], No. 11551/68. Heading C2A. Semi-synthetic penicillins are prepared by subjecting a penicillin to the action of a penicillin acylase in an alkaline medium whereby the penicillin is enzymatically hydrolysed to 6-APA, adjusting the pH of the medium to an acid pH and reacting the 6-APA formed with an appropriate amide or ester of a carboxylic acid in the resulting acidic medium and in the presence of said penicillin acylase to produce the desired semi-synthetic penicillin (other than the starting penicillin), said carboxylic amide being unsubstituted at the nitrogen atom of the amide group. The alkaline medium has a pH of 7À5 to 8À0 and the acid medium a pH of 3 to 6À9. The hydrolysis of benzylpenicillin or phenoxymethylpenicillin is preferably by means of a penicillin acylase of E. Coli Ankerfarm Sp. 24/14 (C.B.S. 12.8.67) which is resistant to high concentrations of phenylacetic acid and phenoxyacetic acid. The amide or ester may have the formula wherein R 1 may be H, alkyl, aryl, aralkyl, heterocyclic which may be substituted; R 2 is NH 2 or OR 3 wherein R 3 is alkyl, aryl, aralkyl or heterocyclic which may be substituted. R 1 may also be wherein R 4 is H, alkyl, aryl, aralkyl or heterocyclic which may be substituted in at least one position and R 5 is NH 2 which may be substituted.
GB1155168A 1967-03-08 1968-03-08 Penicillins Expired GB1213492A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT1345367 1967-03-08

Publications (1)

Publication Number Publication Date
GB1213492A true GB1213492A (en) 1970-11-25

Family

ID=11144456

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1155168A Expired GB1213492A (en) 1967-03-08 1968-03-08 Penicillins

Country Status (6)

Country Link
BE (1) BE720791A (en)
DE (1) DE1670033A1 (en)
DK (1) DK132631C (en)
FR (1) FR1574713A (en)
GB (1) GB1213492A (en)
NL (1) NL6705788A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5011475B1 (en) * 1969-10-16 1975-05-01

Also Published As

Publication number Publication date
DE1670033A1 (en) 1971-02-25
BE720791A (en) 1969-02-17
NL6705788A (en) 1968-09-09
DK132631C (en) 1976-06-08
DK132631B (en) 1976-01-12
FR1574713A (en) 1969-07-18

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Legal Events

Date Code Title Description
414F Notice of opposition given (sect. 14/1949)
414C Case decided by the comptroller ** grants refused (sect. 14/1949)
CSNS Application of which complete specification have been accepted and published, but patent is not sealed