GB732559A - A new amine salt of penicillin g - Google Patents

A new amine salt of penicillin g

Info

Publication number
GB732559A
GB732559A GB2155352A GB2155352A GB732559A GB 732559 A GB732559 A GB 732559A GB 2155352 A GB2155352 A GB 2155352A GB 2155352 A GB2155352 A GB 2155352A GB 732559 A GB732559 A GB 732559A
Authority
GB
United Kingdom
Prior art keywords
salt
penicillin
beta
benzyl
solvent
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
GB2155352A
Inventor
Alexander Bertus Arnold Jansen
Benjamin Arthur Hems
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.)
Glaxo Laboratories Ltd
Original Assignee
Glaxo Laboratories Ltd
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 Glaxo Laboratories Ltd filed Critical Glaxo Laboratories Ltd
Priority to GB2155352A priority Critical patent/GB732559A/en
Priority to ES0211030A priority patent/ES211030A1/en
Publication of GB732559A publication Critical patent/GB732559A/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

Abstract

The N-benzyl-beta-phenylethylamine salt of penicillin G is prepared by reacting penicillin G ions with N-benzyl-beta-phenylethylamine ions in a solvent in which the said salt is relatively insoluble whilst the starting materials are more soluble than the said salt. The salt may be prepared by reacting (a) the free amine with the free penicillin G in the presence of a solvent such as t-butanol, acetone, or ethyl, butyl or amyl acetate; (b) a salt of the amine, e.g. hydrochloride with a salt of penicillin G, e.g. sodium salt in the presence of water; and (c) the free penicillin with the salt of the amine and an aliphatic or substituted aliphatic acid containing not more than 8 carbon atoms in a straight chain, e.g. formic, acetic, propionic, butyric, isobutyric, isocaproic, caprylic, 2-ethylhexoic, phenylacetic, glycollic or malonic acids, in the presence of an organic solvent such as diethyl ether, methyl isobutyl ketone, or ethyl, butyl or amyl acetate. The salt may be used in the purification of penicillin from e.g. solvent extracts, buffered alkaline extracts and crystallization mother liquors. It is used in medicine (see Group VI) and is an animal feed supplement (see Group I).ALSO:The N-benzyl-beta-pehnylethylamine salt of penicillin G (see Group IV (b)) is sufficiently stable to be useful as a supplement to animal feeds.ALSO:The N-benzyl-beta-phenylethylamine salt of penicillin G (see Group IV (b)) may be administered (a) orally in a flavoured mixture, or (b) injected in an aqueous medium containing polyoxyethylene monoleate.
GB2155352A 1952-08-27 1952-08-27 A new amine salt of penicillin g Expired GB732559A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB2155352A GB732559A (en) 1952-08-27 1952-08-27 A new amine salt of penicillin g
ES0211030A ES211030A1 (en) 1952-08-27 1953-08-26 A new amine salt of penicillin g

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2155352A GB732559A (en) 1952-08-27 1952-08-27 A new amine salt of penicillin g

Publications (1)

Publication Number Publication Date
GB732559A true GB732559A (en) 1955-06-29

Family

ID=10164840

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2155352A Expired GB732559A (en) 1952-08-27 1952-08-27 A new amine salt of penicillin g

Country Status (2)

Country Link
ES (1) ES211030A1 (en)
GB (1) GB732559A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4331599A (en) 1981-02-02 1982-05-25 Pfizer Inc. Sparingly water-soluble salts of penicillanic acid 1,1-dioxide

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4331599A (en) 1981-02-02 1982-05-25 Pfizer Inc. Sparingly water-soluble salts of penicillanic acid 1,1-dioxide
EP0057606B1 (en) * 1981-02-02 1985-05-02 Pfizer Inc. Salts of penicillanic acid 1,1-dioxide

Also Published As

Publication number Publication date
ES211030A1 (en) 1954-01-01

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