GB903785A - Improvements in or relating to the production of penicillins - Google Patents

Improvements in or relating to the production of penicillins

Info

Publication number
GB903785A
GB903785A GB2104860A GB2104860A GB903785A GB 903785 A GB903785 A GB 903785A GB 2104860 A GB2104860 A GB 2104860A GB 2104860 A GB2104860 A GB 2104860A GB 903785 A GB903785 A GB 903785A
Authority
GB
United Kingdom
Prior art keywords
substituted
penicillins
dione
amino
relating
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
GB2104860A
Inventor
Eric Robert Catlin
Minoo Dossabhoy Mehta
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.)
Beecham Research Laboratories Ltd
Original Assignee
Beecham Research 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 Beecham Research Laboratories Ltd filed Critical Beecham Research Laboratories Ltd
Priority to GB2104860A priority Critical patent/GB903785A/en
Publication of GB903785A publication Critical patent/GB903785A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D499/00—Heterocyclic 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
    • C07D499/21—Heterocyclic 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 with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
    • C07D499/44—Compounds with an amino radical acylated by carboxylic acids, attached in position 6
    • C07D499/48—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical
    • C07D499/58—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical
    • C07D499/64—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Penicillins of the general formula <FORM:0903785/IV (b)/1> and non-toxic salts thereof, wherein R is a hydrogen atom or an alkyl, aryl, aralkyl or heterocyclic group which may also be substituted, are prepared by reacting 6-aminopenicillanic acid or a neutral salt thereof such as the sodium or calcium salt with a 4-substituted oxazolid-2,5-dione or a 4-substituted-thiazolid-2,5-dione, the substituent in the 4-position corresponding to R as defined above, in the presence of a basic condensing agent such as 2,6-lutidine, N-ethylmorpholine, triethylamine, pyridine or a picoline. Examples describe the preparation of a -aminobenzyl, a -aminomethyl, a -amino-o-chlorobenzyl and (a - amino - b - methylmercapto)ethyl penicillin. Specification 873,049 is referred to in the Provisional Specification.
GB2104860A 1960-06-15 1960-06-15 Improvements in or relating to the production of penicillins Expired GB903785A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2104860A GB903785A (en) 1960-06-15 1960-06-15 Improvements in or relating to the production of penicillins

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2104860A GB903785A (en) 1960-06-15 1960-06-15 Improvements in or relating to the production of penicillins

Publications (1)

Publication Number Publication Date
GB903785A true GB903785A (en) 1962-08-22

Family

ID=10156319

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2104860A Expired GB903785A (en) 1960-06-15 1960-06-15 Improvements in or relating to the production of penicillins

Country Status (1)

Country Link
GB (1) GB903785A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1208302B (en) * 1962-08-28 1966-01-05 Novo Terapeutisk Labor As Process for the preparation of D (-) - and L (ú½) -alpha-aminobenzylpenicillin
US3248387A (en) * 1963-02-07 1966-04-26 American Home Prod Amino-acylamino-penicillanic acids
US3846398A (en) * 1969-04-17 1974-11-05 Merck & Co Inc Method for controlled stepwise synthesis of polypeptides utilizing n-thiocarboxy anhydrides of amino acids as reagents

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1208302B (en) * 1962-08-28 1966-01-05 Novo Terapeutisk Labor As Process for the preparation of D (-) - and L (ú½) -alpha-aminobenzylpenicillin
US3248387A (en) * 1963-02-07 1966-04-26 American Home Prod Amino-acylamino-penicillanic acids
US3846398A (en) * 1969-04-17 1974-11-05 Merck & Co Inc Method for controlled stepwise synthesis of polypeptides utilizing n-thiocarboxy anhydrides of amino acids as reagents

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