GB1090964A - 6-substituted-penicillan-3-hydroxamic acids - Google Patents

6-substituted-penicillan-3-hydroxamic acids

Info

Publication number
GB1090964A
GB1090964A GB43806/64A GB4380664A GB1090964A GB 1090964 A GB1090964 A GB 1090964A GB 43806/64 A GB43806/64 A GB 43806/64A GB 4380664 A GB4380664 A GB 4380664A GB 1090964 A GB1090964 A GB 1090964A
Authority
GB
United Kingdom
Prior art keywords
formula
substituted
amides
penicillan
penicillin
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
GB43806/64A
Inventor
John C Godfrey
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 GB1090964A publication Critical patent/GB1090964A/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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention relates to 6-substituted penicillan-3-hydroxamic acids and especially N-hydroxypenicillin amides of formula <FORM:1090964/C2/1> wherein R1 and R2 are each H, alkyl, aralkyl, acyl, carboalkoxy, carbobenzoxy, carboaryloxy, carbamyl, substituted carbamyl, aryl sulphonyl or alkyl sulphonyl, and the non-toxic pharmaceutically acceptable salts thereof. Preferred are N-hydroxy penicillin amides of formula <FORM:1090964/C2/2> wherein R3 corresponds to a group R of a side chain R-CO- present as a substituent on the 6-amino group of any of the known penicillins, and the structural formulae for a great number of N-hydroxy penicillin amides are provided. The compounds are prepared by reacting an acid chloride of formula <FORM:1090964/C2/3> wherein R1 and R2 are as defined above, or a functional equivalent of said acid chloride as an acylating agent, with hydroxylamine to produce the desired compound or a salt thereof. Salts may be formed with a wide range of inorganic and organic bases. A therapeutic composition for the treatment of bacterial diseases in man and animals, e.g. mastitis in cattle, comprises a 6-substituted-penicillan-3-hydroxamic acid of Formula (I), or a salt thereof, and a carrier. The carrier may be an animal feed.
GB43806/64A 1963-10-28 1964-10-27 6-substituted-penicillan-3-hydroxamic acids Expired GB1090964A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US319502A US3301811A (en) 1963-10-28 1963-10-28 Nu-hydroxypenicillin amides

Publications (1)

Publication Number Publication Date
GB1090964A true GB1090964A (en) 1967-11-15

Family

ID=23242506

Family Applications (1)

Application Number Title Priority Date Filing Date
GB43806/64A Expired GB1090964A (en) 1963-10-28 1964-10-27 6-substituted-penicillan-3-hydroxamic acids

Country Status (2)

Country Link
US (1) US3301811A (en)
GB (1) GB1090964A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL32964A (en) * 1968-09-16 1974-05-16 American Home Prod Penicillin and cephalosporin derivatives,their preparation and pharmaceutical compositions containing them

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2593852A (en) * 1949-11-16 1952-04-22 Bristol Lab Inc Penicillin amides
US3092620A (en) * 1960-10-05 1963-06-04 Pfizer & Co C Derivatives of penicillanic acid
US3177203A (en) * 1961-12-08 1965-04-06 Hoffmann La Roche Penicillin derivatives
BE639104A (en) * 1962-11-02
BE641785A (en) * 1962-12-26

Also Published As

Publication number Publication date
US3301811A (en) 1967-01-31

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