GB1125339A - Penicillins - Google Patents

Penicillins

Info

Publication number
GB1125339A
GB1125339A GB1322466A GB1322466A GB1125339A GB 1125339 A GB1125339 A GB 1125339A GB 1322466 A GB1322466 A GB 1322466A GB 1322466 A GB1322466 A GB 1322466A GB 1125339 A GB1125339 A GB 1125339A
Authority
GB
United Kingdom
Prior art keywords
acid
carbamido
phenylacetamido
carboxy
cyclohexane
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
GB1322466A
Inventor
George Robert Fosker
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 Group PLC
Original Assignee
Beecham Group PLC
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
Priority to FR268D priority Critical patent/FR268F/fr
Priority to DE19651545615 priority patent/DE1545615A1/en
Application filed by Beecham Group PLC filed Critical Beecham Group PLC
Priority to GB1322466A priority patent/GB1125339A/en
Priority to NL6704207A priority patent/NL155551B/en
Priority to SE396767A priority patent/SE368407B/xx
Priority to CH413667A priority patent/CH503762A/en
Priority to DK155767A priority patent/DK132225C/en
Priority to ES338433A priority patent/ES338433A2/en
Priority to DE19671670202 priority patent/DE1670202A1/en
Priority to AT288567A priority patent/AT271724B/en
Priority to BE696116D priority patent/BE696116A/xx
Priority to US726249A priority patent/US3518253A/en
Publication of GB1125339A publication Critical patent/GB1125339A/en
Priority to DE19691901918 priority patent/DE1901918A1/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

1,125,339. Penicillins. BEECHAM GROUP Ltd. 22 March, 1967 [25 March, 1966; 9 Dec., 1966], Nos. 13224/66 and 55209/66. Addition to 1,057,697. Headings C2A and C2C. The invention relates to penicillins of formula and non-toxic salts thereof, where R is phenyl, substituted phenyl or thienyl and X is a divalent radical derived from a cyclopropane, oyclobutane, cyclopentane, cyclohexane, cyclohexene or cyclohexadiene ring system or from a 5- or 6-membered saturated or unsaturated heterocyclic ring containing a single hetero atom which is O or S. The X rings may be substituted with one or more substituents, e.g. halogen, C 1-5 alkyl, oxo or carboxyl. The cyclohexane, cyclohexene and cyclohexadiene rings may be bridged by means of -O- -O-CO-, -CH 2 - or -CH=CH-. The compounds may be prepared by reacting an α-amino penicillin of formula with a reactive derivative of the dicarboxylic acid HOOC-X-COOH, wherein X and R have the above values. The reactive derivative may be a cyclic anhydride or a bis-acid chloride. Typical compounds are 6 [D - α - (cis - 2 - carboxy cyclohexane - 1 - carbamido) phenylacetamido] penicillanic acid, 6 - [D - α - (cis - 2 - carboxy cyolohex - 4 - ene - 1 - carbamido) phenylacetamido] penicillanic acid and 6 - [D - α - (1 - carboxy cyclobutane - 1 - carbamido) phenylacetamido] penicillanic acid. The salts may be sodium, potassium, calcium, ammonium, aluminium or amine salts. The dimeric anhydride of furan-3,4-dicarboxylic acid is prepared by treating furan-3,4- dicarboxylic acid with thionyl chloride in benzene.
GB1322466A 1964-09-03 1966-03-25 Penicillins Expired GB1125339A (en)

Priority Applications (13)

Application Number Priority Date Filing Date Title
FR268D FR268F (en) 1966-03-25
DE19651545615 DE1545615A1 (en) 1964-09-03 1965-08-27 Process for the production of penicillins
GB1322466A GB1125339A (en) 1966-03-25 1966-03-25 Penicillins
NL6704207A NL155551B (en) 1966-03-25 1967-03-21 PROCESS FOR PREPARING PENICILLINS AS WELL AS PREPARED PENICILLIN CONTAINING PHARMACEUTICAL PREPARATION WITH THIS PROCEDURE.
SE396767A SE368407B (en) 1966-03-25 1967-03-21
CH413667A CH503762A (en) 1966-03-25 1967-03-22 (I) N-Acylaminomethylpenicillins:- R = Ph opt. substd. or thienyl X = divalent radical derived from a cyclo-propane, -butane, -pentane, -hexane or
DK155767A DK132225C (en) 1966-03-25 1967-03-22 ANALOGICAL PROCEDURE FOR THE PREPARATION OF RACEMIC OR OPTICALLY ACTIVE CARBOXYACYLAMINOPENICILLINS OR SALTS THEREOF
ES338433A ES338433A2 (en) 1966-03-25 1967-03-23 Penicillins
DE19671670202 DE1670202A1 (en) 1964-09-03 1967-03-23 Penicillins and process for their preparation
AT288567A AT271724B (en) 1966-03-25 1967-03-24 Process for the production of new penicillins
BE696116D BE696116A (en) 1966-03-25 1967-03-24
US726249A US3518253A (en) 1966-03-25 1968-05-02 (carboxycycloalkyl)acylaminopenicillins
DE19691901918 DE1901918A1 (en) 1964-09-03 1969-01-15 Penicillin derivs anti-pseudomonas

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB1322466A GB1125339A (en) 1966-03-25 1966-03-25 Penicillins
GB5520966 1966-12-09

Publications (1)

Publication Number Publication Date
GB1125339A true GB1125339A (en) 1968-08-28

Family

ID=26249637

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1322466A Expired GB1125339A (en) 1964-09-03 1966-03-25 Penicillins

Country Status (8)

Country Link
AT (1) AT271724B (en)
BE (1) BE696116A (en)
CH (1) CH503762A (en)
DK (1) DK132225C (en)
ES (1) ES338433A2 (en)
GB (1) GB1125339A (en)
NL (1) NL155551B (en)
SE (1) SE368407B (en)

Also Published As

Publication number Publication date
BE696116A (en) 1967-09-25
AT271724B (en) 1969-06-10
CH503762A (en) 1971-02-28
ES338433A2 (en) 1968-04-01
DK132225B (en) 1975-11-10
NL155551B (en) 1978-01-16
DK132225C (en) 1976-04-12
NL6704207A (en) 1967-09-26
SE368407B (en) 1974-07-01

Similar Documents

Publication Publication Date Title
ES344357A1 (en) Cyclopropanecarboxylic acid esters
ES368169A1 (en) 3-aryloxyalkylpiperidine derivatives
ES368248A1 (en) New penicillins
GB991586A (en) Process for the preparation of penicillins
GB1429539A (en) Derivatives of penam-3-carboxylic acid and cephem-4-carboxylic acid and processes for their manufacture
GB1125339A (en) Penicillins
US3518253A (en) (carboxycycloalkyl)acylaminopenicillins
GB1391139A (en) Berbine derivatives and a process for producing the same
GB894460A (en) Improvements in or relating to penicillins
GB1125557A (en) Penicillins
GB1040166A (en) Penicillins
ES252422A1 (en) Improvements in or relating to penicillin derivatives
GB1081093A (en) Improvements in or relating to 6-[d(-)-alpha-(amino-phenylacetamido)]-penicillanic acid derivatives
GB1490452A (en) Isothiourea derivatives
GB1328602A (en) Process for the preparation of 10,11-dihydrodibenzo-6,f-azepinones
GB1371896A (en) Hydroxyaryl amino acids
GB1048907A (en) Penicillins
GB1053415A (en)
GB1053818A (en)
GB1234426A (en)
GB557985A (en) Improvements in or relating to water soluble sulphonamides
GB1398564A (en) 1-amino substituted-1-cycloalkane derivatives of 6-amino penicillanic acid
GB1051675A (en)
GB1408843A (en) Production of disubstituted formamidines
GB1410852A (en) Substituted 4-biphenylyl-butenoic acids esters and amides and pharmaceutical compositions containing them