GB880042A - Improvements in or relating to penicillins - Google Patents

Improvements in or relating to penicillins

Info

Publication number
GB880042A
GB880042A GB1975659A GB1975659A GB880042A GB 880042 A GB880042 A GB 880042A GB 1975659 A GB1975659 A GB 1975659A GB 1975659 A GB1975659 A GB 1975659A GB 880042 A GB880042 A GB 880042A
Authority
GB
United Kingdom
Prior art keywords
acid
phenyl
group
general formula
prepared
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
GB1975659A
Inventor
Frank Peter Doyle
John Herbert Charles Nayler
George Newbolt Rolinson
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 GB1975659A priority Critical patent/GB880042A/en
Priority to US826492A priority patent/US3025290A/en
Priority to ES0258755A priority patent/ES258755A1/en
Priority to FR829310A priority patent/FR1324911A/en
Priority to BE591652A priority patent/BE591652R/en
Priority to CH657360A priority patent/CH394206A/en
Priority to DEB58174A priority patent/DE1294383B/en
Priority to FR836837A priority patent/FR340M/en
Publication of GB880042A publication Critical patent/GB880042A/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

Landscapes

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

Abstract

Relates to penicillins of the general formula <FORM:0880042/IV (b)/1> and non-toxic salts thereof, where R is a phenyl, substituted phenyl or alkyl group and X is a halogen atom or an alkoxy, aralkoxy, alkylthio or alkanoyloxy group. R may have the general formula <FORM:0880042/IV (b)/2> where R1, R2 and R3 are the same or different and each is a hydrogen atom or a nitro, dialkylamino, dialkanoylamino, alkyl, chloro, bromo, iodo, alkoxy or a sulphamyl group. Typical of the penicillins of the invention are a -chloropentyl, a -chloroheptyl, a -chlorobutyl and a -methoxybenzyl penicillin, the specification referring to many others. The penicillins may be prepared by reacting 6-aminopenicillanic acid or a neutral salt thereof with an acid chloride of the general formula <FORM:0880042/IV (b)/3> or with a functional equivalent thereof as an acylating agent for a primary amino group such as the corresponding carboxylic acid bromides, acid anhydrides and mixed anydrides with other carboxylic acids, including monoesters, and particularly lower aliphatic esters, or carbonic acid. a -fluoro-phenyl acetic acid is prepared by heating diethyl 2-fluoro-2-phenyl malonate with aqueous sodium hydroxide on a steam bath until a clear solution is obtained, acidifying to precipitate a solid which is heated in suspension in 6N hydrochloric acid until evolution of carbon dioxide subsides. The residual oil is extracted and purified to give a -fluoro-phenyl-acetic acid. a -ethylthiohexoyl chloride is prepared by reacting a -ethylthiohexoic acid and thionyl chloride. a -ethylthiohexoic acid is prepared by reacting a -bromohexoic acid and ethyl mercaptan in aqueous sodium hydroxide.ALSO:A pharmaceutical preparation comprises a pharmaceutical carrier and a penicillin of the general formula <FORM:0880042/VI/1> or a non-toxic salt thereof, where R is a phenyl, substituted phenyl or alkyl group and X is a halogen atom or an hydroxy, alkoxy, aralkoxy, alkythio or alkanolyloxy group (see Group IV (b)).
GB1975659A 1959-06-09 1959-06-09 Improvements in or relating to penicillins Expired GB880042A (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
GB1975659A GB880042A (en) 1959-06-09 1959-06-09 Improvements in or relating to penicillins
US826492A US3025290A (en) 1959-06-09 1959-07-13 Synthetic penicillin and salts thereof
ES0258755A ES258755A1 (en) 1959-06-09 1960-06-08 Procedure for the preparation of new penicillins and atomic salts of the same (Machine-translation by Google Translate, not legally binding)
FR829310A FR1324911A (en) 1959-06-09 1960-06-08 Process for the preparation of new penicillins
BE591652A BE591652R (en) 1959-06-09 1960-06-08 Improvements to Substances Produced by Penicillin-Producing Molds
CH657360A CH394206A (en) 1959-06-09 1960-06-09 Process for the preparation of derivatives of 6-amino-penicillanic acid
DEB58174A DE1294383B (en) 1959-06-09 1960-06-09 Penicillins and their salts and processes for their production
FR836837A FR340M (en) 1959-06-09 1960-08-26 Therapeutic agent.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1975659A GB880042A (en) 1959-06-09 1959-06-09 Improvements in or relating to penicillins

Publications (1)

Publication Number Publication Date
GB880042A true GB880042A (en) 1961-10-18

Family

ID=10134694

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1975659A Expired GB880042A (en) 1959-06-09 1959-06-09 Improvements in or relating to penicillins

Country Status (1)

Country Link
GB (1) GB880042A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3280111A (en) * 1961-04-14 1966-10-18 Lepetit Spa Penicillin derivatives

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3280111A (en) * 1961-04-14 1966-10-18 Lepetit Spa Penicillin derivatives

Similar Documents

Publication Publication Date Title
AR247214A1 (en) Procedure for preparing aromatic silicate fluor ketones that have acetylcholinesterase preventing properties.
LV10254B (en) Mixture of quinolinecarboxylic acid and boric acid anhydride as intermediate derivatives of piperazinyl-3-quinolincarboxylic acid with antibacterial activity
GB880042A (en) Improvements in or relating to penicillins
MY103436A (en) Azetidinyl quinolone carboxylic acids and esters.
GB877120A (en) Antibacterial agents
HUT43840A (en) Process for production of derivatives of quinoline carbonic acid
GB1057697A (en) Penicillins
GB882335A (en) Improvements in or relating to substances produced from penicillin-producing moulds
GB986579A (en) 5-ethylidene dibenzocycloheptadienes and the preparation thereof
YU246482A (en) Process for preparing 1-furyl-3,4-dihydro-isoquinolines
GB889066A (en) Improvements in or relating to substances produced from penicillin-producing moulds
GB874416A (en) Antibacterial agents
GB889168A (en) Antibacterial agents
GB888110A (en) Antibacterial agents
US3280111A (en) Penicillin derivatives
ES449446A1 (en) 1-Oxo-1H-6-piperidinopyrimido{8 1,2-a{9 quinoline-2-carboxylic acids and esters
GB876516A (en) Antibacterial agents
GB891938A (en) Improvements in or relating to penicillins
GB888552A (en) Antibacterial agents
GB874414A (en) Antibacterial agents
GB891777A (en) Improvements in or relating to substances produced from penicillin-producing moulds
GB876125A (en) Improvements in or modification of the preparation of glycidyl esters
GB940488A (en) Penicillins
GB893518A (en) Antibacterial agents
GB1081636A (en) Novel oximes and a process for the preparation thereof