GB1482388A - Method of producing 6-beta-amidinopenicillanic acid derivatives - Google Patents

Method of producing 6-beta-amidinopenicillanic acid derivatives

Info

Publication number
GB1482388A
GB1482388A GB27639/75A GB2763975A GB1482388A GB 1482388 A GB1482388 A GB 1482388A GB 27639/75 A GB27639/75 A GB 27639/75A GB 2763975 A GB2763975 A GB 2763975A GB 1482388 A GB1482388 A GB 1482388A
Authority
GB
United Kingdom
Prior art keywords
beta
acid derivatives
reaction
carried out
producing
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
GB27639/75A
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.)
INST ORGANICHESKOGO SINTEZA AK
Original Assignee
INST ORGANICHESKOGO SINTEZA AK
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 INST ORGANICHESKOGO SINTEZA AK filed Critical INST ORGANICHESKOGO SINTEZA AK
Publication of GB1482388A publication Critical patent/GB1482388A/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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oncology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Communicable Diseases (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

6 beta -Aminomethyleneaminopenicillanic acid derivatives of the following formula <IMAGE> are prepared, in which R<1> and R<2> are identical or different and unbranched or branched aliphatic hydrocarbon radicals or cycloaliphatic hydrocarbon radicals, where R<1> and R<2> may also form together with the nitrogen atom a heterocyclic radical; R<3> is H, alkyl, aralkyl or pivaloyloxymethyl. These compounds are obtained by reacting a corresponding 6-aminopenicillanic ester or trimethylsilyl 6-aminopenicillanate with an appropriate secondary amine. The reaction is carried out in the presence of a condensing agent selected from the group comprising orthoformates, thioorthoformates and 1,1-dichlorodimethyl ether. The reaction is carried out at -5 to +30 DEG C in an organic solvent medium. The resulting derivatives can be used as antibacterial agents.
GB27639/75A 1975-01-06 1975-07-01 Method of producing 6-beta-amidinopenicillanic acid derivatives Expired GB1482388A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SU7502092903A SU566843A1 (en) 1975-01-06 1975-01-06 Method of preparing derivatives of 6- -amidino penicillanic acid

Publications (1)

Publication Number Publication Date
GB1482388A true GB1482388A (en) 1977-08-10

Family

ID=20606315

Family Applications (1)

Application Number Title Priority Date Filing Date
GB27639/75A Expired GB1482388A (en) 1975-01-06 1975-07-01 Method of producing 6-beta-amidinopenicillanic acid derivatives

Country Status (7)

Country Link
JP (1) JPS5210287A (en)
CA (1) CA1052771A (en)
CH (1) CH612974A5 (en)
DE (1) DE2530299A1 (en)
FR (1) FR2296638A1 (en)
GB (1) GB1482388A (en)
SU (1) SU566843A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4508723A (en) * 1977-05-17 1985-04-02 Ciba Geigy Corporation 6-Azaoligocycloalkylmethyleneaminopenam compounds
CN114573603A (en) * 2022-03-07 2022-06-03 南京美智德合成材料有限公司 Process for synthesizing pimecrcillin in one pot

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE758782A (en) * 1969-11-11 1971-05-10 Leo Pharm Prod Ltd NEW DERIVATIVES OF 6-AMIDINO PENICILLANIC ACID, THEIR PREPARATION PROCESS AND THEIR APPLICATIONS AS ANTIBIOTICS
GB1427139A (en) * 1972-03-13 1976-03-10 Astra Laekemedel Ab Penicillins
GB1417099A (en) * 1973-02-02 1975-12-10 Leo Pharm Prod Ltd Method for the production of derivatives of 6-aminopenicillanic acid

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4508723A (en) * 1977-05-17 1985-04-02 Ciba Geigy Corporation 6-Azaoligocycloalkylmethyleneaminopenam compounds
CN114573603A (en) * 2022-03-07 2022-06-03 南京美智德合成材料有限公司 Process for synthesizing pimecrcillin in one pot

Also Published As

Publication number Publication date
CH612974A5 (en) 1979-08-31
JPS5210287A (en) 1977-01-26
SU566843A1 (en) 1977-07-30
FR2296638A1 (en) 1976-07-30
JPS5417756B2 (en) 1979-07-02
CA1052771A (en) 1979-04-17
FR2296638B1 (en) 1978-04-07
DE2530299A1 (en) 1976-07-08

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee