FR2326196A1 - Antibacterial (2)-alkyl-cephalosporins - with (7)-thiazolyl alkanoamido side-chain - Google Patents

Antibacterial (2)-alkyl-cephalosporins - with (7)-thiazolyl alkanoamido side-chain

Info

Publication number
FR2326196A1
FR2326196A1 FR7629689A FR7629689A FR2326196A1 FR 2326196 A1 FR2326196 A1 FR 2326196A1 FR 7629689 A FR7629689 A FR 7629689A FR 7629689 A FR7629689 A FR 7629689A FR 2326196 A1 FR2326196 A1 FR 2326196A1
Authority
FR
France
Prior art keywords
cephalosporins
alkyl
aminothiazol
cephem
methyl
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.)
Granted
Application number
FR7629689A
Other languages
French (fr)
Other versions
FR2326196B1 (en
Inventor
Takashi Kamiya
Tsutomu Teraji
Masashi Hashimoto
Osam Nakaguti
Teruo Oku
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.)
Fujisawa Pharmaceutical Co Ltd
Original Assignee
Fujisawa Pharmaceutical Co 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
Priority claimed from GB4067775A external-priority patent/GB1554723A/en
Application filed by Fujisawa Pharmaceutical Co Ltd filed Critical Fujisawa Pharmaceutical Co Ltd
Publication of FR2326196A1 publication Critical patent/FR2326196A1/en
Application granted granted Critical
Publication of FR2326196B1 publication Critical patent/FR2326196B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D501/14—Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
    • A61K31/542—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/545—Compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins, cefaclor, or cephalexine
    • 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

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

Abstract

Cephalosporins of formula (I) and their salts are new: (where R1 is alkyl; R2 is opt. protected CO2H; R3 is opt. protected NH2; A is alkylene). Specif. (I) are 2-methyl-7- 2-(2-aminothiazol-4-yl)acetamido -3-cephem-4-carboxyl- ic acid, pivaloyloxymethyl ester and its hydrochloride. (I) are useful in man and animals. A typical cpd., 2-methyl-7- 2-(2-aminothiazol-4-yl) acetamido -3-cephem-4-carboxylic acid, is prepd. by reaction of 2-(2-aminothiazol-4-yl)acetyl chloride in CH2Cl2 with sodium 2-methyl-7-amino-3-cephem-4-carboxylate in acetone, then treating the mixt. with HCl.
FR7629689A 1975-10-03 1976-10-01 Antibacterial (2)-alkyl-cephalosporins - with (7)-thiazolyl alkanoamido side-chain Granted FR2326196A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB4067775A GB1554723A (en) 1975-10-03 1975-10-03 Cephalosporin derivatives and the preparation thereof
GB5049875 1975-12-09

Publications (2)

Publication Number Publication Date
FR2326196A1 true FR2326196A1 (en) 1977-04-29
FR2326196B1 FR2326196B1 (en) 1980-04-18

Family

ID=26264472

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7629689A Granted FR2326196A1 (en) 1975-10-03 1976-10-01 Antibacterial (2)-alkyl-cephalosporins - with (7)-thiazolyl alkanoamido side-chain

Country Status (5)

Country Link
JP (1) JPS5246093A (en)
AT (1) AT352272B (en)
DE (1) DE2644335A1 (en)
FR (1) FR2326196A1 (en)
NL (1) NL7610898A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2356654A1 (en) * 1976-06-28 1978-01-27 Fujisawa Pharmaceutical Co PROCESS FOR THE PREPARATION OF 2-ALKYL LOWER-7-SUBSTITUTE-2 OR 3-CEPHEM-4-CARBOXYLIC ACID COMPOUNDS AND NEW PRODUCTS THUS OBTAINED, WITH ANTIMICROBIAL ACTIVITY

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS55166637A (en) * 1979-06-12 1980-12-25 Konishiroku Photo Ind Co Ltd Manufacture of silver halide photographic emulsion
JPS561041A (en) * 1979-06-16 1981-01-08 Konishiroku Photo Ind Co Ltd Manufacture of silver halide photographic emulsion
JPS56109335A (en) * 1980-02-05 1981-08-29 Konishiroku Photo Ind Co Ltd Manufacture of silver halide photographic emulsion
KR20200145870A (en) 2019-06-10 2020-12-31 삼성전자주식회사 Semiconductor device

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2356654A1 (en) * 1976-06-28 1978-01-27 Fujisawa Pharmaceutical Co PROCESS FOR THE PREPARATION OF 2-ALKYL LOWER-7-SUBSTITUTE-2 OR 3-CEPHEM-4-CARBOXYLIC ACID COMPOUNDS AND NEW PRODUCTS THUS OBTAINED, WITH ANTIMICROBIAL ACTIVITY

Also Published As

Publication number Publication date
ATA727576A (en) 1979-02-15
DE2644335A1 (en) 1977-04-14
FR2326196B1 (en) 1980-04-18
NL7610898A (en) 1977-04-05
AT352272B (en) 1979-09-10
JPS5246093A (en) 1977-04-12
JPS6139952B2 (en) 1986-09-06

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Legal Events

Date Code Title Description
ST Notification of lapse