ES455089A1 - Oxime derivatives of 7-aminothiazolylacetamido-cephalosporanic acid processes for preparing them and pharmaceutical compositions incorporating them - Google Patents

Oxime derivatives of 7-aminothiazolylacetamido-cephalosporanic acid processes for preparing them and pharmaceutical compositions incorporating them

Info

Publication number
ES455089A1
ES455089A1 ES455089A ES455089A ES455089A1 ES 455089 A1 ES455089 A1 ES 455089A1 ES 455089 A ES455089 A ES 455089A ES 455089 A ES455089 A ES 455089A ES 455089 A1 ES455089 A1 ES 455089A1
Authority
ES
Spain
Prior art keywords
acid
aminothiazolylacetamido
preparing
pharmaceutical compositions
cephalosporanic acid
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
ES455089A
Other languages
Spanish (es)
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=27250574&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=ES455089(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from FR7601834A external-priority patent/FR2346014A1/en
Priority claimed from FR7617743A external-priority patent/FR2361893A2/en
Priority claimed from FR7625051A external-priority patent/FR2361894A2/en
Application filed by Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of ES455089A1 publication Critical patent/ES455089A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/587—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with aliphatic hydrocarbon radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms, said aliphatic radicals being substituted in the alpha-position to the ring by a hetero atom, e.g. with m >= 0, Z being a singly or a doubly bound hetero atom
    • 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
    • C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
    • C07D501/26—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group
    • C07D501/34—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group with the 7-amino radical acylated by carboxylic acids containing hetero rings

Abstract

The compounds correspond to the formula: < IMAGE > in which R'c represents hydrogen or a C1-C4 alkyl, alkenyl or alkynyl. They are prepared by reacting the 7-aminocephalosporanic acid first with the syn isomer of a 2-(2-Rd-amino-4-thiazolyl)-2-(R'd-oxyimino)acetic acid or of a functional derivative of this acid Rd and R'd represent groups which can be removed by acid hydrolysis or by hydrogenolysis, or chloroacetyl groups, it being possible for R'd to additionally represent a C1-C4 alkyl, alkenyl or alkynyl. An acid hydrolysis or a hydrogenolysis is then carried out or, in the case of chloracetyl groups, a treatment with thiourea. The compounds and their salts of the carboxylic group have a good antibiotic activity and can be used for the treatment of various infectious diseases.
ES455089A 1976-01-23 1977-01-15 Oxime derivatives of 7-aminothiazolylacetamido-cephalosporanic acid processes for preparing them and pharmaceutical compositions incorporating them Expired ES455089A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR7601834A FR2346014A1 (en) 1976-01-23 1976-01-23 Amino-thiazolyl-hydroxyimino-acetamido-cephalosporanic acids - with antibacterial activity
FR7617743A FR2361893A2 (en) 1976-01-23 1976-06-11 Amino-thiazolyl-hydroxyimino-acetamido-cephalosporanic acids - with antibacterial activity
FR7625051A FR2361894A2 (en) 1976-01-23 1976-08-18 Amino-thiazolyl-hydroxyimino-acetamido-cephalosporanic acids - with antibacterial activity

Publications (1)

Publication Number Publication Date
ES455089A1 true ES455089A1 (en) 1978-04-16

Family

ID=27250574

Family Applications (2)

Application Number Title Priority Date Filing Date
ES455089A Expired ES455089A1 (en) 1976-01-23 1977-01-15 Oxime derivatives of 7-aminothiazolylacetamido-cephalosporanic acid processes for preparing them and pharmaceutical compositions incorporating them
ES466539A Expired ES466539A1 (en) 1976-01-23 1978-02-01 Oxime derivatives of 7-aminothiazolylacetamido-cephalosporanic acid processes for preparing them and pharmaceutical compositions incorporating them

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES466539A Expired ES466539A1 (en) 1976-01-23 1978-02-01 Oxime derivatives of 7-aminothiazolylacetamido-cephalosporanic acid processes for preparing them and pharmaceutical compositions incorporating them

Country Status (31)

Country Link
JP (3) JPS52102293A (en)
AR (1) AR231985A1 (en)
AT (2) AT355205B (en)
AU (1) AU511680B2 (en)
BE (1) BE850662A (en)
CA (1) CA1319682C (en)
CH (1) CH622264A5 (en)
CY (1) CY1123A (en)
DD (2) DD128594A5 (en)
DE (3) DE2760287C2 (en)
DK (1) DK161082C (en)
ES (2) ES455089A1 (en)
GB (2) GB1580621A (en)
GE (1) GEP19970783B (en)
GR (1) GR70302B (en)
HK (1) HK50381A (en)
HU (1) HU173110B (en)
IE (1) IE45015B1 (en)
IL (2) IL51192A (en)
IT (1) IT1104601B (en)
KE (1) KE3365A (en)
LU (1) LU76624A1 (en)
MX (1) MX4407E (en)
MY (1) MY8500417A (en)
NL (1) NL7700706A (en)
NZ (1) NZ183150A (en)
PL (1) PL122698B1 (en)
PT (1) PT66099B (en)
SE (2) SE440655B (en)
SU (1) SU822754A3 (en)
YU (3) YU41060B (en)

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2408613A2 (en) * 1977-07-19 1979-06-08 Roussel Uclaf NEW OXIMES DERIVED FROM 7-AMINO THIAZOLYL ACETAMIDO CEPHALOSPORANIC ACID, THEIR PREPARATION PROCESS AND THEIR APPLICATION AS MEDICINAL PRODUCTS
GB1576625A (en) * 1976-04-12 1980-10-08 Fujisawa Pharmaceutical Co Syn isomer 3,7 disubstituted 3 cephem 4 carboxylic acid compounds and processes for the preparation thereof
DK162391C (en) * 1976-04-12 1992-03-09 Fujisawa Pharmaceutical Co ANALOGY PROCEDURE FOR PREPARING SYN-ISOMERS OF 3,7-DISUBSTITUTED 3-CEPHEM-4-CARBOXYLIC ACID COMPOUNDS
GR63088B (en) * 1976-04-14 1979-08-09 Takeda Chemical Industries Ltd Preparation process of novel cephalosporins
PH17188A (en) 1977-03-14 1984-06-14 Fujisawa Pharmaceutical Co New cephem and cepham compounds and their pharmaceutical compositions and method of use
ZA781502B (en) * 1977-03-14 1979-09-26 Fujisawa Pharmaceutical Co New cephem and cepham compounds and processes for preparation thereof
DE2714880A1 (en) * 1977-04-02 1978-10-26 Hoechst Ag CEPHEMDER DERIVATIVES AND PROCESS FOR THEIR PRODUCTION
FR2400519A1 (en) * 1977-08-17 1979-03-16 Roussel Uclaf CRYSTALLINE FORM OF SODIUM SALT OF AN OXIMIN DERIVATIVE OF 7-AMINO-THIAZOLYL ACETAMIDO CEPHALOSPORANIC, ITS PREPARATION PROCESS AND ITS APPLICATION AS A MEDICINAL PRODUCT
JPS5444695A (en) * 1977-09-13 1979-04-09 Fujisawa Pharmaceut Co Ltd 3,7-disubstituted-3-cephem-4-carboxylic acid and its salt and their preparation
FR2410655A1 (en) * 1977-12-05 1979-06-29 Roussel Uclaf NEW OXIMES DERIVED FROM 3-SUBSTITUTE 7-AMINO THIAZOLYL ACETAMIDO CEPHALOSPORANIC, THEIR METHOD OF PREPARATION AND THEIR APPLICATION AS MEDICINAL PRODUCTS
JPS5498795A (en) * 1978-01-13 1979-08-03 Takeda Chem Ind Ltd Cephalosporin derivative and its preparation
FR2387235A1 (en) * 1978-01-23 1978-11-10 Fujisawa Pharmaceutical Co PROCESS FOR THE PREPARATION OF COMPOUNDS OF 3,7-DISUBSTITUE-3-CEPHEM-4-CARBOXYLIC ACID AND NEW PRODUCTS THUS OBTAINED, HAVING A STRONG ANTIBACTERIAL ACTIVITY
FR2432521A1 (en) * 1978-03-31 1980-02-29 Roussel Uclaf NOVEL O-SUBSTITUTED OXIMES DERIVED FROM 7-AMINO THIAZOLYL ACETAMIDO CEPHALOSPORANIC ACID, THEIR PREPARATION PROCESS AND THEIR USE AS MEDICAMENTS
SE445350B (en) * 1978-04-14 1986-06-16 Roussel Uclaf OXIMO DERIVATIVES OF 3-AZIDOMETHYL-7-AMINO-THIAZOLYL-ACETAMIDO-CEPHALOSPORANIC ACID AND ITS USE AS ANTIBIOTICS
US4284631A (en) * 1978-07-31 1981-08-18 Fujisawa Pharmaceutical Co., Ltd. 7-Substituted cephem compounds and pharmaceutical antibacterial compositions containing them
FR2448543A1 (en) * 1979-02-09 1980-09-05 Roussel Uclaf NOVEL OXIMES O-SUBSTITUTED BY A RADICAL COMPRISING A QUATERNARY AMMONIUM AND DERIVATIVES OF 7-AMINO THIAZOLYL ACETAMIDO CEPHALOSPORANIC, THEIR PREPARATION PROCESS AND THEIR APPLICATION AS MEDICAMENTS
FR2461713A1 (en) * 1979-07-19 1981-02-06 Roussel Uclaf SUBSTITUTED ALKYLOXIMIC NEWS DERIVED FROM 7- (2-AMINO 4-THIAZOLYL) ACETAMIDO CEPHALOSPORANIC ACID, PROCESS FOR PREPARING THEM AND THEIR APPLICATION AS MEDICAMENTS
FR2461712A1 (en) * 1979-07-23 1981-02-06 Hoechst Ag 2-Oximino-acylamino cephem cpds. prodn. - by acylating 7-amino-cephem cpds. with complexes of 2-syn-oximino-acyl halide(s) and N,N-di:substd. amide(s)
JPS57154175A (en) * 1981-03-16 1982-09-22 Mitsui Toatsu Chem Inc 2-thiazoleamine derivative, its preparation, and drug composition comprising it
FR2506307A1 (en) * 1981-05-22 1982-11-26 Roussel Uclaf 7-thiazolyl-acetamido-cephalosporin oxime derivs. - useful as broad spectrum antibacterials and disinfectants (BE 1.10.79)
JPS57163386A (en) * 1981-08-13 1982-10-07 Takeda Chem Ind Ltd Cephalosporin derivative and its production
EP0238060B1 (en) 1986-03-19 1992-01-08 Banyu Pharmaceutical Co., Ltd. Cephalosporin derivatives, processes for their preparation and antibacterial agents
HUT53892A (en) * 1989-04-07 1990-12-28 Technologishen Kom Za Promy Mi Process for producing synaminothiazolyl and synaminooxazolyl derivatives
CN112457271A (en) * 2020-11-18 2021-03-09 河北合佳医药科技集团股份有限公司 Continuous flow synthesis method of aminothiazoly loximate intermediate

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1399086A (en) * 1971-05-14 1975-06-25 Glaxo Lab Ltd Cephalosporin compounds
DK154939C (en) 1974-12-19 1989-06-12 Takeda Chemical Industries Ltd METHOD OF ANALOGUE FOR THE PREPARATION OF THIAZOLYLACETAMIDO-CEPHEM COMPOUNDS OR PHARMACEUTICAL ACCEPTABLE SALTS OR ESTERS THEREOF
GB1536281A (en) * 1975-06-09 1978-12-20 Takeda Chemical Industries Ltd Cephem compounds
DE2760123C2 (en) 1976-01-23 1986-04-30 Roussel-Uclaf, Paris 7-Aminothiazolyl-syn-oxyiminoacetamidocephalosporanic acids, their preparation and pharmaceutical compositions containing them
JPS6011713B2 (en) 1976-09-08 1985-03-27 武田薬品工業株式会社 Cephalosporin derivatives and their production method

Also Published As

Publication number Publication date
GB1580623A (en) 1980-12-03
AR231985A1 (en) 1985-04-30
LU76624A1 (en) 1977-08-12
IE45015L (en) 1977-07-23
YU43143B (en) 1989-04-30
GB1580621A (en) 1980-12-03
MX4407E (en) 1982-04-27
CA1319682C (en) 1993-06-29
CY1123A (en) 1982-02-19
SE455307B (en) 1988-07-04
AU511680B2 (en) 1980-08-28
YU1183A (en) 1984-02-29
ATA41277A (en) 1979-07-15
JPS6228152B2 (en) 1987-06-18
MY8500417A (en) 1985-12-31
PT66099B (en) 1979-03-09
CH622264A5 (en) 1981-03-31
DK161082B (en) 1991-05-27
JPH03204868A (en) 1991-09-06
NZ183150A (en) 1979-12-11
IL51192A (en) 1980-11-30
GEP19970783B (en) 1997-01-28
DK23677A (en) 1977-07-24
JPS52102293A (en) 1977-08-27
HU173110B (en) 1979-02-28
SE8204893L (en) 1982-08-26
PL195504A1 (en) 1978-03-13
YU41060B (en) 1986-10-31
DE2760287C2 (en) 1988-04-14
SE8204893D0 (en) 1982-08-26
ES466539A1 (en) 1978-10-01
DE2759895C2 (en) 1986-01-16
SE440655B (en) 1985-08-12
PL122698B1 (en) 1982-08-31
IT1104601B (en) 1985-10-21
YU13777A (en) 1983-04-30
DE2702501C2 (en) 1982-11-18
DD132869A5 (en) 1978-11-15
SE7614678L (en) 1977-07-24
AU2157977A (en) 1978-08-03
PT66099A (en) 1977-02-01
ATA209479A (en) 1983-06-15
IL57445A0 (en) 1979-09-30
BE850662A (en) 1977-07-22
SU822754A3 (en) 1981-04-15
DE2702501A1 (en) 1977-07-28
IL51192A0 (en) 1977-02-28
AT373592B (en) 1984-02-10
NL7700706A (en) 1977-07-26
GR70302B (en) 1982-09-06
IE45015B1 (en) 1982-06-02
DD128594A5 (en) 1977-11-30
KE3365A (en) 1984-02-03
AT355205B (en) 1980-02-25
JPH05247013A (en) 1993-09-24
DK161082C (en) 1991-11-04
YU1283A (en) 1984-02-29
HK50381A (en) 1981-10-30

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Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 19980216