GB1038529A - 7-(ª‡-substituted acylamino) cephalosporanic acid and derivatives thereof - Google Patents

7-(ª‡-substituted acylamino) cephalosporanic acid and derivatives thereof

Info

Publication number
GB1038529A
GB1038529A GB1096065A GB1096065A GB1038529A GB 1038529 A GB1038529 A GB 1038529A GB 1096065 A GB1096065 A GB 1096065A GB 1096065 A GB1096065 A GB 1096065A GB 1038529 A GB1038529 A GB 1038529A
Authority
GB
United Kingdom
Prior art keywords
arylthio
compounds
formula
derivatives
methylimidazolinium
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
GB1096065A
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
Application filed by Fujisawa Pharmaceutical Co Ltd filed Critical Fujisawa Pharmaceutical Co Ltd
Publication of GB1038529A publication Critical patent/GB1038529A/en
Expired 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
    • 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

Abstract

7-(a -substituted acylamino) cephalosporanic acids and derivatives thereof have the formula <FORM:1038529/C2/1> wherein R is a halogen atom, azido, carbamoyl, alkylthio, alkanoyl, alkanoyloxy, alkoxyalkoxy, alkoxy - aralkyl, naphthoxy, halonaphthoxy, ethoxycarbonyl, arylthio, halo-arylthio or phenoxy having alkenyl and alkoxy substituents; R1 is aryl, haloaryl, nitroaryl, aryloxy or arylthio; R11 is acetoxy, pyridinium, aminopyridinium, imidazolinium or methylimidazolinium; M is hydrogen, a pharmaceutically acceptable non-toxic cation or an anionic charge. Compounds are prepared by reacting 7-aminocephalosporanic acid or a derivative of formula <FORM:1038529/C2/2> wherein R11 and M are as defined above, with an a -substituted carboxylic acid of formula <FORM:1038529/C2/3> wherein R and R1 are as defined above, or a reactive derivative thereof, and if desired forming the salt. Compounds where R11 is acetoxy may be reacted with pyridine, aminopyridine, imidazole or methylimidazole to form the corresponding 3 - pyridinium, 3 - aminopyridinium, 3 - imidazolinium or 3 - methylimidazolinium compound. The compounds are antimicrobial agents.
GB1096065A 1964-03-14 1965-03-15 7-(ª‡-substituted acylamino) cephalosporanic acid and derivatives thereof Expired GB1038529A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP1427464 1964-03-14
JP4213164 1964-07-23

Publications (1)

Publication Number Publication Date
GB1038529A true GB1038529A (en) 1966-08-10

Family

ID=26350188

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1096065A Expired GB1038529A (en) 1964-03-14 1965-03-15 7-(ª‡-substituted acylamino) cephalosporanic acid and derivatives thereof

Country Status (3)

Country Link
FR (1) FR5564M (en)
GB (1) GB1038529A (en)
SE (1) SE329165B (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59161387A (en) * 1983-03-04 1984-09-12 Otsuka Chem Co Ltd Novel cephalosporin compound and its preparation
US4906623A (en) * 1985-09-03 1990-03-06 Otsuka Kagaku Kabushiki Kaisha 3-Imidazolium cephalosporin derivatives
WO1998045299A1 (en) * 1997-04-04 1998-10-15 Biochemie Gesellschaft Mbh Crystalline amine salt of cefdinir
US7250508B2 (en) 2002-08-13 2007-07-31 Sandoz Ag Cefdinir intermediate

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59161387A (en) * 1983-03-04 1984-09-12 Otsuka Chem Co Ltd Novel cephalosporin compound and its preparation
US4906623A (en) * 1985-09-03 1990-03-06 Otsuka Kagaku Kabushiki Kaisha 3-Imidazolium cephalosporin derivatives
WO1998045299A1 (en) * 1997-04-04 1998-10-15 Biochemie Gesellschaft Mbh Crystalline amine salt of cefdinir
AU731413B2 (en) * 1997-04-04 2001-03-29 Biochemie Gesellschaft Mbh Crystalline amine salt of cefdinir
US6350869B1 (en) 1997-04-04 2002-02-26 Biochemie Gesellschaft M.B.H. Crystalline amine salt of cefdinir
US7250508B2 (en) 2002-08-13 2007-07-31 Sandoz Ag Cefdinir intermediate
US7825241B2 (en) 2002-08-13 2010-11-02 Sandoz Ag Cefdinir intermediate

Also Published As

Publication number Publication date
SE329165B (en) 1970-10-05
DE1545794A1 (en) 1969-12-11
FR5564M (en) 1968-01-02
DE1545794B2 (en) 1975-07-31

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