GB1508062A - Penicillins and cephalosporins and process for producing the same - Google Patents

Penicillins and cephalosporins and process for producing the same

Info

Publication number
GB1508062A
GB1508062A GB17557/75A GB1755775A GB1508062A GB 1508062 A GB1508062 A GB 1508062A GB 17557/75 A GB17557/75 A GB 17557/75A GB 1755775 A GB1755775 A GB 1755775A GB 1508062 A GB1508062 A GB 1508062A
Authority
GB
United Kingdom
Prior art keywords
amino
alkoxycarbonyl
alkoxy
cycloalkoxycarbonyl
acyloxyalkyl
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
GB17557/75A
Inventor
I Saikawa
S Takano
C Yoshida
Takashima
K Momonoi
S Kuroda
M Komatsu
T Yasuda
Kodama
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.)
Toyama Chemical Co Ltd
Original Assignee
Toyama Chemical 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 JP5066374A external-priority patent/JPS539238B2/ja
Priority claimed from JP5225474A external-priority patent/JPS539239B2/ja
Priority claimed from JP6078774A external-priority patent/JPS539240B2/ja
Priority claimed from JP9199674A external-priority patent/JPS5123284A/en
Priority claimed from JP10995474A external-priority patent/JPS5139687A/en
Priority claimed from JP14249974A external-priority patent/JPS5170788A/en
Priority claimed from JP50037207A external-priority patent/JPS51113890A/en
Priority to CY102775A priority Critical patent/CY1027A/en
Priority to CY102875A priority patent/CY1028A/xx
Application filed by Toyama Chemical Co Ltd filed Critical Toyama Chemical Co Ltd
Priority to CY102976A priority patent/CY1029A/en
Publication of GB1508062A publication Critical patent/GB1508062A/en
Priority to KE292679A priority patent/KE2926A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D499/00Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D241/00Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/06Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members
    • C07D241/08Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Cephalosporin Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

1508062 Penicillin and cephalosporin derivatives TOYAMA CHEMICAL CO Ltd 28 April 1975 [9 May 1974 13 May 1974 31 May 1974 24 July 1974 7 Aug 1974 13 Aug 1974 26 Sept 1974 12 Oct 1974 28 Oct 1974 6 Dec 1974 13 Dec 1974 17 Feb 1975 26 March 1975 27 March 1975] 17557/75 Heading C2C Novel compounds I (R is an amino acid residue; R<SP>1</SP> is H, an ester forming group, a cation or a silicon-, phosphorus-, or tin-containing group; n is 1 or 2; n X's which may be the same as or different from each other represent individually O or S and are linked in any combination at the 2-, 3- and 5-positions of the piperazine ring; m is 4-n; each pair of R<SP>2</SP> and R<SP>3</SP> is linked to the same carbon atom and m pairs of R<SP>2</SP> and R<SP>3</SP> represent individually H, halo, COOH, or an unsubstituted or substituted alkyl, cycloalkyl, aryl, acyl, aralkyl, alkoxycarbonyl-alkyl, acyloxyalkyl, alkoxy, alkoxycarbonyl, cycloalkoxycarbonyl, aralkoxycarbinyl, aryloxycarbonyl, amino or carbamoyl; or R<SP>2</SP> and R<SP>3</SP> together with the attached carbon atom form a cycloalkane ring; A is H, OH, NO 2 , CN or an optionally substituted alkyl, alkenyl, alkynyl, alkadienyl, cycloalkyl, cycloalkenyl, cycloalkadienyl, aryl, acyl, aralkyl, acyloxyalkyl, alkoxy, cycloalkoxy, aryloxy, alkoxycarbonyl, cycloalkoxycarbonyl, aryloxycarbonyl, aralkoxycarbonyl, alkylsulphonyl, cycloalkylsulphuryl, arylsulphonyl, carbamoyl, thiocarbamoyl, acylcarbamoyl, acylthiocarbamoyl, alkylsulphonylcarbamoyl, arylsulphonylcarbamoyl, alkylsulphonylthiocarbamoyl, arylsulphonylthiocarbamoyl, sulphamoyl, alkoxycarbonylthioalkyl, alkoxythiocarbonylthioalkyl, amino or heterocyclyl; Y is O or S; -Z- is -C(CH 3 ) 2 - or -CH 2 C(CH 2 R<SP>4</SP>)= and R<SP>4</SP> is H, OH, CN, N 3 , quaternary ammonium or an optionally substituted alkoxy, aryloxy, aralkoxy, acyloxy, carbamoyloxy, guanidino, amino, alkylthio, arylthio, aralkylthio, acylthio, thiocarbamoylthio, alkoxythiocarbonylthio, aryloxythiocarbonylthio, cycloalkoxythiocarbonylthio, amidinothio or heterocyclyl-thio) are prepared by conventional acylation of a compound II or IV followed where necessary by conventional chemical modification of the side chain in the cephalosporin nucleus. Pharmaceutical compositions useful as antibacterial agents comprise a compound I together with a suitable diluent and/or carrier.
GB17557/75A 1974-05-09 1975-04-28 Penicillins and cephalosporins and process for producing the same Expired GB1508062A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CY102875A CY1028A (en) 1974-05-09 1975-04-28
CY102775A CY1027A (en) 1974-05-09 1975-04-28 2,3-dioxopiperazine derivatives
CY102976A CY1029A (en) 1974-05-09 1976-01-19 Cephalosporins and process for producing the same
KE292679A KE2926A (en) 1975-04-28 1979-03-01 Novel cephalosporins and process for producing the same

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
JP5066374A JPS539238B2 (en) 1974-05-09 1974-05-09
JP5225474A JPS539239B2 (en) 1974-05-13 1974-05-13
JP6078774A JPS539240B2 (en) 1974-05-31 1974-05-31
JP9199674A JPS5123284A (en) 1974-08-13 1974-08-13 Shinkina penishirinruino seizoho
JP10995474A JPS5139687A (en) 1974-09-26 1974-09-26 SHINKINAPENISHIRINRUINOSEIZOHO
JP14249974A JPS5170788A (en) 1974-12-13 1974-12-13 Shinkina sefuarosuhorinruino seizoho
JP50037207A JPS51113890A (en) 1975-03-27 1975-03-27 Method for preparing novel cephalosporins

Publications (1)

Publication Number Publication Date
GB1508062A true GB1508062A (en) 1978-04-19

Family

ID=27564446

Family Applications (2)

Application Number Title Priority Date Filing Date
GB15360/77A Expired GB1508064A (en) 1974-05-09 1975-04-28 Amino acid derivatives
GB17557/75A Expired GB1508062A (en) 1974-05-09 1975-04-28 Penicillins and cephalosporins and process for producing the same

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB15360/77A Expired GB1508064A (en) 1974-05-09 1975-04-28 Amino acid derivatives

Country Status (18)

Country Link
AR (1) AR209607A1 (en)
AT (1) AT344906B (en)
BE (1) BE828692A (en)
CH (1) CH605995A5 (en)
CY (1) CY1026A (en)
DD (1) DD117882A5 (en)
DE (2) DE2519400C3 (en)
DK (1) DK151338C (en)
FI (1) FI63760C (en)
FR (2) FR2269937B1 (en)
GB (2) GB1508064A (en)
HK (1) HK26279A (en)
HU (1) HU169633B (en)
IL (2) IL47168A (en)
KE (1) KE2923A (en)
NL (1) NL162386C (en)
PH (5) PH21545A (en)
SE (2) SE431457B (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6642240B2 (en) 1999-10-07 2003-11-04 Smithkline Beecham Corporation Treating emesis in a mammal
US7060702B2 (en) 2000-10-17 2006-06-13 Smithkline Beecham Corporation Chemical compounds
US7189713B2 (en) 2002-02-08 2007-03-13 Glaxo Group Limited Piperidine derivatives
US7276509B2 (en) 2002-02-08 2007-10-02 Glaxo Group Limited Piperidine derivatives and their use as antagonists of tachykinins
USRE39921E1 (en) 1999-10-07 2007-11-13 Smithkline Beecham Corporation Chemical compounds
US7482365B2 (en) 2002-02-08 2009-01-27 Glaxo Group Limited Piperidylcarboxamide derivatives and their use in the treatment of tachykinin-mediated diseases
EP2128162A1 (en) * 2007-01-31 2009-12-02 Toyama Chemical Co., Ltd. Novel crystal of piperacillin sodium
CN110746445A (en) * 2019-10-16 2020-02-04 深圳海关食品检验检疫技术中心 Preparation method of cefoperazone deuterated internal standard substance

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH624958A5 (en) * 1975-06-24 1981-08-31 Bayer Ag Process for the preparation of beta-lactam compounds
DE2528079A1 (en) * 1975-06-24 1977-01-20 Bayer Ag PENICILLIN, THE METHOD FOR MANUFACTURING IT AND THEIR USE AS A MEDICINAL PRODUCT
FR2338046A2 (en) * 1976-01-19 1977-08-12 Toyama Chemical Co Ltd Broad-spectrum cephalosporin antibiotics resistant to beta-lactamase - 7-(alpha-(4pethyl-2,3-dioxo-piperazinocarbonylamino)-para-hydroxy- phenylacetamido)-ceph-3-em-4-carboxylic acids
JPS6026800B2 (en) * 1976-01-22 1985-06-25 富山化学工業株式会社 Novel 7α-methoxycephalosporins and their production method
JPS52106883A (en) * 1976-02-13 1977-09-07 Toyama Chem Co Ltd Novel penicillins and cephalosporins
JPS5331690A (en) * 1976-09-01 1978-03-25 Shionogi & Co Ltd Oxadithiacephalosporins
DE2831568C2 (en) * 1977-07-23 1985-01-10 Toyama Chemical Co. Ltd., Tokio / Tokyo 7 α-Methoxycephalosporins and methods for making the same
DE2810083A1 (en) * 1978-03-08 1979-09-20 Bayer Ag BETA-LACTAM COMPOUNDS
DE2813771A1 (en) * 1978-03-30 1979-10-11 Bayer Ag BETA-LACTAM COMPOUNDS
DE2817228A1 (en) * 1978-04-20 1979-10-31 Bayer Ag PROCESS FOR MANUFACTURING SEMI-SYNTHETIC BETA-LACTAMANTIBIOTICS
EP0015240A1 (en) * 1979-02-16 1980-09-03 Ciba-Geigy Ag Azacyclyl (thio) ureidoacetyl compounds and their preparation
CA1209477A (en) * 1981-03-26 1986-08-12 Bruce E. Haeger Composition of matter comprising a lyophilized preparation of a penicillin derivative
CA1200239A (en) * 1981-03-30 1986-02-04 Donald C. Boop Process for preparing 6-¬d-(-)-alpha-(4-c1-c4 alkyl- 2,3-dioxo-1-piperazinocarbonyl-amino)- phenylacetamido|penicillanic acid
JPS57118587A (en) * 1981-11-26 1982-07-23 Toyama Chem Co Ltd Novel penicillin
BG46664A1 (en) * 1985-08-16 1990-02-15 Druzhestven N Izsledovatelski Method for preparing of 6- /d (-)- alpha- (4- ethyl- 2, 3- dioxo- 1- piperazine carbonylamino)- phenylacetamido/- penicillanic acid
DE3619562A1 (en) * 1986-06-11 1987-12-17 Basf Ag METHOD FOR PRODUCING 2,3-DIOXO-4-OXICARBONYLPIPERAZINE DERIVATIVES, NEW 2,3-DIOXO-4-OXICARBONYLPIPERAZINE DERIVATIVES AND THE USE THEREOF
US5859012A (en) * 1996-04-03 1999-01-12 Merck & Co., Inc. Inhibitors of farnesyl-protein transferase
AU2002332640B2 (en) 2001-08-24 2007-11-08 University Of South Florida Piperazinone compounds as anti-tumor and anti-cancer agents and methods of treatment
AU2009310959B2 (en) 2008-10-31 2015-05-07 Shionogi & Co., Ltd. Cephalosporin having catechol group
MX2012011521A (en) 2010-04-05 2013-03-08 Shionogi & Co Cephem compound having catechol group.
US8883773B2 (en) 2010-04-05 2014-11-11 Shionogi & Co., Ltd. Cephem compound having pseudo-catechol group
WO2011136268A1 (en) 2010-04-28 2011-11-03 塩野義製薬株式会社 Novel cephem derivative
CA2833121A1 (en) 2011-04-28 2012-11-01 Shionogi & Co., Ltd. Novel cephem compound having catechol or pseudo-catechol structure
WO2013002215A1 (en) 2011-06-27 2013-01-03 塩野義製薬株式会社 Cephem compound having pyridinium group

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1770620A1 (en) * 1968-06-12 1971-11-11 Bayer Ag New penicillins
DE2104580C3 (en) * 1971-02-01 1981-04-02 Bayer Ag, 5090 Leverkusen Acylureidopenicillins
DE2025415C3 (en) * 1970-05-25 1981-01-22 Bayer Ag, 5090 Leverkusen Process for the preparation of cyclic acylureido penicillins
US3741962A (en) 1971-05-21 1973-06-26 Squibb & Sons Inc Alpha-thioureidocephalosporanic acid compounds
BE790440A (en) * 1971-10-23 1973-04-24 Bayer Ag
BE794886A (en) * 1972-02-22 1973-08-02 Pfizer 6- (ALPHA- (OMEGA-GUANIDINOALCANOYLAMINO) ACYLAMINO) -PENICILLANIC ACIDS
CH570407A5 (en) * 1972-03-29 1975-12-15 Ciba Geigy Ag
AR204162A1 (en) * 1972-05-08 1975-11-28 Yamanouchi Pharma Co Ltd PROCESS FOR THE PREPARATION OF AMPICILLIN DERIVATIVES
AR208171A1 (en) 1972-09-29 1976-12-09 Ciba Geigy Ag PROCEDURE FOR OBTAINING NEW DERIVATIVES OF CEF-3-EM-4-CARBOXYL ACID

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
USRE39921E1 (en) 1999-10-07 2007-11-13 Smithkline Beecham Corporation Chemical compounds
US6951861B1 (en) 1999-10-07 2005-10-04 Smithkline Beechan Corporation Chemical compounds
US7625904B2 (en) 1999-10-07 2009-12-01 Smithkline Beecham Corporation Methods for the treatment of sleep disorders
US7071196B2 (en) 1999-10-07 2006-07-04 Smithkline Beecham Croporation Chemical compounds
US7345041B2 (en) 1999-10-07 2008-03-18 Smithkline Beecham Corporation Chemical compounds
US6642240B2 (en) 1999-10-07 2003-11-04 Smithkline Beecham Corporation Treating emesis in a mammal
US7294630B2 (en) 2000-10-17 2007-11-13 Smithkline Beecham Corporation Piperazinyl piperidine tachykinin antagonists
US7119092B2 (en) 2000-10-17 2006-10-10 Smithkline Beecham Corporation Chemical compounds
US7060702B2 (en) 2000-10-17 2006-06-13 Smithkline Beecham Corporation Chemical compounds
US7648990B2 (en) 2000-10-17 2010-01-19 Glaxosmithkline Llc Chemical compounds
US7276509B2 (en) 2002-02-08 2007-10-02 Glaxo Group Limited Piperidine derivatives and their use as antagonists of tachykinins
US7189713B2 (en) 2002-02-08 2007-03-13 Glaxo Group Limited Piperidine derivatives
US7482365B2 (en) 2002-02-08 2009-01-27 Glaxo Group Limited Piperidylcarboxamide derivatives and their use in the treatment of tachykinin-mediated diseases
US7652012B2 (en) 2002-02-08 2010-01-26 Glaxo Group Limited 2-(R)-(4-fluoro-2-methyl-phenyl)-4-(S)-((8aS)-6-oxo-hexahydro-pyrrolo[1,2-a]-pyrazin-2-yl)-piperidine-1-carboxylic acid [1-(R)-3,5-bis-trifluoromethyl-phenyl)-ethyl]-methylamide maleate and pharmaceutical compositions thereof
EP2128162A1 (en) * 2007-01-31 2009-12-02 Toyama Chemical Co., Ltd. Novel crystal of piperacillin sodium
EP2128162A4 (en) * 2007-01-31 2011-05-25 Toyama Chemical Co Ltd Novel crystal of piperacillin sodium
CN110746445A (en) * 2019-10-16 2020-02-04 深圳海关食品检验检疫技术中心 Preparation method of cefoperazone deuterated internal standard substance

Also Published As

Publication number Publication date
CH605995A5 (en) 1978-10-13
DE2519400B2 (en) 1981-05-21
DE2560239C2 (en) 1984-10-11
FI63760B (en) 1983-04-29
KE2923A (en) 1979-04-06
AT344906B (en) 1978-08-25
FR2269937A1 (en) 1975-12-05
AR209607A1 (en) 1977-05-13
PH22336A (en) 1988-08-12
PH21545A (en) 1987-12-11
BE828692A (en) 1975-11-03
DD117882A5 (en) 1976-02-05
FI751340A (en) 1975-11-10
DE2519400C3 (en) 1982-02-11
NL7505375A (en) 1975-11-11
DE2519400A1 (en) 1976-03-04
FR2269937B1 (en) 1979-06-15
CY1026A (en) 1980-08-01
SE7505392L (en) 1975-12-23
PH22346A (en) 1988-08-12
NL162386B (en) 1979-12-17
SE435062B (en) 1984-09-03
GB1508064A (en) 1978-04-19
PH20534A (en) 1987-02-09
FR2320295A1 (en) 1977-03-04
HK26279A (en) 1979-05-04
SE431457B (en) 1984-02-06
IL47168A0 (en) 1975-06-25
DK151338C (en) 1988-07-18
IL47168A (en) 1979-07-25
SE7808204L (en) 1978-07-27
FR2320295B1 (en) 1980-11-07
AU8043175A (en) 1976-10-28
PH21987A (en) 1988-05-02
DK201975A (en) 1975-11-10
FI63760C (en) 1983-08-10
IL53485A0 (en) 1978-01-31
NL162386C (en) 1980-05-16
DK151338B (en) 1987-11-23
ATA828976A (en) 1977-12-15
HU169633B (en) 1976-12-28

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
732 Registration of transactions, instruments or events in the register (sect. 32/1977)
704A Declaration that licence is not available as of right for an excepted use (par. 4a/1977)
PE20 Patent expired after termination of 20 years

Effective date: 19950427