GB1471804A - Substituted desacetoxy-7-acylaminocephalosporanic acids - Google Patents

Substituted desacetoxy-7-acylaminocephalosporanic acids

Info

Publication number
GB1471804A
GB1471804A GB2634175A GB2634175A GB1471804A GB 1471804 A GB1471804 A GB 1471804A GB 2634175 A GB2634175 A GB 2634175A GB 2634175 A GB2634175 A GB 2634175A GB 1471804 A GB1471804 A GB 1471804A
Authority
GB
United Kingdom
Prior art keywords
group
nitrogen atoms
acetoxy
substituted
radical
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
GB2634175A
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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 F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB1471804A publication Critical patent/GB1471804A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52Two oxygen atoms
    • C07D239/54Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52Two oxygen atoms
    • C07D239/54Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • C07D239/545Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/553Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms with halogen atoms or nitro radicals directly attached to ring carbon atoms, e.g. fluorouracil
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/56One oxygen atom and one sulfur atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D253/00Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
    • C07D253/02Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 not condensed with other rings
    • C07D253/061,2,4-Triazines
    • C07D253/0651,2,4-Triazines having three double bonds between ring members or between ring members and non-ring members
    • C07D253/071,2,4-Triazines having three double bonds between ring members or between ring members and non-ring members with hetero atoms, or with 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
    • C07D253/075Two hetero atoms, in positions 3 and 5
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D501/00Heterocyclic 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
    • C07D501/14Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/207-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • C07D501/247-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
    • C07D501/36Methylene radicals, substituted by sulfur atoms
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

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

Abstract

Acyl derivatives of the general formula X-S-Y in which X denotes a 3-acetoxymethylcephalosporinyl radical decreased by the acetoxy group and -S-Y denotes the thio group standing instead of the acetoxy group, in which Y represents a 6-membered, optionally substituted, heterocyclic radical having 1 to 3 nitrogen atoms, which is not heteroaromatic and cannot be enolised to give a heteroaromatic radical, where at least one of these nitrogen atoms is substituted and at least one of these nitrogen atoms forms an amide group with an adjacent carbonyl group, or salts of these compounds or hydrates of these salts are antibiotically active products. These products can be prepared by reacting a cephalosporin derivative which carries an easily removable group on the 3-methyl group instead of the acetoxy substituent and whose carboxyl group in position 4 is present in protected form, with a mercapto compound Y-SH and removing the protective group.
GB2634175A 1974-06-21 1975-06-20 Substituted desacetoxy-7-acylaminocephalosporanic acids Expired GB1471804A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH853774A CH609989A5 (en) 1974-06-21 1974-06-21 Process for the preparation of acyl derivatives

Publications (1)

Publication Number Publication Date
GB1471804A true GB1471804A (en) 1977-04-27

Family

ID=4341690

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2634175A Expired GB1471804A (en) 1974-06-21 1975-06-20 Substituted desacetoxy-7-acylaminocephalosporanic acids

Country Status (25)

Country Link
JP (1) JPS625917B2 (en)
AT (1) AT337897B (en)
AU (1) AU498387B2 (en)
BE (1) BE830455A (en)
BR (1) BR7503782A (en)
CA (1) CA1111021A (en)
CH (1) CH609989A5 (en)
CU (1) CU34293A (en)
DD (1) DD121113A5 (en)
DE (1) DE2527291A1 (en)
DK (2) DK153155C (en)
FI (1) FI751815A (en)
FR (1) FR2275215A1 (en)
GB (1) GB1471804A (en)
HU (1) HU170576B (en)
IE (1) IE41888B1 (en)
IL (1) IL47299A (en)
LU (1) LU72771A1 (en)
NL (1) NL180665C (en)
NO (1) NO752202L (en)
NZ (1) NZ177508A (en)
PH (1) PH13030A (en)
SE (1) SE431755B (en)
SU (2) SU635873A3 (en)
ZA (1) ZA753086B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009109259A1 (en) 2008-03-05 2009-09-11 Merck Patent Gmbh Pyrazinone derivatives as insulin secretion stimulators, methods for obtaining them and use thereof for the treatment of diabetes

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL7805715A (en) * 1977-06-03 1978-12-05 Hoffmann La Roche METHOD FOR PREPARING ACYL DERIVATIVES.
JPS5419990A (en) * 1977-07-14 1979-02-15 Shionogi & Co Ltd Dihydrotriazinylthioxacephalosporin
MC1259A1 (en) * 1978-05-30 1980-01-14 Hoffmann La Roche ACYL DERIVATIVES
FR2474030A1 (en) * 1980-01-17 1981-07-24 Rhone Poulenc Ind 2-Mercapto-1,2,4-triazine, 1,3,4-triazole or tetrazole derivs. - useful as intermediates for antibacterial cephalosporin(s)
FR2494278A1 (en) * 1980-11-20 1982-05-21 Rhone Poulenc Ind NEW DERIVATIVES OF CEPHALOSPORIN, THEIR PREPARATIONS AND THE MEDICINAL PRODUCTS CONTAINING THEM
CN1531539A (en) * 2001-04-19 2004-09-22 ��ŷ�����¶����ǹɷ����޹�˾ Enzymatic process for preparing cephalosporanic acid derivatives using 2-ketoacid derivatives

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3868369A (en) * 1972-11-14 1975-02-25 Smithkline Corp 3-heterocyclicthiomethylcephalosporins

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009109259A1 (en) 2008-03-05 2009-09-11 Merck Patent Gmbh Pyrazinone derivatives as insulin secretion stimulators, methods for obtaining them and use thereof for the treatment of diabetes
US8637522B2 (en) 2008-03-05 2014-01-28 Merck Patent Gmbh Pyrazinone derivatives as insulin secretion stimulators, methods for obtaining them and use thereof for the treatment of diabetes
EA021325B1 (en) * 2008-03-05 2015-05-29 Мерк Патент Гмбх Pyrazinone derivatives as insulin secretion stimulators, methods for obtaining them and use thereof for the treatment of diabetes
US9102632B2 (en) 2008-03-05 2015-08-11 Merck Patent Gmbh Pyrazinone derivatives as insulin secretion stimulators, methods for obtaining them and use thereof for the treatment of diabetes

Also Published As

Publication number Publication date
DK153155C (en) 1988-10-31
DD121113A5 (en) 1976-07-12
ZA753086B (en) 1976-04-28
ATA476975A (en) 1976-11-15
SE431755B (en) 1984-02-27
IE41888L (en) 1975-12-21
BR7503782A (en) 1976-07-06
HU170576B (en) 1977-07-28
JPS5113793A (en) 1976-02-03
JPS625917B2 (en) 1987-02-07
IL47299A0 (en) 1976-10-31
CA1111021A (en) 1981-10-20
IL47299A (en) 1979-01-31
AU8191275A (en) 1976-12-09
DK153155B (en) 1988-06-20
NL180665C (en) 1987-04-01
DK453687D0 (en) 1987-08-28
FR2275215A1 (en) 1976-01-16
LU72771A1 (en) 1977-03-04
SU635873A3 (en) 1978-11-30
NO752202L (en) 1975-12-23
IE41888B1 (en) 1980-04-23
CH609989A5 (en) 1979-03-30
SU589921A3 (en) 1978-01-25
DK271975A (en) 1975-12-22
AT337897B (en) 1977-07-25
DK453687A (en) 1987-08-28
CU34293A (en) 1979-01-16
NL180665B (en) 1986-11-03
DE2527291C2 (en) 1988-01-14
NL7507390A (en) 1975-12-23
NZ177508A (en) 1978-04-03
SE7506908L (en) 1975-12-22
BE830455A (en) 1975-12-22
DK155329C (en) 1989-08-07
DK155329B (en) 1989-03-28
DE2527291A1 (en) 1976-01-08
PH13030A (en) 1979-11-15
FI751815A (en) 1975-12-22
FR2275215B1 (en) 1980-05-16
AU498387B2 (en) 1979-03-08

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
429A Application made for amendment of specification (sect. 29/1949)
429H Application (made) for amendment of specification now open to opposition (sect. 29/1949)
429D Case decided by the comptroller ** specification amended (sect. 29/1949)
SP Amendment (slips) printed
704A Declaration that licence is not available as of right for an excepted use (par. 4a/1977)
732 Registration of transactions, instruments or events in the register (sect. 32/1977)
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19930620