RO82689B - Procedeu pentru prepararea unor cefalosporine - Google Patents

Procedeu pentru prepararea unor cefalosporine

Info

Publication number
RO82689B
RO82689B RO105405A RO10540581A RO82689B RO 82689 B RO82689 B RO 82689B RO 105405 A RO105405 A RO 105405A RO 10540581 A RO10540581 A RO 10540581A RO 82689 B RO82689 B RO 82689B
Authority
RO
Romania
Prior art keywords
group
triazolyl
tert
phenyl
amino
Prior art date
Application number
RO105405A
Other languages
English (en)
Other versions
RO82689A (ro
Inventor
Hiroshi Sadaki
Hirokazu Narita
Hiroyuki Imatzumi
Yoshinori Konishi
Takihiro Inaba
Tatsuo Hirakawa
Hideo Taki
Masaru Tai
Watanabe Yasuo
Saikawa Isamu
Original Assignee
Toyama Chemical Co.
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 JP55132253A external-priority patent/JPS5758689A/ja
Priority claimed from JP55158184A external-priority patent/JPS5782393A/ja
Priority claimed from JP55175263A external-priority patent/JPS6052755B2/ja
Application filed by Toyama Chemical Co. filed Critical Toyama Chemical Co.
Publication of RO82689B publication Critical patent/RO82689B/ro
Publication of RO82689A publication Critical patent/RO82689A/ro

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
    • 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
    • C07D501/38—Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof
    • C07D501/46—Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof with the 7-amino radical acylated by carboxylic acids containing hetero rings
    • 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
    • C07D501/38—Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof
    • 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
    • C07D501/48—Methylene radicals, substituted by hetero rings
    • C07D501/56—Methylene radicals, substituted by hetero rings with the 7-amino radical acylated by carboxylic acids containing hetero rings
    • 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
    • C07D501/57—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with a further substituent in position 7, e.g. cephamycines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (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

Inventia se refera la un procedeu pentru prepararea unor cefalosporina cu formula generala I: (vezi form. in desc,)în care R1 este un atom de hidrogen sau o grupa carboxi protectoare, R2 reprezinta o grupa acilamino cu 2....7 atomi de carbon, fenil, tienil, furil, triazolil sau tetrazoil, care eventual poate fi substituita cu unul sau doi substituenti alesi dintre un atom de halogen, o grupa alchil cu 1...4 atomi de carbon hidroxil, carboxil, alcoxicarbonil cu 1...4 atomi de carbon, cian, amino acilaminop cu 1....4 atomi de carbon, fenil sau alcoxicarbonil cu 1....4 atomi de carbon grupa triazoil sau tetrazolil fiind legata de gruparea exometilen în pozitia 3 a inelului cefem printr-o legîturî carbon-azot, R3 reprezinta un atom de hidrogen sau o grupa amino, fenilamino, formilamino, cloracetilamino, benziloxicarbonilamino sau tert-amiloxicarbonilamino sau tert-aminoxicarbonilamino si A reprezinta o grupare cu formula......
RO81105405A 1980-09-25 1981-09-25 Procedeu pentru prepararea unor cefalosporine RO82689A (ro)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP55132253A JPS5758689A (en) 1980-09-25 1980-09-25 Novel preparation of 7-substituted or unsubstituted amino-3-substituted methylcephem carboxylic acids
JP55158184A JPS5782393A (en) 1980-11-12 1980-11-12 7-amino-3-(2-(1,2,3,4-tetrazolyl)methyl)cephem-4-carboxylic acid
JP55175263A JPS6052755B2 (ja) 1980-12-13 1980-12-13 新規セファロスポリン類

Publications (2)

Publication Number Publication Date
RO82689B true RO82689B (ro) 1983-10-30
RO82689A RO82689A (ro) 1983-11-01

Family

ID=27316463

Family Applications (4)

Application Number Title Priority Date Filing Date
RO112111A RO86823B (ro) 1980-09-25 1981-09-25 Procedeu pentru prepararea unor cefalosporine
RO112112A RO86824B (ro) 1980-09-25 1981-09-25 Procedeu pentru prepararea unor cefalosporine
RO81105405A RO82689A (ro) 1980-09-25 1981-09-25 Procedeu pentru prepararea unor cefalosporine
RO112113A RO86825B (ro) 1980-09-25 1981-09-25 Procedeu pentru prepararea unor acizi 7-amino-3-metil-substituit-delta3-cefem-4-carboxilici

Family Applications Before (2)

Application Number Title Priority Date Filing Date
RO112111A RO86823B (ro) 1980-09-25 1981-09-25 Procedeu pentru prepararea unor cefalosporine
RO112112A RO86824B (ro) 1980-09-25 1981-09-25 Procedeu pentru prepararea unor cefalosporine

Family Applications After (1)

Application Number Title Priority Date Filing Date
RO112113A RO86825B (ro) 1980-09-25 1981-09-25 Procedeu pentru prepararea unor acizi 7-amino-3-metil-substituit-delta3-cefem-4-carboxilici

Country Status (27)

Country Link
US (4) US4489072A (ro)
KR (1) KR860000932B1 (ro)
AR (1) AR240645A1 (ro)
AT (4) AT375082B (ro)
AU (3) AU550330B2 (ro)
CA (2) CA1204735A (ro)
CH (4) CH652130A5 (ro)
DD (2) DD202436A5 (ro)
DE (5) DE3152934C2 (ro)
DK (1) DK163877C (ro)
EG (1) EG17373A (ro)
ES (4) ES8301998A1 (ro)
FI (2) FI75575C (ro)
FR (2) FR2509310B1 (ro)
GB (3) GB2089339B (ro)
HU (1) HU185850B (ro)
IN (4) IN155375B (ro)
IT (1) IT1172201B (ro)
LU (1) LU83650A1 (ro)
MX (1) MX155025A (ro)
NL (1) NL8104386A (ro)
NO (1) NO161117C (ro)
NZ (1) NZ198350A (ro)
PH (5) PH18072A (ro)
PT (1) PT73727B (ro)
RO (4) RO86823B (ro)
SE (5) SE453090B (ro)

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US4703046A (en) * 1978-09-08 1987-10-27 Fujisawa Pharmaceutical Co., Ltd. Cephem compounds and processes for preparation thereof
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EP0061234A3 (en) * 1981-03-05 1983-11-16 Beecham Group Plc Cephalosporin derivatives, process for their preparation and pharmaceutical preparations containing them
US4576938A (en) * 1981-12-08 1986-03-18 Tanabe Seiyaku Co., Ltd. Cephalosporin compound and process for preparing the same
US4618606A (en) * 1982-11-17 1986-10-21 Toyama Chemical Co., Ltd. Antibiotic 7-(thiazolyl)-3-(pyrazinylmethyl) or (pyridazinylmethyl) cephalosporins
FI75827C (fi) * 1982-11-17 1988-08-08 Toyama Chemical Co Ltd Foerfarande foer framstaellning av ett nytt terapeutiskt anvaendbart 7-tiazolyl-3-pyrazinylmetylcefalosporin samt en i foerfarandet anvaendbar mellanprodukt.
JPS6064986A (ja) * 1983-09-20 1985-04-13 Toyama Chem Co Ltd セファロスポリン類の製造法
JPS60190783A (ja) * 1983-12-21 1985-09-28 Sumitomo Seiyaku Kk セフエム系化合物
GB8406231D0 (en) * 1984-03-09 1984-04-11 Fujisawa Pharmaceutical Co Cephem compounds
AT397086B (de) * 1984-05-25 1994-01-25 Toyama Chemical Co Ltd Verfahren zur herstellung von neuen 2-(2-aminothiazol-4-4yl)-2-(syn)-alkoxyimino- acetamiden
GB2161476B (en) * 1984-05-25 1988-01-27 Toyama Chemical Co Ltd 2-aminothiazolyl-2-methoxyimino acetamides and their use in preparing cephalosporins
FI851934A7 (fi) * 1984-05-30 1985-12-01 Ici Plc Kefalosporiinijohdannaisia.
DE3539901A1 (de) * 1985-11-11 1987-05-14 Hoechst Ag Cephalosporinderivate und verfahren zu ihrer herstellung
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US4692517A (en) * 1986-03-20 1987-09-08 American Home Products Corporation C-3' acylaminooxy-7-[(2-aminothiazol-4-yl)-α-(substituted-oximino)acetyl]cephalosporin derivatives
EP0265185A3 (en) * 1986-10-21 1990-03-28 Beecham Group Plc Cephalosporins, processes for their preparation and pharmaceutical compositions containing them
ZA877987B (en) * 1986-11-12 1988-08-31 Ici Pharma Antibiotic compounds
DE3750673T2 (de) * 1986-11-21 1995-03-16 Ici Pharma Cephalosporine, Verfahren zu ihrer Herstellung und pharmazeutische Präparate.
EP0269298B1 (en) * 1986-11-21 1994-10-19 Ici Pharma Cephalosporins, process for their preparation and pharmaceutical compositions
US4847373A (en) * 1987-02-26 1989-07-11 Bristol-Myers Company Production of 3-allyl- and 3-butenyl-3-cephems
US5232918A (en) * 1987-07-23 1993-08-03 Imperial Chemical Industries Plc Cephalosporin derivatives
GB8816519D0 (en) * 1987-07-23 1988-08-17 Ici Plc Antibiotic compounds
GB8811056D0 (en) * 1988-05-10 1988-06-15 Ici Plc Antibiotic compounds
JPH0699443B2 (ja) * 1989-09-29 1994-12-07 ファイザー製薬株式会社 セファロスポリン化合物
US6800756B2 (en) * 2002-05-03 2004-10-05 Orchid Chemicals And Pharmaceuticals, Ltd. Method for the preparation of ceftiofur sodium and its intermediates
US7847093B2 (en) * 2003-04-16 2010-12-07 Sandoz Ag Processes for the preparations of cefepime
ES2348299T3 (es) * 2003-04-16 2010-12-02 Sandoz Ag Procedimientos para la preparación de cefepime.
AU2005230867A1 (en) * 2004-03-26 2005-10-20 Amphora Discovery Corporation Certain triazole-based compounds, compositions, and uses thereof
US8198434B2 (en) * 2008-05-07 2012-06-12 Idexx Laboratories, Inc. Process for preparing cefsulodin sodium
EP2539348A4 (en) * 2010-02-26 2013-07-24 Gary Igor Dmitrienko CEPHALOSPORIN DERIVATIVES AS BETA LACTAMASE HEMMER AND COMPOSITIONS THEREFOR AND METHOD FOR THEIR USE
CN102351886B (zh) * 2011-09-07 2013-10-16 山东罗欣药业股份有限公司 头孢特仑新戊酯晶体、其制备方法及含有该晶体的组合物片剂
SG10201800325PA (en) * 2013-07-17 2018-02-27 Otsuka Pharma Co Ltd Cyanotriazole compounds
CN106046026B (zh) * 2016-06-30 2018-07-06 济南康和医药科技有限公司 一种头孢特仑新戊酯的制备方法
CN112645842B (zh) * 2020-12-25 2022-08-19 复旦大学 一种氰乙酸叔丁酯的连续流制备方法

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NZ198350A (en) * 1980-09-25 1985-02-28 Toyama Chemical Co Ltd Cephalosporins and intermediates;pharmaceutical compositions
EP0061234A3 (en) * 1981-03-05 1983-11-16 Beecham Group Plc Cephalosporin derivatives, process for their preparation and pharmaceutical preparations containing them
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JPS6064986A (ja) * 1983-09-20 1985-04-13 Toyama Chem Co Ltd セファロスポリン類の製造法
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Also Published As

Publication number Publication date
DK163877B (da) 1992-04-13
FI80041C (fi) 1990-04-10
LU83650A1 (fr) 1982-01-21
ES514670A0 (es) 1983-05-01
FI75575C (fi) 1988-07-11
AU4986285A (en) 1986-04-24
AT378961B (de) 1985-10-25
AT375082B (de) 1984-06-25
GB2136420B (en) 1985-05-01
SE8600193D0 (sv) 1986-01-16
US5144027A (en) 1992-09-01
ES8306156A1 (es) 1983-05-01
SE453090B (sv) 1988-01-11
US4489072A (en) 1984-12-18
ES8306157A1 (es) 1983-05-01
NO161117C (no) 1989-07-05
FR2511377B1 (fr) 1985-12-13
FI812980L (fi) 1982-03-26
ES514669A0 (es) 1983-05-01
RO86823A (ro) 1985-05-20
FI75575B (fi) 1988-03-31
SE8600195D0 (sv) 1986-01-16
RO86825A (ro) 1985-05-20
AT378962B (de) 1985-10-25
RO86825B (ro) 1985-05-31
DE3152935C2 (ro) 1992-07-16
FR2509310B1 (fr) 1985-08-02
PH20221A (en) 1986-10-23
GB2089339A (en) 1982-06-23
IT8149348A1 (it) 1983-03-23
DE3137854C2 (ro) 1987-06-19
GB8402249D0 (en) 1984-02-29
SE468478B (sv) 1993-01-25
CH651837A5 (de) 1985-10-15
GB2089339B (en) 1985-04-24
PH19251A (en) 1986-02-17
AU550330B2 (en) 1986-03-20
DK163877C (da) 1992-09-14
FR2511377A1 (fr) 1983-02-18
RO86824A (ro) 1985-05-20
US4673738A (en) 1987-06-16
IN155375B (ro) 1985-01-19
DE3152934C2 (ro) 1990-01-18
DE3152931C2 (ro) 1989-10-05
PH18072A (en) 1985-03-18
SE8600195L (sv) 1986-01-16
IN159126B (ro) 1987-03-28
RO86824B (ro) 1985-05-31
KR860000932B1 (ko) 1986-07-19
NO161117B (no) 1989-03-28
FR2509310A1 (fr) 1983-01-14
CH652128A5 (de) 1985-10-31
FI870153A7 (fi) 1987-01-15
IT1172201B (it) 1987-06-18
PT73727B (en) 1982-12-30
IT8149348A0 (it) 1981-09-23
SE8600192L (sv) 1986-01-16
ES505760A0 (es) 1983-01-01
FI870153A0 (fi) 1987-01-15
AR240645A1 (es) 1990-07-31
AT378193B (de) 1985-06-25
SE468476B (sv) 1993-01-25
PH19147A (en) 1986-01-15
RO86823B (ro) 1985-05-31
SE8600192D0 (sv) 1986-01-16
SE8600193L (sv) 1986-01-16
AU4986185A (en) 1986-03-20
ES514671A0 (es) 1983-05-01
PT73727A (en) 1981-10-01
NO813252L (no) 1982-03-26
DE3137854A1 (de) 1982-04-15
FI80041B (fi) 1989-12-29
GB2135304B (en) 1985-03-27
DD202436A5 (de) 1983-09-14
DD208351A5 (de) 1984-05-02
RO82689A (ro) 1983-11-01
ATA55483A (de) 1985-03-15
DE3152932C2 (ro) 1990-02-08
NZ198350A (en) 1985-02-28
ES8301998A1 (es) 1983-01-01
ES8306155A1 (es) 1983-05-01
MX155025A (es) 1988-01-20
SE468477B (sv) 1993-01-25
GB2135304A (en) 1984-08-30
GB8402250D0 (en) 1984-02-29
CH652129A5 (de) 1985-10-31
SE468479B (sv) 1993-01-25
AU7543881A (en) 1982-04-01
GB2136420A (en) 1984-09-19
IN158590B (ro) 1986-12-13
AU558649B2 (en) 1987-02-05
DK421881A (da) 1982-04-15
IN158589B (ro) 1986-12-13
SE8600194L (sv) 1986-01-16
EG17373A (en) 1990-12-30
ATA55683A (de) 1984-11-15
CA1200541A (en) 1986-02-11
CH652130A5 (de) 1985-10-31
NL8104386A (nl) 1982-04-16
US4879381A (en) 1989-11-07
HU185850B (en) 1985-04-28
PH18484A (en) 1985-08-02
AU568033B2 (en) 1987-12-10
CA1204735A (en) 1986-05-20
SE8600194D0 (sv) 1986-01-16
ATA410981A (de) 1983-11-15
ATA55583A (de) 1985-03-15
SE8105658L (sv) 1982-05-05

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