FR2357568A1 - (7)-Cyano-acetyl cephalosporin antibiotics prodn. - by acylating (7)-amino-cephalosporic acid with cyanoacetic acid anhydrides - Google Patents

(7)-Cyano-acetyl cephalosporin antibiotics prodn. - by acylating (7)-amino-cephalosporic acid with cyanoacetic acid anhydrides

Info

Publication number
FR2357568A1
FR2357568A1 FR7718927A FR7718927A FR2357568A1 FR 2357568 A1 FR2357568 A1 FR 2357568A1 FR 7718927 A FR7718927 A FR 7718927A FR 7718927 A FR7718927 A FR 7718927A FR 2357568 A1 FR2357568 A1 FR 2357568A1
Authority
FR
France
Prior art keywords
amino
acylating
prodn
acetyl
cyano
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.)
Withdrawn
Application number
FR7718927A
Other languages
French (fr)
Inventor
Alberto Mangia
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.)
Pierrel SpA
Original Assignee
Pierrel SpA
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 Pierrel SpA filed Critical Pierrel SpA
Publication of FR2357568A1 publication Critical patent/FR2357568A1/en
Withdrawn legal-status Critical Current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
    • 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
    • C07D501/28—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group with the 7-amino radical acylated by an aliphatic carboxylic acid, which is substituted by hetero atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

Cephalosporins of formula (I) comprises reacting 7-amino cpds. of formula (II) wiht acylating agents CNCH2. CO.O.Q (III). (M is H,Na,K, NH4, tri(lower alkyl)amino or trimethylsilyl; Q is CNCH2CO or SO2R; R is CH3, C2H5, C3H7, C6H5, ptolyl, OLi, ONa or OK). Pref. reaction is in an inert solvent at -20 to 0 degrees C. (I) are antibiotics suitable for intramuscular application. (III) react to give (I) only, unlike mixed anhydrides with other carboxylic acids which give mixts. from which it is difficult to separate (I). (III) can be prepared in situ. In an example, Na cephacetril was prepd. by reacting 7-ACA with CNCH2. CO.O.SO2CH3, then adding Na acetate.
FR7718927A 1976-07-10 1977-06-21 (7)-Cyano-acetyl cephalosporin antibiotics prodn. - by acylating (7)-amino-cephalosporic acid with cyanoacetic acid anhydrides Withdrawn FR2357568A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2880576 1976-07-10

Publications (1)

Publication Number Publication Date
FR2357568A1 true FR2357568A1 (en) 1978-02-03

Family

ID=10281470

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7718927A Withdrawn FR2357568A1 (en) 1976-07-10 1977-06-21 (7)-Cyano-acetyl cephalosporin antibiotics prodn. - by acylating (7)-amino-cephalosporic acid with cyanoacetic acid anhydrides

Country Status (5)

Country Link
JP (1) JPS5323992A (en)
DE (1) DE2730580A1 (en)
ES (1) ES460132A1 (en)
FR (1) FR2357568A1 (en)
NL (1) NL7707679A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10284762A (en) 1995-02-16 1998-10-23 Asahi Chem Ind Co Ltd Laminated structure for amplifying surface acoustic wave and amplifier

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2262041A1 (en) * 1974-02-22 1975-09-19 Meiji Seika Kaisha

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2262041A1 (en) * 1974-02-22 1975-09-19 Meiji Seika Kaisha

Also Published As

Publication number Publication date
NL7707679A (en) 1978-01-12
ES460132A1 (en) 1978-05-01
DE2730580A1 (en) 1978-01-12
JPS5323992A (en) 1978-03-06

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