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    PRODUCTION OF 3-CEPHEM COMPOUNDS
    21.
    发明专利
    PRODUCTION OF 3-CEPHEM COMPOUNDS 失效

    公开(公告)号：JP2000026470A

    公开(公告)日：2000-01-25

    申请号：JP20277198

    申请日：1998-07-01

    Applicant: OTSUKA CHEMICAL CO LTD

    Inventor： KAMEYAMA YUTAKA ,  YAMADA MASAYOSHI ,  JO TATSUHIDE

    IPC: A61K31/545 ,  A61K31/546 ,  A61P31/04 ,  C07D501/00 ,  C07D501/04 ,  C07D501/18

    Abstract: PROBLEM TO BE SOLVED: To provide a process that can obtain cephem compounds stably in high yield without isolation of unstable compounds that occur in the conventional cephem production process. SOLUTION: A phosphors halide is allowed to react with β-lactam represented by general formula (1) in the presence of an organic base to form an imino-β- lactam of general formula (2). Then, a phenol is added to the same reaction system to effect the alcoholysis, and simultaneously the carboxylic ester is deprotected to give the objective 3-cephem represented by formula (3) or its salts (in the formulae, R1 is an arylmethyl or the like, R2 is H, a halogen or the like, R3 is benzyl to the phenyl ring of which an electron-donating group may be bonded, or the like and X is a halogen).

    22.
    发明专利
    失效

    公开(公告)号：JP2969283B2

    公开(公告)日：1999-11-02

    申请号：JP23798390

    申请日：1990-09-06

    IPC: C07D501/18 ,  A61K31/00 ,  A61K31/535 ,  A61K31/5365 ,  A61K31/545 ,  A61K31/546 ,  A61P31/00 ,  A61P31/04 ,  C07D501/00 ,  C07D501/38 ,  C07D501/44 ,  C07D501/46 ,  C07D505/00

    Abstract: Antibacterial hydroxyarylpiperaziniocephalosporins of the formula : [wherein, R is amino or acylamino; R is H or methoxy; R is alkyl; R is -(P-C-Q)n- (where, P, Q each is H, alkyl, OH, or P + Q show oxo, and n is 0 to 4); R is optionally substituted hydroxyaryl; R has a negative charge and shows COO- or an anion plus optionally protected carboxy ; and X is O, S, or S->O], an antibacterial preparation containing the same; a method for killing bacteria and preventing or treating bacterial infection by using the same; and syntheses of the cephalosporins are provided.

    PRODUCTION OF 3-CEPHEM COMPOUND
    24.
    发明专利
    PRODUCTION OF 3-CEPHEM COMPOUND 失效

    公开(公告)号：JPH11124384A

    公开(公告)日：1999-05-11

    申请号：JP30376597

    申请日：1997-10-17

    Applicant: OTSUKA CHEMICAL CO LTD

    Inventor： KAMEYAMA YUTAKA

    IPC: A61K31/545 ,  A61K31/546 ,  A61P31/04 ,  C07D501/00 ,  C07D501/04 ,  C07D501/18 ,  C07D501/26 ,  C07D501/36

    Abstract: PROBLEM TO BE SOLVED: To produce 3-halogenomethylcephem with industrial advantage that is useful as a starting substance for synthesis of 3-thiomethyl-cephem as an intermediate for antibiotic substance typified by cefazolin or cefatriaxon. SOLUTION: 7-Amino-3-halogenomethylcephem of formula I (X is a halogen; R is a benzyl bearing an electron-donative group on the phenyl ring or diphenylmethyl which may bear electron-donative group(s) on the phenyl group) is deprotected on the protected carboxyl group in the 4-position with a phenol derivative to give 3-halogenomethylcephem of formula II. This compound is reacted with a thiol of formula: R S-M [R is a (substituted) nitrogen-containing aromatic heterocyclic ring; M is H, alkali metal, alkaline earth metal] to give 3-thiomethylcephem of formula III.

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