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    Process for producing cephalosporin derivatives
    4.
    发明授权
    Process for producing cephalosporin derivatives 失效
    生产头孢菌素衍生物的方法

    公开(公告)号：US3929775A

    公开(公告)日：1975-12-30

    申请号：US20477171

    申请日：1971-12-03

    Applicant: TAKEDA CHEMICAL INDUSTRIES LTD

    Inventor： OSHIAI MICHIHIKO ,  ARI OSAMI ,  MORIMOTO AKIRA ,  OKADA TAIITI ,  MASUDA KATSUTADA

    IPC: C07D501/02 ,  C07D501/04 ,  C07D501/14 ,  C07D501/22

    CPC classification number: C07D501/22

    Abstract: The present invention relates to a process for producing cephalosporin derivatives of the general formula:

    WHEREIN R is hydrogen or an acyl group, which comprises treating a compound of the general formula:

    WHEREIN R is as defined above, with a divalent chromium compound such as chromous acetate or chromous sulfate. According to the method of the present invention cephalosporin derivatives can be obtained in a high purity and high yield without the use of expensive large amounts of metal catalysts. Cephalosporin derivatives are known to have good adsorption and/or distribution in the living body and some of the compounds derived according to the present invention have excellent value in the treatment of various bacterial infections.

    Abstract translation: 本发明涉及一种通过以下通式生产头孢菌素衍生物的方法：

    Cephalosporin derivatives
    5.
    发明授权
    Cephalosporin derivatives 失效
    CEPHALOSPORIN衍生物

    公开(公告)号：US3878204A

    公开(公告)日：1975-04-15

    申请号：US16745471

    申请日：1971-07-29

    Applicant: TAKEDA CHEMICAL INDUSTRIES LTD

    Inventor： OCHIAI MICHIHIKO ,  AKI OSAMI ,  MORIMOTO AKIRA ,  OKADA TAIITI ,  MASUDA KATSUTADA

    IPC: C07D501/18 ,  A61K20060101 ,  A61K31/545 ,  A61K31/546 ,  C07D20060101 ,  C07D501/00 ,  C07D501/02 ,  C07D501/04 ,  C07D501/06 ,  C07D501/24 ,  C07D501/36 ,  C07D501/60 ,  C07D99/24

    CPC classification number: C07D501/36

    Abstract: WHEREIN R is hydrogen or an acyl group and X is hydrogen or a halogen, which have a broad antimicrobial spectrum, including Pr. Morganii. Examples thereof include 7- (2''-thienylacetamido)-3(2''''-pyridylthiomethyl)-3-cephem-4-carboxylic acid 1''''-oxide, 7(phenylacetamido)-3-(2''-pyridylthiomethyl)-3-cephem-4-carboxylic acid 1''-oxide, 7-(phenoxyacetamido)-3-2''-pyridylthiomethyl)-3cephem-4-carboxylic acid 1''-oxide and 7-(5''-amino-5''carboxyvalerylamido)-3-(2''''-pyridylthiomethyl)-3-cephem -4carboxylic acid 1''''-oxide.

    New cephalosporin drivatives of the formula,

    Abstract translation: 新型头孢菌素类动力剂，即WHEREIN R为氢或酰基，X为氢或卤素，具有广泛的抗菌谱，包括Pr。 摩根尼亚 其实例包括7-（2'-噻吩基乙酰胺基）-3-（2“ - 吡啶硫基甲基）-3-头孢烯-4-羧酸1” - 氧化物，7-（苯基乙酰胺基）-3-（2'-吡啶硫基甲基） -3-头孢烯-4-羧酸1'-氧化物，7-（苯氧基乙酰氨基）-3-2'-吡啶硫基甲基）-3-头孢烯-4-羧酸1'-氧化物和7-（5'-氨基-5 -3-（2-“ - 吡啶硫基甲基）-3-头孢烯-4-羧酸1” - 氧化物。

    Cephalosporin derivatives
    6.
    发明授权
    Cephalosporin derivatives 失效

    公开(公告)号：US3890309A

    公开(公告)日：1975-06-17

    申请号：US27098572

    申请日：1972-07-12

    Applicant: TAKEDA CHEMICAL INDUSTRIES LTD

    Inventor： OCHIAI MICHIHIKO ,  AKI OSAMI ,  MORIMOTO AKIRA ,  OKADA TAIITI ,  MASUDA KATSUTADA

    IPC: C07D231/16 ,  C07D501/36 ,  C07D521/00 ,  C07D99/24

    CPC classification number: C07D231/12 ,  C07D231/16 ,  C07D233/56 ,  C07D249/08 ,  C07D501/36

    Abstract: New cephalosporin derivatives of the formula,

    WHEREIN R represents the same or different substituent selected from halogen atom, nitro group, lower alkyl group, amino group or carboxylic group, n is an integer from 0 to 3 and X represents hydrogen or halogen atom. These compounds are remarkably effective for inhibiting the growth of a broad range of microorganisms including Proteus morganii and Mycobacterium tuberculosis. Examples thereof include 7-(1''-pyrazolylacetamido)3-(2''''-pyridylthiomethyl)-3-cephem-4-carboxylic acid 1''''-oxide, 7-(4''-nitro-1''-pyrazolylacetamido)-3-(2''''-pyridylthiomethyl)-3cephem-4 -carboxylic acid 1''''-oxide, 7-(4''-chloro-1''pyrazolylacetamido)-3-(2''''-pyridylthiomethyl)-3-cephem -4carboxylic acid 1''''-oxide, 7-(3'',5''-dimethyl-1''pyrazolylacetamido)-3-(2''''-pyridylthiomethyl)-3-cephem -4carboxylic acid 1''''-oxide and 7-(1-pyrazolylacetamido)-3-(4''chloro-2''-pyridylthiomethyl)-3-cephem-4 -carboxylic acid 1''oxide.

    3-tertiary amino-4-tertiary aminomethyl-sydnones
    7.
    发明授权
    3-tertiary amino-4-tertiary aminomethyl-sydnones 失效
    3-氨基-4-叔丁基氨基磺酸

    公开(公告)号：US3591586A

    公开(公告)日：1971-07-06

    申请号：US3591586D

    申请日：1968-04-16

    Applicant: TAKEDA CHEMICAL INDUSTRIES LTD

    Inventor： IMASHIRO YOSHIO ,  MASUDA KATSUTADA

    IPC: C07D271/04 ,  C07D87/40

    CPC classification number: C07D271/04

    Abstract: WITH FORMALDEHYDE AND A SECONDARY AMINE OF THE FORMULA

    R3-NH-R4
    NOVEL ANALGESIC SYDNONE DERIVATIVES OF THE FORMULA:

    3-(R1-N(-R2)-),4-(R3-N(-R4)-),5-(O-)-1,2,3-OXADIAZOLE

    AND PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF WHEREIN EACH OF R1 AND R2 IS METHYL OR ALLYL OR R1 AND R2 TAKEN TOGETHER WITH THE ADJACENT NITROGEN ATOM ARE MORPHOLINO OR PIPERIDINO AND EACH OF R3 AND R4 IS ALKYL OF ONE TO FIVE CARBON ATOMS, ALLYL OR BENZYL OR R3 AND R4 TAKEN TOGETHER WITH THE ADJACENT NITROGEN ATOM ARE MORPHOLINO, PIPERIDINO, 4-BENZYLPIPERAZINO, 4-P-CHLORPHENYLPHENYLPIPERAZINE, HEXAMETHYLENIMINO, 4-METHYLPIPERAZINO, 4FORMYLPIPERAZINO, PIPECOLINO AND PYRROLIDINO ARE PROVIDED. THE NOVEL COMPOUNDS ARE PRODUCED BY A NOVEL PROCESS WHICH COMPRISES REACTING A COMPOUND OF THE FORMULA:

    3-(R1-N(-R2)-),5-(O-)-1,2,3-OXADIAZOLE

    WHEREIN R1 AND R2 HAVE THE SAME MEANING AS DEFINED ABOVE IS REACTED WITH FORMALDEHYDE AND A SECONDARY AMINE OF THE FORMULA

    R3-NH-R4

    WHEREIN R3 AND R4 HAVE THE SAME MEANING AS DEFINED ABOVE. SYDNONE DERIVATIVES OF THE FORMULA

    3-(R1-N(-R2)-),4-(R3-N(-R4)-),5-(O-)-1,2,3-OXADIAZOLE

    AND PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, WHEREIN EACH OF R1, R2, R3 AND R4 IS C1-C5 ALKYL, C2-C5 ALKENYL OR C7-C9 ARALKYL, OR WHERE
    3-(R1-N(-R2)-),5-(O-)-1,2,3-OXADIAZOLE

    IS A 5- TO 7-MEMBERED HETEROCYCLIC RING, ARE ANALGESICS OF LOW TOXICITY IN MAMMALES. THEY ARE PREPARED BY REACTING THE APPROPRIATE COMPOUND OF THE FORMULA

    R1-N(-R2)- OR R3-N(-R4)-

    10.
    发明专利
    未知

    公开(公告)号：DE1795587A1

    公开(公告)日：1972-04-06

    申请号：DE1795587

    申请日：1965-06-05

    Applicant: TAKEDA CHEMICAL INDUSTRIES LTD

    Inventor： MASUDA KATSUTADA ,  IMASHIRO YOSHIO

    IPC: C07D271/04 ,  C07D295/28 ,  C07D295/30

    Abstract: Novel compounds of the general formula NR111R112.N(NO).CHR3.CN wherein R3 represents a hydrogen atom or a C1- 5 alkyl group and each of R111 and R112 represent a C1- 5 alkyl or a C2- 5 alkenyl group, or R111 and R112, together with the nitrogen atom to which they are attached, represent a morpholino or pipecolino radical or a radical of the formula I, wherein n represents 4, 5 or 6, or a radical of the formula II, wherein R1 represents a C1- 5 alkyl radical or a radical of the formula are prepared by treating an aminoalkylhydrazine of the formula NR11R12.NH.CHR3.CN, R11 and R12 having the same meanings as R111 and R112 except that when R111 and R112, together with the nitrogen atom, represent a radical of the formula I, R1 represents a C1- 5 alkyl radical or a radical of the formula (a) with an alkali metal or ammonium nitrite, (b) with nitrous fumes, (c) with nitrosyl chloride in the presence of an alkali metal carboxylate or (d) with an alkyl nitrite or by treating with a nitrosating agent the aminoalkyl-hydrazine of the above formula obtained by reacting a hydrazine of the formula NR11R12.NH2 with an aldehyde of the formula R3CHO and an alkali metal or ammonium cyanide

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