Cephalosporin antibiotics
    1.
    发明授权
    Cephalosporin antibiotics 失效
    头孢菌素类抗生素

    公开(公告)号:US4501741A

    公开(公告)日:1985-02-26

    申请号:US484125

    申请日:1983-04-12

    CPC分类号: C07D501/20

    摘要: 7.beta.-[2-Amino-2-(benzothien-4,5,6, and 7-yl)acetylamino]-3-substituted-3-cepham-4-carboxylic acids and 7.beta.-[2-amino-2-(2,3-dihydrobenzothien-4,5,6, and 7 yl)acetylamino]-3H- or 3-substituted-3-cephem-4-carboxylic acids (1), e.g. 7.beta.-[2-amino-2-(benzothien-4-yl)acetylamino]-3-methyl-3-cephem-4-carboxylic acid, are orally effective antibiotics. Also provided are benzothienyl oximino compounds, the corresponding 2,3-dihydro compounds (2) useful as intermediates to (1) and as antibiotics, as well as 7.beta.-(2,2-dialkyl-5-oxo-4-benzothienyl-1-imidazolidinyl)-3H-(3-substituted)-3-cephem-4-carboxylic acids and the corresponding 2,3-dihydro compounds (3) useful as antibiotics, and prepared with (1) by condensation with ketones. Pharmaceutical formulations of antibiotic compounds (1), (2), and (3) are provided.

    摘要翻译: 7β-[2-氨基-2-(苯并噻吩-4,5,6和7-基)乙酰氨基] -3-取代-3-头孢烯-4-羧酸和7β-[2-氨基-2- (2,3-二氢苯并噻吩-4,5,6和7基)乙酰氨基] -3H-或3-取代-3-头孢烯-4-羧酸(1),例如 7β-[2-氨基-2-(苯并噻吩-4-基)乙酰氨基] -3-甲基-3-头孢烯-4-羧酸是口服有效的抗生素。 还提供了苯并噻吩基肟基化合物,可用作(1)的中间体和作为抗生素的相应的2,3-二氢化合物(2),以及7β-(2,2-二烷基-5-氧代-4-苯并噻吩基 - 1-(3-咪唑烷基)-3H-(3-取代的)-3-头孢烯-4-羧酸和可用作抗生素的相应的2,3-二氢化合物(3),并用(1)与酮缩合制备。 提供了抗生素化合物(1),(2)和(3)的药物制剂。

    Unsymmetrical azetidinone aldehyde disulfides and process
    2.
    发明授权
    Unsymmetrical azetidinone aldehyde disulfides and process 失效
    不对称氮杂环丁酮醛二硫化物和工艺

    公开(公告)号:US4302391A

    公开(公告)日:1981-11-24

    申请号:US137861

    申请日:1980-04-07

    摘要: Aryl 4R[1-(2-N-3-methyl-4-al-Z-but-2-ene-oate)-2-oxo-3S-acylamino azetidinone]disulfides are prepared by reacting the corresponding 7.alpha.-acylamino-2.alpha.-alkoxy-3-methyl-3-cephem-4-carboxylates first with either phenylsulfenyl chloride or a monosubstituted-phenylsulfenyl chloride where the substituent is either chloro, methoxy, methyl or acetoxy. The disulfide compounds produced in this invention are intermediates in the synthesis of the 7.beta.-acylamino-7.alpha.-alkoxy-3-methyl 1-oxa .beta.-lactam acids, a class of antibiotic compounds.

    摘要翻译: 芳基4R [1-(2-N-3-甲基-4-烯-Z-丁-2-烯酸酯)-2-氧代-3S-酰氨基氮杂环丁酮]二硫化物通过使相应的7α-酰基氨基 - 2个α-烷氧基-3-甲基-3-头孢烯-4-羧酸盐首先与苯基亚磺酰氯或单取代的苯基亚硫酰氯反应,其中取代基是氯,甲氧基,甲基或乙酰氧基。 本发明生产的二硫化物是合成7β-酰基氨基-7α-烷氧基-3-甲基1-氧杂β-内酰胺酸的一种抗生素化合物的中间体。

    4-Dithio-3-imido-azetidin-2-ones
    3.
    发明授权
    4-Dithio-3-imido-azetidin-2-ones 失效
    4-二硫代-3-亚氨基 - 氮杂环丁-2-酮

    公开(公告)号:US4024152A

    公开(公告)日:1977-05-17

    申请号:US615154

    申请日:1975-09-19

    申请人: Stjepan Kukolja

    发明人: Stjepan Kukolja

    CPC分类号: C07D499/00

    摘要: A novel 4-(2'-benzothiazolyldithio)-3-imidoazetidin-2-one of the formula ##STR1## in which X is chloro or bromo and R.sub.2 is methylene or oxygen is ring-closed to the corresponding 3-exomethylenecepham or 3-"oxo" cepham by treatment with sodium or potassium iodide at a temperature of from about 40.degree. C. to about 80.degree. C.

    摘要翻译: 其中X是氯或溴并且R 2是亚甲基或氧的式(IMA)中的新的4-(2'-苯并噻唑二硫代)-3-亚氨基氮杂环丁烷-2-酮与相应的3-异亚甲基脑炎或3- 通过在约40℃至约80℃的温度下用碘化钠或碘化钾处理“氧代”

    Method of preparation of 3-methylenecephams
    5.
    发明授权
    Method of preparation of 3-methylenecephams 失效
    3-亚甲基脑炎的制备方法

    公开(公告)号:US4159266A

    公开(公告)日:1979-06-26

    申请号:US796632

    申请日:1977-05-13

    申请人: Stjepan Kukolja

    发明人: Stjepan Kukolja

    CPC分类号: C07D205/095

    摘要: Penicillin sulfoxide derived azetidinone sulfinyl chlorides and related sulfinic acid derivatives are cyclized to 3-methylenecephams by reaction with Friedel-Crafts catalysts or metathetic cation forming agents.

    摘要翻译: 通过与Friedel-Crafts催化剂或复分解阳离子形成剂反应,将青霉素亚砜衍生的氮杂环丁烷亚硫酰氯和相关的亚磺酸衍生物环化成3-亚甲基头孢烯。

    Process for preparing 3-hydroxy cephalosporins
    7.
    发明授权
    Process for preparing 3-hydroxy cephalosporins 失效
    制备3-羟基头孢菌素的方法

    公开(公告)号:US4048162A

    公开(公告)日:1977-09-13

    申请号:US626683

    申请日:1975-10-29

    CPC分类号: C07D205/095

    摘要: 3-Hydroxycephalosporins are prepared by treating a 3-hydroxy-4-bromo-2-(2-formylthio-4-oxo-3-amido or imido-1-azetidinyl)-2-butenoate ester with 1,5-diazabicyclo[3.4.0]non-5-ene (DBN) or 1,5-diazabicyclo[5.4.0]undec-5-ene (DBU) at a temperature of from about 0.degree. C. to about 25.degree. C.

    摘要翻译: 3-羟基头孢菌素的制备方法是用1,5-二氮杂双环[3.4(3))处理3-羟基-4-溴-2-(2-甲酰基硫代-4-氧代-3-氨基或亚氨基-1-氮杂环丁烷基)-2-丁烯酸酯 0]壬-5-烯(DBN)或1,5-二氮杂双环[5.4.0]十一碳-5-烯(DBU)在约0℃至约25℃的温度下进行。

    Azetidinone acetic acid intermediates for 5-epi-penicillins
    10.
    发明授权
    Azetidinone acetic acid intermediates for 5-epi-penicillins 失效
    AZETIDINONE醋酸中间体5-EPI-PENICILLINS

    公开(公告)号:US3962276A

    公开(公告)日:1976-06-08

    申请号:US523766

    申请日:1974-11-14

    申请人: Stjepan Kukolja

    发明人: Stjepan Kukolja

    IPC分类号: C07D205/08 C07D403/04

    CPC分类号: C07D205/08

    摘要: 5-Epi-penicillin esters and acids, the acids being useful as inhibitors of .beta.-lactamase type enzymes, a process for preparing such compounds by reacting an ester of a 2-halo-.alpha.-(1'-halothio-1'-methylethyl)-4-oxo-3-imido-1-azetidineacetate with (a) zinc in acid or (b) stannous chloride in an organic liquid medium at 0.degree. to 100.degree.C., and some new 2-halo-.alpha.-(1'-cyanodithia- or 1'-mercapto-1'-methylethyl)-4-oxo-3-imido-2-azetidineacetate which are useful as intermediates in preparing the 5-epi-penicillins.