Process for the production of cefamandole
    1.
    发明授权
    Process for the production of cefamandole 失效
    头孢丹醇生产工艺

    公开(公告)号:US3928337A

    公开(公告)日:1975-12-23

    申请号:US49534374

    申请日:1974-08-07

    申请人: BRISTOL MYERS CO

    CPC分类号: C07D501/36

    摘要: Cefamandole is produced by the consecutive steps of A. MIXING SUBSTANTIALLY EQUIMOLAR WEIGHTS OF PHOSPHONITRILIC CHLORIDE TRIMER AND OF A DERIVATIVE OF D-mandelic acid having the formula

    OR A SALT THEREOF AND C. REMOVING SAID HYDROXYL BLOCKING GROUP R by conventional chemical methods to produce said cefamandole or salt thereof.

    WHEREIN THE HYDROXYL BLOCKING GROUP R represents dichloroacetyl, silyl, tetrahydropyranyl or formyl in an organic solvent; B. ADDING THERETO, PREFERABLY SLOWLY, A SOLUTION CONTAINING SUBSTANTIALLY THE SAME NUMBER OF MOLES OF 7-AMINO-3-(1METHYLTETRAZOL-5-YL)THIOMETHYL-3-CEPHEM-4-CARBOXYLIC ACID OR A SALT OR AN EASILY HYDROLYZED Schiff base thereof to produce the intermediate acid having the formula

    摘要翻译: 头孢丹醇是通过连续步骤制备的。混合氯仿三氯甲烷的主要均衡重量和具有下式的D-扁桃酸的衍生物:在有机溶剂中,羟基封端基团R表示二氯乙酰基,甲硅烷基,四氢吡喃基或甲酰基; B.优选地,优选地,缓慢地含有相应数量的7-氨基-3-(1-甲基甲基-5-甲基)硫代-3-氰基-4-羧酸或盐或易溶于水的溶液 席夫碱,通过常规的化学方法制备具有下式的中间体酸或其盐和C。通过常规的化学方法制备所述头孢丹多或其盐。

    7-{8 D-({60 -amino{60 -phenyl-, 2-thienyl- and 3-thienyl-acetamido){9 -3-(3-methyl-1,2,5-oxadiazol-4-yl)carbonylthiomethyl-3-cephem-4-carboxylic acids
    2.
    发明授权
    7-{8 D-({60 -amino{60 -phenyl-, 2-thienyl- and 3-thienyl-acetamido){9 -3-(3-methyl-1,2,5-oxadiazol-4-yl)carbonylthiomethyl-3-cephem-4-carboxylic acids 失效
    7- {8D - ({6-氨基{60-苯基 - ,2-噻吩基和3-噻吩基 - 乙酰氨基){9-3(3-甲基-1,2,5-恶二唑-4-基) 羰硫基甲基-3-头孢烯-4-羧酸

    公开(公告)号:US3928336A

    公开(公告)日:1975-12-23

    申请号:US49263674

    申请日:1974-07-29

    申请人: BRISTOL MYERS CO

    IPC分类号: C07D271/08 C07D501/36

    CPC分类号: C07D271/08

    摘要: 7-(D-( Alpha -Amino- Alpha -phenyl-, 2-thienyl- and 3thienylacetamido)-3-(3-methyl-1,2,5-oxadiazol-4yl)carbonylthiomethyl-3 -cephem-4-carboxylic acids and their pharmaceutically acceptable salts are valuable as antibacterial agents, as nutritional supplements in animal feeds, as agents for the treatment of mastitis in cattle and as therapeutic agents in poultry and animals, including man. The compounds are especially useful in the treatment, particularly by oral administration, of infectious diseases caused by many Gram-positive and Gramnegative bacteria. Also included within the invention are easily cleavable esters of the abovementioned acids and pharmaceutically acceptable acid addition salts of said esters.

    摘要翻译: 7- [D-(α-氨基-α-苯基 - ,2-噻吩基和3-噻吩基乙酰氨基)-3-(3-甲基-1,2,5-恶二唑-4-基)羰基硫代] -3-头孢烯 -4-羧酸及其药学上可接受的盐作为抗菌剂作为动物饲料中的营养补充剂是有价值的,作为用于治疗牛的乳腺炎的药物和作为包括人在内的家禽和动物中的治疗剂,该化合物特别适用于 特别是通过口服给药由许多革兰氏阳性和革兰氏阴性细菌引起的感染性疾病的治疗,本发明还包括上述酸的容易切割的酯和所述酯的药学上可接受的酸加成盐。

    Process for the production of cefamandole
    3.
    发明授权
    Process for the production of cefamandole 失效
    头孢丹醇生产工艺

    公开(公告)号:US3928334A

    公开(公告)日:1975-12-23

    申请号:US47697274

    申请日:1974-06-06

    申请人: BRISTOL MYERS CO

    CPC分类号: C07D501/36

    摘要: Cefamandole is produced by the consecutive steps of A. MIXING SUBSTANTIALLY EQUIMOLAR WEIGHTS OF N-ethoxycarbonyl-2ethoxy-1,2-dihydroquinoline and of a derivative of D-mandelic acid having the formula

    WHEREIN THE HYDROXYL BLOCKING GROUP R represents dichloroacetyl, silyl, tetrahydropyranyl or formyl is an organic solvent; B. ADDING THERETO, PREFERABLY SLOWLY, A SOLUTION CONTAINING SUBSTANTIALLY THE SAME NUMBER OF MOLES OF 7-AMINO-3-(1METHYLTETRAZOL-5-YL)THIOMETHYL-3-CEPHEM-4-CARBOXYLIC ACID OR A SALT OR AN EASILY HYDROLYZED Schiff base thereof to produce the intermediate acid having the formula

    OR A SALT THEREOF AND C. REMOVING SAID HYDROXYL BLOCKING GROUP R by conventional chemical methods to produce said cefamandole or salt thereof.

    摘要翻译: 头孢麦醇是通过连续步骤A.制备N-乙氧基羰基-2-乙氧基-1,2-二氢喹啉的主要均衡重量和具有下式的D-扁桃酸的衍生物:其中羟基封端基团R代表二氯乙酰基,甲硅烷基 ,四氢吡喃基或甲酰基是有机溶剂; B.优选地,优选地,缓慢地含有相应数量的7-氨基-3-(1-甲基甲基-5-甲基)硫代-3-氰基-4-羧酸或盐或易溶于水的溶液 席夫碱,通过常规的化学方法制备具有下式的中间体酸或其盐和C。通过常规的化学方法制备所述头孢丹多或其盐。

    Synthetic penicillin
    6.
    发明授权
    Synthetic penicillin 失效
    合成派尼霉素

    公开(公告)号:US3654265A

    公开(公告)日:1972-04-04

    申请号:US3654265D

    申请日:1970-11-27

    申请人: BRISTOL MYERS CO

    CPC分类号: C07D499/00

    摘要: PIVALOYLOXYMETHYL 6 - (D -A - SULFOAMINOPHENYLACETAMIDO) PENICILLANATE SODIUM SALT (I) IS A VALUABLE ANTIBIOTIC AGENT, NUTRITIONAL SUPPLEMENT IN ANIMAL FEED, THERAPEUTIC AGENT IN POULTRY AND ANIMALS, INCLUDING MAN, AND IS ESPECIALLY USEFUL IN THE TREATMENT OF INFECTIOUS DISEASES CAUSED BY GRAM-POSITIVE AND GRAM-NEGATIVE BACTERIA, MOST PARTICULARLY THOSE CAUSED BY THE PSEUDOMONAS GENUS, SODIUM PIVALOYLOXYMETHYL 6-(D-A-SULFOAMINOPHENYLACETAMIDO)PENICILLANATE IS PREPARED BY THE TREATMENT OF DISODIUM 6-(D-A-SULFOAMINOPHENYLACETAMIDO) PENICILLANATE (II) WITH CHLOROMETHYL PIVALATE IN HEXAMETHYLPHOSPHORTRIAMIDE. COMPOUND I HAS A SIMILAR ANTIBACTERIAL SPECTRUM TO THAT OF COMPOUND II BUT IS ABSORBED FROM THE GASTRO-INTESTINAL TRACT 2-3 FOLD MARE EFFICIENTLY THAN COMPOUND II.