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    Novel oximes
    2.
    发明授权
    Novel oximes 失效
    小妞

    公开(公告)号：US4420478A

    公开(公告)日：1983-12-13

    申请号：US028372

    申请日：1979-04-09

    Applicant: Rene Heymes ,  Andre Lutz

    Inventor： Rene Heymes ,  Andre Lutz

    IPC: C07D277/20 ,  C07D501/46 ,  A61K31/545

    CPC classification number: C07D277/587

    Abstract: Novel syn isomers of oximes of 3-azidomethyl-7-amino-thiazolyl-cephalosporanic acids of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms, unsaturated alkyl of 2 to 4 carbon atoms, benzoyl and --(CH.sub.2).sub.n --R.sub.1, n is an integer from 1 to 4, R.sub.1 is selected from the group consisting of NH.sub.2 and --COOA' and A' and A are selected from the group consisting of hydrogen, alkali metal, alkaline earth metal, magnesium, --NH.sub.4, an easily cleavable ester group and a non-toxic, pharmaceutically acceptable organic amine and their non-toxic, pharmaceutically acceptable acid addition salts having antibiotic activity and a novel process and novel intermediates for their preparation.

    Abstract translation: 3-叠氮基甲基-7-氨基 - 噻唑基 - 头孢烷酸的肟类的新颖的同分异构体，其具有下式：其中R选自氢，1至4个碳原子的烷基，2至4个不饱和烷基 碳原子，苯甲酰基和 - （CH 2）n -R 1，n是1至4的整数，R 1选自NH 2和-COOA'，A'和A选自氢，碱 金属，碱土金属，镁，-NH4，易裂解的酯基和无毒的药学上可接受的有机胺及其无毒的药学上可接受的具有抗生素活性的酸加成盐，以及用于其制备的新方法和新型中间体 。

    2-(2-Amino-4-thiazolyl)-2-methoxyimino-acetic acid derivatives
    3.
    发明授权
    2-(2-Amino-4-thiazolyl)-2-methoxyimino-acetic acid derivatives 失效
    2-（2-氨基-4-噻唑基）-2-甲氧基亚氨基 - 乙酸衍生物

    公开(公告)号：US4386210A

    公开(公告)日：1983-05-31

    申请号：US260311

    申请日：1981-05-04

    Applicant: Rene Heymes

    Inventor： Rene Heymes

    IPC: A61K31/545 ,  A61K31/546 ,  A61P31/04 ,  C07D277/20 ,  C07D277/38 ,  C07D277/40 ,  C07D277/42 ,  C07D277/46 ,  C07D501/04 ,  C07D501/34 ,  C07D277/44

    CPC classification number: C07D277/20 ,  C07D277/587

    Abstract: Novel syn isomers of 7-amino-thiazolyl-acetamido-3-acetoxymethyl-cephalosporanic acid derivatives of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of --CN, --CONH.sub.2 and --COOR.sub.1 ', R.sub.1 ' is selected from the group consisting of alkyl of 1 to 3 carbon atoms, hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, A is selected from the group consisting of hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, R' and R" are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms with the ##STR2## group in the syn position with the proviso that when R.sub.1 is --COOR.sub.1 ' and R.sub.1 ' is hydrogen, A is hydrogen and when R.sub.1 is --COOR.sub.1 ' and R.sub.1 ' is an alkali metal, alkaline earth metal, magnesium, ammonium or an organic amine, A is an alkali metal, alkaline earth metal, magnesium, ammonium or an organic amine having antibiotic properties and novel intermediates and processes.

    Abstract translation: 式（I）的7-氨基 - 噻唑基 - 乙酰氨基-3-乙酰氧基甲基 - 头孢烷酸衍生物的新颖的同异构体，其中R 1选自-CN，-CONH 2和-COOR 1'，R 1'选自 由1至3个碳原子的烷基组成的组，氢，碱金属，碱土金属，铵，镁和无毒的药学上可接受的有机胺A选自氢，碱金属，碱土 金属，铵，镁和无毒的药学上可接受的有机胺，R'和R“分别选自氢和1至3个碳原子的烷基，其中＆lt; IMAGE＆gt;基团在与syn 条件是当R1为-COOR1'和R1'为氢时，A为氢，当R1为-COOR1'且R1'为碱金属，碱土金属，镁，铵或有机胺时，A为碱金属 ，碱土金属，镁，铵或有机胺 具有抗生素特性和新颖的中间体和工艺。

    Novel 7-(2-amino-4-thiazolyl)-acetamido-cephalosporanic acids
    4.
    发明授权
    Novel 7-(2-amino-4-thiazolyl)-acetamido-cephalosporanic acids 失效
    新型7-（2-氨基-4-噻唑基） - 乙酰氨基 - 头孢烷酸

    公开(公告)号：US4328225A

    公开(公告)日：1982-05-04

    申请号：US167449

    申请日：1980-07-10

    Applicant: Michel Vignau ,  Rene Heymes

    Inventor： Michel Vignau ,  Rene Heymes

    IPC: A61K31/545 ,  A61K31/546 ,  A61P31/04 ,  C07D277/20 ,  C07D277/38 ,  C07D277/40 ,  C07D501/20 ,  C07D501/34 ,  C07D501/36 ,  C07D501/46 ,  C07D501/59

    CPC classification number: C07D277/587

    Abstract: Novel syn isomers of 7-(2-amino-4-thiazolyl)-acetamido-cephalosporanic acid compounds of the formula ##STR1## wherein R is selected from the group consisting of --(CH.sub.2).sub.n --S--R.sub.2, --CHF.sub.2 and --(CH.sub.2).sub.n --S--CN, R.sub.2 is selected from the group consisting of optionally protonated ##STR2## n is an integer from 1 to 4, R.sub.1 is selected from the group consisting of hydrogen, chlorine, methoxy, alkyl and alkylthio of 1 to 5 carbon atoms, cycloalkyl of 3 to 5 carbon atoms, azidomethyl, acetoxymethyl, carbamoyloxymethyl, ##STR3## and --CH.sub.2 --S--R', Alk is alkyl of 1 to 4 carbon atoms, R' is selected from the group consisting of an optionally substituted nitrogen containing heterocycle and an acyl of an aliphatic acid of 2 to 4 carbon atoms, A is selected from the group consisting of hydrogen and an easily cleavable ester and when R is --(CH.sub.2).sub.n --SR.sub.2, the COOA group may be the anion --COO.sup.- and when R is --(CH.sub.2).sub.n --SCN or --CHF.sub.2, A may further be selected from the group consisting of an equivalent of an alkali metal, an alkaline earth metal, magnesium, --NH.sub.4 and a non-toxic, pharmaceutically acceptable organic amine and their non-toxic, pharmaceutically acceptable acid addition salts having antibiotic properties and a novel process and novel intermediates for their preparation.

    Abstract translation: 式（Ⅰ）的7-（2-氨基-4-噻唑基） - 乙酰氨基 - 头孢烷酸化合物的新型顺式异构体，其中R选自 - （CH 2）n -S-R 2，-CHF 2和 - （ CH2）nS-CN，R2选自任选被质子化的基团，n是1至4的整数，R 1选自氢，氯，甲氧基，烷基和1至5碳的烷硫基 3至5个碳原子的原子，环烷基，叠氮基甲基，乙酰氧基甲基，氨基甲酰氧基甲基，和/或-Y-S-R'，Alk是1至4个碳原子的烷基，R'选自任选被取代 含氮杂环和2至4个碳原子的脂族酸的酰基，A选自氢和易裂解的酯，当R为 - （CH 2）n -R SR 2时，COOA基团可以是阴离子 -COO-，当R为 - （CH 2）n-SCN或-CHF 2时，A可以进一步选自碱金属，碱 线性地球金属，镁，-NH4和无毒的药学上可接受的有机胺及其无毒的药学上可接受的具有抗生素性质的酸加成盐，以及用于其制备的新型方法和新型中间体。

    Novel oximes
    5.
    发明授权
    Novel oximes 失效
    小妞

    公开(公告)号：US4307090A

    公开(公告)日：1981-12-22

    申请号：US115030

    申请日：1980-01-24

    Applicant: Michael Vignau ,  Rene Heymes

    Inventor： Michael Vignau ,  Rene Heymes

    IPC: A61K31/545 ,  A61K31/546 ,  A61P31/04 ,  C07D277/20 ,  C07D277/38 ,  C07D277/42 ,  C07D487/08 ,  C07D501/20 ,  C07D501/34 ,  C07D501/59 ,  C07D519/06

    CPC classification number: C07D277/587 ,  C07D487/08

    Abstract: Novel oximes of the syn isomers of 7-(2-amino-4-thiazolyl)-acetamido-cephalosporanic acid of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, chlorine, methoxy, alkyl and alkylthio of 1 to 5 carbon atoms, cycloalkyl of 3 to 5 carbon atoms, acetoxymethyl, carbamoyloxymethyl, ##STR2## A1K is 1 to 4 carbon atoms, azidomethyl and --CH.sub.2 --S--R' and R' is selected from the group consisting of a nitrogen heterocycle optionally substituted, acyl of an alkanoic acid of 2 to 4 carbon atoms, 2-oxo-(3H)-thiazolin-4-yl-carbonyl and 3-methyl-1,2-oxazol-5-ylcarbonyl, n is an integer from 2 to 4, R.sub.1, R.sub.2 and R.sub.3 are individually alkyl of 1 to 4 carbon atoms or together taken with the nitrogen atom they are attached to form a group selected from the group consisting of 1,4-diazobicyclo (2,2,2)octan-1-ylium and 1,3,5,7-tetraazatricyclo(3,3,1,1.sup.3,7) decan-1-ylium and their non-toxic, pharmaceutically acceptable acid addition salts having antibacterial properties and process for their preparation and novel intermediates.

    Abstract translation: 式（I）的7-（2-氨基-4-噻唑基） - 乙酰氨基 - 头孢烷酸的顺式异构体的新颖肟，其中R选自氢，氯，甲氧基，烷基和烷硫基， 3-5个碳原子的环烷基，3至5个碳原子的环烷基，乙酰氧基甲基，氨基甲酰氧基甲基，A 1 K为1至4个碳原子，叠氮基甲基和-CH 2 SR'，R'选自任选取代的氮杂环 ，2至4个碳原子的链烷酸的酰基，2-氧代 - （3H） - 噻唑啉-4-基 - 羰基和3-甲基-1,2-恶唑-5-基羰基，n是从2到 4，R 1，R 2和R 3分别是1至4个碳原子的烷基或与它们所连接的氮原子一起取代，形成选自1,4-二氮杂双环（2,2,2） 1-和1,3,5,7-四氮杂三环（3,3,1,13,7）癸-1-酮及其无毒的药学上可接受的酸加成盐，具有抗菌特性和用于 它们的制备和新颖的中间体。

    Cephalosporin derivatives
    7.
    发明授权
    Cephalosporin derivatives 失效
    头孢菌素衍生物

    公开(公告)号：US4016158A

    公开(公告)日：1977-04-05

    申请号：US538189

    申请日：1975-01-02

    Applicant: Jacques Martel ,  Rene Heymes

    Inventor： Jacques Martel ,  Rene Heymes

    IPC: C07D209/48 ,  C07D501/22 ,  C07D501/60

    CPC classification number: C07D209/48

    Abstract: Novel desacetoxycephalosporin derivatives of the formula ##STR1## in racemic or optically active form or cis and trans forms and mixtures thereof wherein R is selected from the group consisting of aminophenyl and R', R' is selected from the group consisting of phenyl optionally substituted with at least one member of the group consisting of halogen and nitro and a 5 to 6 member heterocyclic group, Y is selected from the group consisting of amino, NHCOOR" where R" is alkyl of 1 to 5 carbon atoms, hydrogen and hydroxy, A is selected from the group consisting of ##STR2## in which at least 2 of R.sub.2, R.sub.3 and R.sub.4 are alkyl of 1 to 3 carbon atoms and the third is hydrogen or alkyl of 1 to 3 carbon atoms with the total number of carbon atoms being not greater than 5 and cycloalkyl of 3 to 7 carbon atoms optionally containing a heteroatom and R.sub.1 is selected from the group consisting of hydrogen, easily acid hydrolyzable group and easily hydrogenolysis removable group, with the proviso that when R is aminophenyl Y is other than amino and NHCOOR" and R.sub.1 is hydrogen and when Y is amino, R.sub.1 is hydrogen and the non-toxic, pharmaceutically acceptable addition salts with organic and inorganic bases and acids where appropriate which have antibacterial activity.

    Abstract translation: 式I的新型脱乙酰氧基头孢菌素衍生物以外消旋或旋光形式或顺式和反式形式及其混合物，其中R选自氨基苯基和R'，R'选自任选取代的苯基 其中至少一个由卤素和硝基组成的组和5至6个杂环基，Y选自氨基，NHCOOR“，其中R”是1至5个碳原子的烷基，氢和 羟基，A选自其中R 2，R 3和R 4中的至少2个为1至3个碳原子的烷基和第3个为氢或1至3个碳原子的烷基的，其总数为 碳原子数不超过5个，任选含有杂原子的3至7个碳原子的环烷基，R 1选自氢，易酸性可水解基团和易氢解脱除基团，条件是当 R是氨基苯基，Y不是氨基，NHCOOR“，R 1是氢，当Y是氨基时，R 1是氢，并且与适当的有机和无机碱和酸的无毒的，药学上可接受的加成盐具有抗菌活性。

    Manufacture of plastics sheets
    8.
    发明授权
    Manufacture of plastics sheets 失效
    塑料板的制造

    公开(公告)号：US3990876A

    公开(公告)日：1976-11-09

    申请号：US541099

    申请日：1975-01-15

    Applicant: Pierre Rene Heymes ,  Rudolf Pelzer

    Inventor： Pierre Rene Heymes ,  Rudolf Pelzer

    IPC: B29C47/88 ,  C03C23/00

    CPC classification number: B29C47/885 ,  B29C47/0021 ,  B29C47/0019

    Abstract: An improved method of making films, sheets or plates of a transparent plastics material of high optical quality comprises depositing a solution, molten mass or reaction mixture which yields the solid plastics on drying or hardening on a moving glass ribbon having a smooth upper surfce. The ribbon may be made by the float glass process. The plurality of plastics layer may be deposited one on another.

    Abstract translation: 制造高光学质量的透明塑料材料的薄膜，片材或板材的改进方法包括在具有光滑的上表面的移动的玻璃带上沉积溶液，熔融物料或反应混合物，所述溶液，熔融物料或反应混合物在干燥或硬化时产生固体塑料。 带子可以通过浮法玻璃工艺制成。 多个塑料层可以彼此沉积。

    Novel 3-acetoxymethyl-7-(iminoacetamido)-cephalosporanic acid derivatives
    9.
    发明授权
    Novel 3-acetoxymethyl-7-(iminoacetamido)-cephalosporanic acid derivatives 失效
    新型3-乙酰氧基甲基-7-（亚氨基乙酰氨基） - 头孢烷酸衍生物

    公开(公告)号：US4988816A

    公开(公告)日：1991-01-29

    申请号：US359870

    申请日：1989-05-31

    Applicant: Rene Heymes ,  Andre Lutz

    Inventor： Rene Heymes ,  Andre Lutz

    IPC: B23G9/00 ,  B23G11/00 ,  C07D277/20 ,  C07D277/42 ,  C07D277/56 ,  C07D501/34

    CPC classification number: C07D277/587 ,  C07D277/20

    Abstract: Compounds of the formula ##STR1## wherein R is selected from the group consisting of hydrogen and groups easily removable by acid hydrolysis of hydrogenolysis, R' is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms, alkenyl and alkynyl of 2 to 4 carbon atoms and groups easily removable by acid hydrolysis or hydrogenolysis. A is selected from the group consisting of hydrogen, alkali metal and equivalents of an alkaline earth metal or magnesium and an organic amine base with the proviso that when R' is a group easily removable by acid hydrolysis of hydrogenolysis, R is also and when R' is hydrogen, R also is hydrogen and the wavy line means the OR' group may be in either one of the two possible syn or anti positions having antibiotic activity and process for their preparation.

    Oximes
    10.
    发明授权
    Oximes 失效
    肟

    公开(公告)号：US4439433A

    公开(公告)日：1984-03-27

    申请号：US267638

    申请日：1981-05-27

    Applicant: Rene Heymes ,  Michel Vignau

    Inventor： Rene Heymes ,  Michel Vignau

    IPC: C07D501/22 ,  A61K31/545 ,  A61K31/546 ,  A61P31/04 ,  C07D277/20 ,  C07D277/38 ,  C07D277/40 ,  C07D501/20 ,  C07D501/34 ,  C07D501/36 ,  C07D501/59

    CPC classification number: C07D277/20 ,  A61K31/545 ,  C07D277/587

    Abstract: Novel oximes of the syn isomers of 7-[2-(2-amino-4-thiazolyl)-acetamido]ceph-3-eme-4-carboxylic acid compounds of the fomrula ##STR1## wherein B is --(CH.sub.2).sub.n' --R.sub.5, n' is an integer from 1 to 4, R.sub.5 is ##STR2## R.sub.6 and R.sub.7 are individually selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms and when taken together with the nitrogen to which they are attached are selected from the group consisting of phthalimido and 1-pyridinyl, R.sub.1 is selected from the group consisting of chloro, CH.sub.3 O--, alkyl and alkylthio of 1 to 5 carbon atoms, cycloalkyl of 3 to 5 carbon atoms, --CH.sub.2 --S--R.sub.12, acetoxymethyl, carbamoyloxymethyl and ##STR3## R.sub.12 is selected from the group consisting of 2-oxo-(3H)-thiazolin-4-yl-carbonyl, 3-methyl-1,2-oxazol-5-yl-carbonyl, acyl of an alkanoic acid of 2 to 4 carbon atoms and a nitrogen heterocycle, Alka is alkyl of 1 to 4 carbon atoms and A is selected from the group consisting of hydrogen, --NH.sub.4, alkali metal, alkaline earth metal, magnesium, a non-toxic, pharmaceutically acceptable organic amine and easily cleaved ester and their non-toxic, pharmaceutically acceptable acid addition salts; having antibacterial activity and novel intermediates therefore.

    Abstract translation: 7-（2-氨基-4-噻唑基） - 乙酰氨基]头孢-3-烯-4-羧酸化合物的顺式异构体的新颖肟，其中B是 - （CH 2） n'-R5，n'是1至4的整数，R 5是R 6和R 7各自选自氢和1至4个碳原子的烷基，并且当与它们 被选自苯二甲酰亚氨基和1-吡啶基，R 1选自氯，CH 3 O-，烷基和1至5个碳原子的烷硫基，3至5个碳原子的环烷基，-CH 2 -S -R12，乙酰氧基甲基，氨基甲酰氧基甲基和R12选自2-氧代 - （3H） - 噻唑啉-4-基 - 羰基，3-甲基-1,2-恶唑-5-基 - 羰基， 2至4个碳原子的链烷酸和氮杂环的酰基，Alka是1至4个碳原子的烷基，A选自氢，-NH 4，碱金属，碱土金属，镁， 有毒的 ，药学上可接受的有机胺和易裂解的酯及其无毒的药学上可接受的酸加成盐; 因此具有抗菌活性和新型中间体。

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