公开(公告)号：US4579684A

公开(公告)日：1986-04-01

申请号：US766684

申请日：1985-08-19

申请人： Robert B. Woodward ,  Hans Bickel

发明人： Robert B. Woodward ,  Hans Bickel

IPC分类号： C07D205/095 ,  C07D499/00 ,  C07D501/02 ,  C07D205/08 ,  C07D401/12 ,  C07D405/12 ,  C07D417/12

CPC分类号： C07D499/00 ,  C07D205/095

摘要： The invention concerns a process for the manufacture of 7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds by ring closure of esters of 2-[4-(substituted-thio)-3-acylamino-2-oxoazetidin-1-yl]-3-substituted-amino-crotonic acids and solvolysing the enamino group in the resulting 7.beta.-acylamino-3-substituted-amino-cephem-4-carboxylic acid esters.

摘要翻译： 本发明涉及通过2- [4-（取代的 - 硫代）-3-酰基氨基-2-羧酸的酯的闭环来制备7β-氨基-3-头孢烯-3-醇-4-羧酸化合物的方法， 氧代氮杂环丁烷-1-基] -3-取代的 - 氨基 - 巴豆酸，并在得到的7β-酰基氨基-3-取代 - 氨基 - 头孢烯-4-羧酸酯中溶解烯氨基。

公开(公告)号：US4405778A

公开(公告)日：1983-09-20

申请号：US657904

申请日：1976-02-13

申请人： Riccardo Scartazzini ,  Hans Bickel

发明人： Riccardo Scartazzini ,  Hans Bickel

IPC分类号： A61K31/545 ,  A61K31/546 ,  A61P31/04 ,  C07D501/04 ,  C07D501/14 ,  C07D501/16 ,  C07D501/59 ,  C07D501/60 ,  C07F9/6561

CPC分类号： C07D501/04 ,  C07D501/59 ,  C07F9/65613 ,  Y02P20/55

摘要： The invention relates to O-substituted 7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds of the formula ##STR1## wherein R.sub.1.sup.a represents hydrogen or an amino protective group R.sub.1.sup.A and R.sub.1.sup.b represents hydrogen or an acyl group Ac, or R.sub.1.sup.a and R.sub.1.sup.b together represent a bivalent amino protective group, R.sub.2 represents hydroxyl or a radical R.sub.2.sup.A which together with the carbonyl grouping --C(.dbd.O)-- forms a protected carboxyl group and R.sub.3 represents an optionally substituted hydrocarbon radical or an acyl group, and to 1-oxides of 3-cephem compounds of the formula I, and also to the corresponding 2-cephem compounds of the formula ##STR2## wherein R.sub.1.sup.a, R.sub.1.sup.b, R.sub.2 and R.sub.3 have the abovementioned meanings, or salts of such compounds with salt-forming groups. 3-Cephem compound of the formula IA, particularly those, in which R.sub.1.sup.a represents an acyl group, R.sub.1.sup.b is hydrogen and R.sub.2 is hydroxy exhibit pronounced antimicrobial effects, the others, and particularly the 1-oxides of these 3-cephem compounds and the corresponding 2-cephem compounds are useful as intermediates.

摘要翻译： 本发明涉及式（IA）的O-取代的7-氨基-3-头孢烯-3-醇-4-羧酸化合物，其中R 1a表示氢或氨基保护基R1A，并且R 1b表示氢或 酰基Ac或R 1a和R 1b一起表示二价氨基保护基，R 2表示羟基或基团R 2 A，其与羰基-C（= O） - 形成被保护的羧基，R 3表示任选取代的烃基或 酰基，以及式I的3-头孢烯化合物的1-氧化物，以及式（Ⅰb）的相应的2-头孢烯化合物，其中R1a，R1b，R2和R3具有上述含义， 或这些化合物与成盐基团的盐。 具有式IA的3-头孢烯化合物，特别是其中R 1a表示酰基，R 1b为氢且R 2为羟基的化合物表现出显着的抗微生物效果，其它化合物，特别是这些3-头孢烯化合物的1-氧化物和相应的 2-头孢烯化合物可用作中间体。

公开(公告)号：US4293462A

公开(公告)日：1981-10-06

申请号：US102461

申请日：1979-12-10

申请人： Robert B. Woodward ,  Hans Bickel

发明人： Robert B. Woodward ,  Hans Bickel

IPC分类号： C07D205/08 ,  C07D205/095 ,  C07D499/00 ,  C07D501/04 ,  C07D501/08 ,  C07D501/10 ,  C07D501/20 ,  C07D501/59 ,  C07D403/04 ,  C07D403/12 ,  C07D403/14

CPC分类号： C07D205/095 ,  C07D499/00 ,  Y02P20/55

摘要： The invention concerns a process for the manufacture of 7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds by ring closure of esters of 2-[4-(substituted-thio)-3-acylamino-2-oxoazetidin-1-yl]-3-substituted-amino-crotonic acids and solvolyzing the enamino group in the resulting 7.beta.-acylamino-3-substituted-amino-cephem-4-carboxylic acid esters.

公开(公告)号：US4255328A

公开(公告)日：1981-03-10

申请号：US962425

申请日：1978-11-20

申请人： Robert B. Woodward ,  Hans Bickel

发明人： Robert B. Woodward ,  Hans Bickel

IPC分类号： C07D205/08 ,  C07D205/095 ,  C07D403/12 ,  C07D401/06 ,  C07D403/06 ,  C07D405/06

CPC分类号： C07D501/59 ,  C07C313/04 ,  C07D205/095 ,  C07D501/08 ,  Y02P20/55

摘要： 7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds of the formula ##STR1## wherein R.sub.1.sup.a represents hydrogen or an amino protective group R.sub.1.sup.A and R.sub.1.sup.b represents hydrogen or an acyl group Ac, or R.sub.1.sup.a and R.sub.1.sup.b together represent a bivalent amino protective group, R.sub.2 represents hydroxyl or a radical R.sub.2.sup.A which together with the carbonyl grouping --C(.dbd.O)-- forms a protected carboxyl group and R.sub.3 represents hydrogen, lower alkyl or a hydroxyl protective group, and 1-oxides of 3-cephem compounds of the formula IA, and the corresponding 2-cephem compounds are prepared in that a compound of the formula ##STR2## wherein R.sub.1.sup.a, R.sub.1.sup.b and R.sub.2.sup.A have the meanings mentioned under formula IA, R.sub.3.sup.o represents lower alkyl or a hydroxyl protective group and Y represents a group which is removed, is treated with a base; also comprised are intermediate products.

摘要翻译： 7β-氨基-3-头孢烯-3-醇-4-羧酸化合物，其中R 1a表示氢或氨基保护基R1A和R1b表示氢或酰基Ac或R1a和 R 1b一起表示二价氨基保护基，R 2表示羟基或基团R 2 A，其与羰基-C（= O）一起形成被保护的羧基，R 3表示氢，低级烷基或羟基保护基， 制备式III的3-头孢烯化合物和相应的2-头孢烯化合物的氧化物，其中式（II）的化合物其中R 1a，R 1b和R 2a具有式IA所述的含义，R 30表示低级 烷基或羟基保护基，Y表示除去的基团，用碱处理; 也包括中间产品。

公开(公告)号：US4147864A

公开(公告)日：1979-04-03

申请号：US746927

申请日：1976-12-02

申请人： Robert B. Woodward ,  Hans Bickel

发明人： Robert B. Woodward ,  Hans Bickel

IPC分类号： C07D501/02 ,  C07D501/08 ,  C07D501/59

CPC分类号： C07D501/59 ,  C07D501/08 ,  Y02P20/55

摘要： 7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds of the formula ##STR1## wherein R.sub.1.sup.a represents hydrogen or an amino protective group R.sub.1.sup.A and R.sub.1.sup.B represents hydrogen or an acyl group Ac, or R.sub.1.sup.a and R.sub.1.sup.b together represent a bivalent amino protective group, R.sub.2 represents hydroxyl or a radical R.sub.2.sup.A which together with the carbonyl grouping --C(.dbd.O)-- forms a protected carboxyl group and R.sub.3 represents hydrogen, lower alkyl or a hydroxyl protective group, and 1-oxides or 3-cephem compounds of the formula IA, and the corresponding 2-cephem compounds are prepared in that a compound of the formula ##STR2## wherein R.sub.1.sup.a, R.sub.1.sup.b and R.sub.2.sup.A have the meanings mentioned under formula IA, R.sub.3.sup.o represents lower alkyl or a hydroxyl protective group and Y represents a group which is removed, is treated with a base; also comprised are intermediate products.

摘要翻译： 7的β-氨基-3-头孢烯-3-醇-4-羧酸化合物，其中R 1a表示氢或氨基保护基R1A和R1B表示氢或酰基Ac或R1a和 R 1b一起表示二价氨基保护基，R 2表示羟基或基团R 2 A，其与羰基-C（= O）一起形成被保护的羧基，R 3表示氢，低级烷基或羟基保护基， 制备式IA的氧化物或3-头孢烯化合物和相应的2-头孢烯化合物，其中式（II）化合物其中R 1a，R 1b和R 2a具有式IA所述的含义，R 30表示低级 烷基或羟基保护基，Y表示除去的基团，用碱处理; 也包括中间产品。

公开(公告)号：US4024249A

公开(公告)日：1977-05-17

申请号：US561444

申请日：1975-03-24

申请人： Beat Muller ,  Heinrich Peter ,  Peter Schneider ,  Hans Bickel

发明人： Beat Muller ,  Heinrich Peter ,  Peter Schneider ,  Hans Bickel

IPC分类号： C07D307/52 ,  C07D307/54 ,  C07D333/22 ,  C07D333/24 ,  C07D501/20

CPC分类号： C07D307/54 ,  C07D307/52 ,  C07D333/22 ,  C07D333/24 ,  Y02P20/55

摘要： Novel aminomethyl compounds of the formula ##STR1## wherein X denotes sulphur or oxygen, R denotes hydrogen or an amino protective group, R.sub.1 denotes hydrogen, a free, etherified or esterified hydroxyl group or mercapto group or a substituted ammonium group, R.sub.2 denotes hydroxyl or a carboxyl protective radical which together with the carbonyl grouping of the formula -C(=0)- forms a protected carboxyl group, and their salts, are antibacterial antibiotics or intermediates for the preparation thereof; pharmaceutical preparations containing such active compounds, are useful for combating micro-organisms such as gram-positive or gram-negative bacteria; An illustrative example is 3-acetoxymethyl-7.beta.-[2-(5-aminomethyl-2-thienyl)-acetylamino]-ceph-3-em-4-carboxylic acid.

摘要翻译： 式（I）的新型氨基甲基化合物其中X表示硫或氧，R表示氢或氨基保护基，R 1表示氢，游离的醚化或酯化的羟基或巯基或 取代的铵基，R2表示羟基或羧基保护基，其与式-C（= O） - 的羰基一起形成被保护的羧基，其盐为抗菌抗生素或其制备的中间体; 含有这种活性化合物的药物制剂可用于对抗微生物如革兰氏阳性或革兰氏阴性细菌; 示例性实例是3-乙酰氧基甲基-7β-[2-（5-氨基甲基-2-噻吩基） - 乙酰氨基] - 头孢-3-烯-4-羧酸。

公开(公告)号：US4015000A

公开(公告)日：1977-03-29

申请号：US398512

申请日：1973-09-18

申请人： Karoly Kocsis ,  Bruno Fechtig ,  Hans Bickel

发明人： Karoly Kocsis ,  Bruno Fechtig ,  Hans Bickel

IPC分类号： C07D499/00 ,  C07D499/44 ,  C07D499/64 ,  C07D499/76 ,  C07D501/20 ,  C07D501/22 ,  C07D501/24 ,  C07D501/26

CPC分类号： C07D499/00

摘要： 6-Acylamino-penam-3-carboxylic acids and 7-acylamino-3-cephem-4-carboxylic acids in which the acyl group has the formula ##STR1## IN WHICH R.sub.1 is hydrogen, R.sub.2 is optionally substituted phenyl, thienyl or furyl or R.sub.1 and R.sub.2 together are optionally substituted cycloalkyl, n and m independently of one another represent 0 or 1 and B represents an optionally substituted 2,6-dioxo- or 2,6-dithioxo-1,2,3,6-tetrahydro-pyrimidyl, 2-thioxo-6-oxo-1,2,3,6-tetrahydropyrimidyl, 2,6-dihydroxy- or 2,6-dimercapto-pyrimidyl, 2-mercapto-6-hydroxy-pyrimidyl, 2,6-diaminopyrimidyl, 2-amino-6-hydroxy-pyrimidyl or 2,6-dihalogenopyrimidyl radical, these radicals being bonded in the 4- or 5-position.

摘要翻译： 6-酰基氨基 - penam-3-羧酸和7-酰基氨基-3-头孢烯-4-羧酸，其中酰基具有下式R1是氢，R2是任选取代的苯基，噻吩基或呋喃基或 R 1和R 2一起为任选取代的环烷基，n和m彼此独立地表示0或1，B表示任选取代的2,6-二氧代 - 或2,6-二硫代-1,2,3,6-四氢 - 嘧啶基 2-硫代-6-氧代-1,2,3,6-四氢嘧啶基，2,6-二羟基 - 或2,6-二巯基嘧啶基，2-巯基-6-羟基 - 嘧啶基，2,6-二氨基嘧啶基， 2-氨基-6-羟基 - 嘧啶基或2,6-二卤代嘧啶基，这些基团键合在4-或5-位上。

公开(公告)号：US4005077A

公开(公告)日：1977-01-25

申请号：US508974

申请日：1974-09-25

申请人： Hans Bickel ,  Wilhelm Kump

发明人： Hans Bickel ,  Wilhelm Kump

IPC分类号： C07D491/06

CPC分类号： A61K31/70 ,  Y10S514/924

摘要： Antibiotically active compounds derived from rifamycin S or from the corresponding hydroquinone, rifamycin SV, or from derivatives at least partially hydrogenated in positions 16, 17; 18, 19; 28, 29, such as the 16, 17; 18, 19 - tetrahydro- or the 16, 17; 18, 19; 28, 29 - hexahydro derivatives, which contain in position 3 a free or an aliphatically substituted amino group. The hydrocarbon radicals of the aliphatically substituted amino group can also be interrupted in their carbon chain by heteroatoms and/or be substituted by functional groups.A special group of these new compounds is represented by 3-amino derivatives as defined above, in which the amino group is a particular type of N- aza - cyclo - aliphatic radical unsubstituted by functional groups, and which has, in addition to the antibiotic action against sensitive microorganisms also an antibacterial activity against certain types of resistant microorganisms.Another special group is represented by 3- amino derivatives as defined above, in which the amino group is a particular type of a 4R - 1 - piperazinyl radical, in which R is a hydrocarbon radical ; they have a special high antituberculosis action, while having very low toxicity.

摘要翻译： 衍生自利福霉素S或相应的对苯二酚，利福霉素SV的抗生素活性化合物或来自于位置16,17的至少部分氢化的衍生物; 18，19; 28，29，如16,17; 18,19-四氢 - 或16,17; 18，19; 28,29-六氢衍生物，其在3位含有游离或脂族取代的氨基。 脂肪族取代的氨基的烃基也可以通过杂原子在其碳链中被中断和/或被官能团取代。

公开(公告)号：US5230288A

公开(公告)日：1993-07-27

申请号：US890795

申请日：1992-06-01

申请人： Hans Bickel

发明人： Hans Bickel

IPC分类号： A61G3/06 ,  B61D23/02

CPC分类号： B61D23/02 ,  A61G3/062 ,  A61G3/068 ,  A61G2220/12 ,  Y10S414/134

摘要： In order to board or exit a vehicle, one or a plurality of steps or plates are provided for negotiation of a possible difference of height by a person in a wheelchair entering or getting off between the level of the floor of the vehicle and a platform at a higher or lower level. At least one step or plate is foreseen which is height adjustable, and can be positioned at a position above the floor of the vehicle, below the floor of the vehicle, or at the same level as the floor of the vehicle.

摘要翻译： 为了登上或离开车辆，提供一个或多个台阶或板，用于谈判由轮椅上的人进入或离开车辆地板的高度与平台之间的可能的高度差异 更高或更低的水平。 预计至少一个台阶或板是高度可调节的，并且可以定位在车辆地板上方，车辆地板下方或与车辆地板相同的位置上的位置。

公开(公告)号：US4458069A

公开(公告)日：1984-07-03

申请号：US225086

申请日：1981-01-14

申请人： Heinrich Peter ,  Hans Bickel

发明人： Heinrich Peter ,  Hans Bickel

IPC分类号： C07D501/04 ,  C12P35/00 ,  A61K31/545

CPC分类号： C12P35/00

摘要： The invention concerns the decarbonylation of the formyl group in 7-amino-3-formyl-ceph-2-em-4-carboxylic acid compounds and 7-amino-3-formyl-ceph-3-em-4-carboxylic acid compounds by treatment with a platinum metal complex capable of taking up carbon monoxide. Also included are the 7-amino-ceph-2-em-4-carboxylic acid compounds and the 1-oxides of 7-amino-ceph-3-em-4-carboxylic acid compounds; these compounds are used as intermediates.

摘要翻译： 本发明涉及7-氨基-3-甲酰基-Ceph-2-em-4-羧酸化合物和7-氨基-3-甲酰基 - 头孢-3-烯-4-羧酸化合物中甲酰基的脱羰作用 用能够吸收一氧化碳的铂金属络合物进行处理。 还包括7-氨基 - 环丙-2-羧酸4-羧酸化合物和7-氨基 - 头孢-3-烯-4-羧酸化合物的1-氧化物; 这些化合物用作中间体。