公开(公告)号：US4473578A

公开(公告)日：1984-09-25

申请号：US403076

申请日：1982-07-29

申请人： David F. Corbett

发明人： David F. Corbett

IPC分类号： C07D477/20 ,  A61K31/395 ,  C07D487/04

CPC分类号： C07D477/20

摘要： The compounds of the formula: ##STR1## and pharmaceutically acceptable salts and in-vivo hydrolysable esters thereof wherein R.sup.1 is a hydrogen atom or a group selected from OH, OSO.sub.3 H or a pharmaceutically acceptable salt or C.sub.1-4 alkyl ester thereof, OR.sup.2, SR.sup.3, OCOR.sup.2, OCO.sub.2 R.sup.3 or OCONHR.sup.3, where R.sup.2 is a C.sub.1-6 alkyl group or an optionally substituted benzyl group and R.sup.3 is a C.sub.1-6 alkyl group or an optionally substituted benzyl or an optionally substituted phenyl group; and R.sup.22 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.3-6 alkynyl wherein the triple bond is not present on the carbon adjacent to the sulphur atom, aralkyl, C.sub.1-6 alkanoyl, aralkanoyl, aryloxyalkanoyl or arylcarbonyl, any of such R.sup.22 groups being optionally substituted; with the proviso that when R.sup.22 is 2-aminoethyl R.sup.1 must be SR.sup.3 or OSO.sub.3 H or a pharmaceutically acceptable salt of C.sub.1-4 alkyl ester thereof; have been found to be antibacterially active. Their use is described as are processes for their preparation.

摘要翻译： 下式的化合物及其药学上可接受的盐和体内可水解的酯，其中R1是氢原子或选自OH，OSO3H或其药学上可接受的盐或C 1-4烷基的基团，OR 2，SR 3 ，OCOR 2，OCO 2 R 3或OCONHR 3，其中R 2是C 1-6烷基或任选取代的苄基，R 3是C 1-6烷基或任选取代的苄基或任选取代的苯基; R 22为氢原子，C 1-6烷基，C 2-6烯基，C 3-6炔基，其中三元键不存在于与硫原子相邻的碳上，芳烷基，C 1-6烷酰基，芳烷酰基，芳氧基烷酰基或芳基羰基， 任何这样的R22基团任选被取代; 条件是当R 22是2-氨基乙基时，R 1必须是SR 3或OSO 3 H或其药学上可接受的盐的C 1-4烷基酯; 已被发现具有抗菌活性。 它们的使用被描述为它们的制备方法。

公开(公告)号：US4438036A

公开(公告)日：1984-03-20

申请号：US310491

申请日：1981-10-13

申请人： David F. Corbett ,  Robert Southgate ,  Steven Coulton

发明人： David F. Corbett ,  Robert Southgate ,  Steven Coulton

IPC分类号： C07D477/00 ,  A61K31/397 ,  A61K31/40 ,  A61P31/04 ,  C07D477/02 ,  C07D487/04

CPC分类号： C07D477/02

摘要： The present invention provides a process for inversion of the absolute stereochemistry at the .alpha.-carbon atom of a C-6 substituent of a bicyclic carbapenem antibiotic via a phosphorus - azodicarboxylate mediated reaction. Novel azides, amines and formates are described as useful intermediates and as antibacterial agents.

摘要翻译： 本发明提供了通过偶氮二羧酸二苯酯介导的反应将双环碳青霉烯类抗生素的C-6取代基的α-碳原子的绝对立体化学反转的方法。 新型叠氮化物，胺和甲酸酯被描述为有用的中间体和抗菌剂。

公开(公告)号：US4387051A

公开(公告)日：1983-06-07

申请号：US201576

申请日：1980-10-28

申请人： David F. Corbett ,  Robert Southgate ,  Alfred J. Eglington

发明人： David F. Corbett ,  Robert Southgate ,  Alfred J. Eglington

IPC分类号： C07D477/20 ,  C07D487/04

CPC分类号： C07D477/20

摘要： The present invention provides the compounds of the formula (II): ##STR1## and pharmaceutically acceptable salts and esters thereof wherein R.sup.3 is a hydrogen atom, a group HO.sub.3 S-- or a group R.sup.5 CO wherein R.sup.5 is C.sub.1-6 alkyl, C.sub.2-6 alkenyl, aryl, aryl(C.sub.1-6)alkyl or aryloxy(C.sub.1-6)alkyl; and R.sup.4 is an organic group other than methyl bonded to the --CO--NH-- moiety via a carbon atom; with the proviso that when R.sup.3 is a hydrogen atom or a group R.sup.5 CO the stereochemical configuration at the .alpha.-carbon atom of the C-6 substituent is S, and with the further proviso that when R.sup.3 is a group HO.sub.3 S-- the hydrogen atoms at C-5 and C-6 are cis. Their use is described as are processes for their preparation. Compounds wherein the R.sup.4 CO-- moiety is replaced by a hydrogen atom are also prepared.

摘要翻译： 本发明提供了式（II）化合物：其中R 3是氢原子，基团HO 3 S-或基团R 5 CO，其中R 5是C 1-6烷基，C 2 -6-烯基，芳基，芳基（C 1-6）烷基或芳氧基（C 1-6）烷基; 并且R4是通过碳原子与-CO-NH-部分键合的甲基以外的有机基团; 条件是当R 3是氢原子或基团R 5 CO时，C 6取代基的α-碳原子上的立体化学构型是S，另外条件是当R3是基团HO3S时，C中的氢原子 -5和C-6是顺式的。 它们的使用被描述为它们的制备方法。 还制备其中R4CO-部分被氢原子代替的化合物。

公开(公告)号：US4386029A

公开(公告)日：1983-05-31

申请号：US200428

申请日：1980-10-24

申请人： David F. Corbett

发明人： David F. Corbett

IPC分类号： C07D477/20 ,  C07D487/04

CPC分类号： C07D477/20

摘要： The present invention provides a process for the preparation of a compound of the formula (O): ##STR1## wherein R.degree. is SCH.sub.2 CH.sub.2 NH.sub.2 which process comprises the reaction of a cleavable ester of a compound of the formula (O) wherein R.degree. is H with an optionally protected compound XCH.sub.2 CH.sub.2 NH.sub.2 wherein X is a displaceable group.

摘要翻译： 本发明提供了制备式（O）化合物的方法：其中R为SCH 2 CH 2 NH 2，其中R是SCH 2 CH 2 NH 2，该方法包括式（O）化合物的可裂解酯的反应，其中R DEG为H，任选保护的化合物XCH2CH2NH2，其中X为可置换基团。

公开(公告)号：US4374144A

公开(公告)日：1983-02-15

申请号：US203509

申请日：1980-11-03

申请人： David F. Corbett

发明人： David F. Corbett

IPC分类号： C07D477/00 ,  A61K31/397 ,  A61K31/40 ,  A61P31/04 ,  C07D477/20 ,  C07D487/04

CPC分类号： C07D477/20

摘要： The present invention relates to the preparation of compounds of the formula: ##STR1## wherein CO.sub.2 R.sub.1 is a free, salted or esterified carboxyl group, n is 0 or 1, and R.sub.2 is hydrogen or an acyl group or a group of the sub-formula (a):R.sub.3 O.sub.3 S (a)wherein R.sub.3 is a salting ion or a methyl or ethyl group, with the proviso that when R.sub.2 is a group of the formula (a), the compound has cis stereochemistry about the .alpha.-lactam ring; which have been found to possess antibacterial and .alpha.-lactamase inhibitory activity.

摘要翻译： 本发明涉及下式化合物的制备：其中CO 2 R 1是游离的，盐化的或酯化的羧基，n是0或1，R2是氢或酰基或一个亚式的基团 （a）：R3O3S（a）其中R3是盐析离子或甲基或乙基，条件是当R 2是式（a）的基团时，化合物对于β-内酰胺环具有顺式立体化学; 已被发现具有抗细菌和β-内酰胺酶抑制活性。

公开(公告)号：US4366167A

公开(公告)日：1982-12-28

申请号：US25556

申请日：1979-03-30

申请人： David F. Corbett

发明人： David F. Corbett

IPC分类号： C07D477/00 ,  A61K31/397 ,  A61K31/40 ,  A61P31/04 ,  C07D477/20 ,  C07D487/04

CPC分类号： C07D477/20

摘要： This invention provides the anti-bacterial compounds (III) and (IV): ##STR1## and salts and esters thereof wherein X is a --CH.sub.2 --CH.sub.2 -- or trans --CH.dbd.CH-- group and R is a group R.sup.1 or NH.R.sup.1 wherein R.sup.1 is an alkyl group of up to 6 carbon atoms, an alkenyl group of up to 6 carbon atoms, an aryl group, or an alkyl group of up to 6 carbon atoms substituted by an aryl or aryloxy group.The invention also provides processes for their preparation comprising a the acylation or carbamoylation of the corresponding 6-(1-hydroxyethyl) compounds.The invention further provides pharmaceutical compositions containing them.

摘要翻译： 本发明提供了抗菌化合物（III）和（IV）：其中X是-CH 2 -CH 2 - 或反-CH = CH-基团的盐和其酯 并且R是基团R 1或NH.R 1，其中R 1是至多6个碳原子的烷基，最多6个碳原子的烯基，芳基或至多6个碳原子的烷基被 芳基或芳氧基。 本发明还提供其制备方法，包括相应的6-（1-羟基乙基）化合物的酰化或氨基甲酰化。 本发明还提供含有它们的药物组合物。

公开(公告)号：US4138403A

公开(公告)日：1979-02-06

申请号：US708343

申请日：1976-07-26

申请人： Thomas T. Howarth ,  Allan G. Brown ,  David F. Corbett ,  Roger J. Ponsford

发明人： Thomas T. Howarth ,  Allan G. Brown ,  David F. Corbett ,  Roger J. Ponsford

IPC分类号： A61K31/42 ,  A61P31/04 ,  C07D205/08 ,  C07D205/09 ,  C07D263/16 ,  C07D503/00 ,  C07F7/18 ,  C07D498/04

CPC分类号： C07D263/16 ,  C07D205/08 ,  C07D205/09 ,  C07D503/00 ,  C07F7/1852

摘要： Compounds of the formula ##STR1## and salts and esters thereof wherein R.sub.1 is hydrogen, alkyl of 1 to 4 carbon atoms, phenyl, alkenyl of 2 to 4 carbon atoms, alkynyl of 2 to 4 carbon atoms, acyl of 1 to 4 carbon atoms, a carboxylic acid group or ester thereof of 1 to 7 carbon atoms, or alkyl of 1 to 4 carbon atoms substituted by 1 or 2 halogen atoms, hydroxyl, substituted hydroxyl, amino, protected amino, substituted thio of 1 to 7 carbon atoms, substituted sulphinyl of 1 to 7 carbon atoms, substituted sulphonyl of 1 to 7 carbon atoms, or by a carboxylic acid group or ester thereof of 1 to 7 carbon atoms;R.sub.2 is hydrogen or alkyl of 1 to 4 carbon atoms, or is joined to R.sub.1 to form a cycloalkyl group of 3 to 6 carbon atoms;R.sub.3 is hydrogen, chlorine or bromine; andR.sub.4 is hydrogen, halogen, azido or amino; provided that when R.sub.4 is azido, R.sub.3 is hydrogen and R.sub.1 is methyl,R.sub.2 is not methyl, and that when R.sub.2 R.sub.3 and R.sub.4 are hydrogen andR.sub.1 is hydroxyethyl or an acyl derivative thereof, the compound does not have the (2R, 3S, 5R) stereochemistry; inhibit certain .beta.-lactamate enzymes and are useful in antiseptic and disinfectant solutions.

摘要翻译： 式（I）的化合物及其盐和酯，其中R 1是氢，1至4个碳原子的烷基，苯基，2至4个碳原子的烯基，2至4个碳原子的炔基，1至 4个碳原子，1至7个碳原子的羧酸基团或其酯，或被1或2个卤素原子取代的1至4个碳原子的烷基，羟基，取代的羟基，氨基，保护的氨基，取代的硫代1至7个 碳原子，1至7个碳原子的取代亚磺酰基，1至7个碳原子的取代磺酰基，或其1至7个碳原子的羧酸基或其酯; R2是氢或1〜4个碳原子的烷基，或者与R1连接，形成3〜6个碳原子的环烷基; R3是氢，氯或溴; R4是氢，卤素，叠氮基或氨基; 条件是当R 4是叠氮基时，R 3是氢，R 1是甲基，R 2不是甲基，当R 2 + L，R 3和R 4是氢并且R 1是羟乙基或其酰基衍生物时，该化合物不具有 ，3S，5R）立体化学; 抑制某些β-乳酸酶，并且可用于消毒和消毒溶液。

公开(公告)号：US4210662A

公开(公告)日：1980-07-01

申请号：US800347

申请日：1977-05-25

申请人： Alfred J. Eglington ,  Thomas T. Howarth ,  David F. Corbett

发明人： Alfred J. Eglington ,  Thomas T. Howarth ,  David F. Corbett

IPC分类号： C07D477/00 ,  A61K31/395 ,  A61K31/397 ,  A61P31/04 ,  C07D477/20 ,  C07D487/04

CPC分类号： C07D477/20

摘要： Compounds of the formula ##STR1## and salts thereof are useful both for their antibacterial activity and as synergists in combination with penicillins and cephalosporins.

摘要翻译： 式（IV），（VIII），（V）或（VI）及其盐的化合物和它们的抗菌活性以及作为与青霉素和头孢菌素组合的增效剂都是有用的。

公开(公告)号：US4132712A

公开(公告)日：1979-01-02

申请号：US717900

申请日：1976-08-26

申请人： Thomas T. Howarth ,  Irene Stirling ,  David F. Corbett

发明人： Thomas T. Howarth ,  Irene Stirling ,  David F. Corbett

IPC分类号： C07D503/00 ,  C07D498/04

CPC分类号： C07D503/00

摘要： Compounds of the formula ##STR1## wherein CO.sub.2 R is an ester group, are useful for their .beta.-lactamase inhibitory activity.

摘要翻译： 其中CO 2 R是酯基的式“IMAGE”的化合物可用于其β-内酰胺酶抑制活性。

公开(公告)号：US4477662A

公开(公告)日：1984-10-16

申请号：US345484

申请日：1982-02-03

申请人： David F. Corbett ,  Pamela Brown nee Davis ,  Roger J. Ponsford

发明人： David F. Corbett ,  Pamela Brown nee Davis ,  Roger J. Ponsford

IPC分类号： C07D477/00 ,  A61K31/397 ,  A61K31/40 ,  A61P31/04 ,  C07D257/04 ,  C07D477/02 ,  C07D487/04

CPC分类号： C07D257/04 ,  C07D477/02

摘要： A process for the preparation of an antibacterially active compound of the formula (I): ##STR1## and salts and esters thereof wherein R.sup.1 and R.sup.2 independently are hydrogen or an organic group, and R.sup.3 is an organic group bonded via a carbon atom to the sulphur atom, which comprises reacting a compound of the formula (II): ##STR2## wherein R.sup.4 is an organic group different to R.sup.3 and R.sup.a is hydrogen or a carboxy-blocking group, with a thiol R.sup.3 SH or reactive derivative thereof. In addition certain compounds within the formula (II) are novel and useful antibacterial agents in their own right.

摘要翻译： 一种制备式（I）的抗菌活性化合物的方法：其中R1和R2独立地是氢或有机基团，R3是通过碳键合的有机基团 其包括使式（II）的化合物：其中R 4是不同于R 3的有机基团，R a是氢或羧基封端基团，与硫醇R 3 SH或反应性 其衍生物。 此外，式（II）中的某些化合物本身就是新的有用的抗菌剂。