公开(公告)号：US4362738A

公开(公告)日：1982-12-07

申请号：US158587

申请日：1980-06-11

申请人： Johannes Keck ,  Gerd Kruger ,  Helmut Pieper ,  Klaus Noll ,  Gunther Engelhardt ,  Norbert Promberger ,  Rainer Zimmermann

发明人： Johannes Keck ,  Gerd Kruger ,  Helmut Pieper ,  Klaus Noll ,  Gunther Engelhardt ,  Norbert Promberger ,  Rainer Zimmermann

IPC分类号： C07D209/08 ,  A61K31/495 ,  A61P29/00 ,  C07C67/00 ,  C07C227/00 ,  C07C227/16 ,  C07C227/18 ,  C07C229/54 ,  C07C237/32 ,  C07C237/38 ,  C07C313/00 ,  C07C323/12 ,  C07C323/65 ,  C07D209/28 ,  C07D213/74 ,  C07D295/088 ,  C07D295/155 ,  C07D401/12 ,  C07H13/08 ,  C07D279/18 ,  A61K27/00

CPC分类号： C07D213/74 ,  C07D209/28 ,  C07D295/088 ,  C07D295/155

摘要： Compounds of the formula ##STR1## wherein each X, which may be identical or different from the other X, is oxygen or imino;R.sub.1 is hydrogen, fluorine, chlorine or bromine;R.sub.2 and R.sub.3, which may be identical or different from each other, are each hydrogen; unsubstituted or mono-substituted alkyl of 1 to 6 carbon atoms, where the substituent is phenyl or dialkylamino with 1 to 3 carbon atoms in each alkyl moiety; pyridyl; or cycloalkyl of 5 to 7 carbon atoms;R.sub.2 and R.sub.3, together with each other and the nitrogen atoms to which they are attached, are pyrrolidino, piperidino, hexamethyleneimino, morpholino, N-aryl-piperazino or N-(alkyl of 1 to 3 carbon atoms)-piperazino;A is cycloalkylene of 5 to 7 carbon atoms; unsubstituted or substituted alkylene of 2 to 10 carbon atoms, where the substituents are one to two alkyls of 1 to 3 carbon atoms each, one to two carbalkoxys of 2 to 4 carbon atoms each, one to two phenyls, one to four hydroxyls, one halomethyl, one hydroxymethyl, one alkanoyloxy of 1 to 18 carbon atoms, one alkanoyloxymethyl of 1 to 18 carbon atoms in the alkanoyl moiety or one ##STR2## where R.sub.1, R.sub.2 and R.sub.3 have the meanings previously defined; or alkylene of 2 to 10 carbon atoms interrupted by oxygen, sulfur, sulfoxide, sulfonyl, phenyl, cyclohexyl, pyridyl, piperazino or unsubstituted or substituted imino, where the substituent on the imino group is alkyl of 1 to 6 carbon atoms, phenyl or phenylalkyl of 1 to 3 carbon atoms in the alkyl moiety;B is the acyl residue of an antiphlogistic carboxylic acid;and their non-toxic, pharmacologically acceptable acid addition salts. The compounds as well as their salts are useful as anti-inflammatories.

摘要翻译： 其中每个X可以相同或不同于另一个X的式“IMAGE”的化合物是氧或亚氨基; R1是氢，氟，氯或溴; R2和R3可以相同或不同，分别为氢; 未取代或单取代的1至6个碳原子的烷基，其中取代基为苯基或每个烷基部分具有1至3个碳原子的二烷基氨基; 吡啶基 或5至7个碳原子的环烷基; 吡咯烷基，哌啶子基，六亚甲基亚氨基，吗啉代，N-芳基 - 哌嗪子基或N-（1至3个碳原子的烷基） - 哌嗪基; R 2和R 3彼此连接并连接的氮原子。 A是5至7个碳原子的亚环烷基; 2至10个碳原子的未取代或取代的亚烷基，其中取代基为1至2个碳原子数为1至2个的烷基，每个为2至4个碳原子的1至2个碳烷氧基，1至2个苯基，1至4个羟基，1至2个 卤代甲基，一个羟甲基，一个1至18个碳原子的烷酰氧基，一个在烷酰基部分中具有1至18个碳原子的烷酰氧基甲基或一个，其中R1，R2和R3具有以前定义的含义; 或由氧，硫，亚砜，磺酰基，苯基，环己基，吡啶基，哌嗪子基或未取代或取代的亚氨基所取代的2至10个碳原子的亚烷基，其中亚氨基上的取代基是1至6个碳原子的烷基，苯基或苯基烷基 在烷基部分中具有1至3个碳原子; B是消炎性羧酸的酰基残基; 及其无毒，药理学上可接受的酸加成盐。 化合物及其盐可用作抗炎剂。

公开(公告)号：US4244967A

公开(公告)日：1981-01-13

申请号：US72553

申请日：1979-09-04

申请人： Gunther Engelhardt ,  Johannes Keck ,  Gerd Kruger ,  Klaus Noll ,  Helmut Pieper ,  Rainer Zimmermann

发明人： Gunther Engelhardt ,  Johannes Keck ,  Gerd Kruger ,  Klaus Noll ,  Helmut Pieper ,  Rainer Zimmermann

IPC分类号： A61K31/135 ,  A61K31/17 ,  A61K31/275 ,  A61K31/325 ,  A61P29/00 ,  A61P43/00 ,  A61K31/27

CPC分类号： A61K31/135 ,  A61K31/17 ,  A61K31/275 ,  A61K31/325

摘要： The method of using compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, fluorine, chlorine, bromine, iodine or cyano,R.sub.2 is fluorine, cyano, trifluoromethyl, nitro or alkyl of 1 to 4 carbon atoms,R.sub.3 is cycloalkyl or alkyl, each of 3 to 5 carbon atoms, andR.sub.4 is hydrogen or --CO--R.sub.5, whereR.sub.5 is alkoxy of 1 to 5 carbon atoms, alkenyloxy of 2 to 5 carbon atoms, aryloxy of 6 to 10 carbon atoms, aralkoxy of 7 to 11 carbon atoms, or amino which may be mono- or di-substituted by alkyl of 1 to 5 carbon atoms, alkenyl of 2 to 5 carbon atoms, aryl of 6 to 10 carbon atoms and/or aralkyl of 7 to 11 carbon atoms,and non-toxic, pharmacologically acceptable acid addition salts thereof as antirheumatics and antiphlogistics.

摘要翻译： 使用下式化合物的方法其中R1是氢，氟，氯，溴，碘或氰基，R2是氟，氰基，三氟甲基，硝基或1-4个碳原子的烷基，R3是环烷基或烷基， 3〜5个碳原子，R4为氢或-CO-R5，R5为1〜5个碳原子的烷氧基，2〜5个碳原子的烯氧基，6〜10个碳原子的芳氧基，7〜11个芳氧基 碳原子或可以被1至5个碳原子的烷基，2至5个碳原子的烯基，6至10个碳原子的芳基和/或7至11个碳原子的芳烷基单取代或二取代的氨基，以及 无毒，药理学上可接受的酸加成盐作为抗风湿剂和消炎药。

公开(公告)号：US4119710A

公开(公告)日：1978-10-10

申请号：US754981

申请日：1976-12-28

申请人： Gunther Engelhardt ,  Johannes Keck ,  Gerd Kruger ,  Klaus-Reinhold Noll ,  Helmut Pieper

发明人： Gunther Engelhardt ,  Johannes Keck ,  Gerd Kruger ,  Klaus-Reinhold Noll ,  Helmut Pieper

IPC分类号： C07D263/04 ,  C07D317/58 ,  A61K31/04 ,  A61K31/135 ,  A61K31/275 ,  A61K31/36

CPC分类号： C07D263/04 ,  C07D317/58

摘要： Racemic and optically active compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, fluorine, chlorine, bromine, iodine or cyano,R.sub.2 is fluorine, trifluoromethyl, nitro or cyano, andR.sub.3 is alkyl of 3 to 5 carbon atoms, hydroxy(alkyl of 3 to 5 carbon atoms), cycloalkyl of 3 to 5 carbon atoms, 1-(3,4-methylenedioxy-phenyl)-2-propyl or 1-(p-hydroxy-phenyl)-2-propyl,And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as analgesics, uterospasmolytics, bronchospasmolytics and antispastics for the skeletal musculature, and especially as .beta..sub.2 -receptor mimetics and .beta..sub.1 -receptor blockers.

摘要翻译： 其中R 1为氢，氟，氯，溴，碘或氰基的外消旋和旋光活性化合物，R 2为氟，三氟甲基，硝基或氰基，R 3为3至5个碳原子的烷基，羟基（烷基 3至5个碳原子的环烷基，3至5个碳原子的环烷基，1-（3,4-亚甲二氧基 - 苯基）-2-丙基或1-（对羟基 - 苯基）-2-丙基，和非毒性 其药理学可接受的酸添加剂; 这些化合物作为其作为骨质疏松症，骨质疏松症，骨质疏松症和骨质疏松症的抗生素有用的化合物，特别适用于β2受体的MIME和β受体阻断剂。

公开(公告)号：US4214001A

公开(公告)日：1980-07-22

申请号：US883814

申请日：1978-03-06

申请人： Gunther Engelhardt ,  Johannes Keck ,  Kruger ,  Klaus Noll ,  Helmut Pieper

发明人： Gunther Engelhardt ,  Johannes Keck ,  Kruger ,  Klaus Noll ,  Helmut Pieper

IPC分类号： A61K31/17 ,  A61K31/167 ,  A61K31/27 ,  A61P25/04 ,  A61P25/08 ,  C07C67/00 ,  C07C215/52 ,  C07C239/00 ,  C07C269/00 ,  C07C271/28 ,  C07C271/58 ,  C07C275/28 ,  C07C275/40 ,  A61K31/275 ,  C07C121/80 ,  C07C125/06

CPC分类号： C07C275/40

摘要： Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, halogen or cyano;R.sub.2 is fluorine, cyano, trifluoromethyl, nitro or alkyl of 1 to 4 carbon atoms;R.sub.3 is alkoxy of 1 to 5 carbon atoms, alkenyloxy of 2 to 5 carbon atoms, aryloxy of 6 to 10 carbon atoms, aralkoxy of 7 to 11 carbon atoms, or --NR.sub.5 R.sub.6, where R.sub.5 and R.sub.6 are each hydrogen, alkyl of 1 to 5 carbon atoms, alkenyl of 2 to 5 carbon atoms, aryl of 6 to 10 carbon atoms or aralkyl of 7 to 11 carbon atoms; andR.sub.4 is cycloalkyl of 3 to 5 carbon atoms or alkyl of 3 to 5 carbon atoms;and non-toxic, pharmacologically acceptable acid addition salt thereof. The compounds as well as the salts are useful as analgesics, uterospasmolytics and antiasthmatics.

摘要翻译： 其中R1是氢，卤素或氰基的式“IMAGE”的化合物; R2是氟，氰基，三氟甲基，硝基或1-4个碳原子的烷基; R3为1〜5个碳原子的烷氧基，2〜5个碳原子的烯氧基，6〜10个碳原子的芳氧基，7〜11个碳原子的芳烷氧基或-NR5R6，其中R5和R6分别为氢， 2至5个碳原子的烯基，6至10个碳原子的芳基或7至11个碳原子的芳烷基; R4为3〜5个碳原子的环烷基或3〜5个碳原子的烷基; 和无毒的，药学上可接受的酸加成盐。 化合物以及盐可用作镇痛药，子宫内膜溶解药和止喘药。

公开(公告)号：US4490369A

公开(公告)日：1984-12-25

申请号：US547940

申请日：1983-11-02

申请人： Manfred Reiffen ,  Joachim Heider ,  Norbert Hauel ,  Volkhard Austel ,  Wolfgang Eberlein ,  Walter Kobinger ,  Christian Lillie ,  Klaus Noll ,  Helmut Pieper ,  Gerd Kruger ,  Johannes Keck

发明人： Manfred Reiffen ,  Joachim Heider ,  Norbert Hauel ,  Volkhard Austel ,  Wolfgang Eberlein ,  Walter Kobinger ,  Christian Lillie ,  Klaus Noll ,  Helmut Pieper ,  Gerd Kruger ,  Johannes Keck

IPC分类号： C07C59/64 ,  C07D205/04 ,  C07D223/16 ,  C07D243/02 ,  C07D243/04 ,  C07D491/04 ,  A61K31/55 ,  C07D521/00

CPC分类号： C07D223/16 ,  C07C59/64 ,  C07D205/04 ,  C07D243/02 ,  C07D243/04 ,  C07D491/04

摘要： Compounds of the formula ##STR1## wherein A is --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--, --NH--CO--, --CH.sub.2 --CO-- or ##STR2## where R.sub.7 is alkyl of 1 to 3 carbon atoms, andB is methylene, carbonyl or thiocarbonyl, orA is --CO--CO--, --N.dbd.CH--, ##STR3## where R.sub.8 is hydrogen or alkyl of 1 to 3 carbon atoms substituted by a phenyl, methoxyphenyl or dimethoxyphenyl, andB is methylene;E is n-alkylene of 2 to 4 carbon atoms optionally substituted by an alkyl of 1 to 3 carbon atoms, 2-hydroxy-n-propylene, 2-hydroxy-n-butylene or 3-hydroxy-n-butylene;G is n-alkylene of 1 to 5 carbon atoms optionally substituted by an alkyl of 1 to 3 carbon atoms, wherein one methylene group of an n-alkylene of 2 to 5 carbon atoms can be replaced by a carbonyl group, with the proviso that B represents a methylene or carbonyl group, or methylene-n-hydroxy-alkylene of 1 to 4 carbon atoms, where the methylene group is attached to the nitrogen atom; andR.sub.1 to R.sub.5 are simple substituents of various types;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs.

摘要翻译： 其中A是-CH 2 -CH 2 - ， - CH = CH - ， - NH-CO-， - CH 2 -CO-或者其中R 7是1至3个碳原子的烷基，和B 是亚甲基，羰基或硫代羰基，或A是-CO-CO-，-N = CH-，其中R 8是氢或被苯基，甲氧基苯基或二甲氧基苯基取代的1至3个碳原子的烷基，和 B是亚甲基; E是任选被1至3个碳原子的烷基取代的2至4个碳原子的正亚烷基，2-羟基 - 正丙烯，2-羟基 - 正丁烯或3-羟基 - 正丁烯; G是任选被1至3个碳原子的烷基取代的1至5个碳原子的正亚烷基，其中2至5个碳原子的正亚烷基的一个亚甲基可被羰基取代，条件是 B表示亚甲基或羰基，或亚甲基与氮原子连接的1至4个碳原子的亚甲基 - 正 - 羟基 - 亚烷基; 而R1至R5是各种简单的取代基; 和无毒的，药学上可接受的酸加成盐。 化合物及其盐可用作心动过缓。

公开(公告)号：US4829058A

公开(公告)日：1989-05-09

申请号：US62291

申请日：1987-06-15

申请人： Joachim K. Seydel ,  Helmut Pieper ,  Gerd Kruger ,  Klaus Noll ,  Johannes Keck ,  Uwe Lechner

发明人： Joachim K. Seydel ,  Helmut Pieper ,  Gerd Kruger ,  Klaus Noll ,  Johannes Keck ,  Uwe Lechner

IPC分类号： C12N9/99 ,  A61K31/135 ,  A61K31/165 ,  A61K31/24 ,  A61K31/275 ,  A61K31/505 ,  A61P31/04 ,  A61P33/00 ,  A61P43/00 ,  C07C67/00 ,  C07C205/26 ,  C07C205/34 ,  C07C313/00 ,  C07C315/04 ,  C07C317/36 ,  C07C317/48

CPC分类号： C07C205/34 ,  C07C205/26 ,  C07C317/00 ,  C07C323/00

摘要： Disclosed are substituted bis(4-aminophenyl)-sulfones of general formula ##STR1## wherein R.sub.1 is hydrogen, alkyl or cycloalkyl; group,R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl,R.sub.3 is nitrile, C.sub.1 -C.sub.3 alkylaminocarbonyl, di C.sub.1 -C.sub.3 alkylaminocarbonyl, C.sub.3 -C.sub.7 N-cycloalkyl-C.sub.1 -C.sub.3 alkylaminocarbonyl C.sub.1 -C.sub.3 alkylamino, C.sub.1 -C.sub.3, di alkylaminocarbonyl alkoxy, alkylaminosulfonyl, di C.sub.1 -C.sub.3 alkylaminono, diC.sub.1 -C.sub.3 alkylaminosulfonyl, hydroxy C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkylcarbonyl, amino C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy C.sub.1 -C.sub.3 alkyl groupor, when R.sub.1 and R.sub.2 are each hydrogen, R.sub.3 can be hydroxy, hydroxycarbonyl C.sub.1 -C.sub.3 alkoxy or di C.sub.1 -C.sub.3 aminocarbonylalkoxy;or, when R.sub.1 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 cycloalkyl and R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl, R.sub.3 can also be halogen, trifluoromethyl, nitro, amino, aminosulfonyl, aminocarbonyl, C.sub.1 -C.sub.3 alkyl, carboxy or C.sub.1 -C.sub.3 alkoxycarbonyl; andR.sub.4 is hydrogen or, when R.sub.1 and R.sub.2 are each hydrogen and R.sub.3 is halogen or hydroxy, R.sub.4 can also be halogen, hydroxy or C.sub.1 -C.sub.3 alkoxy; or a nontoxic, pharmaceutically acceptable salt thereof. Also disclosed are pharmaceutical compositions comprising such compounds alone and in combination with dihydrofolic acid-reductase inhibitors. The compounds and compositions are useful for their inhibiting effect on bacteria, mycobacteria and plasmodia.

摘要翻译： 公开了通式为（I）的取代的双（4-氨基苯基） - 砜，其中R 1是氢，烷基或环烷基; 基团，R 2是氢或C 1 -C 3烷基，R 3是腈，C 1 -C 3烷基氨基羰基，C 2 -C 3烷基氨基羰基，C 3 -C 7 N-环烷基-C 1 -C 3烷基氨基羰基C 1 -C 3烷基氨基，C 1 -C 3，二烷基氨基羰基烷氧基， 烷基氨基磺酰基，二C1-C3烷基氨基亚氨基，二C1-C3烷基氨基磺酰基，羟基C1-C3烷基，C1-C3烷基羰基，氨基C1-C3烷基或C1-C3烷氧基C1-C3烷基，或当R1和R2各自为氢时，R3 可以是羟基，羟基羰基C1-C3烷氧基或二C1-C3氨基羰基烷氧基; 或者当R1是C1-C3烷基或C1-C3环烷基，R2是氢或C1-C3烷基时，R3也可以是卤素，三氟甲基，硝基，氨基，氨基磺酰基，氨基羰基，C1-C3烷基，羧基或C1-C3 烷氧基羰基 并且R 4是氢，或者当R 1和R 2各自为氢且R 3为卤素或羟基时，R 4也可以是卤素，羟基或C 1 -C 3烷氧基; 或其无毒的药学上可接受的盐。 还公开了单独包含这些化合物并与二氢叶酸还原酶抑制剂组合的药物组合物。 化合物和组合物可用于其对细菌，分枝杆菌和疟原虫的抑制作用。

公开(公告)号：US5084449A

公开(公告)日：1992-01-28

申请号：US623833

申请日：1990-12-07

申请人： Joachim K. Seydel ,  Helmut Pieper ,  Gerd Kruger ,  Klaus Noll ,  Johannes Keck ,  Uwe Lechner

发明人： Joachim K. Seydel ,  Helmut Pieper ,  Gerd Kruger ,  Klaus Noll ,  Johannes Keck ,  Uwe Lechner

IPC分类号： C12N9/99 ,  A61K31/135 ,  A61K31/165 ,  A61K31/24 ,  A61K31/275 ,  A61K31/505 ,  A61P31/04 ,  A61P33/00 ,  A61P43/00 ,  C07C67/00 ,  C07C205/26 ,  C07C205/34 ,  C07C313/00 ,  C07C315/04 ,  C07C317/36 ,  C07C317/48

CPC分类号： C07C205/34 ,  C07C205/26 ,  C07C317/00 ,  C07C323/00

摘要： Disclosed are substituted bis(4-aminophenyl-sulfonees of general formula ##STR1## wherein R.sub.1 is hydrogen, alkyl or cycloalkyl; group,R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl,R.sub.3 is nitrile, C.sub.1 -C.sub.3 alkylaminocarbonyl, di C.sub.1 -C.sub.3 alkylaminocarbonyl, C.sub.3 -C.sub.7 N-cycloalkyl-C.sub.1 -C.sub.3 alkylaminocarbonyl C.sub.1 -C.sub.3 alkylamino, C.sub.1 -C.sub.3, di alkylaminocarbonyl alkoxy, alkylaminosulfonyl, di C.sub.1 -C.sub.3 alkylaminono, diC.sub.1 -C.sub.3 alkylaminosulfonyl, hydroxy C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkylcarbonyl, amino C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy C.sub.1 -C.sub.3 alkyl groupor, when R.sub.1 and R.sub.2 are each hydrogen, R.sub.3 can be hydroxy, hydroxycarbonyl C.sub.1 -C.sub.3 alkoxy or di C.sub.1 -C.sub.3 aminocarbonylalkoxy;or, when R.sub.1 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 cycloalkyl and R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl, R.sub.3 can also be halogen, trifluoromethyl, nitro, amino, aminosulfonyl, aminocarbonyl, C.sub.1 -C.sub.3 alkylo, carboxy or C.sub.1 -C.sub.3 akoxycarbonyl; andR.sub.4 is hydrogen or, when R.sub.1 and R.sub.2 are each hydrogen and R.sub.3 is halogen or hydroxy, R.sub.4 can also be halogen, hydroxy or C.sub.1 -C.sub.3 alkoxy; or a nontoxic, pharmaceutically acceptable salt thereof. Also disclosed are pharmaceutical compositions comprising such compounds alone and in combination with dihydrofolic acid-reductage inhibitors. The compounds and compositions are useful for their inhibiting effect on bacteria, mycobacteria and plasmodia.

公开(公告)号：US4992430A

公开(公告)日：1991-02-12

申请号：US302158

申请日：1989-01-26

申请人： Joachim K. Seydel ,  Helmut Pieper ,  Gerd Kruger ,  Klaus Noll ,  Johannes Keck ,  Uwe Lechner

发明人： Joachim K. Seydel ,  Helmut Pieper ,  Gerd Kruger ,  Klaus Noll ,  Johannes Keck ,  Uwe Lechner

IPC分类号： C12N9/99 ,  A61K31/135 ,  A61K31/165 ,  A61K31/24 ,  A61K31/275 ,  A61K31/505 ,  A61P31/04 ,  A61P33/00 ,  A61P43/00 ,  C07C67/00 ,  C07C205/26 ,  C07C205/34 ,  C07C313/00 ,  C07C315/04 ,  C07C317/36 ,  C07C317/48

CPC分类号： C07C205/34 ,  C07C205/26 ,  C07C317/00 ,  C07C323/00

摘要： Disclosed are substituted bis(4-aminophenyl)-sulfones of general formula ##STR1## wherein R.sub.1 is hydrogen, alkyl or cycloalkyl; group,R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl,R.sub.3 is nitrile, C.sub.1 -C.sub.3 alkylaminocarbonyl, di C.sub.1 -C.sub.3 alkylaminocarbonyl, C.sub.3 -C.sub.7 N-cycloalkyl-C.sub.1 -C.sub.3 alkylaminocarbonyl C.sub.1 -C.sub.3 alkylamino, C.sub.1 -C.sub.3, di alkylaminocarbonyl alkoxy, alkylaminosulfonyl, di C.sub.1 -C.sub.3 alkylaminono, diC.sub.1 -C.sub.3 alkylaminosulfonyl, hydroxy C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkylcarbonyl, amino C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy C.sub.1 -C.sub.3 alkyl groupor, when R.sub.1 and R.sub.2 are each hydrogen, R.sub.3 can be hydroxy, hydroxycarbonyl C.sub.1 -C.sub.3 alkoxy or di C.sub.1 -C.sub.3 aminocarbonylalkoxy;or, when R.sub.1 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 cycloalkyl and R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl, R.sub.3 can also be halogen, trifluoromethyl, nitro, amino, aminosulfonyl, aminocarbonyl, C.sub.1 -C.sub.3 alkyl, carboxy or C.sub.1 -C.sub.3 alkoxycarbonyl; andR.sub.4 is hydrogen or, when R.sub.1 and R.sub.2 are each hydrogen and R.sub.3 is halogen or hydroxy, R.sub.4 can also be halogen, hydroxy or C.sub.1 -C.sub.3 alkoxy; or a nontoxic, pharmaceutically acceptable salt thereof. Also disclosed are pharmaceutical compositions comprising such compounds alone and in combination with dihydrofolic acid-reductase inhibitors. The compounds and compositions are useful for their inhibiting effect on bacteria, mycobacteria and plasmodia.

公开(公告)号：US4093734A

公开(公告)日：1978-06-06

申请号：US734818

申请日：1976-10-22

申请人： Gerd Kruger ,  Johannes Keck ,  Klaus Reinhold Noll ,  Helmut Pieper ,  Harald Ziegler ,  Helmut Ballhause ,  Joachim Kahling

发明人： Gerd Kruger ,  Johannes Keck ,  Klaus Reinhold Noll ,  Helmut Pieper ,  Harald Ziegler ,  Helmut Ballhause ,  Joachim Kahling

IPC分类号： C07D295/12 ,  A61K31/165 ,  A61K31/40 ,  A61K31/415 ,  A61K31/4402 ,  A61K31/4406 ,  A61K31/4409 ,  A61K31/4418 ,  A61K31/445 ,  A61K31/535 ,  A61K31/5375 ,  A61P1/04 ,  A61P1/08 ,  A61P25/24 ,  A61P25/26 ,  C07C237/30 ,  C07D207/09 ,  C07D211/26 ,  C07D211/56 ,  C07D211/58 ,  C07D213/40 ,  C07D213/75 ,  C07D233/30 ,  C07D295/13 ,  C07D453/02 ,  C07D207/44

CPC分类号： C07D213/40 ,  C07D207/09 ,  C07D211/26 ,  C07D211/56 ,  C07D233/30 ,  C07D295/13 ,  C07D453/02

摘要： Compounds of the formula ##STR1## wherein (A) WHEN THE AMINO-SUBSTITUENT IS IN THE P-POSITION WITH RESPECT TO THE CARBONYL GROUP,R.sub.1 is chlorine in the o-position with respect to the carbonyl group,R.sub.2 is hydrogen, andR.sub.3 is ethylamino, cyclopentylamino, cyclohexylamino, cycloheptylamino, N-methyl-cyclohexylamino, benzylamino or 1-ethyl-pyrrolidyl-(2)-aminomethyl, or(b) when the amino-substituent is in the o--, m-- or p-position with respect to the carbonyl group,R.sub.1 is hydrogen, chlorine or bromine,R.sub.2 is trifluoromethyl, nitro or, when R.sub.4 is 1-(alkyl of 1 to 3 carbon atoms)-pyrrolidyl or 1-(alkyl of 1 to 3 carbon atoms)-piperidyl, also fluorine, chlorine, bromine or methyl,R.sub.3 is (alkyl of 1 to 5 carbon atoms)-amino, (cycloalkyl of 3 to 7 carbon atoms)-amino, benzylamino, quinuclidinyl-amino or --NH--(CH.sub.2).sub.n --R.sub.4where R.sub.4 is pyridyl, 1-(alkyl of 1 to 3 carbon atoms)-pyrrolidyl, 1-(alkyl of 1 to 3 carbon atoms)-piperidyl or, when n is 2 or 3, also imidazolonyl, pyrrolidino, piperidino or morpholino, andn is 0, 1, 2 or 3,And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as anxiolytics, anticonvulsives, antiemetics and antiulcerogenics.

摘要翻译： 式（A）的化合物其中（A）当氨基取代基位于与碳组相对位置时，R 1为相对于羰基的o位置的氯，R 2为氢，R 3为 是乙基氨基，环戊基氨基，环己基氨基，环庚基氨基，N-甲基 - 环己基氨基，苄基氨基或1-乙基 - 吡咯烷基 - （2） - 氨基甲基，或（B）当氨基取代基位于O-， 对于羰基，R1是氢，氯或溴，R2是三氟甲基，硝基，或当R4是1-（1至3个碳原子的烷基） - 吡咯烷基或1-（1至3个碳原子的烷基）时， - 哌啶基，氟，氯，溴或甲基，R3是（碳原子数1〜5的烷基） - 氨基，（3〜7个碳原子的环烷基） - 氨基，苄基氨基，奎宁环基 - 氨基或-NH-（CH2） n-R4，其中R4是吡啶基，1-（1至3个碳原子的烷基） - 吡咯烷基，1-（1至3个碳原子的烷基） - 哌啶基，或当n是2或3时，也是咪唑啉基，吡咯烷子基，哌啶子基 或mor pholino和N IS 0,1,2或3，以及非毒性，药理学上可接受的酸添加量; 化合物作为它们的有效的有用的ANXIOLYTICS，ANTICONVULSIVES，抗原和抗生素。

公开(公告)号：US4073942A

公开(公告)日：1978-02-14

申请号：US635220

申请日：1975-11-25

申请人： Johannes Keck ,  Sigfrid Puschmann ,  Gerd Kruger ,  Klaus-Reinhold Noll ,  Matyas Leitold ,  Helmut Pieper

发明人： Johannes Keck ,  Sigfrid Puschmann ,  Gerd Kruger ,  Klaus-Reinhold Noll ,  Matyas Leitold ,  Helmut Pieper

IPC分类号： A61K31/135 ,  C07C87/29

CPC分类号： A61K31/135 ,  Y10S514/849 ,  Y10S514/925

摘要： Compounds of the formula ##STR1## wherein X is chlorine or bromine;R.sub.1 is hydrogen, chlorine or bromine;R.sub.2 is isopropyl; tert.butyl; tert.pentyl; mono-, di- or tri-hydroxy-substituted branched alkyl of 3 to 5 carbon atoms; cyclohexyl; or hydroxycyclohexyl; andR.sub.3 is alkyl of 1 to 4 carbon atoms or, when R.sub.2 is other than cyclohexyl, also hydrogen;And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as secretolytics, antitussives, anti-ulcerogenics and stimulants for the production of the surfactant or anti-atelectasis factor of the alveoli.

摘要翻译： 其中X是氯或溴的式“IMAGE”的化合物; R1是氢，氯或溴; R2是异丙基; 叔丁基 叔戊基 3至5个碳原子的单，二或三羟基取代的支链烷基; 环己基 或羟基环己基; 并且R 3是1至4个碳原子的烷基，或者当R 2不是环己基时，也是氢; 和非毒性，药理学上可接受的酸添加量; 该化合物作为其生物利用作为秘密，抗生素，抗生素和抗生素用于生产ALVEOLI的表面活性剂或抗原决定因子。