公开(公告)号：US4113777A

公开(公告)日：1978-09-12

申请号：US812325

申请日：1977-07-01

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 ,  C07C87/28

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

摘要： Compounds of the formula ##STR1## wherein X and R.sub.1 are each 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 antiatelectasis factor of the alveoli.

摘要翻译： 其中X和R 1各自为氯或溴的式“IMAGE”的化合物; 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; 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。

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。

公开(公告)号：US4006246A

公开(公告)日：1977-02-01

申请号：US649481

申请日：1976-01-15

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

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

IPC分类号： A61K31/135 ,  A61K31/19 ,  A61K31/24

CPC分类号： A61K31/19 ,  A61K31/135

摘要： Pharmaceutical dosage unit compositions containing as an active ingredient a compound of the formula ##STR1## wherein R.sub.1 is hydrogen, lower alkanoyl, benzoyl or halobenzoyl,R.sub.2 is hydrogen, chlorine or bromine,R.sub.3 is carboxyl or lower carbalkoxy, andR.sub.4 and R.sub.5 are each hydrogen, alkyl of 1 to 5 carbon atoms, mono- or di-hydroxy-(alkyl of 1 to 5 carbon atoms), alkenyl or 2 to 4 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, mono- or di-hydroxy-(cycloalkyl of 5 to 7 carbon atoms) or benzyl,Or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same as anti-ulcerogenics, secretolytics, antitussives, and stimulants of the production of the surfactant or antiatelectasis factor of the alveoli.

摘要翻译： 含有下式化合物作为活性成分的药物剂量单位组合物，其中R 1是氢，低级烷酰基，苯甲酰基或卤代苯甲酰基，R 2是氢，氯或溴，R 3是羧基或低级烷氧羰基，R 4和R 5各自是 氢，1至5个碳原子的烷基，一或二羟基 - （1至5个碳原子的烷基），烯基或2至4个碳原子，5至7个碳原子的环烷基，一或二羟基 - （5至7个碳原子的环烷基）或苄基，或非毒性，药理学上可接受的酸添加盐; 以及使用它们作为抗生素，秘密，抗生素和生物活性物质的抗生素或抗原决定因子的方法。

公开(公告)号：US4101671A

公开(公告)日：1978-07-18

申请号：US780903

申请日：1977-03-24

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

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

IPC分类号： A61K31/135 ,  A61K31/19 ,  C07D221/24 ,  C07D295/135 ,  C07C87/28

CPC分类号： C07D295/135 ,  A61K31/135 ,  A61K31/19 ,  C07D221/24

摘要： Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or aliphatic or aromatic carboxylic acyl,R.sub.2 is hydrogen, chlorine or bromine,R.sub.3 is fluorine, alkyl of 1 to 4 carbon atoms, trifluoromethyl, cyano, carbamoyl, carboxyl, carbalkoxy, alkoxy, acetyl, 1-hydroxyethyl or ##STR2## where R.sub.6 and R.sub.7 are each alkyl, cycloalkyl, hydroxy-cycloalkyl or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino or morpholino, andR.sub.4 and R.sub.5 are each hydrogen, alkyl of 1 to 5 carbon atoms, mono- or di-hydroxy (alkyl of 1 to 5 carbon atoms), alkenyl of 2 to 4 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, mono- or di-hydroxy (cycloalkyl of 5 to 7 carbon atoms), benzyl, morpholinocarbonylmethyl or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino, hexamethyleneimino, morpholino, N-methyl-piperazino or camphidino,Provided, however, that when R.sub.3 is carboxyl or carbalkoxy, R.sub.4 and R.sub.5 are other than hydrogen, alkyl, mono- or di-hydroxyalkyl, alkenyl, cycloalkyl, mono- or di-hydroxy-cycloalkyl or benzyl; and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as anti-ulcerogenics.

摘要翻译： 其中R 1是氢或脂族或芳族羧酰基，R 2是氢，氯或溴，R 3是氟，1-4个碳原子的烷基，三氟甲基，氰基，氨基甲酰基，羧基，烷氧基，烷氧基， 乙酰基，1-羟乙基或者其中R 6和R 7各自为烷基，环烷基，羟基 - 环烷基，或彼此连接的氮原子，与它们相连的氮原子，吡咯烷子基，哌啶子基或吗啉代，R 4和R 5各自为 氢，1至5个碳原子的烷基，一或二羟基（1至5个碳原子的烷基），2至4个碳原子的烯基，5至7个碳原子的环烷基，一或二羟基（环烷基 5至7个碳原子），苄基，吗啉代羰基甲基或彼此连接的氮原子，吡咯烷基，哌啶子基，六亚甲基亚氨基，吗啉代，N-甲基 - 哌嗪子基或樟脑酸，提供，但是当R3 是羧基或烷氧基，R4和R5不同于氢 烷基，单 - 或二 - 羟基烷基，烯基，环烷基，单 - 或二 - 羟基 - 环烷基或苄基; 和无毒的，药学上可接受的酸加成盐。 化合物及其盐可用作抗溃疡发生剂。

公开(公告)号：USRE29628E

公开(公告)日：1978-05-09

申请号：US746954

申请日：1976-12-02

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

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

IPC分类号： A61K31/135 ,  A61K31/19 ,  C07D221/24

CPC分类号： A61K31/19 ,  A61K31/135 ,  C07D221/24

摘要： Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or aliphatic or aromatic carboxylic acyl,R.sub.2 is hydrogen, chlorine or bromine,R.sub.3 is fluorine, alkyl of 1 to 4 carbon atoms, trifluoromethyl, cyano, carbamoyl, carboxyl, carbalkoxy, alkoxy, acetyl, 1-hydroxyethyl or ##STR2## where R.sub.6 and R.sub.7 are each alkyl, cycloalkyl, hydroxy-cycloalkyl or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino or morpholino, andR.sub.4 and R.sub.5 are each hydrogen, alkyl of 1 to 5 carbon atoms, mono- or di-hydroxy (alkyl of 1 to 5 carbon atoms), alkenyl of 2 to 4 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, mono- or di-hydroxy(cycloalkyl of 5 to 7 carbon atoms), benzyl, morpholinocarbonylmethyl or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino, hexamethyleneimino, morpholino, N-methyl-piperazino or camphidino, and non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as anti-ulcerogenics, secretolytics, .[.antitussive,.]. .Iadd.antitussives .Iaddend.and stimulants of the production of the surfactant or antiatelectasis factor of the alveoli.

公开(公告)号：US3950393A

公开(公告)日：1976-04-13

申请号：US458099

申请日：1974-04-05

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

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

IPC分类号： C07C211/52 ,  A61K31/135 ,  A61K31/19 ,  C07C209/10 ,  C07C209/50 ,  C07C209/62 ,  C07C209/74 ,  C07C211/29 ,  C07C211/49 ,  C07C211/53 ,  C07C221/00 ,  C07C225/22 ,  C07C231/12 ,  C07C233/43 ,  C07C255/58 ,  C07D221/24 ,  C07D295/135 ,  C07C101/48 ,  C07C101/68

CPC分类号： C07D295/135 ,  A61K31/135 ,  A61K31/19 ,  C07D221/24 ,  Y10S514/849

摘要： Compounds of the formula ##SPC1##WhereinR.sub.1 is hydrogen or aliphatic or aromatic carboxylic acyl,R.sub.2 is hydrogen, chlorine or bromine,R.sub.3 is fluorine, alkyl of 1 to 4 carbon atoms, trifluoromethyl, cyano, carbamoyl, carboxyl, carbalkoxy, alkoxy, acetyl, 1-hydroxyethyl or ##EQU1## where R.sub.6 and R.sub.7 are each alkyl, cycloalkyl, hydroxy-cycloalkyl or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino or morpholino, andR.sub.4 and R.sub.5 are each hydrogen, alkyl of 1 to 5 carbon atoms, mono- or di-hydroxy (alkyl of 1 to 5 carbon atoms), alkenyl of 2 to 4 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, mono- or di-hydroxy(cycloalkyl of 5 to 7 carbon atoms), benzyl, morpholinocarbonylmethyl or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino, hexamethyleneimino, morpholino, N-methyl-piperazino or camphidino,And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as anti-ulcergenics, secretolytics, antitussive, and stimulants of the production of the surfactant or antiatelectasis factor of the alveoli.

摘要翻译： 式WHEREIN R 1的化合物是氢或脂族或芳族羧酸酰基，R 2是氢，氯或溴，R 3是氟，1至4个碳原子的烷基，三氟甲基，氰基，氨基甲酰基，羧基，烷氧基，烷氧基，乙酰基， 羟乙基或R6 -CH2-N ANGLE R7，其中R6和R7各自为烷基，环烷基，羟基 - 环烷基或彼此连接的氮原子，吡咯烷基，哌啶子基或吗啉代，R4和R5各自为 氢，1至5个碳原子的烷基，一或二羟基（1至5个碳原子的烷基），2至4个碳原子的烯基，5至7个碳原子的环烷基，一或二羟基（环烷基 5至7个碳原子），苄基，吗啉代羰基甲基或彼此连接的氮原子，吡咯烷基，哌啶子基，六亚甲基亚氨基，吗啉代，N-甲基哌嗪基或卡宾多，以及非毒性，药理学上可接受的 其添加量： 化合物作为其生物利用作为抗生素，秘密，抗生素和生物活性成分或抗生素因子的有效途径。

公开(公告)号：US3993778A

公开(公告)日：1976-11-23

申请号：US561860

申请日：1975-03-25

申请人： Johannes Keck ,  Matyas Leitold ,  Sigfrid Puschmann ,  Gerd Kruger

发明人： Johannes Keck ,  Matyas Leitold ,  Sigfrid Puschmann ,  Gerd Kruger

IPC分类号： A61K31/135

CPC分类号： A61K31/135

摘要： Pharmaceutical compositions containing as an active ingredient an N-(hydroxy-cyclohexyl)-benzylamine of the formula ##SPC1##Wherein R.sub.1 is hydrogen or methyl, or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same as anti-ulcerogenics.

摘要翻译： 含有式WHEREIN R1的N-（羟基 - 环己基） - 苄胺作为活性成分的药物组合物是氢或甲基，或其无毒的药学上可接受的酸加成盐; 以及将其用作抗溃疡发生剂的方法。

公开(公告)号：US4021557A

公开(公告)日：1977-05-03

申请号：US570805

申请日：1975-04-23

申请人： Gunther Schmidt ,  Gunther Engelhardt ,  Sigfrid Puschmann

发明人： Gunther Schmidt ,  Gunther Engelhardt ,  Sigfrid Puschmann

IPC分类号： C07D243/38 ,  A61K31/00 ,  A61P11/08 ,  A61P11/10 ,  C07D471/04 ,  C07D487/04

CPC分类号： C07D471/04 ,  C07D487/04

摘要： Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, straight or branched alkyl of 1 to 3 carbon atoms or benzyl,R.sub.2 is straight or branched alkyl of 1 to 3 carbon atoms, orR.sub.1 and R.sub.2, together with each other and the nitrogen atom to which they are attached, are pyrrolidino, piperidino or hexamethyleneimino,A and B are each nitrogen or methylidenyl (=CH-), but other than both nitrogen or methylidenyl at the same time, andn is 2 or 3,And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as the salts are useful as bronchospasmolytics.

摘要翻译： 其中R 1为氢，1至3个碳原子的直链或支链烷基或苄基，R2为具有1至3个碳原子的直链或支链烷基，或R 1和R 2，彼此和氮 它们所连接的原子是吡咯烷子基，哌啶子基或六亚甲基亚氨基，A和B各自同时为氮或亚甲基（= CH-），但不包括氮或亚甲基，N和N为2或3， 毒性，药理学上可接受的酸添加量; 化合物作为BRONCHOSPASMOLYTICS有用的销售。

公开(公告)号：US4167570A

公开(公告)日：1979-09-11

申请号：US837578

申请日：1977-09-28

申请人： Gunther Schmidt ,  Sigfrid Puschmann ,  Gunther Engelhardt

发明人： Gunther Schmidt ,  Sigfrid Puschmann ,  Gunther Engelhardt

IPC分类号： A61K31/55 ,  A61K31/551 ,  A61P11/08 ,  A61P11/10 ,  C07D213/80 ,  C07D471/04

CPC分类号： C07D213/80 ,  C07D471/04 ,  Y10S514/826 ,  Y10S514/959 ,  Y10S514/962 ,  Y10S514/966

摘要： Compounds of the formula ##STR1## wherein R.sub.1 --is hydrogen, alkyl of 1 to 6 carbon atoms or benzyl;R.sub.2 --is alkyl of 1 to 6 carbon atoms, cycloalkyl of 5 to 7 carbon atoms or, together with R.sub.1 and the adjacent nitrogen atom, pyrrolidino, piperidino, hexamethyleneimino, morpholino or N'-methyl-piperazino, where each of the heterocycles may have one or two alkyl of 1 to 3 carbon atoms or one or two methoxy substituents attached thereto;R.sub.3,--r.sub.4 and R.sub.5 are each hydrogen or methyl;R.sub.6 --is alkyl of 1 to 4 carbon atoms; andA--is alkylene of 2 to 4 carbon atoms;And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as bronchospasmolytics and bronchosecretolytics.

摘要翻译： 其中R 1是氢，1至6个碳原子的烷基或苄基的式IMAMA的化合物; R 2 - 为1至6个碳原子的烷基，5至7个碳原子的环烷基，或与R 1和相邻氮原子一起为吡咯烷子基，哌啶子基，六亚甲基亚氨基，吗啉代或N'-甲基哌嗪子基，其中每个杂环可以 具有一个或两个具有1至3个碳原子的烷基或与其连接的一个或两个甲氧基取代基; R3，-R4和R5各自为氢或甲基; R6是1-4个碳原子的烷基; 且A为2至4个碳原子的亚烷基; 和非毒性，药理学上可接受的酸添加量; 化合物作为其生物利用作为BRONCHOSPASMOLYTICS和BRONCHOSECRETOLYTICS有用。