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：US3956492A

公开(公告)日：1976-05-11

申请号：US532069

申请日：1974-12-12

申请人： Helmut Pieper ,  Gerd Kruger ,  Johannes Keck ,  Klaus-Reinhold Noll ,  Joachim Kaehling

发明人： Helmut Pieper ,  Gerd Kruger ,  Johannes Keck ,  Klaus-Reinhold Noll ,  Joachim Kaehling

IPC分类号： A61K31/33 ,  A61K31/495 ,  A61K31/535 ,  A61K31/54

摘要： Pharmaceutical dosage unit compositions containing as an active ingredient a compound of the formula ##SPC1##WhereinR.sub.1 and R.sub.2, which may be identical to or different from each other, are each hydrogen, cycloalkyl, phenyl, --A--YwhereinA is alkyl of 1 to 5 carbon atoms or alkenyl of 1 to 5 carbon atoms, andY is furyl, dialkylamino, hydroxyl, carbalkoxy or carbamido,Or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino, hexamethyleneimino, morpholino, thiomorpholino, thiomorpholino-S-oxide or N'-alkylpiperazino,R.sub.3 is halogen, nitro or trifluoromethyl,R.sub.4 is hydrogen, halogen or trifluoromethyl, andR.sub.5 is hydrogen, alkyl, cycloalkyl-methyl, alkylamino-alkyl, dialkylamino-alkyl or trifluoromethyl-alkyl;And a method of using the same as sedatives, tranquilizers, muscle-relaxants and anticonvulsives.

摘要翻译： 含有作为活性成分的式WHEREIN R1和R2彼此相同或不同的化合物的药物剂量单位组合物各自为氢，环烷基，苯基，其中A为1至5个碳原子的烷基 或1至5个碳原子的链烯基，Y是呋喃基，二烷基氨基，羟基，烷氧羰基或氨基甲酰基，或者与其它任何其它的氮原子一起形成吡啶并吡咯烷酮，哌啶，异丙基苯胺，吗啉，噻唑啉， N-氧化物或N-烷基哌嗪基，R3是卤素，硝基或三氟甲基，R4是氢，卤素或三氟甲基，R5是氢，烷基，环烷基 - 甲基，烷基氨基 - 烷基，二烷基氨基 - 烷基或三氟甲基 - 烷基; 以及将其用作SEDATIVES，TRANQUILIZERS，MUSCLE-RELAXANTS和ANTICONVULSIVES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：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：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。