公开(公告)号：US4442295A

公开(公告)日：1984-04-10

申请号：US288077

申请日：1981-07-29

申请人： Helmut Michel ,  Wolfgang Kampe ,  Roland Ofenloch

发明人： Helmut Michel ,  Wolfgang Kampe ,  Roland Ofenloch

IPC分类号： A61K31/40 ,  A61K31/403 ,  A61K31/404 ,  A61P9/00 ,  C07D209/12 ,  C07D209/14 ,  C07D209/42 ,  C07D209/43 ,  C07D405/12 ,  C07D209/04

CPC分类号： C07D405/12 ,  C07D209/12 ,  C07D209/14 ,  C07D209/42

摘要： The present invention provides indole derivatives of the general formula: ##STR1## wherein R.sub.1 is a hydrogen atom, an aralkyl radical or a radical of the general formula: ##STR2## in which B is a reactive group or, together with R.sub.5, represents a valency bond, and R.sub.5 is a hydrogen atom or an aliphatic or aromatic acyl radical, R.sub.2 is a hydrogen atom or a lower alkyl radical, R.sub.3 is a hydrogen atom, a methyl radical or a --CH.sub.2 --O--R.sub.5 radical, R.sub.5 having the same meaning as above, and R.sub.4 is an aminocarbonyl, cyano, oximinomethyl, formyl, hydroxymethyl or lower alkoxycarbimidoyl radical, with the proviso that R.sub.1 is not an aralkyl radical when R.sub.4 is a formyl radical. The present invention also provides processes for the preparation of these compounds. Furthermore, the present invention is concerned with the use of these compounds for the preparation of compounds with a heart and circulatory activity.

摘要翻译： 本发明提供以下通式的吲哚衍生物：其中R 1是氢原子，芳烷基或具有以下通式的基团：其中B是反应性基团，或与R 5一起 表示价键，R5表示氢原子或脂肪族或芳香族酰基，R2表示氢原子或低级烷基，R3表示氢原子，甲基或-CH2-O-R5基， R5具有与上述相同的含义，R4是氨基羰基，氰基，肟基甲基，甲酰基，羟甲基或低级烷氧基甲脒基，条件是当R 4是甲酰基时，R 1不是芳烷基。 本发明还提供了这些化合物的制备方法。 此外，本发明涉及这些化合物用于制备具有心脏和循环活性的化合物的用途。

公开(公告)号：US4468520A

公开(公告)日：1984-08-28

申请号：US288075

申请日：1981-07-29

申请人： Helmut Michel ,  Wolfgang Kampe ,  Roland Ofenloch ,  Karl Dietmann ,  Gisbert Sponer

发明人： Helmut Michel ,  Wolfgang Kampe ,  Roland Ofenloch ,  Karl Dietmann ,  Gisbert Sponer

IPC分类号： C07D209/12 ,  A61K31/40 ,  A61K31/403 ,  A61K31/404 ,  A61P9/00 ,  C07D209/08 ,  C07D209/42 ,  C07D209/43 ,  C07D209/04

CPC分类号： C07D209/08

摘要： The present invention provides aminopropanol derivatives of the general formula: ##STR1## wherein R.sub.1 is a hydrogen atom or a lower alkanoyl or an aroyl radical, R.sub.2 is a lower alkyl radical or a radical of the general formula: ##STR2## wherein X is a valency bond, a methylene group or an oxygen or sulphur atom, Ar is a monocyclic, carbo- or heterocyclic aryl radical, R.sub.6 and R.sub.7, which can be the same or different, are hydrogen atoms or lower alkyl radicals, R.sub.8 and R.sub.9, which can be the same or different, are hydrogen or halogen atoms, hydroxyl groups, lower alkanoyl radicals, alkenyl radicals, alkynyl radicals, alkyl radicals, lower alkoxy radicals, aralkoxy radicals, alkenyloxy radicals, alkynyloxy radicals, lower alkylthio radicals, aminocarbonyl radicals, aminosulphonyl radicals or acylamino radicals; or R.sub.2 is a 1,4-benzodioxan-2-ylmethyl radical, R'.sub.2 is a hydrogen atom or a benzyl radical, R.sub.3 is a carboxyl group or a lower alkoxycarbonyl, aminocarbonyl, cyano, oximinomethyl, formyl, hydroxymethyl or lower alkoxycarbimidoyl radical, R.sub.4 is a hydrogen atom or a lower alkyl radical or a --CH.sub.2 --O--R.sub.1 radical, R.sub.1 having the same meaning as above, and R.sub.5 is a hydrogen atom or a lower alkyl radical; the optionally-active forms and racemates thereof and the pharmacologically acceptable salts thereof. The present invention also provides processes for the preparation of these compounds and pharmaceutical compositions containing them. Furthermore, the present invention is concerned with the use of these compounds for the prophylaxis and treatment of heart and circulatory diseases.

摘要翻译： 本发明提供以下通式的氨基丙醇衍生物：其中R1是氢原子或低级烷酰基或芳酰基，R2是低级烷基或通式如下的基团：其中 X是价键，亚甲基或氧或硫原子，Ar是单环，碳或杂环芳基，R6和R7可以相同或不同，是氢原子或低级烷基，R8和 R9可相同或不同，为氢或卤原子，羟基，低级烷酰基，烯基，炔基，烷基，低级烷氧基，芳烷氧基，烯氧基，炔氧基，低级烷硫基，氨基羰基 自由基，氨基磺酰基或酰氨基; 或R 2为1,4-苯并二恶烷-2-基甲基，R'2为氢原子或苄基，R 3为羧基或低级烷氧基羰基，氨基羰基，氰基，肟基甲基，甲酰基，羟甲基或低级烷氧基甲脒基 R4是氢原子或低级烷基或-CH2-O-R1基，R1具有与上述相同的含义，R 5是氢原子或低级烷基; 其任选活性形式和外消旋物及其药理学上可接受的盐。 本发明还提供了制备这些化合物的方法和含有它们的药物组合物。 此外，本发明涉及这些化合物用于预防和治疗心脏和循环系统疾病的用途。

公开(公告)号：US4824965A

公开(公告)日：1989-04-25

申请号：US136834

申请日：1987-12-22

申请人： Helmut Michel ,  Roland Ofenloch

发明人： Helmut Michel ,  Roland Ofenloch

IPC分类号： A61K31/403 ,  A61K31/404 ,  A61K31/405 ,  A61P9/08 ,  A61P9/10 ,  A61P25/02 ,  C07D209/08 ,  C07D209/42

CPC分类号： C07D209/08 ,  C07D209/42

摘要： The present invention provides a process for the preparation of 4-hydroxyindole derivatives of the general formula: ##STR1## in which R.sub.1 is a hydrogen atom or an alkyl radical containing up to 6 carbon atoms and R.sub.2 is a hydrogen atom or an alkyl radical containing up to 6 carbon atoms, wherein a compound of the general formula: ##STR2## in which R.sub.2 has the same meaning as above, is reacted with a compound of the general formula:R.sub.3 --CH.sub.2 --CO--COOR.sub.1 (III)in which R.sub.1 has the same meaning as above and R.sub.3 is a reactive residue, to give a 2-(2-imino-6-oxocyclohexylidene)-propionic acid derivative of the general formula: ##STR3## in which R.sub.1, R.sub.2 and R.sub.3 have the same meanings as above, which is then cyclized in known manner to give a compound of the general formula: in which R.sub.1 and R.sub.2 have the same meanings as above, which is subsequently dehydrated.The present invention also provides new 4-hydroxyindoles of the general formula (I'), as well as new 4-oxoindoles of general formula (IV).

摘要翻译： 本发明提供一种制备下列通式的4-羟基吲哚衍生物的方法：其中R1是氢原子或含有至多6个碳原子的烷基，R2是氢原子或 含有至多6个碳原子的烷基，其中通式为：其中R 2具有与上述相同的通式的化合物与下列通式的化合物反应：R3-CH2-CO-COOR1 （III），其中R1具有与上述相同的含义，R3是反应性残基，得到通式如下的2-（2-亚氨基-6-氧代亚环己基） - 丙酸衍生物：其中 R 1，R 2和R 3具有与上述相同的含义，然后以已知方式环化，得到通式如下的化合物：其中R 1和R 2具有与上述相同的含义，随后脱水 。 本发明还提供了通式（I'）的新的4-羟基吲哚以及通式（IV）的新的4-氧代吲哚。

公开(公告)号：US4736043A

公开(公告)日：1988-04-05

申请号：US438663

申请日：1982-11-02

申请人： Helmut Michel ,  Roland Ofenloch

发明人： Helmut Michel ,  Roland Ofenloch

IPC分类号： A61K31/403 ,  A61K31/404 ,  A61K31/405 ,  A61P9/08 ,  A61P9/10 ,  A61P25/02 ,  C07D209/08 ,  C07D209/42

CPC分类号： C07D209/08 ,  C07D209/42

摘要： The present invention provides a process for the preparation of 4-hydroxyindole derivatives of the general formula: ##STR1## in which R.sub.1 is a hydrogen atom or an alkyl radical containing up to 6 carbon atoms and R.sub.2 is a hydrogen atom or an alkyl radical containing up to 6 carbon atoms, wherein a compound of the general formula: ##STR2## in which R.sub.2 has the same meaning as above, is reacted with a compound of the general formula:R.sub.3 --CH.sub.2 --CO--COOR.sub.1 (III)in which R.sub.1 has the same meaning as above and R.sub.3 is a reactive residue, to give a 2-(2-imino-6-oxocyclohexylidene)-propionic acid derivative of the general formula: ##STR3## in which R.sub.1, R.sub.2 and R.sub.3 have the same meanings as above, which is then cyclized in known manner to give a compound of the general formula: ##STR4## in which R.sub.1 and R.sub.2 have the same meaning as above, which is subsequently dehydrated.The present invention also provides new 4-hydroxyindoles of general formula (I'), as well as new 4-Oxo-4,5,6,7-tetrahydroindoles of general formula (IV).

摘要翻译： 本发明提供一种制备下列通式的4-羟基吲哚衍生物的方法：其中R1是氢原子或含有至多6个碳原子的烷基，R2是氢原子或 含有至多6个碳原子的烷基，其中通式为：其中R 2具有与上述相同的通式的化合物与下列通式的化合物反应：R3-CH2-CO-COOR1 （III），其中R1具有与上述相同的含义，R3是反应性残基，得到通式如下的2-（2-亚氨基-6-氧代亚环己基） - 丙酸衍生物：其中 R 1，R 2和R 3具有与上述相同的含义，然后以已知的方式环化，得到通式如下的化合物：其中R 1和R 2具有与上述相同的含义，随后脱水 。 本发明还提供了通式（I'）的新的4-羟基吲哚以及通式（IV）的新的4-氧代-4,5,6,7-四氢吲哚。