公开(公告)号：US3959281A

公开(公告)日：1976-05-25

申请号：US166600

申请日：1971-07-27

申请人： Rudi Beyerle ,  Adolf Stachel, deceased ,  Ingeburg Lydia Katharina Stachel, heiress ,  Rolf-Eberhard Nitz ,  Klaus Resag ,  Eckhard Schraven

发明人： Rudi Beyerle ,  Adolf Stachel, deceased ,  Ingeburg Lydia Katharina Stachel, heiress ,  Rolf-Eberhard Nitz ,  Klaus Resag ,  Eckhard Schraven

IPC分类号： C07D311/16 ,  C07D405/10 ,  C07D405/06

CPC分类号： C07D311/16 ,  Y10S514/929

摘要： The present invention relates to new coumarin compounds useful as coronary dilators and having the formula ##SPC1##Or the hydrochloric acid addition salts thereof, and to methods of preparing same either by acylating, in the presence of acid-binding agents, if desired, coumarin derivatives having the formula ##SPC2##With acylating agents selected from the group consisting of alkoxybenzoic acid having the formula ##SPC3##And functional derivatives thereof, or by condensing, in the presence of acid-binding agents, if desired, coumarin derivatives having the formula ##SPC4##With an amine having the formula RH, wherein R is piperazino which is free of acyloxy groups and is bound via a nitrogen atom; R.sub.1 is selected from the group consisting of alkyl radicals having 1-4 carbon atoms and phenyl; R.sub.2 is selected from the group consisting of 5,7-, 6,7- and 7,8-positioned alkoxy groups having 1-4 carbon atoms; R.sub.3 is selected from alkoxy groups having 1-4 carbon atoms; R.sub.4 is selected from the group consisting of chlorine and bromine; R' is piperazino which is free of hydroxy groups and is bound via a nitrogen group; and m is selected from the group consisting of 1, 2, and 3.

摘要翻译： 本发明涉及可用作冠状动脉扩张器并具有式OR或其盐酸加入盐的新型香豆素化合物，以及在酸结合剂存在下，如果需要，通过进行ACYLATING，或其制备方法，具有这些化合物的盐酸衍生物 具有选自具有其配体和功能衍生物的烷氧基酸的组的组合物，或通过酸性粘合剂存在时，如果所希望的，具有配方的氨基酸的氨基酸衍生物与具有公式RH的胺，其中 R是不含酰氧基并经氮原子结合的哌嗪基; R1选自具有1-4个碳原子的烷基和苯基; R2选自具有1-4个碳原子的5,7-，6,7和7,8位置的烷氧基; R3选自具有1-4个碳原子的烷氧基; R4选自氯和溴; R'是不含羟基并通过氮基键合的哌嗪子基; 并且m选自1,2和3。

公开(公告)号：US3940406A

公开(公告)日：1976-02-24

申请号：US362567

申请日：1973-05-21

申请人： Thomas Raabe ,  Josef Scholtholt ,  Rolf-Eberhard Nitz

发明人： Thomas Raabe ,  Josef Scholtholt ,  Rolf-Eberhard Nitz

IPC分类号： C07D213/30 ,  A61K31/4406 ,  C07D213/38 ,  C07D213/50 ,  C07D303/24 ,  C07D413/06 ,  C07D213/36 ,  C07D213/40

CPC分类号： C07D303/24 ,  C07D213/38 ,  C07D213/50

摘要： The present invention relates to pharmacologically valuable new derivatives of 1-phenoxy-3-amino-propane-2-ol and process for their production. The new derivatives of 1-phenoxy-3-amino-propane-2-ol are suitable for the treatment and prophylaxis of diseases of the heart. Some possess pronounced .beta.-adrenalytic or anti-arythmic properties. These new derivatives have the structural formula ##SPC1##Wherein X signifies ##SPC2##And the phenyl nucleus I may be mono-, di- or trisubstituted by alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, alkoxy, alkenyloxy, phenyl, halogen or the radical --NR.sub.1 R.sub.2, in which R.sub.1 stands for alkyl or acyl and R.sub.2 for hydrogen or alkyl, together with their aldehyde condensation products and their acid addition salts.

摘要翻译： 本发明涉及1-苯氧基-3-氨基丙烷-2-醇的药理学有价值的新衍生物及其生产方法。 1-苯氧基-3-氨基 - 丙烷-2-醇的新衍生物适用于治疗和预防心脏疾病。 一些具有显着的β-去肾上腺素或抗-Arcional性质。 这些新衍生物具有结构式X表示，而苯基核I可以被烷基，烯基，炔基，环烷基，环烯基，烷氧基，烯氧基，苯基，卤素或基团-NR1R2单，二或三取代，其中 R1代表烷基或酰基，R2代表氢或烷基，以及它们的醛缩合产物及其酸加成盐。

公开(公告)号：US4020071A

公开(公告)日：1977-04-26

申请号：US531324

申请日：1974-12-10

申请人： Thomas Raabe ,  Otto Grawinger ,  Josef Scholtholt ,  Rolf-Eberhard Nitz ,  Eckhard Schraven

发明人： Thomas Raabe ,  Otto Grawinger ,  Josef Scholtholt ,  Rolf-Eberhard Nitz ,  Eckhard Schraven

IPC分类号： C07D239/26 ,  C07D303/22 ,  C07D303/24 ,  C07D239/06

CPC分类号： C07D303/22 ,  C07D239/26 ,  C07D303/24 ,  Y10S514/821

摘要： The present invention relates to new pharmacologically valuable derivatives of 1-phenoxy-3-amino-propan-2-ol having the formula ##STR1## and the aldehyde condensation products and acid addition salts thereof wherein X is selected from the group consisting of ##STR2## wherein the phenyl ring I may have attached to it up to three similar or different substituents selected from the group consisting of alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, alkoxy, alkenyloxy, alkinyloxy, benzyloxy, phenyl, halogen and --NR.sub.1 R.sub.2, wherein R.sub.1 is selected from alkyl and acyl, and R.sub.2 is selected from hydrogen and alkyl; and to the production thereof by a method selected from (A) reacting 1-phenoxy-3-amino-propan-2-ol having the formula ##STR3## with a compound having the formula Y-X, wherein X has the above-defined meaning and Y is selected from halogen, --OH, --OK or --ONa; (B) reacting a compound of the formula ##STR4## with a compound of the formula H.sub.2 N--X, wherein X has the above-defined meaning and Z is selected from ##STR5## and ##STR6## (C) reacting a phenol ##STR7## wherein X and Z have the meaning defined above.

摘要翻译： 本发明涉及具有下式的1-苯氧基-3-氨基 - 丙-2-醇的新药理学上有价值的衍生物及其醛缩合产物及其酸加成盐，其中X选自和，其中苯环I可以连接至多至三个相似或不同的选自烷基，烯基，炔基，环烷基，环烯基，烷氧基，烯氧基，烷氧基，苄氧基，苯基，卤素和 -NR1R2，其中R1选自烷基和酰基，R2选自氢和烷基; 并且通过选自（A）使具有式“IMAGE”的1-苯氧基-3-氨基 - 丙-2-醇与具有式YX的化合物反应的方法制备，其中X具有上述含义， Y选自卤素，-OH，-OK或-ONa; （B）使式“IMAGE”的化合物与式H2N-X的化合物反应，其中X具有上述含义并且Z选自和（C）使苯酚其中X和Z具有上述定义。

公开(公告)号：US4018778A

公开(公告)日：1977-04-19

申请号：US488194

申请日：1974-07-12

申请人： Thomas Raabe ,  Josef Scholtholt ,  Rolf-Eberhard Nitz

发明人： Thomas Raabe ,  Josef Scholtholt ,  Rolf-Eberhard Nitz

IPC分类号： C07D213/50 ,  C07D213/28

CPC分类号： C07D213/50

摘要： The present invention relates to pharmacologically valuable new derivatives of 1-phenoxy-3-amino-propane-2-ol and process for their production. The new derivatives of 1-phenoxy-3-amino-propane-2-ol are suitable for the treatment and prophylaxis of diseases of the heart. Some possess pronounced .beta.-adrenalytic or anti-arythmic properties. These new derivatives have the structural formula ##STR1## wherein X signifies ##STR2## and the phenyl nucleus I may be mono-, di- or trisubstituted by alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, alkoxy, alkenyloxy, phenyl, halogen or the radical --NR.sub.1 R.sub.2, in which R.sub.1 stands for alkyl or acyl and R.sub.2 for hydrogen or alkyl, together with their aldehyde condensation products and their acid addition salts.

摘要翻译： 本发明涉及1-苯氧基-3-氨基丙烷-2-醇的药理学有价值的新衍生物及其生产方法。 1-苯氧基-3-氨基 - 丙烷-2-醇的新衍生物适用于治疗和预防心脏疾病。 一些具有显着的β-去肾上腺素或抗-Arcional性质。 这些新衍生物具有结构式：其中X表示“IMAGE”，苯基核I可以被烷基，烯基，炔基，环烷基，环烯基，烷氧基，烯氧基，苯基，卤素或 基团-NR1R2，其中R1代表烷基或酰基，R2代表氢或烷基，以及它们的醛缩合产物及其酸加成盐。

公开(公告)号：US4066768A

公开(公告)日：1978-01-03

申请号：US669995

申请日：1976-03-24

申请人： Thomas Raabe ,  Otto Grawinger ,  Josef Scholtholt ,  Rolf-Eberhard Nitz ,  Eckhard Schraven

发明人： Thomas Raabe ,  Otto Grawinger ,  Josef Scholtholt ,  Rolf-Eberhard Nitz ,  Eckhard Schraven

IPC分类号： C07C43/205 ,  C07D213/30 ,  C07D213/50 ,  C07D231/12 ,  C07D237/08 ,  C07D239/36 ,  C07D241/12 ,  C07D277/28 ,  C07D303/24 ,  C07D307/46 ,  C07D333/22 ,  A61K31/44 ,  C07D213/36

CPC分类号： C07D213/30 ,  C07C43/2055 ,  C07D213/50 ,  C07D231/12 ,  C07D237/08 ,  C07D239/36 ,  C07D241/12 ,  C07D277/28 ,  C07D303/24 ,  C07D307/46 ,  C07D333/22

摘要： The present invention relates to new pharmacologically valuable derivatives of 1-phenoxy-3-amino-propan-2-ol having the formula ##STR1## wherein X denotes ##STR2## A denotes --CH.sub.2 --alkoxy, --O--alkoxyalkyl, --O--hydroxyalkyl or ##STR3## AN AROMATIC OR QUASI-AROMATIC, 5-MEMBERED OR 6-MEMBERED, MONOCYCLIC RING WHICH IS LINKED THROUGH A C atom which has one or 2 nitrogen, oxygen and/or sulphur hetero-atoms and which can be substituted additionally by one or more methyl groups, and R.sub.2 and R.sub.3 denote hydrogen, alkyl, alkenyl or cycloalkyl or, conjointly with the N atom to which they are linked, and optionally with a further oxygen or sulphur hetero-atom, denote a saturated, 5-membered or 6-membered, monocyclic, heterocyclic structure, and alkyl radicals contain 1 to 4 carbon atoms, alkoxy radicals contain 1 to 4 carbon atoms, alkenyl radicals contain 3 to 4 carbon atoms and cycloalkyl radicals contain 5 to 7 carbon atoms; and aldehyde condensation products and acid addition salts thereof and to the production thereof by a method selected from (A) reacting a compound having the formula ##STR4## with a compound of the general formula Y -- X wherein X has the meanings indicated above and Y represents halogen and, if X denotes ##STR5## ALSO REPRESENTS --OH, --OK and --ONa; (B) reacting a compound having the formula ##STR6## with a compound of the formula H.sub.2 N--X wherein X has the meanings indicated above and Z represents ##STR7## AND Hal denotes halogen; (C) reacting a phenol of the formula ##STR8## with a compound of the formula Z--CH.sub.2 NH--X wherein X has the meanings indicated above and Z denotes ##STR9## WHEREIN Hal represents a halogen atom; and that the resulting compound is optionally reacted with an aldehyde of the formula R.sub.4 --CHO, wherein R.sub.4 denotes hydrogen or a lower alkyl radical having up to 4 C atoms, to form an oxyzolidine of the formula ##STR10## or is optionally reacted with an acid to form an acid addition salt.

公开(公告)号：US3969363A

公开(公告)日：1976-07-13

申请号：US531325

申请日：1974-12-10

申请人： Thomas Raabe ,  Otto Grawinger ,  Josef Scholtholt ,  Rolf-Eberhard Nitz ,  Eckhard Schraven

发明人： Thomas Raabe ,  Otto Grawinger ,  Josef Scholtholt ,  Rolf-Eberhard Nitz ,  Eckhard Schraven

IPC分类号： C07D213/38 ,  C07D213/50 ,  C07D213/85 ,  C07D303/24 ,  C07D413/06 ,  C07D213/72

CPC分类号： C07D303/24 ,  C07D213/38 ,  C07D213/50 ,  C07D213/85

摘要： The present invention relates to new pharmacologically valuable derivatives of 1-phenoxy-3-amino-propan-2-ol having the formula ##EQU1## and the aldehyde condensation products and acid addition salts thereof wherein X is selected from the group consisting of ##EQU2## wherein the phenyl ring I may have attached to it up to three similar or different substituents selected from the group consisting of alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, alkoxy, alkenyloxy, alkinyloxy, benzyloxy, phenyl, halogen and --NR.sub.1 R.sub.2, wherein R.sub.1 is selected from alkyl and acyl, and R.sub.2 is selected from hydrogen and alkyl and n is 1, 2 or 3; and to the production thereof by a method selected from (A) reacting 1-phenoxy-3-amino-propan-2-ol having the formula ##EQU3## with a compound having the formula Y-X, wherein X has the above defined meaning and Y is selected from halogen, --OH, --OK or --ONa; (B) reacting a compound of the formula ##EQU4## with a compound of the formula H.sub.2 N--X, wherein X has the above-defined meaning and Z is selected from ##EQU5## and ##EQU6## (C) reacting a phenol ##EQU7## with Z--CH.sub.2 --NH--X, wherein X and Z have the meaning defined above.

摘要翻译： 本发明涉及具有式-O-CH2-CH-CH2-NH-X | OH的1-苯氧基-3-氨基 - 丙-2-醇的新药理学上有价值的衍生物及其醛缩合产物及其酸加成盐 其中X选自-C = CH-C和| PARALLEL CH3O -CH-CH2-CH || CH3OH，其中苯环I可以连接至最多三个相似或不同的取代基，所述取代基选自 烷基，烯基，炔基，环烷基，环烯基，烷氧基，烯氧基，链烯氧基，苄氧基，苯基，卤素和-NR1R2，其中R1选自烷基和酰基，R2选自氢和烷基，n为1,2或 3; 并通过选自（A）使具有式-O-CH 2 -CH-CH 2 -NH 2 | OH的1-苯氧基-3-氨基 - 丙-2-醇与具有式YX的化合物反应的方法制备， 其中X具有上述含义，Y选自卤素，-OH，-OK或-ONa; （B）使式-O-CH2-Z的化合物与式H2N-X的化合物反应，其中X具有上述定义，Z选自-CH-CH 2 ANGLE O和-CH 2 -CH 2 - 卤素; | OH（C）使苯酚-OH与Z-CH2-NH-X反应，其中X和Z具有上述定义。

公开(公告)号：US4088764A

公开(公告)日：1978-05-09

申请号：US531344

申请日：1974-12-10

申请人： Thomas Raabe ,  Otto Grawinger ,  Josef Scholtholt ,  Rolf-Eberhard Nitz ,  Eckhard Schraven

发明人： Thomas Raabe ,  Otto Grawinger ,  Josef Scholtholt ,  Rolf-Eberhard Nitz ,  Eckhard Schraven

IPC分类号： A61K31/495 ,  A61K31/535 ,  A61K31/54 ,  C07D213/30 ,  C07D213/38 ,  C07D213/50 ,  C07D231/12 ,  C07D237/08 ,  C07D239/26 ,  C07D241/12 ,  C07D277/24 ,  C07D277/28 ,  C07D303/24 ,  C07D307/42 ,  C07D307/52 ,  C07D333/22 ,  A61K31/505

CPC分类号： C07D213/30 ,  C07D213/38 ,  C07D213/50 ,  C07D231/12 ,  C07D237/08 ,  C07D239/26 ,  C07D241/12 ,  C07D277/28 ,  C07D303/24 ,  C07D307/52 ,  C07D333/22

摘要： The present invention relates to new pharmacologically valuable derivatives of 1-phenoxy-3-amino-propan-2-ol having the formula ##STR1## Wherein A denotes -CH.sub.2 -alkoxy, -O-alkoxyalkyl, -O-hydroxyalkyl, or ##STR2## R.sub.1 denotes hydrogen or methyl, Het denotes the radical of a pyrrole, pyrazole, imidazole, furane, thiophene, thiazole, pyridine, pyridazine, pyrimidine or pyrazine, which can additionally be substituted by one or more methyl groups, said radical is linked through a C atom, and R.sub.2 and R.sub.3 denote hydrogen, alkyl, alkenyl or cycloalkyl or conjointly with the N atom to which they are linked, and optionally with a further oxygen or sulfur hetero-atom, denote a saturated, 5-membered or 6-membered, monocyclic, heterocyclic structure, and alkyl radicals contain 1 to 4 carbon atoms, alkoxy radicals contain 1 to 4 carbon atoms, alkenyl radicals contain 3 or 4 carbon atoms and cycloalkyl radicals contain 5 to 7 carbon atoms; and aldehyde condensation products and acid addition salts thereof.

摘要翻译： 本发明涉及具有下式的1-苯氧基-3-氨基 - 丙-2-醇的新药理学上有价值的衍生物：其中A表示-CH 2 - 烷氧基，-O-烷氧基烷基，-O-羟基烷基或 R 1表示氢或甲基，Het表示吡咯，吡唑，咪唑，呋喃，噻吩，噻唑，吡啶，哒嗪，嘧啶或吡嗪的基团，其还可被一个或多个甲基取代，所述基团通过 C原子，R 2和R 3表示氢，烷基，烯基或环烷基，或与它们所连接的N原子结合，并且任选地与另外的氧或硫杂原子一起表示饱和的5元或6元杂原子， 烷基含有1至4个碳原子，烷基含有1至4个碳原子，烯基含有3或4个碳原子，环烷基含有5至7个碳原子; 醛缩合产物及其酸加成盐。