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1. 发明授权

US4021576A Pharmaceutical compositions containing a 1-(2'-ethynyl-phenoxy)-2-hydroxy-3-(cycloalkyl-amino)-propane and method of use 失效
标题翻译：含有1-（2（40-乙炔基 - 苯氧基）-2-羟基-3-（环烷基 - 氨基） - 丙烷的药物组合物及其使用方法
公开(公告)号：US4021576A
公开(公告)日：1977-05-03
申请号：US639342
申请日：1975-12-10
申请人： Herbert Koppe , Werner Kummer , Helmut Stahle , Karl Zeile , Albrecht Engelhardt , Werner Taunecker
发明人： Herbert Koppe , Werner Kummer , Helmut Stahle , Karl Zeile , Albrecht Engelhardt , Werner Taunecker
IPC分类号： A61K31/13 , A61K31/135 , A61K31/275 , A61K31/505 , C07C233/00 , C07C255/53 , E04H13/00
CPC分类号： A61K31/13 , A61K31/135 , A61K31/275 , A61K31/505 , C07C233/00 , C07C255/53
摘要： Pharmaceutical compositions containing as an active ingredient a compound of the formula ##STR1## wherein n is 4 or 5, or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same as .beta.-adrenergic receptor blockers.
摘要翻译：作为活性成分含有下式的化合物的药物组合物，其中n为4或5，或其无毒的药学上可接受的酸加成盐; 以及使用β-肾上腺素能受体阻断剂的方法。

2. 发明授权

US3937706A 1-(2'Ethynyl-phenoxy)-2-hydroxy-3-(cycloalkyl-amino)-propanes and salts thereof 失效
标题翻译： 1-（2'-羟基 - 苯氧基）-2-羟基-3-（环丙基氨基）丙酸酯及其盐
公开(公告)号：US3937706A
公开(公告)日：1976-02-10
申请号：US310638
申请日：1972-11-29
申请人： Herbert Koppe , Werner Kummer , Helmut Stahle , Karl Zeile , Albrecht Engelhardt , Werner Traunecker
发明人： Herbert Koppe , Werner Kummer , Helmut Stahle , Karl Zeile , Albrecht Engelhardt , Werner Traunecker
IPC分类号： A61K31/13 , A61K31/135 , A61K31/275 , C07C233/00 , C07C255/53 , E04H13/00 , C07C93/06 , C07D473/00
CPC分类号： A61K31/13 , A61K31/135 , A61K31/275 , C07C233/00 , C07C255/53
摘要： Compounds of the formula ##EQU1## wherein n is 4 or 5, and non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as .beta.-adrenergic receptor blocking agents.

3. 发明授权

US4039685A 1-Phenoxy-2-hydroxy-3-tert.-butylamino propane antiarrhythmic compounds 失效
标题翻译： 1-苯氧基-2-羟基-3-叔丁基 - 丁酰胺丙醛抗坏血酸化合物
公开(公告)号：US4039685A
公开(公告)日：1977-08-02
申请号：US571790
申请日：1975-04-25
申请人： Herbert Koppe , Albrecht Engelhardt , Karl Zeile
发明人： Herbert Koppe , Albrecht Engelhardt , Karl Zeile
IPC分类号： A61K31/00 , A61K31/135 , A61K31/14 , A61K31/275 , A61K31/505 , C07D309/12 , C07C93/06
CPC分类号： C07D309/12 , A61K31/00 , A61K31/135 , A61K31/14 , A61K31/275 , A61K31/505
摘要： A compound selected from the group consisting of racemates of 1-phenoxy-2-hydroxy-3-tert.-butylamino propanes of the formula ##STR1## wherein R is selected from the group consisting of alkynyloxy of 2 to 4 carbon atoms, and R.sub.1 is selected from the group consisting of hydrogen, halogen and alkoxy of 1 to 4 carbon atoms, their optically active isomers and their non-toxic, pharmaceutically acceptable acid addition salts of said racemates and said optically active isomers which compounds possess bradycardia activity and isoproterenol antagonistic activity and also antiarrhythmic activity.

4. 发明授权

US4036988A Therapeutic compositions and method 失效
标题翻译：治疗组合物和方法
公开(公告)号：US4036988A
公开(公告)日：1977-07-19
申请号：US656000
申请日：1976-02-06
申请人： Herbert Koppe , Albrecht Engelhardt , Karl Zeile
发明人： Herbert Koppe , Albrecht Engelhardt , Karl Zeile
IPC分类号： A61K31/00 , A61K31/135 , A61K31/14 , C07D309/12
CPC分类号： A61K31/135 , A61K31/00 , A61K31/14 , C07D309/12
摘要： A composition having bradycardia and isoproterenol activity comprising at least one compound selected from the group consisting of racemates of 1-phenoxy-2-hydroxy-3-tert.-butylamino propanes of the formula ##STR1## wherein R is --(CH.sub.2).sub.x --NH.sub.2, where x is an integer from 0 to 3, preferably 0, R.sub.1 and R.sub.2 are halogen, their optically active isomers and their non-toxic, pharmaceutically acceptable acid addition salts of said racemates and said optically active isomers and a major amount of a pharmaceutical carrier and a method of producing bradycardia and suppressing tachycardia effects of N-isopropyl-noradrenaline in warm-blooded animals.
摘要翻译：具有心动过缓和异丙肾上腺素活性的组合物，其包含至少一种选自下式的1-苯氧基-2-羟基-3-叔丁基氨基丙烷的外消旋物的化合物，其中R是 - （CH 2 ）x -NH 2，其中x是0至3的整数，优选0，R 1和R 2是卤素，它们的旋光异构体及其无毒的所述外消旋体和所述光学活性异构体的药学上可接受的酸加成盐和主要药物载体的量和产生心动过缓的方法，并抑制温血动物中N-异丙基 - 去甲肾上腺素的心动过速作用。

5. 发明授权

US4010158A 1-(2'-Ethynyl-phenoxy)-2-hydroxy-3-butylamino-propanes and salts 失效
标题翻译： 1-（2 {40-乙炔基 - 苯氧基）-2-羟基-3-丁基氨基 - 丙烷和盐
公开(公告)号：US4010158A
公开(公告)日：1977-03-01
申请号：US324844
申请日：1973-01-18
申请人： Herbert Koppe , Karl Zeile , Werner Kummer , Helmut Stahle , Albrecht Engelhardt
发明人： Herbert Koppe , Karl Zeile , Werner Kummer , Helmut Stahle , Albrecht Engelhardt
IPC分类号： A61K31/135 , C07C93/06 , C07D473/00
CPC分类号： A61K31/135 , Y10S514/821
摘要： Compounds of the formula ##STR1## wherein R is secondary butyl or tertiary butyl, and their non-toxic, pharmacologically acceptable acid addition salts; the compounds as well as their salts are useful as .beta.-adrenergic receptor blocking agents and hypotensives.
摘要翻译：其中R是仲丁基或叔丁基的式“IMAGE”的化合物及其无毒的药学上可接受的酸加成盐; 化合物及其盐可用作β-肾上腺素能受体阻断剂和低血糖剂。

6. 发明授权

US3961071A Therapeutic compositions and method 失效
标题翻译：治疗组合物和方法
公开(公告)号：US3961071A
公开(公告)日：1976-06-01
申请号：US564308
申请日：1975-04-02
申请人： Herbert Koppe , Albrecht Engelhardt , Karl Zeile
发明人： Herbert Koppe , Albrecht Engelhardt , Karl Zeile
IPC分类号： A61K31/00 , A61K31/135 , A61K31/14 , A61K31/195 , A61K31/275 , A61K31/505 , C07D309/12
CPC分类号： A61K31/135 , A61K31/00 , A61K31/14 , A61K31/195 , A61K31/275 , A61K31/505 , C07D309/12
摘要： A composition having bradycardia and isoproterenol antagonistic activity comprising at least one compound selected from the group consisting of racemates of 1-phenoxy-2-hydroxy-3-tert.-butylamino propanes of the formula ##SPC1##Wherein R is selected from the group consisting of --(CH.sub.2).sub. x --CN where x is an integer from 0 to 3, COOH and COOR' where R' is alkyl of 1 to 4 carbon atoms; R.sub.1 is selected from the group consisting of hydrogen, alkoxy and alkylthio of 1 to 4 carbon atoms,--CN and alkenyl and alkynyl of 2 to 4 carbon atoms and R.sub.2 is selected from the group consisting of hydrogen, halogen and alkyl and alkoxy of 1 to 4 carbon atoms, their optically active isomers and their non-toxic, pharmaceutically acceptable acid addition salts of said racemates and said optically active isomers and a major amount of a pharmaceutical carrier and a method of producing bradycardia and suppressing tachycardia effects of N-isopropyl-noradrenaline in warm-blooded animals.
摘要翻译：具有心动过缓和异丙肾上腺素拮抗活性的组合物包含至少一种选自式WHEREIN R的1-苯氧基-2-羟基-3-叔丁基氨基丙烷的外消旋体的化合物，其选自 - （ CH2）x-CN，其中x是0至3的整数，COOH和COOR'，其中R'是1至4个碳原子的烷基; R1选自氢，烷氧基和1至4个碳原子的烷硫基，-CN和2至4个碳原子的烯基和炔基，R2选自氢，卤素和烷基和烷氧基，其中1个至4个碳原子，它们的光学活性异构体及其无毒的所述外消旋体和所述旋光异构体的药学上可接受的酸加成盐和主要量的药物载体，以及产生心动过缓和抑制N-异丙基的心动过速作用的方法 - 血红蛋白在动物中。

7. 发明授权

US3940489A Therapeutic compositions and method 失效
标题翻译：治疗组合物和方法
公开(公告)号：US3940489A
公开(公告)日：1976-02-24
申请号：US502634
申请日：1974-09-03
申请人： Herbert Koppe , Albrecht Engelhardt , Karl Zeile
发明人： Herbert Koppe , Albrecht Engelhardt , Karl Zeile
IPC分类号： A61K31/00 , A61K31/135 , A61K31/14 , A61K31/215 , A61K31/275 , A61K31/505 , C07D309/12 , A61K31/24
CPC分类号： A61K31/135 , A61K31/00 , A61K31/14 , A61K31/215 , A61K31/275 , A61K31/505 , C07D309/12
摘要： A composition having bradycardia and isoproterenol antagonistic activity comprising at least one compound selected from the group consisting of racemates of 1-phenoxy-2-hydroxy-3-tert.-butylamino propanes of the formula ##EQU1## wherein R is selected from the group consisting of --(CH.sub.2).sub.x --CN where x is an integer from 0 to 3, COOH and COOR' where R' is alkyl of 1 to 4 carbon atoms; R.sub.1 is selected from the group consisting of hydrogen, alkoxy and alkylthio of 1 to 4 carbon atoms, --CN and alkenyl and alkynyl of 2 to 4 carbon atoms and R.sub.2 is selected from the group consisting of hydrogen, halogen and alkyl and alkoxy of 1 to 4 carbon atoms, their optically active isomers and their non-toxic, pharmaceutically acceptable acid addition salts of said racemates and said optically active isomers and a major amount of a pharmaceutical carrier and a method of producing bradycardia and suppressing tachycardia effects of N-isopropyl-noradrenaline in warm-blooded animals.
摘要翻译：一种具有心动过缓和异丙肾上腺素拮抗作用的组合物，其包含至少一种选自式CH3的基团的1-苯氧基-2-羟基-3-叔丁基氨基丙烷的外消旋物的化合物; -O-CH 2 -CH-CH 2 - NH-C-CH 3（I）|| OH CH 3其中R选自 - （CH 2）x -CN，其中x是0至3的整数，COOH和COOR'，其中R'是烷基的1至 4个碳原子; R1选自氢，烷氧基和1至4个碳原子的烷硫基，-CN和2至4个碳原子的烯基和炔基，R2选自氢，卤素和烷基和烷氧基，其中1个至4个碳原子，它们的光学活性异构体及其无毒的所述外消旋体和所述旋光异构体的药学上可接受的酸加成盐和主要量的药物载体，以及产生心动过缓和抑制N-异丙基的心动过速作用的方法 - 血红蛋白在动物中。

8. 发明授权

US4031244A Pharmaceutical compositions containing a 1-(2,6-dimethyl-phenoxy)-2-amino-alkane and method of use 失效
标题翻译：含有1-（2,6-二甲基 - 苯氧基）-2-氨基 - 烷烃的药物组合物及其使用方法
公开(公告)号：US4031244A
公开(公告)日：1977-06-21
申请号：US653296
申请日：1976-01-29
申请人： Herbert Koppe , Karl Zeile , Werner Kummer , Helmut Stahle , Peter Danneberg
发明人： Herbert Koppe , Karl Zeile , Werner Kummer , Helmut Stahle , Peter Danneberg
IPC分类号： A61K31/135 , A61K31/55 , F41J11/02
CPC分类号： F41J11/02 , A61K31/135 , A61K31/55
摘要： Pharmaceutical compositions containing as an active ingredient a compound of the formula ##STR1## wherein R is hydrogen or alkyl of 1 to 3 carbon atoms, and 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 anticonvulsives and antiarrhythmics.
摘要翻译：其中R为氢或1〜3个碳原子的烷基，R1为氢或甲基，或其无毒的药理学上可接受的酸加成盐作为活性成分含有下式化合物的药物组合物：以及使用其作为抗惊厥药和抗心律失常药的方法。

9. 发明授权

US3954872A 1-(2',6'-Dimethyl-phenoxy)-2-amino-alkanes and salts thereof 失效
标题翻译： 1-（2 {40,6（40-二甲基 - 苯氧基）-2-氨基 - 烷烃及其盐
公开(公告)号：US3954872A
公开(公告)日：1976-05-04
申请号：US511063
申请日：1974-10-01
申请人： Herbert Koppe , Karl Zeile , Werner Kummer , Helmut Stahle , Peter Danneberg
发明人： Herbert Koppe , Karl Zeile , Werner Kummer , Helmut Stahle , Peter Danneberg
IPC分类号： A61K31/135 , F41J11/02 , C07C93/06
CPC分类号： F41J11/02 , A61K31/135 , Y10S514/821
摘要： Compounds of the formula ##EQU1## wherein R is hydrogen or alkyl of 1 to 3 carbon atoms, andR.sub.1 is hydrogen or methyl,And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as anticonvulsives and antiarrhythmics in warmblooded animals.

10. 发明授权

US4442120A 1-Aryloxy-3-alkylamino-propan-2-ols 失效
标题翻译： 1-芳氧基-3-烷基氨基 - 丙-2-醇
公开(公告)号：US4442120A
公开(公告)日：1984-04-10
申请号：US398577
申请日：1982-07-15
申请人： Herbert Koppe , Werner Kummer , Helmut Stahle , Gojko Muacevic , Werner Traunecker
发明人： Herbert Koppe , Werner Kummer , Helmut Stahle , Gojko Muacevic , Werner Traunecker
IPC分类号： A61K31/275 , A61K20060101 , A61K31/135 , A61K31/16 , A61K31/335 , A61K31/357 , A61K31/36 , A61P9/00 , A61P9/08 , A61P9/10 , A61P9/12 , C07C20060101 , C07C33/00 , C07C67/00 , C07C253/00 , C07C253/30 , C07C255/59 , C07C255/60 , C07D317/60 , C07D317/68 , C07C121/80
CPC分类号： C07C255/00 , Y10S514/821
摘要： Compounds of the formula ##STR1## wherein R.sub.1 is cycloalkyl of 3 to 10 carbon atoms; phenyl; mono- or poly-substituted phenyl, where the substituents are halogen, lower alkyl, lower alkoxy, lower alkenyl, lower alkinyl, lower alkinyloxy, lower cycloalkyl, acyl, acyloxy, lower alkoxycarbonyl, hydroxy-lower alkyl, lower alkoxy-lower alkyl or the ring-forming groups (--CH.dbd.CH--).sub.2 or --O--CH.sub.2 --O-- attached to vicinal carbon atoms of the phenyl ring; aryloxy-lower alkyl; (mono- or poly-substituted aryl)-oxy-lower alkyl, where the substituents are halogen, lower alkyl, lower alkoxy, lower alkenyl, lower alkinyl, lower alkinyloxy, lower cycloalkyl, acyl, acyloxy, lower alkoxycarbonyl, hydroxy-lower alkyl, lower alkoxy-lower alkyl or the ring-forming groups (--CH.dbd.CH--).sub.2 or --O--CH.sub.2 --O-- attached to vicinal carbon atoms of the phenyl ring;R.sub.2 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or the ring-forming group (--CH.dbd.CH).sub.2 or --(CH.sub.2).sub.n --, where n is an integer from 3 to 5, attached to vicinal carbon atoms of the phenyl ring; andR.sub.3 is straight or branched alkyl of 1 to 10 carbon atoms;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful for the treatment of tachycardia, hypertension and coronary diseases.
摘要翻译：其中R 1是3至10个碳原子的环烷基的化合物＆lt; IMAGE＆gt; 苯基; 单取代或多取代的苯基，其中取代基为卤素，低级烷基，低级烷氧基，低级烯基，低级炔基，低级烷氧基，低级环烷基，酰基，酰氧基，低级烷氧基羰基，羟基 - 低级烷基，低级烷氧基 - 低级烷基或连接到苯环的邻位碳原子上的成环基团（-CH = CH-）2或-O-CH2-O-; 芳氧基 - 低级烷基; （单或多取代芳基） - 氧基 - 低级烷基，其中取代基是卤素，低级烷基，低级烷氧基，低级烯基，低级炔基，低级烷氧基，低级环烷基，酰基，酰氧基，低级烷氧基羰基，羟基 - 低级烷基，低级烷氧基 - 低级烷基或连接到苯环的邻位碳原子上的成环基团（-CH = CH-）2或-O-CH2-O-; R 2是氢，卤素，1至4个碳原子的烷基，1至4个碳原子的烷氧基或成环基团（-CH = CH）2或 - （CH 2）n - ，其中n是从3到 5，连接苯环的连位碳原子; 并且R 3是1至10个碳原子的直链或支链烷基; 和无毒的，药学上可接受的酸加成盐。化合物及其盐可用于治疗心动过速，高血压和冠状动脉疾病。

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