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    • 1. 发明授权
    • 1-Aryloxy-3-alkylamino-propan-2-ols
    • 1-芳氧基-3-烷基氨基 - 丙-2-醇
    • US4442120A
    • 1984-04-10
    • US398577
    • 1982-07-15
    • Herbert KoppeWerner KummerHelmut StahleGojko MuacevicWerner Traunecker
    • Herbert KoppeWerner KummerHelmut StahleGojko MuacevicWerner Traunecker
    • A61K31/275A61K20060101A61K31/135A61K31/16A61K31/335A61K31/357A61K31/36A61P9/00A61P9/08A61P9/10A61P9/12C07C20060101C07C33/00C07C67/00C07C253/00C07C253/30C07C255/59C07C255/60C07D317/60C07D317/68C07C121/80
    • C07C255/00Y10S514/821
    • 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.
    • 其中R 1是3至10个碳原子的环烷基的化合物< IMAGE> 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。
    • 3. 发明授权
    • 1-Phenoxy-2-hydroxy-3-alkynylamino-propanes and salts thereof
    • US4016202A
    • 1977-04-05
    • US609998
    • 1975-09-03
    • Herbert KoppeWerner KummerHelmut StahleGojko Muacevic
    • Herbert KoppeWerner KummerHelmut StahleGojko Muacevic
    • C07C275/34C07C93/06
    • C07C275/34
    • Racemic and optically active compounds of the formula ##STR1## wherein R.sub.1 is hydrogen; halogen; nitro; alkyl of 1 to 5 carbon atoms; alkoxy of 1 to 4 carbon atoms; alkenyl of 2 to 5 carbon atoms; alkynyl of 2 to 5 carbon atoms; alkylamino of 1 to 5 carbon atoms; dialkylamino of 1 to 5 carbon atoms in each alkyl; alkoxyalkyl of 2 to 6 carbon atoms; alkylamino-alkyl of 2 to 6 carbon atoms; dialkylaminoalkyl of 3 to 12 carbon atoms; --(CH.sub.2).sub.x --NH.sub.2, --(CH.sub.2).sub.x -- OH, all where x is an integer from 0 to 3; --COOH; --COOR.sub.6, where R.sub.6 is alkyl of 1 to 4 carbon atoms; alkynyloxy of 3 to 6 carbon atoms; alkenyloxy of 3 to 6 carbon atoms; --CO--R.sub.9, --OCO--R.sub.9, --NH--CO--R.sub.9, all where R.sub.9 is alkyl of 1 to 6 carbon atoms, phenylalkyl of 7 to 10 carbon atoms or phenyl; cycloalkyl of 3 to 7 carbon atoms; --Q--CO--NR.sub.7 R.sub.8, where Q is a single bond, oxygen, --NH--, -- CH.sub.2 -- or --CH.sub.2 --NH--, and R.sub.7 and R.sub.8 are hydrogen, lower alkyl or, taken together with the nitrogen, pyrrolidino, piperidino or morpholino; phenyl; phenyl substituted with a substituent selected from the group consisting of halogen, lower alkyl, lower alkoxy, nitro, cyano and carboxyl; phenoxy; or phenoxy substituted with a substituent selected from the group consisting of halogen, lower alkyl, lower alkoxy, nitro, cyano and carboxyl;R.sub.2 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkanoyl of 2 to 4 carbon atoms, alkenyl of 2 to 4 carbon atoms, amino, nitro or, together with R.sub.1, 3,4-methylenedioxy;R.sub.3 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or, together with R.sub.2 in the ortho-position, --CH=CH--CH=CH-- or --(CH.sub.2)n--, where n is an integer from 3 to 5;R.sub.4 is hyddrogen or alkyl of 1 to 3 carbon atoms; andR.sub.5 is alkyl of 1 to 3 carbon atoms or, together with R.sub.4, --(CH.sub.2).sub.p -- where p is an integer from 4 to 6; and physiologically compatible acid addition salts thereof. The compounds as well as their salts are useful as adrenolytics and hypotensives.
    • 4. 发明授权
    • Pharmaceutical compositions containing an
N,N-bis-(3-phenoxy-2-hydroxy-propyl)-alkylenediamine and method of use
    • 含有N,N-双 - (3-苯氧基-2-羟基 - 丙基) - 亚烷基二胺的药物组合物及其使用方法
    • US3975539A
    • 1976-08-17
    • US568798
    • 1975-04-16
    • Herbert KoppeHelmut StahleWerner KummerGojko MuacevicWerner Traunecker
    • Herbert KoppeHelmut StahleWerner KummerGojko MuacevicWerner Traunecker
    • C07C275/24A61K31/275
    • C07C275/24
    • Pharmaceutical compositions containing as an active ingredient a compound of the formula ##EQU1## wherein R.sub.1 is --(CH.sub.2).sub.x --CN, where x is 0,1,2 or 3,R.sub.2 is hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 5 carbon atoms, alkenyl of 2 to 5 carbon atoms or alkenyloxy of 2 to 5 carbon atoms;R.sub.3 is hydrogen, halogen, alkyl of 1 to 5 carbon atoms or alkoxy of 1 to 5 carbon atoms;R.sub.2 and R.sub.3, together with each other and the carbon atoms to which they are attached, form a saturated or unsaturated carbocyclic ring of up to 6 carbon atoms;R.sub.4 is hydrogen, alkyl of 1 to 5 carbon atoms or aralkyl; andn is an integer from 1 to 10, inclusive; or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same as .beta.-adrenergic receptor blockers and hypotensives.
    • 含有式-OCH 2 -CHOH-CH 2 -N(CH 2)n - | R N-CH 2 -CHOH-CH 2 -O-R 4的化合物作为活性成分的药物组合物,其中R1为 - (CH2)x-CN 其中x为0,1,2或3,R2为氢,卤素,1至5个碳原子的烷基,1至5个碳原子的烷氧基,2至5个碳原子的链烯基或2至5个碳原子的链烯氧基; R3是氢,卤素,1至5个碳原子的烷基或1至5个碳原子的烷氧基; R2和R3彼此连接并与它们相连的碳原子形成最多6个碳原子的饱和或不饱和碳环; R4是氢,1至5个碳原子的烷基或芳烷基; N是1到10的整数,包含; 或非毒性,药理学上可接受的酸添加盐; 以及使用它们作为β-受体阻断剂阻断剂和HYPTENSIVES的方法。
    • 6. 发明授权
    • Pharmaceutical compositions containing a
1-phenoxy-2-hydroxy-3-alkynylamino-propane and method of use
    • US4084002A
    • 1978-04-11
    • US742639
    • 1976-11-17
    • Herbert KoppeWerner KummerHelmut StahleGojko Muacevic
    • Herbert KoppeWerner KummerHelmut StahleGojko Muacevic
    • C07C275/34A61K31/135
    • C07C275/34
    • Pharmaceutical dosage unit compositions containing as an active ingredient a 1-aryloxy-2-hydroxy-3-alkynylamino-propane selected from the group consisting of racemic or optically active compounds of the formula ##STR1## wherein R.sub.1 is a member selected from the group consisting of hydrogen; halogen; nitro; alkyl having from 1 to 5 carbon atoms; alkoxy having from 1 to 4 carbon atoms; alkenyl having from 2 to 5 carbon atoms; alkynyl having from 2 to 5 carbon atoms; alkylamino having from 1 to 5 carbon atoms; dialkylamino having from 1 to 5 carbon atoms in each alkyl; alkoxyalkyl having from 2 to 6 carbon atoms; alkylaminoalkyl having from 2 to 6 carbon atoms; dialkylaminoalkyl having from 3 to 12 carbon atoms; --(CH.sub.2).sub.x -NH.sub.2 or --(CH.sub.2).sub.x -OH, where x is an integer from 0 to 3; alkynyloxy having from 3 to 6 carbon atoms; alkenyloxy having from 3 to 6 carbon atoms; --CO-R.sub.9, where R.sub.9 is a member selected from the group consisting of alkyl having 1 to 6 carbon atoms, phenylalkyl having 7 to 10 carbon atoms and phenyl; cycloalkyl having from 3 to 7 carbon atoms; phenyl; phenyl substituted with a substituent selected from the group consisting of halogen, lower alkyl, lower alkoxy and nitro; phenoxy; and phenoxy substituted with a substituent selected from the group consisting of halogen, lower alkyl, lower alkoxy and nitro;R.sub.2 is a member selected from the group consisting of hydrogen, halogen, alkyl having from 1 to 4 carbon atoms, alkoxy having from 1 to 4 carbon atoms, alkanoyl having from 2 to 4 carbon atoms, alkenyl having from 2 to 4 carbon atoms, amino and nitro;R.sub.3 is a member selected from the group consisting of hydrogen, halogen, alkyl having from 1 to 4 carbon atoms, alkoxy having from 1 to 4 carbon atoms and, together with R.sub.2 in the ortho-position, --CH.dbd.CH-CH.dbd.CH- or --(CH.sub.2).sub.n --, where n is an integer from 3 to 5;R.sub.4 is a member selected from the group consisting of hydrogen and alkyl having from 1 to 3 carbon atoms; andR.sub.5 is a member selected from the group consisting of alkyl having from 1 to 3 carbon atoms, and, together with R.sub.4, --(CH.sub.2).sub.p --, where p is an integer from 4 to 6;And physiologically compatible acid addition salts thereof; and a method of using the same as adrenolytics and hypotensives.
    • 8. 发明授权
    • 1-Aryloxy-3-alkinylamino-propan-2-ols
    • 1-芳氧基-3-烷基氨基 - 丙-2-醇
    • US4442121A
    • 1984-04-10
    • US398578
    • 1982-07-15
    • Herbert KoppeWerner KummerHelmut StahleGojko MuacevicWerner Traunecker
    • Herbert KoppeWerner KummerHelmut StahleGojko MuacevicWerner Traunecker
    • A61K31/165A61K20060101A61K31/045A61K31/135A61K31/16A61K31/275A61K31/335A61K31/36A61P9/06A61P9/08A61P9/10A61P9/12C07C20060101C07C67/00C07C253/00C07C253/30C07C255/59C07C255/60C07D317/60C07D317/68C07C121/80
    • C07C255/00Y10S514/821
    • 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 alkenyloxy, lower alkinyl, nitro, trifluoromethyl, hydroxyl, 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, acyl, acyloxy, nitro, trifluoromethyl or the ring-forming groups (--CH.dbd.CH--).sub.2 or --O--CH.sub.2 --O-- attached to vicinal carbon atoms of the aryl 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;R.sub.3 is hydrogen or alkyl of 1 to 3 carbon atoms; andR.sub.4 is alkyl of 1 to 3 carbon atoms or, together with R.sub.3, a ring-forming group --(CH.sub.2).sub.p --, where p is an integer from 4 to 6;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.
    • 其中R 1是3至10个碳原子的环烷基的化合物< IMAGE> 苯基; 低级烷氧基,低级烯基,低级烯氧基,低级炔基,硝基,三氟甲基,羟基,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,酰基,酰氧基,硝基,三氟甲基或成环基团(-CH = CH-)2或-O-CH2-O-连接到芳环的连位碳原子上; 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; R3是氢或1至3个碳原子的烷基; 并且R 4是1至3个碳原子的烷基,或者与R 3一起形成环 - 基团 - (CH 2)p - ,其中p是4至6的整数; 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。