ES394919A1 - 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes - Google Patents
1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanesInfo
- Publication number
- ES394919A1 ES394919A1 ES394919A ES394919A ES394919A1 ES 394919 A1 ES394919 A1 ES 394919A1 ES 394919 A ES394919 A ES 394919A ES 394919 A ES394919 A ES 394919A ES 394919 A1 ES394919 A1 ES 394919A1
- Authority
- ES
- Spain
- Prior art keywords
- group
- carbon atoms
- halogen atom
- see formula
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/275—Nitriles; Isonitriles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/53—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and hydroxy groups bound to the carbon skeleton
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- E—FIXED CONSTRUCTIONS
- E04—BUILDING
- E04H—BUILDINGS OR LIKE STRUCTURES FOR PARTICULAR PURPOSES; SWIMMING OR SPLASH BATHS OR POOLS; MASTS; FENCING; TENTS OR CANOPIES, IN GENERAL
- E04H13/00—Monuments; Tombs; Burial vaults; Columbaria
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Architecture (AREA)
- Civil Engineering (AREA)
- Structural Engineering (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Procedure for the preparation of new racemic or optically active 1-phenoxy-2-hydroxy-3-alcoholylaminopropanes of the general formula ** (See formula) ** where R means an alcohol group with 1 to 5 carbon atoms; R1 means a nitrile group (See formula) carboxy, hydroxy, amino, nitro or trifluoromethyl or an alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, hydroxyalkyl, alcoxialcohilo, aminoalcohilo, alcohilaminoalcohilo, dialcohilaminoalcohilo, alkylamino, dialkylamino, nitriloalcohilo, alkoxycarbonyl, alcohilaminocarbonilo, alkylthio, acyl, acyloxy, or acylamino with up to 5 carbon atoms, an aryl, aralkoxy, aryloxy, aralkoxy, or arylamino group with up to 10 carbon atoms or a halogen atom; R2 means hydrogen, a halogen atom, a nitrile group or an alcoholic, alkoxy or alkenyl group with up to 5 carbon atoms or together with R1 a 3,4-methylenedioxy group (without other substituents); R3 means hydrogen, a halogen atom, an alcohol or alkoxy group with up to 5 carbon atoms; and n signifies an integer from 2 to 7, as well as its physiologically compatible acid addition salts, characterized in that in a compound of the general formula ** (See formula) ** in which R and n have the meanings mentioned above and Ar means the radical ** (See formula) ** or the radical ** (See formula) ** (in which R and R3 or R1 and R2 have the aforementioned meanings) a halogen atom is introduced, and by which the racemic compounds obtained from formula I are eventually transformed, by reaction with appropriate auxiliary acids, into their diastereoisomeric salts, and the latter are separated by fractional crystallization. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1937477A DE1937477C3 (en) | 1969-07-23 | 1969-07-23 | I-phenoxy-2-hydroxy-3- (l -methylcycloalkylamino) propane, process for their preparation and medicaments containing them |
Publications (1)
Publication Number | Publication Date |
---|---|
ES394919A1 true ES394919A1 (en) | 1974-12-01 |
Family
ID=5740681
Family Applications (8)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES382014A Expired ES382014A1 (en) | 1969-07-23 | 1970-07-21 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
ES394916A Expired ES394916A1 (en) | 1969-07-23 | 1971-09-09 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
ES394915A Expired ES394915A1 (en) | 1969-07-23 | 1971-09-09 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
ES394917A Expired ES394917A1 (en) | 1969-07-23 | 1971-09-09 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
ES394913A Expired ES394913A1 (en) | 1969-07-23 | 1971-09-09 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
ES394918A Expired ES394918A1 (en) | 1969-07-23 | 1971-09-09 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
ES394919A Expired ES394919A1 (en) | 1969-07-23 | 1971-09-09 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
ES394914A Expired ES394914A1 (en) | 1969-07-23 | 1971-09-09 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
Family Applications Before (6)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES382014A Expired ES382014A1 (en) | 1969-07-23 | 1970-07-21 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
ES394916A Expired ES394916A1 (en) | 1969-07-23 | 1971-09-09 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
ES394915A Expired ES394915A1 (en) | 1969-07-23 | 1971-09-09 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
ES394917A Expired ES394917A1 (en) | 1969-07-23 | 1971-09-09 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
ES394913A Expired ES394913A1 (en) | 1969-07-23 | 1971-09-09 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
ES394918A Expired ES394918A1 (en) | 1969-07-23 | 1971-09-09 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES394914A Expired ES394914A1 (en) | 1969-07-23 | 1971-09-09 | 1-cyanophenoxy-2-hydroxy-3-(cycloalkyl-amino)-propanes |
Country Status (17)
Country | Link |
---|---|
US (1) | US3755413A (en) |
JP (5) | JPS5133106B1 (en) |
AT (9) | AT306703B (en) |
BE (1) | BE753774A (en) |
BG (9) | BG17508A3 (en) |
CH (10) | CH536810A (en) |
CS (9) | CS170530B2 (en) |
DE (1) | DE1937477C3 (en) |
DK (1) | DK140281B (en) |
ES (8) | ES382014A1 (en) |
FR (1) | FR2059551B1 (en) |
GB (1) | GB1314896A (en) |
NL (1) | NL169874C (en) |
PL (9) | PL90030B1 (en) |
RO (9) | RO59159A (en) |
SE (1) | SE370391B (en) |
YU (5) | YU34395B (en) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4021576A (en) * | 1969-07-23 | 1977-05-03 | Boehringer Ingelheim Gmbh | Pharmaceutical compositions containing a 1-(2'-ethynyl-phenoxy)-2-hydroxy-3-(cycloalkyl-amino)-propane and method of use |
US3937706A (en) * | 1969-07-23 | 1976-02-10 | Boehringer Ingelheim Gmbh | 1-(2'ethynyl-phenoxy)-2-hydroxy-3-(cycloalkyl-amino)-propanes and salts thereof |
US4038313A (en) * | 1970-01-08 | 1977-07-26 | Ciba-Geigy Corporation | Cycloalkylureido phenoxy propanolamines |
US4120978A (en) * | 1970-01-08 | 1978-10-17 | Ciba-Geigy Corporation | Pharmaceutical composition for inhibiting and blocking cardioselective beta-receptors |
SE354851B (en) * | 1970-02-18 | 1973-03-26 | Haessle Ab | |
US4145442A (en) * | 1972-04-04 | 1979-03-20 | Aktiebolaget Hassle | Phenoxy-hydroxypropylamines, their preparation, and method and pharmaceutical preparations for treating cardiovascular diseases |
US4038414A (en) * | 1972-06-08 | 1977-07-26 | Ciba-Geigy Corporation | Amines and processes for their manufacture |
US4035420A (en) * | 1972-07-06 | 1977-07-12 | Aktiebolaget Hassle | Substituted ureido alkylene phenoxy propanolamines |
DE2309887C2 (en) * | 1973-02-28 | 1983-11-10 | C.H. Boehringer Sohn, 6507 Ingelheim | 1-aryloxy-2-hydroxy-3-alkynylaminopropane derivatives and their physiologically acceptable acid addition salts, pharmaceutical preparations and manufacturing processes for the compounds |
US4220659A (en) * | 1974-02-22 | 1980-09-02 | Boehringer Ingelheim Gmbh | 1-Phenoxy-2-hydroxy-3-alkynylamino-propanes and salts thereof |
SE7510153L (en) * | 1974-09-12 | 1976-05-07 | American Cyanamid Co | ALKANOLAMINES |
US4165384A (en) * | 1974-11-01 | 1979-08-21 | Aktiebolaget Hassle | Amide substituted phenoxy propanol amines |
US4387103A (en) * | 1980-11-28 | 1983-06-07 | American Hospital Supply Corporation | Method for treatment or prophylaxis of cardiac disorders |
US4471127A (en) * | 1981-09-08 | 1984-09-11 | Ciba-Geigy Corporation | 1-5-Bis-(1,4-benzodioxin-2-yl)-3-azapentane-1,5-diols |
US5039801A (en) * | 1985-12-20 | 1991-08-13 | The United States Of America As Represented By The Department Of Health & Human Services | Thermal fragmentation of methylbenzylurea disastereomers or secondary amines and preparation of optically active secondary amines |
JPS6364630U (en) * | 1986-10-17 | 1988-04-28 |
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1969
- 1969-07-23 DE DE1937477A patent/DE1937477C3/en not_active Expired
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1970
- 1970-03-22 BG BG017138A patent/BG17508A3/en unknown
- 1970-03-23 BG BG017134A patent/BG17750A3/en unknown
- 1970-07-16 CH CH224573A patent/CH536810A/en not_active IP Right Cessation
- 1970-07-16 CH CH224673A patent/CH536811A/en not_active IP Right Cessation
- 1970-07-16 CH CH1087370A patent/CH537360A/en not_active IP Right Cessation
- 1970-07-16 CH CH224973A patent/CH550139A/en not_active IP Right Cessation
- 1970-07-16 CH CH224473A patent/CH550140A/en not_active IP Right Cessation
- 1970-07-16 CH CH1106675A patent/CH575376A5/xx not_active IP Right Cessation
- 1970-07-16 CH CH224873A patent/CH536813A/en not_active IP Right Cessation
- 1970-07-16 CH CH224773A patent/CH536812A/en not_active IP Right Cessation
- 1970-07-16 CH CH224373A patent/CH570363A5/xx not_active IP Right Cessation
- 1970-07-16 CH CH224273A patent/CH536809A/en not_active IP Right Cessation
- 1970-07-20 RO RO69803A patent/RO59159A/ro unknown
- 1970-07-20 RO RO69801A patent/RO59112A/ro unknown
- 1970-07-20 RO RO69805A patent/RO59210A/ro unknown
- 1970-07-20 RO RO69799A patent/RO60112A/ro unknown
- 1970-07-20 RO RO69806A patent/RO59211A/ro unknown
- 1970-07-20 RO RO69804A patent/RO59209A/ro unknown
- 1970-07-20 RO RO69798A patent/RO60111A/ro unknown
- 1970-07-20 RO RO69802A patent/RO59089A/ro unknown
- 1970-07-20 RO RO63988A patent/RO56318A/ro unknown
- 1970-07-21 PL PL1970173767A patent/PL90030B1/pl unknown
- 1970-07-21 ES ES382014A patent/ES382014A1/en not_active Expired
- 1970-07-21 CS CS4507A patent/CS170530B2/cs unknown
- 1970-07-21 PL PL1970142196A patent/PL79772B1/pl unknown
- 1970-07-21 CS CS4509A patent/CS170532B2/cs unknown
- 1970-07-21 PL PL1970173769A patent/PL90028B1/pl unknown
- 1970-07-21 PL PL1970173768A patent/PL90029B1/pl unknown
- 1970-07-21 PL PL1970173771A patent/PL90026B1/pl unknown
- 1970-07-21 GB GB3535970A patent/GB1314896A/en not_active Expired
- 1970-07-21 CS CS5136A patent/CS170524B2/cs unknown
- 1970-07-21 PL PL1970173772A patent/PL90025B1/pl unknown
- 1970-07-21 CS CS4508A patent/CS170531B2/cs unknown
- 1970-07-21 CS CS4503A patent/CS170526B2/cs unknown
- 1970-07-21 CS CS4506A patent/CS170529B2/cs unknown
- 1970-07-21 PL PL1970173766A patent/PL90038B1/pl unknown
- 1970-07-21 PL PL1970173765A patent/PL90039B1/pl unknown
- 1970-07-21 CS CS4504A patent/CS170527B2/cs unknown
- 1970-07-21 CS CS4502A patent/CS170525B2/cs unknown
- 1970-07-21 PL PL1970173770A patent/PL90027B1/pl unknown
- 1970-07-21 CS CS4505A patent/CS170528B2/cs unknown
- 1970-07-22 BG BG018645A patent/BG19132A3/en unknown
- 1970-07-22 BE BE753774D patent/BE753774A/en not_active IP Right Cessation
- 1970-07-22 JP JP45063634A patent/JPS5133106B1/ja active Pending
- 1970-07-22 US US00057353A patent/US3755413A/en not_active Expired - Lifetime
- 1970-07-22 BG BG017135A patent/BG17751A3/en unknown
- 1970-07-22 BG BG015254A patent/BG17749A3/en unknown
- 1970-07-22 BG BG017136A patent/BG17507A3/en unknown
- 1970-07-22 BG BG017137A patent/BG18852A3/en not_active Expired
- 1970-07-22 YU YU1860/70A patent/YU34395B/en unknown
- 1970-07-22 DK DK380170AA patent/DK140281B/en unknown
- 1970-07-23 AT AT118072A patent/AT306703B/en not_active IP Right Cessation
- 1970-07-23 SE SE7010200A patent/SE370391B/xx unknown
- 1970-07-23 FR FR7027291A patent/FR2059551B1/fr not_active Expired
- 1970-07-23 AT AT118472A patent/AT304477B/en not_active IP Right Cessation
- 1970-07-23 NL NLAANVRAGE7010928,A patent/NL169874C/en not_active IP Right Cessation
- 1970-07-23 AT AT118372A patent/AT304476B/en not_active IP Right Cessation
- 1970-07-23 AT AT674870A patent/AT303706B/en not_active IP Right Cessation
- 1970-07-23 AT AT118672A patent/AT306704B/en not_active IP Right Cessation
- 1970-07-23 AT AT118172A patent/AT304474B/en active
- 1970-07-23 AT AT118272A patent/AT304475B/en active
- 1970-07-23 AT AT118572A patent/AT304478B/en active
- 1970-07-23 AT AT117972A patent/AT306702B/en not_active IP Right Cessation
- 1970-07-24 BG BG017132A patent/BG17505A3/en unknown
- 1970-07-24 BG BG017133A patent/BG17506A3/en unknown
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1971
- 1971-09-09 ES ES394916A patent/ES394916A1/en not_active Expired
- 1971-09-09 ES ES394915A patent/ES394915A1/en not_active Expired
- 1971-09-09 ES ES394917A patent/ES394917A1/en not_active Expired
- 1971-09-09 ES ES394913A patent/ES394913A1/en not_active Expired
- 1971-09-09 ES ES394918A patent/ES394918A1/en not_active Expired
- 1971-09-09 ES ES394919A patent/ES394919A1/en not_active Expired
- 1971-09-09 ES ES394914A patent/ES394914A1/en not_active Expired
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1973
- 1973-06-06 JP JP48063727A patent/JPS5238556B1/ja active Pending
- 1973-06-06 JP JP48063730A patent/JPS5210863B1/ja active Pending
- 1973-06-06 JP JP48063729A patent/JPS5210862B1/ja active Pending
- 1973-06-06 JP JP48063728A patent/JPS5210861B1/ja active Pending
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1975
- 1975-10-07 YU YU2551/75A patent/YU34113B/en unknown
- 1975-10-07 YU YU2544/75A patent/YU34396B/en unknown
- 1975-10-07 YU YU2546/75A patent/YU34663B/en unknown
- 1975-10-07 YU YU2545/75A patent/YU34662B/en unknown
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FD1A | Patent lapsed |
Effective date: 19850322 |