GB1394542A - Optically active isomers of hydroxyamines - Google Patents
Optically active isomers of hydroxyaminesInfo
- Publication number
- GB1394542A GB1394542A GB1284273A GB1284273A GB1394542A GB 1394542 A GB1394542 A GB 1394542A GB 1284273 A GB1284273 A GB 1284273A GB 1284273 A GB1284273 A GB 1284273A GB 1394542 A GB1394542 A GB 1394542A
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- dihalo
- aminophenyl
- compound
- acid addition
- 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
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/205—Amine addition salts of organic acids; Inner quaternary ammonium salts, e.g. betaine, carnitine
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
1394542 d- and l-1-(3,5-dihalo-4-aminophenyl)-2-aminoethanols DR KARL THOMAE GmbH 16 March 1973 [16 March 1972 8 Jan 1973] 12842/73 Heading C2C Novel d- and lisomers of 1-(3,5-dihalo-4- aminophenyl)-2-aminoethanols of the general formula wherein Hal is a chlorine or bromine atom, R 1 is a chlorine or bromine atom and R is a C 2-5 alkyl or C 3-6 cycloalkyl group, and physiologically compatible acid addition salts thereof are prepared by resolving a racemic mixture of the compound of the general formula above or a derivative or physiologically compatible acid addition salt thereof to separate the optically active isomers, recovering the desired (+)- and/or ( - )-isomer and, if necessary, converting the desired isomer of a derivative of a compound of the general formula above into the corresponding isomer of the said compound. Pharmaceutical compositions having a selective activity on adrenergic #-receptors comprise, as active ingredient, a d- or lisomer of a 1-(3,5- dihalo-4-aminophenyl)-2-aminoethanol of the above general formula or physiologically compatible acid addition salt thereof, in association with a pharmaceutical carrier or excipient.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19722212600 DE2212600C3 (en) | 1972-03-16 | d- and l-1- (4-Amino-3,5-dichlorophenyl) -2-alkylamino-ethanols and their acid addition salts, processes for their preparation and pharmaceuticals containing these compounds | |
| DE19732300614 DE2300614A1 (en) | 1973-01-08 | 1973-01-08 | Optically active antipodes of substd aminophenylalkylamino - ethanols - from racemic mixts - selective activity on beta receptors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1394542A true GB1394542A (en) | 1975-05-21 |
Family
ID=25762898
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1284273A Expired GB1394542A (en) | 1972-03-16 | 1973-03-16 | Optically active isomers of hydroxyamines |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS491528A (en) |
| AT (1) | AT322534B (en) |
| AU (1) | AU471457B2 (en) |
| CH (1) | CH584184A5 (en) |
| DD (1) | DD107260A5 (en) |
| ES (1) | ES412615A1 (en) |
| FI (1) | FI56523C (en) |
| FR (1) | FR2181828B1 (en) |
| GB (1) | GB1394542A (en) |
| HU (1) | HU165270B (en) |
| IL (1) | IL41784A0 (en) |
| NL (1) | NL176669C (en) |
| NO (1) | NO136094C (en) |
| RO (1) | RO62876A (en) |
| SE (1) | SE396597B (en) |
| SU (1) | SU446963A3 (en) |
| ZA (1) | ZA731796B (en) |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5530029A (en) * | 1987-09-15 | 1996-06-25 | The Rowett Research Institute | Therapeutic applications of clenbuterol |
| US5541188A (en) * | 1987-09-15 | 1996-07-30 | The Rowett Research Institute | Therapeutic applications of beta-adrenergic agonists |
| WO2001042193A1 (en) * | 1999-12-08 | 2001-06-14 | Theravance, Inc. | β2-ADRENERGIC RECEPTOR AGONISTS |
| US6362371B1 (en) | 1998-06-08 | 2002-03-26 | Advanced Medicine, Inc. | β2- adrenergic receptor agonists |
| US6576793B1 (en) | 1999-12-08 | 2003-06-10 | Theravance, Inc. | β2-adrenergic receptor agonists |
| US6593497B1 (en) | 1999-06-02 | 2003-07-15 | Theravance, Inc. | β2-adrenergic receptor agonists |
| US6683115B2 (en) | 1999-06-02 | 2004-01-27 | Theravance, Inc. | β2-adrenergic receptor agonists |
| US6713651B1 (en) | 1999-06-07 | 2004-03-30 | Theravance, Inc. | β2-adrenergic receptor agonists |
| US8704002B2 (en) | 2003-06-23 | 2014-04-22 | Grünenthal GmbH | Process for the dehydration of substituted 4-dimethylamino-2-aryl-butan-2-ol compounds and process for the preparation of substituted dimethyl-(3-aryl-butyl)-amine compounds by heterogeneous catalysis |
| US8716350B2 (en) | 2010-03-30 | 2014-05-06 | Algynomics Inc. | Compositions and methods for the treatment of somatosensory disorders |
| US8716349B2 (en) | 2010-03-30 | 2014-05-06 | Algynomics Inc. | Compositions and methods for the treatment of somatosensory disorders |
| US8791300B2 (en) | 2005-11-02 | 2014-07-29 | Gruenenthal Gmbh | Process for preparing a substituted dimethyl-(3-arylbutyl)amine compound by homogeneous catalysis |
| US8877974B2 (en) | 2006-07-24 | 2014-11-04 | Grünenthal GmbH | Process for the preparation of (1R,2R)-3-(3-dimethylamino-1-ethyl-2-methylpropy1)-phenol |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4063025A (en) | 1975-02-05 | 1977-12-13 | Yamanouchi Pharmaceutical Co., Ltd. | 4-Substituted amino-α-aminomethylbenzyl alcohol derivatives |
| GB1523974A (en) * | 1975-02-05 | 1978-09-06 | Yamanouchi Pharma Co Ltd | 4-substituted amino- -aminomethylbenzyl alcohol derivatives |
| US4145363A (en) * | 1975-02-05 | 1979-03-20 | Yamanouchi Pharmaceutical Co., Ltd. | 4-Carbamoylamino-α-aminomethylbenzyl alcohol derivatives |
| JPS6191160A (en) * | 1984-10-09 | 1986-05-09 | Nisshin Flour Milling Co Ltd | Production of carnitine |
| US5169633A (en) * | 1985-07-29 | 1992-12-08 | American Cyanamid Company | Continuous release phenylethanolamine derivative compositions |
| US5059422A (en) * | 1985-07-29 | 1991-10-22 | American Cyanamid Company | Continuous release phenylethanolamine derivative compositions |
| ZA994264B (en) | 1998-07-01 | 2000-01-25 | Warner Lambert Co | Stereoisomers with high affinity for adrenergic receptors. |
| US7232837B2 (en) | 1999-06-29 | 2007-06-19 | Mcneil-Ppc, Inc. | Stereoisomers with high affinity for adrenergic receptors |
| EP1754474A1 (en) * | 2005-02-02 | 2007-02-21 | Eucro European Contract Research GmbH & Co. KG | Use of S-Clenbuterol |
-
1973
- 1973-03-06 AT AT194573A patent/AT322534B/en not_active IP Right Cessation
- 1973-03-13 CH CH365773A patent/CH584184A5/xx not_active IP Right Cessation
- 1973-03-14 RO RO7300074162A patent/RO62876A/en unknown
- 1973-03-14 SU SU1894116A patent/SU446963A3/en active
- 1973-03-14 ES ES412615A patent/ES412615A1/en not_active Expired
- 1973-03-14 HU HUTO900A patent/HU165270B/hu unknown
- 1973-03-14 JP JP48029886A patent/JPS491528A/ja active Pending
- 1973-03-15 SE SE7303639A patent/SE396597B/en unknown
- 1973-03-15 IL IL41784A patent/IL41784A0/en unknown
- 1973-03-15 FI FI789/73A patent/FI56523C/en active
- 1973-03-15 NL NLAANVRAGE7303612,A patent/NL176669C/en not_active IP Right Cessation
- 1973-03-15 NO NO1047/73A patent/NO136094C/en unknown
- 1973-03-15 ZA ZA731796A patent/ZA731796B/en unknown
- 1973-03-15 AU AU53345/73A patent/AU471457B2/en not_active Expired
- 1973-03-16 DD DD169508A patent/DD107260A5/xx unknown
- 1973-03-16 GB GB1284273A patent/GB1394542A/en not_active Expired
- 1973-03-16 FR FR7309577A patent/FR2181828B1/fr not_active Expired
Cited By (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5541188A (en) * | 1987-09-15 | 1996-07-30 | The Rowett Research Institute | Therapeutic applications of beta-adrenergic agonists |
| US5552442A (en) * | 1987-09-15 | 1996-09-03 | The Rowett Research Institute | Therapeutic applications of clenbuterol |
| US5530029A (en) * | 1987-09-15 | 1996-06-25 | The Rowett Research Institute | Therapeutic applications of clenbuterol |
| US6541669B1 (en) | 1998-06-08 | 2003-04-01 | Theravance, Inc. | β2-adrenergic receptor agonists |
| US6362371B1 (en) | 1998-06-08 | 2002-03-26 | Advanced Medicine, Inc. | β2- adrenergic receptor agonists |
| US6683115B2 (en) | 1999-06-02 | 2004-01-27 | Theravance, Inc. | β2-adrenergic receptor agonists |
| US6916961B2 (en) | 1999-06-02 | 2005-07-12 | Theravance, Inc. | β2-adrenergic receptor agonists |
| US6593497B1 (en) | 1999-06-02 | 2003-07-15 | Theravance, Inc. | β2-adrenergic receptor agonists |
| US7211695B2 (en) | 1999-06-07 | 2007-05-01 | Theravance, Inc. | β2-adrenergic receptor agonists |
| US6713651B1 (en) | 1999-06-07 | 2004-03-30 | Theravance, Inc. | β2-adrenergic receptor agonists |
| US7105701B2 (en) | 1999-06-07 | 2006-09-12 | Theravance, Inc. | β2-adrenergic receptor agonists |
| WO2001042193A1 (en) * | 1999-12-08 | 2001-06-14 | Theravance, Inc. | β2-ADRENERGIC RECEPTOR AGONISTS |
| US6576793B1 (en) | 1999-12-08 | 2003-06-10 | Theravance, Inc. | β2-adrenergic receptor agonists |
| US8704002B2 (en) | 2003-06-23 | 2014-04-22 | Grünenthal GmbH | Process for the dehydration of substituted 4-dimethylamino-2-aryl-butan-2-ol compounds and process for the preparation of substituted dimethyl-(3-aryl-butyl)-amine compounds by heterogeneous catalysis |
| US8791300B2 (en) | 2005-11-02 | 2014-07-29 | Gruenenthal Gmbh | Process for preparing a substituted dimethyl-(3-arylbutyl)amine compound by homogeneous catalysis |
| US8877974B2 (en) | 2006-07-24 | 2014-11-04 | Grünenthal GmbH | Process for the preparation of (1R,2R)-3-(3-dimethylamino-1-ethyl-2-methylpropy1)-phenol |
| US11739049B2 (en) | 2006-07-24 | 2023-08-29 | Grünenthal GmbH | Process for the preparation of (1R,2R)-3-(3-dimethylamino-1-ethyl-2-methyl-propyl)-phenol |
| US8716350B2 (en) | 2010-03-30 | 2014-05-06 | Algynomics Inc. | Compositions and methods for the treatment of somatosensory disorders |
| US8716349B2 (en) | 2010-03-30 | 2014-05-06 | Algynomics Inc. | Compositions and methods for the treatment of somatosensory disorders |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA731796B (en) | 1974-11-27 |
| AT322534B (en) | 1975-05-26 |
| RO62876A (en) | 1977-10-15 |
| SE396597B (en) | 1977-09-26 |
| IL41784A0 (en) | 1973-05-31 |
| NL176669B (en) | 1984-12-17 |
| FI56523B (en) | 1979-10-31 |
| DD107260A5 (en) | 1974-07-20 |
| AU471457B2 (en) | 1976-04-29 |
| NO136094B (en) | 1977-04-12 |
| NL176669C (en) | 1985-05-17 |
| NO136094C (en) | 1977-07-20 |
| AU5334573A (en) | 1974-09-19 |
| CH584184A5 (en) | 1977-01-31 |
| FR2181828A1 (en) | 1973-12-07 |
| ES412615A1 (en) | 1976-01-01 |
| HU165270B (en) | 1974-07-27 |
| FR2181828B1 (en) | 1976-08-13 |
| SU446963A3 (en) | 1974-10-15 |
| NL7303612A (en) | 1973-09-18 |
| JPS491528A (en) | 1974-01-08 |
| FI56523C (en) | 1980-02-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |