GB1260521A - Phenethanolamine ethers - Google Patents
Phenethanolamine ethersInfo
- Publication number
- GB1260521A GB1260521A GB6379/69A GB637969A GB1260521A GB 1260521 A GB1260521 A GB 1260521A GB 6379/69 A GB6379/69 A GB 6379/69A GB 637969 A GB637969 A GB 637969A GB 1260521 A GB1260521 A GB 1260521A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl ester
- ester hydrochloride
- tert
- compounds
- optionally substituted
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/38—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to acyclic carbon atoms and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
-
- 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
- A61P9/08—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
- A61P9/12—Antihypertensives
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1,260,521. Phenylethanolamine derivatives. ALLEN & HANBURYS Ltd. 23 Jan., 1970 [6 Feb., 1969], No. 6379/69. Heading C2C. Compounds of the general formula (R<SP>1</SP> = C 1-6 alkyl, C 2-6 alkenyl or aralkyl, each optionally substituted by one or more OH or alkoxy groups; R<SP>2</SP> = H, C 1-6 alkyl optionally substituted by one or more OH, amino or heterocyclic groups, or cycloalkyl, aralkyl or aroxyalkyl each optionally substituted by one or more OH or alkoxy groups; R<SP>3</SP>=H, PhCH 2 ; X= -CONR<SP>4</SP>R<SP>5</SP>; R<SP>4,5</SP> = H, C 1-6 alkyl; provided that when R<SP>2</SP>=tert.-butyl and R<SP>1</SP>=PhCH 2 , R<SP>3</SP>=H) and their acid addition salts are prepared by (a) reacting a compound of the formula or (Hal=halogen) with NHR<SP>2</SP>R<SP>3</SP>, with subsequent reduction of the keto group where the starting material is a ketone, (b) reacting R<SP>1</SP>Hal with a compound of the formula or with subsequent reduction of the keto group where the starting material is a ketone (the benzyl group(s) may also be removed) or (c) alkylation of compounds in which R<SP>2,3</SP>=H by condensation with a carbonyl compound and reduction of the azomethine, optionally followed in each case by salt formation and/or resolution. The preparation of 5-(N-benzyl-N-tert.-butylglycyl)-o-anisic acid methyl ester hydrochloride 5- (2-tert.-butylamino-1-hydroxyethyl)-o-anisic acid methyl ester hydrochloride, 2-benzyloxy-5-[1-hydroxy-2-isopropylaminoethyl] benzoic acid methyl ester hydrochloride and 5-[N-benzyl-N-(1,1-dimethyl-3-phenylpropyl)glycyl]-o-anisicacid methyl ester hydrochloride is described. These compounds are #-adrenergic blocking agents, and some of them also antagonize α- adrenergic receptors. They may be administered in the form of pharmaceutial preparations containing them in association with a carrier.
Priority Applications (12)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB6379/69A GB1260521A (en) | 1969-02-06 | 1969-02-06 | Phenethanolamine ethers |
ZA700532A ZA70532B (en) | 1969-02-06 | 1970-01-26 | Phenethanolamine ethers |
BE745138D BE745138A (en) | 1969-02-06 | 1970-01-29 | NEW PHENYLETHANOLAMINES |
DE19702004354 DE2004354C3 (en) | 1969-02-06 | 1970-01-30 | Phenethanolamine ethers, processes for their preparation and medicinal products containing these compounds |
SE7001478A SE372933B (en) | 1969-02-06 | 1970-02-05 | |
CH163470A CH555801A (en) | 1969-02-06 | 1970-02-05 | PROCESS FOR THE PRODUCTION OF PHENYLAETHANOLAMINE DERIVATIVES. |
CH643273A CH561686A5 (en) | 1969-02-06 | 1970-02-05 | |
FR7004092A FR2034524B1 (en) | 1969-02-06 | 1970-02-05 | |
NLAANVRAGE7001759,A NL170134C (en) | 1969-02-06 | 1970-02-06 | METHOD FOR PREPARING A MEDICINAL PRODUCT WITH ANTI-ADRENERGIC ACTIVITY AND MEDICINAL PRODUCT OBTAINED THEREOF, AND METHOD FOR PREPARING AN ANTI-ADRENERGICALLY ACTIVE 5- (1-HYDROXYHYDYYL-2-AMYOXYHYDYYLUSHYDYLYTHYL) |
JP45010082A JPS5221B1 (en) | 1969-02-06 | 1970-02-06 | |
US05/706,619 US4101579A (en) | 1969-02-06 | 1976-07-19 | Phenethanolamine ethers |
JP8805276A JPS549189B1 (en) | 1969-02-06 | 1976-07-23 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB6379/69A GB1260521A (en) | 1969-02-06 | 1969-02-06 | Phenethanolamine ethers |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1260521A true GB1260521A (en) | 1972-01-19 |
Family
ID=9813435
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB6379/69A Expired GB1260521A (en) | 1969-02-06 | 1969-02-06 | Phenethanolamine ethers |
Country Status (8)
Country | Link |
---|---|
JP (2) | JPS5221B1 (en) |
BE (1) | BE745138A (en) |
CH (2) | CH555801A (en) |
FR (1) | FR2034524B1 (en) |
GB (1) | GB1260521A (en) |
NL (1) | NL170134C (en) |
SE (1) | SE372933B (en) |
ZA (1) | ZA70532B (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4000192A (en) | 1973-05-07 | 1976-12-28 | Allen & Hanburys Limited | Pharmacologically active compounds |
US4000193A (en) | 1973-05-07 | 1976-12-28 | Allen & Hanburys Limited | Pharmacologically active compounds |
DE3014775A1 (en) * | 1979-05-04 | 1980-11-13 | Richardson Merrell Inc | NEW ANTI-HYPERTENSIVE CONNECTION |
CN104513177A (en) * | 2014-12-12 | 2015-04-15 | 上海应用技术学院 | Preparation method for 5-(N, N-dibenzylamino)acetylsalicylamide |
CN104557604A (en) * | 2014-12-30 | 2015-04-29 | 浙江大学 | Synthetic method for 5-acetylsalicylamide |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5433100U (en) * | 1977-08-07 | 1979-03-03 | ||
JPS5460498U (en) * | 1977-10-06 | 1979-04-26 |
-
1969
- 1969-02-06 GB GB6379/69A patent/GB1260521A/en not_active Expired
-
1970
- 1970-01-26 ZA ZA700532A patent/ZA70532B/en unknown
- 1970-01-29 BE BE745138D patent/BE745138A/en unknown
- 1970-02-05 CH CH163470A patent/CH555801A/en not_active IP Right Cessation
- 1970-02-05 CH CH643273A patent/CH561686A5/xx not_active IP Right Cessation
- 1970-02-05 FR FR7004092A patent/FR2034524B1/fr not_active Expired
- 1970-02-05 SE SE7001478A patent/SE372933B/xx unknown
- 1970-02-06 JP JP45010082A patent/JPS5221B1/ja active Pending
- 1970-02-06 NL NLAANVRAGE7001759,A patent/NL170134C/en not_active IP Right Cessation
-
1976
- 1976-07-23 JP JP8805276A patent/JPS549189B1/ja active Pending
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4000192A (en) | 1973-05-07 | 1976-12-28 | Allen & Hanburys Limited | Pharmacologically active compounds |
US4000193A (en) | 1973-05-07 | 1976-12-28 | Allen & Hanburys Limited | Pharmacologically active compounds |
DE3014775A1 (en) * | 1979-05-04 | 1980-11-13 | Richardson Merrell Inc | NEW ANTI-HYPERTENSIVE CONNECTION |
CN104513177A (en) * | 2014-12-12 | 2015-04-15 | 上海应用技术学院 | Preparation method for 5-(N, N-dibenzylamino)acetylsalicylamide |
CN104513177B (en) * | 2014-12-12 | 2017-01-04 | 上海应用技术学院 | A kind of preparation method of 5-(N, N-dibenzyl amino) ethrisin |
CN104557604A (en) * | 2014-12-30 | 2015-04-29 | 浙江大学 | Synthetic method for 5-acetylsalicylamide |
Also Published As
Publication number | Publication date |
---|---|
CH555801A (en) | 1974-11-15 |
NL170134C (en) | 1982-10-01 |
ZA70532B (en) | 1971-03-31 |
BE745138A (en) | 1970-07-29 |
SE372933B (en) | 1975-01-20 |
DE2004354A1 (en) | 1970-12-23 |
FR2034524B1 (en) | 1973-12-21 |
DE2004354B2 (en) | 1975-10-30 |
FR2034524A1 (en) | 1970-12-11 |
CH561686A5 (en) | 1975-05-15 |
JPS549189B1 (en) | 1979-04-21 |
NL7001759A (en) | 1970-08-10 |
JPS5221B1 (en) | 1977-01-05 |
NL170134B (en) | 1982-05-03 |
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