GB1206420A - A new 1-substituted phenoxy-2-hydroxy-3-isopropylaminopropane - Google Patents
A new 1-substituted phenoxy-2-hydroxy-3-isopropylaminopropaneInfo
- Publication number
- GB1206420A GB1206420A GB5922467A GB5922467A GB1206420A GB 1206420 A GB1206420 A GB 1206420A GB 5922467 A GB5922467 A GB 5922467A GB 5922467 A GB5922467 A GB 5922467A GB 1206420 A GB1206420 A GB 1206420A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrolysis
- prepared
- isopropylamine
- derivative
- compound
- 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
-
- 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
- A61K31/14—Quaternary ammonium compounds, e.g. edrophonium, choline
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
1,206,420. 1 - (2 - Cyanophenoxy) - 2 - hydroxy - 3 - isopropylaminopropane. BOEHRINGER INGELHEIM G.m.b.H. 29 Dec., 1967 [30 Dec., 1966; 15 June, 1967; 20 Oct., 1967 (2); 26 Oct., 1967], No. 59224/67. Heading C2C. [Also in Division A5] The invention comprises the compound of formula in its racemic or optically active forms, and acid addition salts thereof. The compound may be prepared by (a) reacting (2-cyanophenoxymethyl) oxiran (I) or its halohydrin (II) with N,N<SP>1</SP>-diisopropylurea or isopropylamine; (b) reacting 3 - (2 - cyanophenoxy) - propen - 2 - olamine (III) with e.g. an isopropyl halide or acetone/H 2 ; (c) hydrolysis of its derivative (e.g. an acetal) in which the -OH group is protected; (d) hydrolysis of 5-(2-cyanophenoxymethyl) - 3 - isopropyloxazolidin - 2 - one (IV); (e) hydrolysis or pyrolysis of its N-carbamyl derivative; (f) hydrolysis or hydrogenolysis of its (e.g. benzyl or acetyl) derivative in which the -NH group is otherwise protected; (g) diazotization of the 2-aminophenyl analogue (V), and heating the product with CuCN. Starting materials-I, prepared from 2- hydroxybenzonitrile and epichlorohydrin, is converted to II with hydrohalic acid, to III with NH 3 , and to IV with ethyl N-isopropylcarbamate. The tetrahydropyranyl ether of the title compound is prepared from II tetrahydropyranyl ether and isopropylamine; V is prepared by reduction of the 2-nitrophenyl analogue of the title compound, itself obtained from (2-nitrophenoxymethyl) oxiran and isopropylamine.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB0090543 | 1966-12-30 | ||
| DEB0093026 | 1967-06-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1206420A true GB1206420A (en) | 1970-09-23 |
Family
ID=25968272
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5922467A Expired GB1206420A (en) | 1966-12-30 | 1967-12-29 | A new 1-substituted phenoxy-2-hydroxy-3-isopropylaminopropane |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPS5123495B1 (en) |
| BE (1) | BE708815A (en) |
| CH (1) | CH496658A (en) |
| DE (1) | DE1593783A1 (en) |
| DK (1) | DK133094C (en) |
| ES (1) | ES348542A1 (en) |
| FI (1) | FI48345C (en) |
| FR (2) | FR1560399A (en) |
| GB (1) | GB1206420A (en) |
| IL (1) | IL29242A (en) |
| SE (1) | SE351845B (en) |
| YU (6) | YU33278B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3937834A (en) | 1970-10-02 | 1976-02-10 | Ciba-Geigy Corporation | Pharmaceutical preparations |
-
1967
- 1967-06-15 DE DE19671593783 patent/DE1593783A1/en active Pending
- 1967-12-18 CH CH1768567A patent/CH496658A/en not_active IP Right Cessation
- 1967-12-22 YU YU251167A patent/YU33278B/en unknown
- 1967-12-22 ES ES348542A patent/ES348542A1/en not_active Expired
- 1967-12-28 SE SE1794067A patent/SE351845B/xx unknown
- 1967-12-29 FI FI350667A patent/FI48345C/en active
- 1967-12-29 GB GB5922467A patent/GB1206420A/en not_active Expired
- 1967-12-29 DK DK659967A patent/DK133094C/en active
- 1967-12-29 FR FR1560399D patent/FR1560399A/fr not_active Expired
- 1967-12-29 BE BE708815D patent/BE708815A/xx not_active IP Right Cessation
- 1967-12-29 IL IL2924267A patent/IL29242A/en unknown
-
1968
- 1968-03-28 FR FR145900A patent/FR7850M/fr not_active Expired
- 1968-12-13 JP JP9102068A patent/JPS5123495B1/ja active Pending
-
1974
- 1974-04-10 YU YU101174A patent/YU33281B/en unknown
- 1974-04-10 YU YU101274A patent/YU33280B/en unknown
- 1974-04-10 YU YU101074A patent/YU33279B/en unknown
- 1974-04-10 YU YU101374A patent/YU33282B/en unknown
- 1974-04-10 YU YU100974A patent/YU100974A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3937834A (en) | 1970-10-02 | 1976-02-10 | Ciba-Geigy Corporation | Pharmaceutical preparations |
Also Published As
| Publication number | Publication date |
|---|---|
| FR7850M (en) | 1970-06-01 |
| YU33281B (en) | 1976-08-31 |
| FI48345C (en) | 1974-09-10 |
| YU33278B (en) | 1976-08-31 |
| YU100974A (en) | 1982-06-30 |
| CH496658A (en) | 1970-09-30 |
| YU33279B (en) | 1976-08-31 |
| YU251167A (en) | 1976-03-31 |
| DK133094B (en) | 1976-03-22 |
| YU33282B (en) | 1976-08-31 |
| FR1560399A (en) | 1969-03-21 |
| YU33280B (en) | 1976-08-31 |
| JPS5123495B1 (en) | 1976-07-17 |
| FI48345B (en) | 1974-05-31 |
| SE351845B (en) | 1972-12-11 |
| ES348542A1 (en) | 1969-11-01 |
| DE1593783A1 (en) | 1972-05-25 |
| DK133094C (en) | 1976-08-23 |
| BE708815A (en) | 1968-07-01 |
| YU101074A (en) | 1976-03-31 |
| YU101174A (en) | 1976-03-31 |
| IL29242A (en) | 1971-05-26 |
| YU101374A (en) | 1976-03-31 |
| YU101274A (en) | 1976-03-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PE20 | Patent expired after termination of 20 years |