GB1236078A - Substituted azetidinols - Google Patents
Substituted azetidinolsInfo
- Publication number
- GB1236078A GB1236078A GB3196968A GB3196968A GB1236078A GB 1236078 A GB1236078 A GB 1236078A GB 3196968 A GB3196968 A GB 3196968A GB 3196968 A GB3196968 A GB 3196968A GB 1236078 A GB1236078 A GB 1236078A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aryl
- azetidinols
- formula
- alkoxy
- aryloxy
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
1,236,078. Substituted azetidinols. BEECHAM GROUP Ltd. 20 June, 1969 [4 July, 1968], No. 31969/68. Heading C2C. Novel substituted azetidinols of the Formula I wherein R is optionally substituted alkyl having 2 or more carbon atoms, cycloalkyl, aralkyl, aryl, alkoxycarbonyl or aryloxycarbonyl, or together with the quaternized nitrogen atom to which it is attached forms a cyclic structure, R 1 is OH or when R is alkoxy- or aryloxycarbonyl R 1 may be OH esterified by the same alkoxy- or aryloxy-carbonyl group; and R 2 is aryl and acid addition and quaternary ammonium salts of those compounds containing a basic N atom are prepared, when R is optionally substituted alkyl, cycloalkyl, aralkyl or aryl, by reacting the appropriate 2-arylepichlorohydrins with primary amines of the formula RNH 2 , and, if desired, forming the free bases and optionally converting these to acid addition or quaternary ammonium salts, or when R is alkoxy- or aryloxy-carbonyl and R 1 is OH esterified by the same alkoxy- or aryloxy-carbonyl group, by reacting azetidinols of Formula I above in which R is t.-butyl with alkyl- or aryl-chloroformates. Quaternary ammonium salts are obtained by reacting 2-arylepichlorohydrins with secondary amines of the formula R 3 R 4 NH in which R 3 and R 4 are optionally substituted alkyl, aryl or aralkyl or together with the nitrogen atom to which they are attached, form a cyclic structure. Pharmaceutical compositions, having activity on the central nervous system as depressants, contain the above novel compounds or salts thereof and pharmaceutically acceptable carriers.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3196968A GB1236078A (en) | 1968-07-04 | 1968-07-04 | Substituted azetidinols |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3196968A GB1236078A (en) | 1968-07-04 | 1968-07-04 | Substituted azetidinols |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1236078A true GB1236078A (en) | 1971-06-16 |
Family
ID=10331086
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3196968A Expired GB1236078A (en) | 1968-07-04 | 1968-07-04 | Substituted azetidinols |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB1236078A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0125714A1 (en) * | 1983-05-04 | 1984-11-21 | Shell Internationale Researchmaatschappij B.V. | Preparation of 1-substituted azetidin-3-ol and acid halid thereof |
EP0140437A2 (en) * | 1983-10-21 | 1985-05-08 | Shell Internationale Researchmaatschappij B.V. | Substituted azetidine derivatives, process for their preparation, and their use as intermediates |
WO2010058020A1 (en) * | 2008-11-24 | 2010-05-27 | Nsab, Filial Af Neurosearch Sweden Ab, Sverige | Novel 1 -alkyl- 3 -hydroxy- 3 -phenylazetidine derivatives useful as modulators of cortical catecholaminergic neurotransmission |
WO2010058017A1 (en) * | 2008-11-24 | 2010-05-27 | Nsab, Filial Af Neurosearch Sweden Ab, Sverige | Novel 3-phenyl-azetidine derivatives useful as modulators of cortical catecholaminergic neurotransmission |
WO2023214119A1 (en) * | 2022-05-05 | 2023-11-09 | Equinorm Ltd | Azetidine compounds, pharmaceutical compositions thereof, preparation methods and their uses in the treatment of cns disorders |
-
1968
- 1968-07-04 GB GB3196968A patent/GB1236078A/en not_active Expired
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0125714A1 (en) * | 1983-05-04 | 1984-11-21 | Shell Internationale Researchmaatschappij B.V. | Preparation of 1-substituted azetidin-3-ol and acid halid thereof |
EP0140437A2 (en) * | 1983-10-21 | 1985-05-08 | Shell Internationale Researchmaatschappij B.V. | Substituted azetidine derivatives, process for their preparation, and their use as intermediates |
EP0140437A3 (en) * | 1983-10-21 | 1988-07-27 | Shell Internationale Researchmaatschappij B.V. | Substituted azetidine derivatives, process for their preparation, and their use as intermediates |
WO2010058020A1 (en) * | 2008-11-24 | 2010-05-27 | Nsab, Filial Af Neurosearch Sweden Ab, Sverige | Novel 1 -alkyl- 3 -hydroxy- 3 -phenylazetidine derivatives useful as modulators of cortical catecholaminergic neurotransmission |
WO2010058017A1 (en) * | 2008-11-24 | 2010-05-27 | Nsab, Filial Af Neurosearch Sweden Ab, Sverige | Novel 3-phenyl-azetidine derivatives useful as modulators of cortical catecholaminergic neurotransmission |
CN102224135A (en) * | 2008-11-24 | 2011-10-19 | Nsab神经研究瑞典公司分公司 | Novel 3-phenyl-azetidine derivatives useful as modulators of cortical catecholaminergic neurotransmission |
JP2012509860A (en) * | 2008-11-24 | 2012-04-26 | エヌエスエイビー、フィリアル アヴ ノイロサーチ スウェーデン エービー、スヴェーリエ | Novel 3-phenyl-azetidine derivatives useful as modulators of cortical catecholaminergic neurotransmission |
US8586572B2 (en) | 2008-11-24 | 2013-11-19 | Integrative Research Laboratories Sweden Ab | 3-phenyl-azetidine derivatives useful as modulators of cortical catecholaminergic neurotransmission |
WO2023214119A1 (en) * | 2022-05-05 | 2023-11-09 | Equinorm Ltd | Azetidine compounds, pharmaceutical compositions thereof, preparation methods and their uses in the treatment of cns disorders |
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