GB1236078A - Substituted azetidinols - Google Patents

Substituted azetidinols

Info

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
Application number
GB3196968A
Inventor
David Miller
Timothy Melton
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Beecham Group PLC
Original Assignee
Beecham Group PLC
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Beecham Group PLC filed Critical Beecham Group PLC
Priority to GB3196968A priority Critical patent/GB1236078A/en
Publication of GB1236078A publication Critical patent/GB1236078A/en
Expired legal-status Critical Current

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.
GB3196968A 1968-07-04 1968-07-04 Substituted azetidinols Expired GB1236078A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (9)

* Cited by examiner, † Cited by third party
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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