Showing content from https://patents.google.com/patent/GB851311A/en below:
GB851311A - Morpholine compounds and their production
GB851311A - Morpholine compounds and their production - Google PatentsMorpholine compounds and their production Info
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Publication number
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GB851311A
GB851311A GB1053958A GB1053958A GB851311A GB 851311 A GB851311 A GB 851311A GB 1053958 A GB1053958 A GB 1053958A GB 1053958 A GB1053958 A GB 1053958A GB 851311 A GB851311 A GB 851311A
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Authority
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GB
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United Kingdom
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Prior art keywords
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general formula
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alkyl
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radical
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compound
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atoms
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Prior art date
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1958-04-02
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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.)
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Expired
Application number
GB1053958A
Inventor
Markus Zimmermann
Franz Haefliger
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.)
Novartis AG
Original Assignee
JR Geigy AG
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.)
1958-04-02
Filing date
1958-04-02
Publication date
1960-10-12
1958-04-02 Application filed by JR Geigy AG filed Critical JR Geigy AG
1958-04-02 Priority to GB1053958A priority Critical patent/GB851311A/en
1960-10-12 Publication of GB851311A publication Critical patent/GB851311A/en
Status Expired legal-status Critical Current
Links
- 150000002780 morpholines Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- SIHREFAXCFOHMQ-UHFFFAOYSA-N 3-(2-phenylethylamino)butan-2-ol Chemical compound CC(O)C(C)NCCC1=CC=CC=C1 SIHREFAXCFOHMQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical group [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 229960002887 deanol Drugs 0.000 abstract 1
- 239000012972 dimethylethanolamine Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
- C07D265/30—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
- C07D265/34—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention comprises compounds of the general formula : <FORM:0851311/IV(b)/1> (wherein Ar is a phenyl radical optionally substituted by halogen atoms, alkyl, alkoxy or hydroxy groups, R1 and R2 are hydrogen atoms or alkyl radicals with 1 to 4 carbon atoms, R3 is a hydrogen atom or an alkyl or alkenyl radical with 1 to 4 carbon atoms, R4 is an araliphatic or aliphatic radical which may have oxygen or sulphur atoms as linking members or hydroxy groups as substituents, and R4 with the alkyl radical R2 may form a divalent hydrocarbon radical), and the preparation thereof by dehydrating a compound of the general formula : <FORM:0851311/IV(b)/2> which is formed by either reacting a compound of the general formula : <FORM:0851311/IV(b)/3> with an oxirane of the general formula : <FORM:0851311/IV(b)/4> or reacting a compound of the general formula : <FORM:0851311/IV(b)/5> with an oxirane of the general formula : <FORM:0851311/IV(b)/6> Compounds in which R3 is an alkyl or alkenyl radical with 1 to 4 carbon atoms are also made from the corresponding compounds in which R3 is a hydrogen atom by alkylating or alkenylating with a suitable reagent. (3 - Hydroxy - but - 2 - yl) - (2 - phenyl-ethyl)-amine is made from styrol oxide and 1,2-dimethyl-ethanolamine.
GB1053958A 1958-04-02 1958-04-02 Morpholine compounds and their production Expired GB851311A (en) Priority Applications (1) Application Number Priority Date Filing Date Title GB1053958A GB851311A (en) 1958-04-02 1958-04-02 Morpholine compounds and their production Applications Claiming Priority (1) Application Number Priority Date Filing Date Title GB1053958A GB851311A (en) 1958-04-02 1958-04-02 Morpholine compounds and their production Publications (1) Publication Number Publication Date GB851311A true GB851311A (en) 1960-10-12 Family ID=9969687 Family Applications (1) Application Number Title Priority Date Filing Date GB1053958A Expired GB851311A (en) 1958-04-02 1958-04-02 Morpholine compounds and their production Country Status (1) Cited By (11) * Cited by examiner, â Cited by third party Publication number Priority date Publication date Assignee Title US3959273A (en) * 1966-12-28 1976-05-25 Imperial Chemical Industries Limited Morpholine derivatives EP0061900A1 (en) * 1981-03-27 1982-10-06 Wyeth John & Brother Ltd Morpholine. EP0080940A3 (en) * 1981-12-01 1983-07-06 Laboratoire L. Lafon Societe Anonyme Dite: Derivatives of 2-phenyl-morpholine and their uses as medicines FR2553410A1 (en) * 1983-10-14 1985-04-19 Lafon Labor NOVEL 2-TOLYL-MORPHOLINE DERIVATIVES USEFUL IN THERAPEUTICS FR2564462A1 (en) * 1984-05-16 1985-11-22 Lafon Labor 2-phenylmorpholine derivatives which are useful in therapy WO1992018489A1 (en) * 1991-04-23 1992-10-29 The Wellcome Foundation Limited Arylmorpholine, preparation and use WO2004052372A1 (en) * 2002-12-10 2004-06-24 Pfizer Limited Morpholine derivatives for use as dopamine agonists in the treatment of i.a. sexual dysfunction US7323462B2 (en) 2002-12-10 2008-01-29 Pfizer Inc. Morpholine dopamine agonists CN100488510C (en) * 2002-12-10 2009-05-20 è¾ç大è¯å Morpholine derivatives for use as dopamine agonists in the treatment of I.A. sexual dysfunction JP2013526583A (en) * 2010-05-21 2013-06-24 ãªãµã¼ãã»ãã©ã¤ã¢ã³ã°ã«ã»ã¤ã³ã¹ãã£ãã¥ã¼ã Phenylmorpholine and its analogs US8906908B2 (en) 2010-05-21 2014-12-09 Research Triangle Institute Hydroxybupropion analogues for treating drug dependence
Cited By (19) * Cited by examiner, â Cited by third party Publication number Priority date Publication date Assignee Title US3959273A (en) * 1966-12-28 1976-05-25 Imperial Chemical Industries Limited Morpholine derivatives EP0061900A1 (en) * 1981-03-27 1982-10-06 Wyeth John & Brother Ltd Morpholine. EP0080940A3 (en) * 1981-12-01 1983-07-06 Laboratoire L. Lafon Societe Anonyme Dite: Derivatives of 2-phenyl-morpholine and their uses as medicines FR2553410A1 (en) * 1983-10-14 1985-04-19 Lafon Labor NOVEL 2-TOLYL-MORPHOLINE DERIVATIVES USEFUL IN THERAPEUTICS EP0138716A3 (en) * 1983-10-14 1985-06-26 Laboratoire L. Lafon Societe Anonyme Dite: 2-tolyl-morpholine derivatives for therapeutical use FR2564462A1 (en) * 1984-05-16 1985-11-22 Lafon Labor 2-phenylmorpholine derivatives which are useful in therapy WO1992018489A1 (en) * 1991-04-23 1992-10-29 The Wellcome Foundation Limited Arylmorpholine, preparation and use US5648347A (en) * 1991-04-23 1997-07-15 Glaxo Wellcome Inc. Arylmorpholine, preparation and use WO2004052372A1 (en) * 2002-12-10 2004-06-24 Pfizer Limited Morpholine derivatives for use as dopamine agonists in the treatment of i.a. sexual dysfunction NL1024983C2 (en) * 2002-12-10 2005-02-01 Pfizer Ltd Morphine as dopamine agonists. US7323462B2 (en) 2002-12-10 2008-01-29 Pfizer Inc. Morpholine dopamine agonists EA009589B1 (en) * 2002-12-10 2008-02-28 ÐÑÐ°Ð¹Ð·ÐµÑ Ðнк. Morpholine derivatives for use as dopanine agonists in the treatment of a sexual dysfunction CN100488510C (en) * 2002-12-10 2009-05-20 è¾ç大è¯å Morpholine derivatives for use as dopamine agonists in the treatment of I.A. sexual dysfunction US7576081B2 (en) 2002-12-10 2009-08-18 Pfizer Inc. Morpholine dopamine agonists US7902188B2 (en) 2002-12-10 2011-03-08 Pfizer Inc. Morpholine dopamine agonists JP2013526583A (en) * 2010-05-21 2013-06-24 ãªãµã¼ãã»ãã©ã¤ã¢ã³ã°ã«ã»ã¤ã³ã¹ãã£ãã¥ã¼ã Phenylmorpholine and its analogs US8906908B2 (en) 2010-05-21 2014-12-09 Research Triangle Institute Hydroxybupropion analogues for treating drug dependence US9527823B2 (en) 2010-05-21 2016-12-27 Research Triangle Institute Hydroxybupropion analogues for treating drug dependence US9617229B2 (en) 2010-05-21 2017-04-11 Research Triangle Institute Phenylmorpholines and analogues thereof Similar Documents Publication Publication Date Title ES307299A1 (en) 1965-05-16 Procedure for the preparation of substitute 6,7-benzomorphanes. (Machine-translation by Google Translate, not legally binding) GB851311A (en) 1960-10-12 Morpholine compounds and their production ES330368A1 (en) 1967-09-01 Procedure for preparing N-alcohilamino-alcohilic derivatives of espirotetralinosuccinimidas and their salts. (Machine-translation by Google Translate, not legally binding) GB961037A (en) 1964-06-17 Pyrazolones and processes for their preparation GB842804A (en) 1960-07-27 Preparation of substituted piperazines GB888657A (en) 1962-01-31 Piperidine carbinols ES393934A2 (en) 1974-02-16 Derivatives of theophylline GB901455A (en) 1962-07-18 C-substituted piperazinones and the manufacture thereof GB1121140A (en) 1968-07-24 Process for preparing 3-aminoisoxazole derivatives GB992724A (en) 1965-05-19 1,5-imino-cycloalkanes and -cycloalkenes ES274328A1 (en) 1962-07-01 Procedure for the preparation of new compounds of 1,4-benzodioxane and 1,5-benzodioxane and of 1,5-benzodioxepane (Machine-translation by Google Translate, not legally binding) ES401342A1 (en) 1975-02-16 Pyridine derivatives GB1117458A (en) 1968-06-19 Improvements in or relating to steroidal compounds GB978665A (en) 1964-12-23 Process for the production of new iminodibenzyl derivatives GB925568A (en) 1963-05-08 Substituted triphenyl carbinols ES400907A1 (en) 1975-01-16 Cyclic silicon compounds GB997632A (en) 1965-07-07 New pyrimidines and process for their manufacture GB688805A (en) 1953-03-11 New method of preparation of derivatives of phenthiazine having two quaternary ammonium functions GB639217A (en) 1950-06-21 Tertiary amines and methods for obtaining the same GB1067626A (en) 1967-05-03 3-aminoalkyl-4-alkyl-coumarin derivatives and process for the manufacture thereof GB945474A (en) 1964-01-02 Improvements in and relating to substituted hydrazines ES272000A1 (en) 1962-06-16 Procedure for the preparation of new derivatives of cumarina (Machine-translation by Google Translate, not legally binding) GB1002883A (en) 1965-09-02 New derivatives of 6-amino-penicillanic acid and process for their production ES379617A1 (en) 1973-01-16 A process for the manufacture of amino acids and derivatives thereof GB848286A (en) 1960-09-14 Process for the production of basically substituted derivatives of 4-aza-phenthiazines
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