GB851311A - Morpholine compounds and their production - Google Patents
Morpholine compounds and their productionInfo
- Publication number
- 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
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- alkyl
- radical
- compound
- atoms
- 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
- 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
-
- 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
-
- 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.
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)
| Country | Link |
|---|---|
| GB (1) | GB851311A (en) |
Cited By (11)
| 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 | 辉瑞大药厂 | Morpholine derivatives as dopamine agonists in the treatment of sexual dysfunction |
| JP2013526583A (en) * | 2010-05-21 | 2013-06-24 | リサーチ・トライアングル・インスティチュート | Phenylmorpholine and its analogs |
| US8906908B2 (en) | 2010-05-21 | 2014-12-09 | Research Triangle Institute | Hydroxybupropion analogues for treating drug dependence |
-
1958
- 1958-04-02 GB GB1053958A patent/GB851311A/en not_active Expired
Cited By (19)
| 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 | Пфайзер Инк. | Morpholine derivatives for use as dopanine agonists in the treatment of a sexual dysfunction |
| CN100488510C (en) * | 2002-12-10 | 2009-05-20 | 辉瑞大药厂 | Morpholine derivatives as dopamine agonists in the treatment of 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 | リサーチ・トライアングル・インスティチュート | 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 |
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