FR2168140A1 - Dihydro-benzoxazine derivs - antidepressants - Google Patents
Dihydro-benzoxazine derivs - antidepressantsInfo
- Publication number
- FR2168140A1 FR2168140A1 FR7201453A FR7201453A FR2168140A1 FR 2168140 A1 FR2168140 A1 FR 2168140A1 FR 7201453 A FR7201453 A FR 7201453A FR 7201453 A FR7201453 A FR 7201453A FR 2168140 A1 FR2168140 A1 FR 2168140A1
- Authority
- FR
- France
- Prior art keywords
- benzoxazine
- dihydro
- derivs
- antidepressants
- oxo
- 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.)
- Granted
Links
- BGDOLELXXPTPFX-UHFFFAOYSA-N 3,4-dihydro-2h-1,2-benzoxazine Chemical compound C1=CC=C2ONCCC2=C1 BGDOLELXXPTPFX-UHFFFAOYSA-N 0.000 title 1
- 239000000935 antidepressant agent Substances 0.000 title 1
- 229940005513 antidepressants Drugs 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 2
- JSUAJTLKVREZHV-UHFFFAOYSA-N 1-[4-(1-pyrrolidinyl)but-2-ynyl]pyrrolidine Chemical compound C1CCCN1CC#CCN1CCCC1 JSUAJTLKVREZHV-UHFFFAOYSA-N 0.000 abstract 1
- YMDNODNLFSHHCV-UHFFFAOYSA-N 2-chloro-n,n-diethylethanamine Chemical compound CCN(CC)CCCl YMDNODNLFSHHCV-UHFFFAOYSA-N 0.000 abstract 1
- OBPIPKQQNRACHV-UHFFFAOYSA-N 6-chloro-4h-1,4-benzoxazin-3-one Chemical compound O1CC(=O)NC2=CC(Cl)=CC=C21 OBPIPKQQNRACHV-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229940035676 analgesics Drugs 0.000 abstract 1
- 239000005557 antagonist Substances 0.000 abstract 1
- 239000000730 antalgic agent Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 230000002048 spasmolytic effect Effects 0.000 abstract 1
- 239000008096 xylene Substances 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
- C07D265/34—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings
- C07D265/36—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings condensed with one six-membered ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
Chloro-6(beta-diethylaminoethyl)-4-oxo-3 dihydro-2,3 benzoxazine-1,4 and its non-toxic acid addn. salts are antagonists for neuroleptics and tremorine, useful as analgesics and spasmolytics. The cpds. are pref. prepd. by reacting beta-diethylaminochloroethane in excess with the alkali metal of 6-chloro-3-oxo-2,3-dihydro-1,4-benzoxazine in a polar or apolar solvent (esp. t. -butanol, benzene, toluene or xylene) at 80-120 degrees C, opt. followed by conversion to a salt, chloride.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7201453A FR2168140A1 (en) | 1972-01-17 | 1972-01-17 | Dihydro-benzoxazine derivs - antidepressants |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7201453A FR2168140A1 (en) | 1972-01-17 | 1972-01-17 | Dihydro-benzoxazine derivs - antidepressants |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2168140A1 true FR2168140A1 (en) | 1973-08-31 |
| FR2168140B1 FR2168140B1 (en) | 1975-03-14 |
Family
ID=9092008
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7201453A Granted FR2168140A1 (en) | 1972-01-17 | 1972-01-17 | Dihydro-benzoxazine derivs - antidepressants |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2168140A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2372810A1 (en) * | 1976-03-09 | 1978-06-30 | Boehringer Sohn Ingelheim | NEW AMINOALCOYLIMIDAZOLIDINONES, METHODS FOR THEIR PREPARATION AND THEIR USE AS MEDICINAL PRODUCTS |
| EP0913395A4 (en) * | 1995-12-08 | 1999-05-06 |
-
1972
- 1972-01-17 FR FR7201453A patent/FR2168140A1/en active Granted
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2372810A1 (en) * | 1976-03-09 | 1978-06-30 | Boehringer Sohn Ingelheim | NEW AMINOALCOYLIMIDAZOLIDINONES, METHODS FOR THEIR PREPARATION AND THEIR USE AS MEDICINAL PRODUCTS |
| EP0913395A4 (en) * | 1995-12-08 | 1999-05-06 | ||
| US6008218A (en) * | 1995-12-08 | 1999-12-28 | Ube Industries, Ltd. | N-phenyl carbamate compounds, process for producing the same, and agricultural or horticultural bactericides |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2168140B1 (en) | 1975-03-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |