IE38646L - Morpholine and oxazine derivatives. - Google Patents
Morpholine and oxazine derivatives.Info
- Publication number
- IE38646L IE38646L IE227273A IE227273A IE38646L IE 38646 L IE38646 L IE 38646L IE 227273 A IE227273 A IE 227273A IE 227273 A IE227273 A IE 227273A IE 38646 L IE38646 L IE 38646L
- Authority
- IE
- Ireland
- Prior art keywords
- compound
- reacting
- alkyl
- followed
- trifluoromethylphenyl
- Prior art date
Links
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 title abstract 5
- 150000004893 oxazines Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 8
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- ZNGWEEUXTBNKFR-UHFFFAOYSA-N 1,4-oxazepane Chemical class C1CNCCOC1 ZNGWEEUXTBNKFR-UHFFFAOYSA-N 0.000 abstract 2
- 229910052736 halogen Chemical group 0.000 abstract 2
- 150000002367 halogens Chemical group 0.000 abstract 2
- -1 homomorpholino Chemical group 0.000 abstract 2
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 abstract 1
- WNIKNSNYJWTSDT-UHFFFAOYSA-N 1-[3-(trifluoromethyl)phenyl]propan-2-ol Chemical compound CC(O)CC1=CC=CC(C(F)(F)F)=C1 WNIKNSNYJWTSDT-UHFFFAOYSA-N 0.000 abstract 1
- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 abstract 1
- VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical class C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000036528 appetite Effects 0.000 abstract 1
- 235000019789 appetite Nutrition 0.000 abstract 1
- 125000005279 aryl sulfonyloxy group Chemical group 0.000 abstract 1
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- 238000006704 dehydrohalogenation reaction Methods 0.000 abstract 1
- 150000002118 epoxides Chemical class 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000000468 ketone group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract 1
- 150000002780 morpholines Chemical class 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 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
- C07D267/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D267/02—Seven-membered rings
- C07D267/08—Seven-membered rings having the hetero atoms in positions 1 and 4
- C07D267/10—Seven-membered rings having the hetero atoms in positions 1 and 4 not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/06—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals
- C07D295/073—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1394001 2 - (Morpholino or homomorpholino) - 1 - (3 - trifluoromethylphenyl) propanes PFIZER Ltd 19 Dec 1973 [22 Dec 1972] 59360/72 Heading C2C Novel compounds of the Formula I in which R is hydrogen or halogen; R<SP>1</SP> is alkyl; R<SP>3</SP> and R<SP>4</SP> each are hydrogen, alkyl or phenyl; R<SP>5</SP> is hydrogen or alkyl and n is 1 or 2 wherein alkyl groups are C 1-4 groups and non-toxic acid addition salts thereof may be prepared by (1) reacting a compound II with an appropriately substituted morpholine or homomorpholine followed by reduction of the intermediate ethylene derivative; (2) reacting a compound VI wherein X is halogen or an alkyl or arylsulphonyloxy group with the morpholine or homomorpholine; (3) reacting a compound VIII with a 2,2<SP>1</SP>-dichlorodiethyl ether or a substituted derivative thereof ClCHR<SP>5</SP>CHR<SP>4</SP>OCHR<SP>3</SP>CH 2 Cl; (4) reacting a compound of the Formula XVIII with a chloracetylchloride ClCHR 3 COCl, to yield a compound XIX followed by dehydrohalogenation to cyclize to the compound XX followed by reduction of the keto group; (5) reacting a compound of the Formula XVIII with an epoxide X followed by dehydration of the product of the Formula XVI or other equivalent processes. 1 - (3 - Trifluoromethylphenyl) - 2 - p - toluene sulphonyloxypropane may be prepared by esterification of 1 - (3 - trifluoromethylphenyl)- propan-2-ol with p-toluenesulphonylchloride. Pharmaceutical compositions of the compounds I alone or with the usual excipients may be administered orally or parenterally to reduce the appetite.
[GB1394001A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5936072A GB1394001A (en) | 1972-12-22 | 1972-12-22 | 2-morpholino or homomorpholino 1-3-trifluoromethylphenyl propanes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE38646L true IE38646L (en) | 1974-06-22 |
| IE38646B1 IE38646B1 (en) | 1978-04-26 |
Family
ID=10483613
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE227273A IE38646B1 (en) | 1972-12-22 | 1973-12-17 | 2-(morpholino or perhydro-1,4-oxazepin4-yl)-1-(3-trifluoromethylphenyl)-alkanes |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS4994685A (en) |
| BE (1) | BE809039A (en) |
| DE (1) | DE2361824A1 (en) |
| FR (1) | FR2211251B1 (en) |
| GB (1) | GB1394001A (en) |
| IE (1) | IE38646B1 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA835687B (en) * | 1982-08-10 | 1984-03-28 | Hoffmann La Roche | Novel phenethanolamines |
| CA1258454A (en) * | 1982-08-10 | 1989-08-15 | Leo Alig | Phenethanolamines |
| DE3476386D1 (en) * | 1983-11-02 | 1989-03-02 | Beecham Group Plc | MORPHOLINE DERIVATIVES |
-
1972
- 1972-12-22 GB GB5936072A patent/GB1394001A/en not_active Expired
-
1973
- 1973-12-12 DE DE19732361824 patent/DE2361824A1/en active Pending
- 1973-12-17 IE IE227273A patent/IE38646B1/en unknown
- 1973-12-20 JP JP48141990A patent/JPS4994685A/ja active Pending
- 1973-12-21 BE BE139225A patent/BE809039A/en unknown
- 1973-12-21 FR FR7346012A patent/FR2211251B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2361824A1 (en) | 1974-08-01 |
| BE809039A (en) | 1974-06-21 |
| JPS4994685A (en) | 1974-09-09 |
| GB1394001A (en) | 1975-05-14 |
| FR2211251A1 (en) | 1974-07-19 |
| FR2211251B1 (en) | 1978-01-06 |
| IE38646B1 (en) | 1978-04-26 |
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