GB1218045A - Novel 11-(piperazinyl]dibenz[b,f] [1,4] oxazepines and analogous thiazepines - Google Patents
Novel 11-(piperazinyl]dibenz[b,f] [1,4] oxazepines and analogous thiazepinesInfo
- Publication number
- GB1218045A GB1218045A GB7327/68A GB732768A GB1218045A GB 1218045 A GB1218045 A GB 1218045A GB 7327/68 A GB7327/68 A GB 7327/68A GB 732768 A GB732768 A GB 732768A GB 1218045 A GB1218045 A GB 1218045A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- compounds
- compound
- amino
- alkyl
- 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
- 150000000221 oxazepines Chemical class 0.000 title 1
- 150000004912 thiazepines Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 4
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 150000002367 halogens Chemical class 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- 239000005864 Sulphur Chemical group 0.000 abstract 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 125000001589 carboacyl group Chemical group 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 239000012954 diazonium Substances 0.000 abstract 2
- 150000008509 dibenzothiazepines Chemical class 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- NWRBCVOWIUGFTA-UHFFFAOYSA-N (4-chlorosulfonylphenyl) acetate Chemical compound CC(=O)OC1=CC=C(S(Cl)(=O)=O)C=C1 NWRBCVOWIUGFTA-UHFFFAOYSA-N 0.000 abstract 1
- QYFMTYJYLIFDHN-UHFFFAOYSA-N 1-[4-(2-aminophenoxy)phenyl]ethanone Chemical compound NC1=C(OC2=CC=C(C=C2)C(C)=O)C=CC=C1 QYFMTYJYLIFDHN-UHFFFAOYSA-N 0.000 abstract 1
- RNFRPVHALISCEO-UHFFFAOYSA-N 1-[4-(2-aminophenyl)sulfanylphenyl]ethanone Chemical compound C1=CC(C(=O)C)=CC=C1SC1=CC=CC=C1N RNFRPVHALISCEO-UHFFFAOYSA-N 0.000 abstract 1
- LMJUIIVLTHMZRA-UHFFFAOYSA-N 1-[4-(2-nitrophenoxy)phenyl]ethanone Chemical compound C1=CC(C(=O)C)=CC=C1OC1=CC=CC=C1[N+]([O-])=O LMJUIIVLTHMZRA-UHFFFAOYSA-N 0.000 abstract 1
- JYBMFOQKJJJCPY-UHFFFAOYSA-N 4-hydroxy-N,N-dimethylbenzenesulfonamide Chemical compound CN(C)S(=O)(=O)C1=CC=C(O)C=C1 JYBMFOQKJJJCPY-UHFFFAOYSA-N 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- ZYQAGFBGWHLLEY-UHFFFAOYSA-N N,N-dimethyl-4-(2-nitrophenoxy)benzenesulfonamide Chemical compound CN(S(=O)(=O)C1=CC=C(C=C1)OC1=C(C=CC=C1)[N+](=O)[O-])C ZYQAGFBGWHLLEY-UHFFFAOYSA-N 0.000 abstract 1
- PVDXRQLSAFIJHH-UHFFFAOYSA-N N-[1-[6-(4-methylpiperazin-1-yl)benzo[b][1,4]benzoxazepin-8-yl]propylidene]hydroxylamine Chemical compound CN1CCN(CC1)C1=NC2=C(OC3=C1C=C(C=C3)C(CC)=NO)C=CC=C2 PVDXRQLSAFIJHH-UHFFFAOYSA-N 0.000 abstract 1
- 229910004013 NO 2 Inorganic materials 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- RVSGRNKUJJUAPV-UHFFFAOYSA-N benzo[d][1,2]benzoxazepine Chemical compound O1N=CC2=CC=CC=C2C2=CC=CC=C12 RVSGRNKUJJUAPV-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 210000003169 central nervous system Anatomy 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000005265 dialkylamine group Chemical group 0.000 abstract 1
- 150000001989 diazonium salts Chemical class 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 abstract 1
- GUUVPOWQJOLRAS-UHFFFAOYSA-N diphenyl disulphide Natural products C=1C=CC=CC=1SSC1=CC=CC=C1 GUUVPOWQJOLRAS-UHFFFAOYSA-N 0.000 abstract 1
- SMGPDONNEAXUHC-UHFFFAOYSA-N ethyl 4-(2-aminophenoxy)benzoate Chemical compound NC1=C(OC2=CC=C(C(=O)OCC)C=C2)C=CC=C1 SMGPDONNEAXUHC-UHFFFAOYSA-N 0.000 abstract 1
- 230000026030 halogenation Effects 0.000 abstract 1
- 238000005658 halogenation reaction Methods 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 abstract 1
- VTIKXMBORKZRBB-UHFFFAOYSA-N n,n-dimethyl-4-sulfanylbenzenesulfonamide Chemical compound CN(C)S(=O)(=O)C1=CC=C(S)C=C1 VTIKXMBORKZRBB-UHFFFAOYSA-N 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 150000002923 oximes Chemical class 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition 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
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 235000010269 sulphur dioxide Nutrition 0.000 abstract 1
- 239000004291 sulphur dioxide Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D281/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D281/02—Seven-membered rings
- C07D281/04—Seven-membered rings having the hetero atoms in positions 1 and 4
- C07D281/08—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D281/12—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems condensed with two six-membered rings
- C07D281/16—[b, f]-condensed
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
-
- 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
- C07D267/12—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D267/16—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems condensed with two six-membered rings
- C07D267/20—[b, f]-condensed
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US61901567A | 1967-02-27 | 1967-02-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1218045A true GB1218045A (en) | 1971-01-06 |
Family
ID=24480094
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7327/68A Expired GB1218045A (en) | 1967-02-27 | 1968-02-14 | Novel 11-(piperazinyl]dibenz[b,f] [1,4] oxazepines and analogous thiazepines |
Country Status (11)
| Country | Link |
|---|---|
| AT (2) | AT279628B (fr) |
| BE (1) | BE711303A (fr) |
| CA (1) | CA979441A (fr) |
| CH (1) | CH502371A (fr) |
| DE (1) | DE1670032A1 (fr) |
| DK (1) | DK130246B (fr) |
| ES (2) | ES350979A1 (fr) |
| FR (2) | FR1575597A (fr) |
| GB (1) | GB1218045A (fr) |
| NL (1) | NL6802729A (fr) |
| SE (1) | SE353724B (fr) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007020011A1 (fr) * | 2005-08-12 | 2007-02-22 | Sandoz Ag | Procedes de preparation de thiazepines |
| JP2007505864A (ja) * | 2003-09-23 | 2007-03-15 | フェルミオン オサケ ユキチュア | クエチアピンの製造 |
| JP2007505865A (ja) * | 2003-09-23 | 2007-03-15 | フェルミオン オサケ ユキチュア | クエチアピンの製造 |
| US7491715B2 (en) | 2003-12-22 | 2009-02-17 | Acadia Pharmaceuticals, Inc. | Amino substituted diaryl[a,d]cycloheptene analogs as muscarinic agonists and methods of treatment of neuropsychiatric disorders |
| CN101641350B (zh) * | 2007-03-15 | 2012-11-28 | ARYx医疗有限公司 | 二苯并[b,f][1,4]氧杂氮杂*化合物 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE888533A (fr) * | 1980-04-25 | 1981-10-23 | Hoffmann La Roche | Compositions pharmaceutiques et procedes pour le traitement de l'inflammation de tissus dermiques, |
-
1968
- 1968-02-09 CA CA012,118A patent/CA979441A/en not_active Expired
- 1968-02-14 GB GB7327/68A patent/GB1218045A/en not_active Expired
- 1968-02-20 SE SE218868A patent/SE353724B/xx unknown
- 1968-02-26 BE BE711303D patent/BE711303A/xx unknown
- 1968-02-26 DK DK75368A patent/DK130246B/da unknown
- 1968-02-27 NL NL6802729A patent/NL6802729A/xx unknown
- 1968-02-27 ES ES350979A patent/ES350979A1/es not_active Expired
- 1968-02-27 CH CH280768A patent/CH502371A/de not_active IP Right Cessation
- 1968-02-27 DE DE19681670032 patent/DE1670032A1/de active Pending
- 1968-02-27 FR FR1575597D patent/FR1575597A/fr not_active Expired
- 1968-02-27 AT AT341869A patent/AT279628B/de not_active IP Right Cessation
- 1968-02-27 AT AT188468A patent/AT279620B/de not_active IP Right Cessation
- 1968-02-27 FR FR141410A patent/FR7049M/fr not_active Expired
-
1969
- 1969-05-05 ES ES366784A patent/ES366784A1/es not_active Expired
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007505864A (ja) * | 2003-09-23 | 2007-03-15 | フェルミオン オサケ ユキチュア | クエチアピンの製造 |
| JP2007505865A (ja) * | 2003-09-23 | 2007-03-15 | フェルミオン オサケ ユキチュア | クエチアピンの製造 |
| US7491715B2 (en) | 2003-12-22 | 2009-02-17 | Acadia Pharmaceuticals, Inc. | Amino substituted diaryl[a,d]cycloheptene analogs as muscarinic agonists and methods of treatment of neuropsychiatric disorders |
| US7517871B2 (en) | 2003-12-22 | 2009-04-14 | Acadia Pharmaceuticals, Inc. | Amino substituted diaryl[a,d]cycloheptene analogs as muscarinic agonists and methods of treatment of neuropsychiatric disorders |
| US7550454B2 (en) | 2003-12-22 | 2009-06-23 | Acadia Pharmaceuticals, Inc. | Amino substituted diaryl[a,d]cycloheptene analogs as muscarinic agonists and methods of treatment of neuropsychiatric disorders |
| US7622461B2 (en) | 2003-12-22 | 2009-11-24 | Acadia Pharmaceuticals Inc. | Amino substituted diaryl[a,d]cycloheptene analogs as muscarinic agonists and methods of treatment of neuropsychiatric disorders |
| WO2007020011A1 (fr) * | 2005-08-12 | 2007-02-22 | Sandoz Ag | Procedes de preparation de thiazepines |
| CN101641350B (zh) * | 2007-03-15 | 2012-11-28 | ARYx医疗有限公司 | 二苯并[b,f][1,4]氧杂氮杂*化合物 |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6802729A (fr) | 1968-08-28 |
| DE1670032A1 (de) | 1971-02-25 |
| FR7049M (fr) | 1969-06-16 |
| CH502371A (de) | 1971-01-31 |
| AT279628B (de) | 1970-03-10 |
| AT279620B (de) | 1970-03-10 |
| BE711303A (fr) | 1968-08-26 |
| DK130246C (fr) | 1975-06-23 |
| FR1575597A (fr) | 1969-07-25 |
| SE353724B (fr) | 1973-02-12 |
| CA979441A (en) | 1975-12-09 |
| DK130246B (da) | 1975-01-27 |
| ES366784A1 (es) | 1971-12-01 |
| ES350979A1 (es) | 1969-12-01 |
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