CA2241845C - 4,5-dihydronaphth[1,2-c]isoxazoles and derivatives thereof having cns activity - Google Patents
4,5-dihydronaphth[1,2-c]isoxazoles and derivatives thereof having cns activity Download PDFInfo
- Publication number
- CA2241845C CA2241845C CA002241845A CA2241845A CA2241845C CA 2241845 C CA2241845 C CA 2241845C CA 002241845 A CA002241845 A CA 002241845A CA 2241845 A CA2241845 A CA 2241845A CA 2241845 C CA2241845 C CA 2241845C
- Authority
- CA
- Canada
- Prior art keywords
- dihydronaphth
- compound according
- isoxazole
- isomer
- salt
- 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 - Fee Related
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- RXJNGDHQROMVIP-UHFFFAOYSA-N 3-(4-methylpiperazin-1-yl)-4,5-dihydrobenzo[g][2,1]benzoxazole Chemical compound C1CN(C)CCN1C1=C(CCC=2C3=CC=CC=2)C3=NO1 RXJNGDHQROMVIP-UHFFFAOYSA-N 0.000 claims 1
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- 238000003780 insertion Methods 0.000 description 1
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- 238000001990 intravenous administration Methods 0.000 description 1
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- 239000003446 ligand Substances 0.000 description 1
- 230000002197 limbic effect Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
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- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- STZCRXQWRGQSJD-GEEYTBSJSA-M methyl orange Chemical compound [Na+].C1=CC(N(C)C)=CC=C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 STZCRXQWRGQSJD-GEEYTBSJSA-M 0.000 description 1
- 229940012189 methyl orange Drugs 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 229960001047 methyl salicylate Drugs 0.000 description 1
- 229940016286 microcrystalline cellulose Drugs 0.000 description 1
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 1
- 239000008108 microcrystalline cellulose Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 229960005181 morphine Drugs 0.000 description 1
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- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000000346 nonvolatile oil Substances 0.000 description 1
- 210000001009 nucleus accumben Anatomy 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 150000002913 oxalic acids Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 229960001412 pentobarbital Drugs 0.000 description 1
- WEXRUCMBJFQVBZ-UHFFFAOYSA-N pentobarbital Chemical compound CCCC(C)C1(CC)C(=O)NC(=O)NC1=O WEXRUCMBJFQVBZ-UHFFFAOYSA-N 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical class OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 239000008177 pharmaceutical agent Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
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- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- 229940076279 serotonin Drugs 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 210000003625 skull Anatomy 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 230000009870 specific binding Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
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- 230000001954 sterilising effect Effects 0.000 description 1
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- 239000011550 stock solution Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 230000002889 sympathetic effect Effects 0.000 description 1
- HDDNYFLPWFSBLN-ZSHCYNCHSA-N tropanyl 3,5-dimethylbenzoate Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)N2C)C(=O)C1=CC(C)=CC(C)=C1 HDDNYFLPWFSBLN-ZSHCYNCHSA-N 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 210000001631 vena cava inferior Anatomy 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000008215 water for injection Substances 0.000 description 1
- 229950004681 zacopride Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/22—Anxiolytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/20—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Otolaryngology (AREA)
- Addiction (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US58331996A | 1996-01-05 | 1996-01-05 | |
| US08/583,319 | 1996-01-05 | ||
| PCT/US1996/019569 WO1997025317A1 (en) | 1996-01-05 | 1996-12-12 | 4,5-dihydronaphth[1,2-c]isoxazoles and derivatives thereof having cns activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2241845A1 CA2241845A1 (en) | 1997-07-17 |
| CA2241845C true CA2241845C (en) | 2002-10-01 |
Family
ID=24332609
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002241845A Expired - Fee Related CA2241845C (en) | 1996-01-05 | 1996-12-12 | 4,5-dihydronaphth[1,2-c]isoxazoles and derivatives thereof having cns activity |
Country Status (14)
| Country | Link |
|---|---|
| EP (1) | EP0874833A1 (pt) |
| JP (1) | JP3161737B2 (pt) |
| KR (1) | KR100308748B1 (pt) |
| CN (1) | CN1214046A (pt) |
| AR (1) | AR005347A1 (pt) |
| AU (1) | AU710059B2 (pt) |
| BR (1) | BR9612578A (pt) |
| CA (1) | CA2241845C (pt) |
| HU (1) | HUP9903706A3 (pt) |
| IL (1) | IL125197A0 (pt) |
| NO (1) | NO983100L (pt) |
| NZ (1) | NZ325587A (pt) |
| WO (1) | WO1997025317A1 (pt) |
| ZA (1) | ZA9725B (pt) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU8656101A (en) * | 2000-08-21 | 2002-03-04 | Univ Georgetown | 2-3-disubstituted quinuclidines as modulators of monoamine transporters and therapeutic and diagnostic methods based thereon |
| KR20040093061A (ko) * | 2002-04-02 | 2004-11-04 | 얀센 파마슈티카 엔.브이. | 치환된 아미노 이속사졸린 유도체 및 항-우울제로서의그의 용도 |
| TW200409777A (en) * | 2002-08-12 | 2004-06-16 | Janssen Pharmaceutica Nv | C-substituted tricyclic isoxazoline derivatives and their use as anti-depressants |
| ATE456568T1 (de) | 2002-08-15 | 2010-02-15 | Janssen Pharmaceutica Nv | Kondensierte heterocyclische isoxazolinderivate und deren verwendung als antidepressiva |
| AU2003271567B2 (en) * | 2002-08-21 | 2009-12-24 | Janssen Pharmaceutica N.V. | C6- and C9-substituted chromeno (4, 3-C) isoxazoline derivatives and their use as anti-depressants |
| US8025859B2 (en) | 2007-05-18 | 2011-09-27 | Cesl Limited | Process for gold and silver recovery from a sulphide concentrate |
| KR20130036171A (ko) | 2009-10-29 | 2013-04-11 | 브리스톨-마이어스 스큅 컴퍼니 | 트리시클릭 헤테로시클릭 화합물 |
| ES2859478T3 (es) | 2016-09-02 | 2021-10-04 | Bristol Myers Squibb Co | Compuestos heterocíclicos tricíclicos sustituidos |
| WO2019032632A1 (en) | 2017-08-09 | 2019-02-14 | Bristol-Myers Squibb Company | ALKYLPHENYL COMPOUNDS |
| WO2019032631A1 (en) | 2017-08-09 | 2019-02-14 | Bristol-Myers Squibb Company | Oxime ether compounds |
| KR102002633B1 (ko) | 2018-07-19 | 2019-07-22 | 김태효 | 완충이격부가 구비된 논슬립 발의류 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2119977A1 (en) * | 1971-04-23 | 1971-12-16 | Teikoku Hormone Manufacturing Co , Ltd, Tokio | Antiphlogistic and antisecretory napththisoxazoles - from 1-hydroxyim - 2-carbonyl derivs by intramolecular condensation |
| DK0402644T3 (da) * | 1989-05-19 | 1996-01-02 | Hoechst Roussel Pharma | N-(Aryloxyalkyl)-heteroarylpiperidiner og -heteroarylpiperaziner, fremgangsmåde til deres fremstilli ng samt deres anvendelse som medikamenter |
| JPH08502958A (ja) * | 1992-10-23 | 1996-04-02 | メルク シヤープ エンド ドーム リミテツド | ドーパミンレセプターサブタイプリガンド |
-
1996
- 1996-12-12 IL IL12519796A patent/IL125197A0/xx unknown
- 1996-12-12 HU HU9903706A patent/HUP9903706A3/hu unknown
- 1996-12-12 BR BR9612578A patent/BR9612578A/pt not_active Application Discontinuation
- 1996-12-12 EP EP96944274A patent/EP0874833A1/en not_active Withdrawn
- 1996-12-12 JP JP52519797A patent/JP3161737B2/ja not_active Expired - Fee Related
- 1996-12-12 AU AU14126/97A patent/AU710059B2/en not_active Ceased
- 1996-12-12 WO PCT/US1996/019569 patent/WO1997025317A1/en not_active Ceased
- 1996-12-12 NZ NZ325587A patent/NZ325587A/xx unknown
- 1996-12-12 KR KR1019980705166A patent/KR100308748B1/ko not_active Expired - Fee Related
- 1996-12-12 CA CA002241845A patent/CA2241845C/en not_active Expired - Fee Related
- 1996-12-12 CN CN96180175A patent/CN1214046A/zh active Pending
-
1997
- 1997-01-02 ZA ZA9725A patent/ZA9725B/xx unknown
- 1997-01-03 AR ARP970100015A patent/AR005347A1/es unknown
-
1998
- 1998-07-03 NO NO983100A patent/NO983100L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| AR005347A1 (es) | 1999-04-28 |
| EP0874833A1 (en) | 1998-11-04 |
| ZA9725B (en) | 1997-07-07 |
| AU710059B2 (en) | 1999-09-09 |
| AU1412697A (en) | 1997-08-01 |
| CN1214046A (zh) | 1999-04-14 |
| JPH11510816A (ja) | 1999-09-21 |
| IL125197A0 (en) | 1999-03-12 |
| CA2241845A1 (en) | 1997-07-17 |
| HUP9903706A2 (hu) | 2000-08-28 |
| JP3161737B2 (ja) | 2001-04-25 |
| BR9612578A (pt) | 1999-07-27 |
| KR19990077033A (ko) | 1999-10-25 |
| NO983100D0 (no) | 1998-07-03 |
| HUP9903706A3 (en) | 2000-09-28 |
| KR100308748B1 (ko) | 2001-12-12 |
| NZ325587A (en) | 1999-02-25 |
| NO983100L (no) | 1998-09-04 |
| WO1997025317A1 (en) | 1997-07-17 |
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