DE69822300T2 - 3-pyridyl-1-azabicycloalkan-derivate zur behandlung von zns-erkrankungen - Google Patents
3-pyridyl-1-azabicycloalkan-derivate zur behandlung von zns-erkrankungen Download PDFInfo
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- DE69822300T2 DE69822300T2 DE69822300T DE69822300T DE69822300T2 DE 69822300 T2 DE69822300 T2 DE 69822300T2 DE 69822300 T DE69822300 T DE 69822300T DE 69822300 T DE69822300 T DE 69822300T DE 69822300 T2 DE69822300 T2 DE 69822300T2
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- pyridyl
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- bicyclo
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229960001033 methylphenidate hydrochloride Drugs 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000012900 molecular simulation Methods 0.000 description 1
- 230000036651 mood Effects 0.000 description 1
- 125000002757 morpholinyl group Chemical group 0.000 description 1
- ACTNHJDHMQSOGL-UHFFFAOYSA-N n',n'-dibenzylethane-1,2-diamine Chemical class C=1C=CC=CC=1CN(CCN)CC1=CC=CC=C1 ACTNHJDHMQSOGL-UHFFFAOYSA-N 0.000 description 1
- 210000001640 nerve ending Anatomy 0.000 description 1
- 230000000926 neurological effect Effects 0.000 description 1
- 230000001962 neuropharmacologic effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229960003512 nicotinic acid Drugs 0.000 description 1
- 239000000181 nicotinic agonist Substances 0.000 description 1
- 229960002748 norepinephrine Drugs 0.000 description 1
- SFLSHLFXELFNJZ-UHFFFAOYSA-N norepinephrine Natural products NCC(O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-UHFFFAOYSA-N 0.000 description 1
- 229940109739 orap Drugs 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- LCTLDDPFMSZMNU-UHFFFAOYSA-N oxan-4-yl(pyridin-3-yl)methanediamine Chemical compound C=1C=CN=CC=1C(N)(N)C1CCOCC1 LCTLDDPFMSZMNU-UHFFFAOYSA-N 0.000 description 1
- PWEOCRLRNADGBB-UHFFFAOYSA-N oxepan-4-ylmethyl methanesulfonate Chemical compound CS(=O)(=O)OCC1CCCOCC1 PWEOCRLRNADGBB-UHFFFAOYSA-N 0.000 description 1
- PCPUMGYALMOCHF-UHFFFAOYSA-N oxolan-3-ylmethanol Chemical compound OCC1CCOC1 PCPUMGYALMOCHF-UHFFFAOYSA-N 0.000 description 1
- 229940000596 parlodel Drugs 0.000 description 1
- 230000007310 pathophysiology Effects 0.000 description 1
- NRNCYVBFPDDJNE-UHFFFAOYSA-N pemoline Chemical compound O1C(N)=NC(=O)C1C1=CC=CC=C1 NRNCYVBFPDDJNE-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 1
- 229960003634 pimozide Drugs 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 208000020016 psychiatric disease Diseases 0.000 description 1
- 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 125000004621 quinuclidinyl group Chemical group N12C(CC(CC1)CC2)* 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 229940099204 ritalin Drugs 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- IYETZZCWLLUHIJ-UTONKHPSSA-N selegiline hydrochloride Chemical group [Cl-].C#CC[NH+](C)[C@H](C)CC1=CC=CC=C1 IYETZZCWLLUHIJ-UTONKHPSSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 230000000862 serotonergic effect Effects 0.000 description 1
- 229940076279 serotonin Drugs 0.000 description 1
- 229940001089 sinemet Drugs 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000007939 sustained release tablet Substances 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 230000005062 synaptic transmission Effects 0.000 description 1
- 210000003568 synaptosome Anatomy 0.000 description 1
- 229960001685 tacrine Drugs 0.000 description 1
- 229960003565 tacrine hydrochloride Drugs 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 238000000101 transmission high energy electron diffraction Methods 0.000 description 1
- 230000008733 trauma Effects 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical class CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 230000001755 vocal effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/08—Bridged systems
-
- 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
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Psychology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/885,768 US6624173B1 (en) | 1997-06-30 | 1997-06-30 | Pharmaceutical compositions for treating and/or preventing CNS disorders |
| US08/885,397 US6525065B1 (en) | 1997-06-30 | 1997-06-30 | Pharmaceutical compositions and methods for effecting dopamine release |
| US885397 | 1997-06-30 | ||
| US885768 | 1997-06-30 | ||
| PCT/US1998/008145 WO1999000385A1 (en) | 1997-06-30 | 1998-04-22 | 3-pyridyl-1-aza-bicyclo-alkane derivatives for prevention and treatment of cns disorders |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69822300D1 DE69822300D1 (de) | 2004-04-15 |
| DE69822300T2 true DE69822300T2 (de) | 2005-03-10 |
Family
ID=27128761
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69822300T Expired - Fee Related DE69822300T2 (de) | 1997-06-30 | 1998-04-22 | 3-pyridyl-1-azabicycloalkan-derivate zur behandlung von zns-erkrankungen |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0994875B1 (https=) |
| JP (1) | JP2002511090A (https=) |
| AT (1) | ATE261443T1 (https=) |
| AU (1) | AU7149798A (https=) |
| CA (1) | CA2294990C (https=) |
| DE (1) | DE69822300T2 (https=) |
| DK (1) | DK0994875T3 (https=) |
| ES (1) | ES2214707T3 (https=) |
| PT (1) | PT994875E (https=) |
| WO (1) | WO1999000385A1 (https=) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6432975B1 (en) | 1998-12-11 | 2002-08-13 | Targacept, Inc. | Pharmaceutical compositions and methods for use |
| US6953855B2 (en) | 1998-12-11 | 2005-10-11 | Targacept, Inc. | 3-substituted-2(arylalkyl)-1-azabicycloalkanes and methods of use thereof |
| FR2791678B1 (fr) * | 1999-03-30 | 2001-05-04 | Synthelabo | Derives de 1,4-diazabicyclo [3.2.2] nonane-4-carboxylates et -carboxamides, leur preparation et leur application en therapeutique |
| EP1225955A1 (en) * | 1999-11-01 | 2002-07-31 | Targacept, Inc. | Aryl olefinic azacyclic, and aryl acetylenic azacyclic compounds, pharmaceutical compositions containing them and their use as inhibitors of nicotinic cholinergic receptors |
| US6890935B2 (en) | 1999-11-01 | 2005-05-10 | Targacept, Inc. | Pharmaceutical compositions and methods for use |
| EP1315493A4 (en) * | 2000-08-21 | 2007-12-05 | Univ Georgetown | 2-3-DISUBSTITUTED QUINUCLIDINS AS MONOAMINE CARRIER MODULATORS AND THERAPEUTIC AND DIAGNOSTIC METHODS BASED THEREON |
| HK1054393B (en) | 2000-09-20 | 2009-08-28 | Ortho-Mcneil Pharmaceutical, Inc. | Pyrazine derivatives as modulators of tyrosine kinases |
| GB0202873D0 (en) * | 2002-02-07 | 2002-03-27 | Novartis Ag | Organic compounds |
| JP4923630B2 (ja) * | 2006-03-02 | 2012-04-25 | 宇部興産株式会社 | ４−置換テトラヒドロピランの製造方法 |
| TW201031664A (en) | 2009-01-26 | 2010-09-01 | Targacept Inc | Preparation and therapeutic applications of (2S,3R)-N-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]oct-3-yl)-3,5-difluorobenzamide |
| JP5413441B2 (ja) * | 2011-12-09 | 2014-02-12 | 宇部興産株式会社 | ４−置換テトラヒドロピランの製造方法 |
| CN104311514B (zh) * | 2014-10-14 | 2016-06-22 | 安徽扬子化工有限公司 | 3-羟甲基四氢呋喃酯的合成方法 |
| CN117624393A (zh) * | 2023-11-24 | 2024-03-01 | 中国科学院烟台海岸带研究所 | 一种吡啶基席夫碱阴离子化菊糖季铵盐及其制备方法和应用 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0412798A3 (en) * | 1989-08-08 | 1992-07-01 | Merck Sharp & Dohme Ltd. | Substituted pyridines, their preparation, formulations and use in dementia |
| US5242935A (en) * | 1992-03-06 | 1993-09-07 | R. J. Reynolds Tobacco Company | Method for treatment of neurodegenerative diseases |
| AU7474794A (en) * | 1993-07-22 | 1995-02-20 | E.I. Du Pont De Nemours And Company | Arthropodicidal azacyclic heterocycles |
| US5510355A (en) * | 1994-09-06 | 1996-04-23 | Bencherif; Merouane | Depolarizing skeletal muscle relaxants |
| WO1996036637A1 (en) * | 1995-05-17 | 1996-11-21 | R.J. Reynolds Tobacco Company | Pharmaceutical compositions for prevention and treatment of central nervous system disorders |
-
1998
- 1998-04-22 EP EP98918598A patent/EP0994875B1/en not_active Expired - Lifetime
- 1998-04-22 ES ES98918598T patent/ES2214707T3/es not_active Expired - Lifetime
- 1998-04-22 DK DK98918598T patent/DK0994875T3/da active
- 1998-04-22 JP JP50551699A patent/JP2002511090A/ja not_active Ceased
- 1998-04-22 DE DE69822300T patent/DE69822300T2/de not_active Expired - Fee Related
- 1998-04-22 PT PT98918598T patent/PT994875E/pt unknown
- 1998-04-22 CA CA002294990A patent/CA2294990C/en not_active Expired - Fee Related
- 1998-04-22 AT AT98918598T patent/ATE261443T1/de not_active IP Right Cessation
- 1998-04-22 AU AU71497/98A patent/AU7149798A/en not_active Abandoned
- 1998-04-22 WO PCT/US1998/008145 patent/WO1999000385A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| PT994875E (pt) | 2004-06-30 |
| WO1999000385A1 (en) | 1999-01-07 |
| ES2214707T3 (es) | 2004-09-16 |
| CA2294990A1 (en) | 1999-01-07 |
| JP2002511090A (ja) | 2002-04-09 |
| DK0994875T3 (da) | 2004-06-21 |
| CA2294990C (en) | 2007-03-06 |
| EP0994875A1 (en) | 2000-04-26 |
| ATE261443T1 (de) | 2004-03-15 |
| DE69822300D1 (de) | 2004-04-15 |
| EP0994875B1 (en) | 2004-03-10 |
| AU7149798A (en) | 1999-01-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8327 | Change in the person/name/address of the patent owner |
Owner name: TARGACEPT, INC., WINSTON-SALEM, N.C., US |
|
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |