MXPA00009634A - Derivados de azatriciclo[3.3.1.1]decano y composiciones farmaceuticas que los contienen. - Google Patents
Derivados de azatriciclo[3.3.1.1]decano y composiciones farmaceuticas que los contienen.Info
- Publication number
- MXPA00009634A MXPA00009634A MXPA00009634A MXPA00009634A MXPA00009634A MX PA00009634 A MXPA00009634 A MX PA00009634A MX PA00009634 A MXPA00009634 A MX PA00009634A MX PA00009634 A MXPA00009634 A MX PA00009634A MX PA00009634 A MXPA00009634 A MX PA00009634A
- Authority
- MX
- Mexico
- Prior art keywords
- compound
- pyridyl
- aza
- tricyclo
- hydrogen
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 38
- DIOQZVSQGTUSAI-NJFSPNSNSA-N decane Chemical class CCCCCCCCC[14CH3] DIOQZVSQGTUSAI-NJFSPNSNSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 219
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 37
- 239000001257 hydrogen Substances 0.000 claims abstract description 36
- 125000001424 substituent group Chemical group 0.000 claims abstract description 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000000203 mixture Substances 0.000 claims abstract description 22
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 17
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229910052799 carbon Chemical group 0.000 claims abstract description 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000003367 nicotinic antagonist Substances 0.000 claims abstract description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 36
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 claims description 34
- -1 5-bromo (3-pyridyl) Chemical group 0.000 claims description 22
- 150000002431 hydrogen Chemical class 0.000 claims description 17
- ZAJNGDIORYACQU-UHFFFAOYSA-N decan-2-one Chemical compound CCCCCCCCC(C)=O ZAJNGDIORYACQU-UHFFFAOYSA-N 0.000 claims description 14
- 239000002858 neurotransmitter agent Substances 0.000 claims description 9
- 239000003814 drug Substances 0.000 claims description 7
- INDYXBQOPZTSTJ-UHFFFAOYSA-N 2-pyridin-3-yl-1-azatricyclo[3.3.1.13,7]decane Chemical compound C1C(C2)CC3CC1CN2C3C1=CC=CN=C1 INDYXBQOPZTSTJ-UHFFFAOYSA-N 0.000 claims description 6
- BVLWZZNUQSYJOG-UHFFFAOYSA-N BrC1=CN=CC(C2N3CC4CC(C3)CC2C4)=C1 Chemical compound BrC1=CN=CC(C2N3CC4CC(C3)CC2C4)=C1 BVLWZZNUQSYJOG-UHFFFAOYSA-N 0.000 claims description 5
- ACUZDYFTRHEKOS-UHFFFAOYSA-N decan-2-ol Chemical compound CCCCCCCCC(C)O ACUZDYFTRHEKOS-UHFFFAOYSA-N 0.000 claims description 5
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 4
- KWBCVUZLCMSFAL-UHFFFAOYSA-N C1C(CO)(C2=O)CC3CC2CN1C3C1=CC=CN=C1 Chemical compound C1C(CO)(C2=O)CC3CC2CN1C3C1=CC=CN=C1 KWBCVUZLCMSFAL-UHFFFAOYSA-N 0.000 claims description 3
- VODCVOLSDCFBLD-UHFFFAOYSA-N OC1C(C2)CC3CC1CN2C3C1=CC=CN=C1 Chemical compound OC1C(C2)CC3CC1CN2C3C1=CC=CN=C1 VODCVOLSDCFBLD-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
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- 238000006243 chemical reaction Methods 0.000 description 29
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- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 24
- 102000019315 Nicotinic acetylcholine receptors Human genes 0.000 description 24
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- 239000000243 solution Substances 0.000 description 18
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- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical class C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 description 7
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- 229940052761 dopaminergic adamantane derivative Drugs 0.000 description 7
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- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 6
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- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
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- 229910001419 rubidium ion Inorganic materials 0.000 description 6
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- NBQLPEVQGAAVEU-UHFFFAOYSA-N 8-pyridin-3-yl-1-azatricyclo[3.3.1.13,7]decan-4-one Chemical group O=C1C(C2)CC3CC1CN2C3C1=CC=CN=C1 NBQLPEVQGAAVEU-UHFFFAOYSA-N 0.000 description 5
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- WDVDHJLKXYCOFS-UHFFFAOYSA-N (5-bromopyridin-3-yl)methanol Chemical compound OCC1=CN=CC(Br)=C1 WDVDHJLKXYCOFS-UHFFFAOYSA-N 0.000 description 4
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- 229910000027 potassium carbonate Inorganic materials 0.000 description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
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- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 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
- 239000012047 saturated solution Substances 0.000 description 1
- 201000000980 schizophrenia Diseases 0.000 description 1
- 230000000862 serotonergic effect Effects 0.000 description 1
- 229940076279 serotonin Drugs 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 210000003594 spinal ganglia Anatomy 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 238000003756 stirring Methods 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
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- FIAFUQMPZJWCLV-UHFFFAOYSA-N suramin Chemical compound OS(=O)(=O)C1=CC(S(O)(=O)=O)=C2C(NC(=O)C3=CC=C(C(=C3)NC(=O)C=3C=C(NC(=O)NC=4C=C(C=CC=4)C(=O)NC=4C(=CC=C(C=4)C(=O)NC=4C5=C(C=C(C=C5C(=CC=4)S(O)(=O)=O)S(O)(=O)=O)S(O)(=O)=O)C)C=CC=3)C)=CC=C(S(O)(=O)=O)C2=C1 FIAFUQMPZJWCLV-UHFFFAOYSA-N 0.000 description 1
- 210000003568 synaptosome Anatomy 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 125000003396 thiol group Chemical class [H]S* 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 1
- 238000000101 transmission high energy electron diffraction Methods 0.000 description 1
- 230000008733 trauma Effects 0.000 description 1
- 229940035339 tri-chlor Drugs 0.000 description 1
- HALWUDBBYKMYPW-STOWLHSFSA-M trimethaphan camsylate Chemical compound C1C[C@@]2(CS([O-])(=O)=O)C(=O)C[C@@H]1C2(C)C.C12C[S+]3CCCC3C2N(CC=2C=CC=CC=2)C(=O)N1CC1=CC=CC=C1 HALWUDBBYKMYPW-STOWLHSFSA-M 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical class CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 230000009385 viral infection Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/18—Bridged systems
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/439—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom the ring forming part of a bridged ring system, e.g. quinuclidine
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Organic Chemistry (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/054,175 US5952339A (en) | 1998-04-02 | 1998-04-02 | Pharmaceutical compositions and methods of using nicotinic antagonists for treating a condition or disorder characterized by alteration in normal neurotransmitter release |
| US09/053,937 US6057446A (en) | 1998-04-02 | 1998-04-02 | Certain 1-aza-tricyclo [3.3.1-13,7 ] decane compounds |
| PCT/US1999/004728 WO1999051602A1 (en) | 1998-04-02 | 1999-03-03 | Azatricyclo[3.3.1.1] decane derivatives and pharmaceutical compositions containing them |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA00009634A true MXPA00009634A (es) | 2005-06-20 |
Family
ID=26732410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA00009634A MXPA00009634A (es) | 1998-04-02 | 1999-03-03 | Derivados de azatriciclo[3.3.1.1]decano y composiciones farmaceuticas que los contienen. |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP1068208B1 (enExample) |
| JP (1) | JP2002510690A (enExample) |
| KR (1) | KR100591805B1 (enExample) |
| AT (1) | ATE240331T1 (enExample) |
| AU (1) | AU2892999A (enExample) |
| BR (1) | BR9907172A (enExample) |
| CA (1) | CA2317567A1 (enExample) |
| DE (1) | DE69907894T2 (enExample) |
| DK (1) | DK1068208T3 (enExample) |
| ES (1) | ES2199561T3 (enExample) |
| MX (1) | MXPA00009634A (enExample) |
| PT (1) | PT1068208E (enExample) |
| WO (1) | WO1999051602A1 (enExample) |
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 |
| US6809105B2 (en) | 2000-04-27 | 2004-10-26 | Abbott Laboratories | Diazabicyclic central nervous system active agents |
| MY137020A (en) * | 2000-04-27 | 2008-12-31 | Abbott Lab | Diazabicyclic central nervous system active agents |
| WO2001082978A2 (en) * | 2000-05-01 | 2001-11-08 | Targacept, Inc. | Imaging of nicotinic acetylcholine receptor subtypes |
| US7897766B2 (en) | 2005-09-23 | 2011-03-01 | Abbott Laboratories | Amino-aza-adamantane derivatives and methods of use |
| US8314119B2 (en) * | 2006-11-06 | 2012-11-20 | Abbvie Inc. | Azaadamantane derivatives and methods of use |
| MX2009010176A (es) * | 2007-03-23 | 2009-10-12 | Abbott Lab | Derivados de aza-adamantano 4-substituidos y metodos de uso de los mismos. |
| EP2069346B1 (en) * | 2007-03-23 | 2011-12-21 | Abbott Laboratories | Acetamide and carboxamide derivatives of azaadamantane and methods of use thereof |
| SA08290475B1 (ar) | 2007-08-02 | 2013-06-22 | Targacept Inc | (2s، 3r)-n-(2-((3-بيردينيل)ميثيل)-1-آزا بيسيكلو[2، 2، 2]أوكت-3-يل)بنزو فيوران-2-كربوكساميد، وصور أملاحه الجديدة وطرق استخدامه |
| 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 |
| CN106074548A (zh) | 2010-09-23 | 2016-11-09 | 艾伯维巴哈马有限公司 | 氮杂金刚烷衍生物的一水合物 |
| US9724340B2 (en) | 2015-07-31 | 2017-08-08 | Attenua, Inc. | Antitussive compositions and methods |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL107184A (en) * | 1992-10-09 | 1997-08-14 | Abbott Lab | Heterocyclic ether compounds that enhance cognitive function |
| US5597919A (en) * | 1995-01-06 | 1997-01-28 | Dull; Gary M. | Pyrimidinyl or Pyridinyl alkenyl amine compounds |
| US5585388A (en) * | 1995-04-07 | 1996-12-17 | Sibia Neurosciences, Inc. | Substituted pyridines useful as modulators of acetylcholine receptors |
| US5583140A (en) * | 1995-05-17 | 1996-12-10 | Bencherif; Merouane | Pharmaceutical compositions for the treatment of central nervous system disorders |
| JP3510937B2 (ja) * | 1995-06-05 | 2004-03-29 | ポリプラスチックス株式会社 | 耐熱性ポリエステルアミドスルフィド樹脂及びその組成物 |
| JPH11508540A (ja) * | 1995-06-29 | 1999-07-27 | ノボ ノルディスク アクティーゼルスカブ | 新規の置換アザ環式またはアザ二環式化合物 |
| AU7083596A (en) * | 1995-09-22 | 1997-04-09 | Novo Nordisk A/S | Novel substituted azacyclic or azabicyclic compounds |
-
1999
- 1999-03-03 DE DE69907894T patent/DE69907894T2/de not_active Expired - Fee Related
- 1999-03-03 CA CA002317567A patent/CA2317567A1/en not_active Abandoned
- 1999-03-03 EP EP99909806A patent/EP1068208B1/en not_active Expired - Lifetime
- 1999-03-03 JP JP2000542323A patent/JP2002510690A/ja active Pending
- 1999-03-03 DK DK99909806T patent/DK1068208T3/da active
- 1999-03-03 KR KR1020007008963A patent/KR100591805B1/ko not_active Expired - Fee Related
- 1999-03-03 MX MXPA00009634A patent/MXPA00009634A/es not_active IP Right Cessation
- 1999-03-03 AT AT99909806T patent/ATE240331T1/de not_active IP Right Cessation
- 1999-03-03 BR BR9907172-0A patent/BR9907172A/pt not_active Application Discontinuation
- 1999-03-03 PT PT99909806T patent/PT1068208E/pt unknown
- 1999-03-03 AU AU28929/99A patent/AU2892999A/en not_active Abandoned
- 1999-03-03 WO PCT/US1999/004728 patent/WO1999051602A1/en not_active Ceased
- 1999-03-03 ES ES99909806T patent/ES2199561T3/es not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| ES2199561T3 (es) | 2004-02-16 |
| WO1999051602A1 (en) | 1999-10-14 |
| AU2892999A (en) | 1999-10-25 |
| KR100591805B1 (ko) | 2006-06-26 |
| DE69907894T2 (de) | 2004-03-11 |
| BR9907172A (pt) | 2000-10-10 |
| KR20010052173A (ko) | 2001-06-25 |
| JP2002510690A (ja) | 2002-04-09 |
| EP1068208B1 (en) | 2003-05-14 |
| PT1068208E (pt) | 2003-09-30 |
| ATE240331T1 (de) | 2003-05-15 |
| DK1068208T3 (da) | 2003-09-01 |
| CA2317567A1 (en) | 1999-10-14 |
| DE69907894D1 (de) | 2003-06-18 |
| EP1068208A1 (en) | 2001-01-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| GB | Transfer or rights |
Owner name: TARGACEPT, INC.* |
|
| FG | Grant or registration | ||
| MM | Annulment or lapse due to non-payment of fees |