RU2560729C2 - Модуляторы никотиновых ацетилхолиновых рецепторов - Google Patents
Модуляторы никотиновых ацетилхолиновых рецепторов Download PDFInfo
- Publication number
- RU2560729C2 RU2560729C2 RU2012129257/04A RU2012129257A RU2560729C2 RU 2560729 C2 RU2560729 C2 RU 2560729C2 RU 2012129257/04 A RU2012129257/04 A RU 2012129257/04A RU 2012129257 A RU2012129257 A RU 2012129257A RU 2560729 C2 RU2560729 C2 RU 2560729C2
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- RU
- Russia
- Prior art keywords
- phenyl
- alkyl
- compound
- substituted
- compounds
- Prior art date
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- 108050006807 Nicotinic acetylcholine receptors Proteins 0.000 title claims abstract description 38
- 102000019315 Nicotinic acetylcholine receptors Human genes 0.000 title claims abstract description 38
- 150000001875 compounds Chemical class 0.000 claims abstract description 158
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 49
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 29
- 239000001257 hydrogen Substances 0.000 claims abstract description 27
- 125000004404 heteroalkyl group Chemical group 0.000 claims abstract description 23
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 22
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 16
- 229960002715 nicotine Drugs 0.000 claims abstract description 13
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 claims abstract description 13
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 10
- 125000005843 halogen group Chemical group 0.000 claims abstract description 6
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 5
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 12
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims abstract 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 4
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims abstract 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims abstract 2
- 239000001301 oxygen Substances 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims description 33
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 28
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 20
- 239000008194 pharmaceutical composition Substances 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 12
- 229910052727 yttrium Inorganic materials 0.000 claims description 12
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 11
- 102000005962 receptors Human genes 0.000 claims description 9
- 108020003175 receptors Proteins 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 206010057852 Nicotine dependence Diseases 0.000 claims description 3
- 208000025569 Tobacco Use disease Diseases 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims 5
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract description 49
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract description 30
- 230000000694 effects Effects 0.000 abstract description 23
- 239000003814 drug Substances 0.000 abstract description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 21
- 208000035475 disorder Diseases 0.000 abstract description 21
- 239000000126 substance Substances 0.000 abstract description 20
- 208000024891 symptom Diseases 0.000 abstract description 19
- 238000011282 treatment Methods 0.000 abstract description 17
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 abstract description 12
- 208000002193 Pain Diseases 0.000 abstract description 7
- 230000002265 prevention Effects 0.000 abstract description 5
- 201000005040 opiate dependence Diseases 0.000 abstract description 3
- 244000025254 Cannabis sativa Species 0.000 abstract description 2
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 abstract description 2
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 abstract description 2
- 108010009685 Cholinergic Receptors Proteins 0.000 abstract description 2
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- 208000029197 Amphetamine-Related disease Diseases 0.000 abstract 1
- 208000018526 Narcotic-Related disease Diseases 0.000 abstract 1
- 102000034337 acetylcholine receptors Human genes 0.000 abstract 1
- 229960003920 cocaine Drugs 0.000 abstract 1
- 229940127240 opiate Drugs 0.000 abstract 1
- -1 etc.) Chemical compound 0.000 description 105
- 239000000203 mixture Substances 0.000 description 78
- 239000000243 solution Substances 0.000 description 42
- 125000003710 aryl alkyl group Chemical group 0.000 description 39
- 125000003118 aryl group Chemical group 0.000 description 35
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- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 7
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- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 5
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- 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
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- 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
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- 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
- A61P25/32—Alcohol-abuse
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- 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
- A61P25/34—Tobacco-abuse
-
- 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
- A61P25/36—Opioid-abuse
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/14—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing 9-azabicyclo [3.3.1] nonane ring systems, e.g. granatane, 2-aza-adamantane; Cyclic acetals thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
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- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
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- Bioinformatics & Cheminformatics (AREA)
- Neurology (AREA)
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- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Hospice & Palliative Care (AREA)
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29404410P | 2010-01-11 | 2010-01-11 | |
| US61/294,044 | 2010-01-11 | ||
| PCT/US2011/020881 WO2011085389A1 (en) | 2010-01-11 | 2011-01-11 | Nicotinic acetylcholine receptor modulators |
Publications (2)
| Publication Number | Publication Date |
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| RU2012129257A RU2012129257A (ru) | 2014-02-20 |
| RU2560729C2 true RU2560729C2 (ru) | 2015-08-20 |
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| Application Number | Title | Priority Date | Filing Date |
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| RU2012129257/04A RU2560729C2 (ru) | 2010-01-11 | 2011-01-11 | Модуляторы никотиновых ацетилхолиновых рецепторов |
Country Status (9)
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| US (4) | US9062042B2 (enExample) |
| EP (1) | EP2523562B1 (enExample) |
| JP (1) | JP5840143B2 (enExample) |
| CN (1) | CN102905527B (enExample) |
| CA (1) | CA2787063C (enExample) |
| IL (1) | IL220839B (enExample) |
| MX (1) | MX2012008082A (enExample) |
| RU (1) | RU2560729C2 (enExample) |
| WO (1) | WO2011085389A1 (enExample) |
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| WO2011085389A1 (en) | 2010-01-11 | 2011-07-14 | Astraea Therapeutics, Llc | Nicotinic acetylcholine receptor modulators |
| CN110804051B (zh) * | 2019-10-17 | 2020-10-20 | 杭州励德生物科技有限公司 | 一种格拉司琼中间体的制备方法 |
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-
2011
- 2011-01-11 WO PCT/US2011/020881 patent/WO2011085389A1/en not_active Ceased
- 2011-01-11 CA CA2787063A patent/CA2787063C/en active Active
- 2011-01-11 RU RU2012129257/04A patent/RU2560729C2/ru active
- 2011-01-11 EP EP11732326.1A patent/EP2523562B1/en active Active
- 2011-01-11 CN CN201180013438.8A patent/CN102905527B/zh active Active
- 2011-01-11 US US13/004,801 patent/US9062042B2/en active Active
- 2011-01-11 MX MX2012008082A patent/MX2012008082A/es active IP Right Grant
- 2011-01-11 JP JP2012548234A patent/JP5840143B2/ja active Active
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2012
- 2012-07-10 IL IL220839A patent/IL220839B/en active IP Right Grant
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2015
- 2015-01-20 US US14/601,194 patent/US9670198B2/en active Active
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2017
- 2017-04-23 US US15/494,505 patent/US10085975B2/en active Active
-
2018
- 2018-07-17 US US16/037,001 patent/US20180318270A1/en not_active Abandoned
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| US20170224665A1 (en) | 2017-08-10 |
| IL220839A0 (en) | 2012-08-30 |
| US9062042B2 (en) | 2015-06-23 |
| US10085975B2 (en) | 2018-10-02 |
| EP2523562B1 (en) | 2019-01-02 |
| US20150148541A1 (en) | 2015-05-28 |
| RU2012129257A (ru) | 2014-02-20 |
| EP2523562A1 (en) | 2012-11-21 |
| US9670198B2 (en) | 2017-06-06 |
| CN102905527A (zh) | 2013-01-30 |
| EP2523562A4 (en) | 2013-04-17 |
| CA2787063C (en) | 2018-11-27 |
| JP2013516496A (ja) | 2013-05-13 |
| MX2012008082A (es) | 2013-02-07 |
| US20180318270A1 (en) | 2018-11-08 |
| US20110172264A1 (en) | 2011-07-14 |
| JP5840143B2 (ja) | 2016-01-06 |
| IL220839B (en) | 2018-07-31 |
| CN102905527B (zh) | 2016-08-24 |
| CA2787063A1 (en) | 2011-07-14 |
| WO2011085389A1 (en) | 2011-07-14 |
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