RU2010118467A - Ариламиды, пригодные в качестве ингибиторов потенциалзависимых натриевых каналов - Google Patents
Ариламиды, пригодные в качестве ингибиторов потенциалзависимых натриевых каналов Download PDFInfo
- Publication number
- RU2010118467A RU2010118467A RU2010118467/04A RU2010118467A RU2010118467A RU 2010118467 A RU2010118467 A RU 2010118467A RU 2010118467/04 A RU2010118467/04 A RU 2010118467/04A RU 2010118467 A RU2010118467 A RU 2010118467A RU 2010118467 A RU2010118467 A RU 2010118467A
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- Prior art keywords
- ring
- benzamide
- cor
- aliphatic group
- hydrogen
- Prior art date
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- 108010052164 Sodium Channels Proteins 0.000 title claims 2
- 102000018674 Sodium Channels Human genes 0.000 title claims 2
- 230000001419 dependent effect Effects 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 125000001424 substituent group Chemical group 0.000 claims abstract 39
- 125000001931 aliphatic group Chemical group 0.000 claims abstract 33
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 28
- 239000001257 hydrogen Substances 0.000 claims abstract 28
- 150000001875 compounds Chemical class 0.000 claims abstract 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract 24
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 24
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 23
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 18
- 229910052736 halogen Inorganic materials 0.000 claims abstract 18
- 150000002367 halogens Chemical class 0.000 claims abstract 16
- 125000000464 thioxo group Chemical group S=* 0.000 claims abstract 15
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 10
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract 6
- 150000003839 salts Chemical class 0.000 claims abstract 6
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims abstract 3
- -1 5-10- heterocyclyl Chemical group 0.000 claims 16
- 125000003118 aryl group Chemical group 0.000 claims 14
- 125000004043 oxo group Chemical group O=* 0.000 claims 14
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 12
- 125000004429 atom Chemical group 0.000 claims 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 12
- 125000005842 heteroatom Chemical group 0.000 claims 12
- 125000002950 monocyclic group Chemical group 0.000 claims 12
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 12
- 239000001301 oxygen Substances 0.000 claims 12
- 239000011593 sulfur Substances 0.000 claims 12
- 208000002193 Pain Diseases 0.000 claims 8
- 229920006395 saturated elastomer Polymers 0.000 claims 8
- 125000000623 heterocyclic group Chemical group 0.000 claims 6
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 4
- 208000004296 neuralgia Diseases 0.000 claims 3
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 3
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 2
- 208000019695 Migraine disease Diseases 0.000 claims 2
- 208000008765 Sciatica Diseases 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000006317 cyclopropyl amino group Chemical group 0.000 claims 2
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 206010027599 migraine Diseases 0.000 claims 2
- OPVRKWJLKMOAQE-UHFFFAOYSA-N 2-(2-cyanophenyl)sulfanyl-n-[5-(diethylsulfamoyl)-2,3-dimethylphenyl]benzamide Chemical compound CCN(CC)S(=O)(=O)C1=CC(C)=C(C)C(NC(=O)C=2C(=CC=CC=2)SC=2C(=CC=CC=2)C#N)=C1 OPVRKWJLKMOAQE-UHFFFAOYSA-N 0.000 claims 1
- VKLONBGVCKHZRQ-UHFFFAOYSA-N 2-(2-cyanophenyl)sulfanyl-n-[5-(diethylsulfamoyl)-2-methoxyphenyl]benzamide Chemical compound CCN(CC)S(=O)(=O)C1=CC=C(OC)C(NC(=O)C=2C(=CC=CC=2)SC=2C(=CC=CC=2)C#N)=C1 VKLONBGVCKHZRQ-UHFFFAOYSA-N 0.000 claims 1
- NOMWTOCFHBUYRF-UHFFFAOYSA-N 2-(2-cyanophenyl)sulfanyl-n-[5-(diethylsulfamoyl)-2-methylphenyl]benzamide Chemical compound CCN(CC)S(=O)(=O)C1=CC=C(C)C(NC(=O)C=2C(=CC=CC=2)SC=2C(=CC=CC=2)C#N)=C1 NOMWTOCFHBUYRF-UHFFFAOYSA-N 0.000 claims 1
- QSNPXHKDUYBPHH-UHFFFAOYSA-N 2-(2-cyanophenyl)sulfanyl-n-[5-(dimethylsulfamoyl)-2,3-dimethylphenyl]benzamide Chemical compound CN(C)S(=O)(=O)C1=CC(C)=C(C)C(NC(=O)C=2C(=CC=CC=2)SC=2C(=CC=CC=2)C#N)=C1 QSNPXHKDUYBPHH-UHFFFAOYSA-N 0.000 claims 1
- YTHKDDNOUXGANT-UHFFFAOYSA-N 2-(4-chloro-3-nitrobenzoyl)-n-[5-(ethylsulfamoyl)-2-methoxyphenyl]benzamide Chemical compound CCNS(=O)(=O)C1=CC=C(OC)C(NC(=O)C=2C(=CC=CC=2)C(=O)C=2C=C(C(Cl)=CC=2)[N+]([O-])=O)=C1 YTHKDDNOUXGANT-UHFFFAOYSA-N 0.000 claims 1
- AVQKFIYCHKRMRS-UHFFFAOYSA-N 2-(4-methoxyphenoxy)-5-nitro-n-(3-sulfamoylphenyl)benzamide Chemical compound C1=CC(OC)=CC=C1OC1=CC=C([N+]([O-])=O)C=C1C(=O)NC1=CC=CC(S(N)(=O)=O)=C1 AVQKFIYCHKRMRS-UHFFFAOYSA-N 0.000 claims 1
- XHGSXDFOXAITSC-UHFFFAOYSA-N 2-benzyl-n-[3-(cyclopropylsulfamoyl)phenyl]benzamide Chemical compound C=1C=CC=C(CC=2C=CC=CC=2)C=1C(=O)NC(C=1)=CC=CC=1S(=O)(=O)NC1CC1 XHGSXDFOXAITSC-UHFFFAOYSA-N 0.000 claims 1
- LZILSTWKVGJIGU-UHFFFAOYSA-N 2-benzyl-n-[5-(dimethylsulfamoyl)-2-methylphenyl]benzamide Chemical compound CN(C)S(=O)(=O)C1=CC=C(C)C(NC(=O)C=2C(=CC=CC=2)CC=2C=CC=CC=2)=C1 LZILSTWKVGJIGU-UHFFFAOYSA-N 0.000 claims 1
- 206010002383 Angina Pectoris Diseases 0.000 claims 1
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- 208000008035 Back Pain Diseases 0.000 claims 1
- 208000020925 Bipolar disease Diseases 0.000 claims 1
- 201000006474 Brain Ischemia Diseases 0.000 claims 1
- 206010008120 Cerebral ischaemia Diseases 0.000 claims 1
- 108091006146 Channels Proteins 0.000 claims 1
- 208000000094 Chronic Pain Diseases 0.000 claims 1
- 208000032131 Diabetic Neuropathies Diseases 0.000 claims 1
- 208000007514 Herpes zoster Diseases 0.000 claims 1
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- 208000016285 Movement disease Diseases 0.000 claims 1
- 206010061533 Myotonia Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000001294 Nociceptive Pain Diseases 0.000 claims 1
- 206010033557 Palpitations Diseases 0.000 claims 1
- 206010036376 Postherpetic Neuralgia Diseases 0.000 claims 1
- 208000004550 Postoperative Pain Diseases 0.000 claims 1
- 208000006011 Stroke Diseases 0.000 claims 1
- 208000030886 Traumatic Brain injury Diseases 0.000 claims 1
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- 230000001154 acute effect Effects 0.000 claims 1
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- 239000002671 adjuvant Substances 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 1
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 1
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- 206010003119 arrhythmia Diseases 0.000 claims 1
- 230000006793 arrhythmia Effects 0.000 claims 1
- 206010003246 arthritis Diseases 0.000 claims 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 206010008118 cerebral infarction Diseases 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 208000018912 cluster headache syndrome Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 206010015037 epilepsy Diseases 0.000 claims 1
- 230000001037 epileptic effect Effects 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 230000008991 intestinal motility Effects 0.000 claims 1
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 1
- 239000002609 medium Substances 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- ZHOSHPXAUANPPL-UHFFFAOYSA-N n-(4-methoxy-3-sulfamoylphenyl)-2-(4-methylsulfanyl-3-nitrobenzoyl)benzamide Chemical compound C1=C(S(N)(=O)=O)C(OC)=CC=C1NC(=O)C1=CC=CC=C1C(=O)C1=CC=C(SC)C([N+]([O-])=O)=C1 ZHOSHPXAUANPPL-UHFFFAOYSA-N 0.000 claims 1
- FSVSKLVZAYBCHP-UHFFFAOYSA-N n-[3-(dimethylsulfamoyl)-4-methylphenyl]-2-phenoxybenzamide Chemical compound C1=C(C)C(S(=O)(=O)N(C)C)=CC(NC(=O)C=2C(=CC=CC=2)OC=2C=CC=CC=2)=C1 FSVSKLVZAYBCHP-UHFFFAOYSA-N 0.000 claims 1
- XHHXTCULDZDFSN-UHFFFAOYSA-N n-[3-(dimethylsulfamoyl)phenyl]-2-phenoxybenzamide Chemical compound CN(C)S(=O)(=O)C1=CC=CC(NC(=O)C=2C(=CC=CC=2)OC=2C=CC=CC=2)=C1 XHHXTCULDZDFSN-UHFFFAOYSA-N 0.000 claims 1
- ZSTQBEVUJOQXMA-UHFFFAOYSA-N n-[5-(diethylsulfamoyl)-2-methoxyphenyl]-2-phenoxybenzamide Chemical compound CCN(CC)S(=O)(=O)C1=CC=C(OC)C(NC(=O)C=2C(=CC=CC=2)OC=2C=CC=CC=2)=C1 ZSTQBEVUJOQXMA-UHFFFAOYSA-N 0.000 claims 1
- JNYFZOYXBXCSJQ-UHFFFAOYSA-N n-[5-(dimethylsulfamoyl)-2-methoxyphenyl]-2-phenoxybenzamide Chemical compound COC1=CC=C(S(=O)(=O)N(C)C)C=C1NC(=O)C1=CC=CC=C1OC1=CC=CC=C1 JNYFZOYXBXCSJQ-UHFFFAOYSA-N 0.000 claims 1
- XGOULTZLOVAYIA-UHFFFAOYSA-N n-[5-(dimethylsulfamoyl)-2-methylphenyl]-2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzamide Chemical compound CN(C)S(=O)(=O)C1=CC=C(C)C(NC(=O)C=2C(=CC=CC=2)SC=2C(=CC(=CC=2)C(F)(F)F)[N+]([O-])=O)=C1 XGOULTZLOVAYIA-UHFFFAOYSA-N 0.000 claims 1
- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 208000015706 neuroendocrine disease Diseases 0.000 claims 1
- 230000002981 neuropathic effect Effects 0.000 claims 1
- 208000021722 neuropathic pain Diseases 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 208000020016 psychiatric disease Diseases 0.000 claims 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 230000009529 traumatic brain injury Effects 0.000 claims 1
- 206010044652 trigeminal neuralgia Diseases 0.000 claims 1
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Classifications
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C311/08—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C317/34—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring
- C07C317/38—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring with the nitrogen atom of at least one amino group being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfones
- C07C317/40—Y being a hydrogen or a carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/64—One oxygen atom attached in position 2 or 6
- C07D213/643—2-Phenoxypyridines; Derivatives thereof
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- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
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| US97928907P | 2007-10-11 | 2007-10-11 | |
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| RU2662223C2 (ru) * | 2013-01-31 | 2018-07-25 | Вертекс Фармасьютикалз Инкорпорейтед | Пиридонамиды в качестве модуляторов натриевых каналов |
| RU2680401C2 (ru) * | 2013-07-19 | 2019-02-21 | Вертекс Фармасьютикалз Инкорпорейтед | Сульфонамиды в качестве модуляторов натриевых каналов |
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| AR095192A1 (es) * | 2013-01-31 | 2015-09-30 | Vertex Pharma | Quinolina y quinazolinamidas como modulares de canales de sodio |
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| NL105345C (cg-RX-API-DMAC7.html) * | 1957-05-29 | |||
| EP0008367B1 (de) * | 1978-07-20 | 1983-08-10 | BASF Aktiengesellschaft | N-Arylsulfonylpyrrole, ihre Herstellung und diese enthaltende therapeutische Mittel |
| PE20010306A1 (es) * | 1999-07-02 | 2001-03-29 | Agouron Pharma | Compuestos de indazol y composiciones farmaceuticas que los contienen utiles para la inhibicion de proteina kinasa |
| US6620849B2 (en) * | 2000-07-26 | 2003-09-16 | Icafen, Inc. | Potassium channel inhibitors |
| US6995162B2 (en) | 2001-01-12 | 2006-02-07 | Amgen Inc. | Substituted alkylamine derivatives and methods of use |
| US7105682B2 (en) | 2001-01-12 | 2006-09-12 | Amgen Inc. | Substituted amine derivatives and methods of use |
| ES2338539T3 (es) | 2001-11-01 | 2010-05-10 | Icagen, Inc. | Pirazolamidas para uso en el tratamiento del dolor. |
| SE0203752D0 (sv) | 2002-12-17 | 2002-12-17 | Astrazeneca Ab | New compounds |
| WO2004106324A1 (en) | 2003-05-27 | 2004-12-09 | E.I. Dupont De Nemours And Company | Azolecarboxamide herbicides |
| CA2539227A1 (en) * | 2003-08-08 | 2005-02-17 | Vertex Pharmaceuticals Incorporated | Heteroarylaminosulfonylphenyl derivatives for use as sodium or calcium channel blockers in the treatment of pain |
| CA2586870A1 (en) | 2004-11-10 | 2006-05-18 | Synta Pharmaceuticals Corp. | Il-12 modulatory compounds |
| ZA200800608B (en) * | 2005-06-21 | 2009-06-24 | Mitsui Chemicals Inc | Amide derivative and insecticide containing the same |
| DOP2006000210A (es) | 2005-10-04 | 2007-06-15 | Aventis Pharma Inc | Compuestos de pirimidina amida como inhibidores de pgds |
| MX2008013194A (es) * | 2006-04-11 | 2008-12-01 | Vertex Pharma | Composiciones utiles como inhibidores de canales de sodio regulados por voltaje. |
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| US11673864B2 (en) | 2013-01-31 | 2023-06-13 | Vertex Pharmaceuticals Incorporated | Pyridone amides as modulators of sodium channels |
| RU2662223C2 (ru) * | 2013-01-31 | 2018-07-25 | Вертекс Фармасьютикалз Инкорпорейтед | Пиридонамиды в качестве модуляторов натриевых каналов |
| US10087143B2 (en) | 2013-01-31 | 2018-10-02 | Vertex Pharmaceuticals Incorporated | Pyridone amides as modulators of sodium channels |
| RU2658920C2 (ru) * | 2013-01-31 | 2018-06-26 | Вертекс Фармасьютикалз Инкорпорейтед | Амиды в качестве модуляторов натриевых каналов |
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| RU2680401C2 (ru) * | 2013-07-19 | 2019-02-21 | Вертекс Фармасьютикалз Инкорпорейтед | Сульфонамиды в качестве модуляторов натриевых каналов |
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| US11529337B2 (en) | 2018-02-12 | 2022-12-20 | Vertex Pharmaceuticals Incorporated | Method of treating pain |
| US11834441B2 (en) | 2019-12-06 | 2023-12-05 | Vertex Pharmaceuticals Incorporated | Substituted tetrahydrofurans as modulators of sodium channels |
| US11919887B2 (en) | 2019-12-06 | 2024-03-05 | Vertex Pharmaceuticals Incorporated | Substituted tetrahydrofurans as modulators of sodium channels |
| US12247021B2 (en) | 2019-12-06 | 2025-03-11 | Vertex Pharmaceuticals Incorporated | Substituted tetrahydrofurans as modulators of sodium channels |
| US11827627B2 (en) | 2021-06-04 | 2023-11-28 | Vertex Pharmaceuticals Incorporated | N-(hydroxyalkyl (hetero)aryl) tetrahydrofuran carboxamides as modulators of sodium channels |
| US12258333B2 (en) | 2021-06-04 | 2025-03-25 | Vertex Pharmaceuticals Incorporated | N-(hydroxyalkyl (hetero)aryl) tetrahydrofuran carboxamides as modulators of sodium channels |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2212290A1 (en) | 2010-08-04 |
| US8779197B2 (en) | 2014-07-15 |
| NZ584519A (en) | 2012-07-27 |
| AU2008310663A1 (en) | 2009-04-16 |
| KR20100075631A (ko) | 2010-07-02 |
| CA2702101A1 (en) | 2009-04-16 |
| ZA201002604B (en) | 2011-06-29 |
| JP2011500600A (ja) | 2011-01-06 |
| IL204978A0 (en) | 2010-11-30 |
| US20090118338A1 (en) | 2009-05-07 |
| MX2010003865A (es) | 2010-06-01 |
| WO2009049183A1 (en) | 2009-04-16 |
| CN101883758A (zh) | 2010-11-10 |
| JP5562859B2 (ja) | 2014-07-30 |
| EP2212290B1 (en) | 2014-12-03 |
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