JP2016508500A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2016508500A5 JP2016508500A5 JP2015556113A JP2015556113A JP2016508500A5 JP 2016508500 A5 JP2016508500 A5 JP 2016508500A5 JP 2015556113 A JP2015556113 A JP 2015556113A JP 2015556113 A JP2015556113 A JP 2015556113A JP 2016508500 A5 JP2016508500 A5 JP 2016508500A5
- Authority
- JP
- Japan
- Prior art keywords
- benzamido
- alkyl
- pain
- halogen
- pharmaceutically acceptable
- 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.)
- Granted
Links
- 229910052736 halogen Inorganic materials 0.000 claims description 102
- 150000002367 halogens Chemical class 0.000 claims description 102
- 150000001875 compounds Chemical class 0.000 claims description 70
- 150000003839 salts Chemical class 0.000 claims description 45
- 208000002193 Pain Diseases 0.000 claims description 44
- 239000000203 mixture Substances 0.000 claims description 28
- 208000004296 neuralgia Diseases 0.000 claims description 14
- 125000002723 alicyclic group Chemical group 0.000 claims description 12
- 229910052801 chlorine Inorganic materials 0.000 claims description 12
- 229910052731 fluorine Inorganic materials 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000003814 drug Substances 0.000 claims description 7
- 208000021722 neuropathic pain Diseases 0.000 claims description 7
- 206010028391 Musculoskeletal Pain Diseases 0.000 claims description 6
- 208000027418 Wounds and injury Diseases 0.000 claims description 6
- 208000014674 injury Diseases 0.000 claims description 6
- 229910052740 iodine Inorganic materials 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 206010065390 Inflammatory pain Diseases 0.000 claims description 5
- 230000006378 damage Effects 0.000 claims description 5
- 210000005036 nerve Anatomy 0.000 claims description 5
- -1 t- butyl Chemical group 0.000 claims description 5
- 208000005890 Neuroma Diseases 0.000 claims description 4
- 108010053752 Voltage-Gated Sodium Channels Proteins 0.000 claims description 4
- 102000016913 Voltage-Gated Sodium Channels Human genes 0.000 claims description 4
- 208000005298 acute pain Diseases 0.000 claims description 4
- 208000011580 syndromic disease Diseases 0.000 claims description 4
- 229940124597 therapeutic agent Drugs 0.000 claims description 4
- 206010034620 Peripheral sensory neuropathy Diseases 0.000 claims description 3
- 206010036376 Postherpetic Neuralgia Diseases 0.000 claims description 3
- 208000010261 Small Fiber Neuropathy Diseases 0.000 claims description 3
- 206010073928 Small fibre neuropathy Diseases 0.000 claims description 3
- 229940079593 drug Drugs 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 3
- 230000000968 intestinal effect Effects 0.000 claims description 3
- 230000003349 osteoarthritic effect Effects 0.000 claims description 3
- 208000017692 primary erythermalgia Diseases 0.000 claims description 3
- 201000005572 sensory peripheral neuropathy Diseases 0.000 claims description 3
- 239000003981 vehicle Substances 0.000 claims description 3
- POHBHELIQIIUKS-UHFFFAOYSA-N 3-methyl-4-[(2-phenoxybenzoyl)amino]benzoic acid Chemical compound CC1=CC(C(O)=O)=CC=C1NC(=O)C1=CC=CC=C1OC1=CC=CC=C1 POHBHELIQIIUKS-UHFFFAOYSA-N 0.000 claims description 2
- SZKVUKWDHVSELR-UHFFFAOYSA-N 4-[(2-phenoxybenzoyl)amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C1=CC=CC=C1OC1=CC=CC=C1 SZKVUKWDHVSELR-UHFFFAOYSA-N 0.000 claims description 2
- ZYORVEKORXNUEM-UHFFFAOYSA-N 4-[[2-(4-fluoro-2-methoxyphenoxy)-4,6-bis(trifluoromethyl)benzoyl]amino]benzoic acid Chemical compound COC1=CC(F)=CC=C1OC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1C(=O)NC1=CC=C(C(O)=O)C=C1 ZYORVEKORXNUEM-UHFFFAOYSA-N 0.000 claims description 2
- CCFLCDDJGGMPDK-UHFFFAOYSA-N 4-[[2-[4-(trifluoromethoxy)phenoxy]-4-(trifluoromethyl)benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C1=CC=C(C(F)(F)F)C=C1OC1=CC=C(OC(F)(F)F)C=C1 CCFLCDDJGGMPDK-UHFFFAOYSA-N 0.000 claims description 2
- DZORGHOZKZHPLX-UHFFFAOYSA-N 4-[[4,5-dichloro-2-[4-(2,2,2-trifluoroethoxy)phenoxy]benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C1=CC(Cl)=C(Cl)C=C1OC1=CC=C(OCC(F)(F)F)C=C1 DZORGHOZKZHPLX-UHFFFAOYSA-N 0.000 claims description 2
- QPVZBOZWYRYQOY-UHFFFAOYSA-N 5-[[2-(2-chlorophenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC(C(F)(F)F)=CC=C1OC1=CC=CC=C1Cl QPVZBOZWYRYQOY-UHFFFAOYSA-N 0.000 claims description 2
- IUYUKZBMJINCLE-UHFFFAOYSA-N 5-[[2-(4-fluorophenoxy)-4-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC=C(C(F)(F)F)C=C1OC1=CC=C(F)C=C1 IUYUKZBMJINCLE-UHFFFAOYSA-N 0.000 claims description 2
- NBWXLOUGPHXUKY-UHFFFAOYSA-N 5-[[2-(4-methoxyphenoxy)-4,6-bis(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=CC(OC)=CC=C1OC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1C(=O)NC1=CC=C(C(O)=O)N=C1 NBWXLOUGPHXUKY-UHFFFAOYSA-N 0.000 claims description 2
- LFHRVAHCKMGOPT-UHFFFAOYSA-N 5-[[4,5-dichloro-2-(2,4-dimethoxyphenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=CC(OC)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 LFHRVAHCKMGOPT-UHFFFAOYSA-N 0.000 claims description 2
- CGCFKBNXDFEYIJ-UHFFFAOYSA-N 5-[[4,5-dichloro-2-[2-(difluoromethoxy)phenoxy]benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC(Cl)=C(Cl)C=C1OC1=CC=CC=C1OC(F)F CGCFKBNXDFEYIJ-UHFFFAOYSA-N 0.000 claims description 2
- VJNROMFRLBVAHF-UHFFFAOYSA-N 5-chloro-2-methoxy-4-[(2-phenoxybenzoyl)amino]benzoic acid Chemical compound C1=C(C(O)=O)C(OC)=CC(NC(=O)C=2C(=CC=CC=2)OC=2C=CC=CC=2)=C1Cl VJNROMFRLBVAHF-UHFFFAOYSA-N 0.000 claims description 2
- 206010003497 Asphyxia Diseases 0.000 claims description 2
- 208000008035 Back Pain Diseases 0.000 claims description 2
- 206010058019 Cancer Pain Diseases 0.000 claims description 2
- 208000010693 Charcot-Marie-Tooth Disease Diseases 0.000 claims description 2
- 208000000094 Chronic Pain Diseases 0.000 claims description 2
- 208000011231 Crohn disease Diseases 0.000 claims description 2
- 208000032131 Diabetic Neuropathies Diseases 0.000 claims description 2
- 208000001640 Fibromyalgia Diseases 0.000 claims description 2
- 206010019233 Headaches Diseases 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 206010021639 Incontinence Diseases 0.000 claims description 2
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 2
- 208000005615 Interstitial Cystitis Diseases 0.000 claims description 2
- 206010028980 Neoplasm Diseases 0.000 claims description 2
- 208000031481 Pathologic Constriction Diseases 0.000 claims description 2
- 208000004983 Phantom Limb Diseases 0.000 claims description 2
- 206010056238 Phantom pain Diseases 0.000 claims description 2
- 208000008765 Sciatica Diseases 0.000 claims description 2
- 238000011225 antiretroviral therapy Methods 0.000 claims description 2
- 206010003119 arrhythmia Diseases 0.000 claims description 2
- 201000011510 cancer Diseases 0.000 claims description 2
- 208000003295 carpal tunnel syndrome Diseases 0.000 claims description 2
- 238000002512 chemotherapy Methods 0.000 claims description 2
- 231100000869 headache Toxicity 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 230000002401 inhibitory effect Effects 0.000 claims description 2
- 201000006417 multiple sclerosis Diseases 0.000 claims description 2
- 206010039073 rheumatoid arthritis Diseases 0.000 claims description 2
- 230000036262 stenosis Effects 0.000 claims description 2
- 208000037804 stenosis Diseases 0.000 claims description 2
- 230000000472 traumatic effect Effects 0.000 claims description 2
- 206010044652 trigeminal neuralgia Diseases 0.000 claims description 2
- 208000004550 Postoperative Pain Diseases 0.000 claims 3
- ZWSJDCCDISWMKX-UHFFFAOYSA-N 4-[[2-(4-fluoro-2-methylphenoxy)-5-(trifluoromethyl)benzoyl]amino]benzoic acid Chemical compound CC1=CC(F)=CC=C1OC1=CC=C(C(F)(F)F)C=C1C(=O)NC1=CC=C(C(O)=O)C=C1 ZWSJDCCDISWMKX-UHFFFAOYSA-N 0.000 claims 2
- KXJDXJMNXMKFQA-UHFFFAOYSA-N 5-[[4,5-dichloro-2-(4-fluoro-2-methoxyphenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=CC(F)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 KXJDXJMNXMKFQA-UHFFFAOYSA-N 0.000 claims 2
- IFLJQZOHWQKXBE-UHFFFAOYSA-N 3-[(2-phenoxybenzoyl)amino]benzoic acid Chemical compound O(C1=CC=CC=C1)C1=C(C(=O)NC=2C=C(C(=O)O)C=CC=2)C=CC=C1 IFLJQZOHWQKXBE-UHFFFAOYSA-N 0.000 claims 1
- MZIVXQQTMDYTAZ-UHFFFAOYSA-N 4-[[2-(2,4-difluorophenoxy)-4,6-bis(trifluoromethyl)benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C(C(=CC(=C1)C(F)(F)F)C(F)(F)F)=C1OC1=CC=C(F)C=C1F MZIVXQQTMDYTAZ-UHFFFAOYSA-N 0.000 claims 1
- LLGVNUHNAGGBMF-UHFFFAOYSA-N 4-[[2-(2,4-difluorophenoxy)-4-(1,1,2,2,2-pentafluoroethyl)benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C1=CC=C(C(F)(F)C(F)(F)F)C=C1OC1=CC=C(F)C=C1F LLGVNUHNAGGBMF-UHFFFAOYSA-N 0.000 claims 1
- MRBUJXKMAOIITA-UHFFFAOYSA-N 4-[[2-(2,4-difluorophenoxy)-4-(trifluoromethyl)benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C1=CC=C(C(F)(F)F)C=C1OC1=CC=C(F)C=C1F MRBUJXKMAOIITA-UHFFFAOYSA-N 0.000 claims 1
- BAVGXISUWOMPHG-UHFFFAOYSA-N 4-[[2-(2-chloro-4-fluorophenoxy)-4-(1,1,2,2,2-pentafluoroethyl)benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C1=CC=C(C(F)(F)C(F)(F)F)C=C1OC1=CC=C(F)C=C1Cl BAVGXISUWOMPHG-UHFFFAOYSA-N 0.000 claims 1
- CAROJXJPUIPNPU-UHFFFAOYSA-N 4-[[2-(2-chloro-4-fluorophenoxy)-4-(trifluoromethyl)benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C1=CC=C(C(F)(F)F)C=C1OC1=CC=C(F)C=C1Cl CAROJXJPUIPNPU-UHFFFAOYSA-N 0.000 claims 1
- ZDFFCDWYMIMFCV-UHFFFAOYSA-N 4-[[2-(4-fluoro-2-methoxyphenoxy)-4-(1,1,2,2,2-pentafluoroethyl)benzoyl]amino]benzoic acid Chemical compound COC1=CC(F)=CC=C1OC1=CC(C(F)(F)C(F)(F)F)=CC=C1C(=O)NC1=CC=C(C(O)=O)C=C1 ZDFFCDWYMIMFCV-UHFFFAOYSA-N 0.000 claims 1
- IZPCPMZRYGDVDG-UHFFFAOYSA-N 4-[[2-(4-fluoro-2-methylphenoxy)-4,6-bis(trifluoromethyl)benzoyl]amino]benzoic acid Chemical compound CC1=CC(F)=CC=C1OC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1C(=O)NC1=CC=C(C(O)=O)C=C1 IZPCPMZRYGDVDG-UHFFFAOYSA-N 0.000 claims 1
- AFMYVWVPIHWHLQ-UHFFFAOYSA-N 4-[[2-(4-fluoro-2-methylphenoxy)-4-(1,1,2,2,2-pentafluoroethyl)benzoyl]amino]benzoic acid Chemical compound CC1=CC(F)=CC=C1OC1=CC(C(F)(F)C(F)(F)F)=CC=C1C(=O)NC1=CC=C(C(O)=O)C=C1 AFMYVWVPIHWHLQ-UHFFFAOYSA-N 0.000 claims 1
- WHSJMGMHKHPGIL-UHFFFAOYSA-N 4-[[2-(4-fluoro-2-methylphenoxy)-4-(trifluoromethyl)benzoyl]amino]benzoic acid Chemical compound CC1=CC(F)=CC=C1OC1=CC(C(F)(F)F)=CC=C1C(=O)NC1=CC=C(C(O)=O)C=C1 WHSJMGMHKHPGIL-UHFFFAOYSA-N 0.000 claims 1
- FOTNRCKKBGVZMV-UHFFFAOYSA-N 4-[[2-(4-fluorophenoxy)-4,6-bis(trifluoromethyl)benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C(C(=CC(=C1)C(F)(F)F)C(F)(F)F)=C1OC1=CC=C(F)C=C1 FOTNRCKKBGVZMV-UHFFFAOYSA-N 0.000 claims 1
- WHKNHAUMJCTTLG-UHFFFAOYSA-N 4-[[4,5-dichloro-2-(2,4-difluorophenoxy)benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C1=CC(Cl)=C(Cl)C=C1OC1=CC=C(F)C=C1F WHKNHAUMJCTTLG-UHFFFAOYSA-N 0.000 claims 1
- PVLVVQUGLDODSS-UHFFFAOYSA-N 4-[[4,5-dichloro-2-(2,4-dimethoxyphenoxy)benzoyl]amino]benzoic acid Chemical compound COC1=CC(OC)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)C=C1 PVLVVQUGLDODSS-UHFFFAOYSA-N 0.000 claims 1
- OOZXERKWFWPVJT-UHFFFAOYSA-N 4-[[4,5-dichloro-2-(2-chloro-4-fluorophenoxy)benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C1=CC(Cl)=C(Cl)C=C1OC1=CC=C(F)C=C1Cl OOZXERKWFWPVJT-UHFFFAOYSA-N 0.000 claims 1
- ZTXIJQTYASXCNZ-UHFFFAOYSA-N 4-[[4,5-dichloro-2-(2-chloro-4-methoxyphenoxy)benzoyl]amino]benzoic acid Chemical compound ClC1=CC(OC)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)C=C1 ZTXIJQTYASXCNZ-UHFFFAOYSA-N 0.000 claims 1
- LMNGTJLHWMMCFG-UHFFFAOYSA-N 4-[[4,5-dichloro-2-(2-fluoro-4-methoxyphenoxy)benzoyl]amino]benzoic acid Chemical compound FC1=CC(OC)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)C=C1 LMNGTJLHWMMCFG-UHFFFAOYSA-N 0.000 claims 1
- BOWBWUKGDFJJDA-UHFFFAOYSA-N 4-[[4,5-dichloro-2-(3-fluoro-4-methoxyphenoxy)benzoyl]amino]benzoic acid Chemical compound C1=C(F)C(OC)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)C=C1 BOWBWUKGDFJJDA-UHFFFAOYSA-N 0.000 claims 1
- FYSNDWMSTSNSPW-UHFFFAOYSA-N 4-[[4,5-dichloro-2-(4-chloro-2-methoxyphenoxy)benzoyl]amino]benzoic acid Chemical compound COC1=CC(Cl)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)C=C1 FYSNDWMSTSNSPW-UHFFFAOYSA-N 0.000 claims 1
- ZPTZKRNZFFQAKZ-UHFFFAOYSA-N 4-[[4,5-dichloro-2-(4-chloro-2-methylphenoxy)benzoyl]amino]benzoic acid Chemical compound CC1=CC(Cl)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)C=C1 ZPTZKRNZFFQAKZ-UHFFFAOYSA-N 0.000 claims 1
- JPVADBDXDGHZBJ-UHFFFAOYSA-N 4-[[4,5-dichloro-2-(4-fluoro-2-methoxyphenoxy)benzoyl]amino]benzoic acid Chemical compound COC1=CC(F)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)C=C1 JPVADBDXDGHZBJ-UHFFFAOYSA-N 0.000 claims 1
- OFOIUNYHRNAMCV-UHFFFAOYSA-N 4-[[4,5-dichloro-2-(4-fluoro-2-methylphenoxy)benzoyl]amino]benzoic acid Chemical compound CC1=CC(F)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)C=C1 OFOIUNYHRNAMCV-UHFFFAOYSA-N 0.000 claims 1
- MECYBMKMICVTAK-UHFFFAOYSA-N 4-[[4,5-dichloro-2-(4-fluorophenoxy)benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C1=CC(Cl)=C(Cl)C=C1OC1=CC=C(F)C=C1 MECYBMKMICVTAK-UHFFFAOYSA-N 0.000 claims 1
- TWHKITDGPNXHCU-UHFFFAOYSA-N 4-[[4,5-dichloro-2-[2-(difluoromethoxy)phenoxy]benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C1=CC(Cl)=C(Cl)C=C1OC1=CC=CC=C1OC(F)F TWHKITDGPNXHCU-UHFFFAOYSA-N 0.000 claims 1
- NJFDHBSKHZPRIL-UHFFFAOYSA-N 4-[[4,5-dichloro-2-[4-(trifluoromethoxy)phenoxy]benzoyl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC(=O)C1=CC(Cl)=C(Cl)C=C1OC1=CC=C(OC(F)(F)F)C=C1 NJFDHBSKHZPRIL-UHFFFAOYSA-N 0.000 claims 1
- JXVMPMSRFGGAGY-UHFFFAOYSA-N 4-chloro-3-[(2-phenoxybenzoyl)amino]benzoic acid Chemical compound ClC1=C(C=C(C(=O)O)C=C1)NC(C1=C(C=CC=C1)OC1=CC=CC=C1)=O JXVMPMSRFGGAGY-UHFFFAOYSA-N 0.000 claims 1
- WRZOPENWRAIPLT-UHFFFAOYSA-N 4-methyl-3-[(2-phenoxybenzoyl)amino]benzoic acid Chemical compound CC1=C(C=C(C(=O)O)C=C1)NC(C1=C(C=CC=C1)OC1=CC=CC=C1)=O WRZOPENWRAIPLT-UHFFFAOYSA-N 0.000 claims 1
- SEAWCQYTEVZJDD-UHFFFAOYSA-N 5-[(4,5-dichloro-2-phenoxybenzoyl)amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC(Cl)=C(Cl)C=C1OC1=CC=CC=C1 SEAWCQYTEVZJDD-UHFFFAOYSA-N 0.000 claims 1
- JFTGNYZRKUMSAG-UHFFFAOYSA-N 5-[[2-(2,4-dimethoxyphenoxy)-4,6-bis(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=CC(OC)=CC=C1OC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1C(=O)NC1=CC=C(C(O)=O)N=C1 JFTGNYZRKUMSAG-UHFFFAOYSA-N 0.000 claims 1
- NOKQAGXWKAATRB-UHFFFAOYSA-N 5-[[2-(2,4-dimethoxyphenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=CC(OC)=CC=C1OC1=CC=C(C(F)(F)F)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 NOKQAGXWKAATRB-UHFFFAOYSA-N 0.000 claims 1
- ZJDFLPLEPVWDIP-UHFFFAOYSA-N 5-[[2-(2-chloro-4-fluorophenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC(C(F)(F)F)=CC=C1OC1=CC=C(F)C=C1Cl ZJDFLPLEPVWDIP-UHFFFAOYSA-N 0.000 claims 1
- KTHRLYGNINDXBX-UHFFFAOYSA-N 5-[[2-(2-chloro-4-fluorophenoxy)-6-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C(C(=CC=C1)C(F)(F)F)=C1OC1=CC=C(F)C=C1Cl KTHRLYGNINDXBX-UHFFFAOYSA-N 0.000 claims 1
- HKWSUHGMFVMEIM-UHFFFAOYSA-N 5-[[2-(2-chloro-4-methoxyphenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound ClC1=CC(OC)=CC=C1OC1=CC=C(C(F)(F)F)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 HKWSUHGMFVMEIM-UHFFFAOYSA-N 0.000 claims 1
- QOJHXRSRBOSGMJ-UHFFFAOYSA-N 5-[[2-(2-methoxyphenoxy)-4,6-bis(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=CC=CC=C1OC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1C(=O)NC1=CC=C(C(O)=O)N=C1 QOJHXRSRBOSGMJ-UHFFFAOYSA-N 0.000 claims 1
- BQNMADFVJFWVJU-UHFFFAOYSA-N 5-[[2-(2-methoxyphenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=CC=CC=C1OC1=CC=C(C(F)(F)F)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 BQNMADFVJFWVJU-UHFFFAOYSA-N 0.000 claims 1
- SCVAJTQTAYTWBF-UHFFFAOYSA-N 5-[[2-(2-propan-2-yloxyphenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound CC(C)OC1=CC=CC=C1OC1=CC=C(C(F)(F)F)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 SCVAJTQTAYTWBF-UHFFFAOYSA-N 0.000 claims 1
- BIRRZQIINJYINB-UHFFFAOYSA-N 5-[[2-(3-fluoro-2-methoxyphenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=C(F)C=CC=C1OC1=CC=C(C(F)(F)F)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 BIRRZQIINJYINB-UHFFFAOYSA-N 0.000 claims 1
- IPADATBHURPXJO-UHFFFAOYSA-N 5-[[2-(4-chloro-2-methoxyphenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=CC(Cl)=CC=C1OC1=CC=C(C(F)(F)F)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 IPADATBHURPXJO-UHFFFAOYSA-N 0.000 claims 1
- RRSGOCVSLFHGAX-UHFFFAOYSA-N 5-[[2-(4-chloro-2-methylphenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound CC1=CC(Cl)=CC=C1OC1=CC=C(C(F)(F)F)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 RRSGOCVSLFHGAX-UHFFFAOYSA-N 0.000 claims 1
- JJNJBORNUDKUFR-UHFFFAOYSA-N 5-[[2-(4-fluoro-2-methoxyphenoxy)-4,6-bis(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=CC(F)=CC=C1OC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1C(=O)NC1=CC=C(C(O)=O)N=C1 JJNJBORNUDKUFR-UHFFFAOYSA-N 0.000 claims 1
- VCYKKUVBCWYYMM-UHFFFAOYSA-N 5-[[2-(4-fluoro-2-methoxyphenoxy)-4-(1,1,2,2,2-pentafluoroethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=CC(F)=CC=C1OC1=CC(C(F)(F)C(F)(F)F)=CC=C1C(=O)NC1=CC=C(C(O)=O)N=C1 VCYKKUVBCWYYMM-UHFFFAOYSA-N 0.000 claims 1
- JZEGKROGVZUIKH-UHFFFAOYSA-N 5-[[2-(4-fluoro-2-methoxyphenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=CC(F)=CC=C1OC1=CC=C(C(F)(F)F)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 JZEGKROGVZUIKH-UHFFFAOYSA-N 0.000 claims 1
- CGWBVORKMWBHNY-UHFFFAOYSA-N 5-[[2-(4-fluoro-2-methylphenoxy)-4,6-bis(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound CC1=CC(F)=CC=C1OC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1C(=O)NC1=CC=C(C(O)=O)N=C1 CGWBVORKMWBHNY-UHFFFAOYSA-N 0.000 claims 1
- AKOGFIZZLZJNQH-UHFFFAOYSA-N 5-[[2-(4-fluoro-2-methylphenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound CC1=CC(F)=CC=C1OC1=CC=C(C(F)(F)F)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 AKOGFIZZLZJNQH-UHFFFAOYSA-N 0.000 claims 1
- YNBSBKHHRRBEHX-UHFFFAOYSA-N 5-[[2-(4-fluorophenoxy)-4,6-bis(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C(C(=CC(=C1)C(F)(F)F)C(F)(F)F)=C1OC1=CC=C(F)C=C1 YNBSBKHHRRBEHX-UHFFFAOYSA-N 0.000 claims 1
- YVIUQKQGEHIQQT-UHFFFAOYSA-N 5-[[2-(4-fluorophenoxy)-4-(1,1,2,2,2-pentafluoroethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC=C(C(F)(F)C(F)(F)F)C=C1OC1=CC=C(F)C=C1 YVIUQKQGEHIQQT-UHFFFAOYSA-N 0.000 claims 1
- RJLRXYFRSLFOCO-UHFFFAOYSA-N 5-[[2-(4-fluorophenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC(C(F)(F)F)=CC=C1OC1=CC=C(F)C=C1 RJLRXYFRSLFOCO-UHFFFAOYSA-N 0.000 claims 1
- FRRLKNVOLWLUMB-UHFFFAOYSA-N 5-[[2-(4-fluorophenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC=CC=C1OC1=CC=C(F)C=C1 FRRLKNVOLWLUMB-UHFFFAOYSA-N 0.000 claims 1
- DJIISXJLYBOEFZ-UHFFFAOYSA-N 5-[[2-(4-methoxy-2-methylphenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound CC1=CC(OC)=CC=C1OC1=CC=C(C(F)(F)F)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 DJIISXJLYBOEFZ-UHFFFAOYSA-N 0.000 claims 1
- SDECKQPUJVAGMH-UHFFFAOYSA-N 5-[[2-(5-fluoro-2-methoxyphenoxy)-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=CC=C(F)C=C1OC1=CC=C(C(F)(F)F)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 SDECKQPUJVAGMH-UHFFFAOYSA-N 0.000 claims 1
- IBWZICSHYIJAQF-UHFFFAOYSA-N 5-[[2-[2-(difluoromethoxy)phenoxy]-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC(C(F)(F)F)=CC=C1OC1=CC=CC=C1OC(F)F IBWZICSHYIJAQF-UHFFFAOYSA-N 0.000 claims 1
- QAJFPIFCJNLXPC-UHFFFAOYSA-N 5-[[2-phenoxy-5-(trifluoromethyl)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC(C(F)(F)F)=CC=C1OC1=CC=CC=C1 QAJFPIFCJNLXPC-UHFFFAOYSA-N 0.000 claims 1
- DAMIAGMHYCIFFF-UHFFFAOYSA-N 5-[[4,5-dichloro-2-(2,4-difluorophenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC(Cl)=C(Cl)C=C1OC1=CC=C(F)C=C1F DAMIAGMHYCIFFF-UHFFFAOYSA-N 0.000 claims 1
- WNVFOHBAEQSZJE-UHFFFAOYSA-N 5-[[4,5-dichloro-2-(2-chloro-4-fluorophenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC(Cl)=C(Cl)C=C1OC1=CC=C(F)C=C1Cl WNVFOHBAEQSZJE-UHFFFAOYSA-N 0.000 claims 1
- AHTGMWQJSNPBEU-UHFFFAOYSA-N 5-[[4,5-dichloro-2-(2-fluoro-4-methoxyphenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound FC1=CC(OC)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 AHTGMWQJSNPBEU-UHFFFAOYSA-N 0.000 claims 1
- PDBMYORHPUAAMI-UHFFFAOYSA-N 5-[[4,5-dichloro-2-(3-fluoro-4-methoxyphenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=C(F)C(OC)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 PDBMYORHPUAAMI-UHFFFAOYSA-N 0.000 claims 1
- MXQBIQNRPHEKKB-UHFFFAOYSA-N 5-[[4,5-dichloro-2-(4-chloro-2-methoxyphenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=CC(Cl)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 MXQBIQNRPHEKKB-UHFFFAOYSA-N 0.000 claims 1
- JOQIOTSZGJNTLJ-UHFFFAOYSA-N 5-[[4,5-dichloro-2-(4-chloro-2-methylphenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound CC1=CC(Cl)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 JOQIOTSZGJNTLJ-UHFFFAOYSA-N 0.000 claims 1
- MIRMWZQQRUXCNH-UHFFFAOYSA-N 5-[[4,5-dichloro-2-(4-fluoro-2-methylphenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound CC1=CC(F)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 MIRMWZQQRUXCNH-UHFFFAOYSA-N 0.000 claims 1
- TVDDCLYOFQXJMX-UHFFFAOYSA-N 5-[[4,5-dichloro-2-(4-fluorophenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC(Cl)=C(Cl)C=C1OC1=CC=C(F)C=C1 TVDDCLYOFQXJMX-UHFFFAOYSA-N 0.000 claims 1
- KGZXPYSTVRCFHV-UHFFFAOYSA-N 5-[[4,5-dichloro-2-[4-(2,2,2-trifluoroethoxy)phenoxy]benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC(Cl)=C(Cl)C=C1OC1=CC=C(OCC(F)(F)F)C=C1 KGZXPYSTVRCFHV-UHFFFAOYSA-N 0.000 claims 1
- IVWIRIBKCSQSSN-UHFFFAOYSA-N 5-[[4,5-dichloro-2-[4-(3-methylbutoxy)phenoxy]benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=CC(OCCC(C)C)=CC=C1OC1=CC(Cl)=C(Cl)C=C1C(=O)NC1=CC=C(C(O)=O)N=C1 IVWIRIBKCSQSSN-UHFFFAOYSA-N 0.000 claims 1
- NIBLOJYKDPJRIA-UHFFFAOYSA-N 5-[[4,5-dichloro-2-[4-(trifluoromethoxy)phenoxy]benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C1=NC(C(=O)O)=CC=C1NC(=O)C1=CC(Cl)=C(Cl)C=C1OC1=CC=C(OC(F)(F)F)C=C1 NIBLOJYKDPJRIA-UHFFFAOYSA-N 0.000 claims 1
- QMDWSKXAWNXBFZ-UHFFFAOYSA-N 5-[[4-tert-butyl-2-(4-fluoro-2-methoxyphenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound COC1=CC(F)=CC=C1OC1=CC(C(C)(C)C)=CC=C1C(=O)NC1=CC=C(C(O)=O)N=C1 QMDWSKXAWNXBFZ-UHFFFAOYSA-N 0.000 claims 1
- AQRWRKNSKFWYIA-UHFFFAOYSA-N 5-[[4-tert-butyl-2-(4-fluoro-2-methylphenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound CC1=CC(F)=CC=C1OC1=CC(C(C)(C)C)=CC=C1C(=O)NC1=CC=C(C(O)=O)N=C1 AQRWRKNSKFWYIA-UHFFFAOYSA-N 0.000 claims 1
- SPIYZOKCMYZGIH-UHFFFAOYSA-N 5-[[4-tert-butyl-2-(4-fluorophenoxy)benzoyl]amino]pyridine-2-carboxylic acid Chemical compound C=1C=C(F)C=CC=1OC1=CC(C(C)(C)C)=CC=C1C(=O)NC1=CC=C(C(O)=O)N=C1 SPIYZOKCMYZGIH-UHFFFAOYSA-N 0.000 claims 1
- 206010006074 Brachial plexus injury Diseases 0.000 claims 1
- 208000002472 Morton Neuroma Diseases 0.000 claims 1
- 208000003728 Vulvodynia Diseases 0.000 claims 1
- 206010069055 Vulvovaginal pain Diseases 0.000 claims 1
- 230000002567 autonomic effect Effects 0.000 claims 1
- 201000001119 neuropathy Diseases 0.000 claims 1
- 230000007823 neuropathy Effects 0.000 claims 1
- 208000033808 peripheral neuropathy Diseases 0.000 claims 1
- 230000035807 sensation Effects 0.000 claims 1
- 208000020431 spinal cord injury Diseases 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 description 56
- 238000000034 method Methods 0.000 description 10
- 238000002679 ablation Methods 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 101000654356 Homo sapiens Sodium channel protein type 10 subunit alpha Proteins 0.000 description 1
- NEALAIJHPXEQSU-UHFFFAOYSA-N OC(c(cc1)ccc1NC(c(cc(c(Cl)c1)Cl)c1Oc1ccccc1)=O)=O Chemical compound OC(c(cc1)ccc1NC(c(cc(c(Cl)c1)Cl)c1Oc1ccccc1)=O)=O NEALAIJHPXEQSU-UHFFFAOYSA-N 0.000 description 1
- 206010037660 Pyrexia Diseases 0.000 description 1
- 102100031374 Sodium channel protein type 10 subunit alpha Human genes 0.000 description 1
- 238000002266 amputation Methods 0.000 description 1
- 210000000467 autonomic pathway Anatomy 0.000 description 1
- 210000003461 brachial plexus Anatomy 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 208000004371 toothache Diseases 0.000 description 1
- 210000003901 trigeminal nerve Anatomy 0.000 description 1
- 210000003905 vulva Anatomy 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361759062P | 2013-01-31 | 2013-01-31 | |
| US61/759,062 | 2013-01-31 | ||
| PCT/US2014/013667 WO2014120820A1 (en) | 2013-01-31 | 2014-01-29 | Amides as modulators of sodium channels |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016508500A JP2016508500A (ja) | 2016-03-22 |
| JP2016508500A5 true JP2016508500A5 (enExample) | 2017-03-09 |
| JP6346622B2 JP6346622B2 (ja) | 2018-06-20 |
Family
ID=50114569
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015556113A Active JP6346622B2 (ja) | 2013-01-31 | 2014-01-29 | ナトリウムチャネルの調節剤としてのアミド |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US9108903B2 (enExample) |
| EP (1) | EP2951155B1 (enExample) |
| JP (1) | JP6346622B2 (enExample) |
| KR (1) | KR102226588B1 (enExample) |
| CN (1) | CN104968647B (enExample) |
| AR (1) | AR094668A1 (enExample) |
| AU (1) | AU2014212431B2 (enExample) |
| BR (1) | BR112015018284B1 (enExample) |
| CA (1) | CA2898653C (enExample) |
| IL (1) | IL240196B (enExample) |
| MX (1) | MX359882B (enExample) |
| RU (1) | RU2658920C2 (enExample) |
| SG (1) | SG11201505954RA (enExample) |
| TW (1) | TWI659945B (enExample) |
| WO (1) | WO2014120820A1 (enExample) |
Families Citing this family (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105026373B (zh) | 2013-01-31 | 2018-03-30 | 沃泰克斯药物股份有限公司 | 作为钠通道调节剂的吡啶酮酰胺 |
| US9139529B2 (en) | 2013-01-31 | 2015-09-22 | Vertex Pharmaceuticals Incorporated | Substituted quinoxalines as sodium channel modulators |
| RU2680401C2 (ru) | 2013-07-19 | 2019-02-21 | Вертекс Фармасьютикалз Инкорпорейтед | Сульфонамиды в качестве модуляторов натриевых каналов |
| LT3080134T (lt) | 2013-12-13 | 2018-11-12 | Vertex Pharmaceuticals Incorporated | Piridono amidų provaistai, naudotini kaip natrio kanalų moduliatoriai |
| US11358977B2 (en) | 2017-05-16 | 2022-06-14 | Vertex Pharmaceuticals Incorporated | Deuterated pyridone amides and prodrugs thereof as modulators of sodium channels |
| ES3008911T3 (en) * | 2017-07-11 | 2025-03-25 | Vertex Pharma | Carboxamides as modulators of sodium channels |
| US20190343817A1 (en) | 2018-02-12 | 2019-11-14 | Vertex Pharmaceuticals Incorporated | Method of treating pain |
| EP3873468A4 (en) | 2018-11-02 | 2022-10-26 | Merck Sharp & Dohme LLC | 2-AMINO-N-PHENYL-NICOTINAMIDES AS NAV1.8 INHIBITORS |
| MA54076A (fr) | 2018-11-02 | 2022-02-09 | Merck Sharp & Dohme | 2-amino-n-hétéroaryl-nicotinamides utilisés en tant qu'inhibiteurs de nav1.8 |
| CN112955436B (zh) * | 2019-01-04 | 2023-08-11 | 福建盛迪医药有限公司 | 6-氧代-1,6-二氢哒嗪类衍生物、其制备方法及其在医药上的应用 |
| WO2020146682A1 (en) | 2019-01-10 | 2020-07-16 | Vertex Pharmaceuticals Incorporated | Carboxamides as modulators of sodium channels |
| WO2020146612A1 (en) | 2019-01-10 | 2020-07-16 | Vertex Pharmaceuticals Incorporated | Esters and carbamates as modulators of sodium channels |
| CN112996776B (zh) * | 2019-02-20 | 2024-03-15 | 福建盛迪医药有限公司 | 6-氧代-1,6-二氢哒嗪类前药衍生物、其制备方法及其在医药上的应用 |
| WO2020176763A1 (en) | 2019-02-27 | 2020-09-03 | Vertex Pharmaceuticals Incorporated | Dosage form comprising prodrug of na 1.8 sodium channel inhibitor |
| WO2020219867A1 (en) | 2019-04-25 | 2020-10-29 | Vertex Pharmaceuticals Incorporated | Pyridone amide co-crystal compositions for the treatment of pain |
| CN112479996B (zh) * | 2019-09-12 | 2023-05-26 | 上海济煜医药科技有限公司 | 吡啶氮氧化合物及其制备方法和用途 |
| CR20220316A (es) | 2019-12-06 | 2022-10-07 | Vertex Pharma | Tetrahidrofuranos sustituidos como moduladores de canales de sodio |
| CN114437062B (zh) * | 2020-04-30 | 2024-05-17 | 成都海博为药业有限公司 | 一种可作为钠通道调节剂的化合物及其用途 |
| MX2022015581A (es) | 2020-06-17 | 2023-01-24 | Merck Sharp & Dohme Llc | 2-oxoimidazolidin-4-carboxamidas como inhibidores de nav1.8. |
| CN113880771B (zh) * | 2020-07-03 | 2023-09-19 | 福建盛迪医药有限公司 | 一种选择性Nav抑制剂的结晶形式及其制备方法 |
| CN114031518B (zh) * | 2020-12-08 | 2023-08-18 | 成都海博为药业有限公司 | 一种苄胺或苄醇衍生物及其用途 |
| CN112225695B (zh) * | 2020-12-15 | 2021-03-02 | 上海济煜医药科技有限公司 | 一种氮氧化合物及其制备方法和用途 |
| EP4306511A4 (en) * | 2021-03-11 | 2025-04-02 | Shanghai Jemincare Pharmaceuticals Co., Ltd. | Crystal form of pyridine nitrogen oxide compound and use thereof |
| MX2023013146A (es) | 2021-05-07 | 2023-11-28 | Merck Sharp & Dohme Llc | Cicloalquil 3-oxopiperazin carboxamidas y cicloheteroalquil 3-oxopiperazin carboxamidas como inhibidores de nav1.8. |
| JP2024522292A (ja) | 2021-06-04 | 2024-06-13 | バーテックス ファーマシューティカルズ インコーポレイテッド | ナトリウムチャネルのモジュレーターとしてのｎ－（ヒドロキシアルキル（ヘテロ）アリール）テトラヒドロフランカルボキサミド |
| BR112023025264A2 (pt) | 2021-06-04 | 2024-02-20 | Vertex Pharma | Formas farmacêuticas sólidas e regimes posológicos compreendendo (2r,3s,4s,5r)-4-[[3- (3,4-difluoro-2-metóxi-fenil)-4,5-dimetil-5-(trifluorometil) tetra-hidrofuran-2-carbonil]amino ]piridina-2-carboxamida |
| CN117858875A (zh) | 2021-06-04 | 2024-04-09 | 沃泰克斯药物股份有限公司 | 羟基和(卤代)烷氧基取代的四氢呋喃作为钠通道调节剂 |
| CN117794919A (zh) | 2021-06-04 | 2024-03-29 | 沃泰克斯药物股份有限公司 | N-(羟烷基(杂)芳基)四氢呋喃甲酰胺类似物作为钠通道调节剂 |
| AU2022285758A1 (en) | 2021-06-04 | 2023-11-30 | Vertex Pharmaceuticals Incorporated | Substituted tetrahydrofuran analogs as modulators of sodium channels |
| CN117813302A (zh) | 2021-06-04 | 2024-04-02 | 沃泰克斯药物股份有限公司 | 经取代的四氢呋喃-2-甲酰胺作为钠通道调节剂 |
| TW202408501A (zh) | 2022-04-22 | 2024-03-01 | 美商維泰克斯製藥公司 | 用於治療疼痛之雜芳基化合物 |
| JP2025513454A (ja) | 2022-04-22 | 2025-04-24 | バーテックス ファーマシューティカルズ インコーポレイテッド | 疼痛の治療のためのヘテロアリール化合物 |
| EP4511117A1 (en) | 2022-04-22 | 2025-02-26 | Vertex Pharmaceuticals Incorporated | Heteroaryl compounds for the treatment of pain |
| PE20251179A1 (es) | 2022-04-22 | 2025-04-23 | Vertex Pharma | Compuestos de heteroarilo para el tratamiento del dolor |
| JP2025516005A (ja) | 2022-04-25 | 2025-05-23 | サイトワン セラピューティクス インコーポレイテッド | 疼痛の処置のためのｎａｖ１．８の二環式複素環アミド阻害剤 |
| KR20250120351A (ko) | 2022-12-06 | 2025-08-08 | 버텍스 파마슈티칼스 인코포레이티드 | 나트륨 채널의 치환된 테트라하이드로푸란 조절제의 합성을 위한 방법 |
| WO2024153856A1 (en) * | 2023-01-18 | 2024-07-25 | Orion Corporation | Process for the preparation of 3-(4,5-dichloro-2-(4-(trifluoromethoxy)phenoxy)benzamido)pyridine 1-oxide |
| WO2025090516A1 (en) | 2023-10-23 | 2025-05-01 | Vertex Pharmaceuticals Incorporated | Methods of preparing compounds for treating pain and solid forms thereof |
| TW202535867A (zh) | 2023-10-23 | 2025-09-16 | 美商維泰克斯製藥公司 | 用於治療疼痛之鈉通道調節劑及其固體形式的製備方法 |
| WO2025090480A1 (en) | 2023-10-23 | 2025-05-01 | Vertex Pharmaceuticals Incorporated | Heteroaryl compounds for the treatment of pain |
| WO2025090465A1 (en) | 2023-10-23 | 2025-05-01 | Vertex Pharmaceuticals Incorporated | Heteroaryl compounds for the treatment of pain |
| US20250186419A1 (en) | 2023-12-07 | 2025-06-12 | Vertex Pharmaceuticals Incorporated | Dosing regimens for treating pain |
| WO2025160286A1 (en) | 2024-01-24 | 2025-07-31 | Siteone Therapeutics, Inc. | 2-aryl cycloalkyl and heterocycloalkyl inhibitors of nav1.8 for the treatment of pain |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2511231A (en) * | 1949-03-26 | 1950-06-13 | Eastman Kodak Co | 1-cyanophenyl-3-acylamino-5-pyrazolone couplers for color photography |
| CN101466665B (zh) | 2006-04-11 | 2013-12-04 | 沃泰克斯药物股份有限公司 | 适用作电压-门控钠通道抑制剂的组合物 |
| US8779197B2 (en) * | 2007-10-11 | 2014-07-15 | Vertex Pharmaceuticals Incorporated | Aryl amides useful as inhibitors of voltage-gated sodium channels |
| WO2009049181A1 (en) * | 2007-10-11 | 2009-04-16 | Vertex Pharmaceuticals Incorporated | Amides useful as inhibitors of voltage-gated sodium channels |
| AU2008310660A1 (en) | 2007-10-11 | 2009-04-16 | Vertex Pharmaceuticals Incorporated | Heteroaryl amides useful as inhibitors of voltage-gated sodium channels |
| JP5685203B2 (ja) * | 2009-05-29 | 2015-03-18 | ラクオリア創薬株式会社 | カルシウムチャネル遮断薬またはナトリウムチャネル遮断薬としてのアリール置換カルボキサミド誘導体 |
-
2014
- 2014-01-29 AR ARP140100282A patent/AR094668A1/es unknown
- 2014-01-29 MX MX2015009591A patent/MX359882B/es active IP Right Grant
- 2014-01-29 WO PCT/US2014/013667 patent/WO2014120820A1/en not_active Ceased
- 2014-01-29 TW TW103103690A patent/TWI659945B/zh active
- 2014-01-29 CA CA2898653A patent/CA2898653C/en active Active
- 2014-01-29 SG SG11201505954RA patent/SG11201505954RA/en unknown
- 2014-01-29 BR BR112015018284-4A patent/BR112015018284B1/pt not_active IP Right Cessation
- 2014-01-29 AU AU2014212431A patent/AU2014212431B2/en active Active
- 2014-01-29 JP JP2015556113A patent/JP6346622B2/ja active Active
- 2014-01-29 EP EP14704981.1A patent/EP2951155B1/en active Active
- 2014-01-29 CN CN201480006878.4A patent/CN104968647B/zh active Active
- 2014-01-29 RU RU2015136779A patent/RU2658920C2/ru active
- 2014-01-29 KR KR1020157023600A patent/KR102226588B1/ko active Active
- 2014-01-29 US US14/167,741 patent/US9108903B2/en active Active
-
2015
- 2015-07-27 US US14/809,841 patent/US9421196B2/en active Active
- 2015-07-28 IL IL240196A patent/IL240196B/en active IP Right Grant
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2016508500A5 (enExample) | ||
| JP2016506963A5 (enExample) | ||
| JP2016506964A5 (ja) | ナトリウムチャネルの調節剤としてのキノリンおよびキノキサリンアミド | |
| JP2016525122A5 (enExample) | ||
| RU2015136779A (ru) | Амиды в качестве модуляторов натриевых каналов | |
| RU2016105511A (ru) | Сульфонамиды в качестве молдуляторов натриевых каналов | |
| RU2015136770A (ru) | Хинолинамиды и хиназолинамиды в качестве модуляторов натриевых каналов | |
| HRP20170787T1 (hr) | Piridon amidi kao modulatori natrijevih kanala | |
| RU2012116877A (ru) | Соединения 2-пиридона, применяемые в качестве ингибиторов нейтрофильной эластазы | |
| RU2015108894A (ru) | СОЕДИНЕНИЯ 4-ГЕТЕРОАРИЛЗАМЕЩЕННОЙ БЕНЗОЙНОЙ КИСЛОТЫ В КАЧЕСТВЕ ИНГИБИТОРОВ RORгаммаТ И ИХ ПРИМЕНЕНИЯ | |
| JP2009516685A5 (enExample) | ||
| JP2015526441A5 (enExample) | ||
| CA2601508A1 (en) | Cyclopropanecarboxamide derivatives | |
| JP2020526561A5 (enExample) | ||
| JP2014511891A5 (enExample) | ||
| RU2015123499A (ru) | Соединения замещенной триазолбороновой кислоты | |
| JPWO2021178920A5 (enExample) | ||
| RU2010110640A (ru) | Соединения и композиции 5-(4-(галогеналкокси)фенил)пиримидин-2-амина в качестве ингибиторов киназ | |
| RU2012127760A (ru) | Bcl-2-селективные апоптоз-индуцирующие средства для лечения рака и иммунных заболеваний | |
| NZ596071A (en) | Oxazole substituted indazoles as pi3-kinase inhibitors | |
| RU2013112122A (ru) | Новые замещенные хинолиновые соединения как ингибиторы s-нитрозоглутатион-редуктазы | |
| JP2011057693A5 (enExample) | ||
| JP2010539187A5 (enExample) | ||
| JP2009542717A5 (enExample) | ||
| JP2016512825A5 (enExample) |