JP2016508500A5 - - Google Patents
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- 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
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- 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
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Families Citing this family (47)
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| CN105073738B (zh) | 2013-01-31 | 2018-01-05 | 沃泰克斯药物股份有限公司 | 作为钠通道调节剂的喹啉及喹喔啉酰胺类 |
| ES2654393T3 (es) | 2013-07-19 | 2018-02-13 | Vertex Pharmaceuticals Incorporated | Sulfonamidas como moduladores de los canales de sodio |
| 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 |
| SG11202000230VA (en) | 2017-07-11 | 2020-02-27 | Vertex Pharma | Carboxamides as modulators of sodium channels |
| WO2019157505A1 (en) | 2018-02-12 | 2019-08-15 | Vertex Pharmaceuticals Incorporated | A method of treating pain |
| EP3873893A1 (en) | 2018-11-02 | 2021-09-08 | Merck Sharp & Dohme Corp. | 2-amino-n-heteroaryl-nicotinamides as nav1.8 inhibitors |
| WO2020092187A1 (en) | 2018-11-02 | 2020-05-07 | Merck Sharp & Dohme Corp. | 2-amino-n-phenyl-nicotinamides as nav1.8 inhibitors |
| CA3125244A1 (en) * | 2019-01-04 | 2020-07-09 | Jiangsu Hengrui Medicine Co., Ltd. | 6-oxo-1,6-dihydropyridazine derivative, preparation method therefor and medical use thereof |
| WO2020146612A1 (en) | 2019-01-10 | 2020-07-16 | Vertex Pharmaceuticals Incorporated | Esters and carbamates as modulators of sodium channels |
| US12441703B2 (en) | 2019-01-10 | 2025-10-14 | Vertex Pharmaceuticals Incorporated | Carboxamides 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 |
| GEP20247688B (en) * | 2019-09-12 | 2024-11-11 | Orion Corp | Pyridine oxynitride, preparation method therefor and use thereof |
| CA3164134A1 (en) * | 2019-12-06 | 2021-06-10 | Vertex Pharmaceuticals Incorporated | Substituted tetrahydrofurans as modulators of sodium channels |
| 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 |
| GEP20257750B (en) | 2020-06-17 | 2025-03-25 | Merck Sharp & Dohme Llc | 2-oxoimidazolidine-4-carboxamides as nav1.8 inhibitors |
| JP2023530319A (ja) | 2020-06-17 | 2023-07-14 | メルク・シャープ・アンド・ドーム・エルエルシー | Ｎａｖ１．８阻害剤としての２－オキソ－オキサゾリジン－５－カルボキサミド |
| 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 |
| BR112023018348A2 (pt) * | 2021-03-11 | 2023-12-05 | Jiangxi Jemincare Group Co Ltd | Forma de cristal de composto de óxido de nitrogênio e piridina e uso da mesma |
| EP4334293A1 (en) | 2021-05-07 | 2024-03-13 | Merck Sharp & Dohme LLC | Cycloalkyl 3-oxopiperazine carboxamides and cycloheteroalkyl 3-oxopiperazine carboxamides as nav1.8 inhibitors |
| CA3221788A1 (en) | 2021-06-04 | 2022-12-08 | Vertex Pharmaceuticals Incorporated | Substituted tetrahydrofuran-2-carboxamides as modulators of sodium channels |
| JP2024520646A (ja) | 2021-06-04 | 2024-05-24 | 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 | 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類似体 |
| JP2024520643A (ja) | 2021-06-04 | 2024-05-24 | 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 | ナトリウムチャネルの調節因子としてのヒドロキシ及び（ハロ）アルコキシ置換テトラヒドロフラン |
| WO2022256676A1 (en) | 2021-06-04 | 2022-12-08 | Vertex Pharmaceuticals Incorporated | Substituted tetrahydrofuran analogs as modulators of sodium channels |
| SI4347031T1 (sl) | 2021-06-04 | 2026-01-30 | Vertex Pharmaceuticals Incorporated | N-(hidroksialkil (hetero)aril) tetrahidrofuran karboksamidi kot modulatorji natrijevih kanalčkov |
| MA64856B1 (fr) | 2021-06-04 | 2026-02-27 | Vertex Pharmaceuticals Incorporated | Formes de dosage solides et regimens de dosage comprenant le [[3-(3,4-difluoro-2-méthoxy-phényl)-4,5-diméthyl-5-(trifluorométhyl) tétrahydrofuranne-2-carbonyl]amino]pyridine-2-carboxamide |
| JP2025513452A (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 |
| GEAP202516634A (en) | 2022-04-22 | 2025-02-25 | Vertex Pharma | Heteroaryl compounds for the treatment of pain |
| UY40234A (es) | 2022-04-22 | 2023-11-15 | Vertex Pharma | Compuestos heteroarilo para el tratamiento del dolor |
| AU2023257313A1 (en) | 2022-04-22 | 2024-10-31 | Vertex Pharmaceuticals Incorporated | Heteroaryl compounds for the treatment of pain |
| IL316433A (en) | 2022-04-25 | 2024-12-01 | Siteone Therapeutics Inc | Bicyclic heterocyclic amide inhibitors of NA v1.8 for the treatment of pain |
| AU2023391870A1 (en) | 2022-12-06 | 2025-06-05 | Vertex Pharmaceuticals Incorporated | Process for the synthesis of substituted tetrahydrofuran modulators of sodium channels |
| 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 |
| WO2025090511A1 (en) | 2023-10-23 | 2025-05-01 | Vertex Pharmaceuticals Incorporated | Methods of preparing modulators of sodium channels and solid forms of the same for treating pain |
| WO2025090516A1 (en) | 2023-10-23 | 2025-05-01 | Vertex Pharmaceuticals Incorporated | Methods of preparing compounds for treating pain and solid forms thereof |
| WO2025090465A1 (en) | 2023-10-23 | 2025-05-01 | Vertex Pharmaceuticals Incorporated | Heteroaryl compounds for the treatment of pain |
| WO2025090480A1 (en) | 2023-10-23 | 2025-05-01 | Vertex Pharmaceuticals Incorporated | Heteroaryl compounds for the treatment of pain |
| WO2025122953A1 (en) | 2023-12-07 | 2025-06-12 | Vertex Pharmaceuticals Incorporated | Dosing regimens and formulations of suzetrigine for use in the treatment of acute and chronic 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 |
| US20260001877A1 (en) | 2024-06-28 | 2026-01-01 | Vertex Pharmaceuticals Incorporated | Heteroaryl compounds for the treatment of pain |
| WO2026013449A2 (en) | 2024-07-11 | 2026-01-15 | Sea4Us - Biotecnologia E Recursos Marinhos, Sa | Oxazolidone-derived compounds and their use in the treatment of chronic and acute pain |
| WO2026030525A1 (en) | 2024-07-31 | 2026-02-05 | Vertex Pharmaceuticals Incorporated | Zilvetrigine dosage forms and dosing regimens for treating pain |
Family Cites Families (6)
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| US2511231A (en) * | 1949-03-26 | 1950-06-13 | Eastman Kodak Co | 1-cyanophenyl-3-acylamino-5-pyrazolone couplers for color photography |
| CA2648202A1 (en) | 2006-04-11 | 2007-10-25 | Vertex Pharmaceuticals Incorporated | Compositions useful as inhibitors of voltage-gated sodium channels |
| AU2008310661A1 (en) | 2007-10-11 | 2009-04-16 | Vertex Pharmaceuticals Incorporated | Amides useful as inhibitors of voltage-gated sodium channels |
| CN101883760A (zh) | 2007-10-11 | 2010-11-10 | 沃泰克斯药物股份有限公司 | 用作电压-门控钠通道抑制剂的杂芳基酰胺类 |
| CA2702101A1 (en) * | 2007-10-11 | 2009-04-16 | Vertex Pharmaceuticals Incorporated | Aryl amides useful as inhibitors of voltage-gated sodium channels |
| EP2435407B1 (en) * | 2009-05-29 | 2019-12-25 | RaQualia Pharma Inc. | Aryl substituted carboxamide derivatives as calcium or sodium channel blockers |
-
2014
- 2014-01-29 AU AU2014212431A patent/AU2014212431B2/en active Active
- 2014-01-29 BR BR112015018284-4A patent/BR112015018284B1/pt not_active IP Right Cessation
- 2014-01-29 CA CA2898653A patent/CA2898653C/en active Active
- 2014-01-29 KR KR1020157023600A patent/KR102226588B1/ko not_active Expired - Fee Related
- 2014-01-29 EP EP14704981.1A patent/EP2951155B1/en active Active
- 2014-01-29 RU RU2015136779A patent/RU2658920C2/ru active
- 2014-01-29 JP JP2015556113A patent/JP6346622B2/ja active Active
- 2014-01-29 WO PCT/US2014/013667 patent/WO2014120820A1/en not_active Ceased
- 2014-01-29 AR ARP140100282A patent/AR094668A1/es unknown
- 2014-01-29 US US14/167,741 patent/US9108903B2/en active Active
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- 2014-01-29 CN CN201480006878.4A patent/CN104968647B/zh active Active
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