JP2024038267A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2024038267A5 JP2024038267A5 JP2024000646A JP2024000646A JP2024038267A5 JP 2024038267 A5 JP2024038267 A5 JP 2024038267A5 JP 2024000646 A JP2024000646 A JP 2024000646A JP 2024000646 A JP2024000646 A JP 2024000646A JP 2024038267 A5 JP2024038267 A5 JP 2024038267A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- alkyl
- carboxamide
- oxopiperazine
- chloro
- 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.)
- Pending
Links
- 125000000217 alkyl group Chemical group 0.000 claims 182
- 125000001424 substituent group Chemical group 0.000 claims 85
- 125000000753 cycloalkyl group Chemical group 0.000 claims 70
- 229910052739 hydrogen Inorganic materials 0.000 claims 70
- 239000001257 hydrogen Substances 0.000 claims 70
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 60
- 229910052736 halogen Inorganic materials 0.000 claims 58
- 150000002367 halogens Chemical class 0.000 claims 58
- 125000000304 alkynyl group Chemical group 0.000 claims 43
- 125000003342 alkenyl group Chemical group 0.000 claims 41
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 28
- 150000003839 salts Chemical class 0.000 claims 26
- 150000001875 compounds Chemical class 0.000 claims 24
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 19
- 125000003118 aryl group Chemical group 0.000 claims 18
- 125000001072 heteroaryl group Chemical group 0.000 claims 18
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims 16
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 16
- 229910052805 deuterium Inorganic materials 0.000 claims 16
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 14
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 14
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims 12
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 12
- 208000035475 disorder Diseases 0.000 claims 12
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 10
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims 10
- 229910052799 carbon Inorganic materials 0.000 claims 10
- 125000004432 carbon atom Chemical group C* 0.000 claims 10
- 150000002431 hydrogen Chemical class 0.000 claims 10
- PMPVIKIVABFJJI-UHFFFAOYSA-N Cyclobutane Chemical compound C1CCC1 PMPVIKIVABFJJI-UHFFFAOYSA-N 0.000 claims 9
- 125000002877 alkyl aryl group Chemical group 0.000 claims 8
- 125000005213 alkyl heteroaryl group Chemical group 0.000 claims 8
- 208000027520 Somatoform disease Diseases 0.000 claims 6
- MKCBRYIXFFGIKN-UHFFFAOYSA-N bicyclo[1.1.1]pentane Chemical compound C1C2CC1C2 MKCBRYIXFFGIKN-UHFFFAOYSA-N 0.000 claims 6
- GPRLTFBKWDERLU-UHFFFAOYSA-N bicyclo[2.2.2]octane Chemical compound C1CC2CCC1CC2 GPRLTFBKWDERLU-UHFFFAOYSA-N 0.000 claims 6
- JAPMJSVZDUYFKL-UHFFFAOYSA-N bicyclo[3.1.0]hexane Chemical compound C1CCC2CC21 JAPMJSVZDUYFKL-UHFFFAOYSA-N 0.000 claims 6
- LPCWKMYWISGVSK-UHFFFAOYSA-N bicyclo[3.2.1]octane Chemical compound C1C2CCC1CCC2 LPCWKMYWISGVSK-UHFFFAOYSA-N 0.000 claims 6
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims 6
- 208000027753 pain disease Diseases 0.000 claims 6
- OGNAOIGAPPSUMG-UHFFFAOYSA-N spiro[2.2]pentane Chemical compound C1CC11CC1 OGNAOIGAPPSUMG-UHFFFAOYSA-N 0.000 claims 6
- FYGUBWKMMCWIKB-UHFFFAOYSA-N spiro[2.3]hexane Chemical compound C1CC11CCC1 FYGUBWKMMCWIKB-UHFFFAOYSA-N 0.000 claims 6
- FOEYMRPOKBCNCR-UHFFFAOYSA-N spiro[2.5]octane Chemical compound C1CC11CCCCC1 FOEYMRPOKBCNCR-UHFFFAOYSA-N 0.000 claims 6
- LBJQKYPPYSCCBH-UHFFFAOYSA-N spiro[3.3]heptane Chemical compound C1CCC21CCC2 LBJQKYPPYSCCBH-UHFFFAOYSA-N 0.000 claims 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 5
- 208000003251 Pruritus Diseases 0.000 claims 4
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims 4
- 125000005024 alkenyl aryl group Chemical group 0.000 claims 4
- 125000005217 alkenylheteroaryl group Chemical group 0.000 claims 4
- 125000005025 alkynylaryl group Chemical group 0.000 claims 4
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 4
- 150000003557 thiazoles Chemical class 0.000 claims 4
- LAZLMPFKMYEUQC-PRFIWBCESA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=NC(C(F)(F)F)=C1Cl)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=NC(C(F)(F)F)=C1Cl)=O LAZLMPFKMYEUQC-PRFIWBCESA-N 0.000 claims 2
- REGVIHGWFHKBFF-MSFDSXBXSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O REGVIHGWFHKBFF-MSFDSXBXSA-N 0.000 claims 2
- XNBHHZMLFHBMJD-MWRCMHLZSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CO[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CO[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O XNBHHZMLFHBMJD-MWRCMHLZSA-N 0.000 claims 2
- LAZLMPFKMYEUQC-VWMGYNLJSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=NC(C(F)(F)F)=C1Cl)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=NC(C(F)(F)F)=C1Cl)=O LAZLMPFKMYEUQC-VWMGYNLJSA-N 0.000 claims 2
- 206010011224 Cough Diseases 0.000 claims 2
- 206010065390 Inflammatory pain Diseases 0.000 claims 2
- FKCCIPFBCVEZGL-UTEYVOQOSA-N O=C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)N(CCN1)CC1=O Chemical compound O=C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)N(CCN1)CC1=O FKCCIPFBCVEZGL-UTEYVOQOSA-N 0.000 claims 2
- HYGXNUDBNTXDSV-SUYBPPKGSA-N O=C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC=C1Cl)N(CCN1)CC1=O Chemical compound O=C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC=C1Cl)N(CCN1)CC1=O HYGXNUDBNTXDSV-SUYBPPKGSA-N 0.000 claims 2
- 208000002193 Pain Diseases 0.000 claims 2
- REGVIHGWFHKBFF-VYWCNIQISA-N [2H]C([2H])(C([2H])([2H])N([C@@H]1C)C(N[C@@H]([C@H](C2)C[C@@H]2C(F)(F)F)C(C=CC(F)=C2Cl)=C2F)=O)NC1=O Chemical compound [2H]C([2H])(C([2H])([2H])N([C@@H]1C)C(N[C@@H]([C@H](C2)C[C@@H]2C(F)(F)F)C(C=CC(F)=C2Cl)=C2F)=O)NC1=O REGVIHGWFHKBFF-VYWCNIQISA-N 0.000 claims 2
- REGVIHGWFHKBFF-VIWBBKFRSA-N [2H]C([2H])(C([2H])([2H])N([C@H]1C)C(N[C@@H]([C@H](C2)C[C@@H]2C(F)(F)F)C(C=CC(F)=C2Cl)=C2F)=O)NC1=O Chemical compound [2H]C([2H])(C([2H])([2H])N([C@H]1C)C(N[C@@H]([C@H](C2)C[C@@H]2C(F)(F)F)C(C=CC(F)=C2Cl)=C2F)=O)NC1=O REGVIHGWFHKBFF-VIWBBKFRSA-N 0.000 claims 2
- 230000001154 acute effect Effects 0.000 claims 2
- 208000005298 acute pain Diseases 0.000 claims 2
- 230000001684 chronic effect Effects 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 230000005764 inhibitory process Effects 0.000 claims 2
- 208000004296 neuralgia Diseases 0.000 claims 2
- 208000021722 neuropathic pain Diseases 0.000 claims 2
- IVXQBCUBSIPQGU-UHFFFAOYSA-N piperazine-1-carboxamide Chemical compound NC(=O)N1CCNCC1 IVXQBCUBSIPQGU-UHFFFAOYSA-N 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 125000004495 thiazol-4-yl group Chemical group S1C=NC(=C1)* 0.000 claims 2
- -1 (2R)-N-((S)-(3-chloro-2,4-difluorophenyl)(6,6-difluorospiro[3.3]heptan-2-yl)methyl)-2-methyl-3-oxopiperazine-1-carboxamide Chemical compound 0.000 claims 1
- BRDDCXBGXYZTNS-INIZCTEOSA-N CC(C)(C1)CC1[C@@H](C(C=CC(F)=C1Cl)=C1F)NC(N(CCN1)CC1=O)=O Chemical compound CC(C)(C1)CC1[C@@H](C(C=CC(F)=C1Cl)=C1F)NC(N(CCN1)CC1=O)=O BRDDCXBGXYZTNS-INIZCTEOSA-N 0.000 claims 1
- BRDDCXBGXYZTNS-MRXNPFEDSA-N CC(C)(C1)CC1[C@H](C(C=CC(F)=C1Cl)=C1F)NC(N(CCN1)CC1=O)=O Chemical compound CC(C)(C1)CC1[C@H](C(C=CC(F)=C1Cl)=C1F)NC(N(CCN1)CC1=O)=O BRDDCXBGXYZTNS-MRXNPFEDSA-N 0.000 claims 1
- XHBYLKIDSCGNMY-SANLESKHSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C(C1)(C2)CC12C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C(C1)(C2)CC12C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O XHBYLKIDSCGNMY-SANLESKHSA-N 0.000 claims 1
- WGRYWEDPPPNVDQ-LMXJLVQFSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C(C1)(C2)CC12C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C(C1)(C2)CC12C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O WGRYWEDPPPNVDQ-LMXJLVQFSA-N 0.000 claims 1
- BAADRDJKNQWSRZ-CLAHSXSESA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C(C1)CC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C(C1)CC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O BAADRDJKNQWSRZ-CLAHSXSESA-N 0.000 claims 1
- NCBMQBUBXVGHIM-HWPZZCPQSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C(C1)CC1=C)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C(C1)CC1=C)C(C=CC(F)=C1Cl)=C1F)=O NCBMQBUBXVGHIM-HWPZZCPQSA-N 0.000 claims 1
- WLBLMDFVXSQJTF-HGOJYGERSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C(C1)CC1C(F)(F)F)C(C=C1)=CC(Cl)=C1OC(F)(F)F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C(C1)CC1C(F)(F)F)C(C=C1)=CC(Cl)=C1OC(F)(F)F)=O WLBLMDFVXSQJTF-HGOJYGERSA-N 0.000 claims 1
- KSQMQWSARCXKMD-BZNIZROVSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C(CC1)CCC1(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C(CC1)CCC1(F)F)C(C=C1)=CC(Cl)=C1F)=O KSQMQWSARCXKMD-BZNIZROVSA-N 0.000 claims 1
- IYDQILPSJXLDPJ-YGRLFVJLSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C(CC1)CCC1(F)F)C(C=C1)=NC(C(F)(F)F)=C1Cl)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C(CC1)CCC1(F)F)C(C=C1)=NC(C(F)(F)F)=C1Cl)=O IYDQILPSJXLDPJ-YGRLFVJLSA-N 0.000 claims 1
- CAQWSJFAGYETFN-HWPZZCPQSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C(CC1)CCC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C(CC1)CCC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O CAQWSJFAGYETFN-HWPZZCPQSA-N 0.000 claims 1
- LTDWZALLJDQODC-SGLOSTPESA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C(CC1CC2)CC2C1(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C(CC1CC2)CC2C1(F)F)C(C=C1)=CC(Cl)=C1F)=O LTDWZALLJDQODC-SGLOSTPESA-N 0.000 claims 1
- JUVIZNWHSOHDSS-HWPZZCPQSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C1CC(C)(C)C1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C1CC(C)(C)C1)C(C=CC(F)=C1Cl)=C1F)=O JUVIZNWHSOHDSS-HWPZZCPQSA-N 0.000 claims 1
- LGQFMLWXFGFHAS-IAQYHMDHSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C1CC(C)(C)C1)C1=CC=C(C(F)(F)F)N=C1)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C1CC(C)(C)C1)C1=CC=C(C(F)(F)F)N=C1)=O LGQFMLWXFGFHAS-IAQYHMDHSA-N 0.000 claims 1
- BDZOSXPGQNKHSN-HWPZZCPQSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C1CC2(CC2)C1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C1CC2(CC2)C1)C(C=CC(F)=C1Cl)=C1F)=O BDZOSXPGQNKHSN-HWPZZCPQSA-N 0.000 claims 1
- PKIAPMLLZQOVGO-PXAZEXFGSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C1CCN(CC(F)(F)F)CC1)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C1CCN(CC(F)(F)F)CC1)C(C=C1)=CC(Cl)=C1F)=O PKIAPMLLZQOVGO-PXAZEXFGSA-N 0.000 claims 1
- VTKHICRYXKONJY-CXAGYDPISA-N C[C@H](C(NCC1)=O)N1C(N[C@@H](C1CCN(CC(F)(F)F)CC1)C(C=C1)=CC=C1Cl)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H](C1CCN(CC(F)(F)F)CC1)C(C=C1)=CC=C1Cl)=O VTKHICRYXKONJY-CXAGYDPISA-N 0.000 claims 1
- WDKMDUSNEZAZGV-FTGAXOIBSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@@H](CC1)CC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@@H](CC1)CC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O WDKMDUSNEZAZGV-FTGAXOIBSA-N 0.000 claims 1
- XNBHHZMLFHBMJD-QDRWXPAPSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@@H](CC1)CO[C@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@@H](CC1)CO[C@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O XNBHHZMLFHBMJD-QDRWXPAPSA-N 0.000 claims 1
- QPPZELYNEURSCR-XDMRBOTDSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@@H]1C2(CC2)C1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@@H]1C2(CC2)C1)C(C=CC(F)=C1Cl)=C1F)=O QPPZELYNEURSCR-XDMRBOTDSA-N 0.000 claims 1
- DOCJWDPELBXIQF-VQZRKKFQSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@@H]1COC2=CC=CC=C2C1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@@H]1COC2=CC=CC=C2C1)C(C=CC(F)=C1Cl)=C1F)=O DOCJWDPELBXIQF-VQZRKKFQSA-N 0.000 claims 1
- LQFOXNKOXIWWQQ-SDBHATRESA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(C(F)(F)F)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(C(F)(F)F)=C1F)=O LQFOXNKOXIWWQQ-SDBHATRESA-N 0.000 claims 1
- XWVZZBCXNIXWAB-SDBHATRESA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O XWVZZBCXNIXWAB-SDBHATRESA-N 0.000 claims 1
- ODQPNETURRJXFS-SDBHATRESA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(F)=C1OC(F)(F)F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(F)=C1OC(F)(F)F)=O ODQPNETURRJXFS-SDBHATRESA-N 0.000 claims 1
- FDZROOZCELZIBL-CZFOOCMKSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(OC(F)(F)F)=C1)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(OC(F)(F)F)=C1)=C1F)=O FDZROOZCELZIBL-CZFOOCMKSA-N 0.000 claims 1
- MXSAVFASZRFXPH-CZFOOCMKSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC=C1Cl)=C1F)=O MXSAVFASZRFXPH-CZFOOCMKSA-N 0.000 claims 1
- YACQLPOZYSDRFQ-MSFDSXBXSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C(F)F)C(C=CC(F)=C1Cl)=C1F)=O YACQLPOZYSDRFQ-MSFDSXBXSA-N 0.000 claims 1
- OHDDMZKPEJRHPQ-JHOTVLKYSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C1CC1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1C1CC1)C(C=CC(F)=C1Cl)=C1F)=O OHDDMZKPEJRHPQ-JHOTVLKYSA-N 0.000 claims 1
- DIHFIAACXJUJAY-SDBHATRESA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1OC(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1OC(F)F)C(C=C1)=CC(Cl)=C1F)=O DIHFIAACXJUJAY-SDBHATRESA-N 0.000 claims 1
- LQVBBFNKEIKBQR-MSFDSXBXSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1OC(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1OC(F)F)C(C=CC(F)=C1Cl)=C1F)=O LQVBBFNKEIKBQR-MSFDSXBXSA-N 0.000 claims 1
- HXPIVMZYANIQFI-IIHVQRNFSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1OC)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1OC)C(C=CC(F)=C1Cl)=C1F)=O HXPIVMZYANIQFI-IIHVQRNFSA-N 0.000 claims 1
- ODXJOHXUSAOKGK-XNIJJKJLSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1OCC(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@@H]1OCC(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O ODXJOHXUSAOKGK-XNIJJKJLSA-N 0.000 claims 1
- XWVZZBCXNIXWAB-ADGXKJENSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O XWVZZBCXNIXWAB-ADGXKJENSA-N 0.000 claims 1
- REGVIHGWFHKBFF-BYYOYISRSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O REGVIHGWFHKBFF-BYYOYISRSA-N 0.000 claims 1
- OHDDMZKPEJRHPQ-OVNJVVJPSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1C1CC1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1C1CC1)C(C=CC(F)=C1Cl)=C1F)=O OHDDMZKPEJRHPQ-OVNJVVJPSA-N 0.000 claims 1
- DIHFIAACXJUJAY-ADGXKJENSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1OC(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1OC(F)F)C(C=C1)=CC(Cl)=C1F)=O DIHFIAACXJUJAY-ADGXKJENSA-N 0.000 claims 1
- LQVBBFNKEIKBQR-BYYOYISRSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1OC(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1OC(F)F)C(C=CC(F)=C1Cl)=C1F)=O LQVBBFNKEIKBQR-BYYOYISRSA-N 0.000 claims 1
- HXPIVMZYANIQFI-UDKBDQPSSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1OC)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1OC)C(C=CC(F)=C1Cl)=C1F)=O HXPIVMZYANIQFI-UDKBDQPSSA-N 0.000 claims 1
- ODXJOHXUSAOKGK-YGSHXTJESA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1OCC(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](C1)C[C@H]1OCC(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O ODXJOHXUSAOKGK-YGSHXTJESA-N 0.000 claims 1
- HHAXJUGCVQKLIA-LGIULTMTSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(C(F)F)=C1Cl)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(C(F)F)=C1Cl)=O HHAXJUGCVQKLIA-LGIULTMTSA-N 0.000 claims 1
- DBWLJGZRCUBRIE-SZXPJGKVSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(C)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(C)=C1F)=O DBWLJGZRCUBRIE-SZXPJGKVSA-N 0.000 claims 1
- TZMRARWROBWRKT-LGIULTMTSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O TZMRARWROBWRKT-LGIULTMTSA-N 0.000 claims 1
- YUZCXYORBDMIJV-LGIULTMTSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(F)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(F)=C1F)=O YUZCXYORBDMIJV-LGIULTMTSA-N 0.000 claims 1
- AHYIMQCSSLFWSB-BIMLSOSBSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1F)=CC(F)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1F)=CC(F)=C1F)=O AHYIMQCSSLFWSB-BIMLSOSBSA-N 0.000 claims 1
- VIHONZWFUZDOBM-VFFPBDHRSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O VIHONZWFUZDOBM-VFFPBDHRSA-N 0.000 claims 1
- HHAXJUGCVQKLIA-WOKLECCJSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@H]1C(F)(F)F)C(C=C1)=CC(C(F)F)=C1Cl)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@H]1C(F)(F)F)C(C=C1)=CC(C(F)F)=C1Cl)=O HHAXJUGCVQKLIA-WOKLECCJSA-N 0.000 claims 1
- DBWLJGZRCUBRIE-DEICHXMPSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@H]1C(F)(F)F)C(C=C1)=CC(C)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H](CC1)CC[C@H]1C(F)(F)F)C(C=C1)=CC(C)=C1F)=O DBWLJGZRCUBRIE-DEICHXMPSA-N 0.000 claims 1
- DOCJWDPELBXIQF-ZGLRSVDFSA-N C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H]1COC2=CC=CC=C2C1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@@H]([C@H]1COC2=CC=CC=C2C1)C(C=CC(F)=C1Cl)=C1F)=O DOCJWDPELBXIQF-ZGLRSVDFSA-N 0.000 claims 1
- XHBYLKIDSCGNMY-GYUNHILPSA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C(C1)(C2)CC12C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C(C1)(C2)CC12C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O XHBYLKIDSCGNMY-GYUNHILPSA-N 0.000 claims 1
- WGRYWEDPPPNVDQ-RFIBJHTMSA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C(C1)(C2)CC12C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C(C1)(C2)CC12C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O WGRYWEDPPPNVDQ-RFIBJHTMSA-N 0.000 claims 1
- GOHSRCQSAQIDCL-QLJPJBMISA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C(C1)CC1(C1)CC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C(C1)CC1(C1)CC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O GOHSRCQSAQIDCL-QLJPJBMISA-N 0.000 claims 1
- BAADRDJKNQWSRZ-XLKFXECMSA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C(C1)CC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C(C1)CC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O BAADRDJKNQWSRZ-XLKFXECMSA-N 0.000 claims 1
- NCBMQBUBXVGHIM-QLJPJBMISA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C(C1)CC1=C)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C(C1)CC1=C)C(C=CC(F)=C1Cl)=C1F)=O NCBMQBUBXVGHIM-QLJPJBMISA-N 0.000 claims 1
- WLBLMDFVXSQJTF-ZALWAFLZSA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C(C1)CC1C(F)(F)F)C(C=C1)=CC(Cl)=C1OC(F)(F)F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C(C1)CC1C(F)(F)F)C(C=C1)=CC(Cl)=C1OC(F)(F)F)=O WLBLMDFVXSQJTF-ZALWAFLZSA-N 0.000 claims 1
- KSQMQWSARCXKMD-BDJLRTHQSA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C(CC1)CCC1(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C(CC1)CCC1(F)F)C(C=C1)=CC(Cl)=C1F)=O KSQMQWSARCXKMD-BDJLRTHQSA-N 0.000 claims 1
- IYDQILPSJXLDPJ-QMTHXVAHSA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C(CC1)CCC1(F)F)C(C=C1)=NC(C(F)(F)F)=C1Cl)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C(CC1)CCC1(F)F)C(C=C1)=NC(C(F)(F)F)=C1Cl)=O IYDQILPSJXLDPJ-QMTHXVAHSA-N 0.000 claims 1
- CAQWSJFAGYETFN-QLJPJBMISA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C(CC1)CCC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C(CC1)CCC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O CAQWSJFAGYETFN-QLJPJBMISA-N 0.000 claims 1
- LTDWZALLJDQODC-BFWLMUHSSA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C(CC1CC2)CC2C1(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C(CC1CC2)CC2C1(F)F)C(C=C1)=CC(Cl)=C1F)=O LTDWZALLJDQODC-BFWLMUHSSA-N 0.000 claims 1
- JUVIZNWHSOHDSS-QLJPJBMISA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C1CC(C)(C)C1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C1CC(C)(C)C1)C(C=CC(F)=C1Cl)=C1F)=O JUVIZNWHSOHDSS-QLJPJBMISA-N 0.000 claims 1
- LGQFMLWXFGFHAS-ABAIWWIYSA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C1CC(C)(C)C1)C1=CC=C(C(F)(F)F)N=C1)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C1CC(C)(C)C1)C1=CC=C(C(F)(F)F)N=C1)=O LGQFMLWXFGFHAS-ABAIWWIYSA-N 0.000 claims 1
- BDZOSXPGQNKHSN-QLJPJBMISA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C1CC2(CC2)C1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C1CC2(CC2)C1)C(C=CC(F)=C1Cl)=C1F)=O BDZOSXPGQNKHSN-QLJPJBMISA-N 0.000 claims 1
- PKIAPMLLZQOVGO-SJKOYZFVSA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C1CCN(CC(F)(F)F)CC1)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C1CCN(CC(F)(F)F)CC1)C(C=C1)=CC(Cl)=C1F)=O PKIAPMLLZQOVGO-SJKOYZFVSA-N 0.000 claims 1
- VTKHICRYXKONJY-DYVFJYSZSA-N C[C@H](C(NCC1)=O)N1C(N[C@H](C1CCN(CC(F)(F)F)CC1)C(C=C1)=CC=C1Cl)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H](C1CCN(CC(F)(F)F)CC1)C(C=C1)=CC=C1Cl)=O VTKHICRYXKONJY-DYVFJYSZSA-N 0.000 claims 1
- WDKMDUSNEZAZGV-HFBDOXOYSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@@H](CC1)CC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@@H](CC1)CC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O WDKMDUSNEZAZGV-HFBDOXOYSA-N 0.000 claims 1
- XNBHHZMLFHBMJD-HMVGFALLSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@@H](CC1)CO[C@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@@H](CC1)CO[C@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O XNBHHZMLFHBMJD-HMVGFALLSA-N 0.000 claims 1
- QPPZELYNEURSCR-OSQNNJELSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@@H]1C2(CC2)C1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@@H]1C2(CC2)C1)C(C=CC(F)=C1Cl)=C1F)=O QPPZELYNEURSCR-OSQNNJELSA-N 0.000 claims 1
- DOCJWDPELBXIQF-TUXXCZFBSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@@H]1COC2=CC=CC=C2C1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@@H]1COC2=CC=CC=C2C1)C(C=CC(F)=C1Cl)=C1F)=O DOCJWDPELBXIQF-TUXXCZFBSA-N 0.000 claims 1
- LQFOXNKOXIWWQQ-CGEWXTDFSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(C(F)(F)F)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(C(F)(F)F)=C1F)=O LQFOXNKOXIWWQQ-CGEWXTDFSA-N 0.000 claims 1
- XWVZZBCXNIXWAB-CGEWXTDFSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O XWVZZBCXNIXWAB-CGEWXTDFSA-N 0.000 claims 1
- ODQPNETURRJXFS-CGEWXTDFSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(F)=C1OC(F)(F)F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(F)=C1OC(F)(F)F)=O ODQPNETURRJXFS-CGEWXTDFSA-N 0.000 claims 1
- REGVIHGWFHKBFF-JLMZIUSGSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O REGVIHGWFHKBFF-JLMZIUSGSA-N 0.000 claims 1
- FDZROOZCELZIBL-UYUMYWFVSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(OC(F)(F)F)=C1)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(OC(F)(F)F)=C1)=C1F)=O FDZROOZCELZIBL-UYUMYWFVSA-N 0.000 claims 1
- MXSAVFASZRFXPH-UYUMYWFVSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC=C1Cl)=C1F)=O MXSAVFASZRFXPH-UYUMYWFVSA-N 0.000 claims 1
- YACQLPOZYSDRFQ-JLMZIUSGSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C(F)F)C(C=CC(F)=C1Cl)=C1F)=O YACQLPOZYSDRFQ-JLMZIUSGSA-N 0.000 claims 1
- OHDDMZKPEJRHPQ-IPKTUIKJSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C1CC1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1C1CC1)C(C=CC(F)=C1Cl)=C1F)=O OHDDMZKPEJRHPQ-IPKTUIKJSA-N 0.000 claims 1
- DIHFIAACXJUJAY-CGEWXTDFSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1OC(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1OC(F)F)C(C=C1)=CC(Cl)=C1F)=O DIHFIAACXJUJAY-CGEWXTDFSA-N 0.000 claims 1
- LQVBBFNKEIKBQR-JLMZIUSGSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1OC(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1OC(F)F)C(C=CC(F)=C1Cl)=C1F)=O LQVBBFNKEIKBQR-JLMZIUSGSA-N 0.000 claims 1
- HXPIVMZYANIQFI-LDMQVWGESA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1OC)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1OC)C(C=CC(F)=C1Cl)=C1F)=O HXPIVMZYANIQFI-LDMQVWGESA-N 0.000 claims 1
- ODXJOHXUSAOKGK-VSBTWAGUSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1OCC(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@@H]1OCC(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O ODXJOHXUSAOKGK-VSBTWAGUSA-N 0.000 claims 1
- XWVZZBCXNIXWAB-NYMYIZQJSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O XWVZZBCXNIXWAB-NYMYIZQJSA-N 0.000 claims 1
- REGVIHGWFHKBFF-KFRQHLNQSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O REGVIHGWFHKBFF-KFRQHLNQSA-N 0.000 claims 1
- OHDDMZKPEJRHPQ-LHAXHYPGSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1C1CC1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1C1CC1)C(C=CC(F)=C1Cl)=C1F)=O OHDDMZKPEJRHPQ-LHAXHYPGSA-N 0.000 claims 1
- DIHFIAACXJUJAY-NYMYIZQJSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1OC(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1OC(F)F)C(C=C1)=CC(Cl)=C1F)=O DIHFIAACXJUJAY-NYMYIZQJSA-N 0.000 claims 1
- LQVBBFNKEIKBQR-KFRQHLNQSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1OC(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1OC(F)F)C(C=CC(F)=C1Cl)=C1F)=O LQVBBFNKEIKBQR-KFRQHLNQSA-N 0.000 claims 1
- HXPIVMZYANIQFI-OJLPPKNESA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1OC)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1OC)C(C=CC(F)=C1Cl)=C1F)=O HXPIVMZYANIQFI-OJLPPKNESA-N 0.000 claims 1
- ODXJOHXUSAOKGK-KBNOKHGBSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1OCC(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](C1)C[C@H]1OCC(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O ODXJOHXUSAOKGK-KBNOKHGBSA-N 0.000 claims 1
- WDKMDUSNEZAZGV-IQMDTDKHSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC1(F)F)C(C=CC(F)=C1Cl)=C1F)=O WDKMDUSNEZAZGV-IQMDTDKHSA-N 0.000 claims 1
- HHAXJUGCVQKLIA-CTWCOEIASA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(C(F)F)=C1Cl)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(C(F)F)=C1Cl)=O HHAXJUGCVQKLIA-CTWCOEIASA-N 0.000 claims 1
- DBWLJGZRCUBRIE-GZOSKZMVSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(C)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(C)=C1F)=O DBWLJGZRCUBRIE-GZOSKZMVSA-N 0.000 claims 1
- TZMRARWROBWRKT-CTWCOEIASA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(Cl)=C1F)=O TZMRARWROBWRKT-CTWCOEIASA-N 0.000 claims 1
- YUZCXYORBDMIJV-CTWCOEIASA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(F)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC(F)=C1F)=O YUZCXYORBDMIJV-CTWCOEIASA-N 0.000 claims 1
- AHYIMQCSSLFWSB-YAMOITTJSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1F)=CC(F)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1F)=CC(F)=C1F)=O AHYIMQCSSLFWSB-YAMOITTJSA-N 0.000 claims 1
- VIHONZWFUZDOBM-BDBYMAIGSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O VIHONZWFUZDOBM-BDBYMAIGSA-N 0.000 claims 1
- HHAXJUGCVQKLIA-ALYFQZSWSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@H]1C(F)(F)F)C(C=C1)=CC(C(F)F)=C1Cl)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@H]1C(F)(F)F)C(C=C1)=CC(C(F)F)=C1Cl)=O HHAXJUGCVQKLIA-ALYFQZSWSA-N 0.000 claims 1
- DBWLJGZRCUBRIE-AHEZYBDSSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@H]1C(F)(F)F)C(C=C1)=CC(C)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CC[C@H]1C(F)(F)F)C(C=C1)=CC(C)=C1F)=O DBWLJGZRCUBRIE-AHEZYBDSSA-N 0.000 claims 1
- XNBHHZMLFHBMJD-RPCRPHBXSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CO[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H](CC1)CO[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)=O XNBHHZMLFHBMJD-RPCRPHBXSA-N 0.000 claims 1
- QPPZELYNEURSCR-VPJDZLOFSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H]1C2(CC2)C1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H]1C2(CC2)C1)C(C=CC(F)=C1Cl)=C1F)=O QPPZELYNEURSCR-VPJDZLOFSA-N 0.000 claims 1
- DOCJWDPELBXIQF-WVSMJXTDSA-N C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H]1COC2=CC=CC=C2C1)C(C=CC(F)=C1Cl)=C1F)=O Chemical compound C[C@H](C(NCC1)=O)N1C(N[C@H]([C@H]1COC2=CC=CC=C2C1)C(C=CC(F)=C1Cl)=C1F)=O DOCJWDPELBXIQF-WVSMJXTDSA-N 0.000 claims 1
- 108091006146 Channels Proteins 0.000 claims 1
- 101000654356 Homo sapiens Sodium channel protein type 10 subunit alpha Proteins 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- FZEAPKHUHZSQID-ODIFPOPNSA-N O=C(N[C@@H](C(C1)(C2)CC12C(F)(F)F)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O Chemical compound O=C(N[C@@H](C(C1)(C2)CC12C(F)(F)F)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O FZEAPKHUHZSQID-ODIFPOPNSA-N 0.000 claims 1
- AKNYIZNUVHILND-QHGAOEGBSA-N O=C(N[C@@H](C(CC1)(CC2)CCC12C(F)(F)F)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O Chemical compound O=C(N[C@@H](C(CC1)(CC2)CCC12C(F)(F)F)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O AKNYIZNUVHILND-QHGAOEGBSA-N 0.000 claims 1
- BVHZRICUJPXHDI-VULNERIWSA-N O=C(N[C@@H](C(CC1CC2)CC2C1(F)F)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O Chemical compound O=C(N[C@@H](C(CC1CC2)CC2C1(F)F)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O BVHZRICUJPXHDI-VULNERIWSA-N 0.000 claims 1
- CYKNGUCSUCTHIS-KRWDZBQOSA-N O=C(N[C@@H](C1CCN(CC(F)(F)F)CC1)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O Chemical compound O=C(N[C@@H](C1CCN(CC(F)(F)F)CC1)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O CYKNGUCSUCTHIS-KRWDZBQOSA-N 0.000 claims 1
- DYAKCJMPJJMCRP-UEKVPHQBSA-N O=C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(C(F)(F)F)=C1F)N(CCN1)CC1=O Chemical compound O=C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(C(F)(F)F)=C1F)N(CCN1)CC1=O DYAKCJMPJJMCRP-UEKVPHQBSA-N 0.000 claims 1
- KFVXGWOLGNYIAS-BHWMQLMCSA-N O=C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)N(CCN1)[C@@H](C2CC2)C1=O Chemical compound O=C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)N(CCN1)[C@@H](C2CC2)C1=O KFVXGWOLGNYIAS-BHWMQLMCSA-N 0.000 claims 1
- KFVXGWOLGNYIAS-NXKWAJLKSA-N O=C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)N(CCN1)[C@H](C2CC2)C1=O Chemical compound O=C(N[C@@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)N(CCN1)[C@H](C2CC2)C1=O KFVXGWOLGNYIAS-NXKWAJLKSA-N 0.000 claims 1
- HYGXNUDBNTXDSV-JDFRZJQESA-N O=C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC=C1Cl)N(CCN1)CC1=O Chemical compound O=C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=CC=C1Cl)N(CCN1)CC1=O HYGXNUDBNTXDSV-JDFRZJQESA-N 0.000 claims 1
- ZSYFZPHQCNHGSD-PGUXBMHVSA-N O=C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=NC(C(F)(F)F)=C1Cl)N(CCN1)CC1=O Chemical compound O=C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=NC(C(F)(F)F)=C1Cl)N(CCN1)CC1=O ZSYFZPHQCNHGSD-PGUXBMHVSA-N 0.000 claims 1
- HRDGAUMCZYWOBH-DINDLPBHSA-N O=C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)N(CCN1)CC1=O Chemical compound O=C(N[C@@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)N(CCN1)CC1=O HRDGAUMCZYWOBH-DINDLPBHSA-N 0.000 claims 1
- FZEAPKHUHZSQID-OOHWJJMZSA-N O=C(N[C@H](C(C1)(C2)CC12C(F)(F)F)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O Chemical compound O=C(N[C@H](C(C1)(C2)CC12C(F)(F)F)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O FZEAPKHUHZSQID-OOHWJJMZSA-N 0.000 claims 1
- AKNYIZNUVHILND-KKXNLOMOSA-N O=C(N[C@H](C(CC1)(CC2)CCC12C(F)(F)F)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O Chemical compound O=C(N[C@H](C(CC1)(CC2)CCC12C(F)(F)F)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O AKNYIZNUVHILND-KKXNLOMOSA-N 0.000 claims 1
- BVHZRICUJPXHDI-BSDJWHMQSA-N O=C(N[C@H](C(CC1CC2)CC2C1(F)F)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O Chemical compound O=C(N[C@H](C(CC1CC2)CC2C1(F)F)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O BVHZRICUJPXHDI-BSDJWHMQSA-N 0.000 claims 1
- CYKNGUCSUCTHIS-QGZVFWFLSA-N O=C(N[C@H](C1CCN(CC(F)(F)F)CC1)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O Chemical compound O=C(N[C@H](C1CCN(CC(F)(F)F)CC1)C(C=C1)=CC(Cl)=C1F)N(CCN1)CC1=O CYKNGUCSUCTHIS-QGZVFWFLSA-N 0.000 claims 1
- DYAKCJMPJJMCRP-PGUXBMHVSA-N O=C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(C(F)(F)F)=C1F)N(CCN1)CC1=O Chemical compound O=C(N[C@H]([C@H](C1)C[C@@H]1C(F)(F)F)C(C=C1)=CC(C(F)(F)F)=C1F)N(CCN1)CC1=O DYAKCJMPJJMCRP-PGUXBMHVSA-N 0.000 claims 1
- ZSYFZPHQCNHGSD-UEKVPHQBSA-N O=C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=NC(C(F)(F)F)=C1Cl)N(CCN1)CC1=O Chemical compound O=C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=C1)=NC(C(F)(F)F)=C1Cl)N(CCN1)CC1=O ZSYFZPHQCNHGSD-UEKVPHQBSA-N 0.000 claims 1
- HRDGAUMCZYWOBH-CZIZLABSSA-N O=C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)N(CCN1)CC1=O Chemical compound O=C(N[C@H]([C@H](CC1)CC[C@@H]1C(F)(F)F)C(C=CC(F)=C1Cl)=C1F)N(CCN1)CC1=O HRDGAUMCZYWOBH-CZIZLABSSA-N 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2025264265A JP2026048891A (ja) | 2021-05-07 | 2025-12-18 | Ｎａｖ１．８阻害薬としてのシクロアルキル ３－オキソピペラジンカルボキサミド類及びシクロヘテロアルキル ３－オキソピペラジンカルボキサミド類 |
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US202163185637P | 2021-05-07 | 2021-05-07 | |
| US63/185,637 | 2021-05-07 | ||
| US202163286691P | 2021-12-07 | 2021-12-07 | |
| US63/286,691 | 2021-12-07 | ||
| JP2023567928A JP7522943B2 (ja) | 2021-05-07 | 2022-05-05 | Ｎａｖ１．８阻害薬としてのシクロアルキル ３－オキソピペラジンカルボキサミド類及びシクロヘテロアルキル ３－オキソピペラジンカルボキサミド類 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2023567928A Division JP7522943B2 (ja) | 2021-05-07 | 2022-05-05 | Ｎａｖ１．８阻害薬としてのシクロアルキル ３－オキソピペラジンカルボキサミド類及びシクロヘテロアルキル ３－オキソピペラジンカルボキサミド類 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2025264265A Division JP2026048891A (ja) | 2021-05-07 | 2025-12-18 | Ｎａｖ１．８阻害薬としてのシクロアルキル ３－オキソピペラジンカルボキサミド類及びシクロヘテロアルキル ３－オキソピペラジンカルボキサミド類 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2024038267A JP2024038267A (ja) | 2024-03-19 |
| JP2024038267A5 true JP2024038267A5 (cg-RX-API-DMAC10.html) | 2024-10-23 |
Family
ID=81927873
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2023567928A Active JP7522943B2 (ja) | 2021-05-07 | 2022-05-05 | Ｎａｖ１．８阻害薬としてのシクロアルキル ３－オキソピペラジンカルボキサミド類及びシクロヘテロアルキル ３－オキソピペラジンカルボキサミド類 |
| JP2024000646A Pending JP2024038267A (ja) | 2021-05-07 | 2024-01-05 | Ｎａｖ１．８阻害薬としてのシクロアルキル ３－オキソピペラジンカルボキサミド類及びシクロヘテロアルキル ３－オキソピペラジンカルボキサミド類 |
| JP2025264265A Pending JP2026048891A (ja) | 2021-05-07 | 2025-12-18 | Ｎａｖ１．８阻害薬としてのシクロアルキル ３－オキソピペラジンカルボキサミド類及びシクロヘテロアルキル ３－オキソピペラジンカルボキサミド類 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2023567928A Active JP7522943B2 (ja) | 2021-05-07 | 2022-05-05 | Ｎａｖ１．８阻害薬としてのシクロアルキル ３－オキソピペラジンカルボキサミド類及びシクロヘテロアルキル ３－オキソピペラジンカルボキサミド類 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2025264265A Pending JP2026048891A (ja) | 2021-05-07 | 2025-12-18 | Ｎａｖ１．８阻害薬としてのシクロアルキル ３－オキソピペラジンカルボキサミド類及びシクロヘテロアルキル ３－オキソピペラジンカルボキサミド類 |
Country Status (21)
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2023013147A (es) * | 2021-05-07 | 2023-11-28 | Merck Sharp & Dohme Llc | Aril 3-oxopiperazin carboxamidas y heteroaril 3-oxopiperazin carboxamidas como inhibidores de nav1.8. |
| JP2025513455A (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 |
| IL316422A (en) | 2022-04-22 | 2024-12-01 | Vertex Pharma | Heteroaryl compounds for pain treatment |
| AU2023255558A1 (en) | 2022-04-22 | 2024-10-31 | Vertex Pharmaceuticals Incorporated | Heteroaryl compounds for the treatment of pain |
| AU2023257313A1 (en) | 2022-04-22 | 2024-10-31 | Vertex Pharmaceuticals Incorporated | Heteroaryl compounds for the treatment of pain |
| KR20250120351A (ko) | 2022-12-06 | 2025-08-08 | 버텍스 파마슈티칼스 인코포레이티드 | 나트륨 채널의 치환된 테트라하이드로푸란 조절제의 합성을 위한 방법 |
| WO2025085564A1 (en) * | 2023-10-16 | 2025-04-24 | Kronos Bio, Inc. | Lysine acetyltransferase inhibitors |
| CN117645533B (zh) * | 2023-10-20 | 2024-10-11 | 泰州精英化成医药科技有限公司 | 一种4-(三氟甲基)环己酮的合成方法 |
| 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 |
| KR20260116140A (ko) | 2023-10-23 | 2026-07-28 | 버텍스 파마슈티칼스 인코포레이티드 | 통증 치료를 위한 헤테로아릴 화합물 |
| KR20260116141A (ko) | 2023-10-23 | 2026-07-28 | 버텍스 파마슈티칼스 인코포레이티드 | 통증 치료용 화합물 및 이의 고체 형태의 제조방법 |
| KR20260118418A (ko) | 2023-10-23 | 2026-07-30 | 버텍스 파마슈티칼스 인코포레이티드 | 통증 치료를 위한 헤테로아릴 화합물 |
| CN117567323A (zh) * | 2023-10-30 | 2024-02-20 | 湖北泰盛化工有限公司 | 一种(s)-4-氯-2-((甲氧基羰基)氨基)丁酸乙酯的制备方法 |
| AU2024393245A1 (en) | 2023-12-07 | 2026-06-18 | Vertex Pharmaceuticals Incorporated | Dosing regimens and formulations of suzetrigine for use in the treatment of acute and chronic pain |
| TW202606663A (zh) | 2024-06-28 | 2026-02-16 | 美商維泰克斯製藥公司 | 用於治療疼痛之雜芳基化合物 |
| LU605402B1 (en) | 2024-07-11 | 2026-07-14 | 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 (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52122392A (en) * | 1976-04-07 | 1977-10-14 | Sangyo Kagaku Kenkyu Kyokai | Novel antibacterials |
| CA2550257A1 (en) | 2003-12-18 | 2005-07-07 | Cv Therapeutics, Inc. | 1-akan-2-ol substituted piperazine and piperidine compounds |
| MX2007002410A (es) * | 2004-08-30 | 2007-05-07 | Neuromed Pharmaceuticals Ltd | Derivados de urea como bloqueadores de canal de calcio. |
| EP2212290B1 (en) | 2007-10-11 | 2014-12-03 | Vertex Pharmaceuticals Incorporated | Aryl amides useful as inhibitors of voltage-gated sodium channels |
| MX2010003864A (es) | 2007-10-11 | 2010-06-01 | Vertex Pharma | Amidas utiles como inhibidores de canales de sodio dependientes de voltaje. |
| CA2701946A1 (en) | 2007-10-11 | 2009-04-16 | Vertex Pharmaceuticals Incorporated | Heteroaryl amides useful as inhibitors of voltage-gated sodium channels |
| CA2771472A1 (en) * | 2009-09-04 | 2011-03-10 | Zalicus Pharmaceuticals Ltd. | Oxopiperazine derivatives for the treatment of pain and epilepsy |
| US8889863B2 (en) | 2010-07-16 | 2014-11-18 | Vanderbilt University | Stereoselective methods, catalysts and intermediates for the synthesis of (−)-Nutlin-3 and related compounds |
| KR102226587B1 (ko) | 2013-01-31 | 2021-03-11 | 버텍스 파마슈티칼스 인코포레이티드 | 나트륨 채널의 조절제로서의 퀴놀린 및 퀴나졸린 아미드 |
| BR112015018284B1 (pt) | 2013-01-31 | 2023-03-07 | Vertex Pharmaceuticals Incorporated | Amidas como moduladores de canais de sódio, seus usos, e composição farmacêutica |
| 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 |
| JP6337109B2 (ja) | 2013-07-19 | 2018-06-06 | 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Ｖｅｒｔｅｘ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ｉｎｃｏｒｐｏｒａｔｅｄ | ナトリウムチャネルの調節剤としてのスルホンアミド |
| SG11201604477SA (en) | 2013-12-13 | 2016-07-28 | Vertex Pharma | Prodrugs of pyridone amides useful as modulators of sodium channels |
| JP2017114764A (ja) | 2014-04-25 | 2017-06-29 | 武田薬品工業株式会社 | 片頭痛治療剤 |
| WO2015184383A1 (en) | 2014-05-29 | 2015-12-03 | St. Jude Children's Research Hospital | Aryl-substituted imidazoles and methods of making and using same |
| KR101844984B1 (ko) | 2016-05-31 | 2018-04-03 | 한림대학교 산학협력단 | 5원 헤테로사이클릭 유도체, 이의 제조방법 및 이를 포함하는 약제학적 조성물 |
| KR102714561B1 (ko) | 2017-05-16 | 2024-10-10 | 버텍스 파마슈티칼스 인코포레이티드 | 나트륨 채널의 조절제로서의 중수소화 피리돈 아미드 및 이의 프로드럭 |
| AU2018300150A1 (en) | 2017-07-11 | 2020-01-30 | Vertex Pharmaceuticals Incorporated | Carboxamides as modulators of sodium channels |
| US11419874B2 (en) | 2017-11-23 | 2022-08-23 | Oslo University Hospital Hf | Treatment of tachycardia |
| US12173018B2 (en) | 2018-05-25 | 2024-12-24 | VenatoRx Pharmaceuticals, Inc. | Penicillin-binding protein inhibitors |
| GEAP202315648A (en) | 2018-11-02 | 2023-07-25 | Merck Sharp & Dohme Llc | 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 |
| WO2021108023A1 (en) | 2019-11-26 | 2021-06-03 | VenatoRx Pharmaceuticals, Inc. | Penicillin-binding protein inhibitors |
| US11802122B2 (en) * | 2020-06-17 | 2023-10-31 | Merck Sharp & Dohme Llc | 2-oxoimidazolidine-4-carboxamides as NAv1.8 inhibitors |
| CN115697327A (zh) * | 2020-06-17 | 2023-02-03 | 默沙东有限责任公司 | 作为nav1.8抑制剂的5-氧代-吡咯烷-3-甲酰胺 |
-
2022
- 2022-05-05 EP EP22727539.3A patent/EP4334293A1/en active Pending
- 2022-05-05 TW TW111116959A patent/TWI827037B/zh active
- 2022-05-05 MX MX2023013146A patent/MX2023013146A/es unknown
- 2022-05-05 GE GEAP202216407A patent/GEP20257795B/en unknown
- 2022-05-05 US US17/737,070 patent/US20220380338A1/en active Pending
- 2022-05-05 JP JP2023567928A patent/JP7522943B2/ja active Active
- 2022-05-05 WO PCT/US2022/027763 patent/WO2022235859A1/en not_active Ceased
- 2022-05-05 CN CN202280048071.1A patent/CN117881664A/zh active Pending
- 2022-05-05 IL IL308215A patent/IL308215A/en unknown
- 2022-05-05 GE GEAP202416407A patent/GEAP202416407A/en unknown
- 2022-05-05 CA CA3217565A patent/CA3217565A1/en active Pending
- 2022-05-05 AR ARP220101186A patent/AR125786A1/es unknown
- 2022-05-05 CR CR20230519A patent/CR20230519A/es unknown
- 2022-05-05 AU AU2022270115A patent/AU2022270115B2/en active Active
- 2022-05-05 KR KR1020237042098A patent/KR102987078B1/ko active Active
- 2022-05-05 BR BR112023023239A patent/BR112023023239A2/pt unknown
- 2022-05-05 PE PE2023003016A patent/PE20250021A1/es unknown
-
2023
- 2023-11-01 DO DO2023000242A patent/DOP2023000242A/es unknown
- 2023-11-06 JO JOJO/P/2023/0284A patent/JOP20230284A1/ar unknown
- 2023-11-06 CL CL2023003295A patent/CL2023003295A1/es unknown
- 2023-11-06 EC ECSENADI202383881A patent/ECSP23083881A/es unknown
- 2023-11-07 CO CONC2023/0015096A patent/CO2023015096A2/es unknown
-
2024
- 2024-01-05 JP JP2024000646A patent/JP2024038267A/ja active Pending
-
2025
- 2025-12-18 JP JP2025264265A patent/JP2026048891A/ja active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| IL308215A (en) | Cycloalkyl 3-oxopiperazine carboxamides and cycloheteroalkyl 3-oxopiperazine carboxamides as nav1.8 inhibitors | |
| IL299180A (en) | 2-OXOIMIDAZOLIDINE-4-CARBOXAMIDES AS NAV1.8 INHIBITORS | |
| FI4094804T3 (fi) | Aryyliamidijohdannainen, jolla on kasvaimia estävä vaikutus | |
| JP2024519487A5 (cg-RX-API-DMAC10.html) | ||
| RU2011152973A (ru) | Индуцирующие апоптоз средства для лечения злокачественной опухоли и иммунных и аутоиммунных заболеваний | |
| JP2021515004A5 (cg-RX-API-DMAC10.html) | ||
| JP2012528178A5 (cg-RX-API-DMAC10.html) | ||
| JP5667684B2 (ja) | 関節炎の治療方法 | |
| JP2023525035A5 (cg-RX-API-DMAC10.html) | ||
| JP2010532386A5 (cg-RX-API-DMAC10.html) | ||
| RU2015113746A (ru) | Замещенные сульфонамиды | |
| JP2019038820A5 (cg-RX-API-DMAC10.html) | ||
| JP2024504364A5 (cg-RX-API-DMAC10.html) | ||
| IL276998B2 (en) | Piperidinyl-3-(aryloxy)propanamides and propanoates | |
| RU2018106453A (ru) | Соединения | |
| JP2014523851A5 (cg-RX-API-DMAC10.html) | ||
| JP2023531709A5 (cg-RX-API-DMAC10.html) | ||
| JP2013536168A5 (cg-RX-API-DMAC10.html) | ||
| JP2011506469A5 (cg-RX-API-DMAC10.html) | ||
| IL264982B (en) | Hetero(aryl)cyclopropylamine compounds as lsd1 inhibitors | |
| RU2012127790A (ru) | Индуцирующие апоптоз агенты для лечения рака и иммунных и аутоиммунных заболеваний | |
| RU2016107974A (ru) | Производные бензимидазолилметилмочевины в качестве агонистов alx рецептора | |
| RU2018140250A (ru) | Пролекарство производного аминокислоты | |
| JP2013510884A5 (cg-RX-API-DMAC10.html) | ||
| JP2013531070A5 (cg-RX-API-DMAC10.html) |