JP2010534646A5 - - Google Patents
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- JP2010534646A5 JP2010534646A5 JP2010517535A JP2010517535A JP2010534646A5 JP 2010534646 A5 JP2010534646 A5 JP 2010534646A5 JP 2010517535 A JP2010517535 A JP 2010517535A JP 2010517535 A JP2010517535 A JP 2010517535A JP 2010534646 A5 JP2010534646 A5 JP 2010534646A5
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- JP
- Japan
- Prior art keywords
- aza
- bicyclo
- hex
- methyl
- ylmethyl
- Prior art date
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- -1 4-methyl-piperazinyl Chemical group 0.000 claims 96
- 125000001424 substituent group Chemical group 0.000 claims 35
- 125000000217 alkyl group Chemical group 0.000 claims 23
- 229910052736 halogen Inorganic materials 0.000 claims 17
- 150000002367 halogens Chemical class 0.000 claims 17
- 125000003118 aryl group Chemical group 0.000 claims 16
- 125000000623 heterocyclic group Chemical group 0.000 claims 16
- 150000001875 compounds Chemical class 0.000 claims 15
- 150000003839 salts Chemical class 0.000 claims 14
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 12
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 10
- VSQMBZXCDDTZAF-UHFFFAOYSA-N 6-methylimidazo[2,1-b][1,3]thiazole-5-carboxylic acid Chemical compound S1C=CN2C(C(O)=O)=C(C)N=C21 VSQMBZXCDDTZAF-UHFFFAOYSA-N 0.000 claims 9
- 125000000753 cycloalkyl group Chemical group 0.000 claims 8
- 125000005605 benzo group Chemical group 0.000 claims 5
- 125000003016 chromanyl group Chemical group O1C(CCC2=CC=CC=C12)* 0.000 claims 5
- CHDSHBWEGSCEDX-UHFFFAOYSA-N 2,3-dihydro-1-benzofuran-4-carboxylic acid Chemical compound OC(=O)C1=CC=CC2=C1CCO2 CHDSHBWEGSCEDX-UHFFFAOYSA-N 0.000 claims 4
- VFMGOJUUTAPPDA-UHFFFAOYSA-N 2-ethyl-5-methylpyrazole-3-carboxylic acid Chemical compound CCN1N=C(C)C=C1C(O)=O VFMGOJUUTAPPDA-UHFFFAOYSA-N 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 150000001408 amides Chemical class 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 125000000335 thiazolyl group Chemical group 0.000 claims 4
- QRWZFUBHOQWUGH-UHFFFAOYSA-N 2,5-dimethylpyrazole-3-carboxylic acid Chemical compound CC=1C=C(C(O)=O)N(C)N=1 QRWZFUBHOQWUGH-UHFFFAOYSA-N 0.000 claims 3
- QRDZFPUVLYEQTA-UHFFFAOYSA-N quinoline-8-carboxylic acid Chemical compound C1=CN=C2C(C(=O)O)=CC=CC2=C1 QRDZFPUVLYEQTA-UHFFFAOYSA-N 0.000 claims 3
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 2
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000000597 dioxinyl group Chemical group 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 230000035622 drinking Effects 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 2
- SWVBPJMJJQONPB-UHFFFAOYSA-N pyrrolo[2,1-b][1,3]thiazole-7-carboxylic acid Chemical compound C1=CSC2=C(C(=O)O)C=CN21 SWVBPJMJJQONPB-UHFFFAOYSA-N 0.000 claims 2
- HJZYBDPHAHGHAZ-UHFFFAOYSA-N thiadiazole-4-carboxylic acid Chemical compound OC(=O)C1=CSN=N1 HJZYBDPHAHGHAZ-UHFFFAOYSA-N 0.000 claims 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 2
- XYRXQPDMBJNYIU-UHFFFAOYSA-N 1,2-dimethylindole-3-carboxylic acid Chemical compound C1=CC=C2N(C)C(C)=C(C(O)=O)C2=C1 XYRXQPDMBJNYIU-UHFFFAOYSA-N 0.000 claims 1
- ORSZGLLQNYSMNO-UHFFFAOYSA-N 1,3-benzothiazole-7-carboxylic acid Chemical compound OC(=O)C1=CC=CC2=C1SC=N2 ORSZGLLQNYSMNO-UHFFFAOYSA-N 0.000 claims 1
- KRCCCWVXRVDONW-UHFFFAOYSA-N 1,3-benzoxazole-4-carboxylic acid Chemical compound OC(=O)C1=CC=CC2=C1N=CO2 KRCCCWVXRVDONW-UHFFFAOYSA-N 0.000 claims 1
- YALJPBXSARRWTA-UHFFFAOYSA-N 1,3-dimethylpyrazole-4-carboxylic acid Chemical compound CC1=NN(C)C=C1C(O)=O YALJPBXSARRWTA-UHFFFAOYSA-N 0.000 claims 1
- NRCLMJRHAKVTGI-KIVTUJJHSA-N 1-methyl-n-[[(1s,2s,5r)-3-[2-(3-methylphenyl)thiophene-3-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]indole-3-carboxamide Chemical compound CC1=CC=CC(C2=C(C=CS2)C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3N(C)C=2)=C1 NRCLMJRHAKVTGI-KIVTUJJHSA-N 0.000 claims 1
- VAMUWDDVXBZXQV-KIVTUJJHSA-N 1-methyl-n-[[(1s,2s,5r)-3-[2-(4-methylphenyl)thiophene-3-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]indole-3-carboxamide Chemical compound C1=CC(C)=CC=C1C1=C(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3N(C)C=2)C=CS1 VAMUWDDVXBZXQV-KIVTUJJHSA-N 0.000 claims 1
- HFZZUCBVTBVLKQ-RCZSKKKRSA-N 1-methyl-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]indazole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3N(C)N=2)=C1C1=CC=CC(C)=C1 HFZZUCBVTBVLKQ-RCZSKKKRSA-N 0.000 claims 1
- VFADSUPOYZNRIW-ZCVJKFOLSA-N 1-methyl-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]indole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3N(C)C=2)=C1C1=CC=CC(C)=C1 VFADSUPOYZNRIW-ZCVJKFOLSA-N 0.000 claims 1
- AWBOSXFRPFZLOP-UHFFFAOYSA-N 2,1,3-benzoxadiazole Chemical compound C1=CC=CC2=NON=C21 AWBOSXFRPFZLOP-UHFFFAOYSA-N 0.000 claims 1
- OJZMOFBVPNUPNY-ACIOBRDBSA-N 2,2-dimethyl-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3h-1-benzofuran-7-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3OC(C)(C)CC=3C=CC=2)=C1C1=CC=CC(C)=C1 OJZMOFBVPNUPNY-ACIOBRDBSA-N 0.000 claims 1
- UHXBMSNEECJPSX-UHFFFAOYSA-N 2,3-dihydro-1-benzofuran-7-carboxylic acid Chemical compound OC(=O)C1=CC=CC2=C1OCC2 UHXBMSNEECJPSX-UHFFFAOYSA-N 0.000 claims 1
- DCCRIIFBJZOPAV-UHFFFAOYSA-N 2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxylic acid Chemical compound O1CCOC2=C(C(=O)O)SC=C21 DCCRIIFBJZOPAV-UHFFFAOYSA-N 0.000 claims 1
- DKKBLJKJQFTWCY-SESVDKBCSA-N 2,3-dimethoxy-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]benzamide Chemical compound COC1=CC=CC(C(=O)NC[C@H]2N(C[C@@H]3C[C@@H]32)C(=O)C2=C(SC(C)=N2)C=2C=C(C)C=CC=2)=C1OC DKKBLJKJQFTWCY-SESVDKBCSA-N 0.000 claims 1
- WLAKHKRAILHTFE-ACIOBRDBSA-N 2,5-dimethyl-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]benzamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C1=CC(C)=CC=C1C WLAKHKRAILHTFE-ACIOBRDBSA-N 0.000 claims 1
- CZKIDVYMBRVQBU-UHFFFAOYSA-N 2-chloro-1,3-benzothiazole-4-carboxylic acid Chemical compound OC(=O)C1=CC=CC2=C1N=C(Cl)S2 CZKIDVYMBRVQBU-UHFFFAOYSA-N 0.000 claims 1
- ISHHSTAPRSERNY-NBHGPNQESA-N 2-chloro-4-fluoro-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]benzamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C1=CC=C(F)C=C1Cl ISHHSTAPRSERNY-NBHGPNQESA-N 0.000 claims 1
- JUTSOMMJEQZBHU-RCZSKKKRSA-N 2-ethyl-5-methyl-n-[[(1s,2s,5r)-3-[2-(3-methylphenyl)thiophene-3-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]pyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC=C2)C=2C=C(C)C=CC=2)C[C@@H]2C[C@@H]21 JUTSOMMJEQZBHU-RCZSKKKRSA-N 0.000 claims 1
- AZZLGTAMUJJCDM-RCZSKKKRSA-N 2-ethyl-5-methyl-n-[[(1s,2s,5r)-3-[2-(4-methylphenyl)thiophene-3-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]pyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC=C2)C=2C=CC(C)=CC=2)C[C@@H]2C[C@@H]21 AZZLGTAMUJJCDM-RCZSKKKRSA-N 0.000 claims 1
- UYCBBSWKXKCKOJ-HFSMHLIXSA-N 2-ethyl-5-methyl-n-[[(1s,2s,5r)-3-[2-methyl-5-(2-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]pyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C(=CC=CC=2)C)C[C@@H]2C[C@@H]21 UYCBBSWKXKCKOJ-HFSMHLIXSA-N 0.000 claims 1
- LSGKFHYVDHKTIM-IRFCIJBXSA-N 2-ethyl-5-methyl-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]pyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(C)C=CC=2)C[C@@H]2C[C@@H]21 LSGKFHYVDHKTIM-IRFCIJBXSA-N 0.000 claims 1
- MHUOAKDHOQWMBD-IRFCIJBXSA-N 2-ethyl-5-methyl-n-[[(1s,2s,5r)-3-[2-methyl-5-(4-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]pyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=CC(C)=CC=2)C[C@@H]2C[C@@H]21 MHUOAKDHOQWMBD-IRFCIJBXSA-N 0.000 claims 1
- KOFKVWGOKWCPLV-CMKODMSKSA-N 2-ethyl-5-methyl-n-[[(1s,2s,5r)-3-[5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]pyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC=N2)C=2C=C(C)C=CC=2)C[C@@H]2C[C@@H]21 KOFKVWGOKWCPLV-CMKODMSKSA-N 0.000 claims 1
- GOBMDQRSJKYRPY-XKGZKEIXSA-N 2-ethyl-n-[[(1s,2s,5r)-3-[5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-5-methylpyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=CC(F)=CC=2)C[C@@H]2C[C@@H]21 GOBMDQRSJKYRPY-XKGZKEIXSA-N 0.000 claims 1
- DFFRYSURYKQACR-SESVDKBCSA-N 2-methoxy-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]benzamide Chemical compound COC1=CC=CC=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(C)C=CC=2)C[C@@H]2C[C@@H]21 DFFRYSURYKQACR-SESVDKBCSA-N 0.000 claims 1
- KDPOFQJHFWJFCB-UHFFFAOYSA-N 2-methyl-1,3-benzoxazole-7-carboxylic acid Chemical compound C1=CC(C(O)=O)=C2OC(C)=NC2=C1 KDPOFQJHFWJFCB-UHFFFAOYSA-N 0.000 claims 1
- OYGIFSYPMQJDON-YUXAGFNASA-N 2-methyl-n-[[(1s,2s,5r)-3-[2-(3-methylphenyl)thiophene-3-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1,3-benzoxazole-4-carboxamide Chemical compound C([C@@H]1C[C@@H]1[C@H]1CNC(=O)C2=C3N=C(OC3=CC=C2)C)N1C(=O)C=1C=CSC=1C1=CC=CC(C)=C1 OYGIFSYPMQJDON-YUXAGFNASA-N 0.000 claims 1
- RPOPKIAJTHXTPB-AVCGJXAMSA-N 2-methyl-n-[[(1s,2s,5r)-3-[2-(3-methylphenyl)thiophene-3-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1,3-benzoxazole-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1[C@H]1CNC(=O)C=2C=CC=C3N=C(OC3=2)C)N1C(=O)C=1C=CSC=1C1=CC=CC(C)=C1 RPOPKIAJTHXTPB-AVCGJXAMSA-N 0.000 claims 1
- HKLSMGHQQFAPMZ-YUXAGFNASA-N 2-methyl-n-[[(1s,2s,5r)-3-[2-(4-methylphenyl)thiophene-3-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1,3-benzoxazole-4-carboxamide Chemical compound C([C@@H]1C[C@@H]1[C@H]1CNC(=O)C2=C3N=C(OC3=CC=C2)C)N1C(=O)C=1C=CSC=1C1=CC=C(C)C=C1 HKLSMGHQQFAPMZ-YUXAGFNASA-N 0.000 claims 1
- UPWMRSHUOUQKQG-GBESFXJTSA-N 2-methyl-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]imidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound C([C@@H]1C[C@@H]1[C@H]1CNC(=O)C=2N3C=C(SC3=NC=2)C)N1C(=O)C=1N=C(C)SC=1C1=CC=CC(C)=C1 UPWMRSHUOUQKQG-GBESFXJTSA-N 0.000 claims 1
- CMHLOPJCPPUIFY-BBTUJRGHSA-N 3,4-dichloro-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]benzamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C1=CC=C(Cl)C(Cl)=C1 CMHLOPJCPPUIFY-BBTUJRGHSA-N 0.000 claims 1
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 1
- YASYZISYAPAIBW-AJSBUHFISA-N 3,5-dimethoxy-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]benzamide Chemical compound COC1=CC(OC)=CC(C(=O)NC[C@H]2N(C[C@@H]3C[C@@H]32)C(=O)C2=C(SC(C)=N2)C=2C=C(C)C=CC=2)=C1 YASYZISYAPAIBW-AJSBUHFISA-N 0.000 claims 1
- MGLXZOZEHUJQFF-GBESFXJTSA-N 3,5-dimethyl-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1,2-oxazole-4-carboxamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C=1C(C)=NOC=1C MGLXZOZEHUJQFF-GBESFXJTSA-N 0.000 claims 1
- IPOOPXOWQJGXPR-RJGXRXQPSA-N 3,5-dimethyl-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]benzamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C1=CC(C)=CC(C)=C1 IPOOPXOWQJGXPR-RJGXRXQPSA-N 0.000 claims 1
- WWRNXUZMHPVMKS-SLFFLAALSA-N 3,6-dimethyl-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]imidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N3C(C)=CSC3=NC=2C)=C1C1=CC=CC(C)=C1 WWRNXUZMHPVMKS-SLFFLAALSA-N 0.000 claims 1
- VUSREIKLDQITMY-YUXAGFNASA-N 3-bromo-n-[[(1s,2s,5r)-3-[2-(3-methylphenyl)thiophene-3-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]benzamide Chemical compound CC1=CC=CC(C2=C(C=CS2)C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=C(Br)C=CC=2)=C1 VUSREIKLDQITMY-YUXAGFNASA-N 0.000 claims 1
- YHADWGHBVHHELC-YUXAGFNASA-N 3-bromo-n-[[(1s,2s,5r)-3-[2-(4-methylphenyl)thiophene-3-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]benzamide Chemical compound C1=CC(C)=CC=C1C1=C(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=C(Br)C=CC=2)C=CS1 YHADWGHBVHHELC-YUXAGFNASA-N 0.000 claims 1
- AMFPXEDRITUZLS-SESVDKBCSA-N 3-bromo-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]benzamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C1=CC=CC(Br)=C1 AMFPXEDRITUZLS-SESVDKBCSA-N 0.000 claims 1
- GFVXASGGYZUDCU-YUXAGFNASA-N 3-chloro-n-[[(1s,2s,5r)-3-[2-(3-methylphenyl)thiophene-3-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]benzamide Chemical compound CC1=CC=CC(C2=C(C=CS2)C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=C(Cl)C=CC=2)=C1 GFVXASGGYZUDCU-YUXAGFNASA-N 0.000 claims 1
- GYVTWHNVWIDRMN-YUXAGFNASA-N 3-chloro-n-[[(1s,2s,5r)-3-[2-(4-methylphenyl)thiophene-3-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]benzamide Chemical compound C1=CC(C)=CC=C1C1=C(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=C(Cl)C=CC=2)C=CS1 GYVTWHNVWIDRMN-YUXAGFNASA-N 0.000 claims 1
- JWBLGTXMCVPDBW-SESVDKBCSA-N 3-chloro-n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]benzamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C1=CC=CC(Cl)=C1 JWBLGTXMCVPDBW-SESVDKBCSA-N 0.000 claims 1
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- XEWXYDBXJJLPQJ-NBHGPNQESA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1,2-dimethylindole-3-carboxamide Chemical compound C([C@@H]1C[C@@H]1[C@H]1CNC(=O)C2=C(N(C3=CC=CC=C32)C)C)N1C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 XEWXYDBXJJLPQJ-NBHGPNQESA-N 0.000 claims 1
- IGARYXYJHVOUGO-UCLAIMLFSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1-methylindazole-3-carboxamide Chemical compound C([C@@H]1C[C@@H]1[C@H]1CNC(=O)C2=NN(C3=CC=CC=C32)C)N1C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 IGARYXYJHVOUGO-UCLAIMLFSA-N 0.000 claims 1
- OGJPFPVCZRHAKY-UQASEVPWSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1-methylindole-3-carboxamide Chemical compound C([C@@H]1C[C@@H]1[C@H]1CNC(=O)C2=CN(C3=CC=CC=C32)C)N1C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 OGJPFPVCZRHAKY-UQASEVPWSA-N 0.000 claims 1
- ITPCLUQPLHADSE-QANKJYHBSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1h-indazole-3-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3NN=2)=C1C1=CC=CC(F)=C1 ITPCLUQPLHADSE-QANKJYHBSA-N 0.000 claims 1
- FLBFVRFVSJIFGC-FFZOFVMBSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,2-dimethyl-3h-1-benzofuran-7-carboxamide Chemical compound C([C@@H]1C[C@@H]1[C@H]1CNC(=O)C=2C=CC=C3CC(OC3=2)(C)C)N1C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 FLBFVRFVSJIFGC-FFZOFVMBSA-N 0.000 claims 1
- ARGNEUPSWWWVNM-JCGIZDLHSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3OCCOC=3C=CC=2)=C1C1=CC=CC(F)=C1 ARGNEUPSWWWVNM-JCGIZDLHSA-N 0.000 claims 1
- PKSBUKWLWYVDOI-ZOCIIQOWSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=CC(F)=C1 PKSBUKWLWYVDOI-ZOCIIQOWSA-N 0.000 claims 1
- ONWSFTHJUUPPDV-AEGPPILISA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C2=C3OCCOC3=CS2)=C1C1=CC=CC(F)=C1 ONWSFTHJUUPPDV-AEGPPILISA-N 0.000 claims 1
- HKXUAXOLOVIKIR-JLJPHGGASA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,5-dimethylpyrazole-3-carboxamide Chemical compound CN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(N)=N2)C=2C=C(F)C=CC=2)C[C@@H]2C[C@@H]21 HKXUAXOLOVIKIR-JLJPHGGASA-N 0.000 claims 1
- UISMHNSSJALHLO-QILLFSRXSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2-ethyl-5-methylpyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(N)=N2)C=2C=C(F)C=CC=2)C[C@@H]2C[C@@H]21 UISMHNSSJALHLO-QILLFSRXSA-N 0.000 claims 1
- ZFWHDYVJZGXIKO-RYGJVYDSSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3,5-dimethoxybenzamide Chemical compound COC1=CC(OC)=CC(C(=O)NC[C@H]2N(C[C@@H]3C[C@@H]32)C(=O)C2=C(SC(N)=N2)C=2C=C(F)C=CC=2)=C1 ZFWHDYVJZGXIKO-RYGJVYDSSA-N 0.000 claims 1
- SDZBRIKLODDQDX-CWRNSKLLSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3,5-dimethyl-1,2-oxazole-4-carboxamide Chemical compound CC1=NOC(C)=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(N)=N2)C=2C=C(F)C=CC=2)C[C@@H]2C[C@@H]21 SDZBRIKLODDQDX-CWRNSKLLSA-N 0.000 claims 1
- AKEGJGIPAGBAFZ-JCGIZDLHSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3-(trifluoromethyl)benzamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(F)C=CC=1)N)NC(=O)C1=CC=CC(C(F)(F)F)=C1 AKEGJGIPAGBAFZ-JCGIZDLHSA-N 0.000 claims 1
- BUEJDIDYVNAFKL-JCGIZDLHSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3-chlorobenzamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(F)C=CC=1)N)NC(=O)C1=CC=CC(Cl)=C1 BUEJDIDYVNAFKL-JCGIZDLHSA-N 0.000 claims 1
- DNGBMROTPDPOOA-CWRNSKLLSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3-methylimidazo[2,1-b][1,3]thiazole-2-carboxamide Chemical compound C([C@@H]1C[C@@H]1[C@H]1CNC(=O)C2=C(N3C=CN=C3S2)C)N1C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 DNGBMROTPDPOOA-CWRNSKLLSA-N 0.000 claims 1
- TUYCYEMRXTVSQW-UQASEVPWSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-5-fluoro-1-methylindole-2-carboxamide Chemical compound C([C@@H]1C[C@@H]1[C@H]1CNC(=O)C=2N(C3=CC=C(F)C=C3C=2)C)N1C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 TUYCYEMRXTVSQW-UQASEVPWSA-N 0.000 claims 1
- AFQIZYQFXIXFKK-SOVGHPHASA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-6-fluoro-4h-1,3-benzodioxine-8-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3OCOCC=3C=C(F)C=2)=C1C1=CC=CC(F)=C1 AFQIZYQFXIXFKK-SOVGHPHASA-N 0.000 claims 1
- MZTKSDWOOJZEOC-CWRNSKLLSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound C([C@@H]1C[C@@H]1[C@H]1CNC(=O)C=2N3C=CSC3=NC=2C)N1C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 MZTKSDWOOJZEOC-CWRNSKLLSA-N 0.000 claims 1
- ABHIYRSCCDNLKL-BHYGNILZSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]imidazo[1,2-a]pyridine-3-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N3C=CC=CC3=NC=2)=C1C1=CC=CC(F)=C1 ABHIYRSCCDNLKL-BHYGNILZSA-N 0.000 claims 1
- ZIOWGURXHXKYFM-AEGPPILISA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]imidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N3C=CSC3=NC=2)=C1C1=CC=CC(F)=C1 ZIOWGURXHXKYFM-AEGPPILISA-N 0.000 claims 1
- YMDVSZXZUBSSHU-FFZOFVMBSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]isoquinoline-1-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3C=CN=2)=C1C1=CC=CC(F)=C1 YMDVSZXZUBSSHU-FFZOFVMBSA-N 0.000 claims 1
- VMKHACZTKXWPFI-FFZOFVMBSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=CC(F)=C1 VMKHACZTKXWPFI-FFZOFVMBSA-N 0.000 claims 1
- DIXKVDJBTPYIFW-JENIJYKNSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2-ethyl-5-methylpyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(N)=N2)C=2C=C(C)C=CC=2)C[C@@H]2C[C@@H]21 DIXKVDJBTPYIFW-JENIJYKNSA-N 0.000 claims 1
- CZLVJMWJLDTFAT-YESZJQIVSA-N n-[[(1s,2s,5r)-3-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound C([C@@H]1C[C@@H]1[C@H]1CNC(=O)C=2N3C=CSC3=NC=2C)N1C(=O)C=1N=C(N)SC=1C1=CC=CC(C)=C1 CZLVJMWJLDTFAT-YESZJQIVSA-N 0.000 claims 1
- QWJMITAKENFKSL-YESZJQIVSA-N n-[[(1s,2s,5r)-3-[2-bromo-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound C([C@@H]1C[C@@H]1[C@H]1CNC(=O)C=2N3C=CSC3=NC=2C)N1C(=O)C=1N=C(Br)SC=1C1=CC=CC(C)=C1 QWJMITAKENFKSL-YESZJQIVSA-N 0.000 claims 1
- JWGHXPRUGVUXHZ-JAXLGGSGSA-N n-[[(1s,2s,5r)-3-[2-cyclopropyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2-ethyl-5-methylpyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(=N2)C2CC2)C=2C=C(C)C=CC=2)C[C@@H]2C[C@@H]21 JWGHXPRUGVUXHZ-JAXLGGSGSA-N 0.000 claims 1
- REHXIWONKZCWAL-OKZBNKHCSA-N n-[[(1s,2s,5r)-3-[2-methoxy-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(OC)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N3C=CSC3=NC=2C)=C1C1=CC=CC(C)=C1 REHXIWONKZCWAL-OKZBNKHCSA-N 0.000 claims 1
- MOVVYQYVZMJZSE-YSIASYRMSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1,2-benzoxazole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3ON=2)=C1C1=CC=CC(C)=C1 MOVVYQYVZMJZSE-YSIASYRMSA-N 0.000 claims 1
- HMVSQSHRVCQSDB-YSIASYRMSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1,3-benzothiazole-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3N=CSC=3C=CC=2)=C1C1=CC=CC(C)=C1 HMVSQSHRVCQSDB-YSIASYRMSA-N 0.000 claims 1
- HZRLXUCFZRZQJH-HFSMHLIXSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1,3-benzothiazole-7-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3SC=NC=3C=CC=2)=C1C1=CC=CC(C)=C1 HZRLXUCFZRZQJH-HFSMHLIXSA-N 0.000 claims 1
- IJNLVNRJGHYYQP-HFSMHLIXSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1,3-benzoxazole-7-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3OC=NC=3C=CC=2)=C1C1=CC=CC(C)=C1 IJNLVNRJGHYYQP-HFSMHLIXSA-N 0.000 claims 1
- UNBDYRIBKUHFRM-YUXAGFNASA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3C=COC=3C=CC=2)=C1C1=CC=CC(C)=C1 UNBDYRIBKUHFRM-YUXAGFNASA-N 0.000 claims 1
- UBYKYVUWIXVDNZ-HFSMHLIXSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1h-indazole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3NN=2)=C1C1=CC=CC(C)=C1 UBYKYVUWIXVDNZ-HFSMHLIXSA-N 0.000 claims 1
- YXVYWORFALNWAM-GREBRCKQSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1h-indole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3NC=2)=C1C1=CC=CC(C)=C1 YXVYWORFALNWAM-GREBRCKQSA-N 0.000 claims 1
- XELKWVIFRJCOBV-SESVDKBCSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3OCCOC=3C=CC=2)=C1C1=CC=CC(C)=C1 XELKWVIFRJCOBV-SESVDKBCSA-N 0.000 claims 1
- SQWTYOSGFSRIKH-YUXAGFNASA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=CC(C)=C1 SQWTYOSGFSRIKH-YUXAGFNASA-N 0.000 claims 1
- ANENVGLHGMWBNR-ILWGZMRPSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3OCCC=3C=CC=2)=C1C1=CC=CC(C)=C1 ANENVGLHGMWBNR-ILWGZMRPSA-N 0.000 claims 1
- QVMFXMNYLWITEP-OKZBNKHCSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C2=C3OCCOC3=CS2)=C1C1=CC=CC(C)=C1 QVMFXMNYLWITEP-OKZBNKHCSA-N 0.000 claims 1
- JXZKEEIUQILFTQ-UMXIMWEHSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2-morpholin-4-ylbenzamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C1=CC=CC=C1N1CCOCC1 JXZKEEIUQILFTQ-UMXIMWEHSA-N 0.000 claims 1
- NZZCFRALJKIDSG-AJSBUHFISA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2h-chromene-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3C=CCOC=3C=CC=2)=C1C1=CC=CC(C)=C1 NZZCFRALJKIDSG-AJSBUHFISA-N 0.000 claims 1
- ICSQFVAPIVXNTH-SESVDKBCSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3,4-dihydro-2h-1,4-benzoxazine-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3NCCOC=3C=CC=2)=C1C1=CC=CC(C)=C1 ICSQFVAPIVXNTH-SESVDKBCSA-N 0.000 claims 1
- JCOHQHRDPVDSGF-ACIOBRDBSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3,4-dihydro-2h-chromene-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3OCCCC=3C=CC=2)=C1C1=CC=CC(C)=C1 JCOHQHRDPVDSGF-ACIOBRDBSA-N 0.000 claims 1
- PNNAWNSUSQLULE-SESVDKBCSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3-(trifluoromethyl)benzamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C1=CC=CC(C(F)(F)F)=C1 PNNAWNSUSQLULE-SESVDKBCSA-N 0.000 claims 1
- AXGAQLXJTSHVCG-HFSMHLIXSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3-oxo-4h-1,4-benzoxazine-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3OCC(=O)NC=3C=CC=2)=C1C1=CC=CC(C)=C1 AXGAQLXJTSHVCG-HFSMHLIXSA-N 0.000 claims 1
- CBWHAUIOSUEOKJ-YESZJQIVSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-6-(trifluoromethyl)imidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N3C=CSC3=NC=2C(F)(F)F)=C1C1=CC=CC(C)=C1 CBWHAUIOSUEOKJ-YESZJQIVSA-N 0.000 claims 1
- NZURLGJYKPAWQK-ACIOBRDBSA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]isoquinoline-1-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3C=CN=2)=C1C1=CC=CC(C)=C1 NZURLGJYKPAWQK-ACIOBRDBSA-N 0.000 claims 1
- GUFQZLCDGLJFSY-AWRGLXIESA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]quinoline-2-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N=C3C=CC=CC3=CC=2)=C1C1=CC=CC(C)=C1 GUFQZLCDGLJFSY-AWRGLXIESA-N 0.000 claims 1
- YSXLJBWXXZUYRP-YUXAGFNASA-N n-[[(1s,2s,5r)-3-[2-methyl-5-(4-methylphenyl)-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3C=COC=3C=CC=2)=C1C1=CC=C(C)C=C1 YSXLJBWXXZUYRP-YUXAGFNASA-N 0.000 claims 1
- MIFFOTVULVZBIM-RYQLBKOJSA-N n-[[(1s,2s,5r)-3-[4-(3-fluorophenyl)-2-methyl-1,3-thiazole-5-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound N1([C@@H]([C@H]2C[C@H]2C1)CNC(=O)C=1N2C=CSC2=NC=1C)C(=O)C=1SC(C)=NC=1C1=CC=CC(F)=C1 MIFFOTVULVZBIM-RYQLBKOJSA-N 0.000 claims 1
- TWYPJFIXHOUEMM-QILLFSRXSA-N n-[[(1s,2s,5r)-3-[5-(2,3-dichlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]imidazo[1,2-a]pyridine-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N3C=CC=CC3=NC=2)=C1C1=CC=CC(Cl)=C1Cl TWYPJFIXHOUEMM-QILLFSRXSA-N 0.000 claims 1
- OWEDFUNCLKHCKX-QILLFSRXSA-N n-[[(1s,2s,5r)-3-[5-(2-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N3C=CSC3=NC=2C)=C1C1=CC=CC=C1F OWEDFUNCLKHCKX-QILLFSRXSA-N 0.000 claims 1
- ZCVLVYRHBILODY-AJSBUHFISA-N n-[[(1s,2s,5r)-3-[5-(3,4-dimethylphenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=C(C)C(C)=C1 ZCVLVYRHBILODY-AJSBUHFISA-N 0.000 claims 1
- BXAVMHIQXRKOOD-JAXLGGSGSA-N n-[[(1s,2s,5r)-3-[5-(3,4-dimethylphenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2-ethyl-5-methylpyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(C)C(C)=CC=2)C[C@@H]2C[C@@H]21 BXAVMHIQXRKOOD-JAXLGGSGSA-N 0.000 claims 1
- IYCVQLLGXGBWMK-JAXLGGSGSA-N n-[[(1s,2s,5r)-3-[5-(3,5-dimethylphenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2-ethyl-5-methylpyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(C)C=C(C)C=2)C[C@@H]2C[C@@H]21 IYCVQLLGXGBWMK-JAXLGGSGSA-N 0.000 claims 1
- MLUWJWHJLSABOR-TWOQFEAHSA-N n-[[(1s,2s,5r)-3-[5-(3-bromo-4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2-ethyl-5-methylpyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(Br)C(F)=CC=2)C[C@@H]2C[C@@H]21 MLUWJWHJLSABOR-TWOQFEAHSA-N 0.000 claims 1
- GRFADMYQLGCWPJ-AVCGJXAMSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1,2-dimethylindole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3N(C)C=2C)=C1C1=CC=CC(Cl)=C1 GRFADMYQLGCWPJ-AVCGJXAMSA-N 0.000 claims 1
- GKSBFHFNLYWQIA-VDZJLULYSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1,3-dimethylpyrazole-4-carboxamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(Cl)C=CC=1)C)NC(=O)C1=CN(C)N=C1C GKSBFHFNLYWQIA-VDZJLULYSA-N 0.000 claims 1
- ZJFUKRRQEKFASS-NBHGPNQESA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1-methylindazole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3N(C)N=2)=C1C1=CC=CC(Cl)=C1 ZJFUKRRQEKFASS-NBHGPNQESA-N 0.000 claims 1
- LFWDABBCBPMGBT-KPDCDPCYSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1-methylindole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3N(C)C=2)=C1C1=CC=CC(Cl)=C1 LFWDABBCBPMGBT-KPDCDPCYSA-N 0.000 claims 1
- OOJWZJLCQFQQTM-ZAAXVRCTSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1h-indazole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3NN=2)=C1C1=CC=CC(Cl)=C1 OOJWZJLCQFQQTM-ZAAXVRCTSA-N 0.000 claims 1
- FAWNNISAHINNRD-XWFZLUIHSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1h-indole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3NC=2)=C1C1=CC=CC(Cl)=C1 FAWNNISAHINNRD-XWFZLUIHSA-N 0.000 claims 1
- BJNDAZOMPKLZRW-YUXAGFNASA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,2-dimethyl-3h-1-benzofuran-7-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3OC(C)(C)CC=3C=CC=2)=C1C1=CC=CC(Cl)=C1 BJNDAZOMPKLZRW-YUXAGFNASA-N 0.000 claims 1
- AYAVQNMWGYEQPB-FFZOFVMBSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3OCCOC=3C=CC=2)=C1C1=CC=CC(Cl)=C1 AYAVQNMWGYEQPB-FFZOFVMBSA-N 0.000 claims 1
- FTFHOZMHYBMSBN-ORYQWCPZSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=CC(Cl)=C1 FTFHOZMHYBMSBN-ORYQWCPZSA-N 0.000 claims 1
- KMJLYJRGPIMURG-DZFGPLHGSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3OCCC=3C=CC=2)=C1C1=CC=CC(Cl)=C1 KMJLYJRGPIMURG-DZFGPLHGSA-N 0.000 claims 1
- OFOKMKYQBFUWGN-BHYGNILZSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C2=C3OCCOC3=CS2)=C1C1=CC=CC(Cl)=C1 OFOKMKYQBFUWGN-BHYGNILZSA-N 0.000 claims 1
- FXSDJQSESMPUIT-VDZJLULYSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2,5-dimethylpyrazole-3-carboxamide Chemical compound CN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(Cl)C=CC=2)C[C@@H]2C[C@@H]21 FXSDJQSESMPUIT-VDZJLULYSA-N 0.000 claims 1
- KYZZIWKAAXXHSB-XKGZKEIXSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-2-ethyl-5-methylpyrazole-3-carboxamide Chemical compound CCN1N=C(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(Cl)C=CC=2)C[C@@H]2C[C@@H]21 KYZZIWKAAXXHSB-XKGZKEIXSA-N 0.000 claims 1
- QTMIVEODGZAEIV-BULFRSBZSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3,5-dimethoxybenzamide Chemical compound COC1=CC(OC)=CC(C(=O)NC[C@H]2N(C[C@@H]3C[C@@H]32)C(=O)C2=C(SC(C)=N2)C=2C=C(Cl)C=CC=2)=C1 QTMIVEODGZAEIV-BULFRSBZSA-N 0.000 claims 1
- KADVDBPUSVOPTA-RYQLBKOJSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3,5-dimethyl-1,2-oxazole-4-carboxamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(Cl)C=CC=1)C)NC(=O)C=1C(C)=NOC=1C KADVDBPUSVOPTA-RYQLBKOJSA-N 0.000 claims 1
- ZHBPFSSBYHWNBG-FFZOFVMBSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3-(trifluoromethyl)benzamide Chemical compound C([C@@H]1[C@H]2C[C@H]2CN1C(=O)C=1N=C(SC=1C=1C=C(Cl)C=CC=1)C)NC(=O)C1=CC=CC(C(F)(F)F)=C1 ZHBPFSSBYHWNBG-FFZOFVMBSA-N 0.000 claims 1
- HEIQULQRIOQKMV-RYQLBKOJSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-3-methylimidazo[2,1-b][1,3]thiazole-2-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C2=C(N3C=CN=C3S2)C)=C1C1=CC=CC(Cl)=C1 HEIQULQRIOQKMV-RYQLBKOJSA-N 0.000 claims 1
- ZLDHZDIDBXKCLE-KPDCDPCYSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-5-fluoro-1-methylindole-2-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N(C3=CC=C(F)C=C3C=2)C)=C1C1=CC=CC(Cl)=C1 ZLDHZDIDBXKCLE-KPDCDPCYSA-N 0.000 claims 1
- YQGFMRZDXGIBOQ-PAXLWEDBSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-6-fluoro-4h-1,3-benzodioxine-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3OCOCC=3C=C(F)C=2)=C1C1=CC=CC(Cl)=C1 YQGFMRZDXGIBOQ-PAXLWEDBSA-N 0.000 claims 1
- SLBPWJDMBYOVCC-RYQLBKOJSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N3C=CSC3=NC=2C)=C1C1=CC=CC(Cl)=C1 SLBPWJDMBYOVCC-RYQLBKOJSA-N 0.000 claims 1
- DFEMPSFKSGHEOM-YTQUADARSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]imidazo[1,2-a]pyridine-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N3C=CC=CC3=NC=2)=C1C1=CC=CC(Cl)=C1 DFEMPSFKSGHEOM-YTQUADARSA-N 0.000 claims 1
- YZJYTBRAGFFVOS-BHYGNILZSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]imidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N3C=CSC3=NC=2)=C1C1=CC=CC(Cl)=C1 YZJYTBRAGFFVOS-BHYGNILZSA-N 0.000 claims 1
- XEVPSHXPROTPOW-YUXAGFNASA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]isoquinoline-1-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=CC=CC=C3C=CN=2)=C1C1=CC=CC(Cl)=C1 XEVPSHXPROTPOW-YUXAGFNASA-N 0.000 claims 1
- WSNITFYNGWERRA-DJPFJPOOSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]pyrazolo[1,5-a]pyridine-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C2=C3C=CC=CN3N=C2)=C1C1=CC=CC(Cl)=C1 WSNITFYNGWERRA-DJPFJPOOSA-N 0.000 claims 1
- AGLZKLZCKAKJSA-GREBRCKQSA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]quinoline-2-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N=C3C=CC=CC3=CC=2)=C1C1=CC=CC(Cl)=C1 AGLZKLZCKAKJSA-GREBRCKQSA-N 0.000 claims 1
- KRTLOHHQQIEOCF-YUXAGFNASA-N n-[[(1s,2s,5r)-3-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=CC(Cl)=C1 KRTLOHHQQIEOCF-YUXAGFNASA-N 0.000 claims 1
- NCPOGPUCNZQPDH-ORYQWCPZSA-N n-[[(1s,2s,5r)-3-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3C=COC=3C=CC=2)=C1C1=CC=CC(F)=C1 NCPOGPUCNZQPDH-ORYQWCPZSA-N 0.000 claims 1
- CYSRPMFYEOQUMK-RYQLBKOJSA-N n-[[(1s,2s,5r)-3-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N3C=CSC3=NC=2C)=C1C1=CC=CC(F)=C1 CYSRPMFYEOQUMK-RYQLBKOJSA-N 0.000 claims 1
- RFOFOLNWAXSBSU-AJSBUHFISA-N n-[[(1s,2s,5r)-3-[5-(4-ethylphenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1-benzofuran-4-carboxamide Chemical compound C1=CC(CC)=CC=C1C1=C(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3C=COC=3C=CC=2)N=C(C)S1 RFOFOLNWAXSBSU-AJSBUHFISA-N 0.000 claims 1
- FPHMXTTVWDGNEM-SLFFLAALSA-N n-[[(1s,2s,5r)-3-[5-(4-ethylphenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound C1=CC(CC)=CC=C1C1=C(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N3C=CSC3=NC=2C)N=C(C)S1 FPHMXTTVWDGNEM-SLFFLAALSA-N 0.000 claims 1
- HKIWPDQDSZVWMW-ORYQWCPZSA-N n-[[(1s,2s,5r)-3-[5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2C=3C=COC=3C=CC=2)=C1C1=CC=C(F)C=C1 HKIWPDQDSZVWMW-ORYQWCPZSA-N 0.000 claims 1
- CVCXAGRYPSSFHZ-RYQLBKOJSA-N n-[[(1s,2s,5r)-3-[5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-3-azabicyclo[3.1.0]hexan-2-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H]([C@H]3C[C@H]3C2)CNC(=O)C=2N3C=CSC3=NC=2C)=C1C1=CC=C(F)C=C1 CVCXAGRYPSSFHZ-RYQLBKOJSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 208000020016 psychiatric disease Diseases 0.000 claims 1
- 229940001470 psychoactive drug Drugs 0.000 claims 1
- 239000004089 psychotropic agent Substances 0.000 claims 1
- HRSDPDBQVZHCRC-UHFFFAOYSA-N pyrazolo[1,5-a]pyridine-3-carboxylic acid Chemical compound C1=CC=CC2=C(C(=O)O)C=NN21 HRSDPDBQVZHCRC-UHFFFAOYSA-N 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 208000019116 sleep disease Diseases 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
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| IB2008051167 | 2008-03-28 | ||
| PCT/IB2008/052985 WO2009016560A2 (en) | 2007-07-27 | 2008-07-25 | Trans-3-aza-bicyclo[3.1.0]hexane derivatives |
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| JP2010534646A JP2010534646A (ja) | 2010-11-11 |
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| TW (1) | TW200904799A (en:Method) |
| WO (1) | WO2009016560A2 (en:Method) |
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| WO2008038251A2 (en) * | 2006-09-29 | 2008-04-03 | Actelion Pharmaceuticals Ltd | 3-aza-bicyclo[3.1.0]hexane derivatives |
| WO2008150364A1 (en) | 2007-05-23 | 2008-12-11 | Merck & Co., Inc. | Cyclopropyl pyrrolidine orexin receptor antagonists |
| EP2275421A1 (en) | 2009-07-15 | 2011-01-19 | Rottapharm S.p.A. | Spiro amino compounds suitable for the treatment of inter alia sleep disorders and drug addiction |
| WO2011051342A1 (en) | 2009-10-30 | 2011-05-05 | Janssen Pharmaceutica Nv | IMIDAZO[1,2-b]PYRIDAZINE DERIVATIVES AND THEIR USE AS PDE10 INHIBITORS |
| WO2011082268A2 (en) | 2009-12-30 | 2011-07-07 | Arqule Inc. | Substituted naphthalenyl-pyrimidine compounds |
| AR080754A1 (es) | 2010-03-09 | 2012-05-09 | Janssen Pharmaceutica Nv | Derivados de imidazo (1,2-a) pirazina y su uso como inhibidores de pde10 |
| CN103380130B (zh) | 2011-02-18 | 2015-06-17 | 埃科特莱茵药品有限公司 | 用作为食欲素拮抗剂的新颖的吡唑和咪唑衍生物 |
| CA2838645C (en) | 2011-06-27 | 2020-03-10 | Janssen Pharmaceutica Nv | 1-aryl-4-methyl-[1,2,4]triazolo[4,3-a]quinoxaline derivatives |
| EP2731426A2 (en) | 2011-07-15 | 2014-05-21 | Basf Se | Pesticidal methods using substituted 3-pyridyl thiazole compounds and derivatives for combating animal pests ii |
| BR112014019426A8 (pt) | 2012-02-07 | 2017-07-11 | Eolas Therapeutics Inc | Prolinas/ piperidinas substituídas como antagonistas do receptor de orexina |
| US9440982B2 (en) | 2012-02-07 | 2016-09-13 | Eolas Therapeutics, Inc. | Substituted prolines/piperidines as orexin receptor antagonists |
| ITMI20120322A1 (it) | 2012-03-01 | 2013-09-02 | Rottapharm Spa | Composti di 4,4-difluoro piperidina |
| TWI510481B (zh) | 2012-06-04 | 2015-12-01 | Actelion Pharmaceuticals Ltd | 苯并咪唑脯胺酸衍生物 |
| US9669035B2 (en) | 2012-06-26 | 2017-06-06 | Janssen Pharmaceutica Nv | Combinations comprising PDE 2 inhibitors such as 1-aryl-4-methyl-[1,2,4]triazolo-[4,3-A]]quinoxaline compounds and PDE 10 inhibitors for use in the treatment of neurological of metabolic disorders |
| WO2014009305A1 (en) | 2012-07-09 | 2014-01-16 | Janssen Pharmaceutica Nv | Inhibitors of phosphodiesterase 10 enzyme |
| AU2013292529A1 (en) | 2012-07-18 | 2015-02-12 | Marvin J. Miller | 5,5-heteroaromatic anti-infective compounds |
| MX2015004638A (es) | 2012-10-10 | 2015-07-14 | Actelion Pharmaceuticals Ltd | Antagonistas de receptores de orexina los cuales son derivados de [orto bi-(hetero-) aril]-[2-meta bi-(hetero-) aril)-pirrolidin-1-il]-metanona. |
| JP2016510810A (ja) | 2013-03-12 | 2016-04-11 | アクテリオン ファーマシューティカルズ リミテッドＡｃｔｅｌｉｏｎ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ｌｔｄ | オレキシン受容体アンタゴニストとしてのアゼチジンアミド誘導体 |
| HUE035731T2 (hu) | 2013-12-03 | 2018-05-28 | Idorsia Pharmaceuticals Ltd | (S)-(2-(6-klór-7-metil-1H-benzo[d]imidazol-2-il)-2-metilpirrolidin-1-il)(5-metoxi-2- (2H-l,2,3-triazol-2-il)fenil)metanon kristályos formája és alkalmazása orexin receptor antagonistaként |
| UA119151C2 (uk) | 2013-12-03 | 2019-05-10 | Ідорсія Фармасьютікалз Лтд | КРИСТАЛІЧНА СОЛЬОВА ФОРМА (S)-(2-(6-ХЛОР-7-МЕТИЛ-1H-БЕНЗО[d]ІМІДАЗОЛ-2-ІЛ)-2-МЕТИЛПІРОЛІДИН-1-ІЛ)(5-МЕТОКСИ-2-(2H-1,2,3-ТРИАЗОЛ-2-ІЛ)ФЕНІЛ)МЕТАНОНУ ЯК АНТАГОНІСТ ОРЕКСИНОВОГО РЕЦЕПТОРА |
| LT3077391T (lt) | 2013-12-04 | 2018-10-25 | Idorsia Pharmaceuticals Ltd | Benzimidazolo prolino darinių panaudojimas |
| AR101558A1 (es) | 2014-08-13 | 2016-12-28 | Eolas Therapeutics Inc | Difluoropirrolidinas como moduladores del receptor de orexina |
| AU2017217931B2 (en) | 2016-02-12 | 2020-10-22 | Astrazeneca Ab | Halo-substituted piperidines as orexin receptor modulators |
| WO2020007964A1 (en) | 2018-07-05 | 2020-01-09 | Idorsia Pharmaceuticals Ltd | 2-(2-azabicyclo[3.1.0]hexan-1-yl)-1h-benzimidazole derivatives |
| WO2020099511A1 (en) | 2018-11-14 | 2020-05-22 | Idorsia Pharmaceuticals Ltd | Benzimidazole-2-methyl-morpholine derivatives |
| MX2023001818A (es) | 2020-08-13 | 2023-03-13 | Boehringer Ingelheim Int | Compuestos para usarse en tratamiento de deterioro cognitivo asociado con la esquizofrenia. |
| AU2021360172A1 (en) | 2020-10-13 | 2023-03-30 | Boehringer Ingelheim International Gmbh | Process of reworking |
| JP7681113B2 (ja) * | 2021-02-02 | 2025-05-21 | メッドシャイン ディスカバリー インコーポレイテッド | テトラヒドロピロロ環化合物及びその使用 |
| WO2023218023A1 (en) | 2022-05-13 | 2023-11-16 | Idorsia Pharmaceuticals Ltd | Thiazoloaryl-methyl substituted cyclic hydrazine-n-carboxamide derivatives |
| WO2025224168A1 (en) | 2024-04-24 | 2025-10-30 | Idorsia Pharmaceuticals Ltd | Aryl sulfone and sulfanone derivatives as orexin receptor modulators |
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| GB0130335D0 (en) * | 2001-12-19 | 2002-02-06 | Smithkline Beecham Plc | Compounds |
| JP2006504695A (ja) * | 2002-09-18 | 2006-02-09 | グラクソ グループ リミテッド | オレキシン受容体アンタゴニストとしてのｎ−アロイル環状アミン |
| WO2008038251A2 (en) * | 2006-09-29 | 2008-04-03 | Actelion Pharmaceuticals Ltd | 3-aza-bicyclo[3.1.0]hexane derivatives |
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2008
- 2008-07-25 CA CA2693817A patent/CA2693817A1/en not_active Abandoned
- 2008-07-25 CN CN200880100366A patent/CN101790515A/zh active Pending
- 2008-07-25 AT AT08789439T patent/ATE493386T1/de not_active IP Right Cessation
- 2008-07-25 TW TW097128494A patent/TW200904799A/zh unknown
- 2008-07-25 DE DE602008004265T patent/DE602008004265D1/de active Active
- 2008-07-25 JP JP2010517535A patent/JP2010534646A/ja active Pending
- 2008-07-25 EP EP08789439A patent/EP2185512B1/en not_active Not-in-force
- 2008-07-25 WO PCT/IB2008/052985 patent/WO2009016560A2/en not_active Ceased
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