HRP20110509T1 - Derivati 2-aza-biciklo [3.1.0]heksana kao antagonisti oreksin receptora - Google Patents
Derivati 2-aza-biciklo [3.1.0]heksana kao antagonisti oreksin receptora Download PDFInfo
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- HRP20110509T1 HRP20110509T1 HR20110509T HRP20110509T HRP20110509T1 HR P20110509 T1 HRP20110509 T1 HR P20110509T1 HR 20110509 T HR20110509 T HR 20110509T HR P20110509 T HRP20110509 T HR P20110509T HR P20110509 T1 HRP20110509 T1 HR P20110509T1
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- Prior art keywords
- aza
- bicyclo
- hex
- ylmethyl
- carbonyl
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- WSSDGZWSPMAECX-UHFFFAOYSA-N 2-azabicyclo[3.1.0]hexane Chemical class C1CNC2CC21 WSSDGZWSPMAECX-UHFFFAOYSA-N 0.000 title 1
- 229940123730 Orexin receptor antagonist Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 23
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 18
- 125000003118 aryl group Chemical group 0.000 claims abstract 14
- 125000001424 substituent group Chemical group 0.000 claims abstract 14
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 12
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims abstract 12
- -1 di-substituted phenyl Chemical group 0.000 claims abstract 10
- 229910052736 halogen Inorganic materials 0.000 claims abstract 10
- 150000002367 halogens Chemical class 0.000 claims abstract 10
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract 8
- 125000000217 alkyl group Chemical group 0.000 claims abstract 6
- 125000000304 alkynyl group Chemical group 0.000 claims abstract 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract 2
- 229910052801 chlorine Inorganic materials 0.000 claims abstract 2
- 239000000460 chlorine Substances 0.000 claims abstract 2
- SMBZJSVIKJMSFP-UHFFFAOYSA-N trifluoromethyl hypofluorite Chemical compound FOC(F)(F)F SMBZJSVIKJMSFP-UHFFFAOYSA-N 0.000 claims abstract 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 14
- 208000002193 Pain Diseases 0.000 claims 11
- 230000036407 pain Effects 0.000 claims 10
- 208000035475 disorder Diseases 0.000 claims 9
- 150000003839 salts Chemical class 0.000 claims 9
- 201000010099 disease Diseases 0.000 claims 5
- 208000020016 psychiatric disease Diseases 0.000 claims 4
- QRDZFPUVLYEQTA-UHFFFAOYSA-N quinoline-8-carboxylic acid Chemical compound C1=CN=C2C(C(=O)O)=CC=CC2=C1 QRDZFPUVLYEQTA-UHFFFAOYSA-N 0.000 claims 4
- 208000011580 syndromic disease Diseases 0.000 claims 4
- VPYXATIIMHQAPR-UHFFFAOYSA-N 1,2-benzoxazole-3-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=NOC2=C1 VPYXATIIMHQAPR-UHFFFAOYSA-N 0.000 claims 3
- 125000000850 2H-chromenyl group Chemical group O1C(C=CC2=CC=CC=C12)* 0.000 claims 3
- 208000019901 Anxiety disease Diseases 0.000 claims 3
- 206010010904 Convulsion Diseases 0.000 claims 3
- 208000012661 Dyskinesia Diseases 0.000 claims 3
- 208000012902 Nervous system disease Diseases 0.000 claims 3
- 208000025966 Neurological disease Diseases 0.000 claims 3
- 208000013738 Sleep Initiation and Maintenance disease Diseases 0.000 claims 3
- 229940079593 drug Drugs 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 206010022437 insomnia Diseases 0.000 claims 3
- 208000004296 neuralgia Diseases 0.000 claims 3
- VCLSWKVAHAJSFL-UHFFFAOYSA-N 2,3-dihydro-1,4-benzodioxine-5-carboxylic acid Chemical compound O1CCOC2=C1C=CC=C2C(=O)O VCLSWKVAHAJSFL-UHFFFAOYSA-N 0.000 claims 2
- AVBKMSSLAIKOGM-UHFFFAOYSA-N 4-methoxyquinoline-2-carboxylic acid Chemical compound C1=CC=C2C(OC)=CC(C(O)=O)=NC2=C1 AVBKMSSLAIKOGM-UHFFFAOYSA-N 0.000 claims 2
- 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 2
- 206010002091 Anaesthesia Diseases 0.000 claims 2
- 206010012335 Dependence Diseases 0.000 claims 2
- 208000016988 Hemorrhagic Stroke Diseases 0.000 claims 2
- 208000004454 Hyperalgesia Diseases 0.000 claims 2
- 208000028017 Psychotic disease Diseases 0.000 claims 2
- 206010037660 Pyrexia Diseases 0.000 claims 2
- 206010046543 Urinary incontinence Diseases 0.000 claims 2
- 206010047700 Vomiting Diseases 0.000 claims 2
- 230000037005 anaesthesia Effects 0.000 claims 2
- 125000003016 chromanyl group Chemical group O1C(CCC2=CC=CC=C12)* 0.000 claims 2
- 208000010877 cognitive disease Diseases 0.000 claims 2
- 208000014439 complex regional pain syndrome type 2 Diseases 0.000 claims 2
- 230000035622 drinking Effects 0.000 claims 2
- 235000021271 drinking Nutrition 0.000 claims 2
- 230000004064 dysfunction Effects 0.000 claims 2
- 235000005686 eating Nutrition 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 208000020658 intracerebral hemorrhage Diseases 0.000 claims 2
- 230000003533 narcotic effect Effects 0.000 claims 2
- 208000021722 neuropathic pain Diseases 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 230000001850 reproductive effect Effects 0.000 claims 2
- 208000019116 sleep disease Diseases 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- 201000009032 substance abuse Diseases 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
- WFAPIZKLEVLUMX-UHFFFAOYSA-N 1-benzofuran-4-carboxylic acid Chemical compound OC(=O)C1=CC=CC2=C1C=CO2 WFAPIZKLEVLUMX-UHFFFAOYSA-N 0.000 claims 1
- RKTUEBMKJDEOFJ-DYXWJJEUSA-N 1-ethyl-3-methyl-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]pyrazole-4-carboxamide Chemical compound CC1=NN(CC)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(C)C=CC=2)[C@H]2C[C@H]2C1 RKTUEBMKJDEOFJ-DYXWJJEUSA-N 0.000 claims 1
- YDGHXEVBZZGFLL-KPFFTGBYSA-N 1-ethyl-n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3-methylpyrazole-4-carboxamide Chemical compound CC1=NN(CC)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(F)C=CC=2)[C@H]2C[C@H]2C1 YDGHXEVBZZGFLL-KPFFTGBYSA-N 0.000 claims 1
- ZVXXYWHMRDJFDL-HFTRVMKXSA-N 2,2-difluoro-n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1,3-benzodioxole-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OC(F)(F)OC=3C=CC=2)=C1C1=CC=CC(F)=C1 ZVXXYWHMRDJFDL-HFTRVMKXSA-N 0.000 claims 1
- YXXWGZCPGQJCRW-GIWBLDEGSA-N 2,2-dimethyl-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3h-1-benzofuran-7-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OC(C)(C)CC=3C=CC=2)=C1C1=CC=CC(C)=C1 YXXWGZCPGQJCRW-GIWBLDEGSA-N 0.000 claims 1
- 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 1
- 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 1
- RZYJINMBGDAXJP-LQWHRVPQSA-N 2-chloro-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]benzamide Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C1=CC=CC=C1Cl RZYJINMBGDAXJP-LQWHRVPQSA-N 0.000 claims 1
- KVQVGIGILHSZSU-AABGKKOBSA-N 2-ethyl-5-methyl-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-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@H]2C[C@H]2C1 KVQVGIGILHSZSU-AABGKKOBSA-N 0.000 claims 1
- ISNGGIADAFLJMJ-NEWSRXKRSA-N 2-ethyl-n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-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=C(F)C=CC=2)[C@H]2C[C@H]2C1 ISNGGIADAFLJMJ-NEWSRXKRSA-N 0.000 claims 1
- WJQQBYYZIWOVRL-DXIQSLLYSA-N 2-methyl-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1,3-benzoxazole-7-carboxamide Chemical compound N1([C@H]2C[C@H]2C[C@H]1CNC(=O)C=1C=CC=C2N=C(OC2=1)C)C(=O)C=1N=C(C)SC=1C1=CC=CC(C)=C1 WJQQBYYZIWOVRL-DXIQSLLYSA-N 0.000 claims 1
- VUEXVCZNRXROHM-HKBOAZHASA-N 3,4-dimethoxy-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(C)C=CC=2)[C@H]2C[C@H]2C1 VUEXVCZNRXROHM-HKBOAZHASA-N 0.000 claims 1
- DSOYSBWNKYITCS-QYZOEREBSA-N 3,5-dimethyl-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1,2-oxazole-4-carboxamide Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C=1C(C)=NOC=1C DSOYSBWNKYITCS-QYZOEREBSA-N 0.000 claims 1
- FTOZLHKBGJHVNK-GIVPXCGWSA-N 3-bromo-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]benzamide Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C1=CC=CC(Br)=C1 FTOZLHKBGJHVNK-GIVPXCGWSA-N 0.000 claims 1
- QAAZUORCYLMQOE-UXPWSPDFSA-N 3-bromo-n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]benzamide Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(Cl)C=CC=1)C)NC(=O)C1=CC=CC(Br)=C1 QAAZUORCYLMQOE-UXPWSPDFSA-N 0.000 claims 1
- AZAHJSDNHZYCDQ-DXIQSLLYSA-N 3-chloro-2-methyl-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]benzamide Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C1=CC=CC(Cl)=C1C AZAHJSDNHZYCDQ-DXIQSLLYSA-N 0.000 claims 1
- DTTGYKRNHMRWHY-GIVPXCGWSA-N 3-iodo-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]benzamide Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C1=CC=CC(I)=C1 DTTGYKRNHMRWHY-GIVPXCGWSA-N 0.000 claims 1
- AGOAENRCPQZMFP-URVUXULASA-N 3-methoxy-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]benzamide Chemical compound COC1=CC=CC(C(=O)NC[C@H]2N([C@H]3C[C@H]3C2)C(=O)C2=C(SC(C)=N2)C=2C=C(C)C=CC=2)=C1 AGOAENRCPQZMFP-URVUXULASA-N 0.000 claims 1
- GCEPRJCFTSFVDA-QYZOEREBSA-N 3-methyl-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]imidazo[2,1-b][1,3]thiazole-2-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C2=C(N3C=CN=C3S2)C)=C1C1=CC=CC(C)=C1 GCEPRJCFTSFVDA-QYZOEREBSA-N 0.000 claims 1
- YARITCNZSWTFLI-NJAFHUGGSA-N 4-amino-2-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methylamino]pyrimidine-5-carbonitrile Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC1=NC=C(C#N)C(N)=N1 YARITCNZSWTFLI-NJAFHUGGSA-N 0.000 claims 1
- JKEUXKJMBNQDRK-LMNJBCLMSA-N 4-chloro-2-methoxy-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]benzamide Chemical compound COC1=CC(Cl)=CC=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(C)C=CC=2)[C@H]2C[C@H]2C1 JKEUXKJMBNQDRK-LMNJBCLMSA-N 0.000 claims 1
- DFLOUBRTXQQGOE-DYXWJJEUSA-N 4-methoxy-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3-(trifluoromethyl)benzamide Chemical compound C1=C(C(F)(F)F)C(OC)=CC=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(C)C=CC=2)[C@H]2C[C@H]2C1 DFLOUBRTXQQGOE-DYXWJJEUSA-N 0.000 claims 1
- ZGWGSEUMABQEMD-UHFFFAOYSA-N 4-methyl-1,3-thiazole-5-carboxylic acid Chemical compound CC=1N=CSC=1C(O)=O ZGWGSEUMABQEMD-UHFFFAOYSA-N 0.000 claims 1
- XNZRBTUVFURPDX-QTEQDKRBSA-N 4-methyl-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1,4-benzoxazine-8-carboxamide Chemical compound N1([C@H]2C[C@H]2C[C@H]1CNC(=O)C1=CC=CC2=C1OCCN2C)C(=O)C=1N=C(C)SC=1C1=CC=CC(C)=C1 XNZRBTUVFURPDX-QTEQDKRBSA-N 0.000 claims 1
- QXXLUBQLXMROMY-NWSQWKLXSA-N 5-fluoro-1-methyl-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]indole-2-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N(C3=CC=C(F)C=C3C=2)C)=C1C1=CC=CC(C)=C1 QXXLUBQLXMROMY-NWSQWKLXSA-N 0.000 claims 1
- SQVZFICXVOEKNL-WVBUVRCRSA-N 5-fluoro-n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1h-indole-2-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2NC3=CC=C(F)C=C3C=2)=C1C1=CC=CC(F)=C1 SQVZFICXVOEKNL-WVBUVRCRSA-N 0.000 claims 1
- JFOACJIGTATYPC-IKGGRYGDSA-N 6-chloro-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]imidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N3C=CSC3=NC=2Cl)=C1C1=CC=CC(C)=C1 JFOACJIGTATYPC-IKGGRYGDSA-N 0.000 claims 1
- RLHABKYWDKVMLH-AGHHOFFYSA-N 6-fluoro-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-4h-1,3-benzodioxine-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCOCC=3C=C(F)C=2)=C1C1=CC=CC(C)=C1 RLHABKYWDKVMLH-AGHHOFFYSA-N 0.000 claims 1
- BZHUUDQQILZKGO-JJXUHFIVSA-N 6-fluoro-n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-4h-1,3-benzodioxine-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCOCC=3C=C(F)C=2)=C1C1=CC=CC(F)=C1 BZHUUDQQILZKGO-JJXUHFIVSA-N 0.000 claims 1
- NAGXUKYONQYLQK-HBFSDRIKSA-N 6-methyl-n-[[(1s,3s,5s)-2-(2-methyl-4-phenylpyrimidine-5-carbonyl)-2-azabicyclo[3.1.0]hexan-3-yl]methyl]imidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound N1([C@H]2C[C@H]2C[C@H]1CNC(=O)C=1N2C=CSC2=NC=1C)C(=O)C1=CN=C(C)N=C1C1=CC=CC=C1 NAGXUKYONQYLQK-HBFSDRIKSA-N 0.000 claims 1
- WRHNJFXQMMMBGX-GJYPPUQNSA-N 6-methyl-n-[[(1s,3s,5s)-2-(2-pyrazol-1-ylbenzoyl)-2-azabicyclo[3.1.0]hexan-3-yl]methyl]imidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound N1([C@H]2C[C@H]2C[C@H]1CNC(=O)C=1N2C=CSC2=NC=1C)C(=O)C1=CC=CC=C1N1C=CC=N1 WRHNJFXQMMMBGX-GJYPPUQNSA-N 0.000 claims 1
- BBILWLLJFSWYFO-QYZOEREBSA-N 6-methyl-n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]imidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N3C=CSC3=NC=2C)=C1C1=CC=CC(C)=C1 BBILWLLJFSWYFO-QYZOEREBSA-N 0.000 claims 1
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- ZCPJOEXFIVNBSM-KBMXLJTQSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3-methylimidazo[2,1-b][1,3]thiazole-2-carboxamide Chemical compound N1([C@H]2C[C@H]2C[C@H]1CNC(=O)C1=C(N2C=CN=C2S1)C)C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 ZCPJOEXFIVNBSM-KBMXLJTQSA-N 0.000 claims 1
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- YGIUUAOPOXXRJV-KPFFTGBYSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]isoquinoline-1-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3C=CN=2)=C1C1=CC=CC(F)=C1 YGIUUAOPOXXRJV-KPFFTGBYSA-N 0.000 claims 1
- FQQGWKSSBLQNSB-MMOPVJDHSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]isoquinoline-5-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=NC=C3C=CC=2)=C1C1=CC=CC(F)=C1 FQQGWKSSBLQNSB-MMOPVJDHSA-N 0.000 claims 1
- GYNSFMRWLPIVJD-KUDFPVQQSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-4-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3N=CC=2)=C1C1=CC=CC(F)=C1 GYNSFMRWLPIVJD-KUDFPVQQSA-N 0.000 claims 1
- JKHPJPIOIGQUSW-KUDFPVQQSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-5-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CN=C3C=CC=2)=C1C1=CC=CC(F)=C1 JKHPJPIOIGQUSW-KUDFPVQQSA-N 0.000 claims 1
- ICZOTUOVKVXDJS-KPFFTGBYSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-fluorophenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=CC(F)=C1 ICZOTUOVKVXDJS-KPFFTGBYSA-N 0.000 claims 1
- KLCMPGJNCAYUMJ-RYRKJORJSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1,2-benzoxazole-3-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3ON=2)=C1 KLCMPGJNCAYUMJ-RYRKJORJSA-N 0.000 claims 1
- XSNQWWRDRKSNEX-RYRKJORJSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1,3-benzoxazole-4-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3N=COC=3C=CC=2)=C1 XSNQWWRDRKSNEX-RYRKJORJSA-N 0.000 claims 1
- BJUAUMKZWDEZAL-UWVAXJGDSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1-benzofuran-4-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3C=COC=3C=CC=2)=C1 BJUAUMKZWDEZAL-UWVAXJGDSA-N 0.000 claims 1
- QDBPHQINIGGRBH-HBFSDRIKSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1-benzothiophene-7-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3SC=CC=3C=CC=2)=C1 QDBPHQINIGGRBH-HBFSDRIKSA-N 0.000 claims 1
- UVTNQXCWIQUOAO-UWVAXJGDSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1-methylindazole-3-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3N(C)N=2)=C1 UVTNQXCWIQUOAO-UWVAXJGDSA-N 0.000 claims 1
- JRPGUYFEQYSWLH-AOIWGVFYSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCCOC=3C=CC=2)=C1 JRPGUYFEQYSWLH-AOIWGVFYSA-N 0.000 claims 1
- NDWOXJJCWNRPHY-UWVAXJGDSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1 NDWOXJJCWNRPHY-UWVAXJGDSA-N 0.000 claims 1
- LIELRRIIARUVHU-HBFSDRIKSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCCC=3C=CC=2)=C1 LIELRRIIARUVHU-HBFSDRIKSA-N 0.000 claims 1
- QRJBVPFDEZXYFL-PMPSAXMXSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C2=C3OCCOC3=CS2)=C1 QRJBVPFDEZXYFL-PMPSAXMXSA-N 0.000 claims 1
- CMNKWJKYFWEVJN-AOIWGVFYSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3,4-dihydro-2h-1,4-benzoxazine-5-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3NCCOC=3C=CC=2)=C1 CMNKWJKYFWEVJN-AOIWGVFYSA-N 0.000 claims 1
- MTPKGZVMRZGFRU-IKGGRYGDSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-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(C)C=CC=2)[C@H]2C[C@H]2C1 MTPKGZVMRZGFRU-IKGGRYGDSA-N 0.000 claims 1
- URYSQMOHKJMWQI-NEWSRXKRSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3-bromobenzamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=C(Br)C=CC=2)=C1 URYSQMOHKJMWQI-NEWSRXKRSA-N 0.000 claims 1
- SMSKKKDQSPQPBB-HKBOAZHASA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3-ethynylbenzamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=C(C=CC=2)C#C)=C1 SMSKKKDQSPQPBB-HKBOAZHASA-N 0.000 claims 1
- SFSKTVHOJFMXIW-HBFSDRIKSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3-methylsulfanylbenzamide Chemical compound CSC1=CC=CC(C(=O)NC[C@H]2N([C@H]3C[C@H]3C2)C(=O)C2=C(SC(N)=N2)C=2C=C(C)C=CC=2)=C1 SFSKTVHOJFMXIW-HBFSDRIKSA-N 0.000 claims 1
- DWTJVHUMWXCHJZ-IKGGRYGDSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound N1([C@H]2C[C@H]2C[C@H]1CNC(=O)C=1N2C=CSC2=NC=1C)C(=O)C=1N=C(N)SC=1C1=CC=CC(C)=C1 DWTJVHUMWXCHJZ-IKGGRYGDSA-N 0.000 claims 1
- YLKCKZJWYQIFJX-DYXWJJEUSA-N n-[[(1s,3s,5s)-2-[2-amino-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound CC1=CC=CC(C2=C(N=C(N)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1 YLKCKZJWYQIFJX-DYXWJJEUSA-N 0.000 claims 1
- DGPQYYMFHNHJFI-JLHGSKIFSA-N n-[[(1s,3s,5s)-2-[2-cyclopropyl-5-(2-fluorophenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound FC1=CC=CC=C1C1=C(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)N=C(C2CC2)S1 DGPQYYMFHNHJFI-JLHGSKIFSA-N 0.000 claims 1
- HLQLEGQHWVBEPG-LZNRXBQRSA-N n-[[(1s,3s,5s)-2-[2-cyclopropyl-5-(4-fluorophenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound C1=CC(F)=CC=C1C1=C(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)N=C(C2CC2)S1 HLQLEGQHWVBEPG-LZNRXBQRSA-N 0.000 claims 1
- SPXDAAYINMWTAK-QTEQDKRBSA-N n-[[(1s,3s,5s)-2-[2-cyclopropyl-5-(4-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound C1=CC(C)=CC=C1C1=C(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)N=C(C2CC2)S1 SPXDAAYINMWTAK-QTEQDKRBSA-N 0.000 claims 1
- YLLSWNPZCFUPRS-LZNRXBQRSA-N n-[[(1s,3s,5s)-2-[2-cyclopropyl-5-[3-(trifluoromethyl)phenyl]-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound FC(F)(F)C1=CC=CC(C2=C(N=C(S2)C2CC2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1 YLLSWNPZCFUPRS-LZNRXBQRSA-N 0.000 claims 1
- LSJBQTYKZSBMJW-HBFSDRIKSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1,2-benzoxazole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3ON=2)=C1C1=CC=CC(C)=C1 LSJBQTYKZSBMJW-HBFSDRIKSA-N 0.000 claims 1
- BELFWZJSTGFCNW-HBFSDRIKSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1,3-benzothiazole-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3N=CSC=3C=CC=2)=C1C1=CC=CC(C)=C1 BELFWZJSTGFCNW-HBFSDRIKSA-N 0.000 claims 1
- MXHQZELPQOZBRY-LQWHRVPQSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1,3-benzothiazole-7-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3SC=NC=3C=CC=2)=C1C1=CC=CC(C)=C1 MXHQZELPQOZBRY-LQWHRVPQSA-N 0.000 claims 1
- AJZJCRKQVNXGJS-LQWHRVPQSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1,3-benzoxazole-7-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OC=NC=3C=CC=2)=C1C1=CC=CC(C)=C1 AJZJCRKQVNXGJS-LQWHRVPQSA-N 0.000 claims 1
- VJJRTFROQVBXHH-DXIQSLLYSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3C=COC=3C=CC=2)=C1C1=CC=CC(C)=C1 VJJRTFROQVBXHH-DXIQSLLYSA-N 0.000 claims 1
- PHPUADKXAQNHQM-LQWHRVPQSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1h-indazole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3NN=2)=C1C1=CC=CC(C)=C1 PHPUADKXAQNHQM-LQWHRVPQSA-N 0.000 claims 1
- CARDOBZUSLOWIS-MSYCTHLASA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1h-indole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3NC=2)=C1C1=CC=CC(C)=C1 CARDOBZUSLOWIS-MSYCTHLASA-N 0.000 claims 1
- OLFCCRPHCVZQSG-DYXWJJEUSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCCOC=3C=CC=2)=C1C1=CC=CC(C)=C1 OLFCCRPHCVZQSG-DYXWJJEUSA-N 0.000 claims 1
- KCOANUKFVBJCKP-DXIQSLLYSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=CC(C)=C1 KCOANUKFVBJCKP-DXIQSLLYSA-N 0.000 claims 1
- ZUGBKCDIFFBUIC-SQNIBIBYSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C2=C3OCCOC3=CS2)=C1C1=CC=CC(C)=C1 ZUGBKCDIFFBUIC-SQNIBIBYSA-N 0.000 claims 1
- XOFVMXVHTUSPCP-QTEQDKRBSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2h-chromene-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3C=CCOC=3C=CC=2)=C1C1=CC=CC(C)=C1 XOFVMXVHTUSPCP-QTEQDKRBSA-N 0.000 claims 1
- PEALOQZNTJHOHY-DYXWJJEUSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3,4-dihydro-2h-1,4-benzoxazine-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3NCCOC=3C=CC=2)=C1C1=CC=CC(C)=C1 PEALOQZNTJHOHY-DYXWJJEUSA-N 0.000 claims 1
- PBTITHPDWJGISI-QTEQDKRBSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3,4-dihydro-2h-chromene-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCCOC=3C=CC=2)=C1C1=CC=CC(C)=C1 PBTITHPDWJGISI-QTEQDKRBSA-N 0.000 claims 1
- GCMSAOJERLBESS-GIWBLDEGSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3,4-dihydro-2h-chromene-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCCCC=3C=CC=2)=C1C1=CC=CC(C)=C1 GCMSAOJERLBESS-GIWBLDEGSA-N 0.000 claims 1
- SINYBNKIDPMQMD-GIVPXCGWSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3-(trifluoromethyl)benzamide Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(C)C=CC=1)C)NC(=O)C1=CC=CC(C(F)(F)F)=C1 SINYBNKIDPMQMD-GIVPXCGWSA-N 0.000 claims 1
- ATVUJFCDAHNQKA-IKGGRYGDSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-6-(trifluoromethyl)imidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N3C=CSC3=NC=2C(F)(F)F)=C1C1=CC=CC(C)=C1 ATVUJFCDAHNQKA-IKGGRYGDSA-N 0.000 claims 1
- YQDLDJGYDZSKNF-GIWBLDEGSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]isoquinoline-1-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3C=CN=2)=C1C1=CC=CC(C)=C1 YQDLDJGYDZSKNF-GIWBLDEGSA-N 0.000 claims 1
- TUYNRWXGOHLKKD-DPLHUUCSSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-2-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N=C3C=CC=CC3=CC=2)=C1C1=CC=CC(C)=C1 TUYNRWXGOHLKKD-DPLHUUCSSA-N 0.000 claims 1
- HKBPOHZBBPDWEE-GIWBLDEGSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=CC(C)=C1 HKBPOHZBBPDWEE-GIWBLDEGSA-N 0.000 claims 1
- FKOJPPYIJVVNNM-GUXCAODWSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-[2-(trifluoromethyl)phenyl]-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCCOC=3C=CC=2)=C1C1=CC=CC=C1C(F)(F)F FKOJPPYIJVVNNM-GUXCAODWSA-N 0.000 claims 1
- LRBPYXXOWQPIQY-CBQOVEMMSA-N n-[[(1s,3s,5s)-2-[2-methyl-5-[3-(trifluoromethyl)phenyl]-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=CC(C(F)(F)F)=C1 LRBPYXXOWQPIQY-CBQOVEMMSA-N 0.000 claims 1
- KJGPKBFNTWFXIY-WWMYMODYSA-N n-[[(1s,3s,5s)-2-[5-(2,3-dichlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=CC(Cl)=C1Cl KJGPKBFNTWFXIY-WWMYMODYSA-N 0.000 claims 1
- GFZBQTVLLBULSP-DPLHUUCSSA-N n-[[(1s,3s,5s)-2-[5-(2,3-dimethylphenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=CC(C)=C1C GFZBQTVLLBULSP-DPLHUUCSSA-N 0.000 claims 1
- RRLLDPBLZSIRIN-GJYPPUQNSA-N n-[[(1s,3s,5s)-2-[5-(3,4-dichlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]imidazo[1,2-a]pyridine-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N3C=CC=CC3=NC=2)=C1C1=CC=C(Cl)C(Cl)=C1 RRLLDPBLZSIRIN-GJYPPUQNSA-N 0.000 claims 1
- IRKPOWMQKJCWJT-FGSXEWAUSA-N n-[[(1s,3s,5s)-2-[5-(3,4-dichlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=C(Cl)C(Cl)=C1 IRKPOWMQKJCWJT-FGSXEWAUSA-N 0.000 claims 1
- RZISYTTYCMGRIV-XFQAVAEZSA-N n-[[(1s,3s,5s)-2-[5-(3,4-difluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=C(F)C(F)=C1 RZISYTTYCMGRIV-XFQAVAEZSA-N 0.000 claims 1
- AZDXLOMUOCNXEW-FGSXEWAUSA-N n-[[(1s,3s,5s)-2-[5-(3,4-difluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=C(F)C(F)=C1 AZDXLOMUOCNXEW-FGSXEWAUSA-N 0.000 claims 1
- GUKRKVDEZFQTSH-QTEQDKRBSA-N n-[[(1s,3s,5s)-2-[5-(3,4-dimethylphenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=C(C)C(C)=C1 GUKRKVDEZFQTSH-QTEQDKRBSA-N 0.000 claims 1
- KZQZKNMOTAMKQF-HKBOAZHASA-N n-[[(1s,3s,5s)-2-[5-(3,4-dimethylphenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]imidazo[1,2-a]pyridine-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N3C=CC=CC3=NC=2)=C1C1=CC=C(C)C(C)=C1 KZQZKNMOTAMKQF-HKBOAZHASA-N 0.000 claims 1
- QCPQDWCUHPQQOM-GPXNEJASSA-N n-[[(1s,3s,5s)-2-[5-(3,4-dimethylphenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=C(C)C(C)=C1 QCPQDWCUHPQQOM-GPXNEJASSA-N 0.000 claims 1
- YDFURXOYOVOKJD-SFLYRZDNSA-N n-[[(1s,3s,5s)-2-[5-(3,5-dimethylphenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC(C)=CC(C)=C1 YDFURXOYOVOKJD-SFLYRZDNSA-N 0.000 claims 1
- CQLPFPRIKGDNDD-SFLYRZDNSA-N n-[[(1s,3s,5s)-2-[5-(3-acetamidophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound CC(=O)NC1=CC=CC(C2=C(N=C(C)S2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1 CQLPFPRIKGDNDD-SFLYRZDNSA-N 0.000 claims 1
- FEPGFYIHJOPNSL-XFQAVAEZSA-N n-[[(1s,3s,5s)-2-[5-(3-bromo-4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=C(F)C(Br)=C1 FEPGFYIHJOPNSL-XFQAVAEZSA-N 0.000 claims 1
- JOHGJYPTRQGDGY-GJYPPUQNSA-N n-[[(1s,3s,5s)-2-[5-(3-bromo-4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]imidazo[1,2-a]pyridine-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N3C=CC=CC3=NC=2)=C1C1=CC=C(F)C(Br)=C1 JOHGJYPTRQGDGY-GJYPPUQNSA-N 0.000 claims 1
- VGUULUSLZKYWCG-LMNJBCLMSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound ClC1=CC=CC(C2=C(N=CS2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1 VGUULUSLZKYWCG-LMNJBCLMSA-N 0.000 claims 1
- ZUEMLXNMUXNLOR-NEWSRXKRSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-ethoxy-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]imidazo[1,2-a]pyridine-3-carboxamide Chemical compound S1C(OCC)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N3C=CC=CC3=NC=2)=C1C1=CC=CC(Cl)=C1 ZUEMLXNMUXNLOR-NEWSRXKRSA-N 0.000 claims 1
- KULMNBBOQJYNOV-RFWXGWTQSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1,2-dimethylindole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3N(C)C=2C)=C1C1=CC=CC(Cl)=C1 KULMNBBOQJYNOV-RFWXGWTQSA-N 0.000 claims 1
- MZVIWUMTFZWTSC-KPFFTGBYSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1-ethyl-3-methylpyrazole-4-carboxamide Chemical compound CC1=NN(CC)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(Cl)C=CC=2)[C@H]2C[C@H]2C1 MZVIWUMTFZWTSC-KPFFTGBYSA-N 0.000 claims 1
- DLOVGCVIGXHUNF-SYNHAJSKSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1h-indazole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3NN=2)=C1C1=CC=CC(Cl)=C1 DLOVGCVIGXHUNF-SYNHAJSKSA-N 0.000 claims 1
- YIXBQPFPRXJUDG-NRJQMVOHSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1h-indole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3NC=2)=C1C1=CC=CC(Cl)=C1 YIXBQPFPRXJUDG-NRJQMVOHSA-N 0.000 claims 1
- ZHSWDDMSCPEKSE-KPFFTGBYSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCCOC=3C=CC=2)=C1C1=CC=CC(Cl)=C1 ZHSWDDMSCPEKSE-KPFFTGBYSA-N 0.000 claims 1
- PJJFOLAESAPRLI-MMOPVJDHSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=CC(Cl)=C1 PJJFOLAESAPRLI-MMOPVJDHSA-N 0.000 claims 1
- ZWCAZXXGONPGFK-PVAVHDDUSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C2=C3OCCOC3=CS2)=C1C1=CC=CC(Cl)=C1 ZWCAZXXGONPGFK-PVAVHDDUSA-N 0.000 claims 1
- YPFFTZMAJGPYGI-NJAFHUGGSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-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@H]2C[C@H]2C1 YPFFTZMAJGPYGI-NJAFHUGGSA-N 0.000 claims 1
- KBSSVCYUMROVTM-NEWSRXKRSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-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@H]2C[C@H]2C1 KBSSVCYUMROVTM-NEWSRXKRSA-N 0.000 claims 1
- WWIBMKSHGULDKS-UXPWSPDFSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3-(trifluoromethyl)benzamide Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(Cl)C=CC=1)C)NC(=O)C1=CC=CC(C(F)(F)F)=C1 WWIBMKSHGULDKS-UXPWSPDFSA-N 0.000 claims 1
- CCEVMRIFKIBBST-LMNJBCLMSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3-methoxybenzamide Chemical compound COC1=CC=CC(C(=O)NC[C@H]2N([C@H]3C[C@H]3C2)C(=O)C2=C(SC(C)=N2)C=2C=C(Cl)C=CC=2)=C1 CCEVMRIFKIBBST-LMNJBCLMSA-N 0.000 claims 1
- WVEYOGBDDMVQGW-NJAFHUGGSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-3-methylimidazo[2,1-b][1,3]thiazole-2-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C2=C(N3C=CN=C3S2)C)=C1C1=CC=CC(Cl)=C1 WVEYOGBDDMVQGW-NJAFHUGGSA-N 0.000 claims 1
- AQHMWVQEGIXGRB-AGHHOFFYSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-5-fluoro-1-methylindole-2-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N(C3=CC=C(F)C=C3C=2)C)=C1C1=CC=CC(Cl)=C1 AQHMWVQEGIXGRB-AGHHOFFYSA-N 0.000 claims 1
- ABAFUSICQAJYHX-JJXUHFIVSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-6-fluoro-4h-1,3-benzodioxine-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCOCC=3C=C(F)C=2)=C1C1=CC=CC(Cl)=C1 ABAFUSICQAJYHX-JJXUHFIVSA-N 0.000 claims 1
- AMRUTJGNGLZLAU-NEWSRXKRSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]imidazo[1,2-a]pyridine-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N3C=CC=CC3=NC=2)=C1C1=CC=CC(Cl)=C1 AMRUTJGNGLZLAU-NEWSRXKRSA-N 0.000 claims 1
- PYLPTCXZFSJPBQ-CBQOVEMMSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]isoquinoline-1-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3C=CN=2)=C1C1=CC=CC(Cl)=C1 PYLPTCXZFSJPBQ-CBQOVEMMSA-N 0.000 claims 1
- LMXRJZBZNFHGQO-RFWXGWTQSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-2-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N=C3C=CC=CC3=CC=2)=C1C1=CC=CC(Cl)=C1 LMXRJZBZNFHGQO-RFWXGWTQSA-N 0.000 claims 1
- NUEKDPUEOHJGRL-CBQOVEMMSA-N n-[[(1s,3s,5s)-2-[5-(3-chlorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=CC(Cl)=C1 NUEKDPUEOHJGRL-CBQOVEMMSA-N 0.000 claims 1
- TVEAFQUZIZCOLS-JLHGSKIFSA-N n-[[(1s,3s,5s)-2-[5-(3-fluoro-2-methylphenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=CC(F)=C1C TVEAFQUZIZCOLS-JLHGSKIFSA-N 0.000 claims 1
- FAELKWNVFKPZTI-AYBZRNKSSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1,2,3-benzothiadiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=C3N=NSC3=CC=2)=C1C1=CC=CC(F)=C1 FAELKWNVFKPZTI-AYBZRNKSSA-N 0.000 claims 1
- NWDDGUMPWCBBKH-RFWXGWTQSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1,2-dimethylindole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3N(C)C=2C)=C1C1=CC=CC(F)=C1 NWDDGUMPWCBBKH-RFWXGWTQSA-N 0.000 claims 1
- RUNJGURNLBVIFZ-AYBZRNKSSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1,3-benzodioxole-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCOC=3C=CC=2)=C1C1=CC=CC(F)=C1 RUNJGURNLBVIFZ-AYBZRNKSSA-N 0.000 claims 1
- IXZDFZYIRMITCC-MMOPVJDHSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3C=COC=3C=CC=2)=C1C1=CC=CC(F)=C1 IXZDFZYIRMITCC-MMOPVJDHSA-N 0.000 claims 1
- ZWPHKCYSAULFQP-KMFMINBZSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1-methyl-5-(trifluoromethyl)pyrazole-4-carboxamide Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(F)C=CC=1)C)NC(=O)C=1C=NN(C)C=1C(F)(F)F ZWPHKCYSAULFQP-KMFMINBZSA-N 0.000 claims 1
- GPEXRUVIDUNSOK-FHJLPGHOSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1-methylindole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3N(C)C=2)=C1C1=CC=CC(F)=C1 GPEXRUVIDUNSOK-FHJLPGHOSA-N 0.000 claims 1
- ZAKYHOCPQDNYNQ-SYNHAJSKSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1h-indazole-3-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3NN=2)=C1C1=CC=CC(F)=C1 ZAKYHOCPQDNYNQ-SYNHAJSKSA-N 0.000 claims 1
- RANNBCIGXQEKKB-CBQOVEMMSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,2-dimethyl-3h-1-benzofuran-7-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OC(C)(C)CC=3C=CC=2)=C1C1=CC=CC(F)=C1 RANNBCIGXQEKKB-CBQOVEMMSA-N 0.000 claims 1
- OCWKZYWPKWZHHI-KPFFTGBYSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCCOC=3C=CC=2)=C1C1=CC=CC(F)=C1 OCWKZYWPKWZHHI-KPFFTGBYSA-N 0.000 claims 1
- IRSZGAWQARVDBB-MMOPVJDHSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=CC(F)=C1 IRSZGAWQARVDBB-MMOPVJDHSA-N 0.000 claims 1
- LFQJYLUTKWNOSL-NJAFHUGGSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-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(F)C=CC=2)[C@H]2C[C@H]2C1 LFQJYLUTKWNOSL-NJAFHUGGSA-N 0.000 claims 1
- HDTURWYGRJKUDY-NJAFHUGGSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N3C=CSC3=NC=2C)=C1C1=CC=CC(F)=C1 HDTURWYGRJKUDY-NJAFHUGGSA-N 0.000 claims 1
- YADRBPJUUYWGHU-PVAVHDDUSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]imidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N3C=CSC3=NC=2)=C1C1=CC=CC(F)=C1 YADRBPJUUYWGHU-PVAVHDDUSA-N 0.000 claims 1
- LZOWHENTMXNRQV-CBQOVEMMSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]isoquinoline-1-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3C=CN=2)=C1C1=CC=CC(F)=C1 LZOWHENTMXNRQV-CBQOVEMMSA-N 0.000 claims 1
- LUJFBPBYVPGEBN-RFWXGWTQSA-N n-[[(1s,3s,5s)-2-[5-(3-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-2-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N=C3C=CC=CC3=CC=2)=C1C1=CC=CC(F)=C1 LUJFBPBYVPGEBN-RFWXGWTQSA-N 0.000 claims 1
- ONUYRECGXUHPRC-WWMYMODYSA-N n-[[(1s,3s,5s)-2-[5-(3-methoxyphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=CS2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1 ONUYRECGXUHPRC-WWMYMODYSA-N 0.000 claims 1
- NGDBKIOPOHHUDP-DXIQSLLYSA-N n-[[(1s,3s,5s)-2-[5-(3-methoxyphenyl)-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound COC1=CC=CC(C2=C(N=CS2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1 NGDBKIOPOHHUDP-DXIQSLLYSA-N 0.000 claims 1
- PXUCQWLVQLBNHW-MMOPVJDHSA-N n-[[(1s,3s,5s)-2-[5-(4-bromophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=C(Br)C=C1 PXUCQWLVQLBNHW-MMOPVJDHSA-N 0.000 claims 1
- PPHGLFPIIJAYAF-CBQOVEMMSA-N n-[[(1s,3s,5s)-2-[5-(4-bromophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=C(Br)C=C1 PPHGLFPIIJAYAF-CBQOVEMMSA-N 0.000 claims 1
- XPTLYHMSWYFQEP-MMOPVJDHSA-N n-[[(1s,3s,5s)-2-[5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3C=COC=3C=CC=2)=C1C1=CC=C(F)C=C1 XPTLYHMSWYFQEP-MMOPVJDHSA-N 0.000 claims 1
- AZHMNKZIDLMFPF-KPFFTGBYSA-N n-[[(1s,3s,5s)-2-[5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCCOC=3C=CC=2)=C1C1=CC=C(F)C=C1 AZHMNKZIDLMFPF-KPFFTGBYSA-N 0.000 claims 1
- QKZBDFUUEJARFX-MMOPVJDHSA-N n-[[(1s,3s,5s)-2-[5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3CCOC=3C=CC=2)=C1C1=CC=C(F)C=C1 QKZBDFUUEJARFX-MMOPVJDHSA-N 0.000 claims 1
- DKKXPZIUGBKRPG-NJAFHUGGSA-N n-[[(1s,3s,5s)-2-[5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N3C=CSC3=NC=2C)=C1C1=CC=C(F)C=C1 DKKXPZIUGBKRPG-NJAFHUGGSA-N 0.000 claims 1
- BCXPFLWKUBVZJM-CBQOVEMMSA-N n-[[(1s,3s,5s)-2-[5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=C(F)C=C1 BCXPFLWKUBVZJM-CBQOVEMMSA-N 0.000 claims 1
- JUBVRLXHQKTHJC-UWVAXJGDSA-N n-[[(1s,3s,5s)-2-[5-(4-methoxyphenyl)-1,3-oxazole-4-carbonyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound C1=CC(OC)=CC=C1C1=C(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCCOC=3C=CC=2)N=CO1 JUBVRLXHQKTHJC-UWVAXJGDSA-N 0.000 claims 1
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- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 108060005714 orexin Proteins 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 208000019906 panic disease Diseases 0.000 claims 1
- 208000033300 perinatal asphyxia Diseases 0.000 claims 1
- 208000030062 persistent idiopathic facial pain Diseases 0.000 claims 1
- 208000022821 personality disease Diseases 0.000 claims 1
- 208000020351 pituitary gland basophil adenoma Diseases 0.000 claims 1
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- 201000009395 primary hyperaldosteronism Diseases 0.000 claims 1
- 208000030153 prolactin-producing pituitary gland adenoma Diseases 0.000 claims 1
- 230000001107 psychogenic effect Effects 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 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 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
- 230000004044 response Effects 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
- 210000001732 sebaceous gland Anatomy 0.000 claims 1
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- 231100000331 toxic Toxicity 0.000 claims 1
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Classifications
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- C07—ORGANIC CHEMISTRY
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- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
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- 2007-12-27 CL CL200703827A patent/CL2007003827A1/es unknown
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- 2007-12-28 DK DK07859531.1T patent/DK2094690T3/da active
- 2007-12-28 CN CN2007800483236A patent/CN101568536B/zh not_active Expired - Fee Related
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