JP2010514751A5

JP2010514751A5 -

Download PDF

Info

Publication number: JP2010514751A5
Authority: JP; Japan
Prior art keywords: aza; bicyclo; thiazole; hex; ylmethyl
Prior art date: 2007-12-28
Legal status : Pending

Application number

JP2009543566A

Other languages

English (en)

Japanese (ja)

Other versions

JP2010514751A (ja

Filing date

2007-12-28

Publication date

2011-02-17

2007-12-28 Application filed filed Critical

2007-12-28 Priority claimed from PCT/IB2007/055326 external-priority patent/WO2008081399A2/en

2010-05-06 Publication of JP2010514751A publication Critical patent/JP2010514751A/ja

2011-02-17 Publication of JP2010514751A5 publication Critical patent/JP2010514751A5/ja

Status Pending legal-status Critical Current

Links

-1 2,3-dihydro-benzofuranyl- Chemical group 0.000 claims 53
125000001424 substituent group Chemical group 0.000 claims 22
150000001875 compounds Chemical class 0.000 claims 20
125000000217 alkyl group Chemical group 0.000 claims 16
125000000623 heterocyclic group Chemical group 0.000 claims 14
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 12
125000003118 aryl group Chemical group 0.000 claims 10
229910052736 halogen Inorganic materials 0.000 claims 10
150000002367 halogens Chemical class 0.000 claims 10
208000035475 disorder Diseases 0.000 claims 9
208000002193 Pain Diseases 0.000 claims 8
150000003839 salts Chemical class 0.000 claims 8
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 7
QRDZFPUVLYEQTA-UHFFFAOYSA-N quinoline-8-carboxylic acid Chemical compound C1=CN=C2C(C(=O)O)=CC=CC2=C1 QRDZFPUVLYEQTA-UHFFFAOYSA-N 0.000 claims 7
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 7
230000036407 pain Effects 0.000 claims 6
208000011580 syndromic disease Diseases 0.000 claims 6
125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 5
125000003545 alkoxy group Chemical group 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
230000004064 dysfunction Effects 0.000 claims 4
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 4
208000020016 psychiatric disease Diseases 0.000 claims 4
208000019901 Anxiety disease Diseases 0.000 claims 3
206010010904 Convulsion Diseases 0.000 claims 3
201000010099 disease Diseases 0.000 claims 3
239000003814 drug Substances 0.000 claims 3
208000004296 neuralgia Diseases 0.000 claims 3
201000000980 schizophrenia Diseases 0.000 claims 3
230000001568 sexual effect Effects 0.000 claims 3
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 2
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
125000000850 2H-chromenyl group Chemical group O1C(C=CC2=CC=CC=C12)* 0.000 claims 2
IJEUISLJVBUNRE-UHFFFAOYSA-N 3,5-dimethyl-1,2-oxazole-4-carboxylic acid Chemical compound CC1=NOC(C)=C1C(O)=O IJEUISLJVBUNRE-UHFFFAOYSA-N 0.000 claims 2
125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 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
208000024827 Alzheimer disease Diseases 0.000 claims 2
208000000044 Amnesia Diseases 0.000 claims 2
208000031091 Amnestic disease Diseases 0.000 claims 2
206010002091 Anaesthesia Diseases 0.000 claims 2
208000024172 Cardiovascular disease Diseases 0.000 claims 2
208000019888 Circadian rhythm sleep disease Diseases 0.000 claims 2
208000012661 Dyskinesia Diseases 0.000 claims 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
208000004454 Hyperalgesia Diseases 0.000 claims 2
208000012902 Nervous system disease Diseases 0.000 claims 2
208000025966 Neurological disease Diseases 0.000 claims 2
208000028017 Psychotic disease Diseases 0.000 claims 2
208000013738 Sleep Initiation and Maintenance disease Diseases 0.000 claims 2
206010046543 Urinary incontinence Diseases 0.000 claims 2
206010047700 Vomiting Diseases 0.000 claims 2
230000032683 aging Effects 0.000 claims 2
125000000304 alkynyl group Chemical group 0.000 claims 2
230000006986 amnesia Effects 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
125000000753 cycloalkyl group Chemical group 0.000 claims 2
230000035622 drinking Effects 0.000 claims 2
235000021271 drinking Nutrition 0.000 claims 2
235000005686 eating Nutrition 0.000 claims 2
206010015037 epilepsy Diseases 0.000 claims 2
229910052739 hydrogen Inorganic materials 0.000 claims 2
239000001257 hydrogen Substances 0.000 claims 2
230000002267 hypothalamic effect Effects 0.000 claims 2
KMAKOBLIOCQGJP-UHFFFAOYSA-N indole-3-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CNC2=C1 KMAKOBLIOCQGJP-UHFFFAOYSA-N 0.000 claims 2
206010022437 insomnia Diseases 0.000 claims 2
230000000302 ischemic effect Effects 0.000 claims 2
238000004519 manufacturing process Methods 0.000 claims 2
230000003340 mental effect Effects 0.000 claims 2
208000021722 neuropathic pain Diseases 0.000 claims 2
201000001119 neuropathy Diseases 0.000 claims 2
230000007823 neuropathy Effects 0.000 claims 2
208000033808 peripheral neuropathy Diseases 0.000 claims 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
229940001470 psychoactive drug Drugs 0.000 claims 2
239000004089 psychotropic agent Substances 0.000 claims 2
230000001850 reproductive effect Effects 0.000 claims 2
230000008673 vomiting Effects 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
XBFRQODQXBMILB-UHFFFAOYSA-N 1,3-benzothiazole-4-carboxylic acid Chemical compound OC(=O)C1=CC=CC2=C1N=CS2 XBFRQODQXBMILB-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
JHTQTAYWCUAENJ-UHFFFAOYSA-N 1,3-benzoxazole-7-carboxylic acid Chemical compound OC(=O)C1=CC=CC2=C1OC=N2 JHTQTAYWCUAENJ-UHFFFAOYSA-N 0.000 claims 1
LJPSRTWIAXVPIS-UHFFFAOYSA-N 1-benzothiophene-7-carboxylic acid Chemical compound OC(=O)C1=CC=CC2=C1SC=C2 LJPSRTWIAXVPIS-UHFFFAOYSA-N 0.000 claims 1
DTJLXXLXQPOQBZ-UHFFFAOYSA-N 1-ethyl-3-methylpyrazole-4-carboxylic acid Chemical compound CCN1C=C(C(O)=O)C(C)=N1 DTJLXXLXQPOQBZ-UHFFFAOYSA-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
BHXVYTQDWMQVBI-UHFFFAOYSA-N 1h-indazole-3-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=NNC2=C1 BHXVYTQDWMQVBI-UHFFFAOYSA-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
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
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
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
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
QMVZMKJWEQFJDP-UHFFFAOYSA-N 2h-chromene-5-carboxylic acid Chemical compound O1CC=CC2=C1C=CC=C2C(=O)O QMVZMKJWEQFJDP-UHFFFAOYSA-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
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
125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 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
OYOMMXTUBZYEGS-UHFFFAOYSA-N 3-methylimidazo[2,1-b][1,3]thiazole-5-carboxylic acid Chemical compound C1=C(C(O)=O)N2C(C)=CSC2=N1 OYOMMXTUBZYEGS-UHFFFAOYSA-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
SNISEKWZQSWMSM-AABGKKOBSA-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]pyrrolo[2,1-b][1,3]thiazole-7-carboxamide Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C2=C3SC=CN3C=C2C)=C1C1=CC=CC(C)=C1 SNISEKWZQSWMSM-AABGKKOBSA-N 0.000 claims 1
GVOZOHSZUJYIQL-UHFFFAOYSA-N 7-chloro-1-benzofuran-4-carboxylic acid Chemical compound OC(=O)C1=CC=C(Cl)C2=C1C=CO2 GVOZOHSZUJYIQL-UHFFFAOYSA-N 0.000 claims 1
VFCOHQGGTMMONH-ZZGJPJSFSA-N 7-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]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound N1([C@H]2C[C@H]2C[C@H]1CNC(=O)C1=CC=C(Cl)C2=C1CC(O2)OC)C(=O)C=1N=C(C)SC=1C1=CC=CC(C)=C1 VFCOHQGGTMMONH-ZZGJPJSFSA-N 0.000 claims 1
KELIAGSOLXPTAY-UHFFFAOYSA-N 7-fluoro-1-benzofuran-4-carboxylic acid Chemical compound OC(=O)C1=CC=C(F)C2=C1C=CO2 KELIAGSOLXPTAY-UHFFFAOYSA-N 0.000 claims 1
OPXMVZLSLQAXPQ-MMOPVJDHSA-N 7-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=C(F)C=CC=C3C=2)=C1C1=CC=CC(F)=C1 OPXMVZLSLQAXPQ-MMOPVJDHSA-N 0.000 claims 1
206010000599 Acromegaly Diseases 0.000 claims 1
208000003200 Adenoma Diseases 0.000 claims 1
206010001233 Adenoma benign Diseases 0.000 claims 1
208000007848 Alcoholism Diseases 0.000 claims 1
201000000736 Amenorrhea Diseases 0.000 claims 1
206010001928 Amenorrhoea Diseases 0.000 claims 1
206010002383 Angina Pectoris Diseases 0.000 claims 1
208000008035 Back Pain Diseases 0.000 claims 1
206010004446 Benign prostatic hyperplasia Diseases 0.000 claims 1
208000020925 Bipolar disease Diseases 0.000 claims 1
208000002381 Brain Hypoxia Diseases 0.000 claims 1
208000003174 Brain Neoplasms Diseases 0.000 claims 1
206010006187 Breast cancer Diseases 0.000 claims 1
208000026310 Breast neoplasm Diseases 0.000 claims 1
206010007556 Cardiac failure acute Diseases 0.000 claims 1
206010007559 Cardiac failure congestive Diseases 0.000 claims 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
206010008874 Chronic Fatigue Syndrome Diseases 0.000 claims 1
208000017164 Chronobiology disease Diseases 0.000 claims 1
206010009944 Colon cancer Diseases 0.000 claims 1
208000019736 Cranial nerve disease Diseases 0.000 claims 1
208000020406 Creutzfeldt Jacob disease Diseases 0.000 claims 1
208000003407 Creutzfeldt-Jakob Syndrome Diseases 0.000 claims 1
208000010859 Creutzfeldt-Jakob disease Diseases 0.000 claims 1
208000014311 Cushing syndrome Diseases 0.000 claims 1
206010011878 Deafness Diseases 0.000 claims 1
206010012218 Delirium Diseases 0.000 claims 1
206010012289 Dementia Diseases 0.000 claims 1
208000016192 Demyelinating disease Diseases 0.000 claims 1
201000004624 Dermatitis Diseases 0.000 claims 1
208000032131 Diabetic Neuropathies Diseases 0.000 claims 1
208000025967 Dissociative Identity disease Diseases 0.000 claims 1
206010013883 Dwarfism Diseases 0.000 claims 1
208000032928 Dyslipidaemia Diseases 0.000 claims 1
208000030814 Eating disease Diseases 0.000 claims 1
206010014733 Endometrial cancer Diseases 0.000 claims 1
206010014759 Endometrial neoplasm Diseases 0.000 claims 1
208000020564 Eye injury Diseases 0.000 claims 1
208000002091 Febrile Seizures Diseases 0.000 claims 1
208000019454 Feeding and Eating disease Diseases 0.000 claims 1
208000011688 Generalised anxiety disease Diseases 0.000 claims 1
201000005569 Gout Diseases 0.000 claims 1
206010019233 Headaches Diseases 0.000 claims 1
206010019280 Heart failures Diseases 0.000 claims 1
208000032843 Hemorrhage Diseases 0.000 claims 1
208000016988 Hemorrhagic Stroke Diseases 0.000 claims 1
208000035154 Hyperesthesia Diseases 0.000 claims 1
208000031226 Hyperlipidaemia Diseases 0.000 claims 1
206010020751 Hypersensitivity Diseases 0.000 claims 1
206010020843 Hyperthermia Diseases 0.000 claims 1
206010058359 Hypogonadism Diseases 0.000 claims 1
208000001953 Hypotension Diseases 0.000 claims 1
208000028482 Hypothalamic disease Diseases 0.000 claims 1
206010070511 Hypoxic-ischaemic encephalopathy Diseases 0.000 claims 1
206010022489 Insulin Resistance Diseases 0.000 claims 1
201000006347 Intellectual Disability Diseases 0.000 claims 1
208000032382 Ischaemic stroke Diseases 0.000 claims 1
208000001456 Jet Lag Syndrome Diseases 0.000 claims 1
208000008839 Kidney Neoplasms Diseases 0.000 claims 1
208000007177 Left Ventricular Hypertrophy Diseases 0.000 claims 1
201000006792 Lennox-Gastaut syndrome Diseases 0.000 claims 1
208000017170 Lipid metabolism disease Diseases 0.000 claims 1
208000019695 Migraine disease Diseases 0.000 claims 1
206010061296 Motor dysfunction Diseases 0.000 claims 1
208000016285 Movement disease Diseases 0.000 claims 1
208000008238 Muscle Spasticity Diseases 0.000 claims 1
208000029578 Muscle disease Diseases 0.000 claims 1
206010028813 Nausea Diseases 0.000 claims 1
NNXMEKCQTGLZKA-JQSLRTAOSA-N O1CCC=2C1=CC=CC2C(=O)O.CC=2C=C(C=C(C2)C)C2=C(N=C(S2)C)C(=O)N2[C@H]1C[C@H]1C[C@H]2CNC(=O)C=2C=CC=C1C2CCO1 Chemical compound O1CCC=2C1=CC=CC2C(=O)O.CC=2C=C(C=C(C2)C)C2=C(N=C(S2)C)C(=O)N2[C@H]1C[C@H]1C[C@H]2CNC(=O)C=2C=CC=C1C2CCO1 NNXMEKCQTGLZKA-JQSLRTAOSA-N 0.000 claims 1
208000021384 Obsessive-Compulsive disease Diseases 0.000 claims 1
102000002512 Orexin Human genes 0.000 claims 1
208000001132 Osteoporosis Diseases 0.000 claims 1
206010033664 Panic attack Diseases 0.000 claims 1
208000006199 Parasomnias Diseases 0.000 claims 1
208000018737 Parkinson disease Diseases 0.000 claims 1
206010034759 Petit mal epilepsy Diseases 0.000 claims 1
206010034918 Phobic avoidance Diseases 0.000 claims 1
208000014993 Pituitary disease Diseases 0.000 claims 1
208000004550 Postoperative Pain Diseases 0.000 claims 1
206010036832 Prolactinoma Diseases 0.000 claims 1
206010060862 Prostate cancer Diseases 0.000 claims 1
208000004403 Prostatic Hyperplasia Diseases 0.000 claims 1
208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
208000006262 Psychological Sexual Dysfunctions Diseases 0.000 claims 1
206010037660 Pyrexia Diseases 0.000 claims 1
206010038389 Renal cancer Diseases 0.000 claims 1
208000005793 Restless legs syndrome Diseases 0.000 claims 1
208000017442 Retinal disease Diseases 0.000 claims 1
206010038923 Retinopathy Diseases 0.000 claims 1
208000027520 Somatoform disease Diseases 0.000 claims 1
208000029033 Spinal Cord disease Diseases 0.000 claims 1
208000007107 Stomach Ulcer Diseases 0.000 claims 1
208000032851 Subarachnoid Hemorrhage Diseases 0.000 claims 1
208000007271 Substance Withdrawal Syndrome Diseases 0.000 claims 1
208000025371 Taste disease Diseases 0.000 claims 1
208000011622 Testicular disease Diseases 0.000 claims 1
208000009205 Tinnitus Diseases 0.000 claims 1
206010044565 Tremor Diseases 0.000 claims 1
206010046555 Urinary retention Diseases 0.000 claims 1
201000004810 Vascular dementia Diseases 0.000 claims 1
PLQHTLOAZNLRAD-NRUUGDAUSA-N [(1S,3S,5S)-3-(aminomethyl)-2-azabicyclo[3.1.0]hexan-2-yl]-[5-(2,3-dichlorophenyl)-2-methyl-1,3-thiazol-4-yl]methanone Chemical compound S1C(C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CN)=C1C1=CC=CC(Cl)=C1Cl PLQHTLOAZNLRAD-NRUUGDAUSA-N 0.000 claims 1
OCPFLHDEAUPJKB-SQNIBIBYSA-N [(1s,3s,5s)-3-[[(4,6-dimethoxypyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-[2-methyl-5-(3-methylphenyl)-1,3-thiazol-4-yl]methanone Chemical compound COC1=CC(OC)=NC(NC[C@H]2N([C@H]3C[C@H]3C2)C(=O)C2=C(SC(C)=N2)C=2C=C(C)C=CC=2)=N1 OCPFLHDEAUPJKB-SQNIBIBYSA-N 0.000 claims 1
MVPBEYORUDQRHJ-NJAFHUGGSA-N [(1s,3s,5s)-3-[[(5-bromopyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-(2-cyclopropyl-5-phenyl-1,3-thiazol-4-yl)methanone Chemical compound N1=CC(Br)=CN=C1NC[C@H]1N(C(=O)C2=C(SC(=N2)C2CC2)C=2C=CC=CC=2)[C@H]2C[C@H]2C1 MVPBEYORUDQRHJ-NJAFHUGGSA-N 0.000 claims 1
VXSMUGJLHVKIPB-PVAVHDDUSA-N [(1s,3s,5s)-3-[[(5-bromopyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-(2-methyl-5-phenyl-1,3-thiazol-4-yl)methanone Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=CC=CC=1)C)NC1=NC=C(Br)C=N1 VXSMUGJLHVKIPB-PVAVHDDUSA-N 0.000 claims 1
JJYPMUVMTCCHFA-NJAFHUGGSA-N [(1s,3s,5s)-3-[[(5-bromopyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-[2-methyl-5-(3-methylphenyl)-1,3-thiazol-4-yl]methanone 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(Br)C=N1 JJYPMUVMTCCHFA-NJAFHUGGSA-N 0.000 claims 1
WSLKOLMTAAYPMR-COXVUDFISA-N [(1s,3s,5s)-3-[[(5-bromopyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-[2-methyl-5-[3-(trifluoromethyl)phenyl]-1,3-thiazol-4-yl]methanone Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(C=CC=1)C(F)(F)F)C)NC1=NC=C(Br)C=N1 WSLKOLMTAAYPMR-COXVUDFISA-N 0.000 claims 1
UTIODKKMBCLUHW-IFIJOSMWSA-N [(1s,3s,5s)-3-[[(5-bromopyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-[5-(3,4-dichlorophenyl)-2-methyl-1,3-thiazol-4-yl]methanone Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(Cl)C(Cl)=CC=1)C)NC1=NC=C(Br)C=N1 UTIODKKMBCLUHW-IFIJOSMWSA-N 0.000 claims 1
BEXLHINYFZDODT-IFIJOSMWSA-N [(1s,3s,5s)-3-[[(5-bromopyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-[5-(3,4-difluorophenyl)-2-methyl-1,3-thiazol-4-yl]methanone Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(F)C(F)=CC=1)C)NC1=NC=C(Br)C=N1 BEXLHINYFZDODT-IFIJOSMWSA-N 0.000 claims 1
ZWCXIYNPZUPTJW-NEWSRXKRSA-N [(1s,3s,5s)-3-[[(5-bromopyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-[5-(3,4-dimethylphenyl)-2-methyl-1,3-thiazol-4-yl]methanone Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(C)C(C)=CC=1)C)NC1=NC=C(Br)C=N1 ZWCXIYNPZUPTJW-NEWSRXKRSA-N 0.000 claims 1
MNKSTPMLQGTDKD-MNEFBYGVSA-N [(1s,3s,5s)-3-[[(5-bromopyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-[5-(3,5-dimethylphenyl)-2-methyl-1,3-thiazol-4-yl]methanone Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(C)C=C(C)C=1)C)NC1=NC=C(Br)C=N1 MNKSTPMLQGTDKD-MNEFBYGVSA-N 0.000 claims 1
BVRLEKPFIWDGBN-KCXAZCMYSA-N [(1s,3s,5s)-3-[[(5-bromopyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-[5-(3-chlorophenyl)-1,3-thiazol-4-yl]methanone Chemical compound ClC1=CC=CC(C2=C(N=CS2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC=2N=CC(Br)=CN=2)=C1 BVRLEKPFIWDGBN-KCXAZCMYSA-N 0.000 claims 1
NODAGFGTEXFBBV-COXVUDFISA-N [(1s,3s,5s)-3-[[(5-bromopyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-[5-(3-chlorophenyl)-2-methyl-1,3-thiazol-4-yl]methanone 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)NC1=NC=C(Br)C=N1 NODAGFGTEXFBBV-COXVUDFISA-N 0.000 claims 1
ULTVXVJJYMVKKB-HFTRVMKXSA-N [(1s,3s,5s)-3-[[(5-bromopyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-[5-(3-fluoro-4-methylphenyl)-2-methyl-1,3-thiazol-4-yl]methanone Chemical compound C([C@@H]1C[C@@H]2C[C@@H]2N1C(=O)C=1N=C(SC=1C=1C=C(F)C(C)=CC=1)C)NC1=NC=C(Br)C=N1 ULTVXVJJYMVKKB-HFTRVMKXSA-N 0.000 claims 1
IHCDQMGOFLPHAI-KMFMINBZSA-N [(1s,3s,5s)-3-[[(5-bromopyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-[5-(3-methoxyphenyl)-1,3-thiazol-4-yl]methanone Chemical compound COC1=CC=CC(C2=C(N=CS2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC=2N=CC(Br)=CN=2)=C1 IHCDQMGOFLPHAI-KMFMINBZSA-N 0.000 claims 1
VIRNIFNUAHJGFC-AABGKKOBSA-N [(1s,3s,5s)-3-[[(5-ethylpyrimidin-2-yl)amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]-[2-methyl-5-(3-methylphenyl)-1,3-thiazol-4-yl]methanone Chemical compound N1=CC(CC)=CN=C1NC[C@H]1N(C(=O)C2=C(SC(C)=N2)C=2C=C(C)C=CC=2)[C@H]2C[C@H]2C1 VIRNIFNUAHJGFC-AABGKKOBSA-N 0.000 claims 1
BYJKDVRXONVAPA-IKGGRYGDSA-N [2-methyl-5-(3-methylphenyl)-1,3-thiazol-4-yl]-[(1s,3s,5s)-3-[[[4-(trifluoromethyl)pyrimidin-2-yl]amino]methyl]-2-azabicyclo[3.1.0]hexan-2-yl]methanone 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=CC(C(F)(F)F)=N1 BYJKDVRXONVAPA-IKGGRYGDSA-N 0.000 claims 1
230000002159 abnormal effect Effects 0.000 claims 1
230000005856 abnormality Effects 0.000 claims 1
208000028311 absence seizure Diseases 0.000 claims 1
239000002253 acid Substances 0.000 claims 1
206010000496 acne Diseases 0.000 claims 1
230000001154 acute effect Effects 0.000 claims 1
208000005298 acute pain Diseases 0.000 claims 1
208000012826 adjustment disease Diseases 0.000 claims 1
230000001919 adrenal effect Effects 0.000 claims 1
201000007930 alcohol dependence Diseases 0.000 claims 1
125000004414 alkyl thio group Chemical group 0.000 claims 1
208000026935 allergic disease Diseases 0.000 claims 1
230000007815 allergy Effects 0.000 claims 1
206010053552 allodynia Diseases 0.000 claims 1
231100000540 amenorrhea Toxicity 0.000 claims 1
206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 1
230000036592 analgesia Effects 0.000 claims 1
230000036506 anxiety Effects 0.000 claims 1
230000036528 appetite Effects 0.000 claims 1
235000019789 appetite Nutrition 0.000 claims 1
230000006793 arrhythmia Effects 0.000 claims 1
206010003119 arrhythmia Diseases 0.000 claims 1
230000002917 arthritic effect Effects 0.000 claims 1
208000006673 asthma Diseases 0.000 claims 1
125000004603 benzisoxazolyl group Chemical group O1N=C(C2=C1C=CC=C2)* 0.000 claims 1
125000005605 benzo group Chemical group 0.000 claims 1
125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 1
125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 1
125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims 1
208000028683 bipolar I disease Diseases 0.000 claims 1
230000000740 bleeding effect Effects 0.000 claims 1
208000026106 cerebrovascular disease Diseases 0.000 claims 1
238000002512 chemotherapy Methods 0.000 claims 1
229910052801 chlorine Inorganic materials 0.000 claims 1
239000000460 chlorine Substances 0.000 claims 1
208000020832 chronic kidney disease Diseases 0.000 claims 1
208000022831 chronic renal failure syndrome Diseases 0.000 claims 1
208000029742 colonic neoplasm Diseases 0.000 claims 1
208000029078 coronary artery disease Diseases 0.000 claims 1
208000014826 cranial nerve neuropathy Diseases 0.000 claims 1
125000004093 cyano group Chemical group *C#N 0.000 claims 1
208000031513 cyst Diseases 0.000 claims 1
206010012601 diabetes mellitus Diseases 0.000 claims 1
230000006806 disease prevention Effects 0.000 claims 1
235000014632 disordered eating Nutrition 0.000 claims 1
208000018459 dissociative disease Diseases 0.000 claims 1
208000009985 drug-induced dyskinesia Diseases 0.000 claims 1
208000024732 dysthymic disease Diseases 0.000 claims 1
206010016165 failure to thrive Diseases 0.000 claims 1
230000002496 gastric effect Effects 0.000 claims 1
201000005917 gastric ulcer Diseases 0.000 claims 1
208000029364 generalized anxiety disease Diseases 0.000 claims 1
230000006589 gland dysfunction Effects 0.000 claims 1
231100000869 headache Toxicity 0.000 claims 1
230000010370 hearing loss Effects 0.000 claims 1
231100000888 hearing loss Toxicity 0.000 claims 1
208000016354 hearing loss disease Diseases 0.000 claims 1
229940088597 hormone Drugs 0.000 claims 1
239000005556 hormone Substances 0.000 claims 1
208000031424 hyperprolactinemia Diseases 0.000 claims 1
230000036031 hyperthermia Effects 0.000 claims 1
230000036543 hypotension Effects 0.000 claims 1
DOGXPDFZEQXZDS-UHFFFAOYSA-N imidazo[1,2-a]pyridine-3-carboxylic acid Chemical compound C1=CC=CN2C(C(=O)O)=CN=C21 DOGXPDFZEQXZDS-UHFFFAOYSA-N 0.000 claims 1
125000005946 imidazo[1,2-a]pyridyl group Chemical group 0.000 claims 1
ZGIABSKPSCMXFD-UHFFFAOYSA-N imidazo[2,1-b][1,3]thiazole-5-carboxylic acid Chemical compound S1C=CN2C(C(=O)O)=CN=C21 ZGIABSKPSCMXFD-UHFFFAOYSA-N 0.000 claims 1
125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 1
125000001041 indolyl group Chemical group 0.000 claims 1
208000015181 infectious disease Diseases 0.000 claims 1
208000014674 injury Diseases 0.000 claims 1
208000020658 intracerebral hemorrhage Diseases 0.000 claims 1
208000002551 irritable bowel syndrome Diseases 0.000 claims 1
125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 1
125000000842 isoxazolyl group Chemical group 0.000 claims 1
208000033915 jet lag type circadian rhythm sleep disease Diseases 0.000 claims 1
201000010982 kidney cancer Diseases 0.000 claims 1
208000017169 kidney disease Diseases 0.000 claims 1
230000003902 lesion Effects 0.000 claims 1
208000024714 major depressive disease Diseases 0.000 claims 1
208000030159 metabolic disease Diseases 0.000 claims 1
206010027599 migraine Diseases 0.000 claims 1
230000036651 mood Effects 0.000 claims 1
208000029766 myalgic encephalomeyelitis/chronic fatigue syndrome Diseases 0.000 claims 1
208000010125 myocardial infarction Diseases 0.000 claims 1
BBBBXICMCPTHBJ-MSYCTHLASA-N n-[[(1s,3s,5s)-2-(2-methyl-4-phenylpyrimidine-5-carbonyl)-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1-benzofuran-4-carboxamide Chemical compound N=1C(C)=NC=C(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3C=COC=3C=CC=2)C=1C1=CC=CC=C1 BBBBXICMCPTHBJ-MSYCTHLASA-N 0.000 claims 1
OVOZTIRKTQGQLV-DXIQSLLYSA-N n-[[(1s,3s,5s)-2-(2-methyl-4-phenylpyrimidine-5-carbonyl)-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound N=1C(C)=NC=C(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCCOC=3C=CC=2)C=1C1=CC=CC=C1 OVOZTIRKTQGQLV-DXIQSLLYSA-N 0.000 claims 1
IMNKHTQTALTWLQ-URVUXULASA-N n-[[(1s,3s,5s)-2-(2-methyl-5-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=C1 IMNKHTQTALTWLQ-URVUXULASA-N 0.000 claims 1
ZXNUBKZHCMLXBK-DPLHUUCSSA-N n-[[(1s,3s,5s)-2-(5-methyl-2-phenylfuran-3-carbonyl)-2-azabicyclo[3.1.0]hexan-3-yl]methyl]quinoline-8-carboxamide Chemical compound O1C(C)=CC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=NC=CC=C3C=CC=2)=C1C1=CC=CC=C1 ZXNUBKZHCMLXBK-DPLHUUCSSA-N 0.000 claims 1
MVPMCQDMUCLMIY-WIEQDCTASA-N n-[[(1s,3s,5s)-2-[2-(2-amino-1,3-thiazol-4-yl)benzoyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1-benzofuran-4-carboxamide Chemical compound S1C(N)=NC(C=2C(=CC=CC=2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3C=COC=3C=CC=2)=C1 MVPMCQDMUCLMIY-WIEQDCTASA-N 0.000 claims 1
IYRVYLAWVYZPPZ-SIFCLUCFSA-N n-[[(1s,3s,5s)-2-[2-(2-amino-1,3-thiazol-4-yl)benzoyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound S1C(N)=NC(C=2C(=CC=CC=2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3OCCOC=3C=CC=2)=C1 IYRVYLAWVYZPPZ-SIFCLUCFSA-N 0.000 claims 1
YORWJYKLNUAMLP-GLJUWKHASA-N n-[[(1s,3s,5s)-2-[2-(2-amino-1,3-thiazol-4-yl)benzoyl]-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)C1=CC=CC=C1C1=CSC(N)=N1 YORWJYKLNUAMLP-GLJUWKHASA-N 0.000 claims 1
FGCNGGNPMHRAGA-UZEJHQAJSA-N n-[[(1s,3s,5s)-2-[2-(2-fluorophenyl)benzoyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1-benzofuran-4-carboxamide Chemical compound FC1=CC=CC=C1C1=CC=CC=C1C(=O)N1[C@H](CNC(=O)C=2C=3C=COC=3C=CC=2)C[C@@H]2C[C@@H]21 FGCNGGNPMHRAGA-UZEJHQAJSA-N 0.000 claims 1
UHINWWWQPPBTFJ-AOUJKTHWSA-N n-[[(1s,3s,5s)-2-[2-(3-chlorophenyl)benzoyl]-2-azabicyclo[3.1.0]hexan-3-yl]methyl]-1-benzofuran-4-carboxamide Chemical compound ClC1=CC=CC(C=2C(=CC=CC=2)C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C=3C=COC=3C=CC=2)=C1 UHINWWWQPPBTFJ-AOUJKTHWSA-N 0.000 claims 1
WRXHACFFYAGOIW-SQNIBIBYSA-N n-[[(1s,3s,5s)-2-[2-(dimethylamino)-5-phenyl-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(N(C)C)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2N3C=CSC3=NC=2C)=C1C1=CC=CC=C1 WRXHACFFYAGOIW-SQNIBIBYSA-N 0.000 claims 1
VAATUMGPJZOHDP-KMFMINBZSA-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]-1,2,3-benzothiadiazole-5-carboxamide Chemical compound S1C(N)=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 VAATUMGPJZOHDP-KMFMINBZSA-N 0.000 claims 1
RYZMMEDSLCCAHE-KMFMINBZSA-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]-1,2-benzoxazole-3-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3ON=2)=C1C1=CC=CC(F)=C1 RYZMMEDSLCCAHE-KMFMINBZSA-N 0.000 claims 1
JOIKNOONRUDGRB-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]-1,2-dimethylindole-3-carboxamide Chemical compound N1([C@H]2C[C@H]2C[C@H]1CNC(=O)C1=C(N(C2=CC=CC=C21)C)C)C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 JOIKNOONRUDGRB-MMOPVJDHSA-N 0.000 claims 1
PYBMNLHPXNANJX-PVAVHDDUSA-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]-1,3,5-trimethylpyrazole-4-carboxamide Chemical compound CC1=NN(C)C(C)=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(N)=N2)C=2C=C(F)C=CC=2)[C@H]2C[C@H]2C1 PYBMNLHPXNANJX-PVAVHDDUSA-N 0.000 claims 1
ZRNCUSLODZTAGF-KMFMINBZSA-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]-1,3-benzodioxole-4-carboxamide Chemical compound S1C(N)=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 ZRNCUSLODZTAGF-KMFMINBZSA-N 0.000 claims 1
KYSRXVHHVYSPTP-KMFMINBZSA-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]-1,3-dimethylpyrazole-4-carboxamide Chemical compound CC1=NN(C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(N)=N2)C=2C=C(F)C=CC=2)[C@H]2C[C@H]2C1 KYSRXVHHVYSPTP-KMFMINBZSA-N 0.000 claims 1
WRVOIYHUVDVRNE-ALKREAHSSA-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]-1-benzofuran-4-carboxamide Chemical compound S1C(N)=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 WRVOIYHUVDVRNE-ALKREAHSSA-N 0.000 claims 1
FBKAZYQXMOLMMU-HFTRVMKXSA-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]-1-ethyl-3-methylpyrazole-4-carboxamide Chemical compound CC1=NN(CC)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(N)=N2)C=2C=C(F)C=CC=2)[C@H]2C[C@H]2C1 FBKAZYQXMOLMMU-HFTRVMKXSA-N 0.000 claims 1
ADJCWOYNWYOWIM-ZLDLUXBVSA-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]-1-methyl-5-(trifluoromethyl)pyrazole-4-carboxamide Chemical compound CN1N=CC(C(=O)NC[C@H]2N([C@H]3C[C@H]3C2)C(=O)C2=C(SC(N)=N2)C=2C=C(F)C=CC=2)=C1C(F)(F)F ADJCWOYNWYOWIM-ZLDLUXBVSA-N 0.000 claims 1
UDPYNUNNSFKAGE-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]-1-methylindole-3-carboxamide Chemical compound N1([C@H]2C[C@H]2C[C@H]1CNC(=O)C1=CN(C2=CC=CC=C21)C)C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 UDPYNUNNSFKAGE-KUDFPVQQSA-N 0.000 claims 1
LISJIDFCWXAONY-XUWXXGDYSA-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]-1h-indazole-3-carboxamide Chemical compound S1C(N)=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 LISJIDFCWXAONY-XUWXXGDYSA-N 0.000 claims 1
KZLZLPNETUUCPZ-IIMJZQEZSA-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]-1h-indole-3-carboxamide Chemical compound S1C(N)=NC(C(=O)N2[C@@H](C[C@@H]3C[C@@H]32)CNC(=O)C=2C3=CC=CC=C3NC=2)=C1C1=CC=CC(F)=C1 KZLZLPNETUUCPZ-IIMJZQEZSA-N 0.000 claims 1
RIVJJZYVIMDNKH-INWMFGNUSA-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]-2,2-difluoro-1,3-benzodioxole-4-carboxamide Chemical compound S1C(N)=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 RIVJJZYVIMDNKH-INWMFGNUSA-N 0.000 claims 1
YPLIPLLENOEHFJ-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]-2,2-dimethyl-3h-1-benzofuran-7-carboxamide Chemical compound N1([C@H]2C[C@H]2C[C@H]1CNC(=O)C=1C=CC=C2CC(OC2=1)(C)C)C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 YPLIPLLENOEHFJ-KPFFTGBYSA-N 0.000 claims 1
FSJQWDJNMKMWGA-HFTRVMKXSA-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]-2,3-dihydro-1,4-benzodioxine-5-carboxamide Chemical compound S1C(N)=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 FSJQWDJNMKMWGA-HFTRVMKXSA-N 0.000 claims 1
CJTMBFBFOHCHNN-ALKREAHSSA-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]-2,3-dihydro-1-benzofuran-4-carboxamide Chemical compound S1C(N)=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 CJTMBFBFOHCHNN-ALKREAHSSA-N 0.000 claims 1
SXOUZMVBNPCWIL-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]-2,5-dimethyl-1,3-oxazole-4-carboxamide Chemical compound O1C(C)=NC(C(=O)NC[C@H]2N([C@H]3C[C@H]3C2)C(=O)C2=C(SC(N)=N2)C=2C=C(F)C=CC=2)=C1C SXOUZMVBNPCWIL-KBMXLJTQSA-N 0.000 claims 1
IHBNXFCVHGTHKD-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]-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@H]2C[C@H]2C1 IHBNXFCVHGTHKD-KBMXLJTQSA-N 0.000 claims 1
FFWZFLVTHJRBRH-PVAVHDDUSA-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]-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@H]2C[C@H]2C1 FFWZFLVTHJRBRH-PVAVHDDUSA-N 0.000 claims 1
GWZRHORPTRIYPH-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]-2-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound N1([C@H]2C[C@H]2C[C@H]1CNC(=O)C=1N2C=C(SC2=NC=1)C)C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 GWZRHORPTRIYPH-KBMXLJTQSA-N 0.000 claims 1
YQNTXYIXVCDHDS-ALKREAHSSA-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]-2-methylindazole-3-carboxamide Chemical compound N1([C@H]2C[C@H]2C[C@H]1CNC(=O)C1=C2C=CC=CC2=NN1C)C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 YQNTXYIXVCDHDS-ALKREAHSSA-N 0.000 claims 1
WZMUZXOAZRXIOV-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]-3,5-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@H]2C[C@H]2C1 WZMUZXOAZRXIOV-KBMXLJTQSA-N 0.000 claims 1
SWHHAPFYDVAOTR-XBFCOCLRSA-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-methyl-5-(trifluoromethyl)-1,2-oxazole-4-carboxamide Chemical compound CC1=NOC(C(F)(F)F)=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(N)=N2)C=2C=C(F)C=CC=2)[C@H]2C[C@H]2C1 SWHHAPFYDVAOTR-XBFCOCLRSA-N 0.000 claims 1
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
KJPSTUQGVALPNP-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]-5-ethyl-3-methyl-1,2-oxazole-4-carboxamide Chemical compound O1N=C(C)C(C(=O)NC[C@H]2N([C@H]3C[C@H]3C2)C(=O)C2=C(SC(N)=N2)C=2C=C(F)C=CC=2)=C1CC KJPSTUQGVALPNP-KBMXLJTQSA-N 0.000 claims 1
KUNVODKYBAOYPV-BPAFIMBUSA-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]-5-fluoro-1-methylindole-2-carboxamide Chemical compound N1([C@H]2C[C@H]2C[C@H]1CNC(=O)C=1N(C2=CC=C(F)C=C2C=1)C)C(=O)C=1N=C(N)SC=1C1=CC=CC(F)=C1 KUNVODKYBAOYPV-BPAFIMBUSA-N 0.000 claims 1
QZBPIWQBWWPEHK-PVAVHDDUSA-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]-5-tert-butyl-2-methylpyrazole-3-carboxamide Chemical compound CN1N=C(C(C)(C)C)C=C1C(=O)NC[C@H]1N(C(=O)C2=C(SC(N)=N2)C=2C=C(F)C=CC=2)[C@H]2C[C@H]2C1 QZBPIWQBWWPEHK-PVAVHDDUSA-N 0.000 claims 1
VDQAGIQIUIZORQ-FMEYXAORSA-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]-6-fluoro-4h-1,3-benzodioxine-8-carboxamide Chemical compound S1C(N)=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 VDQAGIQIUIZORQ-FMEYXAORSA-N 0.000 claims 1
DIZQXVPSQFCAJY-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]-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(F)=C1 DIZQXVPSQFCAJY-KBMXLJTQSA-N 0.000 claims 1
MUDFTNOBBRYNGR-SNPRPXQTSA-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]imidazo[2,1-b][1,3]thiazole-5-carboxamide Chemical compound S1C(N)=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 MUDFTNOBBRYNGR-SNPRPXQTSA-N 0.000 claims 1
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
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
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
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
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
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
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
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
CDJYZBZDMPVNPM-XFQAVAEZSA-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]-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=C1C(F)(F)F CDJYZBZDMPVNPM-XFQAVAEZSA-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
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
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
XUHKGEPMDCAIRN-AYBZRNKSSA-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-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(Cl)=C1 XUHKGEPMDCAIRN-AYBZRNKSSA-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
HAEZTYREHPHRFS-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-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(F)=C1 HAEZTYREHPHRFS-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
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
201000003631 narcolepsy Diseases 0.000 claims 1
239000004081 narcotic agent Substances 0.000 claims 1
230000008693 nausea Effects 0.000 claims 1
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
208000027753 pain disease Diseases 0.000 claims 1
230000008533 pain sensitivity Effects 0.000 claims 1
208000019906 panic disease Diseases 0.000 claims 1
208000030062 persistent idiopathic facial pain Diseases 0.000 claims 1
208000022821 personality disease Diseases 0.000 claims 1
208000017402 pituitary gland disease Diseases 0.000 claims 1
208000028173 post-traumatic stress disease Diseases 0.000 claims 1
230000002265 prevention Effects 0.000 claims 1
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
125000004076 pyridyl 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
230000004043 responsiveness Effects 0.000 claims 1
210000001732 sebaceous gland Anatomy 0.000 claims 1
238000005204 segregation Methods 0.000 claims 1
230000001953 sensory effect Effects 0.000 claims 1
201000002859 sleep apnea Diseases 0.000 claims 1
208000019116 sleep disease Diseases 0.000 claims 1
210000000278 spinal cord Anatomy 0.000 claims 1
208000020431 spinal cord injury Diseases 0.000 claims 1
230000002269 spontaneous effect Effects 0.000 claims 1
230000035882 stress Effects 0.000 claims 1
239000000126 substance Substances 0.000 claims 1
235000019669 taste disorders Nutrition 0.000 claims 1
125000001113 thiadiazolyl group Chemical group 0.000 claims 1
125000000335 thiazolyl group Chemical group 0.000 claims 1
231100000886 tinnitus Toxicity 0.000 claims 1
208000004371 toothache Diseases 0.000 claims 1
231100000331 toxic Toxicity 0.000 claims 1
230000002588 toxic effect Effects 0.000 claims 1
230000001052 transient effect Effects 0.000 claims 1
230000008733 trauma Effects 0.000 claims 1
230000000472 traumatic effect Effects 0.000 claims 1
SMBZJSVIKJMSFP-UHFFFAOYSA-N trifluoromethyl hypofluorite Chemical compound FOC(F)(F)F SMBZJSVIKJMSFP-UHFFFAOYSA-N 0.000 claims 1
208000001072 type 2 diabetes mellitus Diseases 0.000 claims 1
208000009935 visceral pain Diseases 0.000 claims 1

JP2009543566A 2006-12-28 2007-12-28 オレキシン受容体拮抗薬としての２−アザ−ビシクロ［３．１．０］ヘキサン誘導体 Pending JP2010514751A (ja)