JP2006522746A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2006522746A5 JP2006522746A5 JP2006504353A JP2006504353A JP2006522746A5 JP 2006522746 A5 JP2006522746 A5 JP 2006522746A5 JP 2006504353 A JP2006504353 A JP 2006504353A JP 2006504353 A JP2006504353 A JP 2006504353A JP 2006522746 A5 JP2006522746 A5 JP 2006522746A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- aryl
- phenyl
- hetaryl
- methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 125000003118 aryl group Chemical group 0.000 claims 426
- 125000001072 heteroaryl group Chemical group 0.000 claims 312
- 125000000217 alkyl group Chemical group 0.000 claims 182
- 125000000753 cycloalkyl group Chemical group 0.000 claims 125
- 229910052739 hydrogen Inorganic materials 0.000 claims 117
- 239000001257 hydrogen Substances 0.000 claims 117
- -1 aryl-C 1 -C 6 alkyl Chemical group 0.000 claims 107
- 150000002431 hydrogen Chemical class 0.000 claims 103
- 125000004122 cyclic group Chemical group 0.000 claims 94
- 150000001875 compounds Chemical class 0.000 claims 88
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 77
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 72
- 125000004043 oxo group Chemical group O=* 0.000 claims 69
- 125000004093 cyano group Chemical group *C#N 0.000 claims 68
- 229910052757 nitrogen Inorganic materials 0.000 claims 64
- 239000000203 mixture Substances 0.000 claims 62
- 230000003287 optical effect Effects 0.000 claims 60
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 57
- 125000005843 halogen group Chemical group 0.000 claims 56
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 54
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 51
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 49
- 229910052760 oxygen Inorganic materials 0.000 claims 41
- 125000004104 aryloxy group Chemical group 0.000 claims 40
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 39
- 239000001301 oxygen Chemical group 0.000 claims 39
- 229920006395 saturated elastomer Polymers 0.000 claims 37
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims 36
- 125000004953 trihalomethyl group Chemical group 0.000 claims 35
- 125000004432 carbon atom Chemical group C* 0.000 claims 34
- 125000005842 heteroatom Chemical group 0.000 claims 33
- 229910052717 sulfur Chemical group 0.000 claims 33
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 31
- 125000002619 bicyclic group Chemical group 0.000 claims 31
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 31
- 239000011593 sulfur Chemical group 0.000 claims 31
- 239000002253 acid Substances 0.000 claims 30
- 150000003839 salts Chemical class 0.000 claims 27
- 239000008194 pharmaceutical composition Substances 0.000 claims 22
- 239000000651 prodrug Chemical class 0.000 claims 20
- 229940002612 prodrug Drugs 0.000 claims 20
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 14
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 14
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 12
- 208000002705 Glucose Intolerance Diseases 0.000 claims 9
- 125000005157 alkyl carboxy group Chemical group 0.000 claims 9
- 125000005110 aryl thio group Chemical group 0.000 claims 9
- 201000009104 prediabetes syndrome Diseases 0.000 claims 9
- 125000003342 alkenyl group Chemical group 0.000 claims 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims 8
- 201000010099 disease Diseases 0.000 claims 8
- 125000004951 trihalomethoxy group Chemical group 0.000 claims 8
- 229910052799 carbon Inorganic materials 0.000 claims 7
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 6
- 208000001145 Metabolic Syndrome Diseases 0.000 claims 6
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims 6
- 125000000304 alkynyl group Chemical group 0.000 claims 6
- 150000001408 amides Chemical class 0.000 claims 6
- 229940079593 drug Drugs 0.000 claims 6
- 239000003814 drug Substances 0.000 claims 6
- 230000000694 effects Effects 0.000 claims 6
- 230000002401 inhibitory effect Effects 0.000 claims 6
- 230000002265 prevention Effects 0.000 claims 6
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 6
- 150000007513 acids Chemical class 0.000 claims 5
- 230000001629 suppression Effects 0.000 claims 5
- 208000024891 symptom Diseases 0.000 claims 5
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 4
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 4
- JFUAWXPBHXKZGA-IBGZPJMESA-N 4-fluoro-2-[(4r)-5,5,5-trifluoro-4-hydroxy-2-methyl-4-(1h-pyrrolo[2,3-c]pyridin-2-ylmethyl)pentan-2-yl]phenol Chemical compound C([C@@](O)(CC=1NC2=CN=CC=C2C=1)C(F)(F)F)C(C)(C)C1=CC(F)=CC=C1O JFUAWXPBHXKZGA-IBGZPJMESA-N 0.000 claims 3
- ABWXVHBJBCOILL-UHFFFAOYSA-N 5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxylic acid Chemical compound C1=C2NC=C(C(O)=O)C2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 ABWXVHBJBCOILL-UHFFFAOYSA-N 0.000 claims 3
- 208000032928 Dyslipidaemia Diseases 0.000 claims 3
- 206010020772 Hypertension Diseases 0.000 claims 3
- 206010022489 Insulin Resistance Diseases 0.000 claims 3
- 208000017170 Lipid metabolism disease Diseases 0.000 claims 3
- 208000008589 Obesity Diseases 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims 3
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 3
- 208000035475 disorder Diseases 0.000 claims 3
- 239000003862 glucocorticoid Substances 0.000 claims 3
- 229940124750 glucocorticoid receptor agonist Drugs 0.000 claims 3
- 230000002641 glycemic effect Effects 0.000 claims 3
- 230000005764 inhibitory process Effects 0.000 claims 3
- 230000003834 intracellular effect Effects 0.000 claims 3
- 235000020824 obesity Nutrition 0.000 claims 3
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims 3
- 238000002560 therapeutic procedure Methods 0.000 claims 3
- JIUOGBKTFGUCKG-UHFFFAOYSA-N (2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl)-(2,4,4-trimethyl-6-azabicyclo[3.2.1]octan-6-yl)methanone Chemical compound C1C(C(CC2(C)C)C)CC2N1C(=O)C1=CC=CC2=C1OC(C)C2C JIUOGBKTFGUCKG-UHFFFAOYSA-N 0.000 claims 2
- LXQSIAQMHYWPIO-UHFFFAOYSA-N (2-methyl-2,3-dihydro-1-benzofuran-7-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=C(OC(C)C2)C2=CC=C1 LXQSIAQMHYWPIO-UHFFFAOYSA-N 0.000 claims 2
- 125000006727 (C1-C6) alkenyl group Chemical group 0.000 claims 2
- 125000006728 (C1-C6) alkynyl group Chemical group 0.000 claims 2
- QMKZALHDMMUQNX-UHFFFAOYSA-N 1-benzyl-n-cyclohexyl-n-methylbenzimidazole-5-carboxamide Chemical compound C=1C=C2N(CC=3C=CC=CC=3)C=NC2=CC=1C(=O)N(C)C1CCCCC1 QMKZALHDMMUQNX-UHFFFAOYSA-N 0.000 claims 2
- YBJYREROQOWSCS-UHFFFAOYSA-N 1h-indol-4-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=CC2=C1C=CN2 YBJYREROQOWSCS-UHFFFAOYSA-N 0.000 claims 2
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 2
- LPQUUTFFETVGJJ-UHFFFAOYSA-N 3h-benzimidazol-5-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=C2NC=NC2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 LPQUUTFFETVGJJ-UHFFFAOYSA-N 0.000 claims 2
- UTJJXMWOLIFXSW-UHFFFAOYSA-N 4-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxylic acid Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=CC2=C1C(C(O)=O)=CN2 UTJJXMWOLIFXSW-UHFFFAOYSA-N 0.000 claims 2
- 235000018936 Vitellaria paradoxa Nutrition 0.000 claims 2
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims 2
- 125000005599 alkyl carboxylate group Chemical group 0.000 claims 2
- MWDZXZKOPKCTPO-UHFFFAOYSA-N azepan-1-yl-(2-bromophenyl)methanone Chemical compound BrC1=CC=CC=C1C(=O)N1CCCCCC1 MWDZXZKOPKCTPO-UHFFFAOYSA-N 0.000 claims 2
- 230000009286 beneficial effect Effects 0.000 claims 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims 2
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims 2
- 239000002552 dosage form Substances 0.000 claims 2
- NLJZAYLGIPDZGA-UHFFFAOYSA-N ethyl 4-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxylate Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=C2C(C(=O)OCC)=CNC2=CC=C1 NLJZAYLGIPDZGA-UHFFFAOYSA-N 0.000 claims 2
- JIXJXXDPKZYNSE-UHFFFAOYSA-N methyl 2-[[2-(1,3-dioxoisoindol-2-yl)-3-phenylpropanoyl]amino]-3-methylbutanoate Chemical compound O=C1C2=CC=CC=C2C(=O)N1C(C(=O)NC(C(=O)OC)C(C)C)CC1=CC=CC=C1 JIXJXXDPKZYNSE-UHFFFAOYSA-N 0.000 claims 2
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 claims 2
- RCKNUVPBRDBVSE-UHFFFAOYSA-N n-cyclohexyl-4-methoxy-n,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide Chemical compound C1=2OC(C)CC=2C(OC)=CC=C1C(=O)N(C)C1CCCCC1 RCKNUVPBRDBVSE-UHFFFAOYSA-N 0.000 claims 2
- DBEMVIYWKXVVJH-UHFFFAOYSA-N n-cyclohexyl-n,2,2-trimethyl-3h-1-benzofuran-7-carboxamide Chemical compound C=1C=CC=2CC(C)(C)OC=2C=1C(=O)N(C)C1CCCCC1 DBEMVIYWKXVVJH-UHFFFAOYSA-N 0.000 claims 2
- CAWIYIDNMZGWIK-UHFFFAOYSA-N n-cyclohexyl-n,2-dimethyl-1-benzofuran-7-carboxamide Chemical compound C=1C=CC=2C=C(C)OC=2C=1C(=O)N(C)C1CCCCC1 CAWIYIDNMZGWIK-UHFFFAOYSA-N 0.000 claims 2
- NSYOBPNVQIMPIP-UHFFFAOYSA-N n-cyclohexyl-n,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide Chemical compound C=12OC(C)CC2=CC=CC=1C(=O)N(C)C1CCCCC1 NSYOBPNVQIMPIP-UHFFFAOYSA-N 0.000 claims 2
- PEAHQSRCMVXFAQ-UHFFFAOYSA-N n-cyclohexyl-n,3,3-trimethyl-2h-1-benzofuran-7-carboxamide Chemical compound C=1C=CC(C(CO2)(C)C)=C2C=1C(=O)N(C)C1CCCCC1 PEAHQSRCMVXFAQ-UHFFFAOYSA-N 0.000 claims 2
- YFTGHOAECAOWNS-UHFFFAOYSA-N n-cyclohexyl-n-methyl-1-benzofuran-7-carboxamide Chemical compound C=1C=CC=2C=COC=2C=1C(=O)N(C)C1CCCCC1 YFTGHOAECAOWNS-UHFFFAOYSA-N 0.000 claims 2
- JYAVVQOYTNZFLK-UHFFFAOYSA-N n-cyclohexyl-n-methyl-2,3-dihydro-1-benzofuran-7-carboxamide Chemical compound C=1C=CC=2CCOC=2C=1C(=O)N(C)C1CCCCC1 JYAVVQOYTNZFLK-UHFFFAOYSA-N 0.000 claims 2
- SLKYTAURFTYGTP-UHFFFAOYSA-N n-cyclohexyl-n-methyl-3,4-dihydro-2h-chromene-8-carboxamide Chemical compound C=1C=CC=2CCCOC=2C=1C(=O)N(C)C1CCCCC1 SLKYTAURFTYGTP-UHFFFAOYSA-N 0.000 claims 2
- 238000007911 parenteral administration Methods 0.000 claims 2
- 230000002685 pulmonary effect Effects 0.000 claims 2
- CLUYZQSZTNASQA-UHFFFAOYSA-N (1-benzoyl-3,4,4a,5,6,7,8,8a-octahydro-2h-quinolin-4-yl) acetate Chemical compound C12CCCCC2C(OC(=O)C)CCN1C(=O)C1=CC=CC=C1 CLUYZQSZTNASQA-UHFFFAOYSA-N 0.000 claims 1
- AZFUUABVSMLYRP-UHFFFAOYSA-N (1-benzoyl-3,4,4a,5,6,7,8,8a-octahydro-2h-quinolin-4-yl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC(C1CCCCC11)CCN1C(=O)C1=CC=CC=C1 AZFUUABVSMLYRP-UHFFFAOYSA-N 0.000 claims 1
- BMLIDECJNRNSHL-UHFFFAOYSA-N (1-benzylindol-5-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1C=C2)=CC=C1N2CC1=CC=CC=C1 BMLIDECJNRNSHL-UHFFFAOYSA-N 0.000 claims 1
- IPLWYRCWVAYSEZ-UHFFFAOYSA-N (1-methylimidazol-4-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound CN1C=NC(C(=O)N2C3CC(CC(C)(C)C3)(C)C2)=C1 IPLWYRCWVAYSEZ-UHFFFAOYSA-N 0.000 claims 1
- KFHYYYGYJBLDOK-UHFFFAOYSA-N (1-methylindol-3-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C12=CC=CC=C2N(C)C=C1C(=O)N1C(CC(C)(C)C2)CC2(C)C1 KFHYYYGYJBLDOK-UHFFFAOYSA-N 0.000 claims 1
- ZOAVGLBIANTSJX-UHFFFAOYSA-N (1-methylindol-3-yl)-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1=CN(C)C2=CC=CC=C12 ZOAVGLBIANTSJX-UHFFFAOYSA-N 0.000 claims 1
- NZUNGIINGQDGTI-UHFFFAOYSA-N (1-methylindol-5-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CC=C2N(C)C=CC2=C1 NZUNGIINGQDGTI-UHFFFAOYSA-N 0.000 claims 1
- OXKSNWLCYHGWDF-UHFFFAOYSA-N (1-thiophen-2-ylsulfonylpiperidin-4-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(CC1)CCN1S(=O)(=O)C1=CC=CS1 OXKSNWLCYHGWDF-UHFFFAOYSA-N 0.000 claims 1
- GGNQJVKCOPVNOK-UHFFFAOYSA-N (2,3-diphenylquinoxalin-6-yl)-(3,3,4-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)C(C)C(C2)CC1N2C(=O)C(C=C1N=C2C=3C=CC=CC=3)=CC=C1N=C2C1=CC=CC=C1 GGNQJVKCOPVNOK-UHFFFAOYSA-N 0.000 claims 1
- UJQUKEIBLJBZJA-UHFFFAOYSA-N (2,4-dichlorophenyl)-(2,6-dimethylpiperidin-1-yl)methanone Chemical compound CC1CCCC(C)N1C(=O)C1=CC=C(Cl)C=C1Cl UJQUKEIBLJBZJA-UHFFFAOYSA-N 0.000 claims 1
- ZZSOBOHKBAXQAV-UHFFFAOYSA-N (2,4-dichlorophenyl)-(3-methylpiperidin-1-yl)methanone Chemical compound C1C(C)CCCN1C(=O)C1=CC=C(Cl)C=C1Cl ZZSOBOHKBAXQAV-UHFFFAOYSA-N 0.000 claims 1
- FFXYESGVDUPGOI-UHFFFAOYSA-N (2,4-dimethyl-1,3-thiazol-5-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound S1C(C)=NC(C)=C1C(=O)N1C(CC(C)(C)C2)CC2(C)C1 FFXYESGVDUPGOI-UHFFFAOYSA-N 0.000 claims 1
- XBIJZNBGMGMZBR-UHFFFAOYSA-N (2,5-dichlorophenyl)-(4-methylpiperidin-1-yl)methanone Chemical compound C1CC(C)CCN1C(=O)C1=CC(Cl)=CC=C1Cl XBIJZNBGMGMZBR-UHFFFAOYSA-N 0.000 claims 1
- NNTUSYMOTQWYOW-UHFFFAOYSA-N (2,6-dimethylmorpholin-4-yl)-[4-(naphthalen-1-yloxymethyl)phenyl]methanone Chemical compound C1C(C)OC(C)CN1C(=O)C(C=C1)=CC=C1COC1=CC=CC2=CC=CC=C12 NNTUSYMOTQWYOW-UHFFFAOYSA-N 0.000 claims 1
- ZGQCDPXTQARJRN-UHFFFAOYSA-N (2,6-dimethylmorpholin-4-yl)-[4-(naphthalen-2-yloxymethyl)phenyl]methanone Chemical compound C1C(C)OC(C)CN1C(=O)C(C=C1)=CC=C1COC1=CC=C(C=CC=C2)C2=C1 ZGQCDPXTQARJRN-UHFFFAOYSA-N 0.000 claims 1
- MHWRFYDYSHKIOZ-UHFFFAOYSA-N (2,6-dimethylpiperidin-1-yl)-(4-phenylphenyl)methanone Chemical compound CC1CCCC(C)N1C(=O)C1=CC=C(C=2C=CC=CC=2)C=C1 MHWRFYDYSHKIOZ-UHFFFAOYSA-N 0.000 claims 1
- ONRXQJYDOVSGII-UHFFFAOYSA-N (2,6-dimethylpiperidin-1-yl)-[5-[(2,3,5,6-tetrafluorophenoxy)methyl]furan-2-yl]methanone Chemical compound CC1CCCC(C)N1C(=O)C(O1)=CC=C1COC1=C(F)C(F)=CC(F)=C1F ONRXQJYDOVSGII-UHFFFAOYSA-N 0.000 claims 1
- CGDBBVPEBGIJLJ-UHFFFAOYSA-N (2-amino-3h-benzimidazol-5-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=C2NC(N)=NC2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 CGDBBVPEBGIJLJ-UHFFFAOYSA-N 0.000 claims 1
- QTLCXGYKTPZNJP-UHFFFAOYSA-N (2-benzylsulfanylphenyl)-morpholin-4-ylmethanone Chemical compound C=1C=CC=C(SCC=2C=CC=CC=2)C=1C(=O)N1CCOCC1 QTLCXGYKTPZNJP-UHFFFAOYSA-N 0.000 claims 1
- WJJUUUMYJRYAGW-UHFFFAOYSA-N (2-chloro-5,6-difluoro-3-methylphenyl)-(4-methylpiperidin-1-yl)methanone Chemical compound C1CC(C)CCN1C(=O)C1=C(F)C(F)=CC(C)=C1Cl WJJUUUMYJRYAGW-UHFFFAOYSA-N 0.000 claims 1
- AHTJWUMMSUABIS-UHFFFAOYSA-N (2-chlorophenyl)-(1,5,7-trimethyl-3,7-diazabicyclo[3.3.1]nonan-3-yl)methanone Chemical compound C1C(C)(C2)CN(C)CC2(C)CN1C(=O)C1=CC=CC=C1Cl AHTJWUMMSUABIS-UHFFFAOYSA-N 0.000 claims 1
- YODXMLSIQUVJGG-UHFFFAOYSA-N (2-chlorophenyl)-(2-methylpiperidin-1-yl)methanone Chemical compound CC1CCCCN1C(=O)C1=CC=CC=C1Cl YODXMLSIQUVJGG-UHFFFAOYSA-N 0.000 claims 1
- RXWJONAUODBZSY-UHFFFAOYSA-N (2-chlorophenyl)-(3,5-dimethylpiperidin-1-yl)methanone Chemical compound C1C(C)CC(C)CN1C(=O)C1=CC=CC=C1Cl RXWJONAUODBZSY-UHFFFAOYSA-N 0.000 claims 1
- WLIZSQDLONVBDO-UHFFFAOYSA-N (2-chlorophenyl)-(3-methylpiperidin-1-yl)methanone Chemical compound C1C(C)CCCN1C(=O)C1=CC=CC=C1Cl WLIZSQDLONVBDO-UHFFFAOYSA-N 0.000 claims 1
- QPAATTRMFDTNHF-UHFFFAOYSA-N (2-chlorophenyl)-(6-fluoro-2-methyl-3,4-dihydro-2h-quinolin-1-yl)methanone Chemical compound CC1CCC2=CC(F)=CC=C2N1C(=O)C1=CC=CC=C1Cl QPAATTRMFDTNHF-UHFFFAOYSA-N 0.000 claims 1
- RGFPLHGRASGMSG-UHFFFAOYSA-N (2-chlorophenyl)-piperidin-1-ylmethanone Chemical compound ClC1=CC=CC=C1C(=O)N1CCCCC1 RGFPLHGRASGMSG-UHFFFAOYSA-N 0.000 claims 1
- RVOGFGIPWLCTPQ-UHFFFAOYSA-N (2-methyl-3h-benzimidazol-5-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CC=C(NC(C)=N2)C2=C1 RVOGFGIPWLCTPQ-UHFFFAOYSA-N 0.000 claims 1
- LDSRBZAVERTFSJ-UHFFFAOYSA-N (2-methylphenyl)-(2-methylpiperidin-1-yl)methanone Chemical compound CC1CCCCN1C(=O)C1=CC=CC=C1C LDSRBZAVERTFSJ-UHFFFAOYSA-N 0.000 claims 1
- PRHFZXTXSKXAOY-UHFFFAOYSA-N (2-methylpiperidin-1-yl)-quinolin-2-ylmethanone Chemical compound CC1CCCCN1C(=O)C1=CC=C(C=CC=C2)C2=N1 PRHFZXTXSKXAOY-UHFFFAOYSA-N 0.000 claims 1
- DWYUOHGJTPCLFC-UHFFFAOYSA-N (2-methylpyrazolo[1,5-a]pyridin-3-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=C2C=CC=CN2N=C1C DWYUOHGJTPCLFC-UHFFFAOYSA-N 0.000 claims 1
- FHOJLYASPAFRTD-UHFFFAOYSA-N (2-thiophen-2-yl-3h-benzimidazol-5-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1N=2)=CC=C1NC=2C1=CC=CS1 FHOJLYASPAFRTD-UHFFFAOYSA-N 0.000 claims 1
- MNFJKUATIMDFKM-VSORCOHTSA-N (2z)-1-(azepan-1-yl)-2-(3,3-dimethyl-2,4-dihydroisoquinolin-2-ium-1-ylidene)ethanone;chloride Chemical compound Cl.N1C(C)(C)CC2=CC=CC=C2\C1=C\C(=O)N1CCCCCC1 MNFJKUATIMDFKM-VSORCOHTSA-N 0.000 claims 1
- PYMLKFNUDPPDBZ-UHFFFAOYSA-N (3,4-dichlorophenyl)-(3,4-dihydro-2h-quinolin-1-yl)methanone Chemical compound C1=C(Cl)C(Cl)=CC=C1C(=O)N1C2=CC=CC=C2CCC1 PYMLKFNUDPPDBZ-UHFFFAOYSA-N 0.000 claims 1
- UPKPFYYEELBRDT-UHFFFAOYSA-N (3,4-dichlorophenyl)-(3,5-dimethylpiperidin-1-yl)methanone Chemical compound C1C(C)CC(C)CN1C(=O)C1=CC=C(Cl)C(Cl)=C1 UPKPFYYEELBRDT-UHFFFAOYSA-N 0.000 claims 1
- QKASFCUXASDOFU-UHFFFAOYSA-N (3,4-dichlorophenyl)-(4-methylpiperidin-1-yl)methanone Chemical compound C1CC(C)CCN1C(=O)C1=CC=C(Cl)C(Cl)=C1 QKASFCUXASDOFU-UHFFFAOYSA-N 0.000 claims 1
- DSTWZIKPKZBIQI-UHFFFAOYSA-N (3,4-dichlorophenyl)-[4-(2,3-dimethylphenyl)piperazin-1-yl]methanone Chemical compound CC1=CC=CC(N2CCN(CC2)C(=O)C=2C=C(Cl)C(Cl)=CC=2)=C1C DSTWZIKPKZBIQI-UHFFFAOYSA-N 0.000 claims 1
- FKYBNUGCEBRMIA-UHFFFAOYSA-N (3,4-dimethoxyphenyl)-(6-fluoro-2-methyl-3,4-dihydro-2h-quinolin-1-yl)methanone Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)N1C2=CC=C(F)C=C2CCC1C FKYBNUGCEBRMIA-UHFFFAOYSA-N 0.000 claims 1
- BTSZGTWFSFEEOI-UHFFFAOYSA-N (3,5-dibromophenyl)-[4-(2-methoxyphenyl)piperazin-1-yl]methanone Chemical compound COC1=CC=CC=C1N1CCN(C(=O)C=2C=C(Br)C=C(Br)C=2)CC1 BTSZGTWFSFEEOI-UHFFFAOYSA-N 0.000 claims 1
- BXSPAEGCYCCORK-UHFFFAOYSA-N (3,5-dimethylpiperidin-1-yl)-(2-iodophenyl)methanone Chemical compound C1C(C)CC(C)CN1C(=O)C1=CC=CC=C1I BXSPAEGCYCCORK-UHFFFAOYSA-N 0.000 claims 1
- NSHHRQDTNRIIPR-UHFFFAOYSA-N (3,5-dimethylpiperidin-1-yl)-(3-iodophenyl)methanone Chemical compound C1C(C)CC(C)CN1C(=O)C1=CC=CC(I)=C1 NSHHRQDTNRIIPR-UHFFFAOYSA-N 0.000 claims 1
- YQVFNVMYAHQUOB-UHFFFAOYSA-N (3,5-dimethylpiperidin-1-yl)-(3-methyl-4-nitrophenyl)methanone Chemical compound C1C(C)CC(C)CN1C(=O)C1=CC=C([N+]([O-])=O)C(C)=C1 YQVFNVMYAHQUOB-UHFFFAOYSA-N 0.000 claims 1
- JLPQXRMIYNILFF-UHFFFAOYSA-N (3,5-dimethylpiperidin-1-yl)-(4-methyl-3-nitrophenyl)methanone Chemical compound C1C(C)CC(C)CN1C(=O)C1=CC=C(C)C([N+]([O-])=O)=C1 JLPQXRMIYNILFF-UHFFFAOYSA-N 0.000 claims 1
- LKEMJHAHYXGXNL-UHFFFAOYSA-N (3,6-dichloro-1-benzothiophen-2-yl)-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1=C(Cl)C2=CC=C(Cl)C=C2S1 LKEMJHAHYXGXNL-UHFFFAOYSA-N 0.000 claims 1
- VGSJPIMJNWUOAI-UHFFFAOYSA-N (3,7-dichloro-6-methoxy-1-benzothiophen-2-yl)-piperidin-1-ylmethanone Chemical compound S1C2=C(Cl)C(OC)=CC=C2C(Cl)=C1C(=O)N1CCCCC1 VGSJPIMJNWUOAI-UHFFFAOYSA-N 0.000 claims 1
- BNUNITCPUQZIJN-UHFFFAOYSA-N (3-bromophenyl)-(2,2,4-trimethyl-4-phenyl-3h-quinolin-1-yl)methanone Chemical compound C12=CC=CC=C2N(C(=O)C=2C=C(Br)C=CC=2)C(C)(C)CC1(C)C1=CC=CC=C1 BNUNITCPUQZIJN-UHFFFAOYSA-N 0.000 claims 1
- SKTXCVZIJGIVLT-UHFFFAOYSA-N (3-chloro-1-adamantyl)-piperidin-1-ylmethanone Chemical compound C1C(Cl)(C2)CC(C3)CC1CC32C(=O)N1CCCCC1 SKTXCVZIJGIVLT-UHFFFAOYSA-N 0.000 claims 1
- LCNCIHUTOLLQBK-UHFFFAOYSA-N (3-chloro-1-adamantyl)-pyrrolidin-1-ylmethanone Chemical compound C1C(Cl)(C2)CC(C3)CC1CC32C(=O)N1CCCC1 LCNCIHUTOLLQBK-UHFFFAOYSA-N 0.000 claims 1
- HIFJNRARPINPBV-UHFFFAOYSA-N (3-chloro-1-benzothiophen-2-yl)-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1=C(Cl)C2=CC=CC=C2S1 HIFJNRARPINPBV-UHFFFAOYSA-N 0.000 claims 1
- VJERLJTZSLTXAB-UHFFFAOYSA-N (3-chloro-1-benzothiophen-2-yl)-(4-methylpiperidin-1-yl)methanone Chemical compound C1CC(C)CCN1C(=O)C1=C(Cl)C2=CC=CC=C2S1 VJERLJTZSLTXAB-UHFFFAOYSA-N 0.000 claims 1
- HVDZYMPJMWQAFA-UHFFFAOYSA-N (3-chloro-6-fluoro-1-benzothiophen-2-yl)-piperidin-1-ylmethanone Chemical compound S1C2=CC(F)=CC=C2C(Cl)=C1C(=O)N1CCCCC1 HVDZYMPJMWQAFA-UHFFFAOYSA-N 0.000 claims 1
- AUBDUXAMEJKKOB-UHFFFAOYSA-N (3-chloro-6-methoxy-1-benzothiophen-2-yl)-(3,4-dihydro-1h-isoquinolin-2-yl)methanone Chemical compound C1CC2=CC=CC=C2CN1C(=O)C1=C(Cl)C2=CC=C(OC)C=C2S1 AUBDUXAMEJKKOB-UHFFFAOYSA-N 0.000 claims 1
- PJOZGMBBIBVXCH-UHFFFAOYSA-N (3-chloro-6-methoxy-1-benzothiophen-2-yl)-piperidin-1-ylmethanone Chemical compound S1C2=CC(OC)=CC=C2C(Cl)=C1C(=O)N1CCCCC1 PJOZGMBBIBVXCH-UHFFFAOYSA-N 0.000 claims 1
- JJGVLNKJCSNTOA-UHFFFAOYSA-N (3-chloro-6-methyl-1-benzothiophen-2-yl)-(3,4-dihydro-1h-isoquinolin-2-yl)methanone Chemical compound C1CC2=CC=CC=C2CN1C(=O)C1=C(Cl)C2=CC=C(C)C=C2S1 JJGVLNKJCSNTOA-UHFFFAOYSA-N 0.000 claims 1
- OILJRMFDYMRIIV-UHFFFAOYSA-N (3-chloro-6-methyl-1-benzothiophen-2-yl)-piperidin-1-ylmethanone Chemical compound S1C2=CC(C)=CC=C2C(Cl)=C1C(=O)N1CCCCC1 OILJRMFDYMRIIV-UHFFFAOYSA-N 0.000 claims 1
- AIIBDHVBUAAFRX-UHFFFAOYSA-N (3-chloro-6-nitro-1-benzothiophen-2-yl)-(3-methylpiperidin-1-yl)methanone Chemical compound C1C(C)CCCN1C(=O)C1=C(Cl)C2=CC=C([N+]([O-])=O)C=C2S1 AIIBDHVBUAAFRX-UHFFFAOYSA-N 0.000 claims 1
- IUZDKDFILILOLL-UHFFFAOYSA-N (3-chloro-6-nitro-1-benzothiophen-2-yl)-piperidin-1-ylmethanone Chemical compound S1C2=CC([N+](=O)[O-])=CC=C2C(Cl)=C1C(=O)N1CCCCC1 IUZDKDFILILOLL-UHFFFAOYSA-N 0.000 claims 1
- XOPVEBUJUIHNCK-UHFFFAOYSA-N (3-chlorophenyl)-(2-methylpiperidin-1-yl)methanone Chemical compound CC1CCCCN1C(=O)C1=CC=CC(Cl)=C1 XOPVEBUJUIHNCK-UHFFFAOYSA-N 0.000 claims 1
- HUJVOAFQLBTOGP-UHFFFAOYSA-N (3-chlorophenyl)-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)methanone Chemical compound ClC1=CC=CC(C(=O)N2C3=CC=CC=C3CCC3=CC=CC=C32)=C1 HUJVOAFQLBTOGP-UHFFFAOYSA-N 0.000 claims 1
- WGDLAXSVASJLHS-UHFFFAOYSA-N (3-iodo-1h-indol-5-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=C2NC=C(I)C2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 WGDLAXSVASJLHS-UHFFFAOYSA-N 0.000 claims 1
- NHBLVYMMZNXZDJ-UHFFFAOYSA-N (3-methoxyphenyl)-(2,2,4-trimethyl-4-phenyl-3h-quinolin-1-yl)methanone Chemical compound COC1=CC=CC(C(=O)N2C(CC(C)(C3=CC=CC=C32)C=2C=CC=CC=2)(C)C)=C1 NHBLVYMMZNXZDJ-UHFFFAOYSA-N 0.000 claims 1
- WVZYWBJVRNDJSJ-UHFFFAOYSA-N (3-methoxyphenyl)-[4-(2-methylphenyl)piperazin-1-yl]methanone Chemical compound COC1=CC=CC(C(=O)N2CCN(CC2)C=2C(=CC=CC=2)C)=C1 WVZYWBJVRNDJSJ-UHFFFAOYSA-N 0.000 claims 1
- XWPDRMHCZYSUAO-UHFFFAOYSA-N (3-methylpiperidin-1-yl)-[4-(naphthalen-1-yloxymethyl)phenyl]methanone Chemical compound C1C(C)CCCN1C(=O)C(C=C1)=CC=C1COC1=CC=CC2=CC=CC=C12 XWPDRMHCZYSUAO-UHFFFAOYSA-N 0.000 claims 1
- IZNLNBLISIHLMF-UHFFFAOYSA-N (3-methylsulfonylphenyl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=CC(S(C)(=O)=O)=C1 IZNLNBLISIHLMF-UHFFFAOYSA-N 0.000 claims 1
- ANOFHXSKZHYANB-UHFFFAOYSA-N (4-amino-2-methoxyphenyl)-(4,4,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound COC1=CC(N)=CC=C1C(=O)N1C(CCC2(C)C)CC2(C)C1 ANOFHXSKZHYANB-UHFFFAOYSA-N 0.000 claims 1
- FMQBYRINRXIZCS-UHFFFAOYSA-N (4-aminophenyl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=C(N)C=C1 FMQBYRINRXIZCS-UHFFFAOYSA-N 0.000 claims 1
- WNXTVKFVTZTLKJ-UHFFFAOYSA-N (4-benzylpiperidin-1-yl)-(1-methylindol-3-yl)methanone Chemical compound C12=CC=CC=C2N(C)C=C1C(=O)N(CC1)CCC1CC1=CC=CC=C1 WNXTVKFVTZTLKJ-UHFFFAOYSA-N 0.000 claims 1
- PWLAZOQQFSFBMZ-UHFFFAOYSA-N (4-benzylpiperidin-1-yl)-(1h-indol-5-yl)methanone Chemical compound C=1C=C2NC=CC2=CC=1C(=O)N(CC1)CCC1CC1=CC=CC=C1 PWLAZOQQFSFBMZ-UHFFFAOYSA-N 0.000 claims 1
- RBCUCXILXJXLTB-UHFFFAOYSA-N (4-benzylpiperidin-1-yl)-(2-chlorophenyl)methanone Chemical compound ClC1=CC=CC=C1C(=O)N1CCC(CC=2C=CC=CC=2)CC1 RBCUCXILXJXLTB-UHFFFAOYSA-N 0.000 claims 1
- VALGZDLHWXYOBZ-UHFFFAOYSA-N (4-benzylpiperidin-1-yl)-(4-fluorophenyl)methanone Chemical compound C1=CC(F)=CC=C1C(=O)N1CCC(CC=2C=CC=CC=2)CC1 VALGZDLHWXYOBZ-UHFFFAOYSA-N 0.000 claims 1
- QLQZMZMJJLZTDF-UHFFFAOYSA-N (4-benzylpiperidin-1-yl)-(4-methyl-3-nitrophenyl)methanone Chemical compound C1=C([N+]([O-])=O)C(C)=CC=C1C(=O)N1CCC(CC=2C=CC=CC=2)CC1 QLQZMZMJJLZTDF-UHFFFAOYSA-N 0.000 claims 1
- SQXUICJGHOGNMK-UHFFFAOYSA-N (4-benzylpiperidin-1-yl)-quinolin-2-ylmethanone Chemical compound C=1C=C2C=CC=CC2=NC=1C(=O)N(CC1)CCC1CC1=CC=CC=C1 SQXUICJGHOGNMK-UHFFFAOYSA-N 0.000 claims 1
- BOWQFBQHBCBJMT-UHFFFAOYSA-N (4-bromo-3-piperidin-1-ylsulfonylphenyl)-piperidin-1-ylmethanone Chemical compound BrC1=CC=C(C(=O)N2CCCCC2)C=C1S(=O)(=O)N1CCCCC1 BOWQFBQHBCBJMT-UHFFFAOYSA-N 0.000 claims 1
- SHQPZCKEWINHER-UHFFFAOYSA-N (4-bromophenyl)-(3,5-dimethylpiperidin-1-yl)methanone Chemical compound C1C(C)CC(C)CN1C(=O)C1=CC=C(Br)C=C1 SHQPZCKEWINHER-UHFFFAOYSA-N 0.000 claims 1
- BTSUPKORGUPERM-UHFFFAOYSA-N (4-butylcyclohexyl)-morpholin-4-ylmethanone Chemical compound C1CC(CCCC)CCC1C(=O)N1CCOCC1 BTSUPKORGUPERM-UHFFFAOYSA-N 0.000 claims 1
- AKRDGBGDSLJKGO-UHFFFAOYSA-N (4-chloro-3-nitrophenyl)-(2,6-dimethylpiperidin-1-yl)methanone Chemical compound CC1CCCC(C)N1C(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 AKRDGBGDSLJKGO-UHFFFAOYSA-N 0.000 claims 1
- JZNIFALYALTLLR-UHFFFAOYSA-N (4-chlorophenyl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=C(Cl)C=C1 JZNIFALYALTLLR-UHFFFAOYSA-N 0.000 claims 1
- AOPJBTCNYGCXKQ-UHFFFAOYSA-N (4-chlorophenyl)-(3,5-dimethylpiperidin-1-yl)methanone Chemical compound C1C(C)CC(C)CN1C(=O)C1=CC=C(Cl)C=C1 AOPJBTCNYGCXKQ-UHFFFAOYSA-N 0.000 claims 1
- MUNYRZJABWRQQP-UHFFFAOYSA-N (4-chlorothieno[2,3-b]thiophen-5-yl)-thiomorpholin-4-ylmethanone Chemical compound S1C=2SC=CC=2C(Cl)=C1C(=O)N1CCSCC1 MUNYRZJABWRQQP-UHFFFAOYSA-N 0.000 claims 1
- OCBUJHWPTZWKBY-UHFFFAOYSA-N (4-ethoxyphenyl)-(2-methylpiperidin-1-yl)methanone Chemical compound C1=CC(OCC)=CC=C1C(=O)N1C(C)CCCC1 OCBUJHWPTZWKBY-UHFFFAOYSA-N 0.000 claims 1
- XJCXJTTYTZQWJY-UHFFFAOYSA-N (4-ethoxyphenyl)-(4-methylpiperidin-1-yl)methanone Chemical compound C1=CC(OCC)=CC=C1C(=O)N1CCC(C)CC1 XJCXJTTYTZQWJY-UHFFFAOYSA-N 0.000 claims 1
- FPPNHOLKCNLPIC-UHFFFAOYSA-N (4-fluoro-3-morpholin-4-ylsulfonylphenyl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=1)=CC=C(F)C=1S(=O)(=O)N1CCOCC1 FPPNHOLKCNLPIC-UHFFFAOYSA-N 0.000 claims 1
- HGOXDUCHIOIWFR-UHFFFAOYSA-N (4-fluorophenyl)-(3-phenylpiperidin-1-yl)methanone Chemical compound C1=CC(F)=CC=C1C(=O)N1CC(C=2C=CC=CC=2)CCC1 HGOXDUCHIOIWFR-UHFFFAOYSA-N 0.000 claims 1
- LAEJFMXDNTZBEC-UHFFFAOYSA-N (4-hydroxy-4-phenyl-2,3,4a,5,6,7,8,8a-octahydroquinolin-1-yl)-phenylmethanone Chemical compound C12CCCCC2C(O)(C=2C=CC=CC=2)CCN1C(=O)C1=CC=CC=C1 LAEJFMXDNTZBEC-UHFFFAOYSA-N 0.000 claims 1
- RJTJHWUTEFLYIT-UHFFFAOYSA-N (4-imidazol-1-ylphenyl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1)=CC=C1N1C=CN=C1 RJTJHWUTEFLYIT-UHFFFAOYSA-N 0.000 claims 1
- CBNDGRJUTNDINR-UHFFFAOYSA-N (4-methoxyphenyl)-(3-phenylpiperidin-1-yl)methanone Chemical compound C1=CC(OC)=CC=C1C(=O)N1CC(C=2C=CC=CC=2)CCC1 CBNDGRJUTNDINR-UHFFFAOYSA-N 0.000 claims 1
- TUPDNAUFOQVZDL-UHFFFAOYSA-N (4-methyl-2-phenyl-1,3-thiazol-5-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound S1C(C(=O)N2C3CC(CC(C)(C)C3)(C)C2)=C(C)N=C1C1=CC=CC=C1 TUPDNAUFOQVZDL-UHFFFAOYSA-N 0.000 claims 1
- UMMRKHUNHMAGJZ-UHFFFAOYSA-N (4-methyl-2-pyrazin-2-yl-1,3-thiazol-5-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound S1C(C(=O)N2C3CC(CC(C)(C)C3)(C)C2)=C(C)N=C1C1=CN=CC=N1 UMMRKHUNHMAGJZ-UHFFFAOYSA-N 0.000 claims 1
- GKQYDTTVHXRDCO-UHFFFAOYSA-N (4-methylphenyl)-(3-methylpiperidin-1-yl)methanone Chemical compound C1C(C)CCCN1C(=O)C1=CC=C(C)C=C1 GKQYDTTVHXRDCO-UHFFFAOYSA-N 0.000 claims 1
- PUQVTVKVFZLLNO-UHFFFAOYSA-N (4-methylpiperidin-1-yl)-[4-(naphthalen-1-yloxymethyl)phenyl]methanone Chemical compound C1CC(C)CCN1C(=O)C(C=C1)=CC=C1COC1=CC=CC2=CC=CC=C12 PUQVTVKVFZLLNO-UHFFFAOYSA-N 0.000 claims 1
- AGMHVBMOFHSQOH-UHFFFAOYSA-N (4-methylsulfonylphenyl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=C(S(C)(=O)=O)C=C1 AGMHVBMOFHSQOH-UHFFFAOYSA-N 0.000 claims 1
- CPLHGZXBIRIPCH-UHFFFAOYSA-N (4-morpholin-4-ylsulfonylphenyl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1)=CC=C1S(=O)(=O)N1CCOCC1 CPLHGZXBIRIPCH-UHFFFAOYSA-N 0.000 claims 1
- JCIJVASDCBGDOI-UHFFFAOYSA-N (4-nitrophenyl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=C([N+]([O-])=O)C=C1 JCIJVASDCBGDOI-UHFFFAOYSA-N 0.000 claims 1
- WRDJGRFGSJWADX-UHFFFAOYSA-N (4-phenoxyphenyl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1)=CC=C1OC1=CC=CC=C1 WRDJGRFGSJWADX-UHFFFAOYSA-N 0.000 claims 1
- XCODPROEVCQEFE-UHFFFAOYSA-N (4-phenylphenyl)-piperidin-1-ylmethanone Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)N1CCCCC1 XCODPROEVCQEFE-UHFFFAOYSA-N 0.000 claims 1
- UDJZUOQISGJKEM-UHFFFAOYSA-N (4-pyrazol-1-ylphenyl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1)=CC=C1N1C=CC=N1 UDJZUOQISGJKEM-UHFFFAOYSA-N 0.000 claims 1
- NEQPSQNLANNXIT-UHFFFAOYSA-N (4-pyrrol-1-ylphenyl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1)=CC=C1N1C=CC=C1 NEQPSQNLANNXIT-UHFFFAOYSA-N 0.000 claims 1
- MCAFPYGLGZLOSR-UHFFFAOYSA-N (4-tert-butylcyclohexyl) 4-oxo-4-piperidin-1-ylbutanoate Chemical compound C1CC(C(C)(C)C)CCC1OC(=O)CCC(=O)N1CCCCC1 MCAFPYGLGZLOSR-UHFFFAOYSA-N 0.000 claims 1
- AKKAEPNNCZKJEW-UHFFFAOYSA-N (4-tert-butylphenyl)-(3,4-dihydro-1h-isoquinolin-2-yl)methanone Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)N1CC2=CC=CC=C2CC1 AKKAEPNNCZKJEW-UHFFFAOYSA-N 0.000 claims 1
- RIOYYMWXYHNMFV-UHFFFAOYSA-N (4-tert-butylphenyl)-(3,5-dimethylpiperidin-1-yl)methanone Chemical compound C1C(C)CC(C)CN1C(=O)C1=CC=C(C(C)(C)C)C=C1 RIOYYMWXYHNMFV-UHFFFAOYSA-N 0.000 claims 1
- SWHJJCBDEZPXDK-UHFFFAOYSA-N (4-tert-butylpiperidin-1-yl)-(1h-indol-5-yl)methanone Chemical compound C1CC(C(C)(C)C)CCN1C(=O)C1=CC=C(NC=C2)C2=C1 SWHJJCBDEZPXDK-UHFFFAOYSA-N 0.000 claims 1
- UVPFTRNYXLMKBI-UHFFFAOYSA-N (4-tert-butylpiperidin-1-yl)-phenylmethanone Chemical compound C1CC(C(C)(C)C)CCN1C(=O)C1=CC=CC=C1 UVPFTRNYXLMKBI-UHFFFAOYSA-N 0.000 claims 1
- QNEWOOLTUCRPRE-UHFFFAOYSA-N (5-benzyl-2,5-diazabicyclo[2.2.1]heptan-2-yl)-(1h-indol-5-yl)methanone Chemical compound C=1C=C2NC=CC2=CC=1C(=O)N1CC2CC1CN2CC1=CC=CC=C1 QNEWOOLTUCRPRE-UHFFFAOYSA-N 0.000 claims 1
- ZVUBXZNFCSHIHY-UHFFFAOYSA-N (5-chloro-1h-indol-3-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=C(Cl)C=C2C(C(=O)N3C4CC(CC(C)(C)C4)(C3)C)=CNC2=C1 ZVUBXZNFCSHIHY-UHFFFAOYSA-N 0.000 claims 1
- KAPCFYNJZGEHHE-UHFFFAOYSA-N (5-methoxy-1h-indol-3-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CNC2=CC=C(OC)C=C21 KAPCFYNJZGEHHE-UHFFFAOYSA-N 0.000 claims 1
- XKXHHPFVZIJSMO-UHFFFAOYSA-N (5-phenylmethoxy-1h-indol-3-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C1=C2)=CNC1=CC=C2OCC1=CC=CC=C1 XKXHHPFVZIJSMO-UHFFFAOYSA-N 0.000 claims 1
- SKBKNXKJJFNDEY-UHFFFAOYSA-N (6-fluoro-1h-indol-3-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound FC1=CC=C2C(C(=O)N3C4CC(CC(C)(C)C4)(C3)C)=CNC2=C1 SKBKNXKJJFNDEY-UHFFFAOYSA-N 0.000 claims 1
- XTESOSQZUQYBLP-UHFFFAOYSA-N (6-fluoro-2-methyl-3,4-dihydro-2h-quinolin-1-yl)-(2-fluorophenyl)methanone Chemical compound CC1CCC2=CC(F)=CC=C2N1C(=O)C1=CC=CC=C1F XTESOSQZUQYBLP-UHFFFAOYSA-N 0.000 claims 1
- LQPZEMSOVCESFL-UHFFFAOYSA-N (6-fluoro-2-methyl-3,4-dihydro-2h-quinolin-1-yl)-(3,4,5-trimethoxyphenyl)methanone Chemical compound COC1=C(OC)C(OC)=CC(C(=O)N2C3=CC=C(F)C=C3CCC2C)=C1 LQPZEMSOVCESFL-UHFFFAOYSA-N 0.000 claims 1
- KDMOVEXDMQZEPS-UHFFFAOYSA-N (6-fluoro-2-methyl-3,4-dihydro-2h-quinolin-1-yl)-[3-(trifluoromethyl)phenyl]methanone Chemical compound CC1CCC2=CC(F)=CC=C2N1C(=O)C1=CC=CC(C(F)(F)F)=C1 KDMOVEXDMQZEPS-UHFFFAOYSA-N 0.000 claims 1
- ZBCLYMFHPMQQSS-UHFFFAOYSA-N (6-fluoro-2-methyl-3,4-dihydro-2h-quinolin-1-yl)-phenylmethanone Chemical compound CC1CCC2=CC(F)=CC=C2N1C(=O)C1=CC=CC=C1 ZBCLYMFHPMQQSS-UHFFFAOYSA-N 0.000 claims 1
- OWOBXOSMLOWFEN-UHFFFAOYSA-N (6-methoxy-1h-indol-3-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CNC2=CC(OC)=CC=C21 OWOBXOSMLOWFEN-UHFFFAOYSA-N 0.000 claims 1
- FGVHXWMGZMGETK-UHFFFAOYSA-N (6-methyl-1h-indol-3-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CNC2=CC(C)=CC=C21 FGVHXWMGZMGETK-UHFFFAOYSA-N 0.000 claims 1
- MUDWIJMMYALAGU-UHFFFAOYSA-N (6-nitro-1h-indol-3-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound [O-][N+](=O)C1=CC=C2C(C(=O)N3C4CC(CC(C)(C)C4)(C3)C)=CNC2=C1 MUDWIJMMYALAGU-UHFFFAOYSA-N 0.000 claims 1
- SRLQPYSHHSLQKQ-UHFFFAOYSA-N (6-pyrazol-1-ylpyridin-3-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=N1)=CC=C1N1C=CC=N1 SRLQPYSHHSLQKQ-UHFFFAOYSA-N 0.000 claims 1
- HVMDTGSDSRRYTQ-UHFFFAOYSA-N (7-hydroxy-3,4,4a,5,6,7,8,8a-octahydro-2h-quinolin-1-yl)-phenylmethanone Chemical compound C12CC(O)CCC2CCCN1C(=O)C1=CC=CC=C1 HVMDTGSDSRRYTQ-UHFFFAOYSA-N 0.000 claims 1
- LBVCKSDEHLTWSN-UHFFFAOYSA-N (7-nitro-1h-indol-3-yl)-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=CC=C2C(C(=O)N3C4CC(CC(C)(C)C4)(C3)C)=CNC2=C1[N+]([O-])=O LBVCKSDEHLTWSN-UHFFFAOYSA-N 0.000 claims 1
- NMKPJBQCDRCXCE-FMIVXFBMSA-N (e)-1-(3,4-dihydro-2h-quinolin-1-yl)-3-(4-fluorophenyl)prop-2-en-1-one Chemical compound C1=CC(F)=CC=C1\C=C\C(=O)N1C2=CC=CC=C2CCC1 NMKPJBQCDRCXCE-FMIVXFBMSA-N 0.000 claims 1
- OOMKTYGUCMJELR-UHFFFAOYSA-N 1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalen-1-yl-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1C2CCCCC2CCC1 OOMKTYGUCMJELR-UHFFFAOYSA-N 0.000 claims 1
- DWLZWPXFRMKZOE-UHFFFAOYSA-N 1,3-benzodioxol-5-yl(3,4-dihydro-2h-quinolin-1-yl)methanone Chemical compound C1=C2OCOC2=CC(C(N2C3=CC=CC=C3CCC2)=O)=C1 DWLZWPXFRMKZOE-UHFFFAOYSA-N 0.000 claims 1
- NGALFKPFMUEMSJ-UHFFFAOYSA-N 1,3-benzodioxol-5-yl-(4-benzylpiperidin-1-yl)methanone Chemical compound C=1C=C2OCOC2=CC=1C(=O)N(CC1)CCC1CC1=CC=CC=C1 NGALFKPFMUEMSJ-UHFFFAOYSA-N 0.000 claims 1
- XXJASKNHKIDKTP-UHFFFAOYSA-N 1-(1-adamantyl)-4-bromo-n,n-diethylpyrazole-3-carboxamide Chemical compound C1=C(Br)C(C(=O)N(CC)CC)=NN1C1(C2)CC(C3)CC2CC3C1 XXJASKNHKIDKTP-UHFFFAOYSA-N 0.000 claims 1
- DNEGOUQSPGEVCS-UHFFFAOYSA-N 1-(1h-indole-5-carbonyl)-4-phenylpiperidine-4-carbonitrile Chemical compound C=1C=C2NC=CC2=CC=1C(=O)N(CC1)CCC1(C#N)C1=CC=CC=C1 DNEGOUQSPGEVCS-UHFFFAOYSA-N 0.000 claims 1
- HNQAMJPNGVKODD-UHFFFAOYSA-N 1-(2,3-dihydroindol-1-yl)-2-(4-methylphenyl)sulfanylethanone Chemical compound C1=CC(C)=CC=C1SCC(=O)N1C2=CC=CC=C2CC1 HNQAMJPNGVKODD-UHFFFAOYSA-N 0.000 claims 1
- RODREYUVBDOVGG-UHFFFAOYSA-N 1-(2,6-dimethylmorpholin-4-yl)-3,3-diphenylpropan-1-one Chemical compound C1C(C)OC(C)CN1C(=O)CC(C=1C=CC=CC=1)C1=CC=CC=C1 RODREYUVBDOVGG-UHFFFAOYSA-N 0.000 claims 1
- LFQXSKLNWOVHAF-UHFFFAOYSA-N 1-(3,4-dihydro-1h-isoquinolin-2-yl)-2-(2-methoxyphenyl)ethanone Chemical compound COC1=CC=CC=C1CC(=O)N1CC2=CC=CC=C2CC1 LFQXSKLNWOVHAF-UHFFFAOYSA-N 0.000 claims 1
- GLMROUFOILIMJW-UHFFFAOYSA-N 1-(3,4-dihydro-2h-quinolin-1-yl)-2-(1-naphthalen-1-yltetrazol-5-yl)sulfanylethanone Chemical compound C1CCC2=CC=CC=C2N1C(=O)CSC1=NN=NN1C1=CC=CC2=CC=CC=C12 GLMROUFOILIMJW-UHFFFAOYSA-N 0.000 claims 1
- CJVWJHDVLKCEQQ-UHFFFAOYSA-N 1-(3,4-dihydro-2h-quinolin-1-yl)-2-(2-methylphenoxy)ethanone Chemical compound CC1=CC=CC=C1OCC(=O)N1C2=CC=CC=C2CCC1 CJVWJHDVLKCEQQ-UHFFFAOYSA-N 0.000 claims 1
- OOEQWCOFVOVUKD-UHFFFAOYSA-N 1-(3-azabicyclo[3.2.2]nonan-3-yl)-2-(1-methylindol-3-yl)ethanone Chemical compound C1CC(C2)CCC1CN2C(=O)CC1=CN(C)C2=CC=CC=C21 OOEQWCOFVOVUKD-UHFFFAOYSA-N 0.000 claims 1
- QFYYSPRBUSHJER-UHFFFAOYSA-N 1-(3-azabicyclo[3.2.2]nonan-3-yl)-2-(1h-indol-3-yl)ethanone Chemical compound C1CC(C2)CCC1CN2C(=O)CC1=CNC2=CC=CC=C12 QFYYSPRBUSHJER-UHFFFAOYSA-N 0.000 claims 1
- WLOBCFIHIQQBKX-UHFFFAOYSA-N 1-(4-aminophenyl)-n-cyclohexyl-n,5-dimethylpyrazole-4-carboxamide Chemical compound C1=NN(C=2C=CC(N)=CC=2)C(C)=C1C(=O)N(C)C1CCCCC1 WLOBCFIHIQQBKX-UHFFFAOYSA-N 0.000 claims 1
- JFUMQHLNKIOHTC-UHFFFAOYSA-N 1-(4-benzylpiperazin-1-yl)-2-[2-(4-chlorophenyl)-2-adamantyl]ethanone Chemical compound C1=CC(Cl)=CC=C1C1(CC(=O)N2CCN(CC=3C=CC=CC=3)CC2)C(C2)CC3CC2CC1C3 JFUMQHLNKIOHTC-UHFFFAOYSA-N 0.000 claims 1
- KKWSMSBRJWEUDS-UHFFFAOYSA-N 1-(4-benzylpiperidin-1-yl)-2-benzylsulfanylethanone Chemical compound C1CC(CC=2C=CC=CC=2)CCN1C(=O)CSCC1=CC=CC=C1 KKWSMSBRJWEUDS-UHFFFAOYSA-N 0.000 claims 1
- CAGPERBEPLUXOK-UHFFFAOYSA-N 1-(4-chlorobenzoyl)-2,3-dihydrobenzo[g]quinolin-4-one Chemical compound C1=CC(Cl)=CC=C1C(=O)N1C2=CC3=CC=CC=C3C=C2C(=O)CC1 CAGPERBEPLUXOK-UHFFFAOYSA-N 0.000 claims 1
- SNVPQIRFGLLEPM-UHFFFAOYSA-N 1-(4-chlorophenyl)-n-cyclohexyl-n,5-dimethylpyrazole-4-carboxamide Chemical compound C1=NN(C=2C=CC(Cl)=CC=2)C(C)=C1C(=O)N(C)C1CCCCC1 SNVPQIRFGLLEPM-UHFFFAOYSA-N 0.000 claims 1
- TXOIGTCLNINOIR-UHFFFAOYSA-N 1-(4-chlorophenyl)-n-cyclohexyl-n-methyl-5-(trifluoromethyl)pyrazole-4-carboxamide Chemical compound C1=NN(C=2C=CC(Cl)=CC=2)C(C(F)(F)F)=C1C(=O)N(C)C1CCCCC1 TXOIGTCLNINOIR-UHFFFAOYSA-N 0.000 claims 1
- VQDYEQMWMKSMOT-UHFFFAOYSA-N 1-(4-chlorophenyl)-n-cyclohexyl-n-methyl-5-propylpyrazole-4-carboxamide Chemical class CCCC1=C(C(=O)N(C)C2CCCCC2)C=NN1C1=CC=C(Cl)C=C1 VQDYEQMWMKSMOT-UHFFFAOYSA-N 0.000 claims 1
- JCTGUFVPNTUQRA-UHFFFAOYSA-N 1-(4-ethylbenzoyl)-6-methoxy-2-methyl-2,3-dihydroquinolin-4-one Chemical compound C1=CC(CC)=CC=C1C(=O)N1C2=CC=C(OC)C=C2C(=O)CC1C JCTGUFVPNTUQRA-UHFFFAOYSA-N 0.000 claims 1
- NNZRNJJASNQJBA-UHFFFAOYSA-N 1-(4-propylpiperazin-1-yl)-3-[4-(trifluoromethyl)phenyl]propan-1-one Chemical compound C1CN(CCC)CCN1C(=O)CCC1=CC=C(C(F)(F)F)C=C1 NNZRNJJASNQJBA-UHFFFAOYSA-N 0.000 claims 1
- VAGSHINATNLVMH-UHFFFAOYSA-N 1-(azepan-1-yl)-3-(4-chlorophenyl)sulfanylpropan-1-one Chemical compound C1=CC(Cl)=CC=C1SCCC(=O)N1CCCCCC1 VAGSHINATNLVMH-UHFFFAOYSA-N 0.000 claims 1
- DMYFTZJMMDFIOF-UHFFFAOYSA-N 1-(azepane-1-carbonyl)fluoren-9-one Chemical compound C=1C=CC=2C3=CC=CC=C3C(=O)C=2C=1C(=O)N1CCCCCC1 DMYFTZJMMDFIOF-UHFFFAOYSA-N 0.000 claims 1
- NDFBRHTXABKGQJ-UHFFFAOYSA-N 1-(benzenesulfonyl)-n-cyclooctylpyrrolidine-2-carboxamide Chemical compound C1CCN(S(=O)(=O)C=2C=CC=CC=2)C1C(=O)NC1CCCCCCC1 NDFBRHTXABKGQJ-UHFFFAOYSA-N 0.000 claims 1
- GIGGJMZITBFZDE-UHFFFAOYSA-N 1-(thiophene-2-carbonyl)-2,3-dihydroquinolin-4-one Chemical compound C1CC(=O)C2=CC=CC=C2N1C(=O)C1=CC=CS1 GIGGJMZITBFZDE-UHFFFAOYSA-N 0.000 claims 1
- WNYBVVAIXGXJET-UHFFFAOYSA-N 1-[3-(4-bromophenyl)-1-(furan-2-yl)-3-oxopropyl]pyrrolidin-2-one Chemical compound C1=CC(Br)=CC=C1C(=O)CC(C=1OC=CC=1)N1C(=O)CCC1 WNYBVVAIXGXJET-UHFFFAOYSA-N 0.000 claims 1
- JQVYWCHUEKNOEK-UHFFFAOYSA-N 1-[3-acetyl-2-[5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indol-3-yl]-2h-imidazol-1-yl]ethanone Chemical compound CC(=O)N1C=CN(C(C)=O)C1C1=CNC2=CC=C(C(=O)N3C4CC(CC(C)(C)C4)(C)C3)C=C12 JQVYWCHUEKNOEK-UHFFFAOYSA-N 0.000 claims 1
- WCCDPYIVDDEHEQ-UHFFFAOYSA-N 1-[4-(3,3,4-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)phenyl]pyrrolidine-2,5-dione Chemical compound C1C(C)(C)C(C)C(C2)CC1N2C(=O)C(C=C1)=CC=C1N1C(=O)CCC1=O WCCDPYIVDDEHEQ-UHFFFAOYSA-N 0.000 claims 1
- QIGHDXZWNDJYHM-UHFFFAOYSA-N 1-[4-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)phenyl]pyrrolidine-2,5-dione Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1)=CC=C1N1C(=O)CCC1=O QIGHDXZWNDJYHM-UHFFFAOYSA-N 0.000 claims 1
- ZHXBSCJIMVEAAL-UHFFFAOYSA-N 1-[4-(4-fluorophenyl)piperazin-1-yl]-2-(5-methyl-2-propan-2-ylphenoxy)ethanone Chemical compound CC(C)C1=CC=C(C)C=C1OCC(=O)N1CCN(C=2C=CC(F)=CC=2)CC1 ZHXBSCJIMVEAAL-UHFFFAOYSA-N 0.000 claims 1
- UAMYCUQOFVOYRZ-UHFFFAOYSA-N 1-[4-(4-fluorophenyl)piperazin-1-yl]-2-[(2-methylphenyl)methylsulfanyl]ethanone Chemical compound CC1=CC=CC=C1CSCC(=O)N1CCN(C=2C=CC(F)=CC=2)CC1 UAMYCUQOFVOYRZ-UHFFFAOYSA-N 0.000 claims 1
- DEUMLKARTVCBEE-UHFFFAOYSA-N 1-[4-(4-nitrophenyl)piperazin-1-yl]-3-phenylpropan-1-one Chemical compound C1=CC([N+](=O)[O-])=CC=C1N1CCN(C(=O)CCC=2C=CC=CC=2)CC1 DEUMLKARTVCBEE-UHFFFAOYSA-N 0.000 claims 1
- PASQHWJORBCPBF-UHFFFAOYSA-N 1-[4-(6-chloropyridin-2-yl)piperazin-1-yl]-2-(2-phenyl-2-adamantyl)ethanone Chemical compound ClC1=CC=CC(N2CCN(CC2)C(=O)CC2(C3CC4CC(C3)CC2C4)C=2C=CC=CC=2)=N1 PASQHWJORBCPBF-UHFFFAOYSA-N 0.000 claims 1
- DYVFLSCDPKBDMP-UHFFFAOYSA-N 1-adamantyl(1,3,4,5-tetrahydropyrido[4,3-b]indol-2-yl)methanone Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N1CC(C2=CC=CC=C2N2)=C2CC1 DYVFLSCDPKBDMP-UHFFFAOYSA-N 0.000 claims 1
- HIBMQKCIYVQVAB-UHFFFAOYSA-N 1-adamantyl(3,4,6,7-tetrahydroimidazo[4,5-c]pyridin-5-yl)methanone Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N1CC(N=CN2)=C2CC1 HIBMQKCIYVQVAB-UHFFFAOYSA-N 0.000 claims 1
- XICGPKIYVIIEFX-UHFFFAOYSA-N 1-adamantyl(azepan-1-yl)methanone Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N1CCCCCC1 XICGPKIYVIIEFX-UHFFFAOYSA-N 0.000 claims 1
- BURUIZXRHQWZQI-UHFFFAOYSA-N 1-adamantyl(piperidino)methanone Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N1CCCCC1 BURUIZXRHQWZQI-UHFFFAOYSA-N 0.000 claims 1
- RVXVNLMWQYKNHL-UHFFFAOYSA-N 1-adamantyl(pyrrolidin-1-yl)methanone Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N1CCCC1 RVXVNLMWQYKNHL-UHFFFAOYSA-N 0.000 claims 1
- WKNPJADWMJGKKT-UHFFFAOYSA-N 1-adamantyl-(2,6-dimethylpiperidin-1-yl)methanone Chemical compound CC1CCCC(C)N1C(=O)C1(C2)CC(C3)CC2CC3C1 WKNPJADWMJGKKT-UHFFFAOYSA-N 0.000 claims 1
- QTZKLNISANRGBJ-UHFFFAOYSA-N 1-adamantyl-(4-cyclopropyl-1,4,6,7-tetrahydroimidazo[4,5-c]pyridin-5-yl)methanone Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N1CCC=2NC=NC=2C1C1CC1 QTZKLNISANRGBJ-UHFFFAOYSA-N 0.000 claims 1
- LLZDWBMUURUCQW-UHFFFAOYSA-N 1-adamantyl-(4-methylpiperidin-1-yl)methanone Chemical compound C1CC(C)CCN1C(=O)C1(C2)CC(C3)CC2CC3C1 LLZDWBMUURUCQW-UHFFFAOYSA-N 0.000 claims 1
- ZKRNMJOSVPSYAG-UHFFFAOYSA-N 1-adamantyl-(4-phenylpiperidin-1-yl)methanone Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N(CC1)CCC1C1=CC=CC=C1 ZKRNMJOSVPSYAG-UHFFFAOYSA-N 0.000 claims 1
- VKHJBJDJMJNHDQ-UHFFFAOYSA-N 1-adamantyl-[4-(1h-benzimidazol-2-ylsulfanyl)piperidin-1-yl]methanone Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N1CCC(SC=2NC3=CC=CC=C3N=2)CC1 VKHJBJDJMJNHDQ-UHFFFAOYSA-N 0.000 claims 1
- KSRHDINKWJNBBG-UHFFFAOYSA-N 1-adamantyl-[4-(2-methoxyphenyl)piperazin-1-yl]methanone Chemical compound COC1=CC=CC=C1N1CCN(C(=O)C23CC4CC(CC(C4)C2)C3)CC1 KSRHDINKWJNBBG-UHFFFAOYSA-N 0.000 claims 1
- AVSIUCLTZYKXIY-UHFFFAOYSA-N 1-adamantyl-[4-(trifluoromethyl)-1,4,6,7-tetrahydroimidazo[4,5-c]pyridin-5-yl]methanone Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N1C(C(F)(F)F)C(N=CN2)=C2CC1 AVSIUCLTZYKXIY-UHFFFAOYSA-N 0.000 claims 1
- MDLCFAQZWIHYFW-UHFFFAOYSA-N 1-benzofuran-2-yl-(4-phenylpiperidin-1-yl)methanone Chemical compound C=1C2=CC=CC=C2OC=1C(=O)N(CC1)CCC1C1=CC=CC=C1 MDLCFAQZWIHYFW-UHFFFAOYSA-N 0.000 claims 1
- LQAPDEWEHGIOSJ-UHFFFAOYSA-N 1-benzothiophen-3-yl-(6-fluoro-2-methyl-3,4-dihydro-2h-quinolin-1-yl)methanone Chemical compound C1=CC=C2C(C(=O)N3C4=CC=C(F)C=C4CCC3C)=CSC2=C1 LQAPDEWEHGIOSJ-UHFFFAOYSA-N 0.000 claims 1
- YUJUIPBGXOQXKA-UHFFFAOYSA-N 1-ethyl-3-[5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indol-3-yl]pyrrolidine-2,5-dione Chemical compound O=C1N(CC)C(=O)CC1C1=CNC2=CC=C(C(=O)N3C4CC(CC(C)(C)C4)(C)C3)C=C12 YUJUIPBGXOQXKA-UHFFFAOYSA-N 0.000 claims 1
- WDFXDCDTBGETBZ-UHFFFAOYSA-N 1-methyl-n-(2-methylpiperidin-1-yl)indole-3-carboxamide Chemical compound CC1CCCCN1NC(=O)C1=CN(C)C2=CC=CC=C12 WDFXDCDTBGETBZ-UHFFFAOYSA-N 0.000 claims 1
- SRUYSSQAJHSVRB-UHFFFAOYSA-N 1-methyl-n-(2-oxoazepan-3-yl)indole-3-carboxamide Chemical compound C12=CC=CC=C2N(C)C=C1C(=O)NC1CCCCNC1=O SRUYSSQAJHSVRB-UHFFFAOYSA-N 0.000 claims 1
- WTALDMNFCQBHCT-UHFFFAOYSA-N 1-morpholin-4-yl-2-[3-(4-nitrophenyl)-1-adamantyl]ethanone Chemical compound C1=CC([N+](=O)[O-])=CC=C1C1(C2)CC(CC(=O)N3CCOCC3)(C3)CC2CC3C1 WTALDMNFCQBHCT-UHFFFAOYSA-N 0.000 claims 1
- ZEFYGKFMGWFRFW-UHFFFAOYSA-N 1-octanoyl-4-phenylpiperidine-4-carbonitrile Chemical compound C1CN(C(=O)CCCCCCC)CCC1(C#N)C1=CC=CC=C1 ZEFYGKFMGWFRFW-UHFFFAOYSA-N 0.000 claims 1
- XSMXFGNEKPFTES-UHFFFAOYSA-N 1-phenyl-n-[(4-phenyloxan-4-yl)methyl]cyclopentane-1-carboxamide Chemical compound C1CCCC1(C=1C=CC=CC=1)C(=O)NCC1(C=2C=CC=CC=2)CCOCC1 XSMXFGNEKPFTES-UHFFFAOYSA-N 0.000 claims 1
- NKMVIVBZSDPXIO-UHFFFAOYSA-N 1h-imidazol-5-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CNC=N1 NKMVIVBZSDPXIO-UHFFFAOYSA-N 0.000 claims 1
- RPUJVSJHGXHSGV-UHFFFAOYSA-N 1h-indol-2-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=CC=C2NC(C(=O)N3C4CC(CC(C)(C)C4)(C3)C)=CC2=C1 RPUJVSJHGXHSGV-UHFFFAOYSA-N 0.000 claims 1
- RNBNCLUSOOUPDD-UHFFFAOYSA-N 1h-indol-3-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=CC=C2C(C(=O)N3C4CC(CC(C)(C)C4)(C3)C)=CNC2=C1 RNBNCLUSOOUPDD-UHFFFAOYSA-N 0.000 claims 1
- ZDARYQBTTLXSAW-UHFFFAOYSA-N 1h-indol-4-yl(piperidin-1-yl)methanone Chemical compound C=1C=CC=2NC=CC=2C=1C(=O)N1CCCCC1 ZDARYQBTTLXSAW-UHFFFAOYSA-N 0.000 claims 1
- URZDFIWYIIBQNA-UHFFFAOYSA-N 1h-indol-5-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=C2NC=CC2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 URZDFIWYIIBQNA-UHFFFAOYSA-N 0.000 claims 1
- MQMVUBXPIHNHTG-UHFFFAOYSA-N 1h-indol-5-yl-(4-phenylpiperidin-1-yl)methanone Chemical compound C=1C=C2NC=CC2=CC=1C(=O)N(CC1)CCC1C1=CC=CC=C1 MQMVUBXPIHNHTG-UHFFFAOYSA-N 0.000 claims 1
- DIVUGLHALPBSGO-UHFFFAOYSA-N 1h-indol-5-yl-(4-pyrrolidin-1-ylpiperidin-1-yl)methanone Chemical compound C=1C=C2NC=CC2=CC=1C(=O)N(CC1)CCC1N1CCCC1 DIVUGLHALPBSGO-UHFFFAOYSA-N 0.000 claims 1
- MGXIIXQIKRNOLY-UHFFFAOYSA-N 1h-indol-6-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=C2C=CNC2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 MGXIIXQIKRNOLY-UHFFFAOYSA-N 0.000 claims 1
- YXELWVOQOFNVTK-UHFFFAOYSA-N 1h-indol-7-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=CC2=C1NC=C2 YXELWVOQOFNVTK-UHFFFAOYSA-N 0.000 claims 1
- FXDYXPHSZLCDIM-UHFFFAOYSA-N 2,2-dimethyl-1-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)propan-1-one Chemical compound C1C2N(C(=O)C(C)(C)C)CC1(C)CC(C)(C)C2 FXDYXPHSZLCDIM-UHFFFAOYSA-N 0.000 claims 1
- GMMCOOOUDUJFSW-UHFFFAOYSA-N 2,2-dimethyl-n-(5-propyl-1,3,4-thiadiazol-2-yl)propanamide Chemical compound CCCC1=NN=C(NC(=O)C(C)(C)C)S1 GMMCOOOUDUJFSW-UHFFFAOYSA-N 0.000 claims 1
- DZLRDAUPHSQETM-UHFFFAOYSA-N 2,4-bis(phenylmethoxy)benzamide Chemical compound C1=C(OCC=2C=CC=CC=2)C(C(=O)N)=CC=C1OCC1=CC=CC=C1 DZLRDAUPHSQETM-UHFFFAOYSA-N 0.000 claims 1
- XOZFIDFWSRLTET-UHFFFAOYSA-N 2,4-dichloro-n-(3,3-dimethyl-1,5-dioxaspiro[5.5]undecan-9-yl)-n-methylbenzamide Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)N(C)C(CC1)CCC21OCC(C)(C)CO2 XOZFIDFWSRLTET-UHFFFAOYSA-N 0.000 claims 1
- XTHOLULPJKNCNL-UHFFFAOYSA-N 2,4-dichloro-n-[2-(furan-2-ylmethyl)cyclohexyl]benzamide Chemical compound ClC1=CC(Cl)=CC=C1C(=O)NC1C(CC=2OC=CC=2)CCCC1 XTHOLULPJKNCNL-UHFFFAOYSA-N 0.000 claims 1
- SYYLVEYCYAHMES-UHFFFAOYSA-N 2,4-dichloro-n-[3-(piperidine-1-carbonyl)phenyl]benzamide Chemical compound ClC1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(C(=O)N2CCCCC2)=C1 SYYLVEYCYAHMES-UHFFFAOYSA-N 0.000 claims 1
- GLXNSQWLLDTPEB-UHFFFAOYSA-N 2,4-dichloro-n-cyclohexyl-n-(2-hydroxyethyl)benzamide Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)N(CCO)C1CCCCC1 GLXNSQWLLDTPEB-UHFFFAOYSA-N 0.000 claims 1
- AFILMNPEXDNCGQ-UHFFFAOYSA-N 2,4-dichloro-n-cyclohexyl-n-methylbenzamide Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)N(C)C1CCCCC1 AFILMNPEXDNCGQ-UHFFFAOYSA-N 0.000 claims 1
- FLJCIOPUVWBENL-UHFFFAOYSA-N 2,4-dichloro-n-ethyl-n-(2-methylphenyl)benzamide Chemical compound C=1C=CC=C(C)C=1N(CC)C(=O)C1=CC=C(Cl)C=C1Cl FLJCIOPUVWBENL-UHFFFAOYSA-N 0.000 claims 1
- XDMKZNARJRZIFT-UHFFFAOYSA-N 2,4-dichloro-n-methyl-n-(4-oxocyclohexyl)benzamide Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)N(C)C1CCC(=O)CC1 XDMKZNARJRZIFT-UHFFFAOYSA-N 0.000 claims 1
- SZZRVHTXVVVMLC-UHFFFAOYSA-N 2,6-difluoro-n-naphthalen-1-ylbenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC1=CC=CC2=CC=CC=C12 SZZRVHTXVVVMLC-UHFFFAOYSA-N 0.000 claims 1
- HYHXZYUFKVAWAB-UHFFFAOYSA-N 2-(1,3-benzothiazol-2-ylsulfanyl)-n-(2,4,4-trimethylpentan-2-yl)acetamide Chemical compound C1=CC=C2SC(SCC(=O)NC(C)(C)CC(C)(C)C)=NC2=C1 HYHXZYUFKVAWAB-UHFFFAOYSA-N 0.000 claims 1
- SZZZTWMTNQPXKL-UHFFFAOYSA-N 2-(1,3-benzothiazol-2-ylsulfanyl)-n-cyclohexylacetamide Chemical compound N=1C2=CC=CC=C2SC=1SCC(=O)NC1CCCCC1 SZZZTWMTNQPXKL-UHFFFAOYSA-N 0.000 claims 1
- KTPJCOZKVMXEGK-UHFFFAOYSA-N 2-(1,3-benzoxazol-2-ylsulfanyl)-n-(2,4,4-trimethylpentan-2-yl)acetamide Chemical compound C1=CC=C2OC(SCC(=O)NC(C)(C)CC(C)(C)C)=NC2=C1 KTPJCOZKVMXEGK-UHFFFAOYSA-N 0.000 claims 1
- ZJNKJHQMNJRKGE-UHFFFAOYSA-N 2-(1,3-dioxoisoindol-2-yl)-3-methyl-n-[2-(trifluoromethyl)phenyl]butanamide Chemical compound O=C1C2=CC=CC=C2C(=O)N1C(C(C)C)C(=O)NC1=CC=CC=C1C(F)(F)F ZJNKJHQMNJRKGE-UHFFFAOYSA-N 0.000 claims 1
- CHJOWHPQUASBRL-UHFFFAOYSA-N 2-(1-adamantyl)-1-(3,4-dihydro-1h-isoquinolin-2-yl)ethanone Chemical compound C1CC2=CC=CC=C2CN1C(=O)CC1(C2)CC(C3)CC2CC3C1 CHJOWHPQUASBRL-UHFFFAOYSA-N 0.000 claims 1
- DEOYDVAGDKZVNR-UHFFFAOYSA-N 2-(1-adamantyl)-n-[1-(2,5-dimethylphenyl)ethyl]acetamide Chemical compound C1C(C2)CC(C3)CC2CC13CC(=O)NC(C)C1=CC(C)=CC=C1C DEOYDVAGDKZVNR-UHFFFAOYSA-N 0.000 claims 1
- WSEBBPYBPPBTPA-UHFFFAOYSA-N 2-(1-adamantyl)-n-tert-butylacetamide Chemical compound C1C(C2)CC3CC2CC1(CC(=O)NC(C)(C)C)C3 WSEBBPYBPPBTPA-UHFFFAOYSA-N 0.000 claims 1
- ZGAFKODKTAZUCO-UHFFFAOYSA-N 2-(1-benzylimidazol-2-yl)sulfanyl-n-cyclohexylacetamide Chemical compound C1CCCCC1NC(=O)CSC1=NC=CN1CC1=CC=CC=C1 ZGAFKODKTAZUCO-UHFFFAOYSA-N 0.000 claims 1
- BPFIBMDESXSKSD-UHFFFAOYSA-N 2-(1-methylindol-3-yl)-1-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)ethanone Chemical compound C12=CC=CC=C2N(C)C=C1CC(=O)N1C(CC(C)(C)C2)CC2(C)C1 BPFIBMDESXSKSD-UHFFFAOYSA-N 0.000 claims 1
- ZZVHFDYCBPKARA-UHFFFAOYSA-N 2-(1h-indol-3-yl)-1-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)ethanone Chemical compound C1=CC=C2C(CC(=O)N3C4CC(CC(C)(C)C4)(C3)C)=CNC2=C1 ZZVHFDYCBPKARA-UHFFFAOYSA-N 0.000 claims 1
- BXRMUOJFVNNURK-UHFFFAOYSA-N 2-(2,4-dichlorophenoxy)-n-(2-methylbutyl)propanamide Chemical compound CCC(C)CNC(=O)C(C)OC1=CC=C(Cl)C=C1Cl BXRMUOJFVNNURK-UHFFFAOYSA-N 0.000 claims 1
- PYYAWGIWWYJBNR-UHFFFAOYSA-N 2-(2,4-dimethylphenoxy)-1-(6-fluoro-2-methyl-3,4-dihydro-2h-quinolin-1-yl)ethanone Chemical compound CC1CCC2=CC(F)=CC=C2N1C(=O)COC1=CC=C(C)C=C1C PYYAWGIWWYJBNR-UHFFFAOYSA-N 0.000 claims 1
- CHSYLCUXRJCXFN-UHFFFAOYSA-N 2-(2,6-dimethylphenoxy)-n-(2-propan-2-ylphenyl)acetamide Chemical compound CC(C)C1=CC=CC=C1NC(=O)COC1=C(C)C=CC=C1C CHSYLCUXRJCXFN-UHFFFAOYSA-N 0.000 claims 1
- VIGAKWPOIGTBHP-UHFFFAOYSA-N 2-(2-aminophenyl)sulfanyl-1-(5-fluoro-2,3-dihydroindol-1-yl)ethanone Chemical compound NC1=CC=CC=C1SCC(=O)N1C2=CC=C(F)C=C2CC1 VIGAKWPOIGTBHP-UHFFFAOYSA-N 0.000 claims 1
- QTDRMKNBWKWZAT-UHFFFAOYSA-N 2-(2-bromo-4-methylphenoxy)-n-[2-(cyclohexen-1-yl)ethyl]acetamide Chemical compound BrC1=CC(C)=CC=C1OCC(=O)NCCC1=CCCCC1 QTDRMKNBWKWZAT-UHFFFAOYSA-N 0.000 claims 1
- JBIMBKPZHTYYSV-UHFFFAOYSA-N 2-(2-cyanophenyl)sulfanyl-n-[2-(trifluoromethyl)phenyl]benzamide Chemical compound FC(F)(F)C1=CC=CC=C1NC(=O)C1=CC=CC=C1SC1=CC=CC=C1C#N JBIMBKPZHTYYSV-UHFFFAOYSA-N 0.000 claims 1
- RHIGPRNANIWPMK-UHFFFAOYSA-N 2-(2-cyanophenyl)sulfanyl-n-cyclopentylbenzamide Chemical compound C=1C=CC=C(SC=2C(=CC=CC=2)C#N)C=1C(=O)NC1CCCC1 RHIGPRNANIWPMK-UHFFFAOYSA-N 0.000 claims 1
- GYVNLDXQFZLUNN-UHFFFAOYSA-N 2-(2-ethylphenyl)sulfanyl-3-[methyl(2-pyridin-4-ylethyl)amino]-n-prop-2-ynylpropanamide Chemical compound CCC1=CC=CC=C1SC(C(=O)NCC#C)CN(C)CCC1=CC=NC=C1 GYVNLDXQFZLUNN-UHFFFAOYSA-N 0.000 claims 1
- XOBAUKAMJJYOQV-UHFFFAOYSA-N 2-(2-oxo-2-phenothiazin-10-ylethyl)-3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione Chemical compound C12=CC=CC=C2SC2=CC=CC=C2N1C(=O)CN1C(=O)C2CCCCC2C1=O XOBAUKAMJJYOQV-UHFFFAOYSA-N 0.000 claims 1
- WINRQCKZGHXTHE-UHFFFAOYSA-N 2-(2-phenylethyl)-n-[2-(trifluoromethyl)phenyl]benzamide Chemical compound FC(F)(F)C1=CC=CC=C1NC(=O)C1=CC=CC=C1CCC1=CC=CC=C1 WINRQCKZGHXTHE-UHFFFAOYSA-N 0.000 claims 1
- FSBRTGBOSCGYHK-UHFFFAOYSA-N 2-(3,4-difluorophenyl)-n-[(4-hydroxyphenyl)methyl]-n-(thiophen-2-ylmethyl)acetamide Chemical compound C1=CC(O)=CC=C1CN(C(=O)CC=1C=C(F)C(F)=CC=1)CC1=CC=CS1 FSBRTGBOSCGYHK-UHFFFAOYSA-N 0.000 claims 1
- IMELXIOCAHSTMS-UHFFFAOYSA-N 2-(3-fluorophenyl)-n-[(4-hydroxyphenyl)methyl]-n-(4-methylhexan-2-yl)acetamide Chemical compound C=1C=CC(F)=CC=1CC(=O)N(C(C)CC(C)CC)CC1=CC=C(O)C=C1 IMELXIOCAHSTMS-UHFFFAOYSA-N 0.000 claims 1
- XGOIPSPRYYSFMC-UHFFFAOYSA-N 2-(3-oxo-3-phenylprop-1-enyl)isoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1C=CC(=O)C1=CC=CC=C1 XGOIPSPRYYSFMC-UHFFFAOYSA-N 0.000 claims 1
- BWSOOJDEOGMMRQ-UHFFFAOYSA-N 2-(4-aminophenyl)-n-cyclohexyl-n-methyl-3h-benzimidazole-5-carboxamide Chemical compound C=1C=C2NC(C=3C=CC(N)=CC=3)=NC2=CC=1C(=O)N(C)C1CCCCC1 BWSOOJDEOGMMRQ-UHFFFAOYSA-N 0.000 claims 1
- NYEUXEWXWIOAAX-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)-n-[2-(trifluoromethyl)phenyl]propanamide Chemical compound C=1C=CC=C(C(F)(F)F)C=1NC(=O)C(C)OC1=CC=C(Cl)C=C1C NYEUXEWXWIOAAX-UHFFFAOYSA-N 0.000 claims 1
- BYNQYIFSLUHTNV-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)-n-cycloheptylacetamide Chemical compound CC1=CC(Cl)=CC=C1OCC(=O)NC1CCCCCC1 BYNQYIFSLUHTNV-UHFFFAOYSA-N 0.000 claims 1
- UKQGYHOLIRSPTK-UHFFFAOYSA-N 2-(4-chloro-3,5-dimethylphenoxy)-n-cyclohexyl-n-methylacetamide Chemical compound C=1C(C)=C(Cl)C(C)=CC=1OCC(=O)N(C)C1CCCCC1 UKQGYHOLIRSPTK-UHFFFAOYSA-N 0.000 claims 1
- VGTHJTOHJMCXDJ-UHFFFAOYSA-N 2-(4-chloro-3-methylphenoxy)-n-cyclohexyl-n-methylacetamide Chemical compound C=1C=C(Cl)C(C)=CC=1OCC(=O)N(C)C1CCCCC1 VGTHJTOHJMCXDJ-UHFFFAOYSA-N 0.000 claims 1
- FOHQVDIHFKCOHQ-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-(2-fluoro-5-methylphenyl)-2-methylpropanamide Chemical compound CC1=CC=C(F)C(NC(=O)C(C)(C)OC=2C=CC(Cl)=CC=2)=C1 FOHQVDIHFKCOHQ-UHFFFAOYSA-N 0.000 claims 1
- KYADFMKHEIXPJH-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[4-chloro-3-(trifluoromethyl)phenyl]acetamide Chemical compound C1=C(Cl)C(C(F)(F)F)=CC(NC(=O)COC=2C=CC(Cl)=CC=2)=C1 KYADFMKHEIXPJH-UHFFFAOYSA-N 0.000 claims 1
- KHSBCQTVHXXWOR-UHFFFAOYSA-N 2-(4-hydroxyphenyl)-n-[(2-hydroxyphenyl)methyl]-n-(2-methylpropyl)acetamide Chemical compound C=1C=C(O)C=CC=1CC(=O)N(CC(C)C)CC1=CC=CC=C1O KHSBCQTVHXXWOR-UHFFFAOYSA-N 0.000 claims 1
- ZCTNFXZCSTURDF-UHFFFAOYSA-N 2-(4-hydroxyphenyl)-n-[(4-hydroxyphenyl)methyl]-n-(2-methylpropyl)acetamide Chemical compound C=1C=C(O)C=CC=1CC(=O)N(CC(C)C)CC1=CC=C(O)C=C1 ZCTNFXZCSTURDF-UHFFFAOYSA-N 0.000 claims 1
- MKNQAVLQSPCVCB-UHFFFAOYSA-N 2-(4-tert-butylphenoxy)-1-(4-ethylpiperazin-1-yl)ethanone Chemical compound C1CN(CC)CCN1C(=O)COC1=CC=C(C(C)(C)C)C=C1 MKNQAVLQSPCVCB-UHFFFAOYSA-N 0.000 claims 1
- NQYUAQXLGCYCTN-UHFFFAOYSA-N 2-(4-tert-butylphenoxy)-n-cyclooctylacetamide Chemical compound C1=CC(C(C)(C)C)=CC=C1OCC(=O)NC1CCCCCCC1 NQYUAQXLGCYCTN-UHFFFAOYSA-N 0.000 claims 1
- FYVCOFXRBWDYKD-UHFFFAOYSA-N 2-(6-oxo-6-piperidin-1-ylhexyl)isoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1CCCCCC(=O)N1CCCCC1 FYVCOFXRBWDYKD-UHFFFAOYSA-N 0.000 claims 1
- RRXGONGMTCRWTG-UHFFFAOYSA-N 2-(azepan-1-yl)-n-(2-phenylphenyl)acetamide Chemical compound C=1C=CC=C(C=2C=CC=CC=2)C=1NC(=O)CN1CCCCCC1 RRXGONGMTCRWTG-UHFFFAOYSA-N 0.000 claims 1
- ZYDUOYLUMSMWPM-UHFFFAOYSA-N 2-(cyclohexylamino)-N-(2-methoxydibenzofuran-3-yl)-1,3-thiazole-4-carboxamide Chemical compound COC1=CC(C2=CC=CC=C2O2)=C2C=C1NC(=O)C(N=1)=CSC=1NC1CCCCC1 ZYDUOYLUMSMWPM-UHFFFAOYSA-N 0.000 claims 1
- HUIMOLNHHAFFEU-UHFFFAOYSA-N 2-(cyclohexylamino)-n-(1,2,3,4-tetrahydronaphthalen-1-yl)-1,3-thiazole-4-carboxamide Chemical compound C1CCC2=CC=CC=C2C1NC(=O)C(N=1)=CSC=1NC1CCCCC1 HUIMOLNHHAFFEU-UHFFFAOYSA-N 0.000 claims 1
- MWWOAZWEEHAJJX-UHFFFAOYSA-N 2-(cyclohexylamino)-n-(1-ethynylcyclohexyl)-1,3-thiazole-4-carboxamide Chemical compound C=1SC(NC2CCCCC2)=NC=1C(=O)NC1(C#C)CCCCC1 MWWOAZWEEHAJJX-UHFFFAOYSA-N 0.000 claims 1
- RQZWWNLSUYEWOE-UHFFFAOYSA-N 2-(cyclohexylamino)-n-(3-methylbutan-2-yl)-1,3-thiazole-4-carboxamide Chemical compound CC(C)C(C)NC(=O)C1=CSC(NC2CCCCC2)=N1 RQZWWNLSUYEWOE-UHFFFAOYSA-N 0.000 claims 1
- AALJBQNYQDCDMN-UHFFFAOYSA-N 2-(cyclohexylamino)-n-(4-hydroxycyclohexyl)-1,3-thiazole-4-carboxamide Chemical compound C1CC(O)CCC1NC(=O)C1=CSC(NC2CCCCC2)=N1 AALJBQNYQDCDMN-UHFFFAOYSA-N 0.000 claims 1
- IUSJOSOPIJDCMV-UHFFFAOYSA-N 2-(cyclohexylamino)-n-[2-(4-hydroxyphenyl)ethyl]-1,3-thiazole-4-carboxamide Chemical compound C1=CC(O)=CC=C1CCNC(=O)C1=CSC(NC2CCCCC2)=N1 IUSJOSOPIJDCMV-UHFFFAOYSA-N 0.000 claims 1
- ZQMPXFCWWNKNFB-UHFFFAOYSA-N 2-(cyclohexylamino)-n-[3-(1-hydroxyethyl)phenyl]-1,3-thiazole-4-carboxamide Chemical compound CC(O)C1=CC=CC(NC(=O)C=2N=C(NC3CCCCC3)SC=2)=C1 ZQMPXFCWWNKNFB-UHFFFAOYSA-N 0.000 claims 1
- AAHJNOMSGVULMS-UHFFFAOYSA-N 2-(cyclohexylamino)-n-pentan-3-yl-1,3-thiazole-4-carboxamide Chemical compound CCC(CC)NC(=O)C1=CSC(NC2CCCCC2)=N1 AAHJNOMSGVULMS-UHFFFAOYSA-N 0.000 claims 1
- JIBDQUYVHSTHGS-UHFFFAOYSA-N 2-(diethylamino)-n-[(1-phenylcyclopentyl)methyl]propanamide Chemical compound C=1C=CC=CC=1C1(CNC(=O)C(C)N(CC)CC)CCCC1 JIBDQUYVHSTHGS-UHFFFAOYSA-N 0.000 claims 1
- CLFPZFZXHQIPLU-UHFFFAOYSA-N 2-(dimethylamino)-n-(2-nitrophenyl)benzamide Chemical compound CN(C)C1=CC=CC=C1C(=O)NC1=CC=CC=C1[N+]([O-])=O CLFPZFZXHQIPLU-UHFFFAOYSA-N 0.000 claims 1
- QMFWWRKULSMUSH-UHFFFAOYSA-N 2-(heptylcarbamoyl)bicyclo[2.2.1]hept-5-ene-3-carboxylic acid Chemical compound C1C2C=CC1C(C(=O)NCCCCCCC)C2C(O)=O QMFWWRKULSMUSH-UHFFFAOYSA-N 0.000 claims 1
- PJVLHKQTZLLMDV-UHFFFAOYSA-N 2-(hexylamino)-n-[(4-hydroxyphenyl)methyl]-n-methylacetamide Chemical compound CCCCCCNCC(=O)N(C)CC1=CC=C(O)C=C1 PJVLHKQTZLLMDV-UHFFFAOYSA-N 0.000 claims 1
- SJUHYWWBQFWWQS-UHFFFAOYSA-N 2-(piperidine-1-carbonyl)-5-piperidin-1-yl-1,3-oxazole-4-carbonitrile Chemical compound N=1C(C#N)=C(N2CCCCC2)OC=1C(=O)N1CCCCC1 SJUHYWWBQFWWQS-UHFFFAOYSA-N 0.000 claims 1
- DPEZMUJHPZIRQS-UHFFFAOYSA-N 2-[(2,6-difluorophenyl)methylamino]-n-[2-[3-(trifluoromethyl)phenyl]ethyl]acetamide Chemical compound FC1=CC=CC(F)=C1CNCC(=O)NCCC1=CC=CC(C(F)(F)F)=C1 DPEZMUJHPZIRQS-UHFFFAOYSA-N 0.000 claims 1
- GRCSGDXAMFCVSH-UHFFFAOYSA-N 2-[(2-amino-2-oxoethyl)-[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]amino]acetic acid Chemical compound COC1=CC(C(=O)N(CC(N)=O)CC(O)=O)=CC(C(=O)C=2N=CC=CC=2)=C1 GRCSGDXAMFCVSH-UHFFFAOYSA-N 0.000 claims 1
- ZBOQEIHWWSHQTC-UHFFFAOYSA-N 2-[(2-benzylsulfanylacetyl)-(2-methoxyethyl)amino]-n-[2-[(2-chloro-6-fluorophenyl)methylsulfanyl]ethyl]acetamide Chemical compound C=1C=CC=CC=1CSCC(=O)N(CCOC)CC(=O)NCCSCC1=C(F)C=CC=C1Cl ZBOQEIHWWSHQTC-UHFFFAOYSA-N 0.000 claims 1
- NHEHDFPGKKPRFX-UHFFFAOYSA-N 2-[(2-methylphenyl)methylsulfanyl]-1-(4-phenylpiperazin-1-yl)ethanone Chemical compound CC1=CC=CC=C1CSCC(=O)N1CCN(C=2C=CC=CC=2)CC1 NHEHDFPGKKPRFX-UHFFFAOYSA-N 0.000 claims 1
- ZSSONPIPZWGZFV-UHFFFAOYSA-N 2-[(3-bromophenyl)methylsulfanyl]-1-(4-phenylpiperazin-1-yl)ethanone Chemical compound BrC1=CC=CC(CSCC(=O)N2CCN(CC2)C=2C=CC=CC=2)=C1 ZSSONPIPZWGZFV-UHFFFAOYSA-N 0.000 claims 1
- OZWBTJRHLDARMF-UHFFFAOYSA-N 2-[(3-bromophenyl)methylsulfanyl]-1-[4-(2-methoxyphenyl)piperazin-1-yl]ethanone Chemical compound COC1=CC=CC=C1N1CCN(C(=O)CSCC=2C=C(Br)C=CC=2)CC1 OZWBTJRHLDARMF-UHFFFAOYSA-N 0.000 claims 1
- YUYYOUDVNNTGBH-UHFFFAOYSA-N 2-[(3-bromophenyl)methylsulfanyl]-1-piperidin-1-ylethanone Chemical compound BrC1=CC=CC(CSCC(=O)N2CCCCC2)=C1 YUYYOUDVNNTGBH-UHFFFAOYSA-N 0.000 claims 1
- NVOXEBNTRXVDSD-UHFFFAOYSA-N 2-[(3-propoxycarbonyl-5,6-dihydro-4h-cyclopenta[b]thiophen-2-yl)carbamoyl]bicyclo[2.2.1]heptane-3-carboxylic acid Chemical compound C1CCC2=C1SC(NC(=O)C1C(C3CCC1C3)C(O)=O)=C2C(=O)OCCC NVOXEBNTRXVDSD-UHFFFAOYSA-N 0.000 claims 1
- DJHQDEYOSLJOLU-UHFFFAOYSA-N 2-[(4-methylphenyl)methylsulfanyl]-1-piperidin-1-ylethanone Chemical compound C1=CC(C)=CC=C1CSCC(=O)N1CCCCC1 DJHQDEYOSLJOLU-UHFFFAOYSA-N 0.000 claims 1
- RCUQXNIZNQXWHL-UHFFFAOYSA-N 2-[(5,6-dimethyl-4-oxo-3h-thieno[2,3-d]pyrimidin-2-yl)sulfanyl]-n-(furan-2-ylmethyl)acetamide Chemical compound N1C(=O)C=2C(C)=C(C)SC=2N=C1SCC(=O)NCC1=CC=CO1 RCUQXNIZNQXWHL-UHFFFAOYSA-N 0.000 claims 1
- UULSGYZITMMALJ-UHFFFAOYSA-N 2-[(5-phenyl-1h-imidazol-2-yl)sulfanyl]-n-(2,4,4-trimethylpentan-2-yl)acetamide Chemical compound N1C(SCC(=O)NC(C)(C)CC(C)(C)C)=NC=C1C1=CC=CC=C1 UULSGYZITMMALJ-UHFFFAOYSA-N 0.000 claims 1
- OROJQMWAAMSHCB-UHFFFAOYSA-N 2-[(6-amino-1,3-benzothiazol-2-yl)sulfanyl]-n-cyclohexylacetamide Chemical compound S1C2=CC(N)=CC=C2N=C1SCC(=O)NC1CCCCC1 OROJQMWAAMSHCB-UHFFFAOYSA-N 0.000 claims 1
- FZAXAPQYHLECOI-UHFFFAOYSA-N 2-[1-(2,6-dimethylmorpholin-4-yl)-1-oxopropan-2-yl]isoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1C(C)C(=O)N1CC(C)OC(C)C1 FZAXAPQYHLECOI-UHFFFAOYSA-N 0.000 claims 1
- SAIAGGQCMGMEIA-UHFFFAOYSA-N 2-[1-(4-chlorophenyl)sulfonylbenzimidazol-2-yl]sulfanyl-n-(thiophen-2-ylmethyl)acetamide Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)N1C2=CC=CC=C2N=C1SCC(=O)NCC1=CC=CS1 SAIAGGQCMGMEIA-UHFFFAOYSA-N 0.000 claims 1
- WHZXXYYHHHQBQY-UHFFFAOYSA-N 2-[1-(azepan-1-yl)-3-methyl-1-oxobutan-2-yl]isoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1C(C(C)C)C(=O)N1CCCCCC1 WHZXXYYHHHQBQY-UHFFFAOYSA-N 0.000 claims 1
- TVUZQZKYWYADOX-UHFFFAOYSA-N 2-[1-morpholin-4-yl-3-(4-nitrophenyl)-1-oxopropan-2-yl]isoindole-1,3-dione Chemical compound C1=CC([N+](=O)[O-])=CC=C1CC(C(=O)N1CCOCC1)N1C(=O)C2=CC=CC=C2C1=O TVUZQZKYWYADOX-UHFFFAOYSA-N 0.000 claims 1
- XDUFXJIZTFOCLG-UHFFFAOYSA-N 2-[2-(4-chlorophenyl)-2-adamantyl]-1-(4-methylpiperazin-1-yl)ethanone Chemical compound C1CN(C)CCN1C(=O)CC1(C=2C=CC(Cl)=CC=2)C(C2)CC3CC2CC1C3 XDUFXJIZTFOCLG-UHFFFAOYSA-N 0.000 claims 1
- GGKNHRRHTQJTTL-UHFFFAOYSA-N 2-[2-(4-chlorophenyl)-2-adamantyl]-1-[4-(4-methoxyphenyl)piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1N1CCN(C(=O)CC2(C3CC4CC(C3)CC2C4)C=2C=CC(Cl)=CC=2)CC1 GGKNHRRHTQJTTL-UHFFFAOYSA-N 0.000 claims 1
- OGOUTJBZNBTLDZ-UHFFFAOYSA-N 2-[2-(4-chlorophenyl)-2-adamantyl]-n-(2-hydroxyethyl)acetamide Chemical compound C1C2CC(C3)CC1CC3C2(CC(=O)NCCO)C1=CC=C(Cl)C=C1 OGOUTJBZNBTLDZ-UHFFFAOYSA-N 0.000 claims 1
- HPOGVCKERGTYKP-UHFFFAOYSA-N 2-[2-[[(2-amino-2-oxoethyl)-[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]amino]methyl]phenoxy]acetic acid Chemical compound C=1C(OC)=CC(C(=O)N(CC(N)=O)CC=2C(=CC=CC=2)OCC(O)=O)=CC=1C(=O)C1=CC=CC=N1 HPOGVCKERGTYKP-UHFFFAOYSA-N 0.000 claims 1
- LLOIADUZZZXHIZ-UHFFFAOYSA-N 2-[2-[[[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]-(3-methylbutyl)amino]methyl]phenoxy]acetic acid Chemical compound C=1C(OC)=CC(C(=O)N(CCC(C)C)CC=2C(=CC=CC=2)OCC(O)=O)=CC=1C(=O)C1=CC=CC=N1 LLOIADUZZZXHIZ-UHFFFAOYSA-N 0.000 claims 1
- IHPWLYWFNHBBJS-UHFFFAOYSA-N 2-[2-[[[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]-methylamino]methyl]phenoxy]acetic acid Chemical compound C=1C(OC)=CC(C(=O)N(C)CC=2C(=CC=CC=2)OCC(O)=O)=CC=1C(=O)C1=CC=CC=N1 IHPWLYWFNHBBJS-UHFFFAOYSA-N 0.000 claims 1
- NQGOXWWAGHYVOM-UHFFFAOYSA-N 2-[2-[[[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]-pyridin-4-ylamino]methyl]phenoxy]acetic acid Chemical compound C=1C(OC)=CC(C(=O)N(CC=2C(=CC=CC=2)OCC(O)=O)C=2C=CN=CC=2)=CC=1C(=O)C1=CC=CC=N1 NQGOXWWAGHYVOM-UHFFFAOYSA-N 0.000 claims 1
- BAYIZJYSJMYCJL-UHFFFAOYSA-N 2-[2-[[cyclopentyl-[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]amino]methyl]phenoxy]acetic acid Chemical compound C=1C(OC)=CC(C(=O)N(CC=2C(=CC=CC=2)OCC(O)=O)C2CCCC2)=CC=1C(=O)C1=CC=CC=N1 BAYIZJYSJMYCJL-UHFFFAOYSA-N 0.000 claims 1
- SOQRFSOECBDGBK-UHFFFAOYSA-N 2-[2-[[cyclopropyl-[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]amino]methyl]phenoxy]acetic acid Chemical compound C=1C(OC)=CC(C(=O)N(CC=2C(=CC=CC=2)OCC(O)=O)C2CC2)=CC=1C(=O)C1=CC=CC=N1 SOQRFSOECBDGBK-UHFFFAOYSA-N 0.000 claims 1
- UHBRHCQVLCYCRF-UHFFFAOYSA-N 2-[2-[[cyclopropylmethyl-[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]amino]methyl]phenoxy]acetic acid Chemical compound C=1C(OC)=CC(C(=O)N(CC2CC2)CC=2C(=CC=CC=2)OCC(O)=O)=CC=1C(=O)C1=CC=CC=N1 UHBRHCQVLCYCRF-UHFFFAOYSA-N 0.000 claims 1
- QXOUJYYPDNMONW-UHFFFAOYSA-N 2-[3-(2-ethylpiperidin-1-yl)-3-oxopropyl]isoindole-1,3-dione Chemical compound CCC1CCCCN1C(=O)CCN1C(=O)C2=CC=CC=C2C1=O QXOUJYYPDNMONW-UHFFFAOYSA-N 0.000 claims 1
- MBRMOBDUCLMTMR-UHFFFAOYSA-N 2-[3-(azepane-1-carbonyl)phenyl]isoindole-1,3-dione Chemical compound C=1C=CC(N2C(C3=CC=CC=C3C2=O)=O)=CC=1C(=O)N1CCCCCC1 MBRMOBDUCLMTMR-UHFFFAOYSA-N 0.000 claims 1
- QQMOEWXYAKLKKS-UHFFFAOYSA-N 2-[3-(piperidine-1-carbonyl)phenyl]isoindole-1,3-dione Chemical compound C=1C=CC(N2C(C3=CC=CC=C3C2=O)=O)=CC=1C(=O)N1CCCCC1 QQMOEWXYAKLKKS-UHFFFAOYSA-N 0.000 claims 1
- FZHRSQSHHALACN-UHFFFAOYSA-N 2-[3-[2-(2-chloroanilino)-2-oxoethyl]-1-adamantyl]-n-(2-chlorophenyl)acetamide Chemical compound ClC1=CC=CC=C1NC(=O)CC1(CC(CC(=O)NC=2C(=CC=CC=2)Cl)(C2)C3)CC3CC2C1 FZHRSQSHHALACN-UHFFFAOYSA-N 0.000 claims 1
- WSEFWDLSBIPVAF-UHFFFAOYSA-N 2-[3-[4-(2-chlorophenyl)piperazin-1-yl]-3-oxopropyl]isoindole-1,3-dione Chemical compound ClC1=CC=CC=C1N1CCN(C(=O)CCN2C(C3=CC=CC=C3C2=O)=O)CC1 WSEFWDLSBIPVAF-UHFFFAOYSA-N 0.000 claims 1
- RHABXFNARUUWKE-UHFFFAOYSA-N 2-[3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]sulfanylacetamide Chemical compound COCC1=CC(C)=NC(SCC(N)=O)=C1C#N RHABXFNARUUWKE-UHFFFAOYSA-N 0.000 claims 1
- GVQXUZISFDJWHR-UHFFFAOYSA-N 2-[3-imidazol-1-ylpropyl-[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]amino]acetic acid Chemical compound C=1C(OC)=CC(C(=O)N(CCCN2C=NC=C2)CC(O)=O)=CC=1C(=O)C1=CC=CC=N1 GVQXUZISFDJWHR-UHFFFAOYSA-N 0.000 claims 1
- BMJFHITXZQCGRM-UHFFFAOYSA-N 2-[4-(1,3-benzothiazol-2-yl)piperazin-1-yl]-n-cyclohexylacetamide Chemical compound C1CN(C=2SC3=CC=CC=C3N=2)CCN1CC(=O)NC1CCCCC1 BMJFHITXZQCGRM-UHFFFAOYSA-N 0.000 claims 1
- BLNIYEIMTLMHGY-UHFFFAOYSA-N 2-[4-(2-methylpropyl)phenyl]-n-(1-phenylethyl)propanamide Chemical compound C1=CC(CC(C)C)=CC=C1C(C)C(=O)NC(C)C1=CC=CC=C1 BLNIYEIMTLMHGY-UHFFFAOYSA-N 0.000 claims 1
- JBDYWCYCAGIOLC-UHFFFAOYSA-N 2-[4-(3,3,4-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)phenyl]isoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1C(C=C1)=CC=C1C(=O)N(C1)C2CC1C(C)C(C)(C)C2 JBDYWCYCAGIOLC-UHFFFAOYSA-N 0.000 claims 1
- ODDJKPUTMQGORL-UHFFFAOYSA-N 2-[5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)indol-1-yl]acetamide Chemical compound C1=C2N(CC(N)=O)C=CC2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 ODDJKPUTMQGORL-UHFFFAOYSA-N 0.000 claims 1
- MQMLZZKIPVOGLT-UHFFFAOYSA-N 2-[[2-(2-phenyl-2-adamantyl)acetyl]amino]ethyl thiophene-2-carboxylate Chemical compound C=1C=CSC=1C(=O)OCCNC(=O)CC1(C2CC3CC(C2)CC1C3)C1=CC=CC=C1 MQMLZZKIPVOGLT-UHFFFAOYSA-N 0.000 claims 1
- HDFLDTVIHCSPFN-UHFFFAOYSA-N 2-[[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]-(2-oxoazepan-3-yl)amino]acetic acid Chemical compound C=1C(OC)=CC(C(=O)N(CC(O)=O)C2C(NCCCC2)=O)=CC=1C(=O)C1=CC=CC=N1 HDFLDTVIHCSPFN-UHFFFAOYSA-N 0.000 claims 1
- KBEPEFQMIXNIJJ-UHFFFAOYSA-N 2-[[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]-pyridin-4-ylamino]acetic acid Chemical compound C=1C(OC)=CC(C(=O)N(CC(O)=O)C=2C=CN=CC=2)=CC=1C(=O)C1=CC=CC=N1 KBEPEFQMIXNIJJ-UHFFFAOYSA-N 0.000 claims 1
- IXVDGRUBVVVBSB-UHFFFAOYSA-N 2-benzylsulfanyl-n-[2-(2-methoxyphenoxy)ethyl]acetamide Chemical compound COC1=CC=CC=C1OCCNC(=O)CSCC1=CC=CC=C1 IXVDGRUBVVVBSB-UHFFFAOYSA-N 0.000 claims 1
- ORKVVRTYVOGARV-UHFFFAOYSA-N 2-bromo-N-(6-tricyclo[3.2.1.02,4]octanylmethyl)benzamide Chemical compound BrC1=CC=CC=C1C(=O)NCC1C(C2C3C2)CC3C1 ORKVVRTYVOGARV-UHFFFAOYSA-N 0.000 claims 1
- DDDRVGVYZGDDCJ-UHFFFAOYSA-N 2-bromo-n-(2,4,4-trimethylpentan-2-yl)benzamide Chemical compound CC(C)(C)CC(C)(C)NC(=O)C1=CC=CC=C1Br DDDRVGVYZGDDCJ-UHFFFAOYSA-N 0.000 claims 1
- WGWNDVRLEDJPAD-UHFFFAOYSA-N 2-bromo-n-cycloheptylbenzamide Chemical compound BrC1=CC=CC=C1C(=O)NC1CCCCCC1 WGWNDVRLEDJPAD-UHFFFAOYSA-N 0.000 claims 1
- PDEAYYAQSYOTJP-UHFFFAOYSA-N 2-bromo-n-cyclohexyl-n-methylbenzamide Chemical compound C=1C=CC=C(Br)C=1C(=O)N(C)C1CCCCC1 PDEAYYAQSYOTJP-UHFFFAOYSA-N 0.000 claims 1
- KPWBSOREDPETKJ-UHFFFAOYSA-N 2-bromo-n-methyl-n-phenylbenzamide Chemical compound C=1C=CC=CC=1N(C)C(=O)C1=CC=CC=C1Br KPWBSOREDPETKJ-UHFFFAOYSA-N 0.000 claims 1
- QFRKSSIXIDGZIO-UHFFFAOYSA-N 2-chloro-4,5-difluoro-n-(3,3,5-trimethylcyclohexyl)benzamide Chemical compound C1C(C)(C)CC(C)CC1NC(=O)C1=CC(F)=C(F)C=C1Cl QFRKSSIXIDGZIO-UHFFFAOYSA-N 0.000 claims 1
- LWDNHPDVAIHURM-UHFFFAOYSA-N 2-chloro-n-(2-cyclohexylethyl)benzamide Chemical compound ClC1=CC=CC=C1C(=O)NCCC1CCCCC1 LWDNHPDVAIHURM-UHFFFAOYSA-N 0.000 claims 1
- JSBARNARTCXPMV-UHFFFAOYSA-N 2-chloro-n-(3,4-dimethylphenyl)benzamide Chemical compound C1=C(C)C(C)=CC=C1NC(=O)C1=CC=CC=C1Cl JSBARNARTCXPMV-UHFFFAOYSA-N 0.000 claims 1
- DXULUNDOVVEQAM-UHFFFAOYSA-N 2-chloro-n-[2-[(4-ethylbenzoyl)amino]ethyl]-n-(4-fluorophenyl)benzamide Chemical compound C1=CC(CC)=CC=C1C(=O)NCCN(C=1C=CC(F)=CC=1)C(=O)C1=CC=CC=C1Cl DXULUNDOVVEQAM-UHFFFAOYSA-N 0.000 claims 1
- KSSIYVKIKWJNNT-UHFFFAOYSA-N 2-chloro-n-[3-(trifluoromethyl)phenyl]benzamide Chemical compound FC(F)(F)C1=CC=CC(NC(=O)C=2C(=CC=CC=2)Cl)=C1 KSSIYVKIKWJNNT-UHFFFAOYSA-N 0.000 claims 1
- GVZZYZHKWJWMDV-UHFFFAOYSA-N 2-chloro-n-cycloheptylbenzamide Chemical compound ClC1=CC=CC=C1C(=O)NC1CCCCCC1 GVZZYZHKWJWMDV-UHFFFAOYSA-N 0.000 claims 1
- SOFJAWFTYRLZBI-UHFFFAOYSA-N 2-chloro-n-cyclohexyl-6-fluoro-n-methylbenzamide Chemical compound FC=1C=CC=C(Cl)C=1C(=O)N(C)C1CCCCC1 SOFJAWFTYRLZBI-UHFFFAOYSA-N 0.000 claims 1
- ZIMRYTSHKDYHEH-UHFFFAOYSA-N 2-chloro-n-cyclohexyl-n-ethyl-4-nitrobenzamide Chemical compound C=1C=C([N+]([O-])=O)C=C(Cl)C=1C(=O)N(CC)C1CCCCC1 ZIMRYTSHKDYHEH-UHFFFAOYSA-N 0.000 claims 1
- RLCAWBGFEAYDNE-UHFFFAOYSA-N 2-chloro-n-cyclooctyl-4,5-difluorobenzamide Chemical compound C1=C(F)C(F)=CC(Cl)=C1C(=O)NC1CCCCCCC1 RLCAWBGFEAYDNE-UHFFFAOYSA-N 0.000 claims 1
- OEYWSNRVIODBJL-UHFFFAOYSA-N 2-chloro-n-methyl-n-phenylbenzamide Chemical compound C=1C=CC=CC=1N(C)C(=O)C1=CC=CC=C1Cl OEYWSNRVIODBJL-UHFFFAOYSA-N 0.000 claims 1
- CHTAIYIAJKCWFE-UHFFFAOYSA-N 2-cyclohexyl-n-(2,6-dimethylphenyl)-n-(furan-2-ylmethyl)acetamide Chemical compound CC1=CC=CC(C)=C1N(C(=O)CC1CCCCC1)CC1=CC=CO1 CHTAIYIAJKCWFE-UHFFFAOYSA-N 0.000 claims 1
- SQDWNHRSJXSPSO-UHFFFAOYSA-N 2-hydroxy-4,4-dimethyl-6-oxo-n-phenylcyclohexene-1-carboxamide Chemical compound O=C1CC(C)(C)CC(O)=C1C(=O)NC1=CC=CC=C1 SQDWNHRSJXSPSO-UHFFFAOYSA-N 0.000 claims 1
- WMHJSKQIZWRPOI-UHFFFAOYSA-N 2-methoxy-n-[(1-phenylcyclopentyl)methyl]benzamide Chemical compound COC1=CC=CC=C1C(=O)NCC1(C=2C=CC=CC=2)CCCC1 WMHJSKQIZWRPOI-UHFFFAOYSA-N 0.000 claims 1
- ASUDFOJKTJLAIK-UHFFFAOYSA-N 2-methoxyethanamine Chemical compound COCCN ASUDFOJKTJLAIK-UHFFFAOYSA-N 0.000 claims 1
- XICOIUVERMHLLR-UHFFFAOYSA-N 2-morpholin-4-yl-n-[(1-phenylcyclopentyl)methyl]acetamide Chemical compound C1CCCC1(C=1C=CC=CC=1)CNC(=O)CN1CCOCC1 XICOIUVERMHLLR-UHFFFAOYSA-N 0.000 claims 1
- CIMNDLLQVWHXSU-UHFFFAOYSA-N 2-morpholin-4-yl-n-[(1-phenylcyclopentyl)methyl]propanamide Chemical compound C1CCCC1(C=1C=CC=CC=1)CNC(=O)C(C)N1CCOCC1 CIMNDLLQVWHXSU-UHFFFAOYSA-N 0.000 claims 1
- YTSYVPITBGXZGX-UHFFFAOYSA-N 2-phenoxy-1-[4-[[2-(trifluoromethyl)phenyl]methyl]piperazin-1-yl]ethanone Chemical compound FC(F)(F)C1=CC=CC=C1CN1CCN(C(=O)COC=2C=CC=CC=2)CC1 YTSYVPITBGXZGX-UHFFFAOYSA-N 0.000 claims 1
- AOAAKPKESCSLKH-UHFFFAOYSA-N 2-phenyl-1-(3-phenylpyrrolidin-1-yl)ethanone Chemical compound C1CC(C=2C=CC=CC=2)CN1C(=O)CC1=CC=CC=C1 AOAAKPKESCSLKH-UHFFFAOYSA-N 0.000 claims 1
- AFHVHPLKUVOZQH-UHFFFAOYSA-N 2-phenyl-n-[2-(trifluoromethyl)phenyl]butanamide Chemical compound C=1C=CC=CC=1C(CC)C(=O)NC1=CC=CC=C1C(F)(F)F AFHVHPLKUVOZQH-UHFFFAOYSA-N 0.000 claims 1
- QUQKAXPIRYDMHC-UHFFFAOYSA-N 3,4,4a,5,6,7,8,8a-octahydro-2h-quinolin-1-yl(phenyl)methanone Chemical compound C1CCC2CCCCC2N1C(=O)C1=CC=CC=C1 QUQKAXPIRYDMHC-UHFFFAOYSA-N 0.000 claims 1
- JALSUCQBKFICGJ-UHFFFAOYSA-N 3,4,4a,5,6,7,8,8a-octahydro-2h-quinolin-1-yl-[1-(4-chlorophenyl)sulfonylpiperidin-3-yl]methanone Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)N1CC(C(=O)N2C3CCCCC3CCC2)CCC1 JALSUCQBKFICGJ-UHFFFAOYSA-N 0.000 claims 1
- GFAMNPSIKLWQFG-UHFFFAOYSA-N 3,4,4a,8a-tetrahydro-2h-quinolin-1-yl-(4-fluorophenyl)methanone Chemical compound C1=CC(F)=CC=C1C(=O)N1C2C=CC=CC2CCC1 GFAMNPSIKLWQFG-UHFFFAOYSA-N 0.000 claims 1
- JIQMXQBHAQRZIC-UHFFFAOYSA-N 3,4,5-trimethoxy-n-[(4-methylphenyl)methyl]-n-[6-(pyridin-2-ylamino)hexyl]benzamide Chemical compound COC1=C(OC)C(OC)=CC(C(=O)N(CCCCCCNC=2N=CC=CC=2)CC=2C=CC(C)=CC=2)=C1 JIQMXQBHAQRZIC-UHFFFAOYSA-N 0.000 claims 1
- HFYZIIYHIGTAII-UHFFFAOYSA-N 3,4-dihydro-1h-isoquinolin-2-yl-(2-methylphenyl)methanone Chemical compound CC1=CC=CC=C1C(=O)N1CC2=CC=CC=C2CC1 HFYZIIYHIGTAII-UHFFFAOYSA-N 0.000 claims 1
- PXRUDTKTGZDJHY-UHFFFAOYSA-N 3,4-dihydro-1h-isoquinolin-2-yl-(3,4-dimethylphenyl)methanone Chemical compound C1=C(C)C(C)=CC=C1C(=O)N1CC2=CC=CC=C2CC1 PXRUDTKTGZDJHY-UHFFFAOYSA-N 0.000 claims 1
- WSDAQQKBGUZLQI-UHFFFAOYSA-N 3,4-dihydro-1h-isoquinolin-2-yl-[1-(2-nitrophenyl)sulfonylpiperidin-3-yl]methanone Chemical compound [O-][N+](=O)C1=CC=CC=C1S(=O)(=O)N1CC(C(=O)N2CC3=CC=CC=C3CC2)CCC1 WSDAQQKBGUZLQI-UHFFFAOYSA-N 0.000 claims 1
- OSQDCCVNPHTASZ-UHFFFAOYSA-N 3,4-dihydro-1h-isoquinolin-2-yl-[3-(dimethylamino)phenyl]methanone Chemical compound CN(C)C1=CC=CC(C(=O)N2CC3=CC=CC=C3CC2)=C1 OSQDCCVNPHTASZ-UHFFFAOYSA-N 0.000 claims 1
- MCHZXTCMFSCBDH-UHFFFAOYSA-N 3,4-dihydro-2h-quinolin-1-yl-(1-thiophen-2-ylsulfonylpiperidin-4-yl)methanone Chemical compound C1CCC2=CC=CC=C2N1C(=O)C(CC1)CCN1S(=O)(=O)C1=CC=CS1 MCHZXTCMFSCBDH-UHFFFAOYSA-N 0.000 claims 1
- ISSLGPYALULXJH-UHFFFAOYSA-N 3,4-dihydro-2h-quinolin-1-yl-(2-fluorophenyl)methanone Chemical compound FC1=CC=CC=C1C(=O)N1C2=CC=CC=C2CCC1 ISSLGPYALULXJH-UHFFFAOYSA-N 0.000 claims 1
- SRCUDAZOLJXOLJ-UHFFFAOYSA-N 3,4-dihydro-2h-quinolin-1-yl-(2-methylphenyl)methanone Chemical compound CC1=CC=CC=C1C(=O)N1C2=CC=CC=C2CCC1 SRCUDAZOLJXOLJ-UHFFFAOYSA-N 0.000 claims 1
- ZVZWIRBGKZERRU-UHFFFAOYSA-N 3,4-dihydro-2h-quinolin-1-yl-(3-iodophenyl)methanone Chemical compound IC1=CC=CC(C(=O)N2C3=CC=CC=C3CCC2)=C1 ZVZWIRBGKZERRU-UHFFFAOYSA-N 0.000 claims 1
- BUTVSAACRCEEOE-UHFFFAOYSA-N 3,4-dihydro-2h-quinolin-1-yl-(3-piperidin-1-ylsulfonylphenyl)methanone Chemical compound C1CCC2=CC=CC=C2N1C(=O)C(C=1)=CC=CC=1S(=O)(=O)N1CCCCC1 BUTVSAACRCEEOE-UHFFFAOYSA-N 0.000 claims 1
- VZHRCTGZYLKICF-UHFFFAOYSA-N 3,4-dihydro-2h-quinolin-1-yl-(4-methylphenyl)methanone Chemical compound C1=CC(C)=CC=C1C(=O)N1C2=CC=CC=C2CCC1 VZHRCTGZYLKICF-UHFFFAOYSA-N 0.000 claims 1
- ZWYNNQSBWAQDOC-UHFFFAOYSA-N 3,4-dihydro-2h-quinolin-1-yl-(4-morpholin-4-ylsulfonylphenyl)methanone Chemical compound C1CCC2=CC=CC=C2N1C(=O)C(C=C1)=CC=C1S(=O)(=O)N1CCOCC1 ZWYNNQSBWAQDOC-UHFFFAOYSA-N 0.000 claims 1
- GOFUZVFSHNIODA-UHFFFAOYSA-N 3,4-dihydro-2h-quinolin-1-yl-(4-pyrrolidin-1-ylsulfonylphenyl)methanone Chemical compound C1CCC2=CC=CC=C2N1C(=O)C(C=C1)=CC=C1S(=O)(=O)N1CCCC1 GOFUZVFSHNIODA-UHFFFAOYSA-N 0.000 claims 1
- QCNCHPUMDFGFPU-UHFFFAOYSA-N 3,4-dihydro-2h-quinolin-1-yl-[3-(4-phenylpiperazin-1-yl)sulfonylphenyl]methanone Chemical compound C1CCC2=CC=CC=C2N1C(=O)C(C=1)=CC=CC=1S(=O)(=O)N(CC1)CCN1C1=CC=CC=C1 QCNCHPUMDFGFPU-UHFFFAOYSA-N 0.000 claims 1
- AOTSIGYCJVFJSK-UHFFFAOYSA-N 3,5-dichloro-n-cyclohexyl-n-methylbenzamide Chemical compound C=1C(Cl)=CC(Cl)=CC=1C(=O)N(C)C1CCCCC1 AOTSIGYCJVFJSK-UHFFFAOYSA-N 0.000 claims 1
- AEGHNVIUXMRJME-UHFFFAOYSA-N 3-(1,3-benzodioxol-5-yl)-3-(2-methoxyphenyl)-1-pyrrolidin-1-ylpropan-1-one Chemical compound COC1=CC=CC=C1C(C=1C=C2OCOC2=CC=1)CC(=O)N1CCCC1 AEGHNVIUXMRJME-UHFFFAOYSA-N 0.000 claims 1
- IZVZFYJEVTWHHM-UHFFFAOYSA-N 3-(1,3-dioxoisoindol-2-yl)-n-(2-methylcyclohexyl)propanamide Chemical compound CC1CCCCC1NC(=O)CCN1C(=O)C2=CC=CC=C2C1=O IZVZFYJEVTWHHM-UHFFFAOYSA-N 0.000 claims 1
- OKOUKEMKLYMBMZ-UHFFFAOYSA-N 3-(1-benzylimidazol-2-yl)sulfanyl-n-cyclohexylpropanamide Chemical compound C1CCCCC1NC(=O)CCSC1=NC=CN1CC1=CC=CC=C1 OKOUKEMKLYMBMZ-UHFFFAOYSA-N 0.000 claims 1
- QINSYGOHQYKFPF-UHFFFAOYSA-N 3-(2-chlorophenyl)-n-cyclohexyl-n-methylprop-2-enamide Chemical compound C=1C=CC=C(Cl)C=1C=CC(=O)N(C)C1CCCCC1 QINSYGOHQYKFPF-UHFFFAOYSA-N 0.000 claims 1
- HGKDAPBOUPXJKC-UHFFFAOYSA-N 3-(2-hydroxyphenyl)-1,3-di(piperidin-1-yl)propan-1-one Chemical compound OC1=CC=CC=C1C(N1CCCCC1)CC(=O)N1CCCCC1 HGKDAPBOUPXJKC-UHFFFAOYSA-N 0.000 claims 1
- PREGFDQQYHBIGQ-UHFFFAOYSA-N 3-(3,4-dihydro-2h-quinoline-1-carbonyl)-n-phenylbenzenesulfonamide Chemical compound C1CCC2=CC=CC=C2N1C(=O)C(C=1)=CC=CC=1S(=O)(=O)NC1=CC=CC=C1 PREGFDQQYHBIGQ-UHFFFAOYSA-N 0.000 claims 1
- HZHSTMOFYQBVPV-UHFFFAOYSA-N 3-(4-fluorophenyl)-1-(4-phenylpiperidin-1-yl)but-2-en-1-one Chemical compound C=1C=C(F)C=CC=1C(C)=CC(=O)N(CC1)CCC1C1=CC=CC=C1 HZHSTMOFYQBVPV-UHFFFAOYSA-N 0.000 claims 1
- FTYKJOBQOANJJP-UHFFFAOYSA-N 3-(4-methylphenyl)-n-propan-2-yladamantane-1-carboxamide Chemical compound C1C(C(=O)NC(C)C)(C2)CC(C3)CC1CC32C1=CC=C(C)C=C1 FTYKJOBQOANJJP-UHFFFAOYSA-N 0.000 claims 1
- JWZIWHICRPFTPD-UHFFFAOYSA-N 3-(6-chloropyridin-2-yl)oxy-n-ethylbenzamide Chemical compound CCNC(=O)C1=CC=CC(OC=2N=C(Cl)C=CC=2)=C1 JWZIWHICRPFTPD-UHFFFAOYSA-N 0.000 claims 1
- AESWMSCLVNNIQD-UHFFFAOYSA-N 3-[1-(1h-indole-5-carbonyl)piperidin-4-yl]-1h-benzimidazol-2-one Chemical compound C1=C2NC=CC2=CC(C(N2CCC(CC2)N2C(NC3=CC=CC=C32)=O)=O)=C1 AESWMSCLVNNIQD-UHFFFAOYSA-N 0.000 claims 1
- RAWVSRAIUPFWKY-UHFFFAOYSA-N 3-[1-(3-cyclohexylpropanoyl)piperidin-4-yl]-1h-benzimidazol-2-one Chemical compound C1CC(N2C(NC3=CC=CC=C32)=O)CCN1C(=O)CCC1CCCCC1 RAWVSRAIUPFWKY-UHFFFAOYSA-N 0.000 claims 1
- VIXSEPGMXMZCNJ-UHFFFAOYSA-N 3-[1-(6-phenylhexanoyl)piperidin-4-yl]-1h-benzimidazol-2-one Chemical compound C1CC(N2C(NC3=CC=CC=C32)=O)CCN1C(=O)CCCCCC1=CC=CC=C1 VIXSEPGMXMZCNJ-UHFFFAOYSA-N 0.000 claims 1
- KYKSBULMCOJGHZ-UHFFFAOYSA-N 3-[2-(1,3-dioxoisoindol-2-yl)ethyl]adamantane-1-carboxylic acid Chemical compound O=C1C2=CC=CC=C2C(=O)N1CCC1(C2)CC(C3)CC2CC3(C(=O)O)C1 KYKSBULMCOJGHZ-UHFFFAOYSA-N 0.000 claims 1
- OMGQRBXCEOHLIC-UHFFFAOYSA-N 3-[4-(2,3-dimethylphenyl)piperazine-1-carbonyl]isochromen-1-one Chemical compound CC1=CC=CC(N2CCN(CC2)C(=O)C=2OC(=O)C3=CC=CC=C3C=2)=C1C OMGQRBXCEOHLIC-UHFFFAOYSA-N 0.000 claims 1
- KYQYKLYWKGVGAP-UHFFFAOYSA-N 3-[4-(2-ethoxyphenyl)piperazine-1-carbonyl]isochromen-1-one Chemical compound CCOC1=CC=CC=C1N1CCN(C(=O)C=2OC(=O)C3=CC=CC=C3C=2)CC1 KYQYKLYWKGVGAP-UHFFFAOYSA-N 0.000 claims 1
- KANGNMIFFURMPC-UHFFFAOYSA-N 3-[[(2-amino-2-oxoethyl)-[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]amino]methyl]benzoic acid Chemical compound C=1C(OC)=CC(C(=O)N(CC(N)=O)CC=2C=C(C=CC=2)C(O)=O)=CC=1C(=O)C1=CC=CC=N1 KANGNMIFFURMPC-UHFFFAOYSA-N 0.000 claims 1
- NJHXKVRXNBUPLG-UHFFFAOYSA-N 3-[[3-imidazol-1-ylpropyl-[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]amino]methyl]benzoic acid Chemical compound C=1C(OC)=CC(C(=O)N(CCCN2C=NC=C2)CC=2C=C(C=CC=2)C(O)=O)=CC=1C(=O)C1=CC=CC=N1 NJHXKVRXNBUPLG-UHFFFAOYSA-N 0.000 claims 1
- QPGIJIRGLAVNSV-UHFFFAOYSA-N 3-[[5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carbonyl]amino]propanoic acid Chemical compound C1=C2NC=C(C(=O)NCCC(O)=O)C2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 QPGIJIRGLAVNSV-UHFFFAOYSA-N 0.000 claims 1
- QSSZFEXITQOVAN-UHFFFAOYSA-N 3-amino-n-cyclohexyl-n-methylbenzamide Chemical compound C=1C=CC(N)=CC=1C(=O)N(C)C1CCCCC1 QSSZFEXITQOVAN-UHFFFAOYSA-N 0.000 claims 1
- DFDCVQAGGAQLPM-UHFFFAOYSA-N 3-azabicyclo[3.2.2]nonan-3-yl(1h-imidazol-5-yl)methanone Chemical compound C1C(CC2)CCC2CN1C(=O)C1=CNC=N1 DFDCVQAGGAQLPM-UHFFFAOYSA-N 0.000 claims 1
- OMWOJLYJWCJZBS-UHFFFAOYSA-N 3-azabicyclo[3.2.2]nonan-3-yl(1h-indol-3-yl)methanone Chemical compound C1CC(C2)CCC1CN2C(=O)C1=CNC2=CC=CC=C12 OMWOJLYJWCJZBS-UHFFFAOYSA-N 0.000 claims 1
- CRQKCCXRMKLINA-UHFFFAOYSA-N 3-azabicyclo[3.2.2]nonan-3-yl(1h-indol-5-yl)methanone Chemical compound C1CC(C2)CCC1CN2C(=O)C1=CC=C(NC=C2)C2=C1 CRQKCCXRMKLINA-UHFFFAOYSA-N 0.000 claims 1
- UEOPWQUBKNHVMA-UHFFFAOYSA-N 3-azabicyclo[3.2.2]nonan-3-yl(quinolin-2-yl)methanone Chemical compound C1CC(C2)CCC1CN2C(=O)C1=CC=C(C=CC=C2)C2=N1 UEOPWQUBKNHVMA-UHFFFAOYSA-N 0.000 claims 1
- DNLQVIGADVTFPN-UHFFFAOYSA-N 3-azabicyclo[3.2.2]nonan-3-yl-(1-methylindol-3-yl)methanone Chemical compound C1CC(C2)CCC1CN2C(=O)C1=CN(C)C2=CC=CC=C21 DNLQVIGADVTFPN-UHFFFAOYSA-N 0.000 claims 1
- PFGGHCQDRUHGQF-UHFFFAOYSA-N 3-azabicyclo[3.2.2]nonan-3-yl-(2,4-dimethyl-1,3-thiazol-5-yl)methanone Chemical compound S1C(C)=NC(C)=C1C(=O)N1CC(CC2)CCC2C1 PFGGHCQDRUHGQF-UHFFFAOYSA-N 0.000 claims 1
- NXOVBRAJXCOONU-UHFFFAOYSA-N 3-azabicyclo[3.2.2]nonan-3-yl-(2-bromophenyl)methanone Chemical compound BrC1=CC=CC=C1C(=O)N1CC(CC2)CCC2C1 NXOVBRAJXCOONU-UHFFFAOYSA-N 0.000 claims 1
- NTLUMMHVTHLTLV-UHFFFAOYSA-N 3-azabicyclo[3.2.2]nonan-3-yl-(4-methyl-2-phenyl-1,3-thiazol-5-yl)methanone Chemical compound S1C(C(=O)N2CC3CCC(CC3)C2)=C(C)N=C1C1=CC=CC=C1 NTLUMMHVTHLTLV-UHFFFAOYSA-N 0.000 claims 1
- TVCPFXRYXOOVCW-UHFFFAOYSA-N 3-bicyclo[2.2.1]heptanyl-[4-(2,3-dimethylphenyl)piperazin-1-yl]methanone Chemical compound CC1=CC=CC(N2CCN(CC2)C(=O)C2C3CCC(C3)C2)=C1C TVCPFXRYXOOVCW-UHFFFAOYSA-N 0.000 claims 1
- VGOUETQRBKNMCS-UHFFFAOYSA-N 3-bicyclo[2.2.1]heptanyl-[4-(2-ethoxyphenyl)piperazin-1-yl]methanone Chemical compound CCOC1=CC=CC=C1N1CCN(C(=O)C2C3CCC(C3)C2)CC1 VGOUETQRBKNMCS-UHFFFAOYSA-N 0.000 claims 1
- SXYTYMZPKCYNCQ-UHFFFAOYSA-N 3-bromo-n-[3-methyl-1-oxo-1-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)pentan-2-yl]benzamide Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C(C(C)CC)NC(=O)C1=CC=CC(Br)=C1 SXYTYMZPKCYNCQ-UHFFFAOYSA-N 0.000 claims 1
- NIBGOYHSCONGHL-UHFFFAOYSA-N 3-chloro-n-(2-cyanoethyl)-n-cyclohexyl-1-benzothiophene-2-carboxamide Chemical compound S1C2=CC=CC=C2C(Cl)=C1C(=O)N(CCC#N)C1CCCCC1 NIBGOYHSCONGHL-UHFFFAOYSA-N 0.000 claims 1
- KSKRUVPZJQYBJY-UHFFFAOYSA-N 3-chloro-n-(2-cyanoethyl)-n-phenyl-1-benzothiophene-2-carboxamide Chemical compound S1C2=CC=CC=C2C(Cl)=C1C(=O)N(CCC#N)C1=CC=CC=C1 KSKRUVPZJQYBJY-UHFFFAOYSA-N 0.000 claims 1
- ABWUOKQNTANVSF-UHFFFAOYSA-N 3-chloro-n-cyclooctyl-1-benzothiophene-2-carboxamide Chemical compound S1C2=CC=CC=C2C(Cl)=C1C(=O)NC1CCCCCCC1 ABWUOKQNTANVSF-UHFFFAOYSA-N 0.000 claims 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 1
- HEEDMMBEBQVQSK-UHFFFAOYSA-N 3-cyclohexyl-1-[4-(1h-imidazol-5-yl)piperidin-1-yl]propan-1-one Chemical compound C1CC(C=2N=CNC=2)CCN1C(=O)CCC1CCCCC1 HEEDMMBEBQVQSK-UHFFFAOYSA-N 0.000 claims 1
- NUNQOEASBHTZFI-UHFFFAOYSA-N 3-cyclohexyl-n-(3-phenylpropyl)propanamide Chemical compound C=1C=CC=CC=1CCCNC(=O)CCC1CCCCC1 NUNQOEASBHTZFI-UHFFFAOYSA-N 0.000 claims 1
- VIAZKZSZTPUSTN-UHFFFAOYSA-N 3-cyclopentyl-1-(6-fluoro-2-methyl-3,4-dihydro-2h-quinolin-1-yl)propan-1-one Chemical compound CC1CCC2=CC(F)=CC=C2N1C(=O)CCC1CCCC1 VIAZKZSZTPUSTN-UHFFFAOYSA-N 0.000 claims 1
- RSLXYRBJGGKEOQ-UHFFFAOYSA-N 3-cyclopentyl-n-[(4-methylphenyl)methyl]-n-[6-(pyridin-2-ylamino)hexyl]propanamide Chemical compound C1=CC(C)=CC=C1CN(C(=O)CCC1CCCC1)CCCCCCNC1=CC=CC=N1 RSLXYRBJGGKEOQ-UHFFFAOYSA-N 0.000 claims 1
- KPZWEVYTOHWSCX-UHFFFAOYSA-N 3-cyclopentyl-n-[1-[4-(3-cyclopentylpropanoyl)piperazin-1-yl]-1-oxo-3-phenylpropan-2-yl]propanamide Chemical compound C=1C=CC=CC=1CC(C(=O)N1CCN(CC1)C(=O)CCC1CCCC1)NC(=O)CCC1CCCC1 KPZWEVYTOHWSCX-UHFFFAOYSA-N 0.000 claims 1
- DAMPQIDCRXXMOX-UHFFFAOYSA-N 3-cyclopentyl-n-[3-methyl-1-oxo-1-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)pentan-2-yl]propanamide Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C(C(C)CC)NC(=O)CCC1CCCC1 DAMPQIDCRXXMOX-UHFFFAOYSA-N 0.000 claims 1
- WGJNCXLHFMFLPI-UHFFFAOYSA-N 3-methoxy-n-(2-methoxyethyl)-n-(2-piperidin-4-ylethyl)-5-(pyridine-2-carbonyl)benzamide Chemical compound C=1C(OC)=CC(C(=O)C=2N=CC=CC=2)=CC=1C(=O)N(CCOC)CCC1CCNCC1 WGJNCXLHFMFLPI-UHFFFAOYSA-N 0.000 claims 1
- JEAJGACHSHBSHS-UHFFFAOYSA-N 3-methoxy-n-(2-methoxyethyl)-n-(piperidin-3-ylmethyl)-5-(pyridine-2-carbonyl)benzamide Chemical compound C=1C(OC)=CC(C(=O)C=2N=CC=CC=2)=CC=1C(=O)N(CCOC)CC1CCCNC1 JEAJGACHSHBSHS-UHFFFAOYSA-N 0.000 claims 1
- SRKVNGUVRVMENY-UHFFFAOYSA-N 3-methoxy-n-(2-oxoazepan-3-yl)-n-(2-piperidin-4-ylethyl)-5-(pyridine-2-carbonyl)benzamide Chemical compound C=1C(OC)=CC(C(=O)N(CCC2CCNCC2)C2C(NCCCC2)=O)=CC=1C(=O)C1=CC=CC=N1 SRKVNGUVRVMENY-UHFFFAOYSA-N 0.000 claims 1
- YRNDALDPZKCGLP-UHFFFAOYSA-N 3-methoxy-n-(oxolan-2-ylmethyl)-n-(2-piperidin-4-ylethyl)-5-(pyridine-2-carbonyl)benzamide Chemical compound C=1C(OC)=CC(C(=O)N(CCC2CCNCC2)CC2OCCC2)=CC=1C(=O)C1=CC=CC=N1 YRNDALDPZKCGLP-UHFFFAOYSA-N 0.000 claims 1
- XXDQRLVBJNMLOG-UHFFFAOYSA-N 3-methoxy-n-[3-(2-oxopyrrolidin-1-yl)propyl]-5-(pyridine-2-carbonyl)benzamide Chemical compound C=1C(OC)=CC(C(=O)NCCCN2C(CCC2)=O)=CC=1C(=O)C1=CC=CC=N1 XXDQRLVBJNMLOG-UHFFFAOYSA-N 0.000 claims 1
- TTXDWKTUIVFROG-UHFFFAOYSA-N 3-methoxy-n-[3-(2-oxopyrrolidin-1-yl)propyl]-n-(2-piperidin-4-ylethyl)-5-(pyridine-2-carbonyl)benzamide Chemical compound C=1C(OC)=CC(C(=O)N(CCCN2C(CCC2)=O)CCC2CCNCC2)=CC=1C(=O)C1=CC=CC=N1 TTXDWKTUIVFROG-UHFFFAOYSA-N 0.000 claims 1
- ZIFMGUQIQKOMTE-UHFFFAOYSA-N 3-methoxy-n-methyl-n-(2-piperidin-4-ylethyl)-5-(pyridine-2-carbonyl)benzamide Chemical compound C=1C(OC)=CC(C(=O)N(C)CCC2CCNCC2)=CC=1C(=O)C1=CC=CC=N1 ZIFMGUQIQKOMTE-UHFFFAOYSA-N 0.000 claims 1
- NVZFJWSRMJTYGR-UHFFFAOYSA-N 3-phenyl-n-(1-phenylpropan-2-yl)propanamide Chemical compound C=1C=CC=CC=1CCC(=O)NC(C)CC1=CC=CC=C1 NVZFJWSRMJTYGR-UHFFFAOYSA-N 0.000 claims 1
- IVQSWGRXIWBWGA-UHFFFAOYSA-N 4-(2,4-dichlorophenoxy)-1-(4-phenylpiperazin-1-yl)butan-1-one Chemical compound ClC1=CC(Cl)=CC=C1OCCCC(=O)N1CCN(C=2C=CC=CC=2)CC1 IVQSWGRXIWBWGA-UHFFFAOYSA-N 0.000 claims 1
- MLHGNSOMRCPHGF-UHFFFAOYSA-N 4-(2,4-dichlorophenoxy)-1-[4-(4-fluorophenyl)piperazin-1-yl]butan-1-one Chemical compound C1=CC(F)=CC=C1N1CCN(C(=O)CCCOC=2C(=CC(Cl)=CC=2)Cl)CC1 MLHGNSOMRCPHGF-UHFFFAOYSA-N 0.000 claims 1
- LRFPRQXBDQUNSP-UHFFFAOYSA-N 4-(2,4-dichlorophenoxy)-1-piperidin-1-ylbutan-1-one Chemical compound ClC1=CC(Cl)=CC=C1OCCCC(=O)N1CCCCC1 LRFPRQXBDQUNSP-UHFFFAOYSA-N 0.000 claims 1
- HTFAPKQXWFGTTN-UHFFFAOYSA-N 4-(2,6-dichlorophenyl)sulfanyl-n-[(6,6-dimethyl-4-bicyclo[3.1.1]heptanyl)methyl]butanamide Chemical compound CC1(C)C(CC2)CC1C2CNC(=O)CCCSC1=C(Cl)C=CC=C1Cl HTFAPKQXWFGTTN-UHFFFAOYSA-N 0.000 claims 1
- CFIUCNIQKGZBST-UHFFFAOYSA-N 4-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)benzoic acid Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=C(C(O)=O)C=C1 CFIUCNIQKGZBST-UHFFFAOYSA-N 0.000 claims 1
- BCOOHAJVMHYSQG-UHFFFAOYSA-N 4-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-1,7,7-trimethyl-3-oxabicyclo[2.2.1]heptan-2-one Chemical compound C1CC2=CC=CC=C2CN1C(=O)C1(OC2=O)CCC2(C)C1(C)C BCOOHAJVMHYSQG-UHFFFAOYSA-N 0.000 claims 1
- ABWBCQMJMOTENL-UHFFFAOYSA-N 4-(3,4-dihydro-2h-quinoline-1-carbonyl)-1,7,7-trimethyl-3-oxabicyclo[2.2.1]heptan-2-one Chemical compound C1CCC2=CC=CC=C2N1C(=O)C1(OC2=O)CCC2(C)C1(C)C ABWBCQMJMOTENL-UHFFFAOYSA-N 0.000 claims 1
- HKTQOOXXOJKOIL-UHFFFAOYSA-N 4-(3-azabicyclo[3.2.2]nonane-3-carbonyl)-n,n-dipropylbenzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N(CCC)CCC)=CC=C1C(=O)N1CC(CC2)CCC2C1 HKTQOOXXOJKOIL-UHFFFAOYSA-N 0.000 claims 1
- IGNMXUGQHJGRQL-UHFFFAOYSA-N 4-(4-chloro-2-methylphenoxy)-1-(3,4-dihydro-2h-quinolin-1-yl)butan-1-one Chemical compound CC1=CC(Cl)=CC=C1OCCCC(=O)N1C2=CC=CC=C2CCC1 IGNMXUGQHJGRQL-UHFFFAOYSA-N 0.000 claims 1
- IDADHKJDWBLCBE-UHFFFAOYSA-N 4-(4-methoxy-3-methylphenyl)-n-(2-methylcyclohexyl)butanamide Chemical compound C1=C(C)C(OC)=CC=C1CCCC(=O)NC1C(C)CCCC1 IDADHKJDWBLCBE-UHFFFAOYSA-N 0.000 claims 1
- LMEAZIIFLVDISW-UHFFFAOYSA-N 4-(trifluoromethyl)cyclohexane-1-carboxylic acid Chemical compound OC(=O)C1CCC(C(F)(F)F)CC1 LMEAZIIFLVDISW-UHFFFAOYSA-N 0.000 claims 1
- UWRNQBNLENHGBY-UHFFFAOYSA-N 4-[2-(2,6-dichlorophenyl)sulfanylethyl]-n-[2-(2-fluorophenyl)ethyl]benzamide Chemical compound FC1=CC=CC=C1CCNC(=O)C(C=C1)=CC=C1CCSC1=C(Cl)C=CC=C1Cl UWRNQBNLENHGBY-UHFFFAOYSA-N 0.000 claims 1
- HRKDDFVFNITPJU-UHFFFAOYSA-N 4-[2-[[5-(cyclopropylmethylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-n-[(6,6-dimethyl-4-bicyclo[3.1.1]heptanyl)methyl]benzamide Chemical compound CC1(C)C(CC2)CC1C2CNC(=O)C(C=C1)=CC=C1CCSC(S1)=NN=C1SCC1CC1 HRKDDFVFNITPJU-UHFFFAOYSA-N 0.000 claims 1
- DVTPGYSWFFEQDH-UHFFFAOYSA-N 4-[4-[2-[4-(dimethylamino)phenyl]acetyl]piperazin-1-yl]-3-(2-phenylpropylamino)benzamide Chemical compound C=1C=CC=CC=1C(C)CNC1=CC(C(N)=O)=CC=C1N(CC1)CCN1C(=O)CC1=CC=C(N(C)C)C=C1 DVTPGYSWFFEQDH-UHFFFAOYSA-N 0.000 claims 1
- WBSQKBVCMIVFIM-UHFFFAOYSA-N 4-[[5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)indol-1-yl]methyl]benzonitrile Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1C=C2)=CC=C1N2CC1=CC=C(C#N)C=C1 WBSQKBVCMIVFIM-UHFFFAOYSA-N 0.000 claims 1
- PFIOQDWZNYYLGN-UHFFFAOYSA-N 4-[benzyl(methylsulfonyl)amino]-n-(furan-2-ylmethyl)benzamide Chemical compound C=1C=C(C(=O)NCC=2OC=CC=2)C=CC=1N(S(=O)(=O)C)CC1=CC=CC=C1 PFIOQDWZNYYLGN-UHFFFAOYSA-N 0.000 claims 1
- NJPRATJHCGOAKI-UHFFFAOYSA-N 4-amino-n-(2,3-dihydro-1h-inden-2-yl)-n-[(3-hydroxyphenyl)methyl]-2-(propanoylamino)butanamide Chemical compound C1C2=CC=CC=C2CC1N(C(=O)C(CCN)NC(=O)CC)CC1=CC=CC(O)=C1 NJPRATJHCGOAKI-UHFFFAOYSA-N 0.000 claims 1
- VBQURISEJZGIJF-UHFFFAOYSA-N 4-amino-n-cyclohexyl-n-methylbenzamide Chemical compound C=1C=C(N)C=CC=1C(=O)N(C)C1CCCCC1 VBQURISEJZGIJF-UHFFFAOYSA-N 0.000 claims 1
- KSMOEHJKKPNNLU-UHFFFAOYSA-N 4-benzoyl-n-methyl-n-phenylbenzamide Chemical compound C=1C=CC=CC=1N(C)C(=O)C(C=C1)=CC=C1C(=O)C1=CC=CC=C1 KSMOEHJKKPNNLU-UHFFFAOYSA-N 0.000 claims 1
- RZGYDZODJLKUAS-UHFFFAOYSA-N 4-bromo-1-ethyl-n-(2-methylsulfanylphenyl)pyrazole-3-carboxamide Chemical compound CCN1C=C(Br)C(C(=O)NC=2C(=CC=CC=2)SC)=N1 RZGYDZODJLKUAS-UHFFFAOYSA-N 0.000 claims 1
- SOOIJPNTAQSLKT-UHFFFAOYSA-N 4-bromo-n-[3-(piperidine-1-carbonyl)phenyl]benzamide Chemical compound C1=CC(Br)=CC=C1C(=O)NC1=CC=CC(C(=O)N2CCCCC2)=C1 SOOIJPNTAQSLKT-UHFFFAOYSA-N 0.000 claims 1
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims 1
- PPOIDZGFAOGDMF-UHFFFAOYSA-N 4-chloro-n-(4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl)benzamide Chemical compound CC1(C)C(C2)CCC1(C)C2NC(=O)C1=CC=C(Cl)C=C1 PPOIDZGFAOGDMF-UHFFFAOYSA-N 0.000 claims 1
- LIXSCNLHIZAPAQ-UHFFFAOYSA-N 4-chloro-n-[3-methyl-1-oxo-1-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)pentan-2-yl]benzamide Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C(C(C)CC)NC(=O)C1=CC=C(Cl)C=C1 LIXSCNLHIZAPAQ-UHFFFAOYSA-N 0.000 claims 1
- DSEGTCSERAIXAT-UHFFFAOYSA-N 4-chloro-n-cyclohexyl-n-ethyl-3-nitrobenzamide Chemical compound C=1C=C(Cl)C([N+]([O-])=O)=CC=1C(=O)N(CC)C1CCCCC1 DSEGTCSERAIXAT-UHFFFAOYSA-N 0.000 claims 1
- QOFLCISYFQWEBT-UHFFFAOYSA-N 4-chloro-n-ethyl-n-(2-methylphenyl)benzamide Chemical compound C=1C=CC=C(C)C=1N(CC)C(=O)C1=CC=C(Cl)C=C1 QOFLCISYFQWEBT-UHFFFAOYSA-N 0.000 claims 1
- CAIPLUDSZJCLRO-UHFFFAOYSA-N 4-fluoro-n-[4-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)phenyl]benzenesulfonamide Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(F)C=C1 CAIPLUDSZJCLRO-UHFFFAOYSA-N 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- JGFVAUUDLCHKQI-UHFFFAOYSA-N 4-hydroxy-n-[(4-hydroxyphenyl)methyl]-n-(2-methylpropyl)benzamide Chemical compound C=1C=C(O)C=CC=1C(=O)N(CC(C)C)CC1=CC=C(O)C=C1 JGFVAUUDLCHKQI-UHFFFAOYSA-N 0.000 claims 1
- WBRQXZXOGRAPJI-UHFFFAOYSA-N 4-methyl-n-[2-(phenoxazine-10-carbonyl)phenyl]benzenesulfonamide Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC1=CC=CC=C1C(=O)N1C2=CC=CC=C2OC2=CC=CC=C21 WBRQXZXOGRAPJI-UHFFFAOYSA-N 0.000 claims 1
- AFPFMPNSJWQYPJ-UHFFFAOYSA-N 4-methyl-n-[3-methyl-1-oxo-1-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)pentan-2-yl]benzamide Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C(C(C)CC)NC(=O)C1=CC=C(C)C=C1 AFPFMPNSJWQYPJ-UHFFFAOYSA-N 0.000 claims 1
- NWEAQWFUCTVJDI-UHFFFAOYSA-N 4-methyl-n-naphthalen-1-yl-2-phenyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C3=CC=CC=C3C=CC=2)=C(C)N=C1C1=CC=CC=C1 NWEAQWFUCTVJDI-UHFFFAOYSA-N 0.000 claims 1
- LHNSBIUPQDSYIO-UHFFFAOYSA-N 4-tert-butyl-n-cyclooctylbenzamide Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)NC1CCCCCCC1 LHNSBIUPQDSYIO-UHFFFAOYSA-N 0.000 claims 1
- ARVNJCBUCQXYTF-UHFFFAOYSA-N 5,6-dihydrobenzo[b][1]benzazepin-11-yl-(4-fluorophenyl)methanone Chemical compound C1=CC(F)=CC=C1C(=O)N1C2=CC=CC=C2CCC2=CC=CC=C21 ARVNJCBUCQXYTF-UHFFFAOYSA-N 0.000 claims 1
- KLWVLLPTXFKYLW-UHFFFAOYSA-N 5-(2,6-dichlorophenyl)sulfanyl-n-(naphthalen-1-ylmethyl)pentanamide Chemical compound ClC1=CC=CC(Cl)=C1SCCCCC(=O)NCC1=CC=CC2=CC=CC=C12 KLWVLLPTXFKYLW-UHFFFAOYSA-N 0.000 claims 1
- OADYUHNMWNRALE-UHFFFAOYSA-N 5-(2,6-dichlorophenyl)sulfanyl-n-[2-[3-(trifluoromethyl)phenyl]ethyl]pentanamide Chemical compound FC(F)(F)C1=CC=CC(CCNC(=O)CCCCSC=2C(=CC=CC=2Cl)Cl)=C1 OADYUHNMWNRALE-UHFFFAOYSA-N 0.000 claims 1
- IGJLEHOJTAUBNS-UHFFFAOYSA-N 5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carbonitrile Chemical compound C1=C2NC=C(C#N)C2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 IGJLEHOJTAUBNS-UHFFFAOYSA-N 0.000 claims 1
- LAVLCOBDPUMJDX-UHFFFAOYSA-N 5-[(2-bromophenoxy)methyl]-n,n-diethylfuran-2-carboxamide Chemical compound O1C(C(=O)N(CC)CC)=CC=C1COC1=CC=CC=C1Br LAVLCOBDPUMJDX-UHFFFAOYSA-N 0.000 claims 1
- PHKHHVJRFPMLMR-UHFFFAOYSA-N 5-[(2-chlorophenoxy)methyl]-n,n-diethylfuran-2-carboxamide Chemical compound O1C(C(=O)N(CC)CC)=CC=C1COC1=CC=CC=C1Cl PHKHHVJRFPMLMR-UHFFFAOYSA-N 0.000 claims 1
- AUSQFGIOJWIZPY-UHFFFAOYSA-N 5-[(2-chlorophenoxy)methyl]-n-methyl-n-phenylfuran-2-carboxamide Chemical compound C=1C=CC=CC=1N(C)C(=O)C(O1)=CC=C1COC1=CC=CC=C1Cl AUSQFGIOJWIZPY-UHFFFAOYSA-N 0.000 claims 1
- GQGUJPJCFRQIMD-UHFFFAOYSA-N 5-amino-n-(2,3-dihydro-1h-inden-2-yl)-n-[(3-hydroxyphenyl)methyl]-2-(propanoylamino)pentanamide Chemical compound C1C2=CC=CC=C2CC1N(C(=O)C(CCCN)NC(=O)CC)CC1=CC=CC(O)=C1 GQGUJPJCFRQIMD-UHFFFAOYSA-N 0.000 claims 1
- ZRNRJPKUUZSLAC-UHFFFAOYSA-N 5-benzoyl-n,n-di(propan-2-yl)furan-2-carboxamide Chemical compound O1C(C(=O)N(C(C)C)C(C)C)=CC=C1C(=O)C1=CC=CC=C1 ZRNRJPKUUZSLAC-UHFFFAOYSA-N 0.000 claims 1
- IJRFGJFAHIMCIX-UHFFFAOYSA-N 5-methyl-2-[4-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)phenyl]-4h-pyrazol-3-one Chemical compound O=C1CC(C)=NN1C1=CC=C(C(=O)N2C3CC(CC(C)(C)C3)(C)C2)C=C1 IJRFGJFAHIMCIX-UHFFFAOYSA-N 0.000 claims 1
- JRAQWGYMJZSXKQ-UHFFFAOYSA-N 5h-[1,3]dioxolo[4,5-g]indol-7-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C2=CC(C(=O)N3C4CC(CC(C)(C)C4)(C3)C)=NC2=C2OCOC2=C1 JRAQWGYMJZSXKQ-UHFFFAOYSA-N 0.000 claims 1
- DPCREUBFMIHMSO-UHFFFAOYSA-N 6-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carbonitrile Chemical compound C1=C2C(C#N)=CNC2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 DPCREUBFMIHMSO-UHFFFAOYSA-N 0.000 claims 1
- YEADPLKZJWGUGY-UHFFFAOYSA-N 6-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1=C2C(C(N)=O)=CNC2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 YEADPLKZJWGUGY-UHFFFAOYSA-N 0.000 claims 1
- AOZLYAFLZFXJGW-UHFFFAOYSA-N 6-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxylic acid Chemical compound C1=C2C(C(O)=O)=CNC2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 AOZLYAFLZFXJGW-UHFFFAOYSA-N 0.000 claims 1
- YVZXXBUYNATFEK-UHFFFAOYSA-N 6-[(2,4-dichlorophenyl)carbamoyl]-3,4-dimethylcyclohex-3-ene-1-carboxylic acid Chemical compound OC(=O)C1CC(C)=C(C)CC1C(=O)NC1=CC=C(Cl)C=C1Cl YVZXXBUYNATFEK-UHFFFAOYSA-N 0.000 claims 1
- BEICNKKQKCUVLY-UHFFFAOYSA-N 6-azabicyclo[3.2.1]octan-6-yl(1h-indol-5-yl)methanone Chemical compound C1=C2NC=CC2=CC(C(N2C3CC(CCC3)C2)=O)=C1 BEICNKKQKCUVLY-UHFFFAOYSA-N 0.000 claims 1
- RXTIISNZXPWFRE-UHFFFAOYSA-N 6-azabicyclo[3.2.1]octan-6-yl(1h-indol-6-yl)methanone Chemical compound C1=C2C=CNC2=CC(C(N2C3CC(CCC3)C2)=O)=C1 RXTIISNZXPWFRE-UHFFFAOYSA-N 0.000 claims 1
- HWHISTDNWMQHPK-UHFFFAOYSA-N 6-fluoro-2-methyl-1-[3-[(4-propylsulfonylphenoxy)methyl]benzoyl]-2,3-dihydroquinolin-4-one Chemical compound C1=CC(S(=O)(=O)CCC)=CC=C1OCC1=CC=CC(C(=O)N2C3=CC=C(F)C=C3C(=O)CC2C)=C1 HWHISTDNWMQHPK-UHFFFAOYSA-N 0.000 claims 1
- UZRSNLGIZXQRMB-UHFFFAOYSA-N 9h-carbazol-3-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=CC=C2C3=CC(C(=O)N4C5CC(CC(C)(C)C5)(C4)C)=CC=C3NC2=C1 UZRSNLGIZXQRMB-UHFFFAOYSA-N 0.000 claims 1
- 206010003210 Arteriosclerosis Diseases 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- RGIYYVMHXKIIPQ-UHFFFAOYSA-N C1(=CC=CC=C1)C(C)N1C=CC2=CC(=CC=C12)C(=O)N1C2CC(CC(C1)(C2)C)(C)C Chemical compound C1(=CC=CC=C1)C(C)N1C=CC2=CC(=CC=C12)C(=O)N1C2CC(CC(C1)(C2)C)(C)C RGIYYVMHXKIIPQ-UHFFFAOYSA-N 0.000 claims 1
- 101100451537 Caenorhabditis elegans hsd-1 gene Proteins 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 208000024172 Cardiovascular disease Diseases 0.000 claims 1
- GJBYDVXDPYUIJU-UHFFFAOYSA-N N-(2,3-dihydro-1H-inden-5-yl)-2-methyl-3-nitrobenzamide Chemical compound C1=CC=C([N+]([O-])=O)C(C)=C1C(=O)NC1=CC=C(CCC2)C2=C1 GJBYDVXDPYUIJU-UHFFFAOYSA-N 0.000 claims 1
- VKJVVMBGQTXHMI-UHFFFAOYSA-N N-(2-chlorophenyl)-2-ethyloctanamide Chemical compound CCCCCCC(CC)C(=O)Nc1ccccc1Cl VKJVVMBGQTXHMI-UHFFFAOYSA-N 0.000 claims 1
- KXJZRJMCONXFOT-UHFFFAOYSA-N N-[(4-hydroxyphenyl)methyl]-2-thiophen-3-ylacetamide Chemical compound S1C=C(C=C1)CC(=O)NCC1=CC=C(C=C1)O KXJZRJMCONXFOT-UHFFFAOYSA-N 0.000 claims 1
- ZGZKCNBVNHZWPY-UHFFFAOYSA-N N-cyclohexyl-2-ethyloctanamide Chemical compound CCCCCCC(CC)C(=O)NC1CCCCC1 ZGZKCNBVNHZWPY-UHFFFAOYSA-N 0.000 claims 1
- BIVQBWSIGJFXLF-UHFFFAOYSA-N PPM-18 Chemical compound C=1C(=O)C2=CC=CC=C2C(=O)C=1NC(=O)C1=CC=CC=C1 BIVQBWSIGJFXLF-UHFFFAOYSA-N 0.000 claims 1
- HKVYFPVCIIFGCW-UHFFFAOYSA-N [1-(1-adamantyl)-4-bromopyrazol-3-yl]-morpholin-4-ylmethanone Chemical compound BrC1=CN(C23CC4CC(CC(C4)C2)C3)N=C1C(=O)N1CCOCC1 HKVYFPVCIIFGCW-UHFFFAOYSA-N 0.000 claims 1
- AUEQGZBIHAKSKZ-UHFFFAOYSA-N [1-(2-ethoxyethyl)indol-6-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CC=C2C=CN(CCOCC)C2=C1 AUEQGZBIHAKSKZ-UHFFFAOYSA-N 0.000 claims 1
- YUSHGZPVUJLMKB-UHFFFAOYSA-N [1-(2-methylbenzoyl)pyrazol-3-yl]-piperidin-1-ylmethanone Chemical compound CC1=CC=CC=C1C(=O)N1N=C(C(=O)N2CCCCC2)C=C1 YUSHGZPVUJLMKB-UHFFFAOYSA-N 0.000 claims 1
- FJYUFUCIUGKCGS-UHFFFAOYSA-N [1-(3,5-dichlorophenyl)-5-propylpyrazol-4-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound CCCC1=C(C(=O)N2C3CC(CC(C)(C)C3)(C)C2)C=NN1C1=CC(Cl)=CC(Cl)=C1 FJYUFUCIUGKCGS-UHFFFAOYSA-N 0.000 claims 1
- RQRGRZOOHVSAGT-UHFFFAOYSA-N [1-(4-methoxyphenyl)-5-methylpyrazol-4-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=CC(OC)=CC=C1N1C(C)=C(C(=O)N2C3CC(CC(C)(C)C3)(C)C2)C=N1 RQRGRZOOHVSAGT-UHFFFAOYSA-N 0.000 claims 1
- KZFWDKNBWPNAMF-UHFFFAOYSA-N [1-(6-methylpyridin-2-yl)imidazol-4-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound CC1=CC=CC(N2C=C(N=C2)C(=O)N2C3CC(CC(C)(C)C3)(C)C2)=N1 KZFWDKNBWPNAMF-UHFFFAOYSA-N 0.000 claims 1
- JDRVHARCLYLPLM-UHFFFAOYSA-N [1-(benzenesulfonyl)-2-methylindol-5-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound CC1=CC2=CC(C(=O)N3C4CC(CC(C)(C)C4)(C)C3)=CC=C2N1S(=O)(=O)C1=CC=CC=C1 JDRVHARCLYLPLM-UHFFFAOYSA-N 0.000 claims 1
- ITHMMSJQNHCBBD-UHFFFAOYSA-N [1-(benzenesulfonyl)indol-5-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1C=C2)=CC=C1N2S(=O)(=O)C1=CC=CC=C1 ITHMMSJQNHCBBD-UHFFFAOYSA-N 0.000 claims 1
- PDUYGZRQLUOFAU-UHFFFAOYSA-N [1-(benzenesulfonyl)piperidin-3-yl]-(3,4-dihydro-1h-isoquinolin-2-yl)methanone Chemical compound C1CC2=CC=CC=C2CN1C(=O)C(C1)CCCN1S(=O)(=O)C1=CC=CC=C1 PDUYGZRQLUOFAU-UHFFFAOYSA-N 0.000 claims 1
- AETDCZYSSKFPOT-UHFFFAOYSA-N [1-(cyclopropylmethyl)-6-fluoroindol-3-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C1=CC=C(F)C=C11)=CN1CC1CC1 AETDCZYSSKFPOT-UHFFFAOYSA-N 0.000 claims 1
- NSKXYDRKDPRQRI-UHFFFAOYSA-N [1-(oxolan-2-ylmethyl)indol-5-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1C=C2)=CC=C1N2CC1CCCO1 NSKXYDRKDPRQRI-UHFFFAOYSA-N 0.000 claims 1
- XKEABXZLQOPAHW-UHFFFAOYSA-N [1-[(4-chlorophenyl)methyl]-5-methylimidazol-4-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound CC1=C(C(=O)N2C3CC(CC(C)(C)C3)(C)C2)N=CN1CC1=CC=C(Cl)C=C1 XKEABXZLQOPAHW-UHFFFAOYSA-N 0.000 claims 1
- IHZGNXNKAOXQJO-UHFFFAOYSA-N [1-[2-(2-methoxyethoxy)ethyl]indol-6-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CC=C2C=CN(CCOCCOC)C2=C1 IHZGNXNKAOXQJO-UHFFFAOYSA-N 0.000 claims 1
- FWORSSYSVONBFV-UHFFFAOYSA-N [1-[[4-(trifluoromethoxy)phenyl]methyl]indol-5-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1C=C2)=CC=C1N2CC1=CC=C(OC(F)(F)F)C=C1 FWORSSYSVONBFV-UHFFFAOYSA-N 0.000 claims 1
- SRVUADGOBORSOL-UHFFFAOYSA-N [2-(2-nitrophenyl)-3h-benzimidazol-5-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1N=2)=CC=C1NC=2C1=CC=CC=C1[N+]([O-])=O SRVUADGOBORSOL-UHFFFAOYSA-N 0.000 claims 1
- WMUVQWLPJIFRAV-UHFFFAOYSA-N [2-(4-methylphenyl)sulfanylphenyl]-(4-methylpiperazin-1-yl)methanone Chemical compound C1CN(C)CCN1C(=O)C1=CC=CC=C1SC1=CC=C(C)C=C1 WMUVQWLPJIFRAV-UHFFFAOYSA-N 0.000 claims 1
- MVXMAYWZYMUVRX-UHFFFAOYSA-N [2-(phenoxymethyl)phenyl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=CC=C1COC1=CC=CC=C1 MVXMAYWZYMUVRX-UHFFFAOYSA-N 0.000 claims 1
- BCBRZUKTWVKDBO-UHFFFAOYSA-N [2-amino-4-methyl-5-[(4-methylphenyl)carbamoyl]thiophen-3-yl] propanoate Chemical compound CCC(=O)OC1=C(N)SC(C(=O)NC=2C=CC(C)=CC=2)=C1C BCBRZUKTWVKDBO-UHFFFAOYSA-N 0.000 claims 1
- FKAXCHIUYWEAHJ-UHFFFAOYSA-N [3-(1,3-thiazol-2-yl)-1h-indol-5-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C12)=CC=C1NC=C2C1=NC=CS1 FKAXCHIUYWEAHJ-UHFFFAOYSA-N 0.000 claims 1
- DFFWGHYCZYQSDN-UHFFFAOYSA-N [3-(2,3-dihydroindol-1-ylsulfonyl)phenyl]-(3,4-dihydro-2h-quinolin-1-yl)methanone Chemical compound C1CC2=CC=CC=C2N1S(=O)(=O)C1=CC(C(N2C3=CC=CC=C3CCC2)=O)=CC=C1 DFFWGHYCZYQSDN-UHFFFAOYSA-N 0.000 claims 1
- WRMDCWRIXINKQX-UHFFFAOYSA-N [3-(2,5-dimethylpyrrol-1-yl)phenyl]-(4-methylpiperidin-1-yl)methanone Chemical compound C1CC(C)CCN1C(=O)C1=CC=CC(N2C(=CC=C2C)C)=C1 WRMDCWRIXINKQX-UHFFFAOYSA-N 0.000 claims 1
- PGCILFAOTAMWOD-UHFFFAOYSA-N [3-(2,6-dimethylmorpholine-4-carbonyl)-1h-indol-5-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)OC(C)CN1C(=O)C1=CNC2=CC=C(C(=O)N3C4CC(CC(C)(C)C4)(C)C3)C=C12 PGCILFAOTAMWOD-UHFFFAOYSA-N 0.000 claims 1
- INKHCEQTAQTFEJ-UHFFFAOYSA-N [3-(2-chloro-6-nitrophenoxy)phenyl]-piperidin-1-ylmethanone Chemical compound [O-][N+](=O)C1=CC=CC(Cl)=C1OC1=CC=CC(C(=O)N2CCCCC2)=C1 INKHCEQTAQTFEJ-UHFFFAOYSA-N 0.000 claims 1
- SOUWOYWIZBEUNR-UHFFFAOYSA-N [3-(2H-tetrazol-5-yl)-1H-indol-6-yl]-(1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1NC=2)=CC=C1C=2C=1N=NNN=1 SOUWOYWIZBEUNR-UHFFFAOYSA-N 0.000 claims 1
- QNSCIZRHXLLGBB-UHFFFAOYSA-N [3-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indol-5-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C(C=C12)=CC=C2NC=C1C(=O)N(C1)C2CC1(C)CC(C)(C)C2 QNSCIZRHXLLGBB-UHFFFAOYSA-N 0.000 claims 1
- VBESUZJULNEXKH-UHFFFAOYSA-N [3-(4-butan-2-ylphenoxy)phenyl]-piperidin-1-ylmethanone Chemical compound C1=CC(C(C)CC)=CC=C1OC1=CC=CC(C(=O)N2CCCCC2)=C1 VBESUZJULNEXKH-UHFFFAOYSA-N 0.000 claims 1
- CJVRMJIOBJQEAV-UHFFFAOYSA-N [3-(4-methylphenyl)-1-adamantyl]-morpholin-4-ylmethanone Chemical compound C1=CC(C)=CC=C1C1(C2)CC(C3)(C(=O)N4CCOCC4)CC2CC3C1 CJVRMJIOBJQEAV-UHFFFAOYSA-N 0.000 claims 1
- XEPSNXSLHKEBRM-UHFFFAOYSA-N [3-(4-nitrophenyl)-1-adamantyl]-piperidin-1-ylmethanone Chemical compound C1=CC([N+](=O)[O-])=CC=C1C1(C2)CC(C3)(C(=O)N4CCCCC4)CC2CC3C1 XEPSNXSLHKEBRM-UHFFFAOYSA-N 0.000 claims 1
- BJRVESJGRXUAOZ-UHFFFAOYSA-N [3-(4-pyrazin-2-ylpiperazine-1-carbonyl)-1h-indol-5-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C12)=CC=C1NC=C2C(=O)N(CC1)CCN1C1=CN=CC=N1 BJRVESJGRXUAOZ-UHFFFAOYSA-N 0.000 claims 1
- JNUWZMWFPRZVPP-UHFFFAOYSA-N [3-(methylsulfonylmethyl)-1h-indol-5-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=C2NC=C(CS(C)(=O)=O)C2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 JNUWZMWFPRZVPP-UHFFFAOYSA-N 0.000 claims 1
- WQSJQJSFTIXKBS-UHFFFAOYSA-N [3-(piperidine-1-carbonyl)-1h-indol-5-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C12)=CC=C1NC=C2C(=O)N1CCCCC1 WQSJQJSFTIXKBS-UHFFFAOYSA-N 0.000 claims 1
- XBVAARHOCNXTDS-UHFFFAOYSA-N [3-[(2,5-dichlorophenoxy)methyl]phenyl]-pyrrolidin-1-ylmethanone Chemical compound ClC1=CC=C(Cl)C(OCC=2C=C(C=CC=2)C(=O)N2CCCC2)=C1 XBVAARHOCNXTDS-UHFFFAOYSA-N 0.000 claims 1
- JTAJMIZQWOCLTK-UHFFFAOYSA-N [3-[(4-bromopyrazol-1-yl)methyl]phenyl]-(4-methylpiperidin-1-yl)methanone Chemical compound C1CC(C)CCN1C(=O)C1=CC=CC(CN2N=CC(Br)=C2)=C1 JTAJMIZQWOCLTK-UHFFFAOYSA-N 0.000 claims 1
- OMCIBMUMTYSSPK-UHFFFAOYSA-N [3-[(dimethylamino)methyl]-1h-indol-6-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CC=C2C(CN(C)C)=CNC2=C1 OMCIBMUMTYSSPK-UHFFFAOYSA-N 0.000 claims 1
- WRRDSTZWEUXENT-UHFFFAOYSA-N [3-[4-[(4-hydroxyphenyl)methyl]piperazine-1-carbonyl]-5-methoxyphenyl]-pyridin-2-ylmethanone Chemical compound C=1C(OC)=CC(C(=O)N2CCN(CC=3C=CC(O)=CC=3)CC2)=CC=1C(=O)C1=CC=CC=N1 WRRDSTZWEUXENT-UHFFFAOYSA-N 0.000 claims 1
- OMIBIOQTLXECFO-UHFFFAOYSA-N [4-(1,2,4-triazol-1-yl)phenyl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1)=CC=C1N1C=NC=N1 OMIBIOQTLXECFO-UHFFFAOYSA-N 0.000 claims 1
- MLAOSPGUZDRVNW-UHFFFAOYSA-N [4-(1h-imidazol-5-yl)piperidin-1-yl]-(4-pentylphenyl)methanone Chemical compound C1=CC(CCCCC)=CC=C1C(=O)N1CCC(C=2N=CNC=2)CC1 MLAOSPGUZDRVNW-UHFFFAOYSA-N 0.000 claims 1
- ABFRJGNQGQJOAT-UHFFFAOYSA-N [4-(2,3-dimethylphenyl)piperazin-1-yl]-(2-methylphenyl)methanone Chemical compound CC1=CC=CC(N2CCN(CC2)C(=O)C=2C(=CC=CC=2)C)=C1C ABFRJGNQGQJOAT-UHFFFAOYSA-N 0.000 claims 1
- KTOGWFSKGNVKMK-UHFFFAOYSA-N [4-(2,3-dimethylphenyl)piperazin-1-yl]-(3-methoxyphenyl)methanone Chemical compound COC1=CC=CC(C(=O)N2CCN(CC2)C=2C(=C(C)C=CC=2)C)=C1 KTOGWFSKGNVKMK-UHFFFAOYSA-N 0.000 claims 1
- VGLSLVIKCNISMT-UHFFFAOYSA-N [4-(2-chloro-6-nitrophenoxy)phenyl]-piperidin-1-ylmethanone Chemical compound [O-][N+](=O)C1=CC=CC(Cl)=C1OC1=CC=C(C(=O)N2CCCCC2)C=C1 VGLSLVIKCNISMT-UHFFFAOYSA-N 0.000 claims 1
- RIHMZRJSBOXKJG-UHFFFAOYSA-N [4-(2-chloro-6-nitrophenyl)piperazin-1-yl]-(4-methoxyphenyl)methanone Chemical compound C1=CC(OC)=CC=C1C(=O)N1CCN(C=2C(=CC=CC=2Cl)[N+]([O-])=O)CC1 RIHMZRJSBOXKJG-UHFFFAOYSA-N 0.000 claims 1
- YSIGHMXTVPOKOG-UHFFFAOYSA-N [4-(2-chloro-6-nitrophenyl)piperazin-1-yl]-(4-methylphenyl)methanone Chemical compound C1=CC(C)=CC=C1C(=O)N1CCN(C=2C(=CC=CC=2Cl)[N+]([O-])=O)CC1 YSIGHMXTVPOKOG-UHFFFAOYSA-N 0.000 claims 1
- ZVJVFOPIJNWPMV-UHFFFAOYSA-N [4-(3,4-dihydro-2h-quinoline-1-carbonyl)phenyl] acetate Chemical compound C1=CC(OC(=O)C)=CC=C1C(=O)N1C2=CC=CC=C2CCC1 ZVJVFOPIJNWPMV-UHFFFAOYSA-N 0.000 claims 1
- LHZYREUROAQJCW-UHFFFAOYSA-N [4-(3,5-dimethylpiperidine-1-carbonyl)phenyl] acetate Chemical compound C1C(C)CC(C)CN1C(=O)C1=CC=C(OC(C)=O)C=C1 LHZYREUROAQJCW-UHFFFAOYSA-N 0.000 claims 1
- VRCVFJNYHABRSF-UHFFFAOYSA-N [4-(3,5-dimethylpyrazol-1-yl)phenyl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound N1=C(C)C=C(C)N1C1=CC=C(C(=O)N2C3CC(CC(C)(C)C3)(C)C2)C=C1 VRCVFJNYHABRSF-UHFFFAOYSA-N 0.000 claims 1
- VFHMMKKEAMZKKJ-UHFFFAOYSA-N [4-(3,5-dinitrophenoxy)phenyl]-(2-ethylpiperidin-1-yl)methanone Chemical compound CCC1CCCCN1C(=O)C(C=C1)=CC=C1OC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1 VFHMMKKEAMZKKJ-UHFFFAOYSA-N 0.000 claims 1
- PRVPUYZTKITVQM-UHFFFAOYSA-N [4-(4-benzylpiperidine-1-carbonyl)phenyl] acetate Chemical compound C1=CC(OC(=O)C)=CC=C1C(=O)N1CCC(CC=2C=CC=CC=2)CC1 PRVPUYZTKITVQM-UHFFFAOYSA-N 0.000 claims 1
- SZQAZKPTPIQYQP-UHFFFAOYSA-N [4-(4-bromophenyl)sulfonylpiperazin-1-yl]-(furan-2-yl)methanone Chemical compound C1=CC(Br)=CC=C1S(=O)(=O)N1CCN(C(=O)C=2OC=CC=2)CC1 SZQAZKPTPIQYQP-UHFFFAOYSA-N 0.000 claims 1
- HHTURCPSBLTVNU-UHFFFAOYSA-N [4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-(1h-indol-5-yl)methanone Chemical compound C1CN(C(=O)C=2C=C3C=CNC3=CC=2)CCC1(O)C1=CC=C(Cl)C=C1 HHTURCPSBLTVNU-UHFFFAOYSA-N 0.000 claims 1
- JTHNOLKHHKCTPL-UHFFFAOYSA-N [4-(4-methylpiperidine-1-carbonyl)phenyl] acetate Chemical compound C1CC(C)CCN1C(=O)C1=CC=C(OC(C)=O)C=C1 JTHNOLKHHKCTPL-UHFFFAOYSA-N 0.000 claims 1
- DRTKTDQTTOPSAQ-UHFFFAOYSA-N [4-(adamantane-1-carbonylamino)-2,6-dimethylpyridin-3-yl] adamantane-1-carboxylate Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)OC1=C(NC(=O)C23CC4CC(CC(C4)C2)C3)C=C(C)N=C1C DRTKTDQTTOPSAQ-UHFFFAOYSA-N 0.000 claims 1
- ITMCBJAQMJMNNC-UHFFFAOYSA-N [4-(adamantane-1-carbonylamino)-2-ethyl-6-methylpyridin-3-yl] adamantane-1-carboxylate Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)OC1=C(NC(=O)C23CC4CC(CC(C4)C2)C3)C=C(C)N=C1CC ITMCBJAQMJMNNC-UHFFFAOYSA-N 0.000 claims 1
- WGAADDNVYHZGNK-UHFFFAOYSA-N [4-(azepane-1-carbonyl)phenyl] acetate Chemical compound C1=CC(OC(=O)C)=CC=C1C(=O)N1CCCCCC1 WGAADDNVYHZGNK-UHFFFAOYSA-N 0.000 claims 1
- XQKXJVMZSDQGOF-UHFFFAOYSA-N [4-(benzenesulfonyl)phenyl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1)=CC=C1S(=O)(=O)C1=CC=CC=C1 XQKXJVMZSDQGOF-UHFFFAOYSA-N 0.000 claims 1
- DGWFQDMNODCWRA-UHFFFAOYSA-N [4-(dimethylamino)phenyl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)N1C(CC(C)(C)C2)CC2(C)C1 DGWFQDMNODCWRA-UHFFFAOYSA-N 0.000 claims 1
- CQOAUJONINNUQL-UHFFFAOYSA-N [4-(dimethylamino)phenyl]-(3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl)methanone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)N1C2CCC1CC(C)(O)C2 CQOAUJONINNUQL-UHFFFAOYSA-N 0.000 claims 1
- HNFLFHXMJRABSF-UHFFFAOYSA-N [4-(dimethylamino)phenyl]-(3-hydroxy-8-azabicyclo[3.2.1]octan-8-yl)methanone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)N1C2CCC1CC(O)C2 HNFLFHXMJRABSF-UHFFFAOYSA-N 0.000 claims 1
- BFXZQIBGNIOOGD-UHFFFAOYSA-N [4-(tetrazol-1-yl)phenyl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1)=CC=C1N1C=NN=N1 BFXZQIBGNIOOGD-UHFFFAOYSA-N 0.000 claims 1
- QOMHEACWNDKGIP-UHFFFAOYSA-N [4-[(2-nitrophenyl)methyl]piperidin-1-yl]-phenylmethanone Chemical compound [O-][N+](=O)C1=CC=CC=C1CC1CCN(C(=O)C=2C=CC=CC=2)CC1 QOMHEACWNDKGIP-UHFFFAOYSA-N 0.000 claims 1
- NHNVDTFKTKGEEU-UHFFFAOYSA-N [4-[(4-chlorophenyl)sulfanylmethyl]phenyl]-morpholin-4-ylmethanone Chemical compound C1=CC(Cl)=CC=C1SCC1=CC=C(C(=O)N2CCOCC2)C=C1 NHNVDTFKTKGEEU-UHFFFAOYSA-N 0.000 claims 1
- GUFOXFGOAZJHND-UHFFFAOYSA-N [4-[(4-chlorophenyl)sulfanylmethyl]phenyl]-pyrrolidin-1-ylmethanone Chemical compound C1=CC(Cl)=CC=C1SCC1=CC=C(C(=O)N2CCCC2)C=C1 GUFOXFGOAZJHND-UHFFFAOYSA-N 0.000 claims 1
- YXSKXLLBOGENMA-UHFFFAOYSA-N [4-[(4-ethoxyphenoxy)methyl]phenyl]-(4-methylpiperidin-1-yl)methanone Chemical compound C1=CC(OCC)=CC=C1OCC1=CC=C(C(=O)N2CCC(C)CC2)C=C1 YXSKXLLBOGENMA-UHFFFAOYSA-N 0.000 claims 1
- JXGWQAJHERXXHX-UHFFFAOYSA-N [4-[(4-nitrophenyl)methyl]piperidin-1-yl]-phenylmethanone Chemical compound C1=CC([N+](=O)[O-])=CC=C1CC1CCN(C(=O)C=2C=CC=CC=2)CC1 JXGWQAJHERXXHX-UHFFFAOYSA-N 0.000 claims 1
- OSYQBPIFCOPZNK-UHFFFAOYSA-N [4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound S1C(C(=O)N2C3CC(CC(C)(C)C3)(C)C2)=C(C)N=C1C1=CC=C(C(F)(F)F)C=C1 OSYQBPIFCOPZNK-UHFFFAOYSA-N 0.000 claims 1
- TZYBWBGWDXLFNM-UHFFFAOYSA-N [5-[(2,5-dichlorophenoxy)methyl]furan-2-yl]-(2,6-dimethylmorpholin-4-yl)methanone Chemical compound C1C(C)OC(C)CN1C(=O)C(O1)=CC=C1COC1=CC(Cl)=CC=C1Cl TZYBWBGWDXLFNM-UHFFFAOYSA-N 0.000 claims 1
- RIZHOCSVILARCM-UHFFFAOYSA-N [5-[(2,5-dichlorophenoxy)methyl]furan-2-yl]-thiomorpholin-4-ylmethanone Chemical compound ClC1=CC=C(Cl)C(OCC=2OC(=CC=2)C(=O)N2CCSCC2)=C1 RIZHOCSVILARCM-UHFFFAOYSA-N 0.000 claims 1
- YDIAQXXPUOPJHU-UHFFFAOYSA-N [5-[(2-bromophenoxy)methyl]furan-2-yl]-(2,6-dimethylmorpholin-4-yl)methanone Chemical compound C1C(C)OC(C)CN1C(=O)C(O1)=CC=C1COC1=CC=CC=C1Br YDIAQXXPUOPJHU-UHFFFAOYSA-N 0.000 claims 1
- BKAJXGHQARPTHL-UHFFFAOYSA-N [5-[(2-bromophenoxy)methyl]furan-2-yl]-(2-methylpiperidin-1-yl)methanone Chemical compound CC1CCCCN1C(=O)C(O1)=CC=C1COC1=CC=CC=C1Br BKAJXGHQARPTHL-UHFFFAOYSA-N 0.000 claims 1
- RNGLCZFJHZQHJY-UHFFFAOYSA-N [5-[(2-bromophenoxy)methyl]furan-2-yl]-(6-fluoro-2-methyl-3,4-dihydro-2h-quinolin-1-yl)methanone Chemical compound CC1CCC2=CC(F)=CC=C2N1C(=O)C(O1)=CC=C1COC1=CC=CC=C1Br RNGLCZFJHZQHJY-UHFFFAOYSA-N 0.000 claims 1
- HROOUULWXOGBLV-UHFFFAOYSA-N [5-[(2-chlorophenoxy)methyl]furan-2-yl]-(4-methylpiperidin-1-yl)methanone Chemical compound C1CC(C)CCN1C(=O)C(O1)=CC=C1COC1=CC=CC=C1Cl HROOUULWXOGBLV-UHFFFAOYSA-N 0.000 claims 1
- BGDRDPZYQPPGIG-UHFFFAOYSA-N [5-[(2-methoxy-4-propylphenoxy)methyl]furan-2-yl]-(3-methylpiperidin-1-yl)methanone Chemical compound COC1=CC(CCC)=CC=C1OCC1=CC=C(C(=O)N2CC(C)CCC2)O1 BGDRDPZYQPPGIG-UHFFFAOYSA-N 0.000 claims 1
- CYCGAWIOXBJIAR-UHFFFAOYSA-N [5-[(3-chlorophenoxy)methyl]furan-2-yl]-piperidin-1-ylmethanone Chemical compound ClC1=CC=CC(OCC=2OC(=CC=2)C(=O)N2CCCCC2)=C1 CYCGAWIOXBJIAR-UHFFFAOYSA-N 0.000 claims 1
- BFQYFMATBVTFHP-UHFFFAOYSA-N [5-[(4-ethoxyphenoxy)methyl]furan-2-yl]-(4-methylpiperidin-1-yl)methanone Chemical compound C1=CC(OCC)=CC=C1OCC1=CC=C(C(=O)N2CCC(C)CC2)O1 BFQYFMATBVTFHP-UHFFFAOYSA-N 0.000 claims 1
- WUYBEZUGTUGNQF-UHFFFAOYSA-N [5-[(4-methyl-2-nitrophenoxy)methyl]furan-2-yl]-thiomorpholin-4-ylmethanone Chemical compound [O-][N+](=O)C1=CC(C)=CC=C1OCC1=CC=C(C(=O)N2CCSCC2)O1 WUYBEZUGTUGNQF-UHFFFAOYSA-N 0.000 claims 1
- VPEGDPFZXHVOLF-UHFFFAOYSA-N [6-(trifluoromethyl)-1h-indol-3-yl]-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound FC(F)(F)C1=CC=C2C(C(=O)N3C4CC(CC(C)(C)C4)(C3)C)=CNC2=C1 VPEGDPFZXHVOLF-UHFFFAOYSA-N 0.000 claims 1
- HVFVNILIDBBNHQ-UHFFFAOYSA-N [8-[4-(dimethylamino)benzoyl]-8-azabicyclo[3.2.1]octan-3-yl] 2,2,2-trifluoroacetate Chemical compound C1=CC(N(C)C)=CC=C1C(=O)N1C2CCC1CC(OC(=O)C(F)(F)F)C2 HVFVNILIDBBNHQ-UHFFFAOYSA-N 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 208000011775 arteriosclerosis disease Diseases 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- SFYPFEXDPYKFTR-UHFFFAOYSA-N azepan-1-yl(1h-indol-5-yl)methanone Chemical compound C=1C=C2NC=CC2=CC=1C(=O)N1CCCCCC1 SFYPFEXDPYKFTR-UHFFFAOYSA-N 0.000 claims 1
- KZLCCMBSJDXNDG-UHFFFAOYSA-N azepan-1-yl(phenyl)methanone Chemical compound C=1C=CC=CC=1C(=O)N1CCCCCC1 KZLCCMBSJDXNDG-UHFFFAOYSA-N 0.000 claims 1
- AHBOWURAMZYJPE-UHFFFAOYSA-N azepan-1-yl-(1-methylindol-3-yl)methanone Chemical compound C12=CC=CC=C2N(C)C=C1C(=O)N1CCCCCC1 AHBOWURAMZYJPE-UHFFFAOYSA-N 0.000 claims 1
- BGBGQAUZBIVABI-UHFFFAOYSA-N azepan-1-yl-(2,4-dimethyl-1,3-thiazol-5-yl)methanone Chemical compound S1C(C)=NC(C)=C1C(=O)N1CCCCCC1 BGBGQAUZBIVABI-UHFFFAOYSA-N 0.000 claims 1
- SONJOLVUQSJDFQ-UHFFFAOYSA-N azepan-1-yl-(2-chlorophenyl)methanone Chemical compound ClC1=CC=CC=C1C(=O)N1CCCCCC1 SONJOLVUQSJDFQ-UHFFFAOYSA-N 0.000 claims 1
- JUZYPZJSFMXTBR-UHFFFAOYSA-N azepan-1-yl-(3,5-dibromophenyl)methanone Chemical compound BrC1=CC(Br)=CC(C(=O)N2CCCCCC2)=C1 JUZYPZJSFMXTBR-UHFFFAOYSA-N 0.000 claims 1
- CCQVGTWMJWHRSK-UHFFFAOYSA-N azepan-1-yl-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2CCCCCC2)=C1 CCQVGTWMJWHRSK-UHFFFAOYSA-N 0.000 claims 1
- HZXUZPVUQDNHJL-UHFFFAOYSA-N azepan-1-yl-(3,6-dichloro-1-benzothiophen-2-yl)methanone Chemical compound S1C2=CC(Cl)=CC=C2C(Cl)=C1C(=O)N1CCCCCC1 HZXUZPVUQDNHJL-UHFFFAOYSA-N 0.000 claims 1
- CGZXSXDQZDQOGZ-UHFFFAOYSA-N azepan-1-yl-(3-chloro-6-methyl-1-benzothiophen-2-yl)methanone Chemical compound S1C2=CC(C)=CC=C2C(Cl)=C1C(=O)N1CCCCCC1 CGZXSXDQZDQOGZ-UHFFFAOYSA-N 0.000 claims 1
- OAKQOBWRMFCFLN-UHFFFAOYSA-N azepan-1-yl-(3-chlorophenyl)methanone Chemical compound ClC1=CC=CC(C(=O)N2CCCCCC2)=C1 OAKQOBWRMFCFLN-UHFFFAOYSA-N 0.000 claims 1
- YZLZWXBHXVPLOV-UHFFFAOYSA-N azepan-1-yl-(4-chlorophenyl)methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCCCCC1 YZLZWXBHXVPLOV-UHFFFAOYSA-N 0.000 claims 1
- ROFXWDXZMUQQSV-UHFFFAOYSA-N azepan-1-yl-(4-phenylphenyl)methanone Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)N1CCCCCC1 ROFXWDXZMUQQSV-UHFFFAOYSA-N 0.000 claims 1
- XJQOINKSTXAMSQ-UHFFFAOYSA-N azepan-1-yl-(5-tert-butyl-1h-pyrazol-3-yl)methanone Chemical compound N1N=C(C(C)(C)C)C=C1C(=O)N1CCCCCC1 XJQOINKSTXAMSQ-UHFFFAOYSA-N 0.000 claims 1
- MFUXQBMFODKYNP-UHFFFAOYSA-N azepan-1-yl-[3-[(4-ethoxyphenoxy)methyl]phenyl]methanone Chemical compound C1=CC(OCC)=CC=C1OCC1=CC=CC(C(=O)N2CCCCCC2)=C1 MFUXQBMFODKYNP-UHFFFAOYSA-N 0.000 claims 1
- QTRSDGZQQMQYJB-UHFFFAOYSA-N azepan-1-yl-[4-(3,4-dihydro-1h-isoquinolin-2-ylmethyl)phenyl]methanone Chemical compound C=1C=C(CN2CC3=CC=CC=C3CC2)C=CC=1C(=O)N1CCCCCC1 QTRSDGZQQMQYJB-UHFFFAOYSA-N 0.000 claims 1
- UOCGZVXSEBPZLV-UHFFFAOYSA-N azepan-1-yl-[4-(morpholin-4-ylmethyl)phenyl]methanone Chemical compound C=1C=C(CN2CCOCC2)C=CC=1C(=O)N1CCCCCC1 UOCGZVXSEBPZLV-UHFFFAOYSA-N 0.000 claims 1
- GWUIWEXADFUPMK-UHFFFAOYSA-N azepan-1-yl-[4-[(2-chlorophenoxy)methyl]phenyl]methanone Chemical compound ClC1=CC=CC=C1OCC1=CC=C(C(=O)N2CCCCCC2)C=C1 GWUIWEXADFUPMK-UHFFFAOYSA-N 0.000 claims 1
- UCPQJIKFXBCUQB-UHFFFAOYSA-N azepan-1-yl-[4-[(4-chlorophenyl)sulfanylmethyl]phenyl]methanone Chemical compound C1=CC(Cl)=CC=C1SCC1=CC=C(C(=O)N2CCCCCC2)C=C1 UCPQJIKFXBCUQB-UHFFFAOYSA-N 0.000 claims 1
- KAKWSCYOEPHRJT-UHFFFAOYSA-N azepan-1-yl-[5-[(2,4-dichlorophenoxy)methyl]furan-2-yl]methanone Chemical compound ClC1=CC(Cl)=CC=C1OCC1=CC=C(C(=O)N2CCCCCC2)O1 KAKWSCYOEPHRJT-UHFFFAOYSA-N 0.000 claims 1
- MKRVVBQAJLOUNY-UHFFFAOYSA-N azepan-1-yl-[5-[(2-chlorophenoxy)methyl]furan-2-yl]methanone Chemical compound ClC1=CC=CC=C1OCC1=CC=C(C(=O)N2CCCCCC2)O1 MKRVVBQAJLOUNY-UHFFFAOYSA-N 0.000 claims 1
- IJINABFBHKFXNV-UHFFFAOYSA-N azepan-1-yl-[5-[(2-nitrophenoxy)methyl]furan-2-yl]methanone Chemical compound [O-][N+](=O)C1=CC=CC=C1OCC1=CC=C(C(=O)N2CCCCCC2)O1 IJINABFBHKFXNV-UHFFFAOYSA-N 0.000 claims 1
- ZHJBYQGKWYMMGA-UHFFFAOYSA-N azepan-1-yl-[5-[(4-chloro-3,5-dimethylpyrazol-1-yl)methyl]furan-2-yl]methanone Chemical compound CC1=C(Cl)C(C)=NN1CC1=CC=C(C(=O)N2CCCCCC2)O1 ZHJBYQGKWYMMGA-UHFFFAOYSA-N 0.000 claims 1
- UUFHDHOBZLCKTG-UHFFFAOYSA-N azepan-1-yl-[5-[(4-chloro-5-methyl-3-nitropyrazol-1-yl)methyl]furan-2-yl]methanone Chemical compound CC1=C(Cl)C([N+]([O-])=O)=NN1CC1=CC=C(C(=O)N2CCCCCC2)O1 UUFHDHOBZLCKTG-UHFFFAOYSA-N 0.000 claims 1
- XJJYDNBMWDYVSI-UHFFFAOYSA-N azocan-1-yl-(4-tert-butylphenyl)methanone Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)N1CCCCCCC1 XJJYDNBMWDYVSI-UHFFFAOYSA-N 0.000 claims 1
- JPYQFYIEOUVJDU-UHFFFAOYSA-N beclamide Chemical compound ClCCC(=O)NCC1=CC=CC=C1 JPYQFYIEOUVJDU-UHFFFAOYSA-N 0.000 claims 1
- QLAXSXVMBJRQCP-UHFFFAOYSA-N benzyl 2-[2-[(3,4-dimethoxyphenyl)carbamoyl]piperidin-1-yl]acetate;oxalic acid Chemical compound OC(=O)C(O)=O.C1=C(OC)C(OC)=CC=C1NC(=O)C1N(CC(=O)OCC=2C=CC=CC=2)CCCC1 QLAXSXVMBJRQCP-UHFFFAOYSA-N 0.000 claims 1
- ABBZJHFBQXYTLU-UHFFFAOYSA-N but-3-enamide Chemical compound NC(=O)CC=C ABBZJHFBQXYTLU-UHFFFAOYSA-N 0.000 claims 1
- VIZHYOQUNVSIAV-UHFFFAOYSA-N butyl 2-(n-benzoyl-3-chloro-4-fluoroanilino)propanoate Chemical compound C=1C=C(F)C(Cl)=CC=1N(C(C)C(=O)OCCCC)C(=O)C1=CC=CC=C1 VIZHYOQUNVSIAV-UHFFFAOYSA-N 0.000 claims 1
- 125000005243 carbonyl alkyl group Chemical group 0.000 claims 1
- 230000006315 carbonylation Effects 0.000 claims 1
- 238000005810 carbonylation reaction Methods 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- ATSAAFXONHKPNI-UHFFFAOYSA-N chembl1409931 Chemical compound OC1=CC=CC=C1C(O1)=NN=C1SCC(=O)N1CCCCC1 ATSAAFXONHKPNI-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 208000037765 diseases and disorders Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- LQJVHIOSGBLNRR-UHFFFAOYSA-N ethyl 1-(3-cyclopentylpropanoyl)piperidine-3-carboxylate Chemical compound C1C(C(=O)OCC)CCCN1C(=O)CCC1CCCC1 LQJVHIOSGBLNRR-UHFFFAOYSA-N 0.000 claims 1
- LXMMPYWOJVDLMJ-UHFFFAOYSA-N ethyl 1-benzoylpiperidine-2-carboxylate Chemical compound CCOC(=O)C1CCCCN1C(=O)C1=CC=CC=C1 LXMMPYWOJVDLMJ-UHFFFAOYSA-N 0.000 claims 1
- DZTAJGBADYJNRE-UHFFFAOYSA-N ethyl 2-(adamantane-1-carbonylamino)benzoate Chemical compound CCOC(=O)C1=CC=CC=C1NC(=O)C1(C2)CC(C3)CC2CC3C1 DZTAJGBADYJNRE-UHFFFAOYSA-N 0.000 claims 1
- VRMSQWSZMZMFFT-UHFFFAOYSA-N ethyl 2-[6-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)indol-1-yl]acetate Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CC=C2C=CN(CC(=O)OCC)C2=C1 VRMSQWSZMZMFFT-UHFFFAOYSA-N 0.000 claims 1
- DXAPIMIWEMKPPC-UHFFFAOYSA-N ethyl 2-[benzyl-(4-nitrobenzoyl)amino]acetate Chemical compound C=1C=C([N+]([O-])=O)C=CC=1C(=O)N(CC(=O)OCC)CC1=CC=CC=C1 DXAPIMIWEMKPPC-UHFFFAOYSA-N 0.000 claims 1
- WXWBQJRIFVEWGT-UHFFFAOYSA-N ethyl 2-amino-4-methyl-5-(piperidine-1-carbonyl)thiophene-3-carboxylate Chemical compound CCOC(=O)C1=C(N)SC(C(=O)N2CCCCC2)=C1C WXWBQJRIFVEWGT-UHFFFAOYSA-N 0.000 claims 1
- JJLSXJUIHYRBOV-UHFFFAOYSA-N ethyl 2-amino-5-(azepane-1-carbonyl)-4-methylthiophene-3-carboxylate Chemical compound CCOC(=O)C1=C(N)SC(C(=O)N2CCCCCC2)=C1C JJLSXJUIHYRBOV-UHFFFAOYSA-N 0.000 claims 1
- ONEQTHCBJHMZHZ-UHFFFAOYSA-N ethyl 2-amino-5-(cyclohexylcarbamoyl)-4-methylthiophene-3-carboxylate Chemical compound CCOC(=O)C1=C(N)SC(C(=O)NC2CCCCC2)=C1C ONEQTHCBJHMZHZ-UHFFFAOYSA-N 0.000 claims 1
- XUENQTYWYCCBGX-UHFFFAOYSA-N ethyl 3-[5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)indol-1-yl]propanoate Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CC=C2N(CCC(=O)OCC)C=CC2=C1 XUENQTYWYCCBGX-UHFFFAOYSA-N 0.000 claims 1
- ZPVCURRGCDGYLA-UHFFFAOYSA-N ethyl 3-[[5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carbonyl]amino]propanoate Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CC=C2NC=C(C(=O)NCCC(=O)OCC)C2=C1 ZPVCURRGCDGYLA-UHFFFAOYSA-N 0.000 claims 1
- APSWRCMFDKPCOL-UHFFFAOYSA-N ethyl 4-[[3-methoxy-5-(pyridine-2-carbonyl)benzoyl]amino]piperidine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCC1NC(=O)C1=CC(OC)=CC(C(=O)C=2N=CC=CC=2)=C1 APSWRCMFDKPCOL-UHFFFAOYSA-N 0.000 claims 1
- OOGKAPKQWNTMBG-UHFFFAOYSA-N ethyl 5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxylate Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CC=C2NC=C(C(=O)OCC)C2=C1 OOGKAPKQWNTMBG-UHFFFAOYSA-N 0.000 claims 1
- RKEMWDBWPAAWAK-UHFFFAOYSA-N ethyl 6-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxylate Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CC=C2C(C(=O)OCC)=CNC2=C1 RKEMWDBWPAAWAK-UHFFFAOYSA-N 0.000 claims 1
- KBIJOMUAIJBJRE-UHFFFAOYSA-N furan-2-yl-[4-(4-methylphenyl)sulfonylpiperazin-1-yl]methanone Chemical compound C1=CC(C)=CC=C1S(=O)(=O)N1CCN(C(=O)C=2OC=CC=2)CC1 KBIJOMUAIJBJRE-UHFFFAOYSA-N 0.000 claims 1
- DNJFMXHTNUVNII-UHFFFAOYSA-N imidazo[2,1-b][1,3]thiazol-6-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C2CC(C)(C)CC1(C)CN2C(=O)C1=CN(C=CS2)C2=N1 DNJFMXHTNUVNII-UHFFFAOYSA-N 0.000 claims 1
- IENZCGNHSIMFJE-UHFFFAOYSA-N indole-5-carboxylic acid Chemical compound OC(=O)C1=CC=C2NC=CC2=C1 IENZCGNHSIMFJE-UHFFFAOYSA-N 0.000 claims 1
- KVOPAWWXZAQLDK-UHFFFAOYSA-N methyl 2-(adamantane-1-carbonylamino)-3-(1h-indol-3-yl)propanoate Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)NC(C(=O)OC)CC1=CNC2=CC=CC=C12 KVOPAWWXZAQLDK-UHFFFAOYSA-N 0.000 claims 1
- ZJZIVDCVOLKKFB-UHFFFAOYSA-N methyl 2-(adamantane-1-carbonylamino)-3-phenylpropanoate Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)NC(C(=O)OC)CC1=CC=CC=C1 ZJZIVDCVOLKKFB-UHFFFAOYSA-N 0.000 claims 1
- HJWKNMQFBNEIPC-UHFFFAOYSA-N methyl 2-[(2-methoxybenzoyl)amino]-4-methyl-5-(piperidine-1-carbonyl)thiophene-3-carboxylate Chemical compound COC(=O)C=1C(C)=C(C(=O)N2CCCCC2)SC=1NC(=O)C1=CC=CC=C1OC HJWKNMQFBNEIPC-UHFFFAOYSA-N 0.000 claims 1
- FBSJQHFZRYKPQK-UHFFFAOYSA-N methyl 2-[(3-fluorobenzoyl)amino]-4-methyl-5-(piperidine-1-carbonyl)thiophene-3-carboxylate Chemical compound COC(=O)C=1C(C)=C(C(=O)N2CCCCC2)SC=1NC(=O)C1=CC=CC(F)=C1 FBSJQHFZRYKPQK-UHFFFAOYSA-N 0.000 claims 1
- LLGCIOWMDCLFGV-UHFFFAOYSA-N methyl 2-[[3-(4-methylphenyl)adamantane-1-carbonyl]amino]propanoate Chemical compound C1C(C(=O)NC(C)C(=O)OC)(C2)CC(C3)CC1CC32C1=CC=C(C)C=C1 LLGCIOWMDCLFGV-UHFFFAOYSA-N 0.000 claims 1
- ANQMBDBYRBFSQZ-UHFFFAOYSA-N methyl 3-[6-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-benzimidazol-2-yl]benzoate Chemical compound COC(=O)C1=CC=CC(C=2NC3=CC=C(C=C3N=2)C(=O)N2C3CC(CC(C)(C)C3)(C)C2)=C1 ANQMBDBYRBFSQZ-UHFFFAOYSA-N 0.000 claims 1
- ONUFFCAYSOHVIC-UHFFFAOYSA-N methyl 3-[[5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)indol-1-yl]methyl]benzoate Chemical compound COC(=O)C1=CC=CC(CN2C3=CC=C(C=C3C=C2)C(=O)N2C3CC(CC(C)(C)C3)(C)C2)=C1 ONUFFCAYSOHVIC-UHFFFAOYSA-N 0.000 claims 1
- ISINGHVAECMBPX-UHFFFAOYSA-N n'-(3,7,7-trimethyl-4-bicyclo[2.2.1]heptanyl)-n-(4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl)hexanediamide Chemical compound C1C(C2(C)C)CCC2(C)C1NC(=O)CCCCC(=O)NC1(C2(C)C)CCC2CC1C ISINGHVAECMBPX-UHFFFAOYSA-N 0.000 claims 1
- CBICPLYVLNSDTG-UHFFFAOYSA-N n'-(4-methylphenyl)-n-[4-(1-naphthalen-2-ylsulfonylpiperidin-3-yl)butyl]oxamide Chemical compound C1=CC(C)=CC=C1NC(=O)C(=O)NCCCCC1CN(S(=O)(=O)C=2C=C3C=CC=CC3=CC=2)CCC1 CBICPLYVLNSDTG-UHFFFAOYSA-N 0.000 claims 1
- ZWXHHXNVOCAWNY-UHFFFAOYSA-N n,4-dimethyl-n-[4-(piperidine-1-carbonyl)phenyl]benzenesulfonamide Chemical compound C=1C=C(C)C=CC=1S(=O)(=O)N(C)C(C=C1)=CC=C1C(=O)N1CCCCC1 ZWXHHXNVOCAWNY-UHFFFAOYSA-N 0.000 claims 1
- XQUPIYUNYHIPPF-UHFFFAOYSA-N n,n'-bis(2,4-difluorophenyl)-3,3-dimethylpentanediamide Chemical compound C=1C=C(F)C=C(F)C=1NC(=O)CC(C)(C)CC(=O)NC1=CC=C(F)C=C1F XQUPIYUNYHIPPF-UHFFFAOYSA-N 0.000 claims 1
- CZZLQUVWVGDTCW-UHFFFAOYSA-N n,n-dibenzyl-1h-indole-5-carboxamide Chemical compound C=1C=C2NC=CC2=CC=1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 CZZLQUVWVGDTCW-UHFFFAOYSA-N 0.000 claims 1
- FBVXYPJHMXIEIE-UHFFFAOYSA-N n,n-dibenzyl-2-fluorobenzamide Chemical compound FC1=CC=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 FBVXYPJHMXIEIE-UHFFFAOYSA-N 0.000 claims 1
- DAKYKYJUYQRPIB-UHFFFAOYSA-N n,n-dibenzyl-3,4-dichlorobenzamide Chemical compound C1=C(Cl)C(Cl)=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 DAKYKYJUYQRPIB-UHFFFAOYSA-N 0.000 claims 1
- LGXXIXHEOKUPTC-UHFFFAOYSA-N n,n-dibenzyl-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 LGXXIXHEOKUPTC-UHFFFAOYSA-N 0.000 claims 1
- BSVBUMJNVPLWLP-UHFFFAOYSA-N n,n-dibenzyl-3-chloro-1-benzothiophene-2-carboxamide Chemical compound S1C2=CC=CC=C2C(Cl)=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 BSVBUMJNVPLWLP-UHFFFAOYSA-N 0.000 claims 1
- UGHSNYACOXBNJJ-UHFFFAOYSA-N n,n-dibenzyl-4-methylbenzamide Chemical compound C1=CC(C)=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 UGHSNYACOXBNJJ-UHFFFAOYSA-N 0.000 claims 1
- QOTADBAKMSZKCW-UHFFFAOYSA-N n,n-dibenzyl-5-methylfuran-2-carboxamide Chemical compound O1C(C)=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 QOTADBAKMSZKCW-UHFFFAOYSA-N 0.000 claims 1
- ASTXNWPSIPDNBE-UHFFFAOYSA-N n,n-dibenzylthiophene-2-carboxamide Chemical compound C=1C=CSC=1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 ASTXNWPSIPDNBE-UHFFFAOYSA-N 0.000 claims 1
- UDVDKLWQHCSBQO-UHFFFAOYSA-N n,n-diethyl-1-(2-nitrophenyl)piperidine-3-carboxamide Chemical compound C1C(C(=O)N(CC)CC)CCCN1C1=CC=CC=C1[N+]([O-])=O UDVDKLWQHCSBQO-UHFFFAOYSA-N 0.000 claims 1
- SAPCUOAGJIIDAQ-UHFFFAOYSA-N n,n-diethyl-1-(4-nitrophenyl)piperidine-3-carboxamide Chemical compound C1C(C(=O)N(CC)CC)CCCN1C1=CC=C([N+]([O-])=O)C=C1 SAPCUOAGJIIDAQ-UHFFFAOYSA-N 0.000 claims 1
- QKSOXXNRTPOXPG-UHFFFAOYSA-N n,n-dimethyl-2-[3-(4-nitrophenyl)-1-adamantyl]acetamide Chemical compound C1C(CC(=O)N(C)C)(C2)CC(C3)CC1CC32C1=CC=C([N+]([O-])=O)C=C1 QKSOXXNRTPOXPG-UHFFFAOYSA-N 0.000 claims 1
- SPJBYXZFFMMCEN-UHFFFAOYSA-N n,n-dimethyl-5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CC=C2NC=C(C(=O)N(C)C)C2=C1 SPJBYXZFFMMCEN-UHFFFAOYSA-N 0.000 claims 1
- RMRZPLJAVNSFCJ-UHFFFAOYSA-N n,n-dimethyladamantane-1-carboxamide Chemical compound C1C(C2)CC3CC2CC1(C(=O)N(C)C)C3 RMRZPLJAVNSFCJ-UHFFFAOYSA-N 0.000 claims 1
- AUNFLNYQIQZFNC-UHFFFAOYSA-N n,n-dipropyl-1,3-benzodioxole-5-carboxamide Chemical compound CCCN(CCC)C(=O)C1=CC=C2OCOC2=C1 AUNFLNYQIQZFNC-UHFFFAOYSA-N 0.000 claims 1
- JCOZSOSHYHVYRW-UHFFFAOYSA-N n-(1,1-dioxothiolan-3-yl)-5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C12)=CC=C1NC=C2C(=O)NC1CCS(=O)(=O)C1 JCOZSOSHYHVYRW-UHFFFAOYSA-N 0.000 claims 1
- NHNAYPQCUJLMGT-UHFFFAOYSA-N n-(1,1-dioxothiolan-3-yl)adamantane-1-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)NC1CCS(=O)(=O)C1 NHNAYPQCUJLMGT-UHFFFAOYSA-N 0.000 claims 1
- KILTUXSBXYMWIF-UHFFFAOYSA-N n-(1,2,3,4-tetrahydronaphthalen-1-yl)-1-benzothiophene-3-carboxamide Chemical compound C1=CC=C2C(C(NC3C4=CC=CC=C4CCC3)=O)=CSC2=C1 KILTUXSBXYMWIF-UHFFFAOYSA-N 0.000 claims 1
- HOGHZVFLOZCSQV-UHFFFAOYSA-N n-(1,3-benzodioxol-4-yl)-1-butylpyrrolidine-2-carboxamide Chemical compound CCCCN1CCCC1C(=O)NC1=CC=CC2=C1OCO2 HOGHZVFLOZCSQV-UHFFFAOYSA-N 0.000 claims 1
- HUXDABLEJAOGSF-UHFFFAOYSA-N n-(1,3-benzodioxol-5-yl)-2,4-dichlorobenzamide Chemical compound ClC1=CC(Cl)=CC=C1C(=O)NC1=CC=C(OCO2)C2=C1 HUXDABLEJAOGSF-UHFFFAOYSA-N 0.000 claims 1
- VZTYFRREFGDKEM-UHFFFAOYSA-N n-(1,3-benzodioxol-5-yl)-2-chlorobenzamide Chemical compound ClC1=CC=CC=C1C(=O)NC1=CC=C(OCO2)C2=C1 VZTYFRREFGDKEM-UHFFFAOYSA-N 0.000 claims 1
- HJRIGSNQNHOTML-UHFFFAOYSA-N n-(1,3-benzodioxol-5-ylmethyl)-2-(2-cyanophenyl)sulfanylbenzamide Chemical compound C=1C=C2OCOC2=CC=1CNC(=O)C1=CC=CC=C1SC1=CC=CC=C1C#N HJRIGSNQNHOTML-UHFFFAOYSA-N 0.000 claims 1
- IHVKROPZRZOWMQ-UHFFFAOYSA-N n-(1,3-benzodioxol-5-ylmethyl)adamantane-1-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)NCC1=CC=C(OCO2)C2=C1 IHVKROPZRZOWMQ-UHFFFAOYSA-N 0.000 claims 1
- WSHKKNGZOWLLMK-UHFFFAOYSA-N n-(1-adamantyl)-1-methylindole-3-carboxamide Chemical compound C12=CC=CC=C2N(C)C=C1C(=O)NC1(C2)CC(C3)CC2CC3C1 WSHKKNGZOWLLMK-UHFFFAOYSA-N 0.000 claims 1
- NRCXUNFIDNZGJT-UHFFFAOYSA-N n-(1-adamantyl)-2,4-dichloro-n-ethylbenzamide Chemical compound C1C(C2)CC(C3)CC2CC13N(CC)C(=O)C1=CC=C(Cl)C=C1Cl NRCXUNFIDNZGJT-UHFFFAOYSA-N 0.000 claims 1
- FVMFGNBRCDDCPL-UHFFFAOYSA-N n-(1-adamantyl)-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C)=NC(C)=C1C(=O)NC1(C2)CC(C3)CC2CC3C1 FVMFGNBRCDDCPL-UHFFFAOYSA-N 0.000 claims 1
- UHFLHKZQPYROIV-UHFFFAOYSA-N n-(1-adamantyl)-2-(1-phenyltetrazol-5-yl)sulfanylacetamide Chemical compound C1C(C2)CC(C3)CC2CC13NC(=O)CSC1=NN=NN1C1=CC=CC=C1 UHFLHKZQPYROIV-UHFFFAOYSA-N 0.000 claims 1
- HGMLRIMTBLSJIM-UHFFFAOYSA-N n-(1-adamantyl)-2-(2-benzoyl-5-methoxyphenoxy)acetamide Chemical compound C1C(C2)CC(C3)CC2CC13NC(=O)COC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 HGMLRIMTBLSJIM-UHFFFAOYSA-N 0.000 claims 1
- XDQJJNMHGMKEDR-UHFFFAOYSA-N n-(1-adamantyl)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide Chemical compound C1C(C2)CC(C3)CC2CC13NC(=O)CN(C(C1)=O)CC1C1=CC=CC=C1 XDQJJNMHGMKEDR-UHFFFAOYSA-N 0.000 claims 1
- TUBPJPGLVPBAOX-UHFFFAOYSA-N n-(1-adamantyl)-2-(3-methoxyphenoxy)acetamide Chemical compound COC1=CC=CC(OCC(=O)NC23CC4CC(CC(C4)C2)C3)=C1 TUBPJPGLVPBAOX-UHFFFAOYSA-N 0.000 claims 1
- GOENUIKRCHXARD-UHFFFAOYSA-N n-(1-adamantyl)-2-(4-chloro-3,5-dimethylphenoxy)acetamide Chemical compound CC1=C(Cl)C(C)=CC(OCC(=O)NC23CC4CC(CC(C4)C2)C3)=C1 GOENUIKRCHXARD-UHFFFAOYSA-N 0.000 claims 1
- GQHCHAKYQAJGSJ-UHFFFAOYSA-N n-(1-adamantyl)-2-(4-methylquinolin-2-yl)sulfanylacetamide Chemical compound C1=CC=C2C(C)=CC(SCC(=O)NC34CC5CC(CC(C5)C3)C4)=NC2=C1 GQHCHAKYQAJGSJ-UHFFFAOYSA-N 0.000 claims 1
- DWEPRSCCTKOXAQ-UHFFFAOYSA-N n-(1-adamantyl)-2-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)acetamide Chemical compound C1C(C2)CC(C3)CC2CC13NC(=O)CSC1=NC=NC2=C1C(CCCC1)=C1S2 DWEPRSCCTKOXAQ-UHFFFAOYSA-N 0.000 claims 1
- QFAXDGQCMGUZBK-UHFFFAOYSA-N n-(1-adamantyl)-2-(benzylamino)acetamide Chemical compound C1C(C2)CC(C3)CC2CC13NC(=O)CNCC1=CC=CC=C1 QFAXDGQCMGUZBK-UHFFFAOYSA-N 0.000 claims 1
- RLRSODKMFBYGIN-UHFFFAOYSA-N n-(1-adamantyl)-2-(dibenzylamino)acetamide Chemical compound C1C(C2)CC(C3)CC2CC13NC(=O)CN(CC=1C=CC=CC=1)CC1=CC=CC=C1 RLRSODKMFBYGIN-UHFFFAOYSA-N 0.000 claims 1
- FXHPOENPCCODRV-UHFFFAOYSA-N n-(1-adamantyl)-2-(trifluoromethyl)benzamide Chemical compound FC(F)(F)C1=CC=CC=C1C(=O)NC1(C2)CC(C3)CC2CC3C1 FXHPOENPCCODRV-UHFFFAOYSA-N 0.000 claims 1
- CWVWQVATULDMEQ-UHFFFAOYSA-N n-(1-adamantyl)-2-[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide Chemical compound CC1=CC(C(F)(F)F)=C(C#N)C(SCC(=O)NC23CC4CC(CC(C4)C2)C3)=N1 CWVWQVATULDMEQ-UHFFFAOYSA-N 0.000 claims 1
- CJODTCFLRSBSLN-UHFFFAOYSA-N n-(1-adamantyl)-2-benzoylbenzamide Chemical compound C1C(C2)CC(C3)CC2CC13NC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 CJODTCFLRSBSLN-UHFFFAOYSA-N 0.000 claims 1
- RWQMIZPNBBYOLE-UHFFFAOYSA-N n-(1-adamantyl)-2-ethoxyacetamide Chemical compound C1C(C2)CC3CC2CC1(NC(=O)COCC)C3 RWQMIZPNBBYOLE-UHFFFAOYSA-N 0.000 claims 1
- DWDQKLYPTWAANY-UHFFFAOYSA-N n-(1-adamantyl)-2-hydroxy-2,2-diphenylacetamide Chemical compound C1C(C2)CC(C3)CC2CC13NC(=O)C(O)(C=1C=CC=CC=1)C1=CC=CC=C1 DWDQKLYPTWAANY-UHFFFAOYSA-N 0.000 claims 1
- HUPCYIXCIGDBEI-UHFFFAOYSA-N n-(1-adamantyl)-2-naphthalen-2-yloxyacetamide Chemical compound C1C(C2)CC(C3)CC2CC13NC(=O)COC1=CC=C(C=CC=C2)C2=C1 HUPCYIXCIGDBEI-UHFFFAOYSA-N 0.000 claims 1
- LUGMDFYPNDHZQY-UHFFFAOYSA-N n-(1-adamantyl)-2-phenylbutanamide Chemical compound C1C(C2)CC(C3)CC2CC13NC(=O)C(CC)C1=CC=CC=C1 LUGMDFYPNDHZQY-UHFFFAOYSA-N 0.000 claims 1
- NRTDSWOYZYKYKD-UHFFFAOYSA-N n-(1-adamantyl)-3-(1,3-dioxoisoindol-2-yl)propanamide Chemical compound C1C(C2)CC(C3)CC2CC13NC(=O)CCN1C(=O)C2=CC=CC=C2C1=O NRTDSWOYZYKYKD-UHFFFAOYSA-N 0.000 claims 1
- LUUNFXJXNHGCIA-UHFFFAOYSA-N n-(1-adamantyl)-3-(4-methylphenyl)sulfanylpropanamide Chemical compound C1=CC(C)=CC=C1SCCC(=O)NC1(C2)CC(C3)CC2CC3C1 LUUNFXJXNHGCIA-UHFFFAOYSA-N 0.000 claims 1
- YUNYVNQCZMXLBU-UHFFFAOYSA-N n-(1-adamantyl)-3-morpholin-4-ylpropanamide Chemical compound C1C(C2)CC(C3)CC2CC13NC(=O)CCN1CCOCC1 YUNYVNQCZMXLBU-UHFFFAOYSA-N 0.000 claims 1
- HJAKJMZGMDXFSJ-UHFFFAOYSA-N n-(1-adamantyl)-4-chloro-2-nitrobenzamide Chemical compound [O-][N+](=O)C1=CC(Cl)=CC=C1C(=O)NC1(C2)CC(C3)CC2CC3C1 HJAKJMZGMDXFSJ-UHFFFAOYSA-N 0.000 claims 1
- WLPFWWLSRWOFSH-UHFFFAOYSA-N n-(1-adamantyl)-4-chloro-n,1,5-trimethylpyrazole-3-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13N(C)C(=O)C1=NN(C)C(C)=C1Cl WLPFWWLSRWOFSH-UHFFFAOYSA-N 0.000 claims 1
- NYOLDTNZXBODDV-UHFFFAOYSA-N n-(1-adamantyl)-5-[(4-chloro-2-nitrophenoxy)methyl]furan-2-carboxamide Chemical compound [O-][N+](=O)C1=CC(Cl)=CC=C1OCC1=CC=C(C(=O)NC23CC4CC(CC(C4)C2)C3)O1 NYOLDTNZXBODDV-UHFFFAOYSA-N 0.000 claims 1
- UBWVTUKAMJTEIY-UHFFFAOYSA-N n-(1-adamantyl)-n-methyl-4-[(4-nitropyrazol-1-yl)methyl]benzamide Chemical compound C1C(C2)CC(C3)CC2CC13N(C)C(=O)C(C=C1)=CC=C1CN1C=C([N+]([O-])=O)C=N1 UBWVTUKAMJTEIY-UHFFFAOYSA-N 0.000 claims 1
- WRGIYFUYJJEUKK-UHFFFAOYSA-N n-(1-adamantyl)-n-methylpyridine-4-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13N(C)C(=O)C1=CC=NC=C1 WRGIYFUYJJEUKK-UHFFFAOYSA-N 0.000 claims 1
- XTUIDRJNCMLRAD-UHFFFAOYSA-N n-(1-adamantylmethyl)benzamide Chemical compound C1C(C2)CC(C3)CC2CC13CNC(=O)C1=CC=CC=C1 XTUIDRJNCMLRAD-UHFFFAOYSA-N 0.000 claims 1
- DUJRYRIBSSDRAH-UHFFFAOYSA-N n-(1-naphthalen-2-ylsulfonylpyrrolidin-2-yl)cyclooctanecarboxamide Chemical compound C1CCN(S(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C1NC(=O)C1CCCCCCC1 DUJRYRIBSSDRAH-UHFFFAOYSA-N 0.000 claims 1
- FFEQAHZYGJLBIM-UHFFFAOYSA-N n-(2,3-dihydroxypropyl)-2-(2-phenyl-2-adamantyl)acetamide Chemical compound C1C2CC(C3)CC1CC3C2(CC(=O)NCC(O)CO)C1=CC=CC=C1 FFEQAHZYGJLBIM-UHFFFAOYSA-N 0.000 claims 1
- UAKGXIBOBWUHHB-UHFFFAOYSA-N n-(2,3-dimethylphenyl)-3-(4-methylphenyl)adamantane-1-carboxamide Chemical compound C1=CC(C)=CC=C1C1(C2)CC(C3)(C(=O)NC=4C(=C(C)C=CC=4)C)CC2CC3C1 UAKGXIBOBWUHHB-UHFFFAOYSA-N 0.000 claims 1
- JBIYUSDGIZZPFK-UHFFFAOYSA-N n-(2,3-dimethylphenyl)-4-[methyl-(4-methylphenyl)sulfonylamino]butanamide Chemical compound C=1C=C(C)C=CC=1S(=O)(=O)N(C)CCCC(=O)NC1=CC=CC(C)=C1C JBIYUSDGIZZPFK-UHFFFAOYSA-N 0.000 claims 1
- WTIUYARUCDAMAZ-UHFFFAOYSA-N n-(2,4-difluorophenyl)-3-(4-methylphenyl)adamantane-1-carboxamide Chemical compound C1=CC(C)=CC=C1C1(C2)CC(C3)(C(=O)NC=4C(=CC(F)=CC=4)F)CC2CC3C1 WTIUYARUCDAMAZ-UHFFFAOYSA-N 0.000 claims 1
- ZOMACASNERZBEN-UHFFFAOYSA-N n-(2,4-dimethylphenyl)-3-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)benzenesulfonamide Chemical compound CC1=CC(C)=CC=C1NS(=O)(=O)C1=CC=CC(C(=O)N2C3CC(CC(C)(C)C3)(C)C2)=C1 ZOMACASNERZBEN-UHFFFAOYSA-N 0.000 claims 1
- ZMRKCHNOLVTZSZ-UHFFFAOYSA-N n-(2,4-dioxo-1h-pyrimidin-6-yl)adamantane-1-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)NC1=CC(=O)NC(=O)N1 ZMRKCHNOLVTZSZ-UHFFFAOYSA-N 0.000 claims 1
- RKHGNDOZLYTNCV-UHFFFAOYSA-N n-(2,5-dichlorophenyl)-3-(4-methylphenyl)adamantane-1-carboxamide Chemical compound C1=CC(C)=CC=C1C1(C2)CC(C3)(C(=O)NC=4C(=CC=C(Cl)C=4)Cl)CC2CC3C1 RKHGNDOZLYTNCV-UHFFFAOYSA-N 0.000 claims 1
- NNVQBXAWWYCGPB-UHFFFAOYSA-N n-(2,6-dimethoxypyrimidin-4-yl)adamantane-1-carboxamide Chemical compound COC1=NC(OC)=CC(NC(=O)C23CC4CC(CC(C4)C2)C3)=N1 NNVQBXAWWYCGPB-UHFFFAOYSA-N 0.000 claims 1
- SEDGPWXNQMBTGZ-UHFFFAOYSA-N n-(2,6-dimethylpiperidin-1-yl)-1-methylindole-3-carboxamide Chemical compound CC1CCCC(C)N1NC(=O)C1=CN(C)C2=CC=CC=C12 SEDGPWXNQMBTGZ-UHFFFAOYSA-N 0.000 claims 1
- VPOKRYCJXVSFDL-UHFFFAOYSA-N n-(2-acetylphenyl)adamantane-1-carboxamide Chemical compound CC(=O)C1=CC=CC=C1NC(=O)C1(C2)CC(C3)CC2CC3C1 VPOKRYCJXVSFDL-UHFFFAOYSA-N 0.000 claims 1
- UYCZMUAUUJYKHR-UHFFFAOYSA-N n-(2-adamantyl)-1h-indole-5-carboxamide Chemical compound C1=C2NC=CC2=CC(C(NC2C3CC4CC(C3)CC2C4)=O)=C1 UYCZMUAUUJYKHR-UHFFFAOYSA-N 0.000 claims 1
- AIPDFMDSZTYMJE-UHFFFAOYSA-N n-(2-adamantyl)-1h-indole-6-carboxamide Chemical compound C1=C2C=CNC2=CC(C(NC2C3CC4CC(C3)CC2C4)=O)=C1 AIPDFMDSZTYMJE-UHFFFAOYSA-N 0.000 claims 1
- JEQUHWJWYAWQQV-UHFFFAOYSA-N n-(2-adamantyl)-2-(2-methylphenoxy)acetamide Chemical compound CC1=CC=CC=C1OCC(=O)NC1C(C2)CC3CC2CC1C3 JEQUHWJWYAWQQV-UHFFFAOYSA-N 0.000 claims 1
- PAVABUVGVOZFRH-UHFFFAOYSA-N n-(2-adamantyl)-2-(4-chlorophenyl)acetamide Chemical compound C1=CC(Cl)=CC=C1CC(=O)NC1C(C2)CC3CC2CC1C3 PAVABUVGVOZFRH-UHFFFAOYSA-N 0.000 claims 1
- OIHHQSNMZKSGDV-UHFFFAOYSA-N n-(2-adamantyl)-3,4-dichlorobenzamide Chemical compound C1=C(Cl)C(Cl)=CC=C1C(=O)NC1C(C2)CC3CC2CC1C3 OIHHQSNMZKSGDV-UHFFFAOYSA-N 0.000 claims 1
- OHAZAKXBEZWFCX-UHFFFAOYSA-N n-(2-adamantyl)-3-(1,5-dimethylpyrazol-4-yl)prop-2-enamide Chemical compound C1=NN(C)C(C)=C1C=CC(=O)NC1C(C2)CC3CC2CC1C3 OHAZAKXBEZWFCX-UHFFFAOYSA-N 0.000 claims 1
- GIPAKAYVBKGAME-UHFFFAOYSA-N n-(2-adamantyl)-3-[(4-bromo-3-nitropyrazol-1-yl)methyl]benzamide Chemical compound C1=C(Br)C([N+](=O)[O-])=NN1CC1=CC=CC(C(=O)NC2C3CC4CC(C3)CC2C4)=C1 GIPAKAYVBKGAME-UHFFFAOYSA-N 0.000 claims 1
- QZWBRACYOPBUKD-UHFFFAOYSA-N n-(2-adamantyl)-5-[(4-bromo-3,5-dimethylpyrazol-1-yl)methyl]furan-2-carboxamide Chemical compound CC1=C(Br)C(C)=NN1CC1=CC=C(C(=O)NC2C3CC4CC(C3)CC2C4)O1 QZWBRACYOPBUKD-UHFFFAOYSA-N 0.000 claims 1
- WDYPVSOUEDJCPB-UHFFFAOYSA-N n-(2-adamantyl)-5-[(4-chloro-3,5-dimethylpyrazol-1-yl)methyl]furan-2-carboxamide Chemical compound CC1=C(Cl)C(C)=NN1CC1=CC=C(C(=O)NC2C3CC4CC(C3)CC2C4)O1 WDYPVSOUEDJCPB-UHFFFAOYSA-N 0.000 claims 1
- SRNCGQTZYQGMSR-UHFFFAOYSA-N n-(2-adamantyl)-5-[(4-nitropyrazol-1-yl)methyl]furan-2-carboxamide Chemical compound C1=C([N+](=O)[O-])C=NN1CC1=CC=C(C(=O)NC2C3CC4CC(C3)CC2C4)O1 SRNCGQTZYQGMSR-UHFFFAOYSA-N 0.000 claims 1
- GFEKIYDIDOQAOJ-UHFFFAOYSA-N n-(2-adamantyl)-5-bromofuran-2-carboxamide Chemical compound O1C(Br)=CC=C1C(=O)NC1C(C2)CC3CC2CC1C3 GFEKIYDIDOQAOJ-UHFFFAOYSA-N 0.000 claims 1
- TYWCNIPWHLUZQB-UHFFFAOYSA-N n-(2-adamantyl)pyridine-2-carboxamide Chemical compound C1C2CC(C3)CC1CC3C2NC(=O)C1=CC=CC=N1 TYWCNIPWHLUZQB-UHFFFAOYSA-N 0.000 claims 1
- QEWGMEVYZKGNQK-UHFFFAOYSA-N n-(2-benzoyl-4-methylphenyl)-2-fluorobenzamide Chemical compound C=1C=CC=CC=1C(=O)C1=CC(C)=CC=C1NC(=O)C1=CC=CC=C1F QEWGMEVYZKGNQK-UHFFFAOYSA-N 0.000 claims 1
- AJUDGEAMZZACBQ-UHFFFAOYSA-N n-(2-benzoyl-4-methylphenyl)-3-phenylprop-2-enamide Chemical compound C=1C=CC=CC=1C(=O)C1=CC(C)=CC=C1NC(=O)C=CC1=CC=CC=C1 AJUDGEAMZZACBQ-UHFFFAOYSA-N 0.000 claims 1
- ABJDZBPTRZYDHL-UHFFFAOYSA-N n-(2-chlorophenyl)-2-(1,2,3,4-tetrahydroisoquinolin-1-yl)acetamide Chemical compound ClC1=CC=CC=C1NC(=O)CC1C2=CC=CC=C2CCN1 ABJDZBPTRZYDHL-UHFFFAOYSA-N 0.000 claims 1
- CXZVVLBNAWTVQU-UHFFFAOYSA-N n-(2-chlorophenyl)-2-phenacylsulfanylacetamide Chemical compound ClC1=CC=CC=C1NC(=O)CSCC(=O)C1=CC=CC=C1 CXZVVLBNAWTVQU-UHFFFAOYSA-N 0.000 claims 1
- ZZRAECUAWNOJJY-UHFFFAOYSA-N n-(2-cyanophenyl)-2-[(5-ethyl-[1,2,4]triazino[5,6-b]indol-3-yl)sulfanyl]acetamide Chemical compound N1=C2N(CC)C3=CC=CC=C3C2=NN=C1SCC(=O)NC1=CC=CC=C1C#N ZZRAECUAWNOJJY-UHFFFAOYSA-N 0.000 claims 1
- RPHJYWMIFUXJGX-UHFFFAOYSA-N n-(2-cyanophenyl)-2-[(5-methyl-[1,2,4]triazino[5,6-b]indol-3-yl)sulfanyl]acetamide Chemical compound N1=C2N(C)C3=CC=CC=C3C2=NN=C1SCC(=O)NC1=CC=CC=C1C#N RPHJYWMIFUXJGX-UHFFFAOYSA-N 0.000 claims 1
- IVTRRMRNZMWARJ-UHFFFAOYSA-N n-(2-ethoxyethyl)-4-hydroxy-n-[(4-hydroxyphenyl)methyl]benzamide Chemical compound C=1C=C(O)C=CC=1C(=O)N(CCOCC)CC1=CC=C(O)C=C1 IVTRRMRNZMWARJ-UHFFFAOYSA-N 0.000 claims 1
- QIVDJLKQZIKMHS-UHFFFAOYSA-N n-(2-ethoxyphenyl)adamantane-1-carboxamide Chemical compound CCOC1=CC=CC=C1NC(=O)C1(C2)CC(C3)CC2CC3C1 QIVDJLKQZIKMHS-UHFFFAOYSA-N 0.000 claims 1
- IVEUVLLORKZUFR-UHFFFAOYSA-N n-(2-ethyl-6-methyl-3-phenylmethoxypyridin-4-yl)adamantane-1-carboxamide Chemical compound CCC1=NC(C)=CC(NC(=O)C23CC4CC(CC(C4)C2)C3)=C1OCC1=CC=CC=C1 IVEUVLLORKZUFR-UHFFFAOYSA-N 0.000 claims 1
- KTELQOCLYHZEMI-UHFFFAOYSA-N n-(2-ethylphenyl)-2-(3-methylpiperidin-1-yl)acetamide Chemical compound CCC1=CC=CC=C1NC(=O)CN1CC(C)CCC1 KTELQOCLYHZEMI-UHFFFAOYSA-N 0.000 claims 1
- MEOUTRNMVUURBE-UHFFFAOYSA-N n-(2-fluorophenyl)adamantane-1-carboxamide Chemical compound FC1=CC=CC=C1NC(=O)C1(C2)CC(C3)CC2CC3C1 MEOUTRNMVUURBE-UHFFFAOYSA-N 0.000 claims 1
- XYALKAYLERMMCO-UHFFFAOYSA-N n-(2-methoxyethyl)-5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CC=C2NC=C(C(=O)NCCOC)C2=C1 XYALKAYLERMMCO-UHFFFAOYSA-N 0.000 claims 1
- LMBDTMZUNIJZDS-UHFFFAOYSA-N n-(2-methylheptan-2-yl)-2-morpholin-4-ylacetamide Chemical compound CCCCCC(C)(C)NC(=O)CN1CCOCC1 LMBDTMZUNIJZDS-UHFFFAOYSA-N 0.000 claims 1
- ARXJQUSLZXIZEK-UHFFFAOYSA-N n-(2-oxoazepan-3-yl)-n-(thiophen-3-ylmethyl)naphthalene-2-carboxamide Chemical compound C=1C=C2C=CC=CC2=CC=1C(=O)N(C1C(NCCCC1)=O)CC=1C=CSC=1 ARXJQUSLZXIZEK-UHFFFAOYSA-N 0.000 claims 1
- ADWRGXCJYSOLDN-UHFFFAOYSA-N n-(2-phenylphenyl)-2-pyridin-2-ylsulfanylacetamide Chemical compound C=1C=CC=C(C=2C=CC=CC=2)C=1NC(=O)CSC1=CC=CC=N1 ADWRGXCJYSOLDN-UHFFFAOYSA-N 0.000 claims 1
- RBWBVWSBZRZYFT-UHFFFAOYSA-N n-(2-phenylsulfanylphenyl)cyclohexanecarboxamide Chemical compound C1CCCCC1C(=O)NC1=CC=CC=C1SC1=CC=CC=C1 RBWBVWSBZRZYFT-UHFFFAOYSA-N 0.000 claims 1
- OIBSQOUOPXHPIM-UHFFFAOYSA-N n-(2-propoxyphenyl)cyclohexanecarboxamide Chemical compound CCCOC1=CC=CC=C1NC(=O)C1CCCCC1 OIBSQOUOPXHPIM-UHFFFAOYSA-N 0.000 claims 1
- HMUADTMYQBFVGC-UHFFFAOYSA-N n-(2h-tetrazol-5-ylmethyl)-5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C12)=CC=C1NC=C2C(=O)NCC=1N=NNN=1 HMUADTMYQBFVGC-UHFFFAOYSA-N 0.000 claims 1
- HQTYULSTMYRLOD-UHFFFAOYSA-N n-(3,3,5-trimethylcyclohexyl)-1-benzothiophene-3-carboxamide Chemical compound C1C(C)(C)CC(C)CC1NC(=O)C1=CSC2=CC=CC=C12 HQTYULSTMYRLOD-UHFFFAOYSA-N 0.000 claims 1
- TVPKFTKNVSYTLO-UHFFFAOYSA-N n-(3,3,5-trimethylcyclohexyl)thiophene-2-carboxamide Chemical compound C1C(C)(C)CC(C)CC1NC(=O)C1=CC=CS1 TVPKFTKNVSYTLO-UHFFFAOYSA-N 0.000 claims 1
- KFELNLQGAAUUFP-UHFFFAOYSA-N n-(3,3-diphenylpropyl)-4-methoxybenzamide Chemical compound C1=CC(OC)=CC=C1C(=O)NCCC(C=1C=CC=CC=1)C1=CC=CC=C1 KFELNLQGAAUUFP-UHFFFAOYSA-N 0.000 claims 1
- YKZASHMMPBAALK-UHFFFAOYSA-N n-(3,4-difluorophenyl)-2,6-difluorobenzamide Chemical compound C1=C(F)C(F)=CC=C1NC(=O)C1=C(F)C=CC=C1F YKZASHMMPBAALK-UHFFFAOYSA-N 0.000 claims 1
- HQCLGXUJYCTEKD-UHFFFAOYSA-N n-(3,4-dihydro-1h-isochromen-1-ylmethyl)-3-(4-hydroxyphenyl)-3-phenylpropanamide Chemical compound C1=CC(O)=CC=C1C(C=1C=CC=CC=1)CC(=O)NCC1C2=CC=CC=C2CCO1 HQCLGXUJYCTEKD-UHFFFAOYSA-N 0.000 claims 1
- PWHPQQRQNNXSMH-UHFFFAOYSA-N n-(3,4-dimethylphenyl)-n-[[4-(piperidine-1-carbonyl)phenyl]methyl]methanesulfonamide Chemical compound C1=C(C)C(C)=CC=C1N(S(C)(=O)=O)CC1=CC=C(C(=O)N2CCCCC2)C=C1 PWHPQQRQNNXSMH-UHFFFAOYSA-N 0.000 claims 1
- RORYGMMLGCGOON-UHFFFAOYSA-N n-(3-amino-2,2-dimethylpropyl)-4-[2-(2-propan-2-ylphenyl)sulfanylethyl]benzamide Chemical compound CC(C)C1=CC=CC=C1SCCC1=CC=C(C(=O)NCC(C)(C)CN)C=C1 RORYGMMLGCGOON-UHFFFAOYSA-N 0.000 claims 1
- GTHDKSMWRJXYEF-UHFFFAOYSA-N n-(3-amino-2,2-dimethylpropyl)-4-[[4-(4-chlorophenyl)pyrimidin-2-yl]sulfanylmethyl]-3-nitrobenzamide Chemical compound [O-][N+](=O)C1=CC(C(=O)NCC(C)(CN)C)=CC=C1CSC1=NC=CC(C=2C=CC(Cl)=CC=2)=N1 GTHDKSMWRJXYEF-UHFFFAOYSA-N 0.000 claims 1
- HELQBMYAEWFTJQ-UHFFFAOYSA-N n-(3-amino-2,2-dimethylpropyl)-6-(2-bromophenyl)sulfanylhexanamide Chemical compound NCC(C)(C)CNC(=O)CCCCCSC1=CC=CC=C1Br HELQBMYAEWFTJQ-UHFFFAOYSA-N 0.000 claims 1
- MZHYRSJOERZVSR-UHFFFAOYSA-N n-(3-bicyclo[2.2.1]heptanyl)-2,3-dihydro-1,4-benzodioxine-3-carboxamide Chemical compound C1OC2=CC=CC=C2OC1C(=O)NC1C(C2)CCC2C1 MZHYRSJOERZVSR-UHFFFAOYSA-N 0.000 claims 1
- SVRBVAGZOMOUJS-UHFFFAOYSA-N n-(3-bicyclo[2.2.1]heptanyl)-2-[(2-chlorophenyl)methylsulfanyl]acetamide Chemical compound ClC1=CC=CC=C1CSCC(=O)NC1C(C2)CCC2C1 SVRBVAGZOMOUJS-UHFFFAOYSA-N 0.000 claims 1
- VLNNNESZIBWEHH-UHFFFAOYSA-N n-(3-bicyclo[2.2.1]heptanyl)-2-chlorobenzamide Chemical compound ClC1=CC=CC=C1C(=O)NC1C(C2)CCC2C1 VLNNNESZIBWEHH-UHFFFAOYSA-N 0.000 claims 1
- OIPPNLNOXRYSAK-UHFFFAOYSA-N n-(3-bicyclo[2.2.1]heptanyl)-3-cyclopentylpropanamide Chemical compound C1C(C2)CCC2C1NC(=O)CCC1CCCC1 OIPPNLNOXRYSAK-UHFFFAOYSA-N 0.000 claims 1
- KBGVBELNPALBJS-UHFFFAOYSA-N n-(3-bicyclo[2.2.1]heptanyl)-3-phenylsulfanylpropanamide Chemical compound C1C(C2)CCC2C1NC(=O)CCSC1=CC=CC=C1 KBGVBELNPALBJS-UHFFFAOYSA-N 0.000 claims 1
- FFZYPUYWTIIDEL-UHFFFAOYSA-N n-(3-bicyclo[2.2.1]heptanyl)-4-(morpholin-4-ylmethyl)benzamide Chemical compound C1C(C2)CCC2C1NC(=O)C(C=C1)=CC=C1CN1CCOCC1 FFZYPUYWTIIDEL-UHFFFAOYSA-N 0.000 claims 1
- LJWYXYYTYFGGNP-UHFFFAOYSA-N n-(3-chloro-4-hydroxyphenyl)-2-(cyclohexylamino)-1,3-thiazole-4-carboxamide Chemical compound C1=C(Cl)C(O)=CC=C1NC(=O)C1=CSC(NC2CCCCC2)=N1 LJWYXYYTYFGGNP-UHFFFAOYSA-N 0.000 claims 1
- QDQDCZORMCIXHY-UHFFFAOYSA-N n-(3-chlorophenyl)-1-cyclohexyl-5-oxopyrrolidine-3-carboxamide Chemical compound ClC1=CC=CC(NC(=O)C2CC(=O)N(C3CCCCC3)C2)=C1 QDQDCZORMCIXHY-UHFFFAOYSA-N 0.000 claims 1
- GTIYDDYACYJWJM-UHFFFAOYSA-N n-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-1-cyclohexyl-5-oxopyrrolidine-3-carboxamide Chemical compound S1C=2CCCCC=2C(C#N)=C1NC(=O)C(CC1=O)CN1C1CCCCC1 GTIYDDYACYJWJM-UHFFFAOYSA-N 0.000 claims 1
- PFNLHNUAHGURMS-UHFFFAOYSA-N n-(3-ethoxypropyl)-n-[(4-hydroxyphenyl)methyl]heptanamide Chemical compound CCCCCCC(=O)N(CCCOCC)CC1=CC=C(O)C=C1 PFNLHNUAHGURMS-UHFFFAOYSA-N 0.000 claims 1
- NDBGMPBQTHIHGD-UHFFFAOYSA-N n-(3-hexylsulfanyl-1,2,4-thiadiazol-5-yl)-3-methylbutanamide Chemical compound CCCCCCSC1=NSC(NC(=O)CC(C)C)=N1 NDBGMPBQTHIHGD-UHFFFAOYSA-N 0.000 claims 1
- LAMZCIPJVZGTTN-UHFFFAOYSA-N n-(3-hydroxy-1-adamantyl)-1-methylindole-3-carboxamide Chemical compound C12=CC=CC=C2N(C)C=C1C(=O)NC1(C2)CC(O)(C3)CC2CC3C1 LAMZCIPJVZGTTN-UHFFFAOYSA-N 0.000 claims 1
- RUAIWPYLUWJCAM-UHFFFAOYSA-N n-(3-hydroxy-1-adamantyl)-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C)=NC(C)=C1C(=O)NC1(C2)CC(O)(C3)CC2CC3C1 RUAIWPYLUWJCAM-UHFFFAOYSA-N 0.000 claims 1
- CRUANUTZEHQTOZ-UHFFFAOYSA-N n-(3-methylbutyl)-9-oxofluorene-1-carboxamide Chemical compound C12=CC=CC=C2C(=O)C2=C1C=CC=C2C(=O)NCCC(C)C CRUANUTZEHQTOZ-UHFFFAOYSA-N 0.000 claims 1
- WEGYSVJPPLMZOS-UHFFFAOYSA-N n-(4,6-dimethyl-5-nitropyridin-3-yl)benzamide Chemical compound CC1=C([N+]([O-])=O)C(C)=NC=C1NC(=O)C1=CC=CC=C1 WEGYSVJPPLMZOS-UHFFFAOYSA-N 0.000 claims 1
- NTWLHHBGBISWLH-UHFFFAOYSA-N n-(4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl)benzamide Chemical compound CC1(C)C(C2)CCC1(C)C2NC(=O)C1=CC=CC=C1 NTWLHHBGBISWLH-UHFFFAOYSA-N 0.000 claims 1
- VBZTZJLJCNOGMW-UHFFFAOYSA-N n-(4-acetylphenyl)-2-(2-phenyl-2-adamantyl)acetamide Chemical compound C1=CC(C(=O)C)=CC=C1NC(=O)CC1(C=2C=CC=CC=2)C(C2)CC3CC2CC1C3 VBZTZJLJCNOGMW-UHFFFAOYSA-N 0.000 claims 1
- JENNAGWUQURNEC-UHFFFAOYSA-N n-(4-benzoyl-1,2,5-oxadiazol-3-yl)-2-fluorobenzamide Chemical compound FC1=CC=CC=C1C(=O)NC1=NON=C1C(=O)C1=CC=CC=C1 JENNAGWUQURNEC-UHFFFAOYSA-N 0.000 claims 1
- VJEFEBDPMPLANV-UHFFFAOYSA-N n-(4-chloro-3-nitrophenyl)-1-cyclohexyl-5-oxopyrrolidine-3-carboxamide Chemical compound C1=C(Cl)C([N+](=O)[O-])=CC(NC(=O)C2CC(=O)N(C3CCCCC3)C2)=C1 VJEFEBDPMPLANV-UHFFFAOYSA-N 0.000 claims 1
- RHPCGRREGQKELF-UHFFFAOYSA-N n-(4-ethoxy-1,3-benzothiazol-2-yl)adamantane-1-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)NC(S1)=NC2=C1C=CC=C2OCC RHPCGRREGQKELF-UHFFFAOYSA-N 0.000 claims 1
- IXQRMCPUOBSRCG-UHFFFAOYSA-N n-(4-methoxyphenyl)-5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=CNC2=CC=C(C(=O)N3C4CC(CC(C)(C)C4)(C)C3)C=C12 IXQRMCPUOBSRCG-UHFFFAOYSA-N 0.000 claims 1
- UWZJMCNFDLBYDY-UHFFFAOYSA-N n-(4-tert-butyl-3-nitrophenyl)acetamide Chemical compound CC(=O)NC1=CC=C(C(C)(C)C)C([N+]([O-])=O)=C1 UWZJMCNFDLBYDY-UHFFFAOYSA-N 0.000 claims 1
- JDKWQEOMIREADG-UHFFFAOYSA-N n-(5-benzoyl-4-phenyl-1,3-thiazol-2-yl)adamantane-1-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)NC(S1)=NC(C=2C=CC=CC=2)=C1C(=O)C1=CC=CC=C1 JDKWQEOMIREADG-UHFFFAOYSA-N 0.000 claims 1
- AEKKMIRZNOZHOS-UHFFFAOYSA-N n-(5-bicyclo[2.2.1]hept-2-enylmethyl)-2,4-dichloro-n-[2-(1h-indol-3-yl)ethyl]benzamide Chemical compound ClC1=CC(Cl)=CC=C1C(=O)N(CC1C2CC(C=C2)C1)CCC1=CNC2=CC=CC=C12 AEKKMIRZNOZHOS-UHFFFAOYSA-N 0.000 claims 1
- JNFUJUPCFPJNOJ-UHFFFAOYSA-N n-(5-bicyclo[2.2.1]hept-2-enylmethyl)-3-cyclopentyl-n-[2-(1h-indol-3-yl)ethyl]propanamide Chemical compound C=1NC2=CC=CC=C2C=1CCN(CC1C2CC(C=C2)C1)C(=O)CCC1CCCC1 JNFUJUPCFPJNOJ-UHFFFAOYSA-N 0.000 claims 1
- DLGNYUUYPGAJCI-UHFFFAOYSA-N n-(5-hexyl-1,3,4-thiadiazol-2-yl)-2-methylpropanamide Chemical compound CCCCCCC1=NN=C(NC(=O)C(C)C)S1 DLGNYUUYPGAJCI-UHFFFAOYSA-N 0.000 claims 1
- QBWPAMLNPUEMQM-UHFFFAOYSA-N n-(5-methylpyridin-2-yl)adamantane-1-carboxamide Chemical compound N1=CC(C)=CC=C1NC(=O)C1(C2)CC(C3)CC2CC3C1 QBWPAMLNPUEMQM-UHFFFAOYSA-N 0.000 claims 1
- DSLCCYVKHAKUCM-UHFFFAOYSA-N n-(6-hydroxyhexyl)-n-[(4-hydroxyphenyl)methyl]-4-propylbenzamide Chemical compound C1=CC(CCC)=CC=C1C(=O)N(CCCCCCO)CC1=CC=C(O)C=C1 DSLCCYVKHAKUCM-UHFFFAOYSA-N 0.000 claims 1
- MBDYWOZBEJJCRE-UHFFFAOYSA-N n-(7,7-dimethyl-5-oxo-6,8-dihydroquinazolin-2-yl)cyclohexanecarboxamide Chemical compound N1=C2CC(C)(C)CC(=O)C2=CN=C1NC(=O)C1CCCCC1 MBDYWOZBEJJCRE-UHFFFAOYSA-N 0.000 claims 1
- IVJKQKQWJVEAPX-UHFFFAOYSA-N n-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)-1h-indole-6-carboxamide Chemical compound C1=C2C=CNC2=CC(C(=O)NC2CC3CCC(C2)N3C)=C1 IVJKQKQWJVEAPX-UHFFFAOYSA-N 0.000 claims 1
- YKTQGTHNZBBNQQ-UHFFFAOYSA-N n-(azepan-1-yl)-1-methylindole-3-carboxamide Chemical compound C12=CC=CC=C2N(C)C=C1C(=O)NN1CCCCCC1 YKTQGTHNZBBNQQ-UHFFFAOYSA-N 0.000 claims 1
- ZTOMRIQLVTWRLT-UHFFFAOYSA-N n-(cyanomethyl)-5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1=C2NC=C(C(=O)NCC#N)C2=CC(C(=O)N2C3CC(CC(C)(C)C3)(C2)C)=C1 ZTOMRIQLVTWRLT-UHFFFAOYSA-N 0.000 claims 1
- PSPZLHVPXKCSTO-UHFFFAOYSA-N n-(furan-2-ylmethyl)-2-phenyl-2-phenylsulfanylacetamide Chemical compound C=1C=CC=CC=1SC(C=1C=CC=CC=1)C(=O)NCC1=CC=CO1 PSPZLHVPXKCSTO-UHFFFAOYSA-N 0.000 claims 1
- HFPHUGPYWNUHRW-UHFFFAOYSA-N n-(furan-2-ylmethyl)-5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C12)=CC=C1NC=C2C(=O)NCC1=CC=CO1 HFPHUGPYWNUHRW-UHFFFAOYSA-N 0.000 claims 1
- NHRXPFXVQMNCOV-UHFFFAOYSA-N n-(furan-2-ylmethyl)-n-(4-methylphenyl)adamantane-1-carboxamide Chemical compound C1=CC(C)=CC=C1N(C(=O)C12CC3CC(CC(C3)C1)C2)CC1=CC=CO1 NHRXPFXVQMNCOV-UHFFFAOYSA-N 0.000 claims 1
- WURJNPARHWUNFY-UHFFFAOYSA-N n-(naphthalen-1-ylmethyl)adamantane-1-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)NCC1=CC=CC2=CC=CC=C12 WURJNPARHWUNFY-UHFFFAOYSA-N 0.000 claims 1
- DTMIDUIIAAJUOO-UHFFFAOYSA-N n-(oxolan-2-ylmethyl)-2-(2-phenylethyl)benzamide Chemical compound C=1C=CC=C(CCC=2C=CC=CC=2)C=1C(=O)NCC1CCCO1 DTMIDUIIAAJUOO-UHFFFAOYSA-N 0.000 claims 1
- RNBFYMRWWRWKHZ-UHFFFAOYSA-N n-(oxolan-2-ylmethyl)-5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C12)=CC=C1NC=C2C(=O)NCC1CCCO1 RNBFYMRWWRWKHZ-UHFFFAOYSA-N 0.000 claims 1
- ZTLHMUKWSKSSEP-UHFFFAOYSA-N n-(oxolan-2-ylmethyl)adamantane-1-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)NCC1CCCO1 ZTLHMUKWSKSSEP-UHFFFAOYSA-N 0.000 claims 1
- OPQKNGDNBBMEDA-UHFFFAOYSA-N n-[(1,3-dioxoisoindol-2-yl)methyl]-n-(4-fluorophenyl)benzamide Chemical compound C1=CC(F)=CC=C1N(C(=O)C=1C=CC=CC=1)CN1C(=O)C2=CC=CC=C2C1=O OPQKNGDNBBMEDA-UHFFFAOYSA-N 0.000 claims 1
- VXSKXUTVJQJQAQ-UHFFFAOYSA-N n-[(1,3-dioxoisoindol-2-yl)methyl]-n-(4-hydroxyphenyl)benzamide Chemical compound C1=CC(O)=CC=C1N(C(=O)C=1C=CC=CC=1)CN1C(=O)C2=CC=CC=C2C1=O VXSKXUTVJQJQAQ-UHFFFAOYSA-N 0.000 claims 1
- GINFDOGZDWKVLS-UHFFFAOYSA-N n-[(1-methyl-2,3-dihydroindol-5-yl)methyl]-n-(oxolan-2-ylmethyl)benzamide Chemical compound C=1C=C2N(C)CCC2=CC=1CN(C(=O)C=1C=CC=CC=1)CC1CCCO1 GINFDOGZDWKVLS-UHFFFAOYSA-N 0.000 claims 1
- GHRBREPMRJCPLY-UHFFFAOYSA-N n-[(1-phenylcyclopentyl)methyl]-2-piperidin-1-ylpropanamide Chemical compound C1CCCC1(C=1C=CC=CC=1)CNC(=O)C(C)N1CCCCC1 GHRBREPMRJCPLY-UHFFFAOYSA-N 0.000 claims 1
- VAVLKSDOICPCHK-UHFFFAOYSA-N n-[(2-chlorophenyl)methyl]-n-[(4-hydroxyphenyl)methyl]-2-thiophen-2-ylacetamide Chemical compound C1=CC(O)=CC=C1CN(C(=O)CC=1SC=CC=1)CC1=CC=CC=C1Cl VAVLKSDOICPCHK-UHFFFAOYSA-N 0.000 claims 1
- FNGVCJCDXMEMAT-UHFFFAOYSA-N n-[(2-hydroxyphenyl)methyl]-3-thiophen-3-yl-n-(2-thiophen-2-ylethyl)prop-2-enamide Chemical compound OC1=CC=CC=C1CN(C(=O)C=CC1=CSC=C1)CCC1=CC=CS1 FNGVCJCDXMEMAT-UHFFFAOYSA-N 0.000 claims 1
- GSLNTOBTTFVTSR-UHFFFAOYSA-N n-[(2-hydroxyphenyl)methyl]-n-(2-methylpropyl)benzamide Chemical compound C=1C=CC=CC=1C(=O)N(CC(C)C)CC1=CC=CC=C1O GSLNTOBTTFVTSR-UHFFFAOYSA-N 0.000 claims 1
- JJRQDQPXYISFOI-UHFFFAOYSA-N n-[(2-hydroxyphenyl)methyl]-n-(3-methylbutyl)-4-propylbenzamide Chemical compound C1=CC(CCC)=CC=C1C(=O)N(CCC(C)C)CC1=CC=CC=C1O JJRQDQPXYISFOI-UHFFFAOYSA-N 0.000 claims 1
- TWJPLAKRSAQWDW-UHFFFAOYSA-N n-[(2-hydroxyphenyl)methyl]-n-(3-methylbutyl)benzamide Chemical compound C=1C=CC=CC=1C(=O)N(CCC(C)C)CC1=CC=CC=C1O TWJPLAKRSAQWDW-UHFFFAOYSA-N 0.000 claims 1
- USSKZFGBHIMMME-UHFFFAOYSA-N n-[(3,4-dimethoxyphenyl)methyl]-3-methoxy-n-[6-(pyridin-2-ylamino)hexyl]benzamide Chemical compound COC1=CC=CC(C(=O)N(CCCCCCNC=2N=CC=CC=2)CC=2C=C(OC)C(OC)=CC=2)=C1 USSKZFGBHIMMME-UHFFFAOYSA-N 0.000 claims 1
- QXZFEPADMBZLFG-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-2-methyl-3-nitro-n-[(4-sulfamoylphenyl)methyl]benzamide Chemical compound C1=CC=C([N+]([O-])=O)C(C)=C1C(=O)N(CC=1C=C(O)C=CC=1)CC1=CC=C(S(N)(=O)=O)C=C1 QXZFEPADMBZLFG-UHFFFAOYSA-N 0.000 claims 1
- RRTTTYAOACTRLH-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-n-(3-propan-2-yloxypropyl)benzamide Chemical compound C=1C=CC=CC=1C(=O)N(CCCOC(C)C)CC1=CC=CC(O)=C1 RRTTTYAOACTRLH-UHFFFAOYSA-N 0.000 claims 1
- ZEYNZPOUBJJRNL-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-n-(4-methylpentyl)benzamide Chemical compound C=1C=CC=CC=1C(=O)N(CCCC(C)C)CC1=CC=CC(O)=C1 ZEYNZPOUBJJRNL-UHFFFAOYSA-N 0.000 claims 1
- NRPVGZUSINBTMC-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-n-[(4-propan-2-ylphenyl)methyl]heptanamide Chemical compound C=1C=CC(O)=CC=1CN(C(=O)CCCCCC)CC1=CC=C(C(C)C)C=C1 NRPVGZUSINBTMC-UHFFFAOYSA-N 0.000 claims 1
- YSZOMHNVGDQPMU-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-n-[2-(2-methoxyphenyl)ethyl]-2-methylpent-4-enamide Chemical compound COC1=CC=CC=C1CCN(C(=O)C(C)CC=C)CC1=CC=CC(O)=C1 YSZOMHNVGDQPMU-UHFFFAOYSA-N 0.000 claims 1
- XMRWHMWLDJUBBZ-UHFFFAOYSA-N n-[(4-bromophenyl)methyl]-n-[(4-hydroxyphenyl)methyl]-2-naphthalen-1-ylacetamide Chemical compound C1=CC(O)=CC=C1CN(C(=O)CC=1C2=CC=CC=C2C=CC=1)CC1=CC=C(Br)C=C1 XMRWHMWLDJUBBZ-UHFFFAOYSA-N 0.000 claims 1
- NBENJNKWKCXLAB-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-n-[(4-hydroxyphenyl)methyl]-2-thiophen-3-ylacetamide Chemical compound C1=CC(O)=CC=C1CN(C(=O)CC1=CSC=C1)CC1=CC=C(F)C=C1 NBENJNKWKCXLAB-UHFFFAOYSA-N 0.000 claims 1
- VOWHPZYBTLSKGE-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-n-[(4-hydroxyphenyl)methyl]-4-methylpentanamide Chemical compound C=1C=C(F)C=CC=1CN(C(=O)CCC(C)C)CC1=CC=C(O)C=C1 VOWHPZYBTLSKGE-UHFFFAOYSA-N 0.000 claims 1
- GFFPUGHJPPMFPR-UHFFFAOYSA-N n-[(4-hydroxyphenyl)methyl]-6-oxo-6-phenyl-n-[[4-(trifluoromethyl)phenyl]methyl]hexanamide Chemical compound C1=CC(O)=CC=C1CN(C(=O)CCCCC(=O)C=1C=CC=CC=1)CC1=CC=C(C(F)(F)F)C=C1 GFFPUGHJPPMFPR-UHFFFAOYSA-N 0.000 claims 1
- CPFNJNJDMSVPFK-UHFFFAOYSA-N n-[(4-hydroxyphenyl)methyl]-n-(2-methylpropyl)benzamide Chemical compound C=1C=CC=CC=1C(=O)N(CC(C)C)CC1=CC=C(O)C=C1 CPFNJNJDMSVPFK-UHFFFAOYSA-N 0.000 claims 1
- VQFVBRBHOPGVJQ-UHFFFAOYSA-N n-[(4-hydroxyphenyl)methyl]-n-(3-methylbutyl)-4-propylbenzamide Chemical compound C1=CC(CCC)=CC=C1C(=O)N(CCC(C)C)CC1=CC=C(O)C=C1 VQFVBRBHOPGVJQ-UHFFFAOYSA-N 0.000 claims 1
- ASANEODLTKPBTJ-UHFFFAOYSA-N n-[(4-hydroxyphenyl)methyl]-n-(3-methylbutyl)benzamide Chemical compound C=1C=CC=CC=1C(=O)N(CCC(C)C)CC1=CC=C(O)C=C1 ASANEODLTKPBTJ-UHFFFAOYSA-N 0.000 claims 1
- ACTJJEUWBVIISW-UHFFFAOYSA-N n-[(4-hydroxyphenyl)methyl]-n-(3-propan-2-yloxypropyl)benzamide Chemical compound C=1C=CC=CC=1C(=O)N(CCCOC(C)C)CC1=CC=C(O)C=C1 ACTJJEUWBVIISW-UHFFFAOYSA-N 0.000 claims 1
- ASBHVXQJQYSXHO-UHFFFAOYSA-N n-[(4-hydroxyphenyl)methyl]-n-[[4-(trifluoromethyl)phenyl]methyl]dec-3-enamide Chemical compound C=1C=C(C(F)(F)F)C=CC=1CN(C(=O)CC=CCCCCCC)CC1=CC=C(O)C=C1 ASBHVXQJQYSXHO-UHFFFAOYSA-N 0.000 claims 1
- OYTJXXFVCAJCET-UHFFFAOYSA-N n-[(4-methoxyphenyl)methyl]-5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CNC2=CC=C(C(=O)N3C4CC(CC(C)(C)C4)(C)C3)C=C12 OYTJXXFVCAJCET-UHFFFAOYSA-N 0.000 claims 1
- URGWKIHKPADQEK-UHFFFAOYSA-N n-[(5-hydroxy-1,3,3-trimethylcyclohexyl)methyl]-1h-indole-5-carboxamide Chemical compound C1C(C)(C)CC(O)CC1(C)CNC(=O)C1=CC=C(NC=C2)C2=C1 URGWKIHKPADQEK-UHFFFAOYSA-N 0.000 claims 1
- NTUKVZBNVAGCCU-UHFFFAOYSA-N n-[(6,6-dimethyl-4-bicyclo[3.1.1]heptanyl)methyl]-2-(4-methylphenoxy)acetamide Chemical compound C1=CC(C)=CC=C1OCC(=O)NCC1C(C2(C)C)CC2CC1 NTUKVZBNVAGCCU-UHFFFAOYSA-N 0.000 claims 1
- GPKIGQHFNOKKKG-UHFFFAOYSA-N n-[(6,6-dimethyl-4-bicyclo[3.1.1]heptanyl)methyl]-4-[2-(4-fluorophenyl)sulfanylethyl]benzamide Chemical compound CC1(C)C(CC2)CC1C2CNC(=O)C(C=C1)=CC=C1CCSC1=CC=C(F)C=C1 GPKIGQHFNOKKKG-UHFFFAOYSA-N 0.000 claims 1
- ZTMXJMHHSBJZEH-UHFFFAOYSA-N n-[(6,6-dimethyl-4-bicyclo[3.1.1]heptanyl)methyl]-4-[2-(4-phenoxypyrimidin-2-yl)sulfanylethyl]benzamide Chemical compound CC1(C)C(CC2)CC1C2CNC(=O)C(C=C1)=CC=C1CCSC(N=1)=NC=CC=1OC1=CC=CC=C1 ZTMXJMHHSBJZEH-UHFFFAOYSA-N 0.000 claims 1
- RQOMZSVTLTYBMP-UHFFFAOYSA-N n-[(6,6-dimethyl-4-bicyclo[3.1.1]heptanyl)methyl]-4-[2-[(6-methyl-1h-benzimidazol-2-yl)sulfanyl]ethyl]benzamide Chemical compound N=1C2=CC(C)=CC=C2NC=1SCCC(C=C1)=CC=C1C(=O)NCC1CCC2C(C)(C)C1C2 RQOMZSVTLTYBMP-UHFFFAOYSA-N 0.000 claims 1
- CDHCEBSOSLZVMO-UHFFFAOYSA-N n-[(6,6-dimethyl-4-bicyclo[3.1.1]heptanyl)methyl]-5-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]pentanamide Chemical compound CSC1=NSC(SCCCCC(=O)NCC2C3CC(C3(C)C)CC2)=N1 CDHCEBSOSLZVMO-UHFFFAOYSA-N 0.000 claims 1
- IBVKTCPCJMRCSA-UHFFFAOYSA-N n-[1-(1-adamantyl)ethyl]-2,3-dihydro-1,4-benzodioxine-6-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(C)NC(=O)C1=CC=C(OCCO2)C2=C1 IBVKTCPCJMRCSA-UHFFFAOYSA-N 0.000 claims 1
- YKIPYXONFJLDLW-UHFFFAOYSA-N n-[1-(1-adamantyl)ethyl]-2,5-dimethylfuran-3-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(C)NC(=O)C=1C=C(C)OC=1C YKIPYXONFJLDLW-UHFFFAOYSA-N 0.000 claims 1
- AMEAJMHDBTWKNQ-UHFFFAOYSA-N n-[1-(1-adamantyl)ethyl]-2-fluorobenzamide Chemical compound C1C(C2)CC(C3)CC2CC13C(C)NC(=O)C1=CC=CC=C1F AMEAJMHDBTWKNQ-UHFFFAOYSA-N 0.000 claims 1
- VRSWNXIEMWQXOU-UHFFFAOYSA-N n-[1-(1-adamantyl)ethyl]-5-methylfuran-2-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(C)NC(=O)C1=CC=C(C)O1 VRSWNXIEMWQXOU-UHFFFAOYSA-N 0.000 claims 1
- YHYIXRWFLNNBGZ-UHFFFAOYSA-N n-[1-(1h-indol-3-yl)propan-2-yl]-2-[4-(2-methylpropyl)phenyl]propanamide Chemical compound C1=CC(CC(C)C)=CC=C1C(C)C(=O)NC(C)CC1=CNC2=CC=CC=C12 YHYIXRWFLNNBGZ-UHFFFAOYSA-N 0.000 claims 1
- TZCBDOWPXZABRM-UHFFFAOYSA-N n-[1-(3-bicyclo[2.2.1]heptanyl)ethyl]-5-[(2-chlorophenoxy)methyl]furan-2-carboxamide Chemical compound C1C(C2)CCC2C1C(C)NC(=O)C(O1)=CC=C1COC1=CC=CC=C1Cl TZCBDOWPXZABRM-UHFFFAOYSA-N 0.000 claims 1
- LBXXOCMWSQMMAT-UHFFFAOYSA-N n-[1-(4-methylsulfonylphenyl)ethyl]-n-(oxolan-2-ylmethyl)benzamide Chemical compound C=1C=C(S(C)(=O)=O)C=CC=1C(C)N(C(=O)C=1C=CC=CC=1)CC1CCCO1 LBXXOCMWSQMMAT-UHFFFAOYSA-N 0.000 claims 1
- AVQSJOYFYMHMRG-UHFFFAOYSA-N n-[2-(2,4-dichlorophenyl)ethyl]-n-[(4-hydroxyphenyl)methyl]-2-thiophen-3-ylacetamide Chemical compound C1=CC(O)=CC=C1CN(C(=O)CC1=CSC=C1)CCC1=CC=C(Cl)C=C1Cl AVQSJOYFYMHMRG-UHFFFAOYSA-N 0.000 claims 1
- CNXPJWQHCFGZAE-UHFFFAOYSA-N n-[2-(2,4-dimethoxyphenyl)ethyl]adamantane-1-carboxamide Chemical compound COC1=CC(OC)=CC=C1CCNC(=O)C1(C2)CC(C3)CC2CC3C1 CNXPJWQHCFGZAE-UHFFFAOYSA-N 0.000 claims 1
- VLBKSUVJJWLCAW-UHFFFAOYSA-N n-[2-(2-bromophenyl)-1,3-benzoxazol-5-yl]-2-methoxybenzamide Chemical compound COC1=CC=CC=C1C(=O)NC1=CC=C(OC(=N2)C=3C(=CC=CC=3)Br)C2=C1 VLBKSUVJJWLCAW-UHFFFAOYSA-N 0.000 claims 1
- QKZYFEVSPOZFPU-UHFFFAOYSA-N n-[2-(3,4-dimethoxyphenyl)ethyl]adamantane-1-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1CCNC(=O)C1(C2)CC(C3)CC2CC3C1 QKZYFEVSPOZFPU-UHFFFAOYSA-N 0.000 claims 1
- XAHAAWXDAQHWBU-UHFFFAOYSA-N n-[2-(4-methoxyphenyl)ethyl]adamantane-1-carboxamide Chemical compound C1=CC(OC)=CC=C1CCNC(=O)C1(C2)CC(C3)CC2CC3C1 XAHAAWXDAQHWBU-UHFFFAOYSA-N 0.000 claims 1
- BQJHVYYYKRPGIM-UHFFFAOYSA-N n-[2-(4-piperidin-1-ylsulfonylphenyl)ethyl]acetamide Chemical compound C1=CC(CCNC(=O)C)=CC=C1S(=O)(=O)N1CCCCC1 BQJHVYYYKRPGIM-UHFFFAOYSA-N 0.000 claims 1
- WRSAPVFSDCSPOJ-UHFFFAOYSA-N n-[2-(azepan-1-yl)-2-oxoethyl]-n-(4-ethoxyphenyl)-4-methylsulfanylbenzenesulfonamide Chemical compound C1=CC(OCC)=CC=C1N(S(=O)(=O)C=1C=CC(SC)=CC=1)CC(=O)N1CCCCCC1 WRSAPVFSDCSPOJ-UHFFFAOYSA-N 0.000 claims 1
- HITRICNKSDFOBE-UHFFFAOYSA-N n-[2-(azepan-1-yl)-2-oxoethyl]-n-(4-propan-2-ylphenyl)methanesulfonamide Chemical compound C1=CC(C(C)C)=CC=C1N(S(C)(=O)=O)CC(=O)N1CCCCCC1 HITRICNKSDFOBE-UHFFFAOYSA-N 0.000 claims 1
- CLBSULJBGZYOFD-UHFFFAOYSA-N n-[2-(azepan-1-yl)-2-oxoethyl]-n-benzyl-4-bromobenzenesulfonamide Chemical compound C1=CC(Br)=CC=C1S(=O)(=O)N(CC=1C=CC=CC=1)CC(=O)N1CCCCCC1 CLBSULJBGZYOFD-UHFFFAOYSA-N 0.000 claims 1
- GFOODFAWMIVFLW-UHFFFAOYSA-N n-[2-(azepan-1-yl)-2-oxoethyl]-n-benzyl-4-fluorobenzenesulfonamide Chemical compound C1=CC(F)=CC=C1S(=O)(=O)N(CC=1C=CC=CC=1)CC(=O)N1CCCCCC1 GFOODFAWMIVFLW-UHFFFAOYSA-N 0.000 claims 1
- GFCZFUKLFGZZKP-UHFFFAOYSA-N n-[2-(cyclohexen-1-yl)ethyl]-2-(1,3-dioxoisoindol-2-yl)propanamide Chemical compound O=C1C2=CC=CC=C2C(=O)N1C(C)C(=O)NCCC1=CCCCC1 GFCZFUKLFGZZKP-UHFFFAOYSA-N 0.000 claims 1
- YSLGNUBOLKYCJY-UHFFFAOYSA-N n-[2-(cyclohexen-1-yl)ethyl]-2-(2-methylphenoxy)acetamide Chemical compound CC1=CC=CC=C1OCC(=O)NCCC1=CCCCC1 YSLGNUBOLKYCJY-UHFFFAOYSA-N 0.000 claims 1
- GMNVFEWSZLMHGA-UHFFFAOYSA-N n-[2-(cyclohexen-1-yl)ethyl]-3-methoxybenzamide Chemical compound COC1=CC=CC(C(=O)NCCC=2CCCCC=2)=C1 GMNVFEWSZLMHGA-UHFFFAOYSA-N 0.000 claims 1
- WWZYAMAABWPOGT-UHFFFAOYSA-N n-[2-(cyclohexen-1-yl)ethyl]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide Chemical compound C=1SC=2CCCCC=2C=1C(=O)NCCC1=CCCCC1 WWZYAMAABWPOGT-UHFFFAOYSA-N 0.000 claims 1
- MFIKROXOKVHJEV-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-n-methyl-5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CC=C2NC=C(C(=O)N(C)CCN(C)C)C2=C1 MFIKROXOKVHJEV-UHFFFAOYSA-N 0.000 claims 1
- DSSLCEYJQQSHEG-UHFFFAOYSA-N n-[2-(trifluoromethyl)phenyl]adamantane-1-carboxamide Chemical compound FC(F)(F)C1=CC=CC=C1NC(=O)C1(C2)CC(C3)CC2CC3C1 DSSLCEYJQQSHEG-UHFFFAOYSA-N 0.000 claims 1
- YNUMZAUJPFCUSI-UHFFFAOYSA-N n-[2-[1-(1,3-benzodioxol-5-yl)-3-(furan-2-yl)-3-oxopropyl]sulfanylphenyl]acetamide Chemical compound CC(=O)NC1=CC=CC=C1SC(C=1C=C2OCOC2=CC=1)CC(=O)C1=CC=CO1 YNUMZAUJPFCUSI-UHFFFAOYSA-N 0.000 claims 1
- UYCZHBLVHUBVTK-UHFFFAOYSA-N n-[2-[2-(4-bromophenyl)-2-oxoethyl]sulfanyl-1,3-benzothiazol-6-yl]acetamide Chemical compound S1C2=CC(NC(=O)C)=CC=C2N=C1SCC(=O)C1=CC=C(Br)C=C1 UYCZHBLVHUBVTK-UHFFFAOYSA-N 0.000 claims 1
- KDFZSGMYXOGMIO-UHFFFAOYSA-N n-[2-[2-(cyclohexylamino)-2-oxoethyl]sulfanyl-1,3-benzothiazol-6-yl]-2-methoxybenzamide Chemical compound COC1=CC=CC=C1C(=O)NC1=CC=C(N=C(SCC(=O)NC2CCCCC2)S2)C2=C1 KDFZSGMYXOGMIO-UHFFFAOYSA-N 0.000 claims 1
- BIEBTXYZDFEXFI-UHFFFAOYSA-N n-[2-[2-[(2-chloro-6-fluorophenyl)methylsulfanyl]ethylamino]-2-oxoethyl]-4-methyl-n-prop-2-ynylcyclohexane-1-carboxamide Chemical compound C1CC(C)CCC1C(=O)N(CC#C)CC(=O)NCCSCC1=C(F)C=CC=C1Cl BIEBTXYZDFEXFI-UHFFFAOYSA-N 0.000 claims 1
- BIVUOICGADPWOS-UHFFFAOYSA-N n-[2-[4-(3,4-dihydro-1h-isoquinolin-2-ylsulfonyl)phenyl]ethyl]acetamide Chemical compound C1=CC(CCNC(=O)C)=CC=C1S(=O)(=O)N1CC2=CC=CC=C2CC1 BIVUOICGADPWOS-UHFFFAOYSA-N 0.000 claims 1
- WHIDDJNZRFQOLZ-UHFFFAOYSA-N n-[3-(1h-benzimidazol-2-ylsulfanyl)-5-nitrophenyl]adamantane-1-carboxamide Chemical compound C1=CC=C2NC(SC=3C=C(NC(=O)C45CC6CC(CC(C6)C4)C5)C=C(C=3)[N+](=O)[O-])=NC2=C1 WHIDDJNZRFQOLZ-UHFFFAOYSA-N 0.000 claims 1
- JOCWJCGOLBOXPJ-UHFFFAOYSA-N n-[3-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indol-7-yl]acetamide Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CNC2=C1C=CC=C2NC(=O)C JOCWJCGOLBOXPJ-UHFFFAOYSA-N 0.000 claims 1
- YOYOWAJKBHTARZ-UHFFFAOYSA-N n-[3-(4-methylpiperazin-1-yl)propyl]-5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1CN(C)CCN1CCCNC(=O)C1=CNC2=CC=C(C(=O)N3C4CC(CC(C)(C)C4)(C)C3)C=C12 YOYOWAJKBHTARZ-UHFFFAOYSA-N 0.000 claims 1
- DMSAENNRNBICQZ-UHFFFAOYSA-N n-[3-(azepane-1-carbonyl)phenyl]benzamide Chemical compound C=1C=CC=CC=1C(=O)NC(C=1)=CC=CC=1C(=O)N1CCCCCC1 DMSAENNRNBICQZ-UHFFFAOYSA-N 0.000 claims 1
- FAAOHNFHEPYQPZ-UHFFFAOYSA-N n-[3-methyl-1-oxo-1-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)pentan-2-yl]cyclohexanecarboxamide Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C(C(C)CC)NC(=O)C1CCCCC1 FAAOHNFHEPYQPZ-UHFFFAOYSA-N 0.000 claims 1
- KEWGXASVBPKOLZ-UHFFFAOYSA-N n-[4-(1,3-dioxoisoindol-2-yl)butyl]-n-(4-methylphenyl)adamantane-1-carboxamide Chemical compound C1=CC(C)=CC=C1N(C(=O)C12CC3CC(CC(C3)C1)C2)CCCCN1C(=O)C2=CC=CC=C2C1=O KEWGXASVBPKOLZ-UHFFFAOYSA-N 0.000 claims 1
- NFJANHJZPRVNOA-UHFFFAOYSA-N n-[4-(1-adamantyl)-2-methylphenyl]acetamide Chemical compound C1=C(C)C(NC(=O)C)=CC=C1C1(C2)CC(C3)CC2CC3C1 NFJANHJZPRVNOA-UHFFFAOYSA-N 0.000 claims 1
- AJCBVAXPKBZVJC-UHFFFAOYSA-N n-[4-(2,5-difluorophenoxy)butyl]bicyclo[2.2.1]hept-2-ene-5-carboxamide Chemical compound FC1=CC=C(F)C(OCCCCNC(=O)C2C3CC(C=C3)C2)=C1 AJCBVAXPKBZVJC-UHFFFAOYSA-N 0.000 claims 1
- VWUJTPMAQTUBPO-UHFFFAOYSA-N n-[4-(2,6-dimethylpiperidine-1-carbonyl)phenyl]-2-naphthalen-2-yloxyacetamide Chemical compound CC1CCCC(C)N1C(=O)C(C=C1)=CC=C1NC(=O)COC1=CC=C(C=CC=C2)C2=C1 VWUJTPMAQTUBPO-UHFFFAOYSA-N 0.000 claims 1
- NCUSGHYMFPTESZ-UHFFFAOYSA-N n-[4-(2-methylpiperidin-1-yl)sulfonylphenyl]acetamide Chemical compound CC1CCCCN1S(=O)(=O)C1=CC=C(NC(C)=O)C=C1 NCUSGHYMFPTESZ-UHFFFAOYSA-N 0.000 claims 1
- JCZHIUIBWFMQAP-UHFFFAOYSA-N n-[4-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C(=O)N1C(CC(C)(C)C2)CC2(C)C1 JCZHIUIBWFMQAP-UHFFFAOYSA-N 0.000 claims 1
- AAYDTRXEZOFOGV-UHFFFAOYSA-N n-[4-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)phenyl]thiophene-2-sulfonamide Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1)=CC=C1NS(=O)(=O)C1=CC=CS1 AAYDTRXEZOFOGV-UHFFFAOYSA-N 0.000 claims 1
- SBQBHKOPZICODL-UHFFFAOYSA-N n-[4-(4-fluorophenyl)-4-hydroxybutyl]-n-propan-2-ylthiophene-2-carboxamide Chemical compound C=1C=CSC=1C(=O)N(C(C)C)CCCC(O)C1=CC=C(F)C=C1 SBQBHKOPZICODL-UHFFFAOYSA-N 0.000 claims 1
- PFBIWVZHHKAYJE-UHFFFAOYSA-N n-[4-(4-methylpiperidin-1-yl)sulfonylphenyl]furan-2-carboxamide Chemical compound C1CC(C)CCN1S(=O)(=O)C(C=C1)=CC=C1NC(=O)C1=CC=CO1 PFBIWVZHHKAYJE-UHFFFAOYSA-N 0.000 claims 1
- PLTSFYXDNLGOQL-UHFFFAOYSA-N n-[4-(azepan-1-ylsulfonyl)phenyl]-2,2,2-trifluoroacetamide Chemical compound C1=CC(NC(=O)C(F)(F)F)=CC=C1S(=O)(=O)N1CCCCCC1 PLTSFYXDNLGOQL-UHFFFAOYSA-N 0.000 claims 1
- BWRQBALTUPPEHN-UHFFFAOYSA-N n-[4-(azepane-1-carbonyl)phenyl]-n-methylbenzenesulfonamide Chemical compound C=1C=CC=CC=1S(=O)(=O)N(C)C(C=C1)=CC=C1C(=O)N1CCCCCC1 BWRQBALTUPPEHN-UHFFFAOYSA-N 0.000 claims 1
- ZMMXAQZVRTZPKF-UHFFFAOYSA-N n-[4-[benzyl(propan-2-yl)sulfamoyl]phenyl]acetamide Chemical compound C=1C=C(NC(C)=O)C=CC=1S(=O)(=O)N(C(C)C)CC1=CC=CC=C1 ZMMXAQZVRTZPKF-UHFFFAOYSA-N 0.000 claims 1
- IOOQRTGQTISKGP-UHFFFAOYSA-N n-[5-(5-chloro-1,3-benzoxazol-2-yl)-2-methylphenyl]-2-methoxybenzamide Chemical compound COC1=CC=CC=C1C(=O)NC1=CC(C=2OC3=CC=C(Cl)C=C3N=2)=CC=C1C IOOQRTGQTISKGP-UHFFFAOYSA-N 0.000 claims 1
- FIGDPVVDJQSDSB-UHFFFAOYSA-N n-[5-[(2,4-dichlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-2,2-dimethylpropanamide Chemical compound S1C(NC(=O)C(C)(C)C)=NN=C1SCC1=CC=C(Cl)C=C1Cl FIGDPVVDJQSDSB-UHFFFAOYSA-N 0.000 claims 1
- XMPPBIXEZQVXGO-UHFFFAOYSA-N n-[5-[(2-fluorophenyl)methylsulfanylmethyl]-1,3,4-thiadiazol-2-yl]cyclohexanecarboxamide Chemical compound FC1=CC=CC=C1CSCC(S1)=NN=C1NC(=O)C1CCCCC1 XMPPBIXEZQVXGO-UHFFFAOYSA-N 0.000 claims 1
- ZHKFMACOXDAWLY-UHFFFAOYSA-N n-[5-[(3,4-dichlorophenyl)methyl]-1,3,4-thiadiazol-2-yl]-2,2-dimethylpropanamide Chemical compound S1C(NC(=O)C(C)(C)C)=NN=C1CC1=CC=C(Cl)C(Cl)=C1 ZHKFMACOXDAWLY-UHFFFAOYSA-N 0.000 claims 1
- JUGGVFGUZJIERO-UHFFFAOYSA-N n-[5-[(3,4-dimethoxyphenyl)methyl]-1,3,4-thiadiazol-2-yl]-3-methylbutanamide Chemical compound C1=C(OC)C(OC)=CC=C1CC1=NN=C(NC(=O)CC(C)C)S1 JUGGVFGUZJIERO-UHFFFAOYSA-N 0.000 claims 1
- JTAJDRPNOSMJDJ-UHFFFAOYSA-N n-[[2-[(4-fluorophenyl)methylamino]-1,3-thiazol-4-yl]methyl]-n-(2-phenylethyl)butanamide Chemical compound C=1SC(NCC=2C=CC(F)=CC=2)=NC=1CN(C(=O)CCC)CCC1=CC=CC=C1 JTAJDRPNOSMJDJ-UHFFFAOYSA-N 0.000 claims 1
- PEOPQRYUIQSKSG-UHFFFAOYSA-N n-[[4-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]methyl]-n-(3,4-dimethylphenyl)methanesulfonamide Chemical compound C1=C(C)C(C)=CC=C1N(S(C)(=O)=O)CC1=CC=C(C(=O)N2CC3=CC=CC=C3CC2)C=C1 PEOPQRYUIQSKSG-UHFFFAOYSA-N 0.000 claims 1
- WPDJDHRXHNJFKD-UHFFFAOYSA-N n-[[4-(trifluoromethyl)phenyl]methyl]-5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C12)=CC=C1NC=C2C(=O)NCC1=CC=C(C(F)(F)F)C=C1 WPDJDHRXHNJFKD-UHFFFAOYSA-N 0.000 claims 1
- YFOQQGPVQCOXPU-UHFFFAOYSA-N n-benzyl-2,4-dichloro-n-(1-cyclopropylethyl)-5-methylbenzamide Chemical compound C=1C=CC=CC=1CN(C(=O)C=1C(=CC(Cl)=C(C)C=1)Cl)C(C)C1CC1 YFOQQGPVQCOXPU-UHFFFAOYSA-N 0.000 claims 1
- YTGGACXECZKQDI-UHFFFAOYSA-N n-benzyl-2,4-dichloro-n-methylbenzamide Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)N(C)CC1=CC=CC=C1 YTGGACXECZKQDI-UHFFFAOYSA-N 0.000 claims 1
- IICRGELEDGGGDE-UHFFFAOYSA-N n-benzyl-2,4-dichloro-n-pyridin-2-ylbenzamide Chemical compound ClC1=CC(Cl)=CC=C1C(=O)N(C=1N=CC=CC=1)CC1=CC=CC=C1 IICRGELEDGGGDE-UHFFFAOYSA-N 0.000 claims 1
- GODIPIVUYYDCMJ-UHFFFAOYSA-N n-benzyl-2-(4-chlorophenyl)sulfanyl-n-methylacetamide Chemical compound C=1C=C(Cl)C=CC=1SCC(=O)N(C)CC1=CC=CC=C1 GODIPIVUYYDCMJ-UHFFFAOYSA-N 0.000 claims 1
- MHAJOKPDLPBLAO-UHFFFAOYSA-N n-benzyl-2-[4,4,6-trimethyl-1-(4-methylphenyl)pyrimidin-2-yl]sulfanylacetamide Chemical compound C=1C=C(C)C=CC=1N1C(C)=CC(C)(C)N=C1SCC(=O)NCC1=CC=CC=C1 MHAJOKPDLPBLAO-UHFFFAOYSA-N 0.000 claims 1
- CGYAEGNOMBJVDQ-UHFFFAOYSA-N n-benzyl-2-bromo-n-methylbenzamide Chemical compound C=1C=CC=C(Br)C=1C(=O)N(C)CC1=CC=CC=C1 CGYAEGNOMBJVDQ-UHFFFAOYSA-N 0.000 claims 1
- NHXZKFPAKHXJDK-UHFFFAOYSA-N n-benzyl-2-bromo-n-propan-2-ylbenzamide Chemical compound C=1C=CC=C(Br)C=1C(=O)N(C(C)C)CC1=CC=CC=C1 NHXZKFPAKHXJDK-UHFFFAOYSA-N 0.000 claims 1
- KVECKGTZTGJOCH-UHFFFAOYSA-N n-benzyl-3,5-dimethyladamantane-1-carboxamide Chemical compound C1C(C)(C2)CC(C3)CC1(C)CC32C(=O)NCC1=CC=CC=C1 KVECKGTZTGJOCH-UHFFFAOYSA-N 0.000 claims 1
- INYHTXZCWGKMOL-UHFFFAOYSA-N n-benzyl-3-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)benzenesulfonamide Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=1)=CC=CC=1S(=O)(=O)NCC1=CC=CC=C1 INYHTXZCWGKMOL-UHFFFAOYSA-N 0.000 claims 1
- IYNGZFWYQMVNFX-UHFFFAOYSA-N n-benzyl-3-chloro-n-methyl-1-benzothiophene-2-carboxamide Chemical compound S1C2=CC=CC=C2C(Cl)=C1C(=O)N(C)CC1=CC=CC=C1 IYNGZFWYQMVNFX-UHFFFAOYSA-N 0.000 claims 1
- JJGVEPLALDHXCZ-UHFFFAOYSA-N n-benzyl-3-methyl-4-(4-methylphenyl)butanamide Chemical compound C=1C=C(C)C=CC=1CC(C)CC(=O)NCC1=CC=CC=C1 JJGVEPLALDHXCZ-UHFFFAOYSA-N 0.000 claims 1
- RGGCHKVBJKBTEF-UHFFFAOYSA-N n-benzyl-4-bromo-n-ethylbenzamide Chemical compound C=1C=C(Br)C=CC=1C(=O)N(CC)CC1=CC=CC=C1 RGGCHKVBJKBTEF-UHFFFAOYSA-N 0.000 claims 1
- NGZSJSBJVCIBDV-UHFFFAOYSA-N n-benzyl-4-chloro-3-nitro-n-propan-2-ylbenzamide Chemical compound C=1C=C(Cl)C([N+]([O-])=O)=CC=1C(=O)N(C(C)C)CC1=CC=CC=C1 NGZSJSBJVCIBDV-UHFFFAOYSA-N 0.000 claims 1
- LVOYLMZXCRBAER-UHFFFAOYSA-N n-benzyl-4-chloro-n-(1-cyclopropylethenyl)benzamide Chemical compound C1=CC(Cl)=CC=C1C(=O)N(C(=C)C1CC1)CC1=CC=CC=C1 LVOYLMZXCRBAER-UHFFFAOYSA-N 0.000 claims 1
- XIDDYQJNFNIUNM-UHFFFAOYSA-N n-benzyl-4-methyl-3-nitro-n-propan-2-ylbenzamide Chemical compound C=1C=C(C)C([N+]([O-])=O)=CC=1C(=O)N(C(C)C)CC1=CC=CC=C1 XIDDYQJNFNIUNM-UHFFFAOYSA-N 0.000 claims 1
- WOIOOHBTONFDSI-UHFFFAOYSA-N n-benzyl-4-nitro-n-propan-2-ylbenzamide Chemical compound C=1C=C([N+]([O-])=O)C=CC=1C(=O)N(C(C)C)CC1=CC=CC=C1 WOIOOHBTONFDSI-UHFFFAOYSA-N 0.000 claims 1
- POKNIDHFUWCRAD-UHFFFAOYSA-N n-benzyl-5-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indole-3-carboxamide Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C12)=CC=C1NC=C2C(=O)NCC1=CC=CC=C1 POKNIDHFUWCRAD-UHFFFAOYSA-N 0.000 claims 1
- YTQFPSJHEQWCIE-UHFFFAOYSA-N n-benzyl-n,3,4-trimethylbenzamide Chemical compound C=1C=C(C)C(C)=CC=1C(=O)N(C)CC1=CC=CC=C1 YTQFPSJHEQWCIE-UHFFFAOYSA-N 0.000 claims 1
- MSWJDGFXYUCOGB-UHFFFAOYSA-N n-benzyl-n,4-dimethylbenzamide Chemical compound C=1C=C(C)C=CC=1C(=O)N(C)CC1=CC=CC=C1 MSWJDGFXYUCOGB-UHFFFAOYSA-N 0.000 claims 1
- ILLIYROTTPZHTB-UHFFFAOYSA-N n-benzyl-n-(2-oxo-2-pyrrolidin-1-ylethyl)benzenesulfonamide Chemical compound C1CCCN1C(=O)CN(S(=O)(=O)C=1C=CC=CC=1)CC1=CC=CC=C1 ILLIYROTTPZHTB-UHFFFAOYSA-N 0.000 claims 1
- RXDXTYBCRJODOQ-UHFFFAOYSA-N n-benzyl-n-(cyclohexen-1-yl)benzamide Chemical compound C=1C=CC=CC=1C(=O)N(C=1CCCCC=1)CC1=CC=CC=C1 RXDXTYBCRJODOQ-UHFFFAOYSA-N 0.000 claims 1
- QDZLFLIZEDLIFV-UHFFFAOYSA-N n-benzyl-n-(cyclohexen-1-yl)pyridine-4-carboxamide Chemical compound C=1C=NC=CC=1C(=O)N(C=1CCCCC=1)CC1=CC=CC=C1 QDZLFLIZEDLIFV-UHFFFAOYSA-N 0.000 claims 1
- AWCZGUCUUNSUFA-UHFFFAOYSA-N n-benzyl-n-[(4-hydroxyphenyl)methyl]heptanamide Chemical compound C=1C=C(O)C=CC=1CN(C(=O)CCCCCC)CC1=CC=CC=C1 AWCZGUCUUNSUFA-UHFFFAOYSA-N 0.000 claims 1
- XPDFCFPJQDYGEQ-UHFFFAOYSA-N n-benzyl-n-[2-oxo-2-(4-phenylpiperazin-1-yl)ethyl]benzenesulfonamide Chemical compound C1CN(C=2C=CC=CC=2)CCN1C(=O)CN(S(=O)(=O)C=1C=CC=CC=1)CC1=CC=CC=C1 XPDFCFPJQDYGEQ-UHFFFAOYSA-N 0.000 claims 1
- DATREZAFTMCHQA-UHFFFAOYSA-N n-benzyl-n-ethyl-2-phenylacetamide Chemical compound C=1C=CC=CC=1CC(=O)N(CC)CC1=CC=CC=C1 DATREZAFTMCHQA-UHFFFAOYSA-N 0.000 claims 1
- SNXLDNIGLODSBL-UHFFFAOYSA-N n-benzyl-n-ethylthiophene-2-carboxamide Chemical compound C=1C=CSC=1C(=O)N(CC)CC1=CC=CC=C1 SNXLDNIGLODSBL-UHFFFAOYSA-N 0.000 claims 1
- OZYJIRURLWSJEU-UHFFFAOYSA-N n-benzyl-n-methyladamantane-1-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N(C)CC1=CC=CC=C1 OZYJIRURLWSJEU-UHFFFAOYSA-N 0.000 claims 1
- LKLFNWAQJYRLDW-UHFFFAOYSA-N n-benzyl-n-pyridin-2-yladamantane-1-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N(C=1N=CC=CC=1)CC1=CC=CC=C1 LKLFNWAQJYRLDW-UHFFFAOYSA-N 0.000 claims 1
- DMFQCQICNMPTTB-UHFFFAOYSA-N n-cyclobutyl-2-(3-fluorophenyl)-n-[(4-hydroxyphenyl)methyl]acetamide Chemical compound C1=CC(O)=CC=C1CN(C(=O)CC=1C=C(F)C=CC=1)C1CCC1 DMFQCQICNMPTTB-UHFFFAOYSA-N 0.000 claims 1
- KKQPEQCDXJAEJO-UHFFFAOYSA-N n-cyclobutyl-n-[(4-hydroxyphenyl)methyl]-4-(trifluoromethyl)benzamide Chemical compound C1=CC(O)=CC=C1CN(C(=O)C=1C=CC(=CC=1)C(F)(F)F)C1CCC1 KKQPEQCDXJAEJO-UHFFFAOYSA-N 0.000 claims 1
- JRAYGKDZTSLIDZ-UHFFFAOYSA-N n-cycloheptyl-1,3-benzodioxole-5-carboxamide Chemical compound C=1C=C2OCOC2=CC=1C(=O)NC1CCCCCC1 JRAYGKDZTSLIDZ-UHFFFAOYSA-N 0.000 claims 1
- OWFCGQWRNAEAQG-UHFFFAOYSA-N n-cycloheptyl-1-methylindole-3-carboxamide Chemical compound C12=CC=CC=C2N(C)C=C1C(=O)NC1CCCCCC1 OWFCGQWRNAEAQG-UHFFFAOYSA-N 0.000 claims 1
- UJNGUUOZULFJAN-UHFFFAOYSA-N n-cycloheptyl-2,4-dimethoxybenzamide Chemical compound COC1=CC(OC)=CC=C1C(=O)NC1CCCCCC1 UJNGUUOZULFJAN-UHFFFAOYSA-N 0.000 claims 1
- JJKHZGHDEUCSQD-UHFFFAOYSA-N n-cycloheptyl-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C)=NC(C)=C1C(=O)NC1CCCCCC1 JJKHZGHDEUCSQD-UHFFFAOYSA-N 0.000 claims 1
- JWORJSFJAYFGSP-UHFFFAOYSA-N n-cycloheptyl-2-(2,6-dimethylphenoxy)acetamide Chemical compound CC1=CC=CC(C)=C1OCC(=O)NC1CCCCCC1 JWORJSFJAYFGSP-UHFFFAOYSA-N 0.000 claims 1
- MOQOXXSBTDZYIJ-UHFFFAOYSA-N n-cycloheptyl-2-fluorobenzamide Chemical compound FC1=CC=CC=C1C(=O)NC1CCCCCC1 MOQOXXSBTDZYIJ-UHFFFAOYSA-N 0.000 claims 1
- RQZJHLCMVFAHRL-UHFFFAOYSA-N n-cycloheptyl-2-naphthalen-1-yloxyacetamide Chemical compound C=1C=CC2=CC=CC=C2C=1OCC(=O)NC1CCCCCC1 RQZJHLCMVFAHRL-UHFFFAOYSA-N 0.000 claims 1
- RVPGUCNXWZLCFX-UHFFFAOYSA-N n-cycloheptyl-2-phenoxybenzamide Chemical compound C=1C=CC=C(OC=2C=CC=CC=2)C=1C(=O)NC1CCCCCC1 RVPGUCNXWZLCFX-UHFFFAOYSA-N 0.000 claims 1
- FQECYODDXMQVMR-UHFFFAOYSA-N n-cycloheptyl-3-(2,2,2-trifluoroethoxymethyl)benzamide Chemical compound FC(F)(F)COCC1=CC=CC(C(=O)NC2CCCCCC2)=C1 FQECYODDXMQVMR-UHFFFAOYSA-N 0.000 claims 1
- NFYWYLQJRPKTKQ-UHFFFAOYSA-N n-cycloheptyl-3-(diethylsulfamoyl)benzamide Chemical compound CCN(CC)S(=O)(=O)C1=CC=CC(C(=O)NC2CCCCCC2)=C1 NFYWYLQJRPKTKQ-UHFFFAOYSA-N 0.000 claims 1
- UMSDYXXUJGDWNJ-UHFFFAOYSA-N n-cycloheptyl-3-phenylpropanamide Chemical compound C1CCCCCC1NC(=O)CCC1=CC=CC=C1 UMSDYXXUJGDWNJ-UHFFFAOYSA-N 0.000 claims 1
- BZXRTENAOUZJNR-UHFFFAOYSA-N n-cycloheptyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide Chemical compound C=1SC=2CCCCC=2C=1C(=O)NC1CCCCCC1 BZXRTENAOUZJNR-UHFFFAOYSA-N 0.000 claims 1
- GKZQEUZJLOPVSE-UHFFFAOYSA-N n-cycloheptyl-4-methylbenzamide Chemical compound C1=CC(C)=CC=C1C(=O)NC1CCCCCC1 GKZQEUZJLOPVSE-UHFFFAOYSA-N 0.000 claims 1
- QFZZIDSFNDMMML-UHFFFAOYSA-N n-cycloheptyl-5-[(2-methoxyphenoxy)methyl]furan-2-carboxamide Chemical compound COC1=CC=CC=C1OCC1=CC=C(C(=O)NC2CCCCCC2)O1 QFZZIDSFNDMMML-UHFFFAOYSA-N 0.000 claims 1
- ZTNWPEYXPVDTFM-UHFFFAOYSA-N n-cycloheptyl-n-methyl-2-(phenoxymethyl)benzamide Chemical compound C=1C=CC=C(COC=2C=CC=CC=2)C=1C(=O)N(C)C1CCCCCC1 ZTNWPEYXPVDTFM-UHFFFAOYSA-N 0.000 claims 1
- YHAKEVCUECKWDP-UHFFFAOYSA-N n-cycloheptylnaphthalene-1-carboxamide Chemical compound C=1C=CC2=CC=CC=C2C=1C(=O)NC1CCCCCC1 YHAKEVCUECKWDP-UHFFFAOYSA-N 0.000 claims 1
- IBKIQVVJWVPWSB-UHFFFAOYSA-N n-cycloheptylthiophene-2-carboxamide Chemical compound C=1C=CSC=1C(=O)NC1CCCCCC1 IBKIQVVJWVPWSB-UHFFFAOYSA-N 0.000 claims 1
- WGZBBYGXEPVIHQ-UHFFFAOYSA-N n-cyclohexyl-1-(4-fluorophenyl)-n,5-dimethylpyrazole-4-carboxamide Chemical compound C1=NN(C=2C=CC(F)=CC=2)C(C)=C1C(=O)N(C)C1CCCCC1 WGZBBYGXEPVIHQ-UHFFFAOYSA-N 0.000 claims 1
- LFTLSRXZDFSOIX-UHFFFAOYSA-N n-cyclohexyl-1-(4-methoxyphenyl)-n,5-dimethylpyrazole-4-carboxamide Chemical compound C1=CC(OC)=CC=C1N1C(C)=C(C(=O)N(C)C2CCCCC2)C=N1 LFTLSRXZDFSOIX-UHFFFAOYSA-N 0.000 claims 1
- YOFNWFOOKXAPNR-UHFFFAOYSA-N n-cyclohexyl-2-(1,3-dioxoisoindol-2-yl)-3-phenylpropanamide Chemical compound C=1C=CC=CC=1CC(N1C(C2=CC=CC=C2C1=O)=O)C(=O)NC1CCCCC1 YOFNWFOOKXAPNR-UHFFFAOYSA-N 0.000 claims 1
- WBUIJFFZJWYWIB-UHFFFAOYSA-N n-cyclohexyl-2-(2,3-dimethoxyphenoxy)-n-methylbenzamide Chemical compound COC1=CC=CC(OC=2C(=CC=CC=2)C(=O)N(C)C2CCCCC2)=C1OC WBUIJFFZJWYWIB-UHFFFAOYSA-N 0.000 claims 1
- UGMSZGHQNFFWCB-UHFFFAOYSA-N n-cyclohexyl-2-(3,5-dimethoxyphenoxy)-n-methylbenzamide Chemical compound COC1=CC(OC)=CC(OC=2C(=CC=CC=2)C(=O)N(C)C2CCCCC2)=C1 UGMSZGHQNFFWCB-UHFFFAOYSA-N 0.000 claims 1
- XPOWDUUIYHDBKF-UHFFFAOYSA-N n-cyclohexyl-2-(hydroxymethyl)-n-methyl-3h-benzimidazole-5-carboxamide Chemical compound C=1C=C2NC(CO)=NC2=CC=1C(=O)N(C)C1CCCCC1 XPOWDUUIYHDBKF-UHFFFAOYSA-N 0.000 claims 1
- CZBJNAZRHZAZOF-UHFFFAOYSA-N n-cyclohexyl-2-hydroxy-n-methylbenzamide Chemical compound C=1C=CC=C(O)C=1C(=O)N(C)C1CCCCC1 CZBJNAZRHZAZOF-UHFFFAOYSA-N 0.000 claims 1
- AWJSUSSSVGZCGJ-UHFFFAOYSA-N n-cyclohexyl-3-(1,3-dioxoisoindol-2-yl)-n-methylpropanamide Chemical compound O=C1C2=CC=CC=C2C(=O)N1CCC(=O)N(C)C1CCCCC1 AWJSUSSSVGZCGJ-UHFFFAOYSA-N 0.000 claims 1
- WGYHZGKADKGOJY-UHFFFAOYSA-N n-cyclohexyl-3-(1,3-dioxoisoindol-2-yl)propanamide Chemical compound O=C1C2=CC=CC=C2C(=O)N1CCC(=O)NC1CCCCC1 WGYHZGKADKGOJY-UHFFFAOYSA-N 0.000 claims 1
- BSNMCBNRQQVMIR-UHFFFAOYSA-N n-cyclohexyl-3-(2,2,2-trifluoroethoxymethyl)benzamide Chemical compound FC(F)(F)COCC1=CC=CC(C(=O)NC2CCCCC2)=C1 BSNMCBNRQQVMIR-UHFFFAOYSA-N 0.000 claims 1
- HLFKTUFUIIWQQN-UHFFFAOYSA-N n-cyclohexyl-3-(2-hydroxy-4-methylphenyl)-3-phenylpropanamide Chemical compound OC1=CC(C)=CC=C1C(C=1C=CC=CC=1)CC(=O)NC1CCCCC1 HLFKTUFUIIWQQN-UHFFFAOYSA-N 0.000 claims 1
- JUDUWSWWLDBLKQ-UHFFFAOYSA-N n-cyclohexyl-3-(diethylsulfamoyl)-4-methylbenzamide Chemical compound C1=C(C)C(S(=O)(=O)N(CC)CC)=CC(C(=O)NC2CCCCC2)=C1 JUDUWSWWLDBLKQ-UHFFFAOYSA-N 0.000 claims 1
- VDDMBZPZLZRQAM-UHFFFAOYSA-N n-cyclohexyl-3-hydroxy-n-methylbenzamide Chemical compound C=1C=CC(O)=CC=1C(=O)N(C)C1CCCCC1 VDDMBZPZLZRQAM-UHFFFAOYSA-N 0.000 claims 1
- NYKBQDXYZWFZBC-UHFFFAOYSA-N n-cyclohexyl-3-methoxy-n-methylbenzamide Chemical compound COC1=CC=CC(C(=O)N(C)C2CCCCC2)=C1 NYKBQDXYZWFZBC-UHFFFAOYSA-N 0.000 claims 1
- RQWNHBUPSDAVBU-UHFFFAOYSA-N n-cyclohexyl-3-methyl-4-(4-methylphenyl)butanamide Chemical compound C=1C=C(C)C=CC=1CC(C)CC(=O)NC1CCCCC1 RQWNHBUPSDAVBU-UHFFFAOYSA-N 0.000 claims 1
- OYEZPHDTPBAARE-UHFFFAOYSA-N n-cyclohexyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide Chemical compound C=1SC=2CCCCC=2C=1C(=O)NC1CCCCC1 OYEZPHDTPBAARE-UHFFFAOYSA-N 0.000 claims 1
- FGOSBUKBKAYRFU-UHFFFAOYSA-N n-cyclohexyl-4-(2,4-dichlorophenoxy)-n-methylbutanamide Chemical compound C=1C=C(Cl)C=C(Cl)C=1OCCCC(=O)N(C)C1CCCCC1 FGOSBUKBKAYRFU-UHFFFAOYSA-N 0.000 claims 1
- INYPPBICKJNNSP-UHFFFAOYSA-N n-cyclohexyl-4-(2,4-dichlorophenoxy)butanamide Chemical compound ClC1=CC(Cl)=CC=C1OCCCC(=O)NC1CCCCC1 INYPPBICKJNNSP-UHFFFAOYSA-N 0.000 claims 1
- QUEPVLVGZWBHPS-UHFFFAOYSA-N n-cyclohexyl-4-(2-methylphenoxy)butanamide Chemical compound CC1=CC=CC=C1OCCCC(=O)NC1CCCCC1 QUEPVLVGZWBHPS-UHFFFAOYSA-N 0.000 claims 1
- QCWQXBUIHFWRBC-UHFFFAOYSA-N n-cyclohexyl-4-(4-methoxy-3-methylphenyl)butanamide Chemical compound C1=C(C)C(OC)=CC=C1CCCC(=O)NC1CCCCC1 QCWQXBUIHFWRBC-UHFFFAOYSA-N 0.000 claims 1
- NAFDVGNDPWRIRS-UHFFFAOYSA-N n-cyclohexyl-4-fluoro-n-methylbenzamide Chemical compound C=1C=C(F)C=CC=1C(=O)N(C)C1CCCCC1 NAFDVGNDPWRIRS-UHFFFAOYSA-N 0.000 claims 1
- SCYIDJUBGUFMBV-UHFFFAOYSA-N n-cyclohexyl-6-fluoro-n-methyl-4h-1,3-benzodioxine-8-carboxamide Chemical compound C=1C(F)=CC=2COCOC=2C=1C(=O)N(C)C1CCCCC1 SCYIDJUBGUFMBV-UHFFFAOYSA-N 0.000 claims 1
- JQRWUEHBBXFDDG-UHFFFAOYSA-N n-cyclohexyl-n,2,3-trimethyl-2,3-dihydro-1-benzofuran-7-carboxamide Chemical compound CC1C(C)OC2=C1C=CC=C2C(=O)N(C)C1CCCCC1 JQRWUEHBBXFDDG-UHFFFAOYSA-N 0.000 claims 1
- ILAKSZMGDMCGMR-UHFFFAOYSA-N n-cyclohexyl-n,2,3-trimethylbenzamide Chemical compound C=1C=CC(C)=C(C)C=1C(=O)N(C)C1CCCCC1 ILAKSZMGDMCGMR-UHFFFAOYSA-N 0.000 claims 1
- VCNCKQVADAWNJW-UHFFFAOYSA-N n-cyclohexyl-n,2,5-trimethyl-3-phenyl-1-benzofuran-7-carboxamide Chemical compound C=1C(C)=CC=2C(C=3C=CC=CC=3)=C(C)OC=2C=1C(=O)N(C)C1CCCCC1 VCNCKQVADAWNJW-UHFFFAOYSA-N 0.000 claims 1
- HBZKAJJUJNQXDJ-UHFFFAOYSA-N n-cyclohexyl-n,2-dimethyl-3h-benzimidazole-5-carboxamide Chemical compound C=1C=C2NC(C)=NC2=CC=1C(=O)N(C)C1CCCCC1 HBZKAJJUJNQXDJ-UHFFFAOYSA-N 0.000 claims 1
- KZUDWCVZXPMGDP-UHFFFAOYSA-N n-cyclohexyl-n,5-dimethyl-1-(2-methylphenyl)pyrazole-4-carboxamide Chemical compound C1=NN(C=2C(=CC=CC=2)C)C(C)=C1C(=O)N(C)C1CCCCC1 KZUDWCVZXPMGDP-UHFFFAOYSA-N 0.000 claims 1
- NSNBSQOXFRTPEK-UHFFFAOYSA-N n-cyclohexyl-n,5-dimethyl-1-phenylpyrazole-4-carboxamide Chemical compound C1=NN(C=2C=CC=CC=2)C(C)=C1C(=O)N(C)C1CCCCC1 NSNBSQOXFRTPEK-UHFFFAOYSA-N 0.000 claims 1
- CMQXOYFFEIIHMR-UHFFFAOYSA-N n-cyclohexyl-n,5-dimethyl-1-pyridin-2-ylpyrazole-4-carboxamide Chemical compound C1=NN(C=2N=CC=CC=2)C(C)=C1C(=O)N(C)C1CCCCC1 CMQXOYFFEIIHMR-UHFFFAOYSA-N 0.000 claims 1
- IOPXKUUIUWJCKY-UHFFFAOYSA-N n-cyclohexyl-n-[2-oxo-2-[(4-phenyl-1,3-thiazol-2-yl)amino]ethyl]benzamide Chemical compound N=1C(C=2C=CC=CC=2)=CSC=1NC(=O)CN(C(=O)C=1C=CC=CC=1)C1CCCCC1 IOPXKUUIUWJCKY-UHFFFAOYSA-N 0.000 claims 1
- GHHFVVKDPFUJGT-UHFFFAOYSA-N n-cyclohexyl-n-methyl-1,3-benzodioxole-5-carboxamide Chemical compound C=1C=C2OCOC2=CC=1C(=O)N(C)C1CCCCC1 GHHFVVKDPFUJGT-UHFFFAOYSA-N 0.000 claims 1
- XUJCPGKWKAPFDC-UHFFFAOYSA-N n-cyclohexyl-n-methyl-1-propan-2-yl-2-(trifluoromethyl)benzimidazole-5-carboxamide Chemical compound C=1C=C2N(C(C)C)C(C(F)(F)F)=NC2=CC=1C(=O)N(C)C1CCCCC1 XUJCPGKWKAPFDC-UHFFFAOYSA-N 0.000 claims 1
- VWTVYRMDBDXOOU-UHFFFAOYSA-N n-cyclohexyl-n-methyl-1h-indole-6-carboxamide Chemical compound C=1C=C2C=CNC2=CC=1C(=O)N(C)C1CCCCC1 VWTVYRMDBDXOOU-UHFFFAOYSA-N 0.000 claims 1
- TUOOPAOUOKYEQP-UHFFFAOYSA-N n-cyclohexyl-n-methyl-2,4-bis(phenylmethoxy)benzamide Chemical compound C=1C=C(OCC=2C=CC=CC=2)C=C(OCC=2C=CC=CC=2)C=1C(=O)N(C)C1CCCCC1 TUOOPAOUOKYEQP-UHFFFAOYSA-N 0.000 claims 1
- VIEZMQJGCWNKPZ-UHFFFAOYSA-N n-cyclohexyl-n-methyl-2-(4-phenylphenoxy)benzamide Chemical compound C=1C=CC=C(OC=2C=CC(=CC=2)C=2C=CC=CC=2)C=1C(=O)N(C)C1CCCCC1 VIEZMQJGCWNKPZ-UHFFFAOYSA-N 0.000 claims 1
- PTEOZZUZZLHHBD-UHFFFAOYSA-N n-cyclohexyl-n-methyl-2-(phenoxymethyl)benzamide Chemical compound C=1C=CC=C(COC=2C=CC=CC=2)C=1C(=O)N(C)C1CCCCC1 PTEOZZUZZLHHBD-UHFFFAOYSA-N 0.000 claims 1
- NTLLALNNKNWEHU-UHFFFAOYSA-N n-cyclohexyl-n-methyl-2-(phenylmethoxymethyl)benzamide Chemical compound C=1C=CC=C(COCC=2C=CC=CC=2)C=1C(=O)N(C)C1CCCCC1 NTLLALNNKNWEHU-UHFFFAOYSA-N 0.000 claims 1
- HSPHVGPOGGVLMH-UHFFFAOYSA-N n-cyclohexyl-n-methyl-2-nitrobenzamide Chemical compound C=1C=CC=C([N+]([O-])=O)C=1C(=O)N(C)C1CCCCC1 HSPHVGPOGGVLMH-UHFFFAOYSA-N 0.000 claims 1
- HEYQGAMVHKKSLW-UHFFFAOYSA-N n-cyclohexyl-n-methyl-2-phenoxybenzamide Chemical compound C=1C=CC=C(OC=2C=CC=CC=2)C=1C(=O)N(C)C1CCCCC1 HEYQGAMVHKKSLW-UHFFFAOYSA-N 0.000 claims 1
- UYNOLUIWDXEFEB-UHFFFAOYSA-N n-cyclohexyl-n-methyl-2-phenylmethoxybenzamide Chemical compound C=1C=CC=C(OCC=2C=CC=CC=2)C=1C(=O)N(C)C1CCCCC1 UYNOLUIWDXEFEB-UHFFFAOYSA-N 0.000 claims 1
- DPWBQEYUDNVABC-UHFFFAOYSA-N n-cyclohexyl-n-methyl-3-phenylmethoxybenzamide Chemical compound C=1C=CC(OCC=2C=CC=CC=2)=CC=1C(=O)N(C)C1CCCCC1 DPWBQEYUDNVABC-UHFFFAOYSA-N 0.000 claims 1
- PLWZEFQCXMTPKC-UHFFFAOYSA-N n-cyclohexyl-n-methyl-3h-benzimidazole-5-carboxamide Chemical compound C=1C=C2NC=NC2=CC=1C(=O)N(C)C1CCCCC1 PLWZEFQCXMTPKC-UHFFFAOYSA-N 0.000 claims 1
- MZUHORSOJJYQSI-UHFFFAOYSA-N n-cyclohexyl-n-methyl-4-(3-methyl-5-oxo-4h-pyrazol-1-yl)benzamide Chemical compound C=1C=C(N2C(CC(C)=N2)=O)C=CC=1C(=O)N(C)C1CCCCC1 MZUHORSOJJYQSI-UHFFFAOYSA-N 0.000 claims 1
- INUSELPSAYGJIP-UHFFFAOYSA-N n-cyclohexyl-n-methyl-4-(phenoxymethyl)benzamide Chemical compound C=1C=C(COC=2C=CC=CC=2)C=CC=1C(=O)N(C)C1CCCCC1 INUSELPSAYGJIP-UHFFFAOYSA-N 0.000 claims 1
- MYWZMZJUTIEWFD-UHFFFAOYSA-N n-cyclohexyl-n-methyl-4-(trifluoromethoxy)benzamide Chemical compound C=1C=C(OC(F)(F)F)C=CC=1C(=O)N(C)C1CCCCC1 MYWZMZJUTIEWFD-UHFFFAOYSA-N 0.000 claims 1
- RNRVUZNHZGCPED-UHFFFAOYSA-N n-cyclohexyl-n-methyl-4-phenoxybenzamide Chemical compound C=1C=C(OC=2C=CC=CC=2)C=CC=1C(=O)N(C)C1CCCCC1 RNRVUZNHZGCPED-UHFFFAOYSA-N 0.000 claims 1
- BFQYJUFAMIDCAF-UHFFFAOYSA-N n-cyclohexyl-n-methyl-4-phenylmethoxybenzamide Chemical compound C=1C=C(OCC=2C=CC=CC=2)C=CC=1C(=O)N(C)C1CCCCC1 BFQYJUFAMIDCAF-UHFFFAOYSA-N 0.000 claims 1
- QUJQMZFJJPVWOF-UHFFFAOYSA-N n-cyclohexyl-n-methyl-5-propyl-1-pyridin-2-ylpyrazole-4-carboxamide Chemical compound CCCC1=C(C(=O)N(C)C2CCCCC2)C=NN1C1=CC=CC=N1 QUJQMZFJJPVWOF-UHFFFAOYSA-N 0.000 claims 1
- FEXMFEDEZGZZPC-UHFFFAOYSA-N n-cyclohexyl-n-methylbenzamide Chemical compound C=1C=CC=CC=1C(=O)N(C)C1CCCCC1 FEXMFEDEZGZZPC-UHFFFAOYSA-N 0.000 claims 1
- QGEOOJUTLJUFDZ-UHFFFAOYSA-N n-cyclohexyl-n-methylpyrazolo[1,5-a]pyridine-3-carboxamide Chemical compound C1=NN2C=CC=CC2=C1C(=O)N(C)C1CCCCC1 QGEOOJUTLJUFDZ-UHFFFAOYSA-N 0.000 claims 1
- ZVONISYYEUVCEA-UHFFFAOYSA-N n-cyclohexyl-n-methylquinoline-2-carboxamide Chemical compound C=1C=C2C=CC=CC2=NC=1C(=O)N(C)C1CCCCC1 ZVONISYYEUVCEA-UHFFFAOYSA-N 0.000 claims 1
- LCTHQVHJPKIIRP-UHFFFAOYSA-N n-cyclooctyl-2-(2-methoxyphenoxy)acetamide Chemical compound COC1=CC=CC=C1OCC(=O)NC1CCCCCCC1 LCTHQVHJPKIIRP-UHFFFAOYSA-N 0.000 claims 1
- JPQREBBBAVCGCK-UHFFFAOYSA-N n-cyclooctyl-2-(4-methoxyphenoxy)acetamide Chemical compound C1=CC(OC)=CC=C1OCC(=O)NC1CCCCCCC1 JPQREBBBAVCGCK-UHFFFAOYSA-N 0.000 claims 1
- MODDVGADAQKQTL-UHFFFAOYSA-N n-cyclooctyl-2-(4-methoxyphenyl)acetamide Chemical compound C1=CC(OC)=CC=C1CC(=O)NC1CCCCCCC1 MODDVGADAQKQTL-UHFFFAOYSA-N 0.000 claims 1
- QDGNNYWNWICFEC-UHFFFAOYSA-N n-cyclooctyl-2-(4-methylphenoxy)acetamide Chemical compound C1=CC(C)=CC=C1OCC(=O)NC1CCCCCCC1 QDGNNYWNWICFEC-UHFFFAOYSA-N 0.000 claims 1
- BXLOQNGJLDJCRO-UHFFFAOYSA-N n-cyclooctyl-2-methoxy-3-methylbenzamide Chemical compound COC1=C(C)C=CC=C1C(=O)NC1CCCCCCC1 BXLOQNGJLDJCRO-UHFFFAOYSA-N 0.000 claims 1
- TULFHSIXSMUUKB-UHFFFAOYSA-N n-cyclooctyl-2-phenylcyclopropane-1-carboxamide Chemical compound C1C(C=2C=CC=CC=2)C1C(=O)NC1CCCCCCC1 TULFHSIXSMUUKB-UHFFFAOYSA-N 0.000 claims 1
- ZUDHKRKRZXJRMT-UHFFFAOYSA-N n-cyclooctyl-3-methylthiophene-2-carboxamide Chemical compound C1=CSC(C(=O)NC2CCCCCCC2)=C1C ZUDHKRKRZXJRMT-UHFFFAOYSA-N 0.000 claims 1
- SFKNPDNYXJAFTM-UHFFFAOYSA-N n-cyclooctyl-4-propan-2-ylbenzamide Chemical compound C1=CC(C(C)C)=CC=C1C(=O)NC1CCCCCCC1 SFKNPDNYXJAFTM-UHFFFAOYSA-N 0.000 claims 1
- JDPXMIDJUHRYMD-UHFFFAOYSA-N n-cyclooctylquinoline-2-carboxamide Chemical compound C=1C=C2C=CC=CC2=NC=1C(=O)NC1CCCCCCC1 JDPXMIDJUHRYMD-UHFFFAOYSA-N 0.000 claims 1
- CVHAGXMPMIKOKO-UHFFFAOYSA-N n-cyclopentyl-2-(2,4-dichlorophenoxy)propanamide Chemical compound C1CCCC1NC(=O)C(C)OC1=CC=C(Cl)C=C1Cl CVHAGXMPMIKOKO-UHFFFAOYSA-N 0.000 claims 1
- KSKLNSXRFVLTSC-UHFFFAOYSA-N n-cyclopentyl-3-(3,4-dihydro-2h-quinoline-1-carbonyl)benzenesulfonamide Chemical compound C1CCC2=CC=CC=C2N1C(=O)C(C=1)=CC=CC=1S(=O)(=O)NC1CCCC1 KSKLNSXRFVLTSC-UHFFFAOYSA-N 0.000 claims 1
- JIUYEFPBNROHOU-UHFFFAOYSA-N n-cyclopropyl-3-methoxy-n-(2-piperidin-4-ylethyl)-5-(pyridine-2-carbonyl)benzamide Chemical compound C=1C(OC)=CC(C(=O)N(CCC2CCNCC2)C2CC2)=CC=1C(=O)C1=CC=CC=N1 JIUYEFPBNROHOU-UHFFFAOYSA-N 0.000 claims 1
- GZHARRIJZCDIEE-UHFFFAOYSA-N n-ethyl-2-(hexylamino)-n-[(4-hydroxyphenyl)methyl]acetamide Chemical compound CCCCCCNCC(=O)N(CC)CC1=CC=C(O)C=C1 GZHARRIJZCDIEE-UHFFFAOYSA-N 0.000 claims 1
- NJRSSFXFOQBREZ-UHFFFAOYSA-N n-ethyl-2-fluoro-n-phenylbenzamide Chemical compound C=1C=CC=CC=1N(CC)C(=O)C1=CC=CC=C1F NJRSSFXFOQBREZ-UHFFFAOYSA-N 0.000 claims 1
- GPEPZAHUJXGHHL-UHFFFAOYSA-N n-ethyl-3,4-dimethyl-n-phenylbenzamide Chemical compound C=1C=CC=CC=1N(CC)C(=O)C1=CC=C(C)C(C)=C1 GPEPZAHUJXGHHL-UHFFFAOYSA-N 0.000 claims 1
- HZXZKPQOKBFZCV-UHFFFAOYSA-N n-ethyl-3-methyl-n-(2-methylphenyl)benzamide Chemical compound C=1C=CC=C(C)C=1N(CC)C(=O)C1=CC=CC(C)=C1 HZXZKPQOKBFZCV-UHFFFAOYSA-N 0.000 claims 1
- DBHAIZBFLQUITC-UHFFFAOYSA-N n-methyl-n-(4-nitrophenyl)-9-oxofluorene-3-carboxamide Chemical compound C=1C=C2C(=O)C3=CC=CC=C3C2=CC=1C(=O)N(C)C1=CC=C([N+]([O-])=O)C=C1 DBHAIZBFLQUITC-UHFFFAOYSA-N 0.000 claims 1
- CUXNNXNMAWLWPP-UHFFFAOYSA-N n-methyl-n-phenyl-4-pyrrolidin-1-ylsulfonylbenzamide Chemical compound C=1C=CC=CC=1N(C)C(=O)C(C=C1)=CC=C1S(=O)(=O)N1CCCC1 CUXNNXNMAWLWPP-UHFFFAOYSA-N 0.000 claims 1
- BCFLIXSLOJALTL-UHFFFAOYSA-N n-methyl-n-phenyladamantane-1-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N(C)C1=CC=CC=C1 BCFLIXSLOJALTL-UHFFFAOYSA-N 0.000 claims 1
- QSXWZDIMVJWCEF-UHFFFAOYSA-N n-naphthalen-2-yl-2-[2-oxo-2-(2,4,4-trimethylpentan-2-ylamino)ethyl]sulfanylacetamide Chemical compound C1=CC=CC2=CC(NC(=O)CSCC(=O)NC(C)(C)CC(C)(C)C)=CC=C21 QSXWZDIMVJWCEF-UHFFFAOYSA-N 0.000 claims 1
- QNAKEWMWQZSTSQ-UHFFFAOYSA-N n-phenyl-4-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)benzenesulfonamide Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C(C=C1)=CC=C1S(=O)(=O)NC1=CC=CC=C1 QNAKEWMWQZSTSQ-UHFFFAOYSA-N 0.000 claims 1
- PZGQCQYATORQRP-UHFFFAOYSA-N n-phenyl-n-(2,2,5-trimethylhex-4-enyl)acetamide Chemical compound CC(C)=CCC(C)(C)CN(C(C)=O)C1=CC=CC=C1 PZGQCQYATORQRP-UHFFFAOYSA-N 0.000 claims 1
- WKYFROXCBSDDIV-UHFFFAOYSA-N n-phenyl-n-[[4-(piperidine-1-carbonyl)phenyl]methyl]benzenesulfonamide Chemical compound C=1C=C(CN(C=2C=CC=CC=2)S(=O)(=O)C=2C=CC=CC=2)C=CC=1C(=O)N1CCCCC1 WKYFROXCBSDDIV-UHFFFAOYSA-N 0.000 claims 1
- IGKKVISEKRGBLP-UHFFFAOYSA-N n-tert-butyl-2-[4-(2-methylpropyl)phenyl]propanamide Chemical compound CC(C)CC1=CC=C(C(C)C(=O)NC(C)(C)C)C=C1 IGKKVISEKRGBLP-UHFFFAOYSA-N 0.000 claims 1
- AAUHQNFHNSHECX-UHFFFAOYSA-N n-tert-butyl-n-[(4-methoxyphenyl)methyl]-4-nitrobenzamide Chemical compound C1=CC(OC)=CC=C1CN(C(C)(C)C)C(=O)C1=CC=C([N+]([O-])=O)C=C1 AAUHQNFHNSHECX-UHFFFAOYSA-N 0.000 claims 1
- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 230000000626 neurodegenerative effect Effects 0.000 claims 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical group [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- YTRRLRILJSLFDB-UHFFFAOYSA-N pentyl 2-(n-benzoyl-3-chloro-4-fluoroanilino)propanoate Chemical compound C=1C=C(F)C(Cl)=CC=1N(C(C)C(=O)OCCCCC)C(=O)C1=CC=CC=C1 YTRRLRILJSLFDB-UHFFFAOYSA-N 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- VBARFZRVWLOROJ-UHFFFAOYSA-N phenyl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=CC=C1 VBARFZRVWLOROJ-UHFFFAOYSA-N 0.000 claims 1
- WRTGTGCLLZPFPF-UHFFFAOYSA-N phenyl-[1-(thiophene-2-carbonyl)piperidin-4-yl]methanone Chemical compound C=1C=CSC=1C(=O)N(CC1)CCC1C(=O)C1=CC=CC=C1 WRTGTGCLLZPFPF-UHFFFAOYSA-N 0.000 claims 1
- LITSALPMELKAAW-UHFFFAOYSA-N propan-2-yl 2-(cyclohexylcarbamoyl)bicyclo[2.2.1]hept-5-ene-3-carboxylate Chemical compound CC(C)OC(=O)C1C(C=C2)CC2C1C(=O)NC1CCCCC1 LITSALPMELKAAW-UHFFFAOYSA-N 0.000 claims 1
- 208000020016 psychiatric disease Diseases 0.000 claims 1
- KWTOYIUPZVTSRN-UHFFFAOYSA-N pyrazolo[1,5-a]pyridin-3-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=NN2C=CC=CC2=C1C(=O)N(C1)C2CC1(C)CC(C)(C)C2 KWTOYIUPZVTSRN-UHFFFAOYSA-N 0.000 claims 1
- QIGFIWJRIGUBNQ-UHFFFAOYSA-N pyridin-2-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=CC=N1 QIGFIWJRIGUBNQ-UHFFFAOYSA-N 0.000 claims 1
- WRMYIHNMZVOSOD-UHFFFAOYSA-N pyridin-3-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=CN=C1 WRMYIHNMZVOSOD-UHFFFAOYSA-N 0.000 claims 1
- KBDRYZAUNGVZDE-UHFFFAOYSA-N pyridin-4-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1C(C)(C)CC(C)(C2)CC1N2C(=O)C1=CC=NC=C1 KBDRYZAUNGVZDE-UHFFFAOYSA-N 0.000 claims 1
- UVUVEDLXWXTLBP-UHFFFAOYSA-N quinolin-2-yl-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octan-7-yl)methanone Chemical compound C1=CC=CC2=NC(C(=O)N3C4CC(CC(C)(C)C4)(C3)C)=CC=C21 UVUVEDLXWXTLBP-UHFFFAOYSA-N 0.000 claims 1
- KOPAGQAYFYZSQB-UHFFFAOYSA-N spiro[1,2,7,7a-tetrahydroindene-3,4'-piperidine]-1'-carboxamide Chemical compound C1CN(C(=O)N)CCC11C2=CC=CCC2CC1 KOPAGQAYFYZSQB-UHFFFAOYSA-N 0.000 claims 1
- SHKMCSILPLDXRP-UHFFFAOYSA-N st50925688 Chemical compound CCC1=CC=CC=C1N1C(=O)C(C2C=CC3CC2)C3C1=O SHKMCSILPLDXRP-UHFFFAOYSA-N 0.000 claims 1
- GYLMFXAMZWMNAV-UHFFFAOYSA-N tert-butyl 2-[[3-(3,3,5-trimethyl-7-azabicyclo[3.2.1]octane-7-carbonyl)-1h-indol-6-yl]oxy]acetate Chemical compound C1C(CC(C)(C)C2)(C)CC2N1C(=O)C1=CNC2=CC(OCC(=O)OC(C)(C)C)=CC=C21 GYLMFXAMZWMNAV-UHFFFAOYSA-N 0.000 claims 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 claims 1
- 0 *C(*)(*c1c(*)cc2)Oc1c2C(N(*)*)=O Chemical compound *C(*)(*c1c(*)cc2)Oc1c2C(N(*)*)=O 0.000 description 1
Applications Claiming Priority (16)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DKPA200300565 | 2003-04-11 | ||
| US46780003P | 2003-05-02 | 2003-05-02 | |
| DKPA200300972 | 2003-06-27 | ||
| DKPA200300988 | 2003-06-30 | ||
| DKPA200300990 | 2003-06-30 | ||
| DKPA200300989 | 2003-06-30 | ||
| DKPA200300998 | 2003-07-02 | ||
| US48607803P | 2003-07-10 | 2003-07-10 | |
| US48609503P | 2003-07-10 | 2003-07-10 | |
| US48609403P | 2003-07-10 | 2003-07-10 | |
| US48609703P | 2003-07-10 | 2003-07-10 | |
| US48609803P | 2003-07-10 | 2003-07-10 | |
| DKPA200301910 | 2003-12-22 | ||
| DKPA200400009 | 2004-01-06 | ||
| US53709904P | 2004-01-16 | 2004-01-16 | |
| PCT/DK2004/000250 WO2004089470A2 (en) | 2003-04-11 | 2004-04-06 | New amide derivatives and pharmaceutical use thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006522746A JP2006522746A (ja) | 2006-10-05 |
| JP2006522746A5 true JP2006522746A5 (https=) | 2007-06-07 |
Family
ID=36293394
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006504353A Pending JP2006522746A (ja) | 2003-04-11 | 2004-04-06 | 置換されたアミドの薬学的使用 |
| JP2006504355A Expired - Fee Related JP4629657B2 (ja) | 2003-04-11 | 2004-04-06 | 11β−ヒドロキシステロイドデヒドロゲナーゼ1型化活性化合物 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006504355A Expired - Fee Related JP4629657B2 (ja) | 2003-04-11 | 2004-04-06 | 11β−ヒドロキシステロイドデヒドロゲナーゼ1型化活性化合物 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20090264414A1 (https=) |
| EP (4) | EP1787982B1 (https=) |
| JP (2) | JP2006522746A (https=) |
| AT (2) | ATE467616T1 (https=) |
| DE (1) | DE602004027171D1 (https=) |
| WO (2) | WO2004089470A2 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12336982B2 (en) | 2018-11-21 | 2025-06-24 | Rodeo Therapeutics Corporation | Compositions and methods of modulating short-chain dehydrogenase activity |
Families Citing this family (266)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE467616T1 (de) * | 2003-04-11 | 2010-05-15 | High Point Pharmaceuticals Llc | Verbindungen mit aktivität an der 11beta- hydroxasteroiddehydrogenase |
| EP1862181A3 (en) * | 2003-04-11 | 2010-09-15 | High Point Pharmaceuticals, LLC | New pyrazolo[1,5-a] pyrimidine derivatives and pharmaceutical use thereof |
| BRPI0413347A (pt) | 2003-08-06 | 2006-10-10 | Senomyx Inc | novos sabores, modificadores de sabor, agentes de sabor, realçadores de sabor, agentes de sabor e/ou realçadores umami ou doces, e utilização correspondente |
| US7659408B2 (en) | 2003-08-07 | 2010-02-09 | Merck Sharp & Dhome Corp. | Pyrazole carboxamides as inhibitors of 11-β-hydroxysteroid dehydrogenase-1 |
| GB0326029D0 (en) * | 2003-11-07 | 2003-12-10 | Astrazeneca Ab | Chemical compounds |
| CA2551611C (en) * | 2003-12-26 | 2013-06-25 | Kyowa Kirin Co., Ltd. | Thiazole derivatives for treating or preventing parkinson's disease |
| JP2007517056A (ja) | 2003-12-29 | 2007-06-28 | セプラコア インコーポレーテッド | ピロール及びピラゾールdaao阻害剤 |
| US7880001B2 (en) | 2004-04-29 | 2011-02-01 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase Type 1 enzyme |
| US20100222316A1 (en) | 2004-04-29 | 2010-09-02 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| US8415354B2 (en) | 2004-04-29 | 2013-04-09 | Abbott Laboratories | Methods of use of inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| NZ551077A (en) | 2004-05-07 | 2009-05-31 | Janssen Pharmaceutica Nv | Pyrrolidin-2-one and piperidin-2-one derivatives as 11-beta hydroxysteroid dehydrogenase inhibitors |
| TWI350168B (en) | 2004-05-07 | 2011-10-11 | Incyte Corp | Amido compounds and their use as pharmaceuticals |
| US8071624B2 (en) | 2004-06-24 | 2011-12-06 | Incyte Corporation | N-substituted piperidines and their use as pharmaceuticals |
| MXPA06014573A (es) * | 2004-06-24 | 2007-03-12 | Incyte Corp | Compuestos amido y su uso como farmaceuticos. |
| CN1993320A (zh) | 2004-08-06 | 2007-07-04 | 默克公司 | 作为11-β-羟基类固醇脱氢酶-1的抑制剂的磺酰化合物 |
| DE602005017159D1 (de) | 2004-08-30 | 2009-11-26 | Janssen Pharmaceutica Nv | Oxysteroid-dehydrogenase-inhibitoren |
| MY141198A (en) | 2004-08-30 | 2010-03-31 | Janssen Pharmaceutica Nv | Tricyclic adamantylamide derivatives as 11-beta hydroxysteroid dehydrogenase inhibitors |
| BRPI0515121A (pt) * | 2004-08-30 | 2008-07-08 | Janssen Pharmaceutica Nv | derivados da n-2 adamantil-2-fenóxi acetamida como inibidores da 11-beta hidroxiesteróide desidrogenase |
| JP4882748B2 (ja) | 2004-09-16 | 2012-02-22 | アステラス製薬株式会社 | トリアゾール誘導体またはその塩 |
| WO2006040329A1 (en) * | 2004-10-12 | 2006-04-20 | Novo Nordisk A/S | 1 ibeta- hydroxysteroid dehydrogenase type 1 active spiro compounds |
| AU2005298986A1 (en) * | 2004-10-27 | 2006-05-04 | F. Hoffmann-La Roche Ag | New indole or benzimidazole derivatives |
| US20090036484A1 (en) * | 2004-10-29 | 2009-02-05 | Astrazeneca Ab | Use of Unsaturated Quionoline or Naphtalene Derivatives as Medicaments |
| US8110581B2 (en) | 2004-11-10 | 2012-02-07 | Incyte Corporation | Lactam compounds and their use as pharmaceuticals |
| CA2585797C (en) * | 2004-11-10 | 2015-01-06 | Incyte Corporation | Lactam compounds and their use as pharmaceuticals |
| JP2008520700A (ja) * | 2004-11-18 | 2008-06-19 | インサイト・コーポレイション | 11−βヒドロキシルステロイドデヒドロゲナーゼタイプIの阻害剤およびその使用方法 |
| US8198331B2 (en) | 2005-01-05 | 2012-06-12 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| WO2006074244A2 (en) * | 2005-01-05 | 2006-07-13 | Abbott Laboratories | Adamantyl derivatives as inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| JP5133702B2 (ja) * | 2005-01-05 | 2013-01-30 | アボット・ラボラトリーズ | 11−β−ヒドロキシステロイドデヒドロゲナーゼ1型酵素の阻害薬 |
| US20090192198A1 (en) | 2005-01-05 | 2009-07-30 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| FR2880887B1 (fr) * | 2005-01-14 | 2009-01-30 | Merck Sante Soc Par Actions Si | Derives d'hydroxyphenols, procedes pour leur preparation, compositions pharmaceutiques les contenant et applications en therapeutique |
| MX2007009388A (es) | 2005-02-04 | 2007-09-25 | Senomyx Inc | Compuestos que comprenden porciones heteroarilo unidas y su uso como modificadores del sabor unami, saborizantes y mejoradores del sabor para composiciones comestibles. |
| GB0506133D0 (en) * | 2005-03-24 | 2005-05-04 | Sterix Ltd | Compound |
| EP1866298A2 (en) * | 2005-03-31 | 2007-12-19 | Takeda San Diego, Inc. | Hydroxysteroid dehydrogenase inhibitors |
| DK1928840T3 (da) * | 2005-04-05 | 2011-09-12 | Hoffmann La Roche | 1H-pyrazol-4-carboxamider, deres fremstilling og deres anvendelse som 11-beta-hydroxysteroid-dehydrogenaseinhibitorer |
| EP2527337A1 (en) * | 2005-04-14 | 2012-11-28 | Bristol-Myers Squibb Company | Inhibitors of 11-beta hydroxysteroid dehydrogenase type I |
| EP1894919B1 (en) | 2005-06-07 | 2012-03-28 | Shionogi & Co., Ltd. | Heterocyclic compound having type i 11 beta hydroxysteroid dehydrogenase inhibitory activity |
| RU2383539C2 (ru) * | 2005-06-08 | 2010-03-10 | Джапан Тобакко Инк. | Гетероциклические соединения |
| EP1889842A4 (en) * | 2005-06-08 | 2009-07-29 | Japan Tobacco Inc | HETEROCYCLIC CONNECTION |
| BRPI0611179A2 (pt) * | 2005-06-08 | 2010-08-24 | Japan Tobacco Inc | compostos heterocÍclicos, inibidor de 11bhsd1, agente farmacÊutico, uso dos referidos compostos, embalagem comercial e composiÇço farmacÊutica |
| TW200715993A (en) | 2005-06-15 | 2007-05-01 | Senomyx Inc | Bis-aromatic amides and their uses as sweet flavor modifiers, tastants, and taste enhancers |
| US7605289B2 (en) | 2005-06-17 | 2009-10-20 | Amgen, Inc. | Benzamide derivatives and uses related thereto |
| CN101248041B (zh) | 2005-06-17 | 2013-11-20 | 艾宝奇生物工艺有限公司 | 鞘氨醇激酶抑制剂 |
| GB0513702D0 (en) | 2005-07-04 | 2005-08-10 | Sterix Ltd | Compound |
| GB0514018D0 (en) * | 2005-07-07 | 2005-08-17 | Ionix Pharmaceuticals Ltd | Chemical compounds |
| AU2006272922A1 (en) | 2005-07-22 | 2007-02-01 | Amgen Inc. | Aniline sulfonamide derivatives and their uses |
| BRPI0614692A2 (pt) | 2005-07-29 | 2009-05-19 | Hoffmann La Roche | derivados de indol-3-il-carbonil-piperidina e piperazina |
| EP1910385B1 (en) * | 2005-08-04 | 2013-07-24 | Sirtris Pharmaceuticals, Inc. | Benzothiazoles and thiazolopyridines as sirtuin modulators |
| US7622492B2 (en) | 2005-08-31 | 2009-11-24 | Hoffmann-La Roche Inc. | Pyrazolones as inhibitors of 11β-hydroxysteroid dehydrogenase |
| GB2429975A (en) * | 2005-09-08 | 2007-03-14 | Univ Edinburgh | 1,5-substituted-1H-tetrazole 11beta-hydroxysteroid dehydrogenase type 1 inhibitors |
| WO2007038138A2 (en) * | 2005-09-21 | 2007-04-05 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
| KR20080076916A (ko) * | 2005-11-01 | 2008-08-20 | 트랜스테크 파르마, 인크. | 치환된 아미드의 약학적 사용 |
| BRPI0618051A2 (pt) * | 2005-11-01 | 2011-08-16 | Transtech Pharma Inc | uso farmacêutico de amidas substituìdas |
| US8324265B2 (en) | 2005-11-21 | 2012-12-04 | Shionogi & Co., Ltd. | Heterocyclic compounds having type I 11β hydroxysteroid dehydrogenase inhibitory activity |
| EP1957494A2 (en) | 2005-12-05 | 2008-08-20 | Incyte Corporation | Lactam compounds and methods of using the same |
| EP1801098A1 (en) | 2005-12-16 | 2007-06-27 | Merck Sante | 2-Adamantylurea derivatives as selective 11B-HSD1 inhibitors |
| US20070203111A1 (en) | 2006-01-06 | 2007-08-30 | Sepracor Inc. | Cycloalkylamines as monoamine reuptake inhibitors |
| NZ569608A (en) | 2006-01-06 | 2011-09-30 | Sepracor Inc | Tetralone-based monoamine reuptake inhibitors |
| WO2007084314A2 (en) | 2006-01-12 | 2007-07-26 | Incyte Corporation | MODULATORS OF 11-ß HYDROXYL STEROID DEHYDROGENASE TYPE 1, PHARMACEUTICAL COMPOSITIONS THEREOF, AND METHODS OF USING THE SAME |
| TW200734313A (en) | 2006-01-17 | 2007-09-16 | Astrazeneca Ab | Piperazines and piperidines as mGluR5 potentiators |
| BRPI0710479A2 (pt) * | 2006-01-18 | 2012-08-14 | Hoffmann La Roche | composto, processo para sua preparaÇço, composiÇço farmacÊutica, uso de um composto e mÉtodo de tratamento de doenÇa ou desosrdem metabàlica. |
| JP4949413B2 (ja) * | 2006-02-13 | 2012-06-06 | エフ.ホフマン−ラ ロシュ アーゲー | 糖尿病の処置用のヘテロ二環式スルホンアミド誘導体 |
| EP2007722A1 (en) * | 2006-03-21 | 2008-12-31 | High Point Pharmaceuticals, LLC | Adamantane derivatives for the treatment of the metabolic syndrome |
| EP1999114B1 (en) * | 2006-03-22 | 2015-07-22 | F. Hoffmann-La Roche AG | Pyrazoles as 11-beta-hsd-1 |
| US8017638B2 (en) | 2006-03-30 | 2011-09-13 | Shionogi & Co., Ltd. | Isoxazole derivative and isothiazole derivative having inhibitory activity on 11β-hydroxysteroid dehydrogenase type 1 |
| CN101421228B (zh) | 2006-03-31 | 2014-05-21 | 塞普拉柯公司 | 手性酰胺和胺的制备 |
| US7435833B2 (en) | 2006-04-07 | 2008-10-14 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase Type 1 enzyme |
| KR20090014347A (ko) * | 2006-04-07 | 2009-02-10 | 하이 포인트 파마슈티칼스, 엘엘씨 | 11β-히드록시스테로이드 탈수소효소 타입 1 활성 화합물 |
| KR101387563B1 (ko) | 2006-04-21 | 2014-04-25 | 세노믹스, 인코포레이티드 | 고효능의 조미용 향료를 포함하는 식품 조성물 및 이의 제조 방법 |
| WO2007130898A1 (en) | 2006-05-01 | 2007-11-15 | Incyte Corporation | TETRASUBSTITUTED UREAS AS MODULATORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE 1 |
| PE20110235A1 (es) | 2006-05-04 | 2011-04-14 | Boehringer Ingelheim Int | Combinaciones farmaceuticas que comprenden linagliptina y metmorfina |
| JP2009537564A (ja) | 2006-05-17 | 2009-10-29 | インサイト・コーポレイション | 11−βヒドロキシルステロイドデヒドロゲナーゼタイプIの複素環阻害剤およびそれを用いる方法 |
| US7659287B2 (en) | 2006-06-08 | 2010-02-09 | Amgen Inc. | Benzamide derivatives and uses related thereto |
| TW200808695A (en) | 2006-06-08 | 2008-02-16 | Amgen Inc | Benzamide derivatives and uses related thereto |
| EP2038255A2 (en) * | 2006-06-16 | 2009-03-25 | High Point Pharmaceuticals, LLC | Pharmaceutical use of substituted piperidine carboxamides |
| FR2902791B1 (fr) * | 2006-06-27 | 2008-08-22 | Sanofi Aventis Sa | Derives d'urees de tropane,leur preparation et leur application en therapeutique |
| PE20080212A1 (es) | 2006-06-27 | 2008-04-25 | Sanofi Aventis | Derivados de ureas de piperidina o pirrolidina como moduladores de la 11b-hidroxiesteroide deshidrogenasa tipo 1 (11bhsd1) |
| TW200811170A (en) * | 2006-06-27 | 2008-03-01 | Sanofi Aventis | Urea derivatives of tropane, their preparation and their therapeutic application |
| US7884124B2 (en) | 2006-06-30 | 2011-02-08 | Sepracor Inc. | Fluoro-substituted inhibitors of D-amino acid oxidase |
| EP1878721A1 (en) * | 2006-07-13 | 2008-01-16 | Novo Nordisk A/S | 4-Piperidylbenzamides as 11-beta-hydroxysteroid dehydrogenase type 1 inhibitors |
| US8048908B2 (en) * | 2006-07-13 | 2011-11-01 | High Point Pharmaceuticals, Llc | 11β-hydroxysteroid dehydrogenase type 1 active compounds |
| JP2010500300A (ja) | 2006-08-08 | 2010-01-07 | サノフィ−アベンティス | アリールアミノアリール−アルキル−置換イミダゾリジン−2,4−ジオン、それらの製造法、それらの化合物を含有する薬剤、およびそれらの使用 |
| US7727978B2 (en) * | 2006-08-24 | 2010-06-01 | Bristol-Myers Squibb Company | Cyclic 11-beta hydroxysteroid dehydrogenase type I inhibitors |
| JP2010501567A (ja) | 2006-08-24 | 2010-01-21 | ノバルティス アクチエンゲゼルシャフト | 代謝系、心血管系および他の障害の処置のためのステアロイル−CoA不飽和化酵素(SCD)阻害剤としての2−(ピラジン−2−イル)−チアゾールおよび2−(1H−ピラゾール−3−イル)チアゾール誘導体ならびに関連化合物 |
| KR20090053923A (ko) | 2006-09-22 | 2009-05-28 | 노파르티스 아게 | 헤테로시클릭 유기 화합물 |
| EP2079491B1 (en) * | 2006-10-17 | 2013-02-27 | Reva Medical, Inc. | N-substituted monomers and polymers |
| US8563573B2 (en) | 2007-11-02 | 2013-10-22 | Vertex Pharmaceuticals Incorporated | Azaindole derivatives as CFTR modulators |
| TW200827346A (en) | 2006-11-03 | 2008-07-01 | Astrazeneca Ab | Chemical compounds |
| EP2102207B1 (en) * | 2006-12-07 | 2010-06-02 | F.Hoffmann-La Roche Ag | Spiro-piperidine derivatives as via receptor antagonists |
| WO2008069518A1 (en) * | 2006-12-08 | 2008-06-12 | Amorepacific Corporation | Pharmaceutical composition for controlling the function of spihngosylphosphorylcholine |
| CN101595105B (zh) | 2006-12-20 | 2013-01-23 | 诺瓦提斯公司 | 作为scd抑制剂的2-取代的5元杂环化合物 |
| EP1935420A1 (en) | 2006-12-21 | 2008-06-25 | Merck Sante | 2-Adamantyl-butyramide derivatives as selective 11beta-HSD1 inhibitors |
| EP2097376A2 (en) * | 2006-12-22 | 2009-09-09 | F. Hoffmann-Roche AG | Spiro-piperidine derivatives |
| WO2008088540A2 (en) * | 2006-12-26 | 2008-07-24 | Amgen Inc. | N-cyclohexyl benzamides and benzeneacetamides as inhibitors of 11-beta-hydroxysteroid dehydrogenases |
| US7902252B2 (en) | 2007-01-18 | 2011-03-08 | Sepracor, Inc. | Inhibitors of D-amino acid oxidase |
| AU2011232811B2 (en) * | 2007-02-12 | 2012-05-31 | Astrazeneca Ab | Pyrazole derivatives as 11-beta-HSD1 inhibitors |
| TW200836719A (en) * | 2007-02-12 | 2008-09-16 | Astrazeneca Ab | Chemical compounds |
| JP2010519239A (ja) * | 2007-02-23 | 2010-06-03 | ハイ ポイント ファーマシューティカルズ,リミティド ライアビリティ カンパニー | 11−ベータ−ヒドロキシステロイドデヒドロゲナーゼの阻害因子としてのn−アドマンチルベンザミド |
| EP2125704A1 (en) * | 2007-02-23 | 2009-12-02 | High Point Pharmaceuticals, LLC | N-adamantyl benzamides as inhibitors of 11-beta-hydroxysteroid dehydrogenase |
| ZA200904916B (en) * | 2007-02-23 | 2010-09-29 | High Point Pharmaceuticals Llc | N-adamantyl benzamides as inhibitors of 11-beta-hydroxysteroid dehydrogenase |
| WO2008101907A2 (en) * | 2007-02-23 | 2008-08-28 | High Point Pharmaceuticals, Llc | N-adamantyl benzamides as inhibitors of 11-beta-hydroxysteroid dehydrogenase |
| CN101652359A (zh) * | 2007-03-09 | 2010-02-17 | 高点制药有限责任公司 | 作为羟类固醇脱氢酶抑制剂的吲哚-和苯并咪唑酰胺类 |
| EP2141990A4 (en) * | 2007-03-28 | 2011-07-06 | High Point Pharmaceuticals Llc | ACTIVE COMPOUNDS ON 11BETA-HSD1 |
| CN101677562A (zh) * | 2007-04-11 | 2010-03-24 | 高点制药有限责任公司 | 新化合物 |
| JP2010526777A (ja) * | 2007-04-24 | 2010-08-05 | ハイ ポイント ファーマシューティカルズ,リミティド ライアビリティ カンパニー | 置換アミドの医薬用途 |
| GB0708186D0 (en) * | 2007-04-27 | 2007-06-06 | Merck Sharp & Dohme | Therapeutic compounds |
| KR20100008382A (ko) | 2007-05-18 | 2010-01-25 | 시오노기세이야쿠가부시키가이샤 | 11β-하이드록시스테로이드 탈수소효소 유형 1 저해 활성을 갖는 질소-함유 헤테로환형 유도체 |
| CA2688493C (en) | 2007-05-31 | 2016-04-19 | Sepracor Inc. | Phenyl substituted cycloalkylamines as monoamine reuptake inhibitors |
| EP1997805A1 (en) * | 2007-06-01 | 2008-12-03 | Commissariat à l'Energie Atomique | Compounds with antiparasitic activity, applications thereof to the treatment of infectious diseases caused by apicomplexans |
| CL2008001839A1 (es) | 2007-06-21 | 2009-01-16 | Incyte Holdings Corp | Compuestos derivados de 2,7-diazaespirociclos, inhibidores de 11-beta hidroxil esteroide deshidrogenasa tipo 1; composicion farmaceutica que comprende a dichos compuestos; utiles para tratar la obesidad, diabetes, intolerancia a la glucosa, diabetes tipo ii, entre otras enfermedades. |
| AU2008277783B2 (en) * | 2007-07-17 | 2012-09-20 | F. Hoffmann-La Roche Ag | Inhibitors of 11beta-hydroxysteroid dehydrogenase |
| EP2183228B1 (en) | 2007-07-26 | 2014-08-20 | Vitae Pharmaceuticals, Inc. | CYCLIC INHIBITORS OF 11ß -HYDROXYSTERIOD DEHYDROGENASE 1 |
| CA2695437A1 (en) | 2007-08-06 | 2009-02-12 | Yoshihiro Horiuchi | Aminopyrazole amide derivative |
| EP2025674A1 (de) | 2007-08-15 | 2009-02-18 | sanofi-aventis | Substituierte Tetrahydronaphthaline, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| JP5736098B2 (ja) | 2007-08-21 | 2015-06-17 | アッヴィ・インコーポレイテッド | 中枢神経系障害を治療するための医薬組成物 |
| US8513422B2 (en) | 2007-08-31 | 2013-08-20 | Astellas Pharma Inc. | Piperidine derivative |
| US8119658B2 (en) | 2007-10-01 | 2012-02-21 | Bristol-Myers Squibb Company | Triazolopyridine 11-beta hydroxysteroid dehydrogenase type I inhibitors |
| WO2009056881A1 (en) * | 2007-10-29 | 2009-05-07 | Astrazeneca Ab | Chemical compounds 313 |
| BRPI0819177A2 (pt) * | 2007-11-06 | 2015-05-05 | Astrazeneca Ab | Composto, forma cristalina, composição farmacêutica, método para produzir um efeito inibidor de 11betahsd1, processo para preparar um composto |
| AR069207A1 (es) | 2007-11-07 | 2010-01-06 | Vitae Pharmaceuticals Inc | Ureas ciclicas como inhibidores de la 11 beta - hidroxi-esteroide deshidrogenasa 1 |
| CL2008003407A1 (es) * | 2007-11-16 | 2010-01-11 | Boehringer Ingelheim Int | Compuestos derivados de aril- y heteroarilcarbonilo de heterobiciclo sustituido; composicion farmaceutica; procedimiento de preparacion; y su uso en el tratamiento y/o prevencion de trastornos metabolicos, mediado por la inhibicion de la enzima hsd-1. |
| ES2322121B1 (es) * | 2007-12-10 | 2010-04-19 | Consejo Superior De Investigaciones Cientificas | Nuevos derivados de aminoacidos dicarboxilicos y su aplicacion en el tratamiento de enfermedades neurodegenerativas. |
| CA2708303A1 (en) | 2007-12-11 | 2009-06-18 | Vitae Pharmaceuticals, Inc. | Cyclic urea inhibitors of 11.beta.-hydroxysteroid dehydrogenase 1 |
| TW200934490A (en) | 2008-01-07 | 2009-08-16 | Vitae Pharmaceuticals Inc | Lactam inhibitors of 11 &abgr;-hydroxysteroid dehydrogenase 1 |
| WO2009094169A1 (en) | 2008-01-24 | 2009-07-30 | Vitae Pharmaceuticals, Inc. | Cyclic carbazate and semicarbazide inhibitors of 11beta-hydroxysteroid dehydrogenase 1 |
| EP2244705A1 (en) * | 2008-02-04 | 2010-11-03 | AstraZeneca AB | Novel crystalline forms of 4- [4- (2-adamantylcarbam0yl) -5-tert-butyl-pyrazol-1-yl]benzoic acid |
| US8598160B2 (en) | 2008-02-15 | 2013-12-03 | Vitae Pharmaceuticals, Inc. | Cycloalkyl lactame derivatives as inhibitors of 11-beta-hydroxysteroid dehydrogenase 1 |
| EP2257340A2 (en) * | 2008-04-04 | 2010-12-08 | BioMarin IGA Limited | Compounds for treating muscular dystrophy |
| EP2271629A1 (en) * | 2008-04-22 | 2011-01-12 | AstraZeneca AB | Substituted pyrimidin-5-carboxamides 281 |
| WO2009134387A1 (en) | 2008-05-01 | 2009-11-05 | Vitae Pharmaceuticals, Inc. | Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1 |
| AR071236A1 (es) | 2008-05-01 | 2010-06-02 | Vitae Pharmaceuticals Inc | Inhibidores ciclicos de la 11beta-hidroxiesteroide deshidrogenasa 1 |
| CL2009001059A1 (es) | 2008-05-01 | 2010-11-12 | Boehringer Ingelheim Int | Compuestos derivados de 1,3-oxazin-2-ona-3,6 sustituidos, inhibidores de la actividad de la 11-beta-hidroxiesteroide deshidrogenasa i; composicion farmaceutica que los comprende; utiles en el tratamiento de enfermedades tales como diabetes mellitus, entre otras. |
| US8765780B2 (en) | 2008-05-13 | 2014-07-01 | Boehringer Ingelheim International Gmbh | Alicyclic carboxylic acid derivatives of benzomorphans and related scaffolds, medicaments containing such compounds and their use |
| WO2010001946A1 (ja) | 2008-07-03 | 2010-01-07 | アステラス製薬株式会社 | トリアゾール誘導体またはその塩 |
| WO2010003624A2 (en) | 2008-07-09 | 2010-01-14 | Sanofi-Aventis | Heterocyclic compounds, processes for their preparation, medicaments comprising these compounds, and the use thereof |
| EP2559455A1 (en) * | 2008-07-15 | 2013-02-20 | Novartis AG | Heteroaryl derivatives as DGAT1 inhibitors |
| US8846668B2 (en) | 2008-07-25 | 2014-09-30 | Vitae Pharmaceuticals, Inc. | Inhibitors of 11beta-hydroxysteroid dehydrogenase 1 |
| WO2010011314A1 (en) | 2008-07-25 | 2010-01-28 | Boehringer Ingelheim International Gmbh | Cyclic inhibitors of 11 beta-hydroxysteroid dehydrogenase 1 |
| CA2735204C (en) * | 2008-08-25 | 2017-06-20 | Boehringer Ingelheim International Gmbh | Aryl- and heteroarylcarbonyl derivatives of substituted nortropanes, medicaments containing such compounds and their use |
| JP5579717B2 (ja) | 2008-09-01 | 2014-08-27 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | 選択的11−ベータ−ヒドロキシステロイドデヒドロゲナーゼ1型阻害剤としての縮合ピロリジノ−シクロプロパン誘導体 |
| AR073920A1 (es) | 2008-10-23 | 2010-12-09 | Boehringer Ingelheim Int | Derivados urea de nortropanos sustituidos, medicamentos que contienen dichos compuestos , su uso en el tratamiento de enfermedades mediadas por la inhibicion de la enzima 11beta-hidroxiesteroide deshidrogenasa y proceso para su preparacion. |
| JP2012509879A (ja) | 2008-11-21 | 2012-04-26 | ハイ ポイント ファーマシューティカルズ,リミティド ライアビリティ カンパニー | アダマンチルベンズアミド化合物 |
| WO2010068601A1 (en) | 2008-12-08 | 2010-06-17 | Sanofi-Aventis | A crystalline heteroaromatic fluoroglycoside hydrate, processes for making, methods of use and pharmaceutical compositions thereof |
| TW201028421A (en) | 2009-01-15 | 2010-08-01 | Abbott Lab | Novel benzenesulfonamides as calcium channel blockers |
| CN102300851A (zh) * | 2009-01-30 | 2011-12-28 | 阿斯利康(瑞典)有限公司 | 制备含羧基的吡唑酰氨基化合物597的新方法 |
| CA2744946A1 (en) | 2009-02-04 | 2010-08-12 | Boehringer Ingelheim International Gmbh | Cyclic inhibitors of 11.beta.-hydroxysteroid dehydrogenase 1 |
| AU2010223919B2 (en) | 2009-03-13 | 2016-03-31 | Les Laboratoires Servier | Methods and compositions for cell-proliferation-related disorders |
| AU2010229144B2 (en) * | 2009-03-23 | 2012-07-12 | Merck Sharp & Dohme Corp. | P2X3, receptor antagonists for treatment of pain |
| WO2010118063A2 (en) | 2009-04-06 | 2010-10-14 | Agios Pharmaceuticals, Inc. | Therapeutic compositions and related methods of use |
| UA109255C2 (ru) | 2009-04-30 | 2015-08-10 | Берінгер Інгельхайм Інтернешнл Гмбх | Циклические ингибиторы 11бета-гидроксистероиддегидрогеназы 1 |
| WO2010139673A1 (en) | 2009-06-02 | 2010-12-09 | Boehringer Ingelheim International Gmbh | Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1 |
| ES2350077B1 (es) | 2009-06-04 | 2011-11-04 | Laboratorios Salvat, S.A. | Compuestos inhibidores de 11beta-hidroxiesteroide deshidrogenasa de tipo 1. |
| EP2440537A1 (en) | 2009-06-11 | 2012-04-18 | Vitae Pharmaceuticals, Inc. | Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1 based on the 1,3 -oxazinan- 2 -one structure |
| RU2561132C2 (ru) | 2009-06-29 | 2015-08-20 | Аджиос Фармасьютикалз, Инк. | Производные хинолинсульфонамидов и их применение для модулирования пкм2 активности |
| MX2012001729A (es) | 2009-08-26 | 2012-06-13 | Sanofi Sa | Nuevos hidratos cristalinos de fluoroglicosido heteroaromatico, productos farmaceuticos que comprenden estos compuestos, y su empleo. |
| EP2477983B1 (en) * | 2009-09-16 | 2015-04-15 | The University Of Edinburgh | (4-phenyl-piperidin-1-yl)-[5-1h-pyrazol-4yl)-thiophen-3-yl]-methanone compounds and their use |
| TW201118085A (en) * | 2009-10-20 | 2011-06-01 | Astrazeneca Ab | Adamantyl iminocarbonyl-substituted pyrimidines as inhibitors of 11-β-HSD1 |
| EP3561077B1 (en) | 2009-10-21 | 2022-12-21 | Les Laboratoires Servier | Methods for cell-proliferation-related disorders |
| AR078887A1 (es) * | 2009-11-06 | 2011-12-07 | Boehringer Ingelheim Int | Derivados arilo y heteroarilcarbonilo de hexahidroindenopiridina y octahidrobenzoquinolina y composiciones farmaceuticas que los contienen. |
| US10640457B2 (en) | 2009-12-10 | 2020-05-05 | The Trustees Of Columbia University In The City Of New York | Histone acetyltransferase activators and uses thereof |
| WO2011072243A1 (en) * | 2009-12-10 | 2011-06-16 | The Trustees Of Columbia University In The City Of New York | Histone acetyltransferase activators and uses thereof |
| JP5850321B2 (ja) * | 2010-02-10 | 2016-02-03 | 公立大学法人横浜市立大学 | 神経選択的転写抑制因子NRSFに特異的に結合するmSin3Bに結合する化合物の利用 |
| WO2011107494A1 (de) | 2010-03-03 | 2011-09-09 | Sanofi | Neue aromatische glykosidderivate, diese verbindungen enthaltende arzneimittel und deren verwendung |
| ES2703176T3 (es) | 2010-03-11 | 2019-03-07 | Univ New York | Compuestos amido como moduladores de RORgammat y usos de los mismos |
| US8802868B2 (en) | 2010-03-25 | 2014-08-12 | Vertex Pharmaceuticals Incorporated | Solid forms of (R)-1(2,2-difluorobenzo[D][1,3]dioxo1-5-yl)-N-(1-(2,3-dihydroxypropyl-6-fluoro-2-(1-hydroxy-2-methylpropan2-yl)-1H-Indol-5-yl)-Cyclopropanecarboxamide |
| MX353408B (es) | 2010-04-22 | 2018-01-11 | Vertex Pharma | Proceso para producir compuestos de cicloalquilcarboxamido-indol. |
| US8933072B2 (en) | 2010-06-16 | 2015-01-13 | Vitae Pharmaceuticals, Inc. | Substituted 5-,6- and 7-membered heterocycles, medicaments containing such compounds, and their use |
| WO2011157827A1 (de) | 2010-06-18 | 2011-12-22 | Sanofi | Azolopyridin-3-on-derivate als inhibitoren von lipasen und phospholipasen |
| US8530413B2 (en) | 2010-06-21 | 2013-09-10 | Sanofi | Heterocyclically substituted methoxyphenyl derivatives with an oxo group, processes for preparation thereof and use thereof as medicaments |
| CA2803920A1 (en) | 2010-06-24 | 2011-12-29 | Richard Beard | Derivatives of cycloalkyl- and cycloalkenyl-1,2-dicarboxylic acid compounds having formyl peptide receptor like-1 (fprl-1) agonist or antagonist activity |
| JP5813106B2 (ja) | 2010-06-25 | 2015-11-17 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 代謝障害の処置のための11−β−HSD1のインヒビターとしてのアザスピロヘキサノン |
| TW201215388A (en) | 2010-07-05 | 2012-04-16 | Sanofi Sa | (2-aryloxyacetylamino)phenylpropionic acid derivatives, processes for preparation thereof and use thereof as medicaments |
| TW201215387A (en) | 2010-07-05 | 2012-04-16 | Sanofi Aventis | Spirocyclically substituted 1,3-propane dioxide derivatives, processes for preparation thereof and use thereof as a medicament |
| TW201221505A (en) | 2010-07-05 | 2012-06-01 | Sanofi Sa | Aryloxyalkylene-substituted hydroxyphenylhexynoic acids, process for preparation thereof and use thereof as a medicament |
| AU2011202542A1 (en) * | 2010-07-14 | 2012-02-02 | Indian Institute Of Science | Benzothiophene carboxamide compounds, composition and applications thereof |
| FR2962649B1 (fr) * | 2010-07-19 | 2025-10-24 | Conservatoire Nat Arts Et Metiers | Traitement d'une pathologie liee a un effet excessif du tnf par un compose de benzene sulfonamide |
| US8513430B2 (en) | 2010-07-27 | 2013-08-20 | High Point Pharmaceuticals, Llc | Substituted thiazol-2-ylamine derivatives, pharmaceutical compositions, and methods of use as 11-beta HSD1 modulators |
| UA112418C2 (uk) | 2010-09-07 | 2016-09-12 | Астеллас Фарма Інк. | Терапевтичний болезаспокійливий засіб |
| PH12013500808A1 (en) | 2010-11-02 | 2015-10-07 | Boehringer Ingelheim Int | Pharmaceutical combinations for the treatment of metabolic disorders |
| TWI537258B (zh) | 2010-11-05 | 2016-06-11 | 百靈佳殷格翰國際股份有限公司 | 六氫茚并吡啶及八氫苯并喹啉之芳基-及雜環芳基羰基衍生物 |
| CA2821975A1 (en) | 2010-12-17 | 2012-06-21 | Shunqi Yan | N-(4-(azetidine-1-carbonyl)phenyl)-(hetero-) arylsulfonamide derivatives as pyruvate kinase m2 pkm2 modulators |
| WO2012088314A1 (en) | 2010-12-21 | 2012-06-28 | Agios Pharmaceuticals, Inc. | Bicyclic pkm2 activators |
| WO2012088420A1 (en) | 2010-12-22 | 2012-06-28 | The Trustees Of Columbia University In The City Of New York | Histone acetyltransferase modulators and usese thereof |
| TWI549947B (zh) | 2010-12-29 | 2016-09-21 | 阿吉歐斯製藥公司 | 治療化合物及組成物 |
| CN102584741A (zh) * | 2011-01-06 | 2012-07-18 | 中国科学院上海药物研究所 | 酰胺类化合物及其制备方法、组合物和用途 |
| WO2012120052A1 (de) | 2011-03-08 | 2012-09-13 | Sanofi | Mit carbozyklen oder heterozyklen substituierte oxathiazinderivate, verfahren zu deren herstellung, diese verbindungen enthaltende arzneimittel und deren verwendung |
| EP2683702B1 (de) | 2011-03-08 | 2014-12-24 | Sanofi | Neue substituierte phenyl-oxathiazinderivate, verfahren zu deren herstellung, diese verbindungen enthaltende arzneimittel und deren verwendung |
| US8828995B2 (en) | 2011-03-08 | 2014-09-09 | Sanofi | Branched oxathiazine derivatives, method for the production thereof, use thereof as medicine and drug containing said derivatives and use thereof |
| US8871758B2 (en) | 2011-03-08 | 2014-10-28 | Sanofi | Tetrasubstituted oxathiazine derivatives, method for producing them, their use as medicine and drug containing said derivatives and the use thereof |
| EP2683705B1 (de) | 2011-03-08 | 2015-04-22 | Sanofi | Di- und trisubstituierte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| EP2683701B1 (de) | 2011-03-08 | 2014-12-24 | Sanofi | Mit benzyl- oder heteromethylengruppen substituierte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| US8895547B2 (en) | 2011-03-08 | 2014-11-25 | Sanofi | Substituted phenyl-oxathiazine derivatives, method for producing them, drugs containing said compounds and the use thereof |
| EP2683698B1 (de) | 2011-03-08 | 2017-10-04 | Sanofi | Mit adamantan- oder noradamantan substituierte benzyl-oxathiazinderivate, diese verbindungen enthaltende arzneimittel und deren verwendung |
| EP2683699B1 (de) | 2011-03-08 | 2015-06-24 | Sanofi | Di- und trisubstituierte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| KR101332805B1 (ko) | 2011-03-31 | 2013-11-27 | 한국화학연구원 | 아다만틸기를 갖는 설파마이드 유도체 및 이의 약제학적으로 허용 가능한 염 |
| CN104230935A (zh) * | 2011-04-26 | 2014-12-24 | 辽宁利锋科技开发有限公司 | 含有脂环结构化合物的抗肿瘤作用与应用 |
| CN102241678B (zh) * | 2011-04-26 | 2014-10-29 | 辽宁利锋科技开发有限公司 | 含有脂环结构化合物的抗肿瘤作用与应用 |
| ES2746558T3 (es) | 2011-05-03 | 2020-03-06 | Agios Pharmaceuticals Inc | Activadores de piruvato cinasa R para uso en terapia |
| SG194697A1 (en) | 2011-05-03 | 2013-12-30 | Agios Pharmaceuticals Inc | Pyruvate kinase activators for use in therapy |
| CN107095864A (zh) | 2011-06-10 | 2017-08-29 | 纽约市哥伦比亚大学理事会 | 组蛋白乙酰转移酶激活剂的用途 |
| CN102827073A (zh) | 2011-06-17 | 2012-12-19 | 安吉奥斯医药品有限公司 | 治疗活性组合物和它们的使用方法 |
| CN102827170A (zh) | 2011-06-17 | 2012-12-19 | 安吉奥斯医药品有限公司 | 治疗活性组合物和它们的使用方法 |
| US9409904B2 (en) | 2011-08-01 | 2016-08-09 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd | Compounds and compositions for use in augmentation of glucose |
| JP2014524438A (ja) | 2011-08-17 | 2014-09-22 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | インデノピリジン誘導体 |
| BR112014005268A2 (pt) * | 2011-09-09 | 2017-03-28 | Univ New York | compostos de amido como moduladores de ror t e usos dos mesmos |
| WO2013037390A1 (en) | 2011-09-12 | 2013-03-21 | Sanofi | 6-(4-hydroxy-phenyl)-3-styryl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| EP2760862B1 (en) | 2011-09-27 | 2015-10-21 | Sanofi | 6-(4-hydroxy-phenyl)-3-alkyl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| ME02733B (me) | 2011-10-18 | 2017-10-20 | Astellas Pharma Inc | Biciklično heterociklično jedinjenje |
| RU2669695C2 (ru) * | 2011-12-22 | 2018-10-15 | Конекшис Лайф Сайенсиз Пвт. Лтд. | Циклические амидные производные как ингибиторы 11-бета-гидроксистероид-дегидрогеназы и их применение |
| BR112014015298B1 (pt) * | 2011-12-22 | 2021-06-15 | Connexios Life Sciences Pvt. Ltd | Composto derivado de aza-adamantano, composição farmacêutica e uso do composto |
| US9474779B2 (en) | 2012-01-19 | 2016-10-25 | Agios Pharmaceuticals, Inc. | Therapeutically active compositions and their methods of use |
| JP6285352B2 (ja) * | 2012-03-26 | 2018-02-28 | 飯沼 宗和 | 3−デセン酸誘導体およびその用途 |
| US8889730B2 (en) | 2012-04-10 | 2014-11-18 | Pfizer Inc. | Indole and indazole compounds that activate AMPK |
| JP2015129094A (ja) * | 2012-04-16 | 2015-07-16 | 大日本住友製薬株式会社 | アリールアミノピラゾール誘導体 |
| JOP20130213B1 (ar) | 2012-07-17 | 2021-08-17 | Takeda Pharmaceuticals Co | معارضات لمستقبلht3-5 |
| US10092574B2 (en) | 2012-09-26 | 2018-10-09 | Valorisation-Recherche, Limited Partnership | Inhibitors of polynucleotide repeat-associated RNA foci and uses thereof |
| GB201218084D0 (en) | 2012-10-09 | 2012-11-21 | Univ Aston | Novel compounds and methods for use in medicine |
| WO2014074976A1 (en) | 2012-11-09 | 2014-05-15 | Musc Foundation For Research Development | Compositions and methods for treating neurological diseases or injury |
| WO2014139963A1 (en) | 2013-03-13 | 2014-09-18 | Unilever Plc | Cosmetic compositions with tricyclodecane amides |
| US9775793B2 (en) | 2013-03-13 | 2017-10-03 | Conopco, Inc. | Prolonged delivery of certain fragrance components from personal care compositions |
| EP2968094B1 (en) | 2013-03-13 | 2018-05-30 | Unilever PLC | Photoprotective compositions with tricyclodecane amides |
| WO2014139144A1 (en) * | 2013-03-15 | 2014-09-18 | Agios Pharmaceuticals, Inc. | Therapeutic compounds and compositions |
| JP6064062B2 (ja) | 2013-03-15 | 2017-01-18 | ファイザー・インク | Ampkを活性化させるインダゾール化合物 |
| WO2015003355A2 (en) | 2013-07-11 | 2015-01-15 | Agios Pharmaceuticals, Inc. | Therapeutically active compounds and their methods of use |
| CN105593215B (zh) | 2013-07-11 | 2019-01-15 | 安吉奥斯医药品有限公司 | 用于治疗癌症的作为idh2突变体抑制剂的2,4-或4,6-二氨基嘧啶化合物 |
| WO2015003360A2 (en) | 2013-07-11 | 2015-01-15 | Agios Pharmaceuticals, Inc. | Therapeutically active compounds and their methods of use |
| US9579324B2 (en) | 2013-07-11 | 2017-02-28 | Agios Pharmaceuticals, Inc | Therapeutically active compounds and their methods of use |
| US20150031627A1 (en) | 2013-07-25 | 2015-01-29 | Agios Pharmaceuticals, Inc | Therapeutically active compounds and their methods of use |
| GB201317363D0 (en) | 2013-10-01 | 2013-11-13 | Eisai Ltd | Novel compounds |
| KR20240010105A (ko) | 2014-03-14 | 2024-01-23 | 아지오스 파마슈티컬스 아이엔씨. | 치료적으로 활성인 화합물의 약제학적 조성물 |
| WO2015153410A1 (en) * | 2014-03-31 | 2015-10-08 | The Trustees Of Columbia University In The City Of New York | Histone acetyltransferase activators and uses thereof |
| RU2744460C2 (ru) | 2014-04-15 | 2021-03-09 | Вертекс Фармасьютикалз Инкорпорейтед | Фармацевтические композиции для лечения заболеваний, опосредованных муковисцидозным трансмембранным регулятором проводимости |
| BR112016029571A2 (pt) | 2014-06-16 | 2017-08-22 | Centre Hospitalier Regional Et Univ De Lille Chru | compostos, composição farmacêutica e uso dos mesmos no tratamento de distúrbios neurodegenerativos |
| JP7055017B2 (ja) | 2014-09-29 | 2022-04-15 | 武田薬品工業株式会社 | 結晶形の1-(1-メチル-1h-ピラゾール-4-イル)-n-((1r,5s,7s)-9-メチル-3-オキサ-9-アザビシクロ[3.3.1]ノナン-7-イル)-1h-インドール-3-カルボキサミド |
| KR102785474B1 (ko) | 2014-12-18 | 2025-03-26 | 에프. 호프만-라 로슈 아게 | 테트라하이드로-피리도[3,4-b]인돌 에스트로겐 수용체 조절제 및 이의 용도 |
| FI3307271T3 (fi) | 2015-06-11 | 2023-10-17 | Agios Pharmaceuticals Inc | Pyruvaattikinaasin aktivaattorien käyttämisen menetelmä |
| PT3362066T (pt) | 2015-10-15 | 2021-11-16 | Celgene Corp | Terapia de combinação para tratar malignidades |
| SG11201803088PA (en) | 2015-10-15 | 2018-05-30 | Agios Pharmaceuticals Inc | Combination therapy for treating malignancies |
| WO2017106974A1 (en) | 2015-12-24 | 2017-06-29 | Mcmaster University | Compounds for targeting thyroid hormone receptor alpha isoforms and methods of use thereof |
| US11872207B2 (en) | 2015-12-24 | 2024-01-16 | Mcmaster University | Dronedarone and derivatives thereof for treating cancer |
| CN108602775B (zh) | 2016-01-14 | 2022-04-29 | 贝思以色列女会吏医学中心公司 | 肥大细胞调节剂及其用途 |
| WO2017205622A1 (en) * | 2016-05-25 | 2017-11-30 | Savant Neglected Diseases, Llc | Method of making benznidazole |
| AR108586A1 (es) * | 2016-06-10 | 2018-09-05 | Lilly Co Eli | Compuestos de 2,3-dihidro-1h-indol |
| CN109475521B (zh) | 2016-06-21 | 2022-11-15 | 实发生物医学公司 | 抗前蛋白转化酶枯草杆菌蛋白酶Kexin 9型(抗PCSK9)化合物及其用于治疗和/或预防心血管疾病的方法 |
| CN107663159A (zh) * | 2016-07-29 | 2018-02-06 | 上海迪诺医药科技有限公司 | 多环化合物、其药物组合物及应用 |
| WO2018145080A1 (en) * | 2017-02-06 | 2018-08-09 | Case Western Reserve University | Compositions and methods of modulating short-chain dehydrogenase activity |
| EP3375778A1 (en) * | 2017-03-14 | 2018-09-19 | Artax Biopharma Inc. | Aryl-piperidine derivatives |
| ES2747768T3 (es) | 2017-03-20 | 2020-03-11 | Forma Therapeutics Inc | Composiciones de pirrolopirrol como activadores de quinasa de piruvato (PKR) |
| US10980788B2 (en) | 2018-06-08 | 2021-04-20 | Agios Pharmaceuticals, Inc. | Therapy for treating malignancies |
| LT3810283T (lt) | 2018-06-21 | 2023-08-25 | F. Hoffmann-La Roche Ag | 3-((1r,3r)-1-(2,6-difluor-4-((1-(3-fluorpropil)azetidin-3- il)amino) fenil)-3-metil-1,3,4,9-tetrahidro-2h-pirido[3,4-b]indol-2-il)- 2,2- difluorpropan-1-olio tartrato druskos kietosios formos, jų paruošimo procesas ir jų naudojimo būdai vėžiui gydyti |
| KR102919209B1 (ko) | 2018-08-10 | 2026-01-28 | 다이아핀 테라퓨틱스, 엘엘씨 | 트리-펩타이드 그리고 대사, 심장혈관 및 염증성 장애의 치료 |
| ES2989438T3 (es) | 2018-09-19 | 2024-11-26 | Novo Nordisk Healthcare Ag | Activación de la piruvato cinasa R |
| US12053458B2 (en) | 2018-09-19 | 2024-08-06 | Novo Nordisk Health Care Ag | Treating sickle cell disease with a pyruvate kinase R activating compound |
| CN109452280B (zh) * | 2018-11-15 | 2021-01-29 | 南开大学 | 一种利用二氧化碳生产杀虫剂的工艺方法 |
| CN113329754A (zh) | 2018-11-20 | 2021-08-31 | 麻雀制药股份有限公司 | 用于施用皮质类固醇的方法 |
| TW202043205A (zh) | 2018-12-31 | 2020-12-01 | 美商拜歐米富士恩有限公司 | Menin-mll相互作用之抑制劑 |
| EP3906026A4 (en) | 2018-12-31 | 2022-10-19 | Biomea Fusion, LLC | IRREVERSIBLE INHIBITORS OF MENIN-MLL INTERACTION |
| US20230099441A1 (en) * | 2019-04-26 | 2023-03-30 | Generos Biopharma Ltd. | Heterocyclic compound, application thereof, and composition containing same |
| US20220378756A1 (en) | 2019-09-19 | 2022-12-01 | Forma Therapeutics, Inc. | Activating pyruvate kinase r |
| CN112812077B (zh) * | 2019-11-18 | 2023-08-22 | 中国科学院上海药物研究所 | 苯甲酰胺类化合物及其制备方法、药物组合物和用途 |
| CA3168494A1 (en) * | 2020-01-23 | 2021-07-29 | Roopa Rai | Pgdh inhibitors and methods of making and using |
| WO2022036104A1 (en) * | 2020-08-12 | 2022-02-17 | University Of Iowa Research Foundation | Insulin sensitizers for the treatment of diabetes mellitus |
| US12128035B2 (en) | 2021-03-19 | 2024-10-29 | Novo Nordisk Health Care Ag | Activating pyruvate kinase R |
| AU2022325861A1 (en) | 2021-08-11 | 2024-02-29 | Biomea Fusion, Inc. | Covalent inhibitors of menin-mll interaction for diabetes mellitus |
| IL310717A (en) | 2021-08-20 | 2024-04-01 | Biomea Fusion Inc | Crystalline form of N-[4-[4-(4-morpholinyl)-7H-PYRROLO[2,3-D]PYRIMIDIN-6-YL]PHENYL]-4-[[3(R)-[(1-OXO ] -2-PROPEN-1-YL)AMINO]-1-PIPERIDINYL]METHYL]-2-PYRIDINECARBOXAMIDE, IRREVERSIBLE MENIN-MLL INHIBITOR FOR CANCER TREATMENT |
| EP4525983A4 (en) | 2022-05-16 | 2025-09-03 | Sparrow Pharmaceuticals Inc | METHODS AND COMPOSITIONS FOR TREATING GLUCOCORTICOID EXCESS |
| WO2024155710A1 (en) | 2023-01-18 | 2024-07-25 | Biomea Fusion, Inc. | Crystalline forms of n-[4-[4-(4-morpholinyl)-7h-pyrrolo[2,3-d]pyrimidin-6- yl]phenyl]-4-[[3(r)-[(l-oxo-2-propen-l-yl)amino]-l-piperidinyl]methyl]-2-pyridinecarboxamide as a covalent inhibitor of menin-mll interaction |
Family Cites Families (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4166452A (en) | 1976-05-03 | 1979-09-04 | Generales Constantine D J Jr | Apparatus for testing human responses to stimuli |
| US4356108A (en) | 1979-12-20 | 1982-10-26 | The Mead Corporation | Encapsulation process |
| US4350696A (en) * | 1980-03-08 | 1982-09-21 | Pfizer Inc. | Imidazole derivatives, process for their preparation and pharmaceutical compositions thereof |
| US4265874A (en) | 1980-04-25 | 1981-05-05 | Alza Corporation | Method of delivering drug with aid of effervescent activity generated in environment of use |
| PH25772A (en) | 1985-08-30 | 1991-10-18 | Novo Industri As | Insulin analogues, process for their preparation |
| DE3837825A1 (de) | 1988-11-08 | 1990-05-10 | Hoechst Ag | Neue insulinderivate, ihre verwendung und eine sie enthaltende pharmazeutische zubereitung |
| DK0450097T3 (da) * | 1989-10-20 | 1996-05-20 | Otsuka Pharma Co Ltd | Benzoheterocykliske forbindelser |
| CA2053340C (en) | 1990-10-18 | 2002-04-02 | Timothy P. Burkholder | Mercaptoacetylamide derivatives useful as inhibitors of enkephalinase and ace |
| US5260325A (en) * | 1991-08-19 | 1993-11-09 | E. I. Du Pont De Nemours And Company | Angiotensin II receptor blocking tertiary amides |
| WO1995000550A1 (en) | 1993-06-21 | 1995-01-05 | Novo Nordisk A/S | Aspb28 insulin crystals |
| CZ287945B6 (cs) | 1993-09-17 | 2001-03-14 | Novo Nordisk A/S | Inzulinový derivát a farmaceutický prostředek s jeho obsahem pro léčení diabetu |
| US5468858A (en) * | 1993-10-28 | 1995-11-21 | The Board Of Regents Of Oklahoma State University Physical Sciences | N-alkyl and n-acyl derivatives of 3,7-diazabicyclo-[3.3.1]nonanes and selected salts thereof as multi-class antiarrhythmic agents |
| US5504188A (en) | 1994-06-16 | 1996-04-02 | Eli Lilly And Company | Preparation of stable zinc insulin analog crystals |
| AU727775B2 (en) | 1996-01-17 | 2000-12-21 | Novo Nordisk A/S | Fused 1,2,4-thiadiazine and fused 1,4-thiazine derivatives, their preparation and use |
| IL128332A0 (en) | 1996-08-30 | 2000-01-31 | Novo Nordisk As | GLP-1 derivatives |
| IL127296A (en) | 1996-12-31 | 2003-01-12 | Reddy Research Foundation | Heterocyclic compounds, process for their preparation and pharmaceutical compositions containing them |
| AU749271B2 (en) | 1997-07-01 | 2002-06-20 | Agouron Pharmaceuticals, Inc. | Glucagon antagonists/inverse agonists |
| PL338013A1 (en) | 1997-07-16 | 2000-09-25 | Novo Nordisk As | Derivatives of condensed 1,2,4-thiadiazine, their production and application |
| WO1999019313A1 (en) | 1997-10-27 | 1999-04-22 | Dr. Reddy's Research Foundation | Novel tricyclic compounds and their use in medicine; process for their preparation and pharmaceutical compositions containing them |
| CA2342251A1 (en) * | 1998-08-28 | 2000-03-09 | Scios Inc. | Use of piperidines and/or piperazines as inhibitors of p38-alpha kinase |
| CN1230421C (zh) * | 1999-02-10 | 2005-12-07 | 三菱制药株式会社 | 酰胺化合物及其药物用途 |
| FR2795726A1 (fr) * | 1999-06-30 | 2001-01-05 | Aventis Cropscience Sa | Nouveaux pyrazoles fongicides |
| US6541477B2 (en) * | 1999-08-27 | 2003-04-01 | Scios, Inc. | Inhibitors of p38-a kinase |
| CN1391476A (zh) * | 1999-09-27 | 2003-01-15 | 美国氰胺公司 | 血管升压素激动剂制剂和方法 |
| AU7962200A (en) * | 1999-10-29 | 2001-05-14 | Wakunaga Pharmaceutical Co., Ltd | Novel indole derivatives and drugs containing the same as the active ingredient |
| AU2001241927A1 (en) * | 2000-02-28 | 2001-09-12 | Scios Inc. | Inhibitors of p38-alpha kinase |
| SE0001899D0 (sv) | 2000-05-22 | 2000-05-22 | Pharmacia & Upjohn Ab | New compounds |
| GB0015601D0 (en) * | 2000-06-26 | 2000-08-16 | Ferring Bv | Novel antidiuretic agents |
| IL158941A0 (en) * | 2001-05-22 | 2004-05-12 | Neurogen Corp | Melanin concentrating hormone receptor ligands: substituted 1-benzyl-4-aryl piperazine analogues |
| TW591020B (en) * | 2001-06-20 | 2004-06-11 | Wyeth Corp | 6-(aryl-amido or aryl-amidomethyl)-naphthalen-2-yloxy-acidic derivatives as inhibitors of plasminogen activator inhibitor type-1 (PAI-1) |
| CA2462112A1 (en) * | 2001-10-01 | 2003-04-10 | Bristol-Myers Squibb Company | Spiro-hydantoin compounds useful as anti-inflammatory agents |
| AU2002363250A1 (en) * | 2001-11-01 | 2003-05-12 | Icagen, Inc. | Pyrazole-amides and-sulfonamides |
| TW200503994A (en) * | 2003-01-24 | 2005-02-01 | Novartis Ag | Organic compounds |
| EP1615667A2 (en) * | 2003-04-11 | 2006-01-18 | Novo Nordisk A/S | Combinations of an 11-beta-hydroxysteroid dehydrogenase type 1 inhibitor and a glucocorticoid receptor agonist |
| JP2006522750A (ja) * | 2003-04-11 | 2006-10-05 | ノボ ノルディスク アクティーゼルスカブ | 代謝性症候群ならびに関連の疾患および障害を治療するために、11β−ヒドロキシステロイドデヒドロゲナーゼ1型阻害剤および抗高血圧剤を使用する併用療法 |
| ATE467616T1 (de) * | 2003-04-11 | 2010-05-15 | High Point Pharmaceuticals Llc | Verbindungen mit aktivität an der 11beta- hydroxasteroiddehydrogenase |
-
2004
- 2004-04-06 AT AT07102177T patent/ATE467616T1/de not_active IP Right Cessation
- 2004-04-06 WO PCT/DK2004/000250 patent/WO2004089470A2/en not_active Ceased
- 2004-04-06 AT AT04725891T patent/ATE482747T1/de not_active IP Right Cessation
- 2004-04-06 WO PCT/DK2004/000252 patent/WO2004089896A1/en not_active Ceased
- 2004-04-06 JP JP2006504353A patent/JP2006522746A/ja active Pending
- 2004-04-06 EP EP07102177A patent/EP1787982B1/en not_active Expired - Lifetime
- 2004-04-06 JP JP2006504355A patent/JP4629657B2/ja not_active Expired - Fee Related
- 2004-04-06 EP EP10164336A patent/EP2239012A3/en not_active Withdrawn
- 2004-04-06 EP EP04725888A patent/EP1618090A1/en not_active Withdrawn
- 2004-04-06 DE DE602004027171T patent/DE602004027171D1/de not_active Expired - Lifetime
- 2004-04-06 EP EP04725891A patent/EP1615698B1/en not_active Expired - Lifetime
-
2009
- 2009-06-29 US US12/493,698 patent/US20090264414A1/en not_active Abandoned
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12336982B2 (en) | 2018-11-21 | 2025-06-24 | Rodeo Therapeutics Corporation | Compositions and methods of modulating short-chain dehydrogenase activity |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2006522746A5 (https=) | ||
| JP2006522744A5 (https=) | ||
| JP2006522750A5 (https=) | ||
| US7501405B2 (en) | Combination therapy using an 11β-hydroxysteroid dehydrogenase type 1 inhibitor and an antihypertensive agent for the treatment of metabolic syndrome and related diseases and disorders | |
| JP2006522744A (ja) | グルココルチコイド受容体アゴニスト療法に伴う副作用を最小化するための、11β−ヒドロキシステロイドデヒドロゲナーゼ1型阻害剤およびグルココルチコイド受容体アゴニストを使用する併用療法 | |
| JP2006522750A (ja) | 代謝性症候群ならびに関連の疾患および障害を治療するために、11β−ヒドロキシステロイドデヒドロゲナーゼ1型阻害剤および抗高血圧剤を使用する併用療法 | |
| US20060094699A1 (en) | Combination therapy using an 11beta-hydroxysteroid dehydrogenase type 1 inhibitor and a glucocorticoid receptor agonist to minimize the side effects associated with glucocorticoid receptor agonist therapy | |
| JP2006522746A (ja) | 置換されたアミドの薬学的使用 | |
| US20080108598A1 (en) | Pharmaceutical use of substituted amides | |
| ES2208870T3 (es) | Uso de antagonistas del receptor 5ht4 para resolver los efectos gastrointestinales de los inhibidores de la reabsorcion de serotonina. | |
| JP2018150314A (ja) | 抗コリン作用性神経保護組成物及び方法 | |
| ES2660317T3 (es) | Combinación de fármacos | |
| WO2007051810A2 (en) | Pharmaceutical use of substituted amides | |
| US20110178080A1 (en) | Melanocortin Receptor-Specific Spiro-Piperidine Compounds | |
| RU2010130095A (ru) | Активаторы глюкокиназы и фармацевтические композиции, содержащие их в качестве активного ингредиента | |
| KR20090005371A (ko) | 폐경후 성욕 장애의 치료를 위한 플리반세린의 용도 | |
| WO2005113542B1 (en) | N-cyclic sulfonamido inhibitors of gamma secretase | |
| WO2016114322A1 (ja) | 筋萎縮性側索硬化症の予防及び/又は治療剤 | |
| CN1361692A (zh) | 1-[4-(5-氰基吲哚-3-基)丁基]-4-(2-氨基甲酰基-苯并呋喃-5-基)哌嗪及其生理学上可接受的盐的新用途 | |
| WO2001095902A9 (en) | A composition comprising a combination of receptor agonists and antagonists | |
| WO2001095902A1 (en) | A composition comprising a combination of receptor agonists and antagonists | |
| WO2002036114A1 (en) | Composition comprising serotonin receptor antagonists, 5 ht-2 and 5 ht-3 | |
| WO2002036113A1 (en) | Composition comprising: serotonin receptor antagonists (5ht-2, 5ht-3) and agonist (5ht-4) | |
| JPH0648960A (ja) | 医 薬 | |
| WO1997017956A1 (en) | Method for treating anxiety |