JP2008504280A5 - - Google Patents
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- Publication number
- JP2008504280A5 JP2008504280A5 JP2007518304A JP2007518304A JP2008504280A5 JP 2008504280 A5 JP2008504280 A5 JP 2008504280A5 JP 2007518304 A JP2007518304 A JP 2007518304A JP 2007518304 A JP2007518304 A JP 2007518304A JP 2008504280 A5 JP2008504280 A5 JP 2008504280A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- cycloalkyl
- aryl
- heterocycloalkyl
- heteroaryl
- 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.)
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- 125000000217 alkyl group Chemical group 0.000 claims 196
- 125000000753 cycloalkyl group Chemical group 0.000 claims 190
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 185
- 125000003118 aryl group Chemical group 0.000 claims 167
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 145
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 145
- 125000001072 heteroaryl group Chemical group 0.000 claims 141
- 125000003545 alkoxy group Chemical group 0.000 claims 115
- 125000005843 halogen group Chemical group 0.000 claims 113
- 229910052799 carbon Inorganic materials 0.000 claims 91
- 229910052739 hydrogen Inorganic materials 0.000 claims 79
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 72
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 64
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 64
- 125000003282 alkyl amino group Chemical group 0.000 claims 60
- 125000004663 dialkyl amino group Chemical group 0.000 claims 56
- 125000005466 alkylenyl group Chemical group 0.000 claims 48
- 125000003710 aryl alkyl group Chemical group 0.000 claims 47
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 43
- 125000004429 atom Chemical group 0.000 claims 34
- 150000001875 compounds Chemical class 0.000 claims 33
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 31
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 24
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 24
- 229910052717 sulfur Inorganic materials 0.000 claims 24
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 23
- 229910052760 oxygen Inorganic materials 0.000 claims 22
- -1 1- [3- (2-methoxy Phenoxy) benzyl] -piperidin-4-yl Chemical group 0.000 claims 16
- 125000005885 heterocycloalkylalkyl group Chemical group 0.000 claims 14
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 13
- 125000004438 haloalkoxy group Chemical group 0.000 claims 12
- 150000003839 salts Chemical class 0.000 claims 10
- 239000000651 prodrug Substances 0.000 claims 8
- 229940002612 prodrug Drugs 0.000 claims 8
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 7
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 7
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims 6
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 6
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 6
- 125000006282 2-chlorobenzyl group Chemical group [H]C1=C([H])C(Cl)=C(C([H])=C1[H])C([H])([H])* 0.000 claims 5
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 3
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims 3
- GSANCHMVYHNYKP-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylsulfanyl]-n-(3-hydroxy-2,2-dimethylpropyl)-2-methylpropanamide Chemical compound OCC(C)(C)CNC(=O)C(C)(C)SCC1=CC=CC=C1Cl GSANCHMVYHNYKP-UHFFFAOYSA-N 0.000 claims 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims 2
- 208000032928 Dyslipidaemia Diseases 0.000 claims 2
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 2
- 206010020772 Hypertension Diseases 0.000 claims 2
- 208000017170 Lipid metabolism disease Diseases 0.000 claims 2
- 208000008589 Obesity Diseases 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 235000020824 obesity Nutrition 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 2
- 125000000980 1H-indol-3-ylmethyl group Chemical group [H]C1=C([H])C([H])=C2N([H])C([H])=C(C([H])([H])[*])C2=C1[H] 0.000 claims 1
- 125000004793 2,2,2-trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 claims 1
- ZYSXLIVVDSRNFY-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-cyclohexyl-2-methylpropanamide Chemical compound C1CCCCC1NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 ZYSXLIVVDSRNFY-UHFFFAOYSA-N 0.000 claims 1
- LRGIENGJMHQHAK-UHFFFAOYSA-N 2-(4-chlorophenyl)-2-methyl-n-(2-methyl-1-phenylpropan-2-yl)propanamide Chemical compound C=1C=C(Cl)C=CC=1C(C)(C)C(=O)NC(C)(C)CC1=CC=CC=C1 LRGIENGJMHQHAK-UHFFFAOYSA-N 0.000 claims 1
- VIYVIAVUVSHNFM-UHFFFAOYSA-N 2-(4-chlorophenyl)-2-methyl-n-(2-phenylcyclopropyl)propanamide Chemical compound C=1C=C(Cl)C=CC=1C(C)(C)C(=O)NC1CC1C1=CC=CC=C1 VIYVIAVUVSHNFM-UHFFFAOYSA-N 0.000 claims 1
- SGSFTGHPRUPOCH-UHFFFAOYSA-N 2-(4-chlorophenyl)-2-methyl-n-(4-phenylbutan-2-yl)propanamide Chemical compound C=1C=C(Cl)C=CC=1C(C)(C)C(=O)NC(C)CCC1=CC=CC=C1 SGSFTGHPRUPOCH-UHFFFAOYSA-N 0.000 claims 1
- NQPCWFYPMCXHEH-GOSISDBHSA-N 2-(4-chlorophenyl)-2-methyl-n-[(1r)-1,2,3,4-tetrahydronaphthalen-1-yl]propanamide Chemical compound N([C@H]1C2=CC=CC=C2CCC1)C(=O)C(C)(C)C1=CC=C(Cl)C=C1 NQPCWFYPMCXHEH-GOSISDBHSA-N 0.000 claims 1
- LRSJPZNIODZGAY-NHCUHLMSSA-N 2-(4-chlorophenyl)-2-methyl-n-[(1r,2r)-2-phenylmethoxycyclohexyl]propanamide Chemical compound O([C@@H]1CCCC[C@H]1NC(=O)C(C)(C)C=1C=CC(Cl)=CC=1)CC1=CC=CC=C1 LRSJPZNIODZGAY-NHCUHLMSSA-N 0.000 claims 1
- NQPCWFYPMCXHEH-SFHVURJKSA-N 2-(4-chlorophenyl)-2-methyl-n-[(1s)-1,2,3,4-tetrahydronaphthalen-1-yl]propanamide Chemical compound N([C@@H]1C2=CC=CC=C2CCC1)C(=O)C(C)(C)C1=CC=C(Cl)C=C1 NQPCWFYPMCXHEH-SFHVURJKSA-N 0.000 claims 1
- BOACGMASSUCCAT-UHFFFAOYSA-N 2-(4-chlorophenyl)-n-(2,3-dihydro-1,4-benzodioxin-3-ylmethyl)-2-methylpropanamide Chemical compound C1OC2=CC=CC=C2OC1CNC(=O)C(C)(C)C1=CC=C(Cl)C=C1 BOACGMASSUCCAT-UHFFFAOYSA-N 0.000 claims 1
- YJHSBOOCOWMAMB-UHFFFAOYSA-N 2-(4-chlorophenyl)-n-(3-hydroxy-2,2-dimethylpropyl)-2-methylpropanamide Chemical compound OCC(C)(C)CNC(=O)C(C)(C)C1=CC=C(Cl)C=C1 YJHSBOOCOWMAMB-UHFFFAOYSA-N 0.000 claims 1
- HRVLAABWWCMEBE-GUYCJALGSA-N 2-(4-chlorophenyl)-n-[(1r,2s)-1-hydroxy-1-phenylpropan-2-yl]-2-methylpropanamide Chemical compound N([C@@H](C)[C@H](O)C=1C=CC=CC=1)C(=O)C(C)(C)C1=CC=C(Cl)C=C1 HRVLAABWWCMEBE-GUYCJALGSA-N 0.000 claims 1
- FMYNXGJVVQJYEC-DLBZAZTESA-N 2-(4-chlorophenyl)-n-[(1r,2s)-2-hydroxy-2,3-dihydro-1h-inden-1-yl]-2-methylpropanamide Chemical compound N([C@@H]1C2=CC=CC=C2C[C@@H]1O)C(=O)C(C)(C)C1=CC=C(Cl)C=C1 FMYNXGJVVQJYEC-DLBZAZTESA-N 0.000 claims 1
- GDNDZJKBTNRMEG-ZDUSSCGKSA-N 2-(4-chlorophenyl)-n-[(1s)-1-cyclohexylethyl]-2-methylpropanamide Chemical compound N([C@@H](C)C1CCCCC1)C(=O)C(C)(C)C1=CC=C(Cl)C=C1 GDNDZJKBTNRMEG-ZDUSSCGKSA-N 0.000 claims 1
- CKTLIUQWYYSOGZ-QGZVFWFLSA-N 2-(4-chlorophenyl)-n-[(2r)-1-hydroxy-3-phenylpropan-2-yl]-2-methylpropanamide Chemical compound C([C@H](CO)NC(=O)C(C)(C)C=1C=CC(Cl)=CC=1)C1=CC=CC=C1 CKTLIUQWYYSOGZ-QGZVFWFLSA-N 0.000 claims 1
- XARCMGHUOZUUIW-KRWDZBQOSA-N 2-(4-chlorophenyl)-n-[(2s)-1-hydroxy-3-(1h-indol-3-yl)propan-2-yl]-2-methylpropanamide Chemical compound N([C@H](CO)CC=1C2=CC=CC=C2NC=1)C(=O)C(C)(C)C1=CC=C(Cl)C=C1 XARCMGHUOZUUIW-KRWDZBQOSA-N 0.000 claims 1
- VMJUTIGJBCIOQZ-SFHVURJKSA-N 2-(4-chlorophenyl)-n-[(2s)-1-methoxy-3-phenylpropan-2-yl]-2-methylpropanamide Chemical compound C([C@@H](COC)NC(=O)C(C)(C)C=1C=CC(Cl)=CC=1)C1=CC=CC=C1 VMJUTIGJBCIOQZ-SFHVURJKSA-N 0.000 claims 1
- SBKKZZBIUSVCQK-UHFFFAOYSA-N 2-(4-chlorophenyl)-n-[1-(3-hydroxy-4-methylphenyl)butan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1C(C)(C)C(=O)NC(CC)CC1=CC=C(C)C(O)=C1 SBKKZZBIUSVCQK-UHFFFAOYSA-N 0.000 claims 1
- JTZNKWSSMDHLLZ-UHFFFAOYSA-N 2-(4-chlorophenyl)-n-[1-(hydroxymethyl)cyclopentyl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1C(C)(C)C(=O)NC1(CO)CCCC1 JTZNKWSSMDHLLZ-UHFFFAOYSA-N 0.000 claims 1
- GRLZQCQXEKBAGF-UHFFFAOYSA-N 2-(4-chlorophenyl)-n-[2-(hydroxymethyl)-3-bicyclo[2.2.1]heptanyl]-2-methylpropanamide Chemical compound C1C2CCC1C(CO)C2NC(=O)C(C)(C)C1=CC=C(Cl)C=C1 GRLZQCQXEKBAGF-UHFFFAOYSA-N 0.000 claims 1
- YGHOZONJDUKKIT-SWLSCSKDSA-N 2-(4-chlorophenyl)-n-[[(1s,2r)-2-hydroxycyclohexyl]methyl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1C(C)(C)C(=O)NC[C@@H]1CCCC[C@H]1O YGHOZONJDUKKIT-SWLSCSKDSA-N 0.000 claims 1
- SUISOQCJBMMJQH-UHFFFAOYSA-N 2-(4-chlorophenyl)-n-cyclohexyl-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1C(C)(C)C(=O)NC1CCCCC1 SUISOQCJBMMJQH-UHFFFAOYSA-N 0.000 claims 1
- TYVCUHHTCILZHI-UHFFFAOYSA-N 2-(4-chlorophenyl)-n-cyclopentyl-n-cyclopropyl-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1C(C)(C)C(=O)N(C1CCCC1)C1CC1 TYVCUHHTCILZHI-UHFFFAOYSA-N 0.000 claims 1
- VSGKHRRUNQCERT-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylsulfanyl]-2-methyl-n-(2-methyl-1-phenylpropan-2-yl)propanamide Chemical compound C=1C=CC=C(Cl)C=1CSC(C)(C)C(=O)NC(C)(C)CC1=CC=CC=C1 VSGKHRRUNQCERT-UHFFFAOYSA-N 0.000 claims 1
- YHXOTDGBOPAKKX-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylsulfanyl]-2-methyl-n-(4-phenylbutan-2-yl)propanamide Chemical compound C=1C=CC=C(Cl)C=1CSC(C)(C)C(=O)NC(C)CCC1=CC=CC=C1 YHXOTDGBOPAKKX-UHFFFAOYSA-N 0.000 claims 1
- WRAFJTVSVNKAJJ-LJQANCHMSA-N 2-[(2-chlorophenyl)methylsulfanyl]-2-methyl-n-[(1r)-1,2,3,4-tetrahydronaphthalen-1-yl]propanamide Chemical compound N([C@H]1C2=CC=CC=C2CCC1)C(=O)C(C)(C)SCC1=CC=CC=C1Cl WRAFJTVSVNKAJJ-LJQANCHMSA-N 0.000 claims 1
- ICBBNMJCOQAPFV-FGZHOGPDSA-N 2-[(2-chlorophenyl)methylsulfanyl]-2-methyl-n-[(1r,2r)-2-phenylmethoxycyclohexyl]propanamide Chemical compound N([C@H]1[C@@H](CCCC1)OCC=1C=CC=CC=1)C(=O)C(C)(C)SCC1=CC=CC=C1Cl ICBBNMJCOQAPFV-FGZHOGPDSA-N 0.000 claims 1
- KWIWRRZTNJFXES-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylsulfanyl]-n-(2,3-dihydro-1,4-benzodioxin-3-ylmethyl)-2-methylpropanamide Chemical compound C1OC2=CC=CC=C2OC1CNC(=O)C(C)(C)SCC1=CC=CC=C1Cl KWIWRRZTNJFXES-UHFFFAOYSA-N 0.000 claims 1
- JNFXWWFHUQLPBS-KSSFIOAISA-N 2-[(2-chlorophenyl)methylsulfanyl]-n-[(1r,2s)-1-hydroxy-1-phenylpropan-2-yl]-2-methylpropanamide Chemical compound N([C@@H](C)[C@H](O)C=1C=CC=CC=1)C(=O)C(C)(C)SCC1=CC=CC=C1Cl JNFXWWFHUQLPBS-KSSFIOAISA-N 0.000 claims 1
- DFCUFMGVRLSBHZ-ZWKOTPCHSA-N 2-[(2-chlorophenyl)methylsulfanyl]-n-[(1r,2s)-2-hydroxy-2,3-dihydro-1h-inden-1-yl]-2-methylpropanamide Chemical compound N([C@@H]1C2=CC=CC=C2C[C@@H]1O)C(=O)C(C)(C)SCC1=CC=CC=C1Cl DFCUFMGVRLSBHZ-ZWKOTPCHSA-N 0.000 claims 1
- VCYPYNIEECBFHT-AWEZNQCLSA-N 2-[(2-chlorophenyl)methylsulfanyl]-n-[(1s)-1-cyclohexylethyl]-2-methylpropanamide Chemical compound N([C@@H](C)C1CCCCC1)C(=O)C(C)(C)SCC1=CC=CC=C1Cl VCYPYNIEECBFHT-AWEZNQCLSA-N 0.000 claims 1
- ZHMVSIIXOCEHGX-KRWDZBQOSA-N 2-[(2-chlorophenyl)methylsulfanyl]-n-[(2s)-1-hydroxy-3-(1h-indol-3-yl)propan-2-yl]-2-methylpropanamide Chemical compound N([C@H](CO)CC=1C2=CC=CC=C2NC=1)C(=O)C(C)(C)SCC1=CC=CC=C1Cl ZHMVSIIXOCEHGX-KRWDZBQOSA-N 0.000 claims 1
- ZVPMHIKBMXWWHY-SFHVURJKSA-N 2-[(2-chlorophenyl)methylsulfanyl]-n-[(2s)-1-methoxy-3-phenylpropan-2-yl]-2-methylpropanamide Chemical compound C([C@@H](COC)NC(=O)C(C)(C)SCC=1C(=CC=CC=1)Cl)C1=CC=CC=C1 ZVPMHIKBMXWWHY-SFHVURJKSA-N 0.000 claims 1
- OZCRAYFUWMEKST-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylsulfanyl]-n-[1-(3-hydroxy-4-methylphenyl)butan-2-yl]-2-methylpropanamide Chemical compound C=1C=CC=C(Cl)C=1CSC(C)(C)C(=O)NC(CC)CC1=CC=C(C)C(O)=C1 OZCRAYFUWMEKST-UHFFFAOYSA-N 0.000 claims 1
- AMHRFYAWZSNWRN-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylsulfanyl]-n-[1-(hydroxymethyl)cyclopentyl]-2-methylpropanamide Chemical compound C1CCCC1(CO)NC(=O)C(C)(C)SCC1=CC=CC=C1Cl AMHRFYAWZSNWRN-UHFFFAOYSA-N 0.000 claims 1
- KCBUIDVUHWBFCR-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylsulfanyl]-n-[2-(hydroxymethyl)-3-bicyclo[2.2.1]heptanyl]-2-methylpropanamide Chemical compound C1C2CCC1C(CO)C2NC(=O)C(C)(C)SCC1=CC=CC=C1Cl KCBUIDVUHWBFCR-UHFFFAOYSA-N 0.000 claims 1
- SUFMHACSNWMNHT-XJKSGUPXSA-N 2-[(2-chlorophenyl)methylsulfanyl]-n-[[(1s,2r)-2-hydroxycyclohexyl]methyl]-2-methylpropanamide Chemical compound C([C@H]1[C@@H](CCCC1)O)NC(=O)C(C)(C)SCC1=CC=CC=C1Cl SUFMHACSNWMNHT-XJKSGUPXSA-N 0.000 claims 1
- NLTDOFWXOYOWPU-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylsulfanyl]-n-cyclohexyl-2-methylpropanamide Chemical compound C1CCCCC1NC(=O)C(C)(C)SCC1=CC=CC=C1Cl NLTDOFWXOYOWPU-UHFFFAOYSA-N 0.000 claims 1
- KWFFYGDZNARZBW-UHFFFAOYSA-N 2-[4-(cyanomethoxy)phenyl]sulfanyl-n-cyclohexyl-2-methylpropanamide Chemical compound C1CCCCC1NC(=O)C(C)(C)SC1=CC=C(OCC#N)C=C1 KWFFYGDZNARZBW-UHFFFAOYSA-N 0.000 claims 1
- WMKSPABBYBFOLD-UHFFFAOYSA-N 2-[4-[1-(cyclohexylamino)-2-methyl-1-oxopropan-2-yl]sulfanylphenoxy]acetic acid Chemical compound C1CCCCC1NC(=O)C(C)(C)SC1=CC=C(OCC(O)=O)C=C1 WMKSPABBYBFOLD-UHFFFAOYSA-N 0.000 claims 1
- 125000001847 2-phenylcyclopropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 206010002383 Angina Pectoris Diseases 0.000 claims 1
- 206010003210 Arteriosclerosis Diseases 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- 208000028698 Cognitive impairment Diseases 0.000 claims 1
- 206010012289 Dementia Diseases 0.000 claims 1
- 206010070901 Diabetic dyslipidaemia Diseases 0.000 claims 1
- 208000010412 Glaucoma Diseases 0.000 claims 1
- 208000002705 Glucose Intolerance Diseases 0.000 claims 1
- 206010018429 Glucose tolerance impaired Diseases 0.000 claims 1
- 206010019280 Heart failures Diseases 0.000 claims 1
- 208000035150 Hypercholesterolemia Diseases 0.000 claims 1
- 206010022489 Insulin Resistance Diseases 0.000 claims 1
- 206010049287 Lipodystrophy acquired Diseases 0.000 claims 1
- 208000001145 Metabolic Syndrome Diseases 0.000 claims 1
- 208000001132 Osteoporosis Diseases 0.000 claims 1
- 208000018262 Peripheral vascular disease Diseases 0.000 claims 1
- 208000006011 Stroke Diseases 0.000 claims 1
- 208000007536 Thrombosis Diseases 0.000 claims 1
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 1
- 208000027418 Wounds and injury Diseases 0.000 claims 1
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims 1
- 229960002478 aldosterone Drugs 0.000 claims 1
- 208000011775 arteriosclerosis disease Diseases 0.000 claims 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 1
- 208000010877 cognitive disease Diseases 0.000 claims 1
- 208000029078 coronary artery disease Diseases 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 230000006378 damage Effects 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000002526 effect on cardiovascular system Effects 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- QIEOLQHCMBKNBL-UHFFFAOYSA-N ethyl 2-[4-[1-(cyclohexylamino)-2-methyl-1-oxopropan-2-yl]sulfanylphenoxy]acetate Chemical compound C1=CC(OCC(=O)OCC)=CC=C1SC(C)(C)C(=O)NC1CCCCC1 QIEOLQHCMBKNBL-UHFFFAOYSA-N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 201000001421 hyperglycemia Diseases 0.000 claims 1
- 208000020346 hyperlipoproteinemia Diseases 0.000 claims 1
- 208000006575 hypertriglyceridemia Diseases 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 208000014674 injury Diseases 0.000 claims 1
- 210000003734 kidney Anatomy 0.000 claims 1
- 208000017169 kidney disease Diseases 0.000 claims 1
- 208000006132 lipodystrophy Diseases 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- ULXFLSPUFFPEGH-DLBZAZTESA-N n-[(1r,2s)-2-hydroxy-2,3-dihydro-1h-inden-1-yl]-2-methyl-2-phenylsulfanylpropanamide Chemical compound N([C@@H]1C2=CC=CC=C2C[C@@H]1O)C(=O)C(C)(C)SC1=CC=CC=C1 ULXFLSPUFFPEGH-DLBZAZTESA-N 0.000 claims 1
- BJQWNJXKECVEDA-UHFFFAOYSA-N n-cyclohexyl-2-(4-ethoxyphenyl)sulfanyl-2-methylpropanamide Chemical compound C1=CC(OCC)=CC=C1SC(C)(C)C(=O)NC1CCCCC1 BJQWNJXKECVEDA-UHFFFAOYSA-N 0.000 claims 1
- USWQWMWOFBZTOS-UHFFFAOYSA-N n-cyclohexyl-2-(4-hydroxyphenyl)sulfanyl-2-methylpropanamide Chemical compound C1CCCCC1NC(=O)C(C)(C)SC1=CC=C(O)C=C1 USWQWMWOFBZTOS-UHFFFAOYSA-N 0.000 claims 1
- NXLOCUZPMLSCMG-UHFFFAOYSA-N n-cyclohexyl-2-[4-(3-hydroxypropoxy)phenyl]sulfanyl-2-methylpropanamide Chemical compound C1CCCCC1NC(=O)C(C)(C)SC1=CC=C(OCCCO)C=C1 NXLOCUZPMLSCMG-UHFFFAOYSA-N 0.000 claims 1
- RNKXGCQFZNXIQF-UHFFFAOYSA-N n-cyclohexyl-2-methyl-2-(4-phenylmethoxyphenyl)sulfanylpropanamide Chemical compound C1CCCCC1NC(=O)C(C)(C)SC(C=C1)=CC=C1OCC1=CC=CC=C1 RNKXGCQFZNXIQF-UHFFFAOYSA-N 0.000 claims 1
- QTGVJHSAYOFFTG-UHFFFAOYSA-N n-cyclohexyl-2-methyl-2-(4-prop-2-enoxyphenyl)sulfanylpropanamide Chemical compound C1CCCCC1NC(=O)C(C)(C)SC1=CC=C(OCC=C)C=C1 QTGVJHSAYOFFTG-UHFFFAOYSA-N 0.000 claims 1
- 230000008816 organ damage Effects 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 230000002792 vascular Effects 0.000 claims 1
- 0 C*1Oc(cccc2)c2OC(C)(*)C1 Chemical compound C*1Oc(cccc2)c2OC(C)(*)C1 0.000 description 4
- FPQOQDFWCJXVKF-UHFFFAOYSA-N CC1CC(C)OCC1 Chemical compound CC1CC(C)OCC1 FPQOQDFWCJXVKF-UHFFFAOYSA-N 0.000 description 1
- MGMHILKONGEISP-UHFFFAOYSA-N CCC(C)(CC)C(F)(F)F Chemical compound CCC(C)(CC)C(F)(F)F MGMHILKONGEISP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
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| ATE538124T1 (de) * | 2004-11-12 | 2012-01-15 | Bristol Myers Squibb Co | Imidazokondensierte tricyclische verbindungen auf thiazoloä4,5-büpyridin-basis und pharmazeutische zusammensetzungen damit |
| CA2587153A1 (en) | 2004-11-18 | 2006-05-26 | Incyte Corporation | Inhibitors of 11-.beta. hydroxyl steroid dehydrogenase type 1 and methods of using the same |
| US7217838B2 (en) | 2005-01-05 | 2007-05-15 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| KR100979577B1 (ko) | 2005-03-03 | 2010-09-01 | 에프. 호프만-라 로슈 아게 | 2형 진성 당뇨병의 치료를 위한11-베타-하이드록시스테로이드 탈수소효소의 억제제로서1-설폰일-피페리딘-3-카복실산 아마이드 유도체 |
| AR055329A1 (es) * | 2005-06-15 | 2007-08-15 | Senomyx Inc | Amidas bis-aromaticas y sus usos como modificadores de sabor dulce, saborizantes, y realzadores de sabor |
| JP2009508963A (ja) | 2005-09-21 | 2009-03-05 | インサイト・コーポレイション | アミド化合物および医薬組成物としてのその使用 |
| TW200804382A (en) | 2005-12-05 | 2008-01-16 | Incyte Corp | Lactam compounds and methods of using the same |
| 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 |
| TW200804341A (en) | 2006-01-31 | 2008-01-16 | Incyte Corp | Amido compounds and their use as pharmaceuticals |
| WO2007101270A1 (en) | 2006-03-02 | 2007-09-07 | Incyte Corporation | MODULATORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE 1, PHARMACEUTICAL COMPOSITIONS THEREOF, AND METHODS OF USING THE SAME |
| WO2007103719A2 (en) | 2006-03-03 | 2007-09-13 | Incyte Corporation | MODULATORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE 1, PHARMACEUTICAL COMPOSITIONS THEREOF, AND METHODS OF USING THE SAME |
| WO2007130898A1 (en) | 2006-05-01 | 2007-11-15 | Incyte Corporation | TETRASUBSTITUTED UREAS AS MODULATORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE 1 |
| CA2652375A1 (en) | 2006-05-17 | 2007-11-29 | Incyte Corporation | Heterocyclic inhibitors of 11-.beta. hydroxyl steroid dehydrogenase type i and methods of using the same |
| US8799050B2 (en) * | 2007-05-18 | 2014-08-05 | Bank Of America Corporation | Resource demand capacity mechanism |
| 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. |
-
2005
- 2005-06-23 EP EP05763245A patent/EP1768954A4/en not_active Withdrawn
- 2005-06-23 JP JP2007518304A patent/JP2008504280A/ja not_active Withdrawn
- 2005-06-23 US US11/159,865 patent/US7687665B2/en not_active Expired - Fee Related
- 2005-06-23 CA CA002584502A patent/CA2584502A1/en not_active Abandoned
- 2005-06-23 WO PCT/US2005/022434 patent/WO2006002361A2/en not_active Ceased
-
2010
- 2010-02-02 US US12/698,261 patent/US20100137401A1/en not_active Abandoned
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