JP2004502674A - エイズを治療するためのピロール誘導体 - Google Patents

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Publication number

JP2004502674A

JP2004502674A JP2002507781A JP2002507781A JP2004502674A JP 2004502674 A JP2004502674 A JP 2004502674A JP 2002507781 A JP2002507781 A JP 2002507781A JP 2002507781 A JP2002507781 A JP 2002507781A JP 2004502674 A JP2004502674 A JP 2004502674A

Authority

JP

Japan

Prior art keywords

methyl

isopropyl

pyridyl

pyrrole

dichlorophenylthio

Prior art date

2000-07-04

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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• 150000003233 pyrroles Chemical class 0.000 title abstract description 21
• 208000030507 AIDS Diseases 0.000 title description 4
• -1 methyl Oxycarbonyl Chemical group 0.000 claims abstract description 516
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 174
• 150000001875 compounds Chemical class 0.000 claims abstract description 135
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 96
• 239000001257 hydrogen Substances 0.000 claims abstract description 66
• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 66
• 125000003118 aryl group Chemical group 0.000 claims abstract description 55
• 238000000034 method Methods 0.000 claims abstract description 50
• 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 44
• 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 26
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 25
• 229910052717 sulfur Inorganic materials 0.000 claims abstract description 24
• 125000003545 alkoxy group Chemical group 0.000 claims abstract description 23
• 150000002148 esters Chemical class 0.000 claims abstract description 22
• 241000725303 Human immunodeficiency virus Species 0.000 claims abstract description 20
• 150000003839 salts Chemical class 0.000 claims abstract description 18
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 14
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 14
• 239000003814 drug Substances 0.000 claims abstract description 14
• 230000001404 mediated effect Effects 0.000 claims abstract description 12
• 125000003342 alkenyl group Chemical group 0.000 claims abstract description 7
• 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 6
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 6
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 106
• 125000001424 substituent group Chemical group 0.000 claims description 74
• 239000000203 mixture Substances 0.000 claims description 57
• 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 49
• 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 39
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 37
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 33
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 28
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 27
• 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 22
• 229910052736 halogen Inorganic materials 0.000 claims description 21
• 150000002367 halogens Chemical class 0.000 claims description 21
• 229910052757 nitrogen Inorganic materials 0.000 claims description 17
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 17
• 201000010099 disease Diseases 0.000 claims description 16
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 16
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 16
• 229910052760 oxygen Inorganic materials 0.000 claims description 15
• 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 15
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 11
• 125000005344 pyridylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 claims description 10
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 9
• 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 9
• ILFIRBGRMCGNOO-UHFFFAOYSA-N 1,1-bis($l^{1}-oxidanyl)ethene Chemical group [O]C([O])=C ILFIRBGRMCGNOO-UHFFFAOYSA-N 0.000 claims description 8
• DGYIJVNZSDYBOE-UHFFFAOYSA-N [CH2]C1=CC=NC=C1 Chemical group [CH2]C1=CC=NC=C1 DGYIJVNZSDYBOE-UHFFFAOYSA-N 0.000 claims description 8
• 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 8
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 8
• 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 7
• 150000001540 azides Chemical class 0.000 claims description 6
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 6
• 239000012336 iodinating agent Substances 0.000 claims description 6
• GNEDCDOSYXWZDO-UHFFFAOYSA-N 2-iodo-1h-pyrrole Chemical class IC1=CC=CN1 GNEDCDOSYXWZDO-UHFFFAOYSA-N 0.000 claims description 5
• 238000004519 manufacturing process Methods 0.000 claims description 5
• VBYXIATXFWEYOE-UHFFFAOYSA-N 1-[5-(3,5-dichlorophenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]propan-2-ol Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CC(O)C)=CN1CC1=CC=NC=C1 VBYXIATXFWEYOE-UHFFFAOYSA-N 0.000 claims description 4
• XKFSJQJRYDRRAS-UHFFFAOYSA-N 5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carbaldehyde Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(C=O)=C(C)N1CC1=CC=NC=C1 XKFSJQJRYDRRAS-UHFFFAOYSA-N 0.000 claims description 4
• RRDWYNMKASTPOP-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanamine Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CN)=C(C)N1CC1=CC=NC=C1 RRDWYNMKASTPOP-UHFFFAOYSA-N 0.000 claims description 4
• GRNQWGLQZKJIIO-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 GRNQWGLQZKJIIO-UHFFFAOYSA-N 0.000 claims description 4
• FNYYHEZFHAUXPH-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-2-yl]methanol Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C=C(CO)N1CC1=CC=NC=C1 FNYYHEZFHAUXPH-UHFFFAOYSA-N 0.000 claims description 4
• TZUFOVKURPPYOG-UHFFFAOYSA-N 1-[5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]ethanone Chemical compound C=1C=NC=CC=1CN1C(C)=C(C(C)=O)C(C(C)C)=C1SC1=CC(Cl)=CC(Cl)=C1 TZUFOVKURPPYOG-UHFFFAOYSA-N 0.000 claims description 3
• 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 3
• GVGGAWRZMNKCRT-UHFFFAOYSA-N 4-[[2-(3-bromo-5-chlorophenyl)sulfanyl-5-methyl-3-propan-2-ylpyrrol-1-yl]methyl]pyridine Chemical compound C=1C(Cl)=CC(Br)=CC=1SC1=C(C(C)C)C=C(C)N1CC1=CC=NC=C1 GVGGAWRZMNKCRT-UHFFFAOYSA-N 0.000 claims description 3
• BMXZFHZKHQJVCW-UHFFFAOYSA-N 5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxylic acid Chemical compound C=1C=NC=CC=1CN1C(C)=C(C(O)=O)C(C(C)C)=C1SC1=CC(Cl)=CC(Cl)=C1 BMXZFHZKHQJVCW-UHFFFAOYSA-N 0.000 claims description 3
• PBHQJBDDHVASAJ-UHFFFAOYSA-N 5-(3,5-dichlorophenyl)sulfanyl-3-(hydroxymethyl)-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-2-carbaldehyde Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CO)=C(C=O)N1CC1=CC=NC=C1 PBHQJBDDHVASAJ-UHFFFAOYSA-N 0.000 claims description 3
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 3
• 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
• MGOGKPMIZGEGOZ-REOHCLBHSA-N (2s)-2-amino-3-hydroxypropanamide Chemical compound OC[C@H](N)C(N)=O MGOGKPMIZGEGOZ-REOHCLBHSA-N 0.000 claims description 2
• UYJLCHZWBYASFB-UHFFFAOYSA-N 4-[[2-(3,5-dichlorophenyl)sulfanyl-4-ethenyl-5-methyl-3-propan-2-ylpyrrol-1-yl]methyl]pyridine Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(C=C)=C(C)N1CC1=CC=NC=C1 UYJLCHZWBYASFB-UHFFFAOYSA-N 0.000 claims description 2
• OIOFYKBHMYIXQQ-UHFFFAOYSA-N 4-[[2-(3,5-dichlorophenyl)sulfanyl-5-methyl-3-propan-2-ylpyrrol-1-yl]methyl]pyridine Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C=C(C)N1CC1=CC=NC=C1 OIOFYKBHMYIXQQ-UHFFFAOYSA-N 0.000 claims description 2
• HJDFVDXLTFBFIE-UHFFFAOYSA-N 4-[[4-(azidomethyl)-2-(3,5-dichlorophenyl)sulfanyl-5-methyl-3-propan-2-ylpyrrol-1-yl]methyl]pyridine Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CN=[N+]=[N-])=C(C)N1CC1=CC=NC=C1 HJDFVDXLTFBFIE-UHFFFAOYSA-N 0.000 claims description 2
• FSJSSNUNXMMQNT-UHFFFAOYSA-N 5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-phenyl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound C=1C=NC=CC=1CN1C(C)=C(C(N)=O)C(C=2C=CC=CC=2)=C1SC1=CC(Cl)=CC(Cl)=C1 FSJSSNUNXMMQNT-UHFFFAOYSA-N 0.000 claims description 2
• 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
• NHRYXUAOTWGULV-UHFFFAOYSA-N ethyl 2-[5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]-2-oxoacetate Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(C(=O)C(=O)OCC)=C(C)N1CC1=CC=NC=C1 NHRYXUAOTWGULV-UHFFFAOYSA-N 0.000 claims description 2
• CGHZXFOQSJGMKE-UHFFFAOYSA-N 4-[[2-(3,5-dichlorophenyl)sulfanyl-4-(methoxymethyl)-5-methyl-3-propan-2-ylpyrrol-1-yl]methyl]pyridine Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(COC)=C(C)N1CC1=CC=NC=C1 CGHZXFOQSJGMKE-UHFFFAOYSA-N 0.000 claims 3
• ZKGHJMSPQNUHSU-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-3-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=CN=C1 ZKGHJMSPQNUHSU-UHFFFAOYSA-N 0.000 claims 3
• RVXJAYPWEXAJCW-UHFFFAOYSA-N 4-[[2-(3,5-dichlorophenyl)sulfanyl-4,5-dimethyl-3-propan-2-ylpyrrol-1-yl]methyl]pyridine Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(C)=C(C)N1CC1=CC=NC=C1 RVXJAYPWEXAJCW-UHFFFAOYSA-N 0.000 claims 2
• DAWSCXAALVCTQY-UHFFFAOYSA-N 5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound C=1C=NC=CC=1CN1C(C)=C(C(N)=O)C(C(C)C)=C1SC1=CC(Cl)=CC(Cl)=C1 DAWSCXAALVCTQY-UHFFFAOYSA-N 0.000 claims 2
• DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
• WEBRUTUJHUWZPN-UHFFFAOYSA-N [1-(cyclohexylmethyl)-5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-ylpyrrol-3-yl]methanol Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1CCCCC1 WEBRUTUJHUWZPN-UHFFFAOYSA-N 0.000 claims 2
• RWYKLZFFVYBQAD-UHFFFAOYSA-N [1-benzyl-5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-ylpyrrol-3-yl]methanol Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=CC=C1 RWYKLZFFVYBQAD-UHFFFAOYSA-N 0.000 claims 2
• NNVYGLJOFBQUBO-UHFFFAOYSA-N [2-methyl-4-propan-2-yl-1,5-bis(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=NC=CC=1CC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 NNVYGLJOFBQUBO-UHFFFAOYSA-N 0.000 claims 2
• BKTSAGBCUJXLTR-UHFFFAOYSA-N [2-methyl-4-propan-2-yl-5-propan-2-ylsulfanyl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound CC(C)SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 BKTSAGBCUJXLTR-UHFFFAOYSA-N 0.000 claims 2
• QQOHZSYPNKNGGD-UHFFFAOYSA-N [2-methyl-5-(3-nitrophenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=CC([N+]([O-])=O)=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 QQOHZSYPNKNGGD-UHFFFAOYSA-N 0.000 claims 2
• KKGUOCPIQVMCOE-UHFFFAOYSA-N [2-methyl-5-methylsulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound CSC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 KKGUOCPIQVMCOE-UHFFFAOYSA-N 0.000 claims 2
• BIPMUHHCDPZFDD-UHFFFAOYSA-N [2-methyl-5-phenylsulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=CC=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 BIPMUHHCDPZFDD-UHFFFAOYSA-N 0.000 claims 2
• NFCCDFQEHMMNDJ-UHFFFAOYSA-N [4-(3,4-dichlorophenyl)-5-(3,5-dichlorophenyl)sulfanyl-2-methyl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=NC=CC=1CN1C(C)=C(CO)C(C=2C=C(Cl)C(Cl)=CC=2)=C1SC1=CC(Cl)=CC(Cl)=C1 NFCCDFQEHMMNDJ-UHFFFAOYSA-N 0.000 claims 2
• DXNOEFFEXRUKQV-UHFFFAOYSA-N [4-(4-chlorophenyl)-5-(3,5-dichlorophenyl)sulfanyl-2-methyl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=NC=CC=1CN1C(C)=C(CO)C(C=2C=CC(Cl)=CC=2)=C1SC1=CC(Cl)=CC(Cl)=C1 DXNOEFFEXRUKQV-UHFFFAOYSA-N 0.000 claims 2
• NBWTVIWCGQNXPX-UHFFFAOYSA-N [5-(3,5-dichlorophenoxy)-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C(Cl)=CC(Cl)=CC=1OC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 NBWTVIWCGQNXPX-UHFFFAOYSA-N 0.000 claims 2
• YKBHCELMYZVYRK-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-1,2-dimethyl-4-propan-2-ylpyrrol-3-yl]methanol Chemical compound OCC1=C(C)N(C)C(SC=2C=C(Cl)C=C(Cl)C=2)=C1C(C)C YKBHCELMYZVYRK-UHFFFAOYSA-N 0.000 claims 2
• NJVGRAQSDIYKSQ-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-1-ethyl-2-methyl-4-propan-2-ylpyrrol-3-yl]methanol Chemical compound CCN1C(C)=C(CO)C(C(C)C)=C1SC1=CC(Cl)=CC(Cl)=C1 NJVGRAQSDIYKSQ-UHFFFAOYSA-N 0.000 claims 2
• JTVDNMOWWJSBHU-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-2-(hydroxymethyl)-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CO)=C(CO)N1CC1=CC=NC=C1 JTVDNMOWWJSBHU-UHFFFAOYSA-N 0.000 claims 2
• NTJNOHWOFUHLMK-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-2-ethyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=NC=CC=1CN1C(CC)=C(CO)C(C(C)C)=C1SC1=CC(Cl)=CC(Cl)=C1 NTJNOHWOFUHLMK-UHFFFAOYSA-N 0.000 claims 2
• SGKJTZQKGHLJGF-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-(4-methylphenyl)-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=NC=CC=1CN1C(C)=C(CO)C(C=2C=CC(C)=CC=2)=C1SC1=CC(Cl)=CC(Cl)=C1 SGKJTZQKGHLJGF-UHFFFAOYSA-N 0.000 claims 2
• HGLXOJRVWUUAKR-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-phenyl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=NC=CC=1CN1C(C)=C(CO)C(C=2C=CC=CC=2)=C1SC1=CC(Cl)=CC(Cl)=C1 HGLXOJRVWUUAKR-UHFFFAOYSA-N 0.000 claims 2
• LXOCSTAMCATDJJ-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-2-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=CC=N1 LXOCSTAMCATDJJ-UHFFFAOYSA-N 0.000 claims 2
• YJCFENCRTMKYEX-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-3-methyl-1-propan-2-yl-4-(pyridin-4-ylmethyl)pyrrol-2-yl]methanol Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC=1N(C(C)C)C(CO)=C(C)C=1CC1=CC=NC=C1 YJCFENCRTMKYEX-UHFFFAOYSA-N 0.000 claims 2
• AMHJEIVVLLXFTI-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-3-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-2-yl]methanol Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(C)=C(CO)N1CC1=CC=NC=C1 AMHJEIVVLLXFTI-UHFFFAOYSA-N 0.000 claims 2
• YCZNSHYMCQVRII-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-4-(4-methoxyphenyl)-2-methyl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C1=CC(OC)=CC=C1C1=C(SC=2C=C(Cl)C=C(Cl)C=2)N(CC=2C=CN=CC=2)C(C)=C1CO YCZNSHYMCQVRII-UHFFFAOYSA-N 0.000 claims 2
• IQXFKQNAMUFNKC-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CO)=CN1CC1=CC=NC=C1 IQXFKQNAMUFNKC-UHFFFAOYSA-N 0.000 claims 2
• SMBIBSZOLMAENG-UHFFFAOYSA-N [5-(3,5-dimethylphenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C(C)=CC(C)=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 SMBIBSZOLMAENG-UHFFFAOYSA-N 0.000 claims 2
• SUMWWNMGUWJJOZ-UHFFFAOYSA-N [5-(3-chlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=CC(Cl)=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 SUMWWNMGUWJJOZ-UHFFFAOYSA-N 0.000 claims 2
• DPFRZEZAQSAVJW-UHFFFAOYSA-N [5-[(3,5-dichlorophenyl)methylamino]-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C(Cl)=CC(Cl)=CC=1CNC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 DPFRZEZAQSAVJW-UHFFFAOYSA-N 0.000 claims 2
• OJLVSALJZYYANA-UHFFFAOYSA-N [5-benzyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=CC=CC=1CC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 OJLVSALJZYYANA-UHFFFAOYSA-N 0.000 claims 2
• GTCAXTIRRLKXRU-UHFFFAOYSA-N methyl carbamate Chemical compound COC(N)=O GTCAXTIRRLKXRU-UHFFFAOYSA-N 0.000 claims 2
• VSYUMEHTRWAFIY-UHFFFAOYSA-N 1-[5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]ethane-1,2-diol Chemical compound C=1C=NC=CC=1CN1C(C)=C(C(O)CO)C(C(C)C)=C1SC1=CC(Cl)=CC(Cl)=C1 VSYUMEHTRWAFIY-UHFFFAOYSA-N 0.000 claims 1
• UHETYCVGVZTFIO-UHFFFAOYSA-N 1-[5-(3,5-dichlorophenyl)sulfanyl-3-(hydroxymethyl)-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-2-yl]propan-2-ol Chemical compound C=1C=NC=CC=1CN1C(CC(O)C)=C(CO)C(C(C)C)=C1SC1=CC(Cl)=CC(Cl)=C1 UHETYCVGVZTFIO-UHFFFAOYSA-N 0.000 claims 1
• ZKZATDCRNSKMMS-UHFFFAOYSA-N 1-[5-(3-chlorophenyl)sulfanyl-2-(hydroxymethyl)-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]propan-2-ol Chemical compound C=1C=CC(Cl)=CC=1SC1=C(C(C)C)C(CC(O)C)=C(CO)N1CC1=CC=NC=C1 ZKZATDCRNSKMMS-UHFFFAOYSA-N 0.000 claims 1
• ASFDKSDGSHWMLF-UHFFFAOYSA-N 3-[[5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methyl]-1,1-dimethylurea Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CNC(=O)N(C)C)=C(C)N1CC1=CC=NC=C1 ASFDKSDGSHWMLF-UHFFFAOYSA-N 0.000 claims 1
• OMEHUFOPZVQGGP-UHFFFAOYSA-N 3-[[5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methyl]-1-methyl-1-phenylurea Chemical compound CC=1N(CC=2C=CN=CC=2)C(SC=2C=C(Cl)C=C(Cl)C=2)=C(C(C)C)C=1CNC(=O)N(C)C1=CC=CC=C1 OMEHUFOPZVQGGP-UHFFFAOYSA-N 0.000 claims 1
• WBRZNNZMKUURDZ-UHFFFAOYSA-N 3-chloro-5-[5-methyl-3-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-2-yl]sulfanylbenzonitrile Chemical compound C=1C(Cl)=CC(C#N)=CC=1SC1=C(C(C)C)C=C(C)N1CC1=CC=NC=C1 WBRZNNZMKUURDZ-UHFFFAOYSA-N 0.000 claims 1
• GJORGPKRFKERIK-UHFFFAOYSA-N 4-[5-(3,5-dichlorophenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-2-yl]but-3-en-2-one Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C=C(C=CC(C)=O)N1CC1=CC=NC=C1 GJORGPKRFKERIK-UHFFFAOYSA-N 0.000 claims 1
• HQGXXMRKOAEBLZ-UHFFFAOYSA-N 4-[[2-(3,5-dichlorophenyl)sulfanyl-5-(ethoxymethyl)-3-propan-2-ylpyrrol-1-yl]methyl]pyridine Chemical compound C=1C=NC=CC=1CN1C(COCC)=CC(C(C)C)=C1SC1=CC(Cl)=CC(Cl)=C1 HQGXXMRKOAEBLZ-UHFFFAOYSA-N 0.000 claims 1
• KXIDILNNRXRASL-UHFFFAOYSA-N 4-[[2-(3,5-dichlorophenyl)sulfanyl-5-(methoxymethyl)-3-propan-2-ylpyrrol-1-yl]methyl]pyridine Chemical compound C=1C=NC=CC=1CN1C(COC)=CC(C(C)C)=C1SC1=CC(Cl)=CC(Cl)=C1 KXIDILNNRXRASL-UHFFFAOYSA-N 0.000 claims 1
• KDDFUQHKASXOGQ-UHFFFAOYSA-N 4-[[2-(3,5-dichlorophenyl)sulfanyl-5-methyl-3-phenylpyrrol-1-yl]methyl]pyridine Chemical compound C=1C=NC=CC=1CN1C(C)=CC(C=2C=CC=CC=2)=C1SC1=CC(Cl)=CC(Cl)=C1 KDDFUQHKASXOGQ-UHFFFAOYSA-N 0.000 claims 1
• JJZJMWLIUDLISF-UHFFFAOYSA-N 4-[[2-(3-chloro-5-propylphenyl)sulfanyl-5-methyl-3-propan-2-ylpyrrol-1-yl]methyl]pyridine Chemical compound CCCC1=CC(Cl)=CC(SC=2N(C(C)=CC=2C(C)C)CC=2C=CN=CC=2)=C1 JJZJMWLIUDLISF-UHFFFAOYSA-N 0.000 claims 1
• PSWWDBKSAXQBOE-UHFFFAOYSA-N 4-[[2-(3-chlorophenyl)sulfanyl-4-(methoxymethyl)-5-methyl-3-propan-2-ylpyrrol-1-yl]methyl]pyridine Chemical compound C=1C=CC(Cl)=CC=1SC1=C(C(C)C)C(COC)=C(C)N1CC1=CC=NC=C1 PSWWDBKSAXQBOE-UHFFFAOYSA-N 0.000 claims 1
• WANGVNBSLXKJEM-UHFFFAOYSA-N 4-cyclopropyl-5-(3,5-dichlorophenyl)sulfanyl-2-methyl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC=1N(CC=2C=CN=CC=2)C(C)=C(C(N)=O)C=1C1CC1 WANGVNBSLXKJEM-UHFFFAOYSA-N 0.000 claims 1
• GYLKEBXAWHWEAD-UHFFFAOYSA-N 5-(3,5-dibromophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound C=1C=NC=CC=1CN1C(C)=C(C(N)=O)C(C(C)C)=C1SC1=CC(Br)=CC(Br)=C1 GYLKEBXAWHWEAD-UHFFFAOYSA-N 0.000 claims 1
• NJCQGPHKDQXOQE-UHFFFAOYSA-N 5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-phenyl-1-(pyridin-4-ylmethyl)-n-[(2,4,6-trimethoxyphenyl)methyl]pyrrole-3-carboxamide Chemical compound COC1=CC(OC)=CC(OC)=C1CNC(=O)C(C(=C1SC=2C=C(Cl)C=C(Cl)C=2)C=2C=CC=CC=2)=C(C)N1CC1=CC=NC=C1 NJCQGPHKDQXOQE-UHFFFAOYSA-N 0.000 claims 1
• TVQMJMFEEIQZCI-UHFFFAOYSA-N 5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-phenyl-1-(pyridin-4-ylmethyl)pyrrole-3-carbonitrile Chemical compound C=1C=NC=CC=1CN1C(C)=C(C#N)C(C=2C=CC=CC=2)=C1SC1=CC(Cl)=CC(Cl)=C1 TVQMJMFEEIQZCI-UHFFFAOYSA-N 0.000 claims 1
• KJCDLYUNVHWLTI-UHFFFAOYSA-N 5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-phenyl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxylic acid;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.C=1C=NC=CC=1CN1C(C)=C(C(O)=O)C(C=2C=CC=CC=2)=C1SC1=CC(Cl)=CC(Cl)=C1 KJCDLYUNVHWLTI-UHFFFAOYSA-N 0.000 claims 1
• TWLYXEAXIBVZOV-UHFFFAOYSA-N 5-(3,5-dichlorophenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-2,3-dicarbaldehyde Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(C=O)=C(C=O)N1CC1=CC=NC=C1 TWLYXEAXIBVZOV-UHFFFAOYSA-N 0.000 claims 1
• XOMQXYANSPHQPA-UHFFFAOYSA-N 5-(3,5-dichlorophenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-2-carbaldehyde Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C=C(C=O)N1CC1=CC=NC=C1 XOMQXYANSPHQPA-UHFFFAOYSA-N 0.000 claims 1
• SSQPPOGYXDBFLR-UHFFFAOYSA-N 5-(3,5-dichlorophenyl)sulfanyl-n,2-dimethyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(C(=O)NC)=C(C)N1CC1=CC=NC=C1 SSQPPOGYXDBFLR-UHFFFAOYSA-N 0.000 claims 1
• IAFRKQXVDKCBQJ-UHFFFAOYSA-N 5-(3,5-dichlorophenyl)sulfanyl-n,n,2-trimethyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound C=1C=NC=CC=1CN1C(C)=C(C(=O)N(C)C)C(C(C)C)=C1SC1=CC(Cl)=CC(Cl)=C1 IAFRKQXVDKCBQJ-UHFFFAOYSA-N 0.000 claims 1
• RHCVTKWMOUSDCH-UHFFFAOYSA-N 5-(3,5-dimethoxyphenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound COC1=CC(OC)=CC(SC=2N(C(C)=C(C(N)=O)C=2C(C)C)CC=2C=CN=CC=2)=C1 RHCVTKWMOUSDCH-UHFFFAOYSA-N 0.000 claims 1
• URIUWGUGLISJPE-UHFFFAOYSA-N 5-(3-bromo-5-chlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound C=1C=NC=CC=1CN1C(C)=C(C(N)=O)C(C(C)C)=C1SC1=CC(Cl)=CC(Br)=C1 URIUWGUGLISJPE-UHFFFAOYSA-N 0.000 claims 1
• OBISXTAFFOXIBB-UHFFFAOYSA-N 5-(3-chloro-5-ethenylphenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound C=1C=NC=CC=1CN1C(C)=C(C(N)=O)C(C(C)C)=C1SC1=CC(Cl)=CC(C=C)=C1 OBISXTAFFOXIBB-UHFFFAOYSA-N 0.000 claims 1
• SSQCTUIJVJDELA-UHFFFAOYSA-N 5-(3-chloro-5-ethylphenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound CCC1=CC(Cl)=CC(SC=2N(C(C)=C(C(N)=O)C=2C(C)C)CC=2C=CN=CC=2)=C1 SSQCTUIJVJDELA-UHFFFAOYSA-N 0.000 claims 1
• SEWHXTDZUGAFBW-UHFFFAOYSA-N 5-(3-chloro-5-phenylphenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound C=1C=NC=CC=1CN1C(C)=C(C(N)=O)C(C(C)C)=C1SC(C=1)=CC(Cl)=CC=1C1=CC=CC=C1 SEWHXTDZUGAFBW-UHFFFAOYSA-N 0.000 claims 1
• RYPVSWJTCJSRHW-UHFFFAOYSA-N 5-(3-chloro-5-propylphenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound CCCC1=CC(Cl)=CC(SC=2N(C(C)=C(C(N)=O)C=2C(C)C)CC=2C=CN=CC=2)=C1 RYPVSWJTCJSRHW-UHFFFAOYSA-N 0.000 claims 1
• IYODVKAEHLOXQV-UHFFFAOYSA-N 5-(3-cyanophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound C=1C=NC=CC=1CN1C(C)=C(C(N)=O)C(C(C)C)=C1SC1=CC=CC(C#N)=C1 IYODVKAEHLOXQV-UHFFFAOYSA-N 0.000 claims 1
• RJILOVFSTQONGB-UHFFFAOYSA-N 5-[3-chloro-5-(hydroxymethyl)phenyl]sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrole-3-carboxamide Chemical compound C=1C=NC=CC=1CN1C(C)=C(C(N)=O)C(C(C)C)=C1SC1=CC(Cl)=CC(CO)=C1 RJILOVFSTQONGB-UHFFFAOYSA-N 0.000 claims 1
• CDNABGYJAQBHLZ-UHFFFAOYSA-N [1-[(5-chloro-1-benzothiophen-3-yl)methyl]-5-(3-chlorophenyl)sulfanyl-2-methyl-4-propan-2-ylpyrrol-3-yl]methanol Chemical compound CC(C)C=1C(CO)=C(C)N(CC=2C3=CC(Cl)=CC=C3SC=2)C=1SC1=CC=CC(Cl)=C1 CDNABGYJAQBHLZ-UHFFFAOYSA-N 0.000 claims 1
• XMRHOXXPURONKD-UHFFFAOYSA-N [1-benzyl-5-(3-chlorophenyl)sulfanyl-2-methyl-4-propan-2-ylpyrrol-3-yl]methanol Chemical compound C=1C=CC(Cl)=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=CC=C1 XMRHOXXPURONKD-UHFFFAOYSA-N 0.000 claims 1
• ZMOPUIZYNALBBE-UHFFFAOYSA-N [2-[4-(hydroxymethyl)-5-methyl-3-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-2-yl]sulfanylphenyl]methanol Chemical compound C=1C=CC=C(CO)C=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 ZMOPUIZYNALBBE-UHFFFAOYSA-N 0.000 claims 1
• NQOOBTUSKLFNLE-UHFFFAOYSA-N [2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)-5-(2,4,6-trichlorophenyl)sulfanylpyrrol-3-yl]methanol Chemical compound ClC=1C=C(Cl)C=C(Cl)C=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 NQOOBTUSKLFNLE-UHFFFAOYSA-N 0.000 claims 1
• SMAZWTLZKPZNJG-UHFFFAOYSA-N [2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)-5-(2,4,6-trimethylphenyl)sulfanylpyrrol-3-yl]methanol Chemical compound CC=1C=C(C)C=C(C)C=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 SMAZWTLZKPZNJG-UHFFFAOYSA-N 0.000 claims 1
• CSBLWKUHTZIFKF-UHFFFAOYSA-N [2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)-5-(2-pyridin-3-ylphenyl)sulfanylpyrrol-3-yl]methanol Chemical compound C=1C=CC=C(C=2C=NC=CC=2)C=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 CSBLWKUHTZIFKF-UHFFFAOYSA-N 0.000 claims 1
• WBGJSLFDESEQAP-UHFFFAOYSA-N [2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)-5-[3-(trifluoromethyl)phenyl]sulfanylpyrrol-3-yl]methanol Chemical compound C=1C=CC(C(F)(F)F)=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 WBGJSLFDESEQAP-UHFFFAOYSA-N 0.000 claims 1
• LBKRVDUBJWYYKE-UHFFFAOYSA-N [2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)-5-[4-(trifluoromethoxy)phenyl]sulfanylpyrrol-3-yl]methanol Chemical compound C=1C=C(OC(F)(F)F)C=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 LBKRVDUBJWYYKE-UHFFFAOYSA-N 0.000 claims 1
• CTMIKOKQUFLLQL-UHFFFAOYSA-N [2-methyl-5-(2-phenylphenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=CC=C(C=2C=CC=CC=2)C=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 CTMIKOKQUFLLQL-UHFFFAOYSA-N 0.000 claims 1
• KRIXHHVXWBKTEG-UHFFFAOYSA-N [2-methyl-5-(3-methylphenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=CC(C)=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 KRIXHHVXWBKTEG-UHFFFAOYSA-N 0.000 claims 1
• XQGDTCQIVDKLPN-UHFFFAOYSA-N [2-methyl-5-(3-phenylphenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=CC(C=2C=CC=CC=2)=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 XQGDTCQIVDKLPN-UHFFFAOYSA-N 0.000 claims 1
• ZLMCCJAJWRHQQE-UHFFFAOYSA-N [2-methyl-5-(4-methylphenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=C(C)C=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 ZLMCCJAJWRHQQE-UHFFFAOYSA-N 0.000 claims 1
• POAQJHJQFKZXPN-UHFFFAOYSA-N [2-methyl-5-naphthalen-2-ylsulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=C2C=CC=CC2=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 POAQJHJQFKZXPN-UHFFFAOYSA-N 0.000 claims 1
• VWWVSOUEGLCMHV-UHFFFAOYSA-N [5-(2,4-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=C(Cl)C=C(Cl)C=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 VWWVSOUEGLCMHV-UHFFFAOYSA-N 0.000 claims 1
• ADLDQSZXDXNLMG-UHFFFAOYSA-N [5-(2,4-dimethylphenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=C(C)C=C(C)C=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 ADLDQSZXDXNLMG-UHFFFAOYSA-N 0.000 claims 1
• QBCPJEHXVBRSEX-UHFFFAOYSA-N [5-(2,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C(Cl)=CC=C(Cl)C=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 QBCPJEHXVBRSEX-UHFFFAOYSA-N 0.000 claims 1
• ZIQDPKKGAHEXQO-UHFFFAOYSA-N [5-(2,5-dimethoxyphenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound COC1=CC=C(OC)C(SC=2N(C(C)=C(CO)C=2C(C)C)CC=2C=CN=CC=2)=C1 ZIQDPKKGAHEXQO-UHFFFAOYSA-N 0.000 claims 1
• IFLLMXQCNFWUMG-UHFFFAOYSA-N [5-(2,5-dimethylphenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C(C)=CC=C(C)C=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 IFLLMXQCNFWUMG-UHFFFAOYSA-N 0.000 claims 1
• AMXVPMAWANZAAK-UHFFFAOYSA-N [5-(2-chloro-4-fluorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=C(F)C=C(Cl)C=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 AMXVPMAWANZAAK-UHFFFAOYSA-N 0.000 claims 1
• PGHSMWYFLWJAAT-UHFFFAOYSA-N [5-(2-chloro-6-methylphenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound CC=1C=CC=C(Cl)C=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 PGHSMWYFLWJAAT-UHFFFAOYSA-N 0.000 claims 1
• WNMCNWJAIDNXLU-UHFFFAOYSA-N [5-(2-chlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=CC=C(Cl)C=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 WNMCNWJAIDNXLU-UHFFFAOYSA-N 0.000 claims 1
• GCQLGDDZRYPJPN-UHFFFAOYSA-N [5-(2-fluorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=CC=C(F)C=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 GCQLGDDZRYPJPN-UHFFFAOYSA-N 0.000 claims 1
• GIQZRGKRLFALQY-UHFFFAOYSA-N [5-(2-methoxyphenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound COC1=CC=CC=C1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 GIQZRGKRLFALQY-UHFFFAOYSA-N 0.000 claims 1
• MYKHOJDMKRUGDF-UHFFFAOYSA-N [5-(3,4-dimethoxyphenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C1=C(OC)C(OC)=CC=C1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 MYKHOJDMKRUGDF-UHFFFAOYSA-N 0.000 claims 1
• HGOZMMZKQRLAJO-UHFFFAOYSA-N [5-(3,4-dimethylphenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=C(C)C(C)=CC=1SC1=C(C(C)C)C(CO)=C(C)N1CC1=CC=NC=C1 HGOZMMZKQRLAJO-UHFFFAOYSA-N 0.000 claims 1
• ZNJRRIHFOIBLMG-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-2,4-di(propan-2-yl)-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CO)=C(C(C)C)N1CC1=CC=NC=C1 ZNJRRIHFOIBLMG-UHFFFAOYSA-N 0.000 claims 1
• CZYNOBRIFAMWJI-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methylurea Chemical compound C=1C(Cl)=CC(Cl)=CC=1SC1=C(C(C)C)C(CNC(N)=O)=C(C)N1CC1=CC=NC=C1 CZYNOBRIFAMWJI-UHFFFAOYSA-N 0.000 claims 1
• KCZBDRIBHZAZHT-UHFFFAOYSA-N [5-(3,5-dichlorophenyl)sulfanyl-2-phenyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methanol Chemical compound C=1C=NC=CC=1CN1C(SC=2C=C(Cl)C=C(Cl)C=2)=C(C(C)C)C(CO)=C1C1=CC=CC=C1 KCZBDRIBHZAZHT-UHFFFAOYSA-N 0.000 claims 1
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