JP5670440B2 - １１β−ヒドロキシステロイドデヒドロゲナーゼ１の環状阻害剤 - Google Patents

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Publication number

JP5670440B2

JP5670440B2 JP2012513586A JP2012513586A JP5670440B2 JP 5670440 B2 JP5670440 B2 JP 5670440B2 JP 2012513586 A JP2012513586 A JP 2012513586A JP 2012513586 A JP2012513586 A JP 2012513586A JP 5670440 B2 JP5670440 B2 JP 5670440B2

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JP

Japan

Prior art keywords

alkyl

alkoxy

optionally substituted

hydroxy

halo

Prior art date

2009-06-02

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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• 239000003112 inhibitor Substances 0.000 title description 20
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• 101710186107 11-beta-hydroxysteroid dehydrogenase 1 Proteins 0.000 title 1
• 125000004122 cyclic group Chemical group 0.000 title 1
• -1 CO 2 H Chemical group 0.000 claims description 439
• 150000001875 compounds Chemical class 0.000 claims description 196
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 127
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 122
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 107
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 96
• 125000001072 heteroaryl group Chemical group 0.000 claims description 93
• 125000005843 halogen group Chemical group 0.000 claims description 88
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 87
• UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims description 83
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 80
• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 78
• 125000004076 pyridyl group Chemical group 0.000 claims description 77
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• 125000004043 oxo group Chemical group O=* 0.000 claims description 65
• 125000003107 substituted aryl group Chemical group 0.000 claims description 63
• 150000003839 salts Chemical class 0.000 claims description 60
• 125000000623 heterocyclic group Chemical group 0.000 claims description 58
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 57
• 125000000217 alkyl group Chemical group 0.000 claims description 53
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 53
• 229910052736 halogen Inorganic materials 0.000 claims description 51
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• 239000000203 mixture Substances 0.000 claims description 51
• 125000001425 triazolyl group Chemical group 0.000 claims description 51
• 125000002098 pyridazinyl group Chemical group 0.000 claims description 50
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• 125000003118 aryl group Chemical group 0.000 claims description 46
• 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 44
• 125000000000 cycloalkoxy group Chemical group 0.000 claims description 43
• 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 41
• 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 41
• 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 41
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 39
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• 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 23
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• 125000002541 furyl group Chemical group 0.000 claims description 22
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• 125000001188 haloalkyl group Chemical group 0.000 claims description 12
• UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Chemical group O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims description 12
• 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 11
• 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 11
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• 125000004663 dialkyl amino group Chemical group 0.000 claims description 11
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• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 11
• 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 11
• 229920002554 vinyl polymer Polymers 0.000 claims description 11
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 10
• 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 10
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• 125000002883 imidazolyl group Chemical group 0.000 claims description 8
• 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 7
• QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 claims description 7
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• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
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