JP2015501820A5 - - Google Patents

Info

Publication number

JP2015501820A5

JP2015501820A5 JP2014546301A JP2014546301A JP2015501820A5 JP 2015501820 A5 JP2015501820 A5 JP 2015501820A5 JP 2014546301 A JP2014546301 A JP 2014546301A JP 2014546301 A JP2014546301 A JP 2014546301A JP 2015501820 A5 JP2015501820 A5 JP 2015501820A5

Authority

JP

Japan

Prior art keywords

compound

group

deuterated

hydrogen

pharmaceutically acceptable

Prior art date

2012-12-13

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.)

Granted

Links

• Espacenet
• Global Dossier
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• 150000001875 compounds Chemical class 0.000 claims 16
• 229910052739 hydrogen Inorganic materials 0.000 claims 7
• 239000001257 hydrogen Substances 0.000 claims 7
• 150000002431 hydrogen Chemical class 0.000 claims 6
• YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims 5
• 229910052805 deuterium Inorganic materials 0.000 claims 5
• -1 imidazolidinedione compound Chemical class 0.000 claims 4
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
• 150000003839 salts Chemical class 0.000 claims 4
• 239000012453 solvate Substances 0.000 claims 4
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
• 229910052736 halogen Inorganic materials 0.000 claims 3
• 150000002367 halogens Chemical class 0.000 claims 3
• 238000004519 manufacturing process Methods 0.000 claims 3
• 239000008194 pharmaceutical composition Substances 0.000 claims 3
• SHAHPWSYJFYMRX-GDLCADMTSA-N (2S)-2-(4-{[(1R,2S)-2-hydroxycyclopentyl]methyl}phenyl)propanoic acid Chemical compound C1=CC([C@@H](C(O)=O)C)=CC=C1C[C@@H]1[C@@H](O)CCC1 SHAHPWSYJFYMRX-GDLCADMTSA-N 0.000 claims 2
• VIMMECPCYZXUCI-MIMFYIINSA-N (4s,6r)-6-[(1e)-4,4-bis(4-fluorophenyl)-3-(1-methyltetrazol-5-yl)buta-1,3-dienyl]-4-hydroxyoxan-2-one Chemical compound CN1N=NN=C1C(\C=C\[C@@H]1OC(=O)C[C@@H](O)C1)=C(C=1C=CC(F)=CC=1)C1=CC=C(F)C=C1 VIMMECPCYZXUCI-MIMFYIINSA-N 0.000 claims 2
• IGVKWAAPMVVTFX-BUHFOSPRSA-N (e)-octadec-5-en-7,9-diynoic acid Chemical compound CCCCCCCCC#CC#C\C=C\CCCC(O)=O IGVKWAAPMVVTFX-BUHFOSPRSA-N 0.000 claims 2
• 208000002874 Acne Vulgaris Diseases 0.000 claims 2
• 230000002378 acidificating effect Effects 0.000 claims 2
• 206010000496 acne Diseases 0.000 claims 2
• 201000010099 disease Diseases 0.000 claims 2
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
• 239000003814 drug Substances 0.000 claims 2
• 239000003937 drug carrier Substances 0.000 claims 2
• 239000012442 inert solvent Substances 0.000 claims 2
• FANCTJAFZSYTIS-IQUVVAJASA-N (1r,3s,5z)-5-[(2e)-2-[(1r,3as,7ar)-7a-methyl-1-[(2r)-4-(phenylsulfonimidoyl)butan-2-yl]-2,3,3a,5,6,7-hexahydro-1h-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol Chemical compound C([C@@H](C)[C@@H]1[C@]2(CCCC(/[C@@H]2CC1)=C\C=C\1C([C@@H](O)C[C@H](O)C/1)=C)C)CS(=N)(=O)C1=CC=CC=C1 FANCTJAFZSYTIS-IQUVVAJASA-N 0.000 claims 1
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
• 201000004384 Alopecia Diseases 0.000 claims 1
• 229940123407 Androgen receptor antagonist Drugs 0.000 claims 1
• XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims 1
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
• 102000007399 Nuclear hormone receptor Human genes 0.000 claims 1
• 108020005497 Nuclear hormone receptor Proteins 0.000 claims 1
• 206010060862 Prostate cancer Diseases 0.000 claims 1
• 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
• YLEIFZAVNWDOBM-ZTNXSLBXSA-N ac1l9hc7 Chemical compound C([C@H]12)C[C@@H](C([C@@H](O)CC3)(C)C)[C@@]43C[C@@]14CC[C@@]1(C)[C@@]2(C)C[C@@H]2O[C@]3(O)[C@H](O)C(C)(C)O[C@@H]3[C@@H](C)[C@H]12 YLEIFZAVNWDOBM-ZTNXSLBXSA-N 0.000 claims 1
• 125000000217 alkyl group Chemical group 0.000 claims 1
• 239000003936 androgen receptor antagonist Substances 0.000 claims 1
• 102000001307 androgen receptors Human genes 0.000 claims 1
• 108010080146 androgen receptors Proteins 0.000 claims 1
• 239000000010 aprotic solvent Substances 0.000 claims 1
• KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 claims 1
• 239000013078 crystal Substances 0.000 claims 1
• 230000000694 effects Effects 0.000 claims 1
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
• 208000024963 hair loss Diseases 0.000 claims 1
• 230000003676 hair loss Effects 0.000 claims 1
• 230000003660 hair regeneration Effects 0.000 claims 1
• 238000000034 method Methods 0.000 claims 1
• 239000000203 mixture Substances 0.000 claims 1
• 229910052760 oxygen Inorganic materials 0.000 claims 1
• NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 claims 1
• 239000002904 solvent Substances 0.000 claims 1
• 229910052717 sulfur Inorganic materials 0.000 claims 1
• 229940124597 therapeutic agent Drugs 0.000 claims 1
• LEIMLDGFXIOXMT-UHFFFAOYSA-N trimethylsilyl cyanide Chemical compound C[Si](C)(C)C#N LEIMLDGFXIOXMT-UHFFFAOYSA-N 0.000 claims 1