ES2376048T3 - Compuestos tetrahidrociclopenta[b]indol como moduladores del receptor de andrógenos. - Google Patents

Info

Publication number

ES2376048T3

ES2376048T3 ES07844898T ES07844898T ES2376048T3 ES 2376048 T3 ES2376048 T3 ES 2376048T3 ES 07844898 T ES07844898 T ES 07844898T ES 07844898 T ES07844898 T ES 07844898T ES 2376048 T3 ES2376048 T3 ES 2376048T3

Authority

ES

Spain

Prior art keywords

indole

pyridin

cyano

cyclopenta

tetrahydro

Prior art date

2006-11-20

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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• 239000003098 androgen Substances 0.000 title description 32
• SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical class C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 title description 11
• -1 hydroxy, amino Chemical group 0.000 claims abstract description 204
• 150000001875 compounds Chemical class 0.000 claims abstract description 165
• 150000003839 salts Chemical class 0.000 claims abstract description 41
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 39
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims abstract description 26
• 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 18
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 17
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 15
• 229910052799 carbon Inorganic materials 0.000 claims abstract description 12
• 239000000460 chlorine Chemical group 0.000 claims abstract description 12
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 11
• 229910052794 bromium Inorganic materials 0.000 claims abstract description 11
• 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 11
• 229910052801 chlorine Inorganic materials 0.000 claims abstract description 10
• 125000001424 substituent group Chemical group 0.000 claims abstract description 10
• 229910052731 fluorine Inorganic materials 0.000 claims abstract description 9
• 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims abstract description 8
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 8
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 8
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract description 8
• 239000011737 fluorine Chemical group 0.000 claims abstract description 8
• 125000001786 isothiazolyl group Chemical group 0.000 claims abstract description 8
• 125000003373 pyrazinyl group Chemical group 0.000 claims abstract description 8
• 125000004076 pyridyl group Chemical group 0.000 claims abstract description 8
• 125000000714 pyrimidinyl group Chemical group 0.000 claims abstract description 8
• 125000001113 thiadiazolyl group Chemical group 0.000 claims abstract description 8
• 125000000335 thiazolyl group Chemical group 0.000 claims abstract description 8
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• 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 claims description 3
• ZVPPVUXLWCZUHD-GFCCVEGCSA-N 4-amino-5-[[(2r)-7-cyano-2-(dimethylsulfamoylamino)-2,3-dihydro-1h-cyclopenta[b]indol-4-yl]methyl]-1,3-thiazole Chemical compound C([C@@H](C1)NS(=O)(=O)N(C)C)C2=C1C1=CC(C#N)=CC=C1N2CC=1SC=NC=1N ZVPPVUXLWCZUHD-GFCCVEGCSA-N 0.000 claims description 2
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