AU2007327653B2 - Substituted estratrien derivatives as 17beta HSD inhibitors - Google Patents

Info

Publication number

AU2007327653B2

AU2007327653B2 AU2007327653A AU2007327653A AU2007327653B2 AU 2007327653 B2 AU2007327653 B2 AU 2007327653B2 AU 2007327653 A AU2007327653 A AU 2007327653A AU 2007327653 A AU2007327653 A AU 2007327653A AU 2007327653 B2 AU2007327653 B2 AU 2007327653B2

Authority

AU

Australia

Prior art keywords

alkyl

group

optionally substituted

aryl

independently selected

Prior art date

2006-11-30

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.)

Ceased

Links

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• BUIVJNVIIAIIFZ-MUSFGAPCSA-N (9r,10s,13r)-13-methyl-1,2,3,4,5,6,9,10,11,12-decahydrocyclopenta[a]phenanthrene Chemical class C([C@@H]12)CCCC1CC=C1[C@@H]2CC[C@@]2(C)C1=CC=C2 BUIVJNVIIAIIFZ-MUSFGAPCSA-N 0.000 title abstract description 6
• 239000003112 inhibitor Substances 0.000 title description 63
• 150000001875 compounds Chemical class 0.000 claims abstract description 309
• 150000003839 salts Chemical class 0.000 claims abstract description 23
• -1 substituted Chemical class 0.000 claims description 207
• 125000000217 alkyl group Chemical group 0.000 claims description 177
• 125000001424 substituent group Chemical group 0.000 claims description 155
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 113
• 125000003118 aryl group Chemical group 0.000 claims description 105
• 150000002367 halogens Chemical group 0.000 claims description 101
• 229910052736 halogen Inorganic materials 0.000 claims description 99
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 98
• 125000004122 cyclic group Chemical group 0.000 claims description 94
• 229910052757 nitrogen Inorganic materials 0.000 claims description 92
• 125000001072 heteroaryl group Chemical group 0.000 claims description 69
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 68
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 61
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 51
• 125000005842 heteroatom Chemical group 0.000 claims description 50
• 125000004043 oxo group Chemical group O=* 0.000 claims description 45
• 229920006395 saturated elastomer Polymers 0.000 claims description 39
• 125000003545 alkoxy group Chemical group 0.000 claims description 37
• 125000000623 heterocyclic group Chemical group 0.000 claims description 36
• 125000004434 sulfur atom Chemical group 0.000 claims description 36
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 34
• 125000004432 carbon atom Chemical group C* 0.000 claims description 34
• TVEXGJYMHHTVKP-UHFFFAOYSA-N 6-oxabicyclo[3.2.1]oct-3-en-7-one Chemical compound C1C2C(=O)OC1C=CC2 TVEXGJYMHHTVKP-UHFFFAOYSA-N 0.000 claims description 33
• 229910052739 hydrogen Inorganic materials 0.000 claims description 15
• 239000003814 drug Substances 0.000 claims description 14
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 14
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• 229910052799 carbon Inorganic materials 0.000 claims description 12
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 12
• 125000003107 substituted aryl group Chemical group 0.000 claims description 12
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• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 10
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• 239000001257 hydrogen Substances 0.000 claims description 9
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• 125000002883 imidazolyl group Chemical group 0.000 claims description 5
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• 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 4
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
• 125000000160 oxazolidinyl group Chemical group 0.000 claims description 3
• 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
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• 150000002167 estrones Chemical group 0.000 description 26
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 25
• 150000001732 carboxylic acid derivatives Chemical class 0.000 description 25
• 229940011871 estrogen Drugs 0.000 description 25
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• OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 description 21
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• MUMGGOZAMZWBJJ-DYKIIFRCSA-N Testostosterone Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 MUMGGOZAMZWBJJ-DYKIIFRCSA-N 0.000 description 14
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