JP2008540523A5

JP2008540523A5 -

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Publication number: JP2008540523A5
Authority: JP; Japan
Prior art keywords: mmol; mixture; give; dichloromethane; concentrated
Prior art date: 2006-03-29
Legal status : Granted

Application number

JP2008511114A

Other languages

English (en)

Japanese (ja)

Other versions

JP4644737B2 (ja

JP2008540523A (ja

Filing date

2006-03-29

Publication date

2010-12-09

2006-03-29 Application filed filed Critical

2006-03-29 Priority claimed from PCT/US2006/011417 external-priority patent/WO2006124118A1/en

2008-11-20 Publication of JP2008540523A publication Critical patent/JP2008540523A/ja

2010-12-09 Publication of JP2008540523A5 publication Critical patent/JP2008540523A5/ja

2011-03-02 Application granted granted Critical

2011-03-02 Publication of JP4644737B2 publication Critical patent/JP4644737B2/ja

Status Active legal-status Critical Current

2026-03-29 Anticipated expiration legal-status Critical

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150000001875 compounds Chemical class 0.000 claims description 200
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 88
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 38
239000008194 pharmaceutical composition Substances 0.000 claims description 13
150000003839 salts Chemical class 0.000 claims description 9
229920001223 polyethylene glycol Polymers 0.000 claims description 7
239000002202 Polyethylene glycol Substances 0.000 claims description 6
239000003085 diluting agent Substances 0.000 claims description 6
239000003937 drug carrier Substances 0.000 claims description 6
239000002904 solvent Substances 0.000 claims description 5
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 410
239000000203 mixture Substances 0.000 description 264
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 261
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 255
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 153
-1 diarylthiohydantoins Chemical class 0.000 description 146
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 105
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LKJPYSCBVHEWIU-KRWDZBQOSA-N (R)-bicalutamide Chemical compound C([C@@](O)(C)C(=O)NC=1C=C(C(C#N)=CC=1)C(F)(F)F)S(=O)(=O)C1=CC=C(F)C=C1 LKJPYSCBVHEWIU-KRWDZBQOSA-N 0.000 description 57
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JPQFGMYHKSKKGW-UHFFFAOYSA-N 4-[7-[4-cyano-3-(trifluoromethyl)phenyl]-8-oxo-6-sulfanylidene-5,7-diazaspiro[3.4]octan-5-yl]-2-fluoro-n-methylbenzamide Chemical compound C1=C(F)C(C(=O)NC)=CC=C1N1C2(CCC2)C(=O)N(C=2C=C(C(C#N)=CC=2)C(F)(F)F)C1=S JPQFGMYHKSKKGW-UHFFFAOYSA-N 0.000 description 53
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125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 19
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239000003098 androgen Substances 0.000 description 11
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125000005018 aryl alkenyl group Chemical group 0.000 description 11
229910052731 fluorine Inorganic materials 0.000 description 11
WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical group O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 11
229910052757 nitrogen Chemical group 0.000 description 11
125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 11
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125000004435 hydrogen atom Chemical group [H]* 0.000 description 10
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JP2008511114A 2005-05-13 2006-03-29 ジアリールヒダントイン化合物 Active JP4644737B2 (ja)