Peptidomimetic inhibitors of the human cytomegalovirus protease

C - Chemistry – Metallurgy – 07 – K

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C07K 5/10 (2006.01) A61K 38/55 (2006.01) C07K 5/02 (2006.01) C07K 5/06 (2006.01) C07K 5/08 (2006.01) A61K 38/00 (2006.01)

Patent

CA 2276109

A compound of formula (I), wherein X is CF3, C2F5, 2-benzothiazole, CF2CONHR6, CONHR6, wherein R6 is CH2C6H5, CH2(4-iodophenyl), CH3, (CH2)2OCH2C6H5, CH2-2- benzimidazole, CH2-(3,4-methylenedioxybenzene), CH(CH3)C6H5 or CH(CH2CH3)C6H5; or X is 2-benzoxazole-R7 wherein R7 is H, 4-CH3, 5-CH3, 6-CH3 or 7-CH3; R1 is H, CH3 or CH2CH3; R2 is CH2CONH2, CH2CH2CONH2, CH2-thiazole, CH2CON(CH3)2, CH2CO-(pyrrolidino), CH2CH(CH3)2 or CH2C6H5; R3 is Et, CH(CH3)2, C(CH3)3, adamantyl, CH2C(CH3)3 or C(CH3)2CO2H; and R20 is COCH2C(CH3)3, COCH2CH2C6H4OH, COCH2CH(CH3)2, CO2C(CH3)3, CONHC(CH3)3, COCH2N(CH3)2, CO(CH2)3CO2H, CO-(S)- CH(NH2)C(CH3)3, CO-(S)-CH{NHC(O)O-C(CH3)3}C(CH3)3, CO-(S)- CH{NHCO(CH2)5NHC(O)OC(CH3)3}C(CH3)3 or CO-(S)-CH{NHCO(CH2)5NH2}C(CH3)3. These compounds are useful for the treatment of human cytomegalovirus infection.

L'invention concerne un composé de formule (I) où X représente CF¿3?, C¿2?F¿5?, 2-benzothiazole, CF¿2?CONHR¿6?, CONHR¿6?, où R¿6? représente CH¿2?C¿6?H¿5?, CH¿2?(4-iodophényle), CH¿3?, (CH¿2?)¿2?OCH¿2?C¿6?H¿5?, CH¿2?-2-benzimidazole, CH¿2?-(3,4-méthylènedioxybenzène), CH(CH¿3?)C¿6?H¿5? ou CH(CH¿2?CH¿3?)C¿6?H¿5?; ou X représente 2-benzoxazole-R¿7? où R¿7? représente H, 4-CH¿3?, 5-CH¿3?, 6-CH¿3? ou 7-CH¿3?; R¿1? représente H, CH¿3? ou CH¿2?CH¿3?; R¿2? représente CH¿2?CONH¿2?, CH¿2?CH¿2?CONH¿2?, CH¿2?-thiazole, CH¿2?CON(CH¿3?)¿2?, CH¿2?CO-(pyrrolidino), CH¿2?CH(CH¿3?)¿2? ou CH¿2?C¿6?H¿5?; R¿3? représente Et, CH(CH¿3?)¿2?, C(CH¿3?)¿3?, adamantyle, CH¿2?C(CH¿3?)¿3? ou C(CH¿3?)¿2?CO¿2?H; et R¿20? représente COCH¿2?C(CH¿3?)¿3?, COCH¿2?CH¿2?C¿6?H¿4?OH, COCH¿2?CH(CH¿3?)¿2?, CO¿2?C(CH¿3?)¿3?, CONHC(CH¿3?)¿3?, COCH¿2?N(CH¿3?)¿2?, CO(CH¿2?)¿3?CO¿2?H, CO-(S)-CH(NH¿2?)C(CH¿3?)¿3?, CO-(S)-CH{NHC(O)O-C(CH¿3?)¿3?}C(CH¿3?)¿3?, CO-(S)-CH{NHCO(CH¿2?)¿5?NHC(O)OC(CH¿3?)¿3?}C(CH¿3?)¿3? ou CO-(S)-CH{NHCO(CH¿2?)¿5?NH¿2?}C(CH¿3?)¿3?. Ces composés sont destinés au traitement de l'infection à cytomégalovirus humain.

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