Patent ID: 6825170
Filing Date: 2004-11-30
Classification: A61P,C07D,C07H

Abstract:
A compound of Formula 1whereinR1 is selected from the group consisting of hydrogen, halogen, and hydroxy; Z is selected from the group consisting of â€”NHâ€”(CH2)nâ€”, â€”(CH2)nâ€”, â€”Oâ€”(CH2)nâ€”, â€”NHâ€”C1-C6alkenyl-, â€”C1-C6alkenyl-, â€”Oâ€”C1-C6alkenyl-, NHâ€”C1-C6alkynyl-, â€”C1-C6alkynyl-, and â€”Oâ€”C1-C6alkynyl-, wherein n is an integer from 0 to 5; R2 is selected from the group consisting of hydrogen, aryl, and heteroaryl; R3 is selected from the group consisting of hydrogen, C1-C10alkyl, C2-C10-alkenyl, C2-C10-alkynyl, aryl, heteroaryl, heterocyclo, aryl(C1-C10)alkyl, aryl(C2-C10)alkenyl, aryl(C2-C10)alkynyl, heterocyclo(C1-C10)alkyl, heterocyclo(C2-C10)alkenyl, and heterocyclo(C2-C10)alkynyl, C3-C6-cycloalkyl, C5-C8-cycloalkenyl, alkoxyalkyl containing 1-6 carbon atoms in each alkyl or alkoxy group, and alkylthioalkyl containing 1-6 carbon atoms in each alkyl or thioalkyl group; R4 is hydrogen or a hydroxy protecting group; W is selected from the group consisting of (1) a substituted pyrrole of the formula â€ƒwherein R5 and R6 are independently selected from the group consisting of hydrogen, CN, â€”C(NH)CHR10R11, nitro, â€”C(O)R7, â€”C(O)OR7, â€”C(O)NR7R8, â€”SO2R7, C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, C3-C8-cycloalkyl, C5-C8-cycloalkenyl, aryl, and heteroaryl, wherein R7 and R8 are independently selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heteroaryl, heterocyclo, aralkyl, heteroaralkyl, and heterocycloalkyl; and R10 and R11 are independently selected from the group consisting of hydrogen, C1-C8-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C3-C8-cycloalkyl, C5-C8-cycloalkenyl, aryl, and heteroaryl, or R10 and R11, taken together with the atoms to which they are attached, form an optionally substituted 4-8 membered carbocyclic ring wherein the substituents are selected from the group consisting of C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, aryl, and heteroaryl; (2) â€”OR9, wherein R9 is independently selected from the group consisting of C1-C8-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C3-C8-cycloalkyl, and C5-C8-cycloalkenyl; (3) â€”NR10OR11, wherein R10 and R11 are independently selected from the group consisting of hydrogen, C1-C8-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C3-C8-cycloalkyl, C5-C8-cycloalkenyl, aryl, and heteroaryl, or R10 and R11, taken together with the atoms to which they are attached, form an optionally substituted 5-8 membered heterocyclic ring wherein the substituents are selected from the group consisting of C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, aryl, and heteroaryl; (4) â€”NR12NR13R14, wherein R12, R13, and R14 are independently selected from the group consisting of hydrogen, C1-C8-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C3-C8-cycloalkyl, C5-C8-cycloalkenyl, aryl, and heteroaryl, or R12 and R13, taken together with the nitrogens to which they are attached, form an optionally substituted 5-8 membered heterocyclic ring, wherein the substituents are selected from the group consisting of C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, aryl, and heteroaryl; or R13 and R14, taken together with the nitrogen to which they are attached, form an optionally substituted 3-8 membered heterocyclic ring or an optionally substituted 5-10 membered heteroaryl ring, wherein the substituents are selected from the group consisting of C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, aryl, and heteroaryl; (5) â€”NR15N&boxH;CHR13a, wherein R15 is independently selected from the group consisting of hydrogen, C1-C8-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C3-C8-cycloalkyl, C5-C8-cycloalkenyl, aryl, and heteroaryl; and R13a is independently selected from the group consisting of C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, C3-C8-cycloalkyl, C5-C8-cycloalkenyl, aryl, and heteroaryl; (6) â€”NR10NR11C(O)R16, wherein R16 is independently selected from the group consisting of hydrogen, C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, C3-C8-cycloalkyl, C5-C8-cycloalkenyl, aryl, and heteroaryl; (7) â€”NR10NR11C(O)OR17, wherein R17 is independently selected from the group consisting of C1-C8-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C3-C8-cycloalkyl, C5-C8-cycloalkenyl, aryl, and heteroaryl; (8) â€”NR10NR11C(O)NR18R19, wherein R18 and R19 are independently selected from the group consisting of hydrogen, C1-C8-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C3-C8-cycloalkyl, C5-C8-cycloalkenyl, aryl, and heteroaryl, or R18 and R19, taken together with the nitrogen to which they are attached, form an optionally substituted 3-8 membered heterocyclic ring or an optionally substituted 5-10 membered heteroaryl ring, wherein the substituents are selected from the group consisting of C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, aryl, and heteroaryl; (9) â€”NR10NR SO21R20, wherein R20 is independently selected from the group consisting of C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, C3-C8-cycloalkyl, C5-C8-cycloalkenyl, aryl, and heteroaryl; and R21 is independently selected from the group consisting of hydrogen, C1-C8-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C3-C8-cycloalkyl, C5-C8-cycloalkenyl, C2-C6 acyl, aryl, and heteroaryl; (10) â€”SR9, wherein R9 is independently selected from the group consisting of C1-C8-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C3-C8-cycloalkyl, and C5-C8-cycloalkenyl; (11) â€”CHR10R11, wherein R10 and R11 are independently selected from the group consisting of hydrogen, C1-C8-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C3-C8-cycloalkyl, C5-C8-cycloalkenyl, aryl, and heteroaryl, or R10 and R11, taken together with the atoms to which they are attached, form an optionally substituted 4-8 membered carbocyclic ring wherein the substituents are selected from the group consisting of C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, aryl, and heteroaryl; and (12) a substituted pyrazole of the formula â€ƒwherein R22 and R23 are independently selected from the group consisting of hydrogen, â€”C(O)OR7, â€”C(O)NR7R8, C1-C8-alkyl, C2-C8-alkenyl, C2-C8-alkynyl, C3-C8-cycloalkyl, C5-C8-cycloalkenyl, aryl, and heteroaryl, wherein R7 and R8 are independently selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heteroaryl, heterocyclo, aralkyl, heteroaralkyl, and heterocycloalkyl; X and Xâ€², together with the carbon atom to which they are attached, form C&boxH;O, C&boxH;NRc, or C&boxH;NORc, wherein Rc is independently selected from hydrogen, alkyl, alkenyl and alkynyl; and Y and Yâ€², together with the carbon atom to which they are attached, form C&boxH;O, â€”CHOH, C&boxH;NRc, or C&boxH;NORc, wherein Rc is independently selected from hydrogen, alkyl, alkenyl and alkynyl; or an optical isomer, enantiomer, diastereomer, racemate or racemic mixture thereof, or a pharmaceutically acceptable salt, esters or pro-drugs thereof.