Therapeutic Compounds

A compound of formula I, a pharmaceutically acceptable salt thereof, a diastereomer, an enantiomer, or a mixture thereof:

• wherein:
• R1 is selected from the group consisting of C1-10alkyl, C2-10alkenyl, C1-10alkoxy, C6-10aryl-C1-6alkyl, C6-10aryl-C(═O)—C1-6alkyl, C3-10cycloalkyl-C1-6alkyl, C4-8cycloalkenyl-C1-6alkyl, C3-6heterocyclyl-C1-6alkyl, C3-6heterocyclyl-C(═O)—C1-6alkyl, C6-10aryl, C6-10aryl-C(═O)—, C3-10cycloalkyl, C4-8cycloalkenyl, C3-6heterocyclyl and C3-6heterocyclyl-C(═O)—;
• wherein said C1-10alkyl, C2-10alkenyl, C1-10alkoxy, C6-10aryl-C1-6alkyl, C6-10aryl-C(═O)—C1-6alkyl, C3-10cycloalkyl-C1-6alkyl, C4-8cycloalkenyl-C1-6alkyl, C3-6heterocyclyl-C1-6alkyl, C3-6heterocyclyl-C(═O)—C1-6alkyl, C6-10aryl, C6-10aryl-C(═O)—, C3-10cycloalkyl, C4-8cycloalkenyl, C3-6heterocyclyl or C3-6heterocyclyl-C(═O)— is optionally substituted by one or more groups selected from carboxy, —(C═O)—NH2, halogen, cyano, nitro, methoxy, ethoxy, methyl, ethyl, hydroxy, —N(R6)—C(═O)R5, —S(═O)2—NR5R6, —C(═O)—NR5R6, —NH—C(═O)—NR5R6 and —NR5R6;
• R2 is selected from the group consisting of C1-10alkyl, C2-10alkenyl, C2-10alkynyl, C3-8cycloalkyl, C3-8cycloalkyl-C1-6alkyl, C4-8cycloalkenyl-C1-6alkyl, C3-6heterocycloalkyl-C1-6alkyl, C4-8cycloalkenyl and C3-6heterocycloalkyl;
• wherein said C1-10alkyl, C2-10alkenyl, C2-10alkynyl, C3-8cycloalkyl, C3-8cycloalkyl-C1-6alkyl, C4-8cycloalkenyl-C1-6alkyl, C3-6heterocycloalkyl-C1-6alkyl, C4-8cycloalkenyl or C3-6heterocycloalkyl used in defining R2 is optionally substituted by one or more groups selected from carboxy, —(C═O)—NH2, halogen, cyano, nitro, methoxy, ethoxy, methyl, ethyl, hydroxy, and —NR5R6;
• R3 and R4 are independently selected from the group consisting of —H, —OH, amino, R7 and —O—R7;
• wherein R7 is independently selected from the group consisting of C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C3-6cycloalkyl-C1-4alkyl, phenyl and benzyl;
• wherein R3 and R4 are not —H at the same time, and wherein said C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C3-6cycloalkyl-C1-4alkyl, phenyl or benzyl in defining R7 is optionally substituted by one or more groups selected from carboxy, halogen, cyano, nitro, methoxy, ethoxy, hydroxy or —NR5R6;
• or R3 and R4 together with the nitrogen connected thereto form a 5- or 6-membered heterocyclic ring, wherein said ring is optionally substituted by one or more groups selected from the group consisting of carboxy, halogen, cyano, nitro, methoxy, ethoxy, hydroxy, —(CH2)m—C(═O)NR5R6, —(CH2)mNH—C(═O)NR5R6, —(CH2)m—N(R5)C(═O)R6, —(CH2)m—N(R5)C(═O)—OR6, —(CH2)m—C(═O)—OR6, —(CH2)m—O—C(═O)—R6, —(CH2)m—OR6, and —NR5R6;
• and
• wherein R5 and R6 are independently selected from —H, C1-6alkyl optionally substituted with —OH, methoxy, ethoxy or halogen, C3-6cycloalkyl-C0-malkyl optionally substituted with —OH, methoxy, ethoxy or halogen, C2-6alkenyl optionally substituted with —OH, methoxy, ethoxy or halogen, and a divalent C1-6alkylene optionally substituted with —OH, methoxy, ethoxy or halogen that together with another divalent R5 or R6 form a portion of a ring;
• and
• m is 0, 1, 2 or 3.

A method for preparing a compound of formula I,

• comprising the step of reacting a compound of formula II,
• with a compound of R3R4NH,
• wherein
• Y is selected from Cl, Br, F, methoxy and OH;
• R1 is selected from the group consisting of C1-10alkyl, C2-10alkenyl, C1-10alkoxy, C6-10aryl-C1-6alkyl, C6-10aryl-C(═O)—C1-6alkyl, C3-10cycloalkyl-C1-6alkyl, C4-8cycloalkenyl-C1-6alkyl, C3-6heterocyclyl-C1-6alkyl, C3-6heterocyclyl-C(═O)—C1-6alkyl, C6-10aryl, C6-10aryl-C(═O)—, C3-10cycloalkyl, C4-8cycloalkenyl, C3-6heterocyclyl and C3-6heterocyclyl-C(═O)—;
• wherein said C1-10alkyl, C2-10alkenyl, C1-10alkoxy, C6-10aryl-C1-6alkyl, C6-10aryl-C(═O)—C1-6alkyl, C3-10cycloalkyl-C1-6alkyl, C4-8cycloalkenyl-C1-6alkyl, C3-6heterocyclyl-C1-6alkyl, C3-6heterocyclyl-C(═O)—C1-6alkyl, C6-10aryl, C6-10aryl-C(═O)—, C3-10cycloalkyl, C4-8cycloalkenyl, C3-6heterocyclyl or C3-6heterocyclyl-C(═O)— is optionally substituted by one or more groups selected from carboxy, —(C═O)—NH2, halogen, cyano, nitro, methoxy, ethoxy, methyl, ethyl, hydroxy, —N(R6)—C(═O)R5, —S(═O)2—NR5R6, —C(═O)—NR5R6, —NH—C(═O)—NR5R6 and —NR5R6;
• R2 is selected from the group consisting of C1-10alkyl, C2-10alkenyl, C2-10alkynyl, C3-8cycloalkyl, C3-8cycloalkyl-C1-6alkyl, C4-8cycloalkenyl-C1-6alkyl, C3-6heterocycloalkyl-C1-6alkyl, C4-8cycloalkenyl and C3-6heterocycloalkyl;
• wherein said C1-10alkyl, C2-10alkenyl, C2-10alkynyl, C3-8cycloalkyl, C3-8cycloalkyl-C1-6alkyl, C4-8cycloalkenyl-C1-6alkyl, C3-6heterocycloalkyl-C1-6alkyl, C4-8cycloalkenyl or C3-6heterocycloalkyl used in defining R2 is optionally substituted by one or more groups selected from carboxy, —(C═O)—NH2, halogen, cyano, nitro, methoxy, ethoxy, methyl, ethyl, hydroxy, and —NR5R6;
• R3 and R4 are independently selected from the group consisting of —H, —OH, amino, R7 and —O—R7;
• wherein R7 is independently selected from the group consisting of C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C3-6cycloalkyl-C1-4alkyl, phenyl and benzyl;
• wherein R3 and R4 are not —H at the same time, and wherein said C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C3-6cycloalkyl-C1-4alkyl, phenyl or benzyl in defining R7 is optionally substituted by one or more groups selected from carboxy, halogen, cyano, nitro, methoxy, ethoxy, hydroxy or —NR5R6;
• or R3 and R4 together with the nitrogen connected thereto form a 5- or 6-membered heterocyclic ring, wherein said ring is optionally substituted by one or more groups selected from the group consisting of carboxy, halogen, cyano, nitro, methoxy, ethoxy, hydroxy, —(CH2)m—C(═O)NR5R6, —(CH2)mNH—C(═O)NR5R6, —(CH2)m—N(R5)C(═O)R6, —(CH2)m—N(R5)C(═O)—OR6, —(CH2)m—C(═O)—OR6, —(CH2)m—O—C(═O)—R6, —(CH2)m—OR6, and —NR5R6;
• and
• wherein R5 and R6 are independently selected from —H, C1-6alkyl optionally substituted with —OH, methoxy, ethoxy or halogen, C3-6cycloalkyl-C0-malkyl optionally substituted with —OH, methoxy, ethoxy or halogen, C2-6alkenyl optionally substituted with —OH, methoxy, ethoxy or halogen, and a divalent C1-6alkylene optionally substituted with —OH, methoxy, ethoxy or halogen that together with another divalent R5 or R6 form a portion of a ring;
• and
• m is 0, 1, 2 or 3.