Inhibitors of RAD52 Recombination Protein and Methods Using Same

A compound of formula (I), or a salt, solvate, tautomer, diastereomers, or N-oxide thereof:

• wherein:
• R1 is selected from the group consisting of:
• R2 is —NR4R5;
• R3 is selected from the group consisting of hydrogen, —(C1-C6)alkyl, —(C1-C6)haloalkyl, —(C1-C6)heteroalkyl, —F, —Cl, —Br, —I, —CN, —NO2, —OR7, —SR7, —S(═O)R7, —S(═O)2R7, —C(═O)R7, —OC(═O)R7, and —CO2R7;
• each occurrence of R4 and R5 in R2 is independently selected from the group consisting of hydrogen, —(C1-C6)alkyl, —(C1-C6)haloalkyl, —(C1-C6)heteroalkyl, aryl, and heteroaryl, wherein the aryl or heteroaryl group is optionally substituted;
• or R4 and R5 in R2, together with the nitrogen to which R4 and R5 are connected, form a 3-10 membered heterocycloalkyl, wherein if the 3-10 membered heterocycloalkyl in R2 is a six-membered ring, then R2 is a six-membered heterocycloalkyl or
• each occurrence of R4 and R5 in R1 is independently selected from the group consisting of hydrogen, —(C1-C6)alkyl, —(C1-C6)haloalkyl, and —(C1-C6)heteroalkyl, wherein in the —(C1-C6)heteroalkyl at least one heteroatom is nitrogen optionally substituted by one or two alkyl groups;
• or R4 and R5 in R7, together with the nitrogen to which R4 and R5 are connected, form a 3-10 membered heterocycloalkyl, wherein if the 3-10 membered heterocycloalkyl in R2 is a six-membered ring, then R2 is a six-membered heterocycloalkyl or
• each occurrence of R6 is independently selected from the group consisting of —(C1-C6)alkyl, —(C1-C6)heteroalkyl, —OR7, 3-10 membered heterocycloalkyl, aryl, and heteroaryl, wherein the 3-10 membered heterocycloalkyl, aryl or heteroaryl group is optionally substituted;
• each occurrence of R7 is independently selected from the group consisting of H, —(C1-C6)alkyl, —(C1-C6)heteroalkyl, —(C3-C6)cycloalkyl, -4-10 membered heterocycloalkyl, aryl, and —(C5-C10)heteroaryl, wherein the alkyl, heteroalkyl, cycloalkyl, heterocyclyl, aryl, or heteroaryl group is optionally substituted;
• Y is O or S;
• provided that if R4 and R5 in R2, together with the nitrogen to which R4 and R5 are connected, form a five-membered heterocycloalkyl, then R3 is selected from the group consisting of hydrogen, —(C2-C6)alkyl, —(C1-C6)haloalkyl, —(C1-C6)heteroalkyl, —F, —Cl, —Br, —I, —CN, —NO2, —OR7, —SR7, —S(═O)R7, —S(═O)2R7, —C(═O)R7, —OC(═O)R7, and —CO2R7.