Carborane hydroxamic acid matrix metalloproteinase inhibitors and agents for boron neutron capture therapy

A compound having a structure of Formula (I), or a pharmaceutically acceptable salt thereof:

• wherein
• each of m and n is 0 or 1, and m+n is 1 or 2;
• W1 and W2 are each absent, or one of W1 and W2 is piperdinyl, piperazinyl, or pyrrolidinyl, and the other of W1 and W2 is absent;
• X is aryl or C3-8heteroaryl;
• Y is CH2, O, S, NR3, C1-2alkylene-O, C1-2alkylene-S, C1-2alkylene-NR3, C═O, OC═O, OC(═O)NR3, NR3C═O, or absent;
• Z is NR1, NSO2R1, O, S, C═O, SO, or SO2;
• R1 is either
• (a) C1-6alkylene-CB;
• CH(CB)2, CH(C1-6alkylene-CB)2, C(C1-6alkylene-CB)3, C1-4alkylene-CH(C1-6alkylene-CB)2, C1-4alkylene-C(C1-6alkylene-CB)3, C1-6alkylene-heteroaryl-C1-6alkylene-CB, CH(C1-3alkylene-heteroaryl-CB)2, C(C1-3alkylene-heteroaryl-CB)3, CH(C1-3alkylene-heteroaryl-C1-6alkylene-CB)2, C(C1-3alkylene-heteroaryl-C1-6alkylene-CB)3, C1-4alkylene-CH(C1-3alkylene-heteroaryl-CB)2, C1-4alkylene-C(C1-3alkylene-heteroaryl-CB)3, C1-4alkylene-CH(C1-3alkylene-heteroaryl-C1-6alkylene-CB)2, or C1-4alkylene-C(C1-3alkylene-heteroaryl-C1-6alkylene-CB)3, or
• (b) H, C1-10alkyl, C1-6alkynyl, C1-6alkylene-OC1-6alkyl, C1-6alkylene-SC1-6alkyl, C1-6alkylene-Oaryl, C1-6alkylene-Saryl, cycloalkyl, C3-8heterocycloalkyl, aryl, heteroaryl, C1- 6alkylene-cycloalkyl, C1-6alkylene-C3-8heterocycloalkyl, C1-6alkylene-aryl, or C1-6alkylene-heteroaryl;
• R2 is either
• (a) CB, C1-6alkylene-aryl-CB, C1-6alkylene-CB, C1-6alkylene-aryl-C1-3alkylene-CB, or C1-6alkylene-heteroaryl-C1-6alkylene-CB, or
• (b) aryl-R4, heteroaryl-R4, cycloalkyl-R4, C3-8heterocycloalkyl-R4, C1-2alkylene-aryl-R4, C1-2alkylene-heteroaryl-R4, C1-2alkylene-cycloalkyl-R4, or C1-2alkylene-C3-8heterocycloalkyl-R4,
• with the proviso that
• (i) when Z is O, S, C═O, SO, or SO2, or R1 is (b), then R2 is (a), and
• (ii) when R2 is (b), then Z is NR1 or NSO2R1, and R1 is (a);
• R3 is H or C1-3alkyl;
• R4 is H, halo, C1-10 alkyl, C1-10 alkenyl, cycloalkyl, aryl, heteroaryl, OC1-6alkyl, Oaryl, Saryl, C1-6alkylene-cycloalkyl, C1-6alkylene-aryl, C1-6alkylene-heteroaryl, C1-6alkylene-OC1-6alkyl, C1-6alkylene-SC1-6alkyl, C1-6alkylene-Oaryl, or C1-6alkylene-Saryl;
• and
• CB is carborane,
• wherein each of heteroaryl and C3-8heterocycloalkyl include 1, 2, or 3 heteroatoms selected from the group consisting of N, O, and S.