Thrombolytic activity of disulfide reducing agents

A method of treating a disease or disorder associated with thrombus formation in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a compound represented by structural formula (I) or structural formula (II) or a pharmaceutically acceptable salt thereof:

• wherein
• each L1, L2, and L3 is independently C1-6 alkylene;
• M is C2-6 alkylene;
• each R1, R2, and R3 is independently selected from C(O)OR5, OR4, C(O)NR6R7, NRBC(O)R9, and
• each R4, R5, R6, R7, R8, R9, R10, and R11 is selected from H and C1-6 alkyl, or R6 and R7, or R10 and R11, together with the nitrogen atom to which they are attached form a 3- to 8-membered heterocyclyl,
• wherein each C1-6 alkylene, C2-6 alkylene, and C1-6 alkyl is optionally independently substituted with 1 to 3 substituents selected from deuterium, oxo, F, Cl, Br, CN, NO2, OR14, SR15, NR16R17, S(O)R18, S(O)2R18a, NR19S(═O)R20, C(═O)OR20a, OC(═O)OR20b, C(═O)NR21R22, OC(═O)NR21*R22*, NR11C(═O)N(R12)(R13) NR23C(═O)R24, C(═S)NR25R26, C(═O)R27, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-12 cycloalkyl, C6-12 aryl, 4- to 12-membered heterocyclyl, and 5- to 12-membered heteroaryl;
• wherein
• each R11, R12, R13, R14, R14*, R15, R15*, R16, R17, R16*, R17*, R18, R18a, R19, R20, R20, R20b, R21, R22, R21*, R22*, R23, R24, R25, R26, and R27 is independently selected from H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-12 cycloalkyl, C6-12 aryl, 4- to 12-membered heterocyclyl, and 5- to 12-membered heteroaryl, or
• one or more of the pairs of variables selected from R12 and R13, R16 and R17, R16* and R17*, R21 and R22, R21* and R22*, and R25 and R26, together with the nitrogen to which they are attached, form a 3-8 membered ring, and
• each of the substituents selected from C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-12 cycloalkyl, C6-12 aryl, 4- to 12-membered heterocyclyl, and 5- to 12-membered heteroaryl is further optionally substituted with 1 to 3 substituents independently selected from deuterium, oxo, F, Cl, Br, CN, NO2, OR14*, SR15*, NR16*R17*, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C3-12 cycloalkyl, C6-12 aryl, 4- to 12-membered heterocyclyl, and 5- to 12-membered heteroaryl.