Antithrombotic diadenosine tetraphosphates and related analogs

A compound of formula I

• where R2 and R2′ are, independently, —H, —F, —Cl, —Br, —I, —R, —OR, —SR, —NHR, —OCOR, —SCOR, or —NHCOR;
• R6 and R6′ are, independently, —H, —R, or —COR,
• provided that R2 and R6 and R2′ and R6′ are not simultaneously H;
• Q1, Q2, Q1′, and Q2′ are independently N or CH;
• Q3, Q4, Q3′, and Q4′ are independently O or CH2;
• X and X′ are, independently, O or S;
• Y is O or CZZ′, where Z and Z′ are, independently, —H, —F, —Cl, —Br, —R, —OR, —SR, —NHR, —OCOR, —SCOR or —NHCOR;
• R is straight or branched chain alkyl (C1-C6), cyclic alkyl (C3-C6), straight or branched chain alkenyl (C2-C6), cyclic alkenyl (C4-C6), straight or branched chain alkynyl (C2-C6), cyclic alkynyl (C8-C10), aryl (C6-C12), heteroaryl (C2-C9), or heterocyclyl (C2-C9), wherein the alkyl, cyclic alkyl, alkenyl, cyclic alkenyl, alkynyl, cyclic alkynyl, aryl, heteroaryl, and heterocyclyl groups are substituted or unsubstituted;
• and
• each M is independently H or a pharmaceutically acceptable cation, wherein when two or more M are pharmaceutically acceptable cations, they may be combined to form a single pharmaceutically acceptable cation with the appropriate charge;
• or
• a pharmaceutically acceptable salt thereof or stereoisomer thereof.