Phosphate Prodrugs of Cannabinoids

A compound of Formula (I):

• and pharmaceutically acceptable salts thereof, wherein
• R1 is chosen from
• wherein
• Z is chosen from divalent C1-18 alkyl and divalent C1-18 haloalkyl groups, wherein the divalent C1-18 alkyl and divalent C1-18 haloalkyl groups are optionally substituted with one or more groups independently chosen from C6-18 aryl, C1-13 heteroaryl, C2-12 heterocyclyl, —OC1-18 alkyl, —SC1-18 alkyl, —N(T2)C1-18 alkyl, and —N(T2)AA groups, wherein T2 is chosen from H and C1-8 alkyl groups and AA is chosen from amino acid residues and is attached to the nitrogen via its C-terminus carbonyl group,
• X and Y, which may be identical or different, are independently chosen from H, Q, C1-18 alkyl, C1-18 haloalkyl, C6-18 aryl, C1-13 heteroaryl, C7-19 arylalkyl, C2-14 heteroarylalkyl, —(CH2CH2O)nCH3,
• groups, wherein
• each T3, T4, and T5, which may be the same or different, are independently chosen from H and C1-8 alkyl groups,
• each Q is independently chosen from pharmaceutically acceptable cations,
• each n is independently chosen from integers ranging from 1 to 12, and
• each m is independently chosen from integers ranging from 1 to 8, and
• T1 is chosen from H, C1-18 alkyl, and C1-18 haloalkyl groups;
• R2 is chosen from C1-10 alkyl groups and C1-10 haloalkyl groups;
• and
• R3 is chosen from —CH3, —CD3, —CH2OH, —CH2ORa, and ═O, wherein Ra is chosen from C1-8 alkyl groups and C1-8 haloalkyl groups.