Benzoporphyrin analogs, conjugates, and methods of use thereof

A linker-photosensitizer compound of formula (II):

• or a pharmaceutically acceptable salt thereof, wherein:
• AL, BL, XL and YL are each independently —OH, —OC1-4alkyl, —N(R100)(R101) or —Z-LP-linker-LA-RA, provided one of AL, BL, XL and YL is —Z-LP-linker-LA-RA;
• R100 is H or C1-3alkyl;
• R101 is H, C1-3alkyl or —(CH2—CH2—O)nrR102;
• R102 is H or Me;
• nr is an integer from 1 to 16;
• Z is —O— or —NR1—;
• R1 is H or C1-3alkyl;
• LP and LA are each independently a spacer;
• Linker is connection moiety formed by a first reactive group attached to LP and a second reactive group attached to LA;
• and
• RA is a reactive group that can form a covalent bond with a targeting agent.

A conjugate comprising a benzoporphyrin analog covalently linked to a targeting agent, wherein the conjugate is represented by the following formula:

• or a pharmaceutically acceptable salt thereof, wherein:
• T is targeting agent;
• L is a spacer connecting the targeting agent and PS;
• r is an integer from 1 to 20;
• PS is a photosensitizer that is a benzoporphyrin analog represented by the following formula:
• or a pharmaceutically acceptable salt thereof, wherein:
• A, B, X and Y are each independently —OH, —OC1-4alkyl, —N(R100)(R101) or a bond covalently linked to L, provided one of A, B, X and Y is a bond covalently linked to L;
• R100 is H or C1-3alkyl;
• R101 is H, C1-3alkyl or —(CH2—CH2—O)nrR102;
• R102 is H or Me;
• nr is an integer from 1 to 16.

A compound represented by the following formula:

• or a pharmaceutically acceptable salt thereof, wherein:
• A′, B′, X′ and Y′ are each independently —OH, —OC1-4alkyl, —N(R100)(R101), or —Z—C1-6allkylene-NH2, provided one of A′, B′, X′ and Y′ is —Z—C1-6allkylene-NH2;
• R100 is H or C1-3alkyl;
• R101 is H, C1-3alkyl or —(CH2—CH2—O)nrR102;
• R102 is H or Me;
• nr is an integer from 1 to 16;
• Z is —O— or —NR1—;
• and
• R1 is H or C1-3alkyl.