Chromophoric compounds and UV-absorbing compositions

A topical composition comprising one or more compounds of Formula I:

• or a salt thereof, wherein:
• R1 and R2 are independently selected from H, optionally substituted alkyl, optionally substituted alkynyl, optionally substituted aminoalkyl, optionally substituted hydroxyalkyl, optionally substituted alkoxyalkyl, —CN, —C(O)RA, —C(O)ORA, —C(O)NRARB, —C(O)SRA, —C(S)NRARB, —NCO, —C(O)—X—Ry, C(O)—X—Rz, and —NO2;
• or
• R1 and R2 together with the carbon atom to which they are attached form a cyclic moiety of Formula III or Formula IV:
• wherein:
• X is O or NRA,
• R11 and R12 are independently H or optionally substituted alkyl;
• Ry and Rz are independently selected from H, optionally substituted C1-C15 alkyl, optionally substituted hydroxyalkyl, optionally substituted alkoxyalkyl, a polyamide, and a polyether;
• R4 is optionally substituted C6-C10 aryl, or optionally substituted C2-C9 heteroaryl comprising 0-4 heteroatoms selected from O, N, and S;
• R3, R5, R6, R7, R8, R9, and R10 are independently selected from H, halogen, optionally substituted C1-C20 alkyl, optionally substituted C2-C20 alkenyl, optionally substituted C2-C20 alkynyl, optionally substituted C3-C8 cycloalkyl, optionally substituted C2-C20 cycloalkenyl, optionally substituted C2-C7 heterocycloalkyl, optionally substituted C6-C10 aryl, optionally substituted C2-C9 heteroaryl, —OR′, —C(O)R′, —C(O)OR′, —C(O)NR′R″, —C(═NR′)NR′R″, —C(═NR″)R′, —NR′R″, —CN, —N═NR′, cyanate, —OCN, —CNO, —NO2, —OC(O)NR′R″, —SR′, —S—SR′, —S(O)R′, —S(O)2R′, —S(O)2OR′, —S(O)2NR′, —C(O)SR′, —C(S)SR′, —C(S)NR′, —B(OH)2, —B(OR′)(OR″), PR′3, PR′2, —P(OR′)2, —OP(OR′)2, —P(O)(OR′)2, —OP(O)(OR′)2, a polyamide, and a polyether;
• RA and RB are independently selected from H, optionally substituted C1-C15 alkyl, optionally substituted hydroxyalkyl, optionally substituted alkoxyalkyl, a polyamide, a polyether, optionally substituted C1-C20 alkyl, optionally substituted C2-C20 alkenyl, optionally substituted C2-C20 alkynyl, optionally substituted C2-C20 cycloalkyl, optionally substituted C2-C20 cycloalkenyl, optionally substituted C2-C20 heterocycloalkyl, optionally substituted C6-C10 aryl, and optionally substituted C2-C9 heteroaryl;
• and
• each R′ and R″ is independently selected from H, optionally substituted C1-C20 alkyl, optionally substituted C2-C20 alkenyl, optionally substituted C2-C20 alkynyl, optionally substituted C2-C20 cycloalkyl, optionally substituted C2-C20 cycloalkenyl, optionally substituted C2-C20 heterocycloalkyl, optionally substituted C6-C10 aryl, optionally substituted C2-C9 heteroaryl, a polyamide, and a polyether.

A topical composition, wherein the composition comprises:

• a compound of Formula V:
• or a salt thereof, wherein:
• R1 is —CN;
• X is O;
• Ry is selected from optionally substituted C1-C15 alkyl, optionally substituted C1-C15 alkoxyalkyl, and a polyether;
• R3, R5, R6, R7, R8, R9, and R10 are independently selected from H, halogen, optionally substituted C1-C20 alkyl, optionally substituted C2-C20 alkenyl, optionally substituted C2-C20 alkynyl, optionally substituted C3-C8 cycloalkyl, optionally substituted C2-C20 cycloalkenyl, optionally substituted C2-C7 heterocycloalkyl, optionally substituted C6-C10 aryl, optionally substituted C2-C9 heteroaryl, —OR′, —C(O)R′, —C(O)OR′, —C(O)NR′R″, —C(═NR′)NR′R″, —C(═NR″)R′, —NR′R″, —CN, —N═NR′, cyanate, —OCN, —CNO, —NO2, —OC(O)NR′R″, —SR′, —S—SR′, ˜S(O)R′, —S(O)2R′, —S(O)2OR′, —S(O)2NR′, —C(O)SR′, —C(S)SR′, —C(S)NR′, —B(OH)2, —B(OR′)(OR″), PR′3, PR′2, —P(OR′)2, —OP(OR′)2, —P(O)(OR′)2, —OP(O)(OR′)2, a polyamide, and a polyether;
• R13, R14, R15, R16, and R17 are independently selected from H, halogen, optionally substituted C1-C20 alkyl, optionally substituted C2-C20 alkenyl, optionally substituted C2-C20 alkynyl, optionally substituted C3-C8 cycloalkyl, optionally substituted C2-C20 cycloalkenyl, optionally substituted C2-C7 heterocycloalkyl, optionally substituted C6-C10 aryl, optionally substituted C2-C9 heteroaryl, —OR′, —C(O)R′, —C(O)OR′, —C(O)NR′R″, —C(═NR′)NR′R″, —C(═NR″)R′, —NR′R″, —CN, —N═NR′, cyanate, —OCN, —NO2, —OC(O)NR′R″, —SR′, —S—SR′, —S(O)R′, —S(O)2R′, —S(O)2OR′, —S(O)2NR′, —C(O)SR′, —C(S)SR′, —C(S)NR′, —B(OH)2, —B(OR′)(OR″), —PR′2, —P(OR′)2, —OP(OR′)2, —P(O)(OR′)2, —OP(O)(OR′)2, polyamide, and polyether;
• and
• each R′ and R″ is independently selected from H, optionally substituted C1-C20 alkyl, optionally substituted C2-C20 alkenyl, optionally substituted C2-C20 alkynyl, optionally substituted C2-C20 cycloalkyl, optionally substituted C2-C20 cycloalkenyl, optionally substituted C2-C20 heterocycloalkyl, optionally substituted C6-C10 aryl, optionally substituted C2-C9 heteroaryl, a polyamide, and a polyether;
• and
• a compound of the formula:
• or a salt thereof, wherein:
• RA is selected from optionally substituted C1-C20 alkyl, optionally substituted C1-C15 alkoxyalkyl, and a polyether;
• R3, R5, R6, R7, R8, R9, and R10 are independently selected from H, halogen, optionally substituted C1-C20 alkyl, optionally substituted C2-C20 alkenyl, optionally substituted C2-C20 alkynyl, optionally substituted C3-C8 cycloalkyl, optionally substituted C2-C20 cycloalkenyl, optionally substituted C2-C7 heterocycloalkyl, optionally substituted C6-C10 aryl, optionally substituted C2-C9 heteroaryl, —OR′, —C(O)R′, —C(O)OR′, —C(O)NR′R″, —C(═NR′)NR′R″, —C(═NR″)R′, —NR′R″, —CN, —N═NR′, cyanate, —OCN, —CNO, —NO2, —OC(O)NR′R″, —SR′, —S—SR′, —S(O)R′, —S(O)2R′, —S(O)2OR′, —S(O)2NR′, —C(O)SR′, —C(S)SR′, —C(S)NR′, —B(OH)2, —B(OR′)(OR″), PR′3, PR′2, —P(OR′)2, —OP(OR′)2, —P(O)(OR′)2, —OP(O)(OR′)2, a polyamide, and a polyether;
• R13, R14, R15, R16, and R17 are independently selected from H, halogen, optionally substituted C1-C20 alkyl, optionally substituted C2-C20 alkenyl, optionally substituted C2-C20 alkynyl, optionally substituted C3-C8 cycloalkyl, optionally substituted C2-C20 cycloalkenyl, optionally substituted C2-C7 heterocycloalkyl, optionally substituted C6-C10 aryl, optionally substituted C2-C9 heteroaryl, —OR′, —C(O)R′, —C(O)OR′, —C(O)NR′R″, —C(═NR′)NR′R″, —C(═NR″)R′, —NR′R″, —CN, —N═NR′, cyanate, —OCN, —NO2, —OC(O)NR′R″, —SR′, —S—SR′, —S(O)R′, —S(O)2R′, —S(O)2OR′, —S(O)2NR′, —C(O)SR′, —C(S)SR′, —C(S)NR′, —B(OH)2, —B(OR′)(OR″), —PR′2, —P(OR′)2, —OP(OR′)2, —P(O)(OR′)2, —OP(O)(OR′)2, polyamide, and polyether;
• and
• each R′ and R″ is independently selected from H, optionally substituted C1-C20 alkyl, optionally substituted C2-C20 alkenyl, optionally substituted C2-C20 alkynyl, optionally substituted C2-C20 cycloalkyl, optionally substituted C2-C20 cycloalkenyl, optionally substituted C2-C20 heterocycloalkyl, optionally substituted C6-C10 aryl, optionally substituted C2-C9 heteroaryl, a polyamide, and a polyether.