Dibenzoxanthene Quenchers, Uses, and Methods of Preparation

A compound of Formula (I):

• wherein
• Y1 is selected from Y1′ and —C(O)R″,
• Y2 is selected from Y2′ and —C(O)R″ on the condition that Y1 and Y2 are not both —C(O)R″;
• or, alternatively, Y1 and Y2 form N═NR′ with the nitrogen to which they are bound;
• or, alternatively, Y1′ forms a saturated or unsaturated, substituted or unsubstituted ring with R1/R11 together with the atoms to which they are bonded, and/or Y2′ forms a saturated or unsaturated, substituted or unsubstituted ring with R1/R11 together with the atoms to which they are bonded;
• Y3 is selected from Y3′ and —C(O)R″,
• Y4 is selected from Y4′ and —C(O)R″ on the condition that Y3 and Y4 are not both —C(O)R″;
• or, alternatively, Y3′ forms a saturated or unsaturated, substituted or unsubstituted ring with R4/R5 together with the atoms to which they are bonded, and/or Y4′ forms a saturated or unsaturated, substituted or unsubstituted ring with R4/R5 together with the atoms to which they are bonded;
• R″ is selected from —(CQ1Q2)x-Ra;
• wherein Q1 and Q2 are independently selected from hydrogen and methyl,
• x is an integer ranging from 1 to 10,
• Ra is a trimethyl quinone;
• R5, R6, R7, R9, R10, R11 are independently selected from —H, halogens, alkyl, and alkyl group independently substituted with one or more Z2;
• R1, R2, R3, R4, Y1′, Y2′, Y3′, Y4′, and R′ are independently selected from —H, alkyl, alkyl independently substituted with one or more Z2, heteroalkyl, heteroalkyl independently substituted with one or more Z2, aryl, aryl independently substituted with one or more Z2, heteroaryl, heteroaryl independently substituted with one or more Z2, arylalkyl, arylalkyl independently substituted with one or more Z2, heteroarylalkyl, heteroarylalkyl independently substituted with one or more Z2, halogen, —OS(O)2OR, —S(O)2OR, —S(O)2R, —S(O)2NR, —S(O)R, —OP(O)O2RR, —P(O)O2RR, —C(O)OR, —NO2, ═NRR, —NRR, —N+RRR, —NC(O)R, —C(O)R, —C(O)NRR, —CN, and —OR;
• wherein R is independently selected from —H, alkyl, heteroalkyl, aryl, heteroaryl, arylalkyl, and heteroarylalkyl;
• wherein Z2 is selected from —R, halogen, —OS(O)2OR, —S(O)2OR, —S(O)2R, —S(O)2NR, —S(O)R, —OP(O)O2RR—P(O)O2RR, —C(O)OR, —NO2, —NRR, —N+RRR, —NC(O)R, —C(O)R, —C(O)NRR, —CN, —O, —OR, —(CH2)x—Rb, —N(CH2)x—Rb;
• wherein Rb is selected from -halogen, —OH, —OR, —SH, —NH2, —C(O)O, —C(O)OH, —C(O)NH2;
• R8 is selected from —H, alkyl, alkyl independently substituted with one or more Z1, heteroalkyl, heteroalkyl independently substituted with one or more Z1, aryl, aryl independently substituted with one or more Z1, heteroaryl, heteroaryl independently substituted with one or more Z1, arylalkyl, arylalkyl independently substituted with one or more Z1, heteroarylalkyl, and heteroarylalkyl independently substituted with one or more Z1;
• and
• Z1 is selected from the group consisting of, —R*, halogen, —CR*R*R*, —OS(O)2OR*, —S(O)2OR*, —SO3, —S(O)2R*, —S(O)2NR*, —S(O)R*, —OP(O)O2R*R*—P(O)O2R*R*, —C(O)OR*, —N═N—R*—R*, —NO2—NR*R*, —N*R*R*R*, —NC(O)R*, —C(O)R*, —C(O)NR*R*, —CN, —O and —OR*, wherein R* is independently selected from —H, halogen, alkyl, heteroalkyl, —NO2, aryl, heteroaryl, arylalkyl, heteroarylalkyl, and linking group (LG).