Patent ID: 11913884
Assignee: WILLIAM MARSH RICE UNIVERSITY
Field: Measurement (Instruments)
Classification: CPC G  C  A  B | IPC A  B  C  G

Claim 0:
1. A photoactivatable fluorophore defined as:, , wherein:
X1 is —O—, —S—, —C(O)—, —C(S)—, —NRa—, or —Si(Ru)(Ru′)—, wherein:
Ra is hydrogen, alkyl(C≤8), substituted alkyl(C≤8), acyl(C≤8), or substituted acyl(C≤8);
Ru and Ru′ are each independently alkyl(C≤8), substituted alkyl(C≤8), aryl(C≤12), or substituted aryl(C≤12);

X2 is —N═, —C(Rb)═, or —C(Rc)(Rd)— wherein:
Rb is hydrogen; or
alkyl(C≤8), substituted alkyl(C≤8), aryl(C≤12), or substituted aryl(C≤12);

Rc and Rd are taken together to form a group of the formula:, wherein:
n is 0, 1, 2, 3, or 4;
Re at each instance is independently hydrogen, halo, hydroxy, or amino; or
alkyl(C≤8), alkoxy(C≤8), alkylamino(C≤8), dialkylamino(C≤8), or a substituted version of any of these groups; or

Xa is —O— or —NRf—, wherein:
Rf is hydrogen; or
 alkyl(C≤8), substituted alkyl(C≤8), acyl(C≤8), or substituted acyl(C≤8); or
 -C(S)NHRg, wherein:
 Rg is alkyl(C≤8), substituted alkyl(C≤8), alkenyl(C≤8), or substituted alkenyl(C≤8);

R1 is hydrogen, halo, hydroxy, amino, nitro, or cyano; or
alkyl(C≤8), alkoxy(C≤8), alkylamino(C≤8), dialkylamino(C≤8), amido(C≤8), or a substituted version of any of these groups; or
—C(O)Rh, wherein;
Rh is hydroxy or amino; or
alkyl(C≤8), alkoxy(C≤8), alkylamino(C≤8), dialkylamino(C≤8), or a substituted version of any of these groups; and

R2, R3, R4, R5, R6, and R7 are each independently hydrogen, halo, hydroxy, amino, nitro, or cyano; or
alkyl(C≤8), alkoxy(C≤8), alkylamino(C≤8), dialkylamino(C≤8), amido(C≤8), or a substituted version of any of these groups; or
—C(O)Ri, wherein;
Ri is hydroxy or amino; or
alkyl(C≤8), alkoxy(C≤8), alkylamino(C≤8), dialkylamino(C≤8), or a substituted version of any of these groups; or

R2 and R3, R4 and R5, R5 and R6, or R6 and R7 are taken together to form an arene(C≤12), a substituted arene(C≤12), a heteroarene(C≤12), or a substituted heteroarene(C≤12); or, a photoactivatable fluorophore of the formula:, , wherein:
X3 is —O—, —S—, —C(O)—, —C(S)—, —NRj—, or —Si(Rv)(Rv′)—, wherein:
Rj is hydrogen, alkyl(C≤8), substituted alkyl(C≤8), acyl(C≤8), or substituted acyl(C≤8);
Rv and Rv′ are each independently alkyl(C≤8), substituted alkyl(C≤8), aryl(C≤12), or substituted aryl(C≤12);

X4 is —N=, —C(Rk)═, or —C(Rl)(Rm)— wherein:
Rk is hydrogen; or
alkyl(C≤8), substituted alkyl(C≤8), aryl(C≤12), or substituted aryl(C≤12);

Rl and Rm are taken together to form a group of the formula:, wherein:
m is 0, 1, 2, 3, or 4;
Rn at each instance is independently hydrogen, halo, hydroxy, or amino; or
alkyl(C≤8), alkoxy(C≤8), alkylamino(C≤8), dialkylamino(C≤8), or a substituted version of any of these groups; or

Xb is —O— or —NRo—, wherein:
Ro is hydrogen; or
 alkyl(C≤8), substituted alkyl(C≤8), acyl(C≤8), or substituted acyl(C≤8); or
 -C(S)NHRp, wherein:
 Rp is alkyl(C≤8), substituted alkyl(C≤8), alkenyl(C≤8), or substituted alkenyl(C≤8);

R8, R9, R10, R11, R12, R13, and R14 are each independently hydrogen, halo, hydroxy, amino, nitro, or cyano; or
alkyl(C≤8), alkoxy(C≤8), alkylamino(C≤8), dialkylamino(C≤8), amido(C≤8), or a substituted version of any of these groups; or
—C(O)Rq, wherein;
Rq is hydroxy or amino; or
alkyl(C≤8), alkoxy(C≤8), alkylamino(C≤8), dialkylamino(C≤8), or a substituted version of any of these groups; or

R8 and R9, R9 and R10, R11 and R12, R12 and R13, or R13 and R14 are taken together to form an arene(C≤12), a substituted arene(C≤12), a heteroarene(C≤12), or a substituted heteroarene(C≤12); or, a photoactivatable fluorophore of the formula:, , wherein:
o is 0, 1, 2, 3, or 4;
X5 is —O— or —NRr—, wherein:
Rr is hydrogen; or
alkyl(C≤8), substituted alkyl(C≤8), acyl(C≤8), or substituted acyl(C≤8); or
—C(O)Rs, wherein:
Rs is hydroxy or amino; or
 alkyl(C≤8), alkoxy(C≤8), alkylamino(C≤8), dialkylamino(C≤8), or a substituted version of any of these groups;

X6 is ═O or ═S; and
R15 at each instance is independently hydrogen, halo, hydroxy, amino, nitro, or cyano; or
alkyl(C≤8), alkoxy(C≤8), alkylamino(C≤8), dialkylamino(C≤8), amido(C≤8), or a substituted version of any of these groups; or
—C(O)Rt, wherein;
Rt is hydroxy or amino; or
alkyl(C≤8), alkoxy(C≤8), alkylamino(C≤8), dialkylamino(C≤8), or a substituted version of any of these groups; or, or a pharmaceutically acceptable salt or tautomer of any of these formulae.