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US 7,723,322 B2Granted
Fluoride carrier for positron emission tomography
AssigneeThe Regents of the University of California
InventorMark Mascal
Life of this patent
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Abstract
The present invention provides a compound of the formula wherein R1 is an ammonium bridge. The compounds of the present invention can be linked to a biological molecule that targets a specific type of cell. The compounds of the present invention can trap isotopic fluorine so that when the biological molecule accumulates in the desired type of cell, the isotopic fluorine is imaged by positron emission tomography (PET).
Claims9
A compound having the formula:
- wherein
- R1 is
- wherein
- R2a, R2b, R3a and R3b are each hydrogen;
- R4a and R5a and R4b and R5b are each hydrogen, or combined to form ═O;
- each R6 is independently a member selected from the group consisting of H, optionally substituted C1-C10 alkyl, C1-C6 alkyl-CO2H, C1-C6 alkyl-CONHR7, optionally substituted C6-C12 aryl and L, wherein L is a linker selected from the group consisting of
- each R7 is independently a member selected from the group consisting of H and C1-C6 alkyl;
- or R4a, R5a and R6 or R4b, R5b and R6 are combined to form a 5-6 membered heteroaryl ring having from 1-3 heteroatoms each independently selected from the group consisting of N, O and S, optionally substituted with 1-3 R8;
- or R2a, R2b, R3a, R3b, R4a, R4b, R5a, R5b and R6 are combined to form a 11-14 membered heteroaryl ring having from 1-3 heteroatoms each independently selected from the group consisting of N, O and S, optionally substituted with 1-3 R8;
- each R8 is independently a member selected from the group consisting of H, optionally substituted C1-C6 alkyl, optionally substituted C5-C10 cycloalkyl, optionally substituted C6-C12 aryl, optionally substituted C5-C12 heteroaryl and L;
- wherein the substituted alkyl and substituted cycloalkyl groups are substituted with a member selected from the group consisting of —OR′, ═O, ═NR′, ═N—OR′, —NR′R″, —SR′, -halogen, —SiR′R″R′″, —OC(O)R′, —C(O)R′, —CO2R′, —CONR′R″, —OC(O)NR′R″, —NR″C(O)R′, —NR′—C(O)NR″R′″, —NR″C(O)2R′, —NH—C(NH2)═NH, —NR′C(NH2)═NH, —NH—C(NH2)═NR′, —S(O)R′, —S(O)2R′, —S(O)2NR′R″, —CN and —NO2, wherein R′, R″and R′″ are each independently selected from the group consisting of hydrogen, unsubstituted (C1-C8)alkyl and heteroalkyl, unsubstituted aryl, unsubstituted alkyl, alkoxy or thioalkoxy groups, or aryl-(C1-C4)alkyl groups;
- wherein the substituted aryl and substituted heteroaryl groups are substituted with a member selected from the group consisting of -halogen, —OR′, —OC(O)R′, —NR′R″, —SR′, —R′, —CN, —NO2, —CO2R′, —CONR′R″, —C(O)R′, —OC(O)NR′R″, —NR″C(O)R′, —NR″C(O)2R′, —NR′—C(O)NR″R′″, —NH—C(NH2)═NH, —NR′C(NH2)═NH, —NH—C(NH2)═NR′, —S(O)R′, —S(O)2R′, —S(O)2NR′R″, —N3, —CH(Ph)2, perfluoro(C1-C4)alkoxy, and perfluoro(C1-C4)alkyl, wherein R′, R″ and R′″ are independently selected from the group consisting of hydrogen, (C1-C8)alkyl and heteroalkyl, unsubstituted aryl and heteroaryl, (unsubstituted aryl)-(C1-C4)alkyl, and (unsubstituted aryl)oxy-(C1-C4)alkyl;
- and pharmaceutically acceptable salts and isomers thereof.
10 more elements
Dependencies are inferred from the claim text.