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US 12,285,250 B2Granted
Near-IR glucose sensors
AssigneeProfusa, Inc.
InventorsSoya Gamsey, Viachaslau Bernat, Alex Kutyavin, Jacob William Clary, Sulolit Pradhan
Life of this patent
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Abstract
Glucose-sensing luminescent dyes of formula (IV-I), polymers, and sensors are provided. Additionally, systems including the sensors and methods of using these sensors and systems are provided.
Claims22
A compound of formula (IV-IA):
- or a tautomer, a solvate, or a salt thereof, wherein:
- each R1, R3, R4, R5, R6, R7, R8, R11, R12, and R14 is independently H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C2-C10 heteroalkyl, halogen, —C(O)R′, —COOR′, —C(O)NH2, —C(O)NR′R″, —CF3, —CN, —SO3H, —SO2CF3, —SO2R′, —SO2NR′R″, —N(R′)2, —N(R′)3+, —NO2, —OR′, —NHC(O)R′, —OC(O)R′, or phenyl;
- R′ and R″ are each independently H or C1-C6 alkyl;
- or R′ and R″ can together form a 5- or 6-membered heterocycle with the nitrogen atom to which they are attached, wherein the heterocycle optionally comprises one additional heteroatom selected from S, O, and N;
- Rd and Re are each H, C1-C6 alkyl, C6-C10 aryl, C1-C6 alkoxy, or C6-C10 aryloxy;
- each R2 and R15 is independently, H or C1-C6 alkyl;
- R9 and R10 are independently H, C1-C6 alkyl, or —NHC(O)C(CH3)CH2;
- L1 and L3 are independently a bond or a linker group selected from optionally substituted C1-C10 alkylene, optionally substituted C2-C10 alkenylene, optionally substituted C2-C10 alkynylene, optionally substituted C2-C20 heteroalkylene, optionally substituted —(CH2CH2O)nCH2—, optionally substituted —CH2(CH2CH2O)n—, optionally substituted —(CH2CH2O)nCH2CH2—, optionally substituted —CH2CH2(CH2CH2O)n—, or optionally substituted (CH2CH2O)n—, wherein n is an integer between 1 and 5;
- L2 is a bond, optionally substituted phenylene, optionally substituted -alkylene-phenylene-, optionally substituted -phenylene-alkylene-, or optionally substituted 5- or 6-membered heteroarylene;
- R20, R21, R23, and R24 are each independently H, C1-C6 alkyl optionally substituted with —NH2 or —NH3+, C2-C6 alkenyl, or benzyl optionally substituted with —B(OR2)2;
- R22, R25, R26, and R27 are each independently H or C1-C6 alkyl;
- alternatively, (R21 and R20) and/or (R23 and R24) together with the nitrogen atom to which they are attached, form a 6-, 5-, or 4-membered saturated or partially saturated ring;
- alternatively, (R21 and R22), (R24 and R25), (R23 and R27), and/or (R26 and R20), together with the atoms to which they are attached, form an optionally substituted 6- or 5-membered saturated, unsaturated, or partially saturated ring;
- provided that the compound is not
- or a salt thereof.
12 more elements
A compound selected from:
- a)
- or a tautomer, a solvate, or a salt thereof, or
- b)
Dependencies are inferred from the claim text.