US 12,285,250 B2
Near-IR glucose sensors
Soya Gamsey, San Francisco, CA (US); Viachaslau Bernat, Burlingame, CA (US); Alex Kutyavin, Lake Stevens, WA (US); Jacob William Clary, Moss Beach, CA (US); and Sulolit Pradhan, Foster City, CA (US)
Assigned to Profusa, Inc, Emeryville, CA (US)
Filed by Profusa, Inc., South San Francisco, CA (US)
Filed on Jun. 27, 2019, as Appl. No. 16/455,038.
Claims priority of provisional application 62/690,657, filed on Jun. 27, 2018.
Prior Publication US 2020/0000383 A1, Jan. 2, 2020
This patent is subject to a terminal disclaimer.
Int. Cl. A61B 5/145 (2006.01); A61B 5/00 (2006.01); A61B 5/1459 (2006.01); A61B 5/1486 (2006.01); C07F 7/08 (2006.01); C07F 7/30 (2006.01); C07F 9/6571 (2006.01); C09B 23/08 (2006.01); C09B 23/10 (2006.01); C09B 57/00 (2006.01); C09K 11/06 (2006.01)
CPC A61B 5/14532 (2013.01) [A61B 5/1459 (2013.01); A61B 5/14865 (2013.01); A61B 5/6847 (2013.01); C07F 7/0816 (2013.01); C07F 7/30 (2013.01); C07F 9/657172 (2013.01); C09B 23/083 (2013.01); C09B 23/10 (2013.01); C09B 57/00 (2013.01); C09K 11/06 (2013.01)] 22 Claims
 
1. A compound of formula (IV-IA):

OG Complex Work Unit Chemistry
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

OG Complex Work Unit Chemistry
 or a salt thereof.