US 9,810,700 B1
Fluorogenic calcium ion indicators and methods of using the same
Zhenjun Diwu, Sunnyvale, CA (US); Haitao Guo, Sunnyvale, CA (US); Ruogu Peng, San Jose, CA (US); Qin Zhao, Sunnyvale, CA (US); Jinfang Liao, Foster City, CA (US); and Feng Liu, San Jose, CA (US)
Assigned to AAT Bioquest, Inc., Sunnyvale, CA (US)
Filed by AAT Bioquest, Inc., Sunnyvale, CA (US)
Filed on May 31, 2017, as Appl. No. 15/610,184.
Int. Cl. C07D 311/90 (2006.01); G01N 33/84 (2006.01); C07D 493/10 (2006.01); C07C 229/22 (2006.01); C07F 5/02 (2006.01); C07D 307/94 (2006.01); G01N 33/58 (2006.01)
CPC G01N 33/84 (2013.01) [C07C 229/22 (2013.01); C07D 307/94 (2013.01); C07D 311/90 (2013.01); C07D 493/10 (2013.01); C07F 5/022 (2013.01); G01N 33/582 (2013.01)] 20 Claims
 
1. A fluorogenic calcium indicator of Formula 1:

OG Complex Work Unit Drawing
wherein:
R1-R8 are independently H, an alkyl, an aryl or a heteroaryl;
R9-R12 are independently H, an alkyl, a halogen, carboxy, an acyloxymethylcarbonyl, an alkoxy, an aryloxy, thiol, a alkylthiol, an arylthiol, azido, nitro, nitroso, cyano, an amino, hydroxy, a phosphonyl, a sulfonyl, a carbonyl, a boronyl, an aryl, a heteroaryl, a heterocycle or a fluorophore moiety;
Z is H, a counter cation, or an alkyl having 1-10 carbons;
wherein at least one of R9-R12 is a fluorophore moiety or any two of R9-R12 are cyclically linked together with ring A to define a fluorophore moiety comprising a benzo-fused aryl, heteroaryl or heterocycle ring.