US 12,281,092 B2
Compound or salt thereof, composition, chemiluminescence method, method for measuring chemiluminescence signal, reagent, reagent kit, and method for assaying analyte
Shinnosuke Uno, Kobe (JP); and Takuya Kubo, Kobe (JP)
Assigned to SYSMEX CORPORATION, Kobe (JP)
Filed by SYSMEX CORPORATION, Kobe (JP)
Filed on Jan. 23, 2023, as Appl. No. 18/158,006.
Claims priority of application No. 2022-012252 (JP), filed on Jan. 28, 2022.
Prior Publication US 2023/0242499 A1, Aug. 3, 2023
Int. Cl. C07D 315/00 (2006.01); C07D 407/12 (2006.01); C07F 5/02 (2006.01); C07F 9/09 (2006.01)
CPC C07D 315/00 (2013.01) [C07D 407/12 (2013.01); C07F 5/027 (2013.01); C07F 9/091 (2013.01)] 14 Claims
 
1. A compound represented by formula I, or a salt thereof:

OG Complex Work Unit Chemistry
where,
R1 represents a C1-8 alkyl group,
R2 and R3 together with the carbon atom to which they are bound, form an adamantane ring optionally substituted with a halo group;
X represents H or a caging group;
L is absent or represents a linker represented by formula L1, L2, L3, or L4:

OG Complex Work Unit Chemistry
in each formula,
M is absent or represents —O— or —NH—,
a wavy line represents a linkage point to X,
an asterisk represents a linkage point to Y;
a benzene ring in formulae L1, L2, and L3 may be substituted with a substituent selected from the group consisting of halo group, alkyl group, cycloalkyl group, and alkoxy group;
Y is absent or represents —O— or —NH—;
R4 represents H or an electron withdrawing group bound to an ortho or a para position of the -Y-L-X group;
A represents —C≡C-E where, E represents —COOH, —H, —CN, —COO-alkyl, or, an aryl group, a pyridinyl group, a pyridinium group, a 3H-indolyl group, or a 3H-indol-1-ium group, optionally substituted with a substituent, or an aryl group substituted with an electron withdrawing group.