Granted Patent B2

US 12,522,609 · App. 18/069,982 · Granted Jan 13, 2026

Inventors: Yoshinori Kanazawa (Kanagawa, JP); Ryo Fujiwara (Kanagawa, JP); Kazuoki Komiyama (Kanagawa, JP)

Assignee: FUJIFILM Corporation

C07D487/14

Abstract

Claims (26)

1 . A compound represented by General Formula (1),

in the formula, R 1 to R 6 represent an alkyl group which may have a substituent or —(CH 2 —CH 2 —O) m —R 21 , where m is 1 to 50, and R 21 represents an alkyl group which may have a substituent,

R 11 to R 13 represent a hydrogen atom, an alkyl group, an aryl group, a heteroaryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an amino group, or a halogen atom, where adjacent groups may be bonded to each other to form a 5-membered or 6-membered ring,

R 22 to R 29 represent a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, a sulfo group, a sulfonamide group, an alkoxycarbonyl group, an acyloxy group, a carbamoyl group, an acylamino group, a nitro group, or a halogen atom, where adjacent groups may be bonded to each other to form a fused ring,

n is an integer of 1 to 3,

provided that one selected from R 1 , R 2 , R 5 , and R 22 to R 25 and one selected from R 3 , R 4 , R 6 , and R 26 to R 29 are bonded through a linking group LL, the linking group LL represents a divalent linking group having 1 to 100 carbon atoms, provided that the linking group LL does not have any group selected from an aromatic hydrocarbon ring, a sulfo group, and a phosphono group,

at least one of R1 to R6 and R22 to R29 contains a structure represented by —(CH 2 —CH 2 —O) m —, where m has the same meaning as m described above, and

the compound represented by General Formula (1) is a neutral compound and contains at least one substituent capable of being bonded to a carboxy group or a biological substance.

2 . The compound according to claim 1 ,

wherein the compound is represented by any one of General Formulae (1-1) to (1-3),

in the formulae, L 1 to L 6 represent an alkylene group or —(CH 2 —CH 2 —O) m -alkylene-*,

* represents a bonding position to the linking group LL,

R 7 and R 8 represent an alkyl group which may have a substituent or —(CH 2 —CH 2 —O) m —R 21 , and

R 1 to R 6 , R 11 to R 13 , R 21 to R 29 , LL, m, and n respectively have the same meanings as R 1 to R 6 , R 11 to R 13 , R 21 to R 29 , LL, m, and n described above.

3 . The compound according to claim 2 ,

wherein L 1 to L 6 described above each includes a structure represented by —(CH 2 —CH 2 —O) m —, where m is 1 to 50.

4 . The compound according to claim 1 ,

wherein the linking group LL is a divalent linking group having a substituent capable of being bonded to a carboxy group or a biological substance.

5 . The compound according to claim 1 , wherein both of two heterocyclic rings in the general formula satisfy the following condition 1, which is that at least one substituent on an sp 3 carbon atom, which is a ring-constituting atom of the heterocyclic ring, and a substituent on a ring-constituting nitrogen atom of the heterocyclic ring include a structure represented by —(CH2-CH2-O)m-, where m is 1 to 50.

6 . The compound according to claim 1 ,

wherein in the linking group LL, a linking portion to R 1 to R 6 , R 22 to R 29 , or L 1 to L 6 is an —O— group, an —S— group, an —NR 50 — group, a —COO— group, or a —CONR 50 — group, provided that R 50 is a hydrogen atom or an alkyl group.

7 . The compound according to claim 1 ,

wherein at least one of R 11 , R 12 , or R 13 is an aryloxy group.

8 . A labeled biological substance that is obtained by bonding the compound according to claim 1 to a biological substance.

9 . The labeled biological substance according to claim 8 ,

wherein the biological substance is any one of a protein, an amino acid, a nucleic acid, a sugar chain, or a phospholipid.

Assignments (1)

Priority Claims (1)

Continuity (2)

References Cited (33)