Compound and contrast agent for optical imaging having the compound

Patent metadata

Field	Value
Publication number	US-10655059-B2
Application number	US-201515533971-A
Country	US
Kind code	B2
Filing date	Dec 4, 2015
Priority date	Dec 9, 2014
Publication date	May 19, 2020
Grant date	May 19, 2020

Abstract

To provide a compound having high T/B and a contrast agent for optical imaging. The compound has a molecular weight of a specific range, the compound in which two polyethylene glycols are bonded to a specific cyanine pigment through a linker. The present invention provides a compound which has a high T/B and which can be used as a contrast agent capable of imaging a tumor portion with high contrast.

First claim

The invention claimed is:

1. A compound represented by any one of Formulae (I) to (III) and having a molecular weight of 1600 or more and 40000 or less;

wherein in Formulae (I) to (III) above, n and m each independently represent an integer of 12 or more, R 101 to R 112 each independently represent any one of a hydrogen atom, a halogen atom, an acetoxy group, an alkyl group having 1 to 18 carbon atoms, an alkyl ester group having 1 to 18 carbon atoms, and an alkylamide group having 1 to 18 carbon atoms,
R 11 to R 14 each independently represent an alkyl group having 1 to 18 carbon atoms or a fluorinated alkyl group having 1 to 18 carbon atoms,
L 11 to L 17 each independently represent substituted or unsubstituted methine and a substituent of methine is an alkyl group having 1-4 carbon atoms or a halogen atom, L 11 and L 13 , L 12 and L 14 , L 13 and L 15 , and L 14 and L 16 may form a five-membered ring or a six-membered ring, A 11 and A 12 represent alkylene groups having 1 to 3 carbon atoms, A 13 and A 14 represent alkylene groups having 2 to 5 carbon atoms, Q 11 and Q 12 represent —CONH—, and B 11 and B 12 represent;

2. The compound according to claim 1 , wherein a molecular weight of the compound is 2000 or more and 25000 or less.

3. The compound according to claim 1 , wherein the molecular weight of the compound is 2500 or more and 11000 or less.

4. The compound according to claim 1 , wherein the molecular weight of the compound is 2500 or more and 4500 or less.

5. The compound according to claim 1 , wherein R 101 to R 112 in Formulae (I) to (III) above represent hydrogen atoms.

6. The compound according to claim 1 , wherein R 11 to R 14 in Formulae (I) to (III) above represent methyl groups.

7. The compound according to claim 1 , wherein L 11 to L 17 in Formulae (I) to (III) above represent unsubstituted methine.

8. A contrast agent for optical imaging, comprising:
the compound according to claim 1 ; and
a dispersion medium.

9. The compound according to claim 1 , wherein the compound is a contrast agent for optical imaging.

10. The compound according to claim 1 , wherein the compound is given into a living body and a ratio of an amount of the compound accumulated in tumor within the living body to an amount of the compound retained in blood within the living body of the compound is 1.5 or more.

11. The compound according to claim 1 , wherein m and n each independently represent an integer of 22 or more to 45 or less.

Assignees

• Canon Kk

Inventors

• Mizusawa Keigo
• Fukui Tatsuki
• Sasaguri Daisuke
• Takahashi Atsushi

Classifications

• G01N33/49

  Blood {(chemical methods for determining blood cell populations G01N33/5094; chemical analysis of blood groups or blood types G01N33/80)} · CPC title

• C09K2211/1466

  containing nitrogen as the only heteroatom · CPC title

• G01N2800/7028

  Cancer · CPC title

• A61K49/0017

  Fluorescence in vivo · CPC title

• C07D209/60

  Naphtho [b] pyrroles; Hydrogenated naphtho [b] pyrroles · CPC title