IP Library › Granted Patent US 10,005,793
Granted Patent B2
US 10,005,793 · App. 14/432,567 · Granted Jun 26, 2018

Bodipy dyes for biological imaging

Inventors: Ralph Mazitschek (Belmont, MA); Alexandra M. Courtis (Davis, CA); James Adam Hendricks (Watertown, MA)
Assignee: The General Hospital Corporation
C07F5/02A61K51/0446C07D257/08C07F5/025G01N33/534
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Quick Facts
Patent No.
US 10,005,793
App. No.
14/432,567
Granted
Jun 26, 2018
Kind
B2
Abstract

This invention relates to water-soluble mono-alkoxy and mono-alkyne BODIPY derivatives, including methods for making the same. For examples, provided herein are compounds of Formula (I): (I) or a pharmaceutically acceptable salt thereof, wherein: (a) is a BODIPY ligand system; X is a halogen; L is absent or a linker; and Z is selected from the group consisting of: a group reactive with a biologically active molecule and a detectable agent.

Claims (32)

1. A compound of Formula (I):

wherein:

is a BODIPY ligand system;

X is 18 F or 19 F;

L is absent or a linker; and

Z is selected from the group consisting of: a group reactive with a biologically active molecule and a detectable agent;

wherein the moiety O-L-Z is selected from the group consisting of:

wherein n and m are independently an integer from 1 to 20; and

p is an integer from 0 to 20.

2. A compound of Formula (II):

wherein:

is a BODIPY ligand system;

X is 18 F or 19 F;

L is absent or a linker; and

Z is selected from the group consisting of: a group reactive with a biologically active molecule and a detectable agent;

wherein the moiety (C 2 )-L-Z is selected from the group consisting of:

wherein n and m are each independently an integer from 1 to 20, and p is an integer from 0 to 20.

3. The compound of claim 1 , wherein X is 18 F.

4. A compound selected from the group consisting of:

wherein the F bound to B is 18 F or 19 F.

5. A compound selected from the group consisting of:

wherein the F bound to B is 18 F or 19 F.

6. A compound of Formula (III):

wherein:

is a BODIPY ligand system selected from the group consisting of:

X is 18 F or 19 F; and

R 1 is selected from the group consisting of: a substituted or unsubstituted C 1-20 alkyl, substituted or unsubstituted C 1-20 alkoxy, or substituted or unsubstituted C 1-20 alkynyl.

7. A compound of Formula (VII):

wherein:

is a BODIPY ligand system; and

each L-Z is

8. The compound of claim 7 , wherein the compound of Formula (VII) is selected from the group consisting of:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2016
From: MAZITSCHEK, RALPH; COURTIS, ALEXANDRA M.; HENDRICKS, JAMES ADAM
To: THE GENERAL HOSPITAL CORPORATION
Reel/Frame 038136/0745 →
Continuity (3)
Provisional Application 61708894 · Oct 2, 2012
Provisional Application 61708277 · Oct 1, 2012
Related Publication 20150252061A1 · Sep 10, 2015
Cited By (6)
US 12,190,392 US 12,282,966 US 12,314,020 US 12,315,015 US 12,354,170 US 12,423,760