Method of synthesizing near IR, closed chain sulfo-cyanine dyes

Patent metadata

Field	Value
Publication number	US-10513611-B2
Application number	US-201816038095-A
Country	US
Kind code	B2
Filing date	Jul 17, 2018
Priority date	Jul 7, 2016
Publication date	Dec 24, 2019
Grant date	Dec 24, 2019

Abstract

Compositions and methods of synthesizing near IR, closed chain, sulfo-cyanine dyes are provided.

First claim

What is claimed is:

1. A compound of Formula VI:

wherein
R 1 and R 1a are each independently C 1-6 alkylene-SO 3 H;
R 2 , R 2a , and R 3 are each C 1-6 alkyl;
R 3a is C 1-6 alkylene-COOH;
each R 4 and R 4a is independently selected from the group consisting of H and C 1-6 alkyl; and
each subscript n is an integer from 0 to 4,
or salts thereof.

2. The compound of claim 1 having a purity of at least 70%.

3. The compound of claim 1 having a purity of at least 80%.

4. The compound of claim 1 having a purity of at least 85%.

5. The compound of claim 1 , wherein the compound of Formula VI has the structure:

or salts thereof.

6. The compound of claim 5 having a purity of at least 70%.

7. The compound of claim 5 having a purity of at least 75%.

8. The compound of claim 5 having a purity of at least 80%.

9. The compound of claim 5 having a purity of at least 85%.

10. A compound of Formula VII:

having a purity of at least 75%, wherein
R 1 and R 1a are each independently C 1-6 alkylene-SO 3 H;
R 2 , R 2a , and R 3 are each independently selected from the group consisting of H, C 1-6 alkyl, and C 1-6 alkylene-SO 3 H;
R 3a is C 1-6 alkylene-COOH;
each R 4 and R 4a is independently selected from the group consisting of H, C 1-6 alkyl, —SO 3 H, and C 1-6 alkylene-SO 3 H;
R 5 is SO 3 H; and
each subscript n is an integer from 0 to 4,
or salts thereof.

11. The compound of claim 10 having a purity of at least 85%.

12. The compound of claim 10 having a purity of at least 90%.

13. The compound of claim 10 having a purity of at least 95%.

14. The compound of claim 10 having a purity of at least 98%.

15. The compound of claim 10 , having the structure:

or salts thereof.

16. The compound of claim 10 , having the structure:

17. The compound of claim 16 having a purity of at least 90%.

18. A compound of Formula VIII having the structure:

substantially free of the compound having the structure:

19. The compound of Formula VIII according to claim 18 having a purity of at least 95%.

20. The compound of claim 18 , having the structure:

having a purity of at least 95%, substantially free of the compound having the structure:

Assignees

• Intuitive Surgical Operations

Inventors

• Sorger Jonathan
• Koilpillai Jesudoss
• Ramesh Veerappan
• Sekar Kulandai raj Antony
• Ratheshkumar Periyadurai

Classifications

• C09B23/0066

  the polymethine chain being part of a carbocyclic ring,(e.g. benzene, naphtalene, cyclohexene, cyclobutenene-quadratic acid) · CPC title

• C09B23/0025

  the substituent being bound through an oxygen atom · CPC title

• C09B23/086 Primary

  more than five >CH- groups · CPC title

• C07D209/14

  Radicals substituted by nitrogen atoms, not forming part of a nitro radical · CPC title