Redox molecules and methods of making the same

• US 8,283,347 B2
• Filed: 05/28/2010
• Issued: 10/09/2012
• Est. Priority Date: 06/01/2009
• Status: Active Grant

• Current Assignee: Bayer Healthcare LLC (Bayer AG)
• Original Assignee: Bayer Healthcare LLC (Bayer AG)
• Inventors: Fei, Jiangfeng, Chiang, William, Kerrigan, Frank, Green, Stuart
• Primary Examiner(s): Habte, Kahsay T
• Application Number:
  US12/790,165
• Publication Number:
  US 20100300896A1
• Time in Patent Office: 865 Days
• Field of Search: 544/37, 514/226.2
• US Class Current: 514/226.2
• CPC Class Codes: C07D 279/18 [b, e]-condensed with two six-membered rings

Abstract

A non-leaching mediator may include a compound having the general formula (I):

and salts thereof, where n is about 9, and X is a halogen; a compound having the general formula (II):

and salts thereof, where n is about 9, and X is a halogen; and/or a compound, having the general formula (III):

and salts thereof, where n is about 8, and X is a halogen.

Claims

1. A compound having formula (I) or salts thereof:

2. The compound of claim 1, where X is Br.

3. A compound having formula (II) or salts thereof:

4. The compound of claim 3, where X is Br.

5. A compound having formula (III) or salts thereof:

6. The compound of claim 5, where X is Br.

7. A composition, comprising:

a mixture of a first compound having formula (I) or salts thereof;

8. The composition of claim 7, where X is Br.

9. A method of making a composition comprising at least one compound having formula (I) or salts thereof:

10. The method of claim 9, where

the α

-hydroxyl-ω

-haloalkane comprises a α

-hydroxyl-ω

-bromoalkane;

the 2-(8-(ω

-haloalkyl)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid comprises a 2-(8-(ω

-bromoalkyl)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid; and

the 2-(2-(ω

-haloalkyl)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid comprises a 2-(2-(ω

-bromoalkyl)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid.

11. The method of claim 9, where

the α

-hydroxyl-ω

-haloalkane comprises 9-halononan-1-ol;

the 2-(8-(ω

-haloalkyl)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid comprises 2-(8-(10-bromodecyl)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid; and

the 2-(2-(ω

-haloalkyl)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid comprises 2-(2-(10-bromodecyl)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid.

12. A method of making a compound having formula (III) or salts thereof:

13. The method of claim 12, where

the α

,ω

-dihaloalkane comprises a α

,ω

-dibromoalkane; and

the 2-(2-(ω

-haloalkoxy)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid comprises a 2-(2-(ω

-bromoalkoxy)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid.

14. The method of claim 12, where

the α

,ω

-dihaloalkane comprises 1,8-dibromooctane; and

the 2-(2-(ω

-haloalkoxy)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid comprises 2-(2-(8-bromooctanoxy)-3H-phenothiazin-3-ylideneamino)benzene-1,4-disulfonic acid.