IP Library Granted Patent US 10,435,357
Granted Patent B2
US 10,435,357 · App. 16/239,069 · Granted Oct 8, 2019

Tunable nitric oxide-releasing macromolecules having multiple nitric oxide donor structures

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Quick Facts
Patent No.
US 10,435,357
App. No.
16/239,069
Granted
Oct 8, 2019
Kind
B2
Abstract

Provided here are nitric oxide-releasing compounds that include at least two different NO donor functional groups of the same class. In some embodiments, such nitric oxide-releasing compounds are macromolecules such as dendrimer and co-condensed silica. Pharmaceutical compositions, wound dressings, kits and methods of treatments are also provided herein.

Claims (23)

1. A nitric oxide (NO)-releasing co-condensed silica macromolecule comprising:

a co-condensed silica network comprising N-diazeniumdiolate functionalized N-ethylaminoisobutyltrimethoxysilane (EAiB3), N-diazeniumdiolate functionalized [3-(methylamino)propyl]trimethoxysilane (MAP3), and tetraethyl orthosilicate (TEOS).

2. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein EAiB3 and MAP3 are present in a ratio from about 1:1 to about 3:1 (EAiB3:MAP3).

3. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein EAiB3 and MAP3 are present in a ratio of about 1:1 (EaiB3:MAP3).

4. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein EaiB3 and MAP3 are present in a ratio of about 2:1 (EaiB3:MAP3).

5. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein EaiB3 and MAP3 are present in a ratio of about 3:1 (EaiB3:MAP3).

6. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein EaiB3 and/or MAP3 comprise a Na + , K + , Cs + , Li + , NH 4 + , or other quaternary ammonium cation.

7. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein EaiB3 and/or MAP3 comprise a sodium cation.

8. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein EaiB3 and/or MAP3 comprise a potassium cation.

9. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein EaiB3 and/or MAP3 comprise a lithium cation.

10. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein TEOS is anionic.

11. A nitric oxide (NO)-releasing co-condensed silica macromolecule comprising:

a co-condensed silica network comprising N-diazeniumdiolate functionalized aminoethylaminopropyl trimethoxysilane (AEAP3), N-diazeniumdiolate functionalized [3-(methylamino)propyl]trimethoxysilane (MAP3), and tetra methyl orthosilicate (TEOS).

12. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein AEAP3 and MAP3 are present in a ratio from about 1:1 to about 3:1 (AEAP3:MAP3).

13. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein AEAP3 and MAP3 are present in a ratio of about 1:1 (AEAP3:MAP3).

14. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein AEAP3 and MAP3 are present in a ratio of about 2:1 (AEAP3:MAP3).

15. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein AEAP3 and MAP3 are present in a ratio of about 3:1 (AEAP3:MAP3).

16. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein AEAP3 and/or MAP3 comprise a Na + , K + , Cs + , Li + , NH 4 + , or other quaternary ammonium cation.

17. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein AEAP3 and/or MAP3 comprise a sodium cation.

18. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein AEAP3 and/or MAP3 comprise a potassium cation.

19. The NO-releasing co-condensed silica macromolecule of claim 1 , wherein AEAP3 and/or MAP3 comprise a lithium cation.

20. A nitric oxide (NO)-releasing co-condensed silica macromolecule comprising:

a co-condensed silica network comprising N-diazeniumdiolate functionalized aminoethylaminopropyl trimethoxysilane (AEAP3), N-diazeniumdiolate functionalized [3-(methylamino)propyl]trimethoxysilane (MAP3), and tetraethyl orthosilicate (TMOS).

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 30, 2025
From: LNHC, INC.
To: LIGAND PHARMACEUTICALS INCORPORATED
Reel/Frame 071481/0040 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 18, 2024
From: NOVAN, INC.
To: LNHC, INC.
Reel/Frame 066350/0942 →