IP Library Patent Application 18674288
Patent Application
App. No. 18/674,288

STABLE AQUEOUS CAPSAICIN INJECTABLE FORMULATIONS AND MEDICAL USES THEREOF

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Patent No.
US None
App. No.
18/674,288
Abstract

The invention provides stable, aqueous capsaicin injectable formulations, a unit dose containing such injectable formulations, medical kits, and methods for using such injectable formulations and unit doses to treat patients suffering from pain, such as osteoarthritic knee pain. The stable, aqueous capsaicin injectable formulations may contain, for example, capsaicin, a solubilizing agent (e.g., a polyethylene glycol ester of a (C 15 -C 25 ) hydroxyalkanoic acid), an antioxidant, and water.

Claims (48)

1 . An aqueous, capsaicin injectable formulation, comprising

a. 0.04% (w/w) to 0.06% (w/w) of capsaicin;

b. 0.5% (w/w) to 1.5% (w/w) of a solubilizing agent, wherein the solubilizing agent comprises

 and polyethylene glycol;

c. 0.005% (w/w) to 0.015% (w/w) of an antioxidant;

d. 0.2% (w/w) to 1% (w/w) of an alkali metal acetate;

e. 0.01% (w/w) to 0.05% (w/w) of a chelating agent;

f. 0.3% (w/w) to 0.9% (w/w) of a tonicity modifier;

g. at least 96% (w/w) water; and

having a pH of 5.5;

wherein a 2 mL aliquot of the formulation that has been stored at 25° C. and 60% Relative Humidity for a duration of 3 months contains less than 3000 particles having an average diameter of ≥10 μm.

2 . The formulation of claim 1 , wherein a 2 mL aliquot of the formulation that has been stored at 25° C. and 60% Relative Humidity for a duration of 3 months contains less than 1000 particles having an average diameter of ≥10 μm.

3 . The formulation of claim 1 , wherein a 2 mL aliquot of the formulation that has been stored at 25° C. and 60% Relative Humidity for a duration of 3 months contains less than 500 particles having an average diameter of ≥10 μm.

4 . The formulation of claim 1 , wherein the formulation does not contain of any phospholipid, polysaccharide, sorbitan ester, histidine, or polyvinylpyrrolidone polymer.

5 . The formulation of claim 2 , wherein the formulation does not contain of any phospholipid, polysaccharide, sorbitan ester, histidine, or polyvinylpyrrolidone polymer.

6 . The formulation of claim 3 , wherein the formulation does not contain of any phospholipid, polysaccharide, sorbitan ester, histidine, or polyvinylpyrrolidone polymer.

7 . The formulation of claim 1 , wherein any polyethylene glycol or polyethylene glycolyl each independently have a weight-average molecular weight in the range of 600 g/mol to 750 g/mol.

8 . The formulation of claim 2 , wherein any polyethylene glycol or polyethylene glycolyl each independently have a weight-average molecular weight in the range of 600 g/mol to 750 g/mol.

9 . The formulation of claim 4 , wherein any polyethylene glycol or polyethylene glycolyl each independently have a weight-average molecular weight in the range of 600 g/mol to 750 g/mol.

10 . The formulation of claim 5 , wherein any polyethylene glycol or polyethylene glycolyl each independently have a weight-average molecular weight in the range of 600 g/mol to 750 g/mol.

11 . The formulation of claim 6 , wherein any polyethylene glycol or polyethylene glycolyl each independently have a weight-average molecular weight in the range of 600 g/mol to 750 g/mol.

12 . The formulation of claim 9 , wherein the solubilizing agent comprises (a) from 68% (w/w) to 72% (w/w) of a mixture of

and (b) from 28% (w/w) to 32% (w/w) polyethylene glycol.

13 . The formulation of claim 10 , wherein the solubilizing agent comprises (a) from 68% (w/w) to 72% (w/w) of a mixture of

and (b) from 28% (w/w) to 32% (w/w) polyethylene glycol.

14 . The formulation of claim 11 , wherein the solubilizing agent comprises (a) from 68% (w/w) to 72% (w/w) of a mixture of

and (b) from 28% (w/w) to 32% (w/w) polyethylene glycol.

15 . The formulation of claim 12 , wherein the formulation comprises 1% (w/w) of the solubilizing agent and 0.05% (w/w) capsaicin.

16 . The formulation of claim 13 , wherein the formulation comprises 1% (w/w) of the solubilizing agent and 0.05% (w/w) capsaicin.

17 . The formulation of claim 14 , wherein the formulation comprises 1% (w/w) of the solubilizing agent and 0.05% (w/w) capsaicin.

18 . An aqueous, capsaicin injectable formulation, comprising:

a. 0.05% (w/w) of trans-capsaicin;

b. 1% (w/w) of a solubilizing agent, wherein the solubilizing agent is a mixture of

 and polyethylene glycol; wherein the polyethylene glycolyl has a weight average molecular weight of about 660 g/mol;

c. 0.01% (w/w) dibutylhydroxytoluene;

d. 0.68% (w/w) of sodium acetate or a mixture of sodium acetate and acetic acid;

e. 0.025% (w/w) of ethylenediaminetetraacetic acid or a salt thereof;

f. 0.6% (w/w) of sodium chloride;

g. at least 97.6% (w/w) water; and

having a pH of 5.5.

19 . The formulation of claim 18 , wherein the formulation does not contain of any phospholipid, polysaccharide, sorbitan ester, histidine, or polyvinylpyrrolidone polymer.

20 . The formulation of claim 18 , wherein the formulation does not contain any cyclodextrin or hyaluronic acid.

21 . The formulation of claim 18 , wherein a 2 mL aliquot of the formulation that has been stored at 25° C. and 60% Relative Humidity for a duration of 3 months contains less than 3000 particles having an average diameter of ≥10 μm.

22 . The formulation of claim 18 , wherein a 2 mL aliquot of the formulation that has been stored at 25° C. and 60% Relative Humidity for a duration of 3 months contains less than 1000 particles having an average diameter of ≥10 μm.

23 . The formulation of claim 18 , wherein a 2 mL aliquot of the formulation that has been stored at 25° C. and 60% Relative Humidity for a duration of 3 months contains less than 500 particles having an average diameter of ≥10 μm.

24 . The formulation of claim 19 , wherein a 2 mL aliquot of the formulation that has been stored at 25° C. and 60% Relative Humidity for a duration of 3 months contains less than 3000 particles having an average diameter of ≥10 μm.

25 . The formulation of claim 19 , wherein a 2 mL aliquot of the formulation that has been stored at 25° C. and 60% Relative Humidity for a duration of 3 months contains less than 1000 particles having an average diameter of ≥10 μm.

26 . The formulation of claim 19 , wherein a 2 mL aliquot of the formulation that has been stored at 25° C. and 60% Relative Humidity for a duration of 3 months contains less than 500 particles having an average diameter of ≥10 μm.

Assignments (5)
SECURITY INTEREST Recorded Nov 21, 2025
From: CENTREXION THERAPEUTICS CORPORATION
To: ANKURA TRUST COMPANY, LLC, AS ADMINISTRATIVE AND COLLATERAL AGENT
Reel/Frame 073683/0108 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 24, 2024
From: KO PHARM R&D, LLC
To: CENTREXION THERAPEUTICS CORPORATION
Reel/Frame 067815/0215 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 24, 2024
From: MUSSO, GARY FRED
To: MUSSO AND ASSOCIATES LLC
Reel/Frame 067815/0265 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 24, 2024
From: MUSSO AND ASSOCIATES LLC
To: CENTREXION THERAPEUTICS CORPORATION
Reel/Frame 067815/0270 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 24, 2024
From: OSTOVIC, DRAZEN
To: KO PHARM R&D, LLC
Reel/Frame 067815/0283 →