IP Library Granted Patent US 10,617,637
Granted Patent B2
US 10,617,637 · App. 16/023,313 · Granted Apr 14, 2020

Epinephrine spray formulations

Inventors: Thrimoorthy Potta (Phoenix, AZ); Craig Bastian (Gilbert, AZ); Ningxin Yan (Chandler, AZ); Venkat Goskonda (Phoenix, AZ); Chandeshwari Chilampalli (Chandler, AZ); Rachana Inavolu (Chandler, AZ); Eshwaran Narayanan (Chandler, AZ)
Assignee: HIKMA PHARMACEUTICALS USA INC.
A61K9/08A61K9/006A61K9/0043A61K9/0073A61K9/12A61K31/137A61K47/02A61K47/10A61K47/12A61K47/183A61K47/186A61K47/26A61P37/08A61M11/001
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Quick Facts
Patent No.
US 10,617,637
App. No.
16/023,313
Granted
Apr 14, 2020
Kind
B2
Abstract

The present invention is directed to epinephrine spray formulations. The present invention is further directed to methods of treating anaphylaxis by administering epinephrine spray formulations to subjects in need of such treatments.

Claims (55)

1. An epinephrine spray formulation comprising:

about 3% w/w epinephrine or a salt thereof;

about 63% w/w water and about 33% w/w hydrochloric acid with a normality of about 0.5N,

wherein administration to a human of 6 milligrams of epinephrine or a salt thereof in the formulation provides a pharmacokinetic parameter selected from the group consisting of a C max from about 256 to about 418 picograms per milliliter, a T max from about 0.13 to about 0.376 hours, an AUC last of about 231 h*pg/mL, an AUC inf from about 273 to about 377 h*pg/mL and a combination thereof, wherein the formulation does not contain sorbitol and wherein w/w denotes weight by weight of the formulation.

2. The formulation of claim 1 wherein the formulation comprises:

about 2.96% w/w epinephrine base;

about 32.93% w/w hydrochloric acid with a normality of about 0.5N;

about 0.05% w/w edetate disodium dihydrate;

about 0.15% w/w sodium bisulfate;

about 0.01% w/w benzalkonium chloride;

about 0.6% w/w sodium chloride; and

about 63.30% w/w water.

3. The formulation of claim 1 , wherein the formulation provides a pharmacokinetic parameter selected from the group consisting of a C max of about 256 picograms per milliliter, a T max of about 0.376 hours, an AUC last of about 231 h*pg/mL, an AUC inf of about 377 h*pg/mL and a combination thereof.

4. The formulation of claim 1 , wherein the human was exposed to an allergen prior to administration.

5. The formulation of claim 4 , wherein the formulation provides a pharmacokinetic parameter selected from the group consisting of a C max of about 418 picograms per milliliter, a T max of about 0.13 hours, an AUC last of about 231 h*pg/mL, an AUC inf of about 273 h*pg/mL and a combination thereof.

6. An epinephrine spray formulation comprising:

about 3% w/w epinephrine or a salt thereof;

about 16% w/w water, about 35% w/w hydrochloric acid with a normality of about 0.5N and about 40% w/w ethanol,

wherein administration to a human of 6 milligrams of epinephrine or a salt thereof in the formulation provides a pharmacokinetic parameter selected from the group consisting of a C max from about 419 to about 639 picograms per milliliter, a T max from about 0.12 to about 0.41 hours, an AUC last from about 429 to about 596 h*pg/mL, an AUC inf from about 497 to about 727 h*pg/mL and a combination thereof and wherein w/w denotes weight by weight of the formulation.

7. The formulation of claim 6 wherein the formulation comprises:

about 3.18% w/w epinephrine base;

about 35.47% w/w hydrochloric acid with a normality of about 0.5N;

about 0.05% w/w edetate disodium dihydrate;

about 0.15% w/w sodium bisulfate;

about 0.01% w/w benzalkonium chloride;

about 40.0% w/w ethanol; and

about 16.14% w/w water.

8. The formulation of claim 6 , wherein the formulation provides a pharmacokinetic parameter selected from the group consisting of a C max of about 419 picograms per milliliter, a T max of about 0.41 hours, an AUC last of about 596 h*pg/mL, an AUC inf of about 727 h*pg/mL and a combination thereof.

9. The formulation of claim 6 , wherein the human was exposed to an allergen prior to administration.

10. The formulation of claim 9 , wherein the formulation provides a pharmacokinetic parameter selected from the group consisting of a C max of about 639 picograms per milliliter, a T max of about 0.12 hours, an AUC last of about 429 h*pg/mL, an AUC inf of about 497 h*pg/mL and a combination thereof.

11. An epinephrine spray formulation comprising:

about 3% w/w epinephrine or a salt thereof;

about 63% w/w water and about 33% w/w hydrochloric acid with a normality of about 0.5N,

wherein administration to a human of 6 milligrams of epinephrine or a salt thereof in the formulation provides a plasma concentration of more than 100 picograms per milliliter in less than 5 minutes following administration and wherein the formulation does not contain sorbitol and wherein w/w denotes weight by weight of the formulation.

12. The formulation of claim 11 , wherein the formulation comprises:

about 2.96% w/w epinephrine base;

about 32.93% w/w hydrochloric acid with a normality of about 0.5N;

about 0.05% w/w edetate disodium dihydrate;

about 0.15% w/w sodium bisulfite;

about 0.01% w/w benzalkonium chloride;

about 0.6% w/w sodium chloride; and

about 63.30% w/w water.

13. An epinephrine spray formulation comprising:

about 3% w/w epinephrine or a salt thereof;

about 16% w/w water, about 35% w/w hydrochloric acid with a normality of about 0.5N;

and about 40% w/w ethanol,

wherein administration to a human of 6 milligrams of epinephrine or a salt thereof in the formulation provides a plasma concentration of more than 100 picograms per milliliter in less than 5 minutes following administration and wherein w/w denotes weight by weight of the formulation.

14. The formulation of claim 13 , wherein the formulation comprises:

about 3.18% w/w epinephrine base;

about 35.47% w/w hydrochloric acid with a normality of about 0.5N;

about 0.05% w/w edetate disodium dihydrate;

about 0.15% w/w sodium bisulfite;

about 0.01% w/w benzalkonium chloride;

about 40.0% w/w ethanol; and

about 16.14% w/w water.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 11, 2019
From: INSYS DEVELOPMENT COMPANY, INC.
To: HIKMA PHARMACEUTICALS USA INC.
Reel/Frame 050346/0345 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 6, 2019
From: POTTA, THRIMOORTHY; YAN, NINGXIN; GOSKONDA, VENKAT; CHILAMPALLI, CHANDESHWARI; INAVOLU, RACHANA; NARAYANAN, ESHWARAN
To: INSYS DEVELOPMENT COMPANY, INC.
Reel/Frame 050297/0711 →
EMPLOYEE PROPRIETARY INFORMATION AND INVENTIONS ASSIGNMENT AGREEMENT Recorded Aug 30, 2019
From: BASTIAN, CRAIG
To: INSYS THERAPEUTICS, INC.
Reel/Frame 050240/0662 →