IP Library Granted Patent US 11,986,527
Granted Patent B2
US 11,986,527 · App. 16/174,023 · Granted May 21, 2024

Pharmaceutical formulations containing corticosteroids for topical administration

Inventors: Arturo Angel (Santa Rosa, CA); Gordon Dow (Greenbrae, CA)
Assignee: BAUSCH HEALTH IRELAND LIMITED
A61K47/14A61K9/0014A61K9/06A61K9/107A61K9/127A61K31/573A61K31/58A61P17/06
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Quick Facts
Patent No.
US 11,986,527
App. No.
16/174,023
Granted
May 21, 2024
Kind
B2
Abstract

Pharmaceutical compositions for topical application to skin are provided. In some embodiments, the pharmaceutical compositions comprise a corticosteroid and further comprise a liquid oil component comprising one or more dicarboxylic acid esters and/or monocarboxylic acid esters.

Claims (29)

1. A method of treating a dermatological or mucosal disorder or condition, the method comprising topically administering a pharmaceutical composition comprising a corticosteroid to the skin of an individual having the dermatological or mucosal disorder or condition, wherein the pharmaceutical composition comprises:

a liquid oil component comprising one or more monocarboxylic acid esters and/or dicarboxylic acid esters, and mineral oil, light mineral oil, or a combination thereof, and

a corticosteroid at a concentration of about 0.01% to about 0.030% or less, and wherein at least 25% of the corticosteroid is solubilized in the liquid oil component at a temperature of 22° C.+/−2° C.; and

an aqueous component comprising water;

wherein the corticosteroid is selected from the group consisting of clobetasol propionate, betamethasone dipropionate, halobetasol propionate, diflorasone diacetate, desoximetasone, mometasone furoate, betamethasone valerate, halcinonide, budesonide, fluocinonide, and amcinonide; and

wherein the pharmaceutical composition is free of white petrolatum;

wherein the pharmaceutical composition is formulated as a lotion or a cream.

2. The method of claim 1 , wherein the corticosteroid is halobetasol propionate.

3. The method of claim 2 , wherein the concentration of the corticosteroid is about 0.03%.

4. The method of claim 1 , wherein the concentration of the corticosteroid is about 0.01%.

5. The method of claim 1 , wherein the liquid oil component comprises a dicarboxylic acid ester.

6. The method of claim 5 , wherein the dicarboxylic acid ester is diethyl sebacate.

7. The method of claim 1 , wherein the liquid oil component comprises a monocarboxylic acid ester.

8. The method of claim 7 , wherein the monocarboxylic acid ester is isopropyl myristate.

9. The method of claim 1 , wherein the liquid oil component comprises light mineral oil.

10. The method of claim 1 , wherein the liquid oil component further comprises an emulsifying agent.

11. The method of claim 1 , wherein the aqueous component further comprises one or more humectants, preservatives, chelating agents, emulsifying agents, thickening agents, or a combination thereof.

12. The method of claim 1 , wherein the pharmaceutical composition further comprises a pH adjusting agent.

13. The method of claim 1 , wherein the composition is formulated as a lotion.

14. The method of claim 1 , wherein the dermatological or mucosal disorder or condition is psoriasis, plaque psoriasis, atopic dermatitis, contact dermatitis, hand dermatitis, eczema, seborrheic dermatitis, rash, or poison ivy dermatitis.

15. The method of claim 14 , wherein the dermatological or mucosal disorder or condition is plaque psoriasis.

16. The method of claim 1 , wherein the method comprises administering the pharmaceutical composition to the skin once daily or twice daily.

17. The method of claim 1 , wherein the method comprises administering the pharmaceutical composition for a period of treatment longer than two weeks.

18. A method of treating a dermatological or mucosal disorder or condition, the method comprising topically administering a pharmaceutical composition comprising halobetasol propionate to the skin of an individual having the dermatological or mucosal disorder or condition, wherein the pharmaceutical composition comprises:

a liquid oil component comprising one or more monocarboxylic acid esters and/or dicarboxylic acid esters, and mineral oil, light mineral oil, or a combination thereof;

halobetasol propionate at a concentration of 0.01%, and wherein at least 25% of the corticosteroid is solubilized in the liquid oil component at a temperature of 22° C.+/−2° C.; and

an aqueous component comprising water;

wherein the pharmaceutical composition is free of white petrolatum; and

wherein the pharmaceutical composition is formulated as a lotion or a cream.

Assignments (17)
U.S. PATENT SECURITY AGREEMENT Recorded Nov 25, 2025
From: BAUSCH HEALTH IRELAND LIMITED
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 073715/0375 →
RELEASE OF SECURITY INTEREST Recorded Nov 20, 2025
From: THE BANK OF NEW YORK MELLON, AS NOTES COLLATERAL AGENT
To: BAUSCH HEALTH IRELAND LIMITED; BAUSCH HEALTH COMPANIES INC.; BAUSCH HEALTH, CANADA INC.; TECHNOLAS PERFECT VISION GMBH; VALEANT PHARMACEUTICALS LUXEMBOURG S.A R.L.; VALEANT PHARMA POLAND SPOLKA Z ORGANICZONA ODPOWIEDZIALNOSCIA; VALEANT SP. Z.O.O.
Reel/Frame 073637/0222 →
RELEASE OF SECURITY INTEREST Recorded Nov 20, 2025
From: THE BANK OF NEW YORK MELLON, AS NOTES COLLATERAL AGENT
To: BAUSCH HEALTH AMERICAS, INC.; BAUSCH & LOMB INCORPORATED; BAUSCH HEALTH US, LLC; SOLTA MEDICAL, INC.; MEDICIS PHARMACEUTICAL CORPORATION; SALIX PHARMACEUTICALS, INC.; SALIX PHARMACEUTICALS, LTD.; SANTARUS, INC.; ORAPHARMA, INC.; PRECISION DERMATOLOGY, INC.
Reel/Frame 073637/0126 →
RELEASE OF SECURITY INTEREST Recorded Nov 20, 2025
From: THE BANK OF NEW YORK MELLON, AS NOTES COLLATERAL AGENT
To: BAUSCH HEALTH COMPANIES INC.; BAUSCH HEALTH, CANADA INC.; BAUSCH HEALTH IRELAND LIMITED; SOLTA MEDICAL IRELAND LIMITED
Reel/Frame 073654/0300 →
RELEASE OF SECURITY INTEREST Recorded Apr 8, 2025
From: BARCLAYS BANK PLC, AS COLLATERAL AGENT
To: SOLTA MEDICAL, INC.; PRECISION DERMATOLOGY, INC.; BAUSCH HEALTH IRELAND LIMITED (F/K/A/ VALEANT PHARMACEUTICALS IRELAND LIMITED); SALIX PHARMACEUTICALS, INC.; SALIX PHARMACEUTICALS, LTD; SANTARUS, INC.; MEDICIS PHARMACEUTICAL CORPORATION; HUMAX PHARMACEUTICAL S.A.; SOLTA MEDICAL IRELAND LIMITED; BAUSCH & LOMB MEXICO, S.A. DE C.V.; BAUSCH+LOMB OPS B.V.; BAUSCH HEALTH AMERICAS, INC.; BAUSCH HEALTH COMPANIES INC.; BAUSCH HEALTH HOLDCO LIMITED; BAUSCH HEALTH MAGYARORSZAG KFT (A/K/A BAUSCH HEALTH HUNGARY LLC); BAUSCH HEALTH POLAND SPOLKA Z OGRANICZONA ODPOWIEDZIALNOSCIA (F/K/A VALEANT PHARMA POLAND SPOLKA Z OGRANICZONA ODPOWIEDZIALNOSCIA); BAUSCH HEALTH US, LLC; BAUSCH HEALTH, CANADA INC. / SANTE BAUSCH, CANADA INC.; ICN POLFA RZESZOW SPOLKA AKCYJNA (A/K/A ICN POLFA RZESZOW S.A.); ORAPHARMA, INC.; PRZEDSIEBIORSTWO FARMACEUTYCZNE JELFA SPOLKA AKCYJNA (A/K/A PRZEDSIEBIORSTWO FARMACEUTYCZNE JELFA S.A.); SOLTA MEDICAL DUTCH HOLDINGS B.V.; V-BAC HOLDING CORP.; VRX HOLDCO LLC; 1261229 B.C. LTD.; 1530065 B.C. LTD.
Reel/Frame 070778/0199 →
SECURITY AGREEMENT (FIRST LIEN) Recorded Nov 4, 2022
From: BAUSCH HEALTH COMPANIES INC.; BAUSCH HEALTH IRELAND LIMITED; SOLTA MEDICAL IRELAND LIMITED
To: THE BANK OF NEW YORK MELLON, AS NOTES COLLATERAL AGENT
Reel/Frame 061882/0708 →
SECURITY AGREEMENT (SECOND LIEN) Recorded Nov 4, 2022
From: BAUSCH HEALTH COMPANIES INC.; BAUSCH HEALTH IRELAND LIMITED; SOLTA MEDICAL IRELAND LIMITED
To: THE BANK OF NEW YORK MELLON, AS NOTES COLLATERAL AGENT
Reel/Frame 062078/0276 →
SECURITY AGREEMENT (SECOND LIEN) Recorded Oct 5, 2022
From: BAUSCH HEALTH US, LLC; BAUSCH HEALTH AMERICAS, INC.; MEDICIS PHARMACEUTICAL CORPORATION; ORAPHARMA, INC.; PRECISION DERMATOLOGY, INC.; SALIX PHARMACEUTICALS, INC.; SALIX PHARMACEUTICALS, LTD.; SANTARUS, INC.; SOLTA MEDICAL, INC.
To: THE BANK OF NEW YORK MELLON, AS NOTES COLLATERAL AGENT
Reel/Frame 061606/0468 →
SECURITY AGREEMENT (FIRST LIEN) Recorded Oct 4, 2022
From: BAUSCH HEALTH US, LLC; BAUSCH HEALTH AMERICAS, INC.; MEDICIS PHARMACEUTICAL CORPORATION; ORAPHARMA, INC.; PRECISION DERMATOLOGY, INC.; SALIX PHARMACEUTICALS, INC.; SALIX PHARMACEUTICALS, LTD.; SANTARUS, INC.; SOLTA MEDICAL, INC.
To: THE BANK OF NEW YORK MELLON, AS NOTES COLLATERAL AGENT
Reel/Frame 061595/0066 →
SECURITY INTEREST Recorded Jun 13, 2022
From: BAUSCH HEALTH COMPANIES INC.; BAUSCH HEALTH, CANADA INC.; BAUSCH HEALTH IRELAND LIMITED; SOLTA MEDICAL IRELAND LIMITED
To: THE BANK OF NEW YORK MELLON
Reel/Frame 060346/0705 →
SECURITY INTEREST Recorded Oct 5, 2021
From: BAUSCH & LOMB IRELAND LIMITED; BAUSCH HEALTH COMPANIES INC.; DR. GERHARD MANN CHEM.-PHARM. FABRIK GMBH; TECHNOLAS PERFECT VISION GMBH
To: THE BANK OF NEW YORK MELLON, AS NOTES COLLATERAL AGENT
Reel/Frame 057821/0800 →
SECURITY INTEREST Recorded Aug 26, 2019
From: BAUSCH & LOMB INCORPORATED; BAUSCH HEALTH IRELAND LIMITED; BAUSCH HEALTH, CANADA INC.
To: BARCLAYS BANK PLC, AS COLLATERAL AGENT
Reel/Frame 050169/0623 →
SECURITY INTEREST Recorded Aug 26, 2019
From: BAUSCH & LOMB INCORPORATED; BAUSCH HEALTH IRELAND LIMITED; BAUSCH HEALTH, CANADA INC.
To: THE BANK OF NEW YORK MELLON, AS NOTES COLLATERAL AGENT
Reel/Frame 050169/0636 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Jul 3, 2019
From: BAUSCH HEALTH IRELAND LIMITED; BAUSCH HEALTH COMPANIES INC.; BAUSCH HEALTH, CANADA INC.; TECHNOLAS PERFECT VISION GMBH; VALEANT PHARMACEUTICALS LUXEMBOURG S.À R.L.; VALEANT PHARMA POLAND SPOLKA Z OGRANICZONA ODPOWIEDZIALNOSCIA; VALEANT SP. Z O. O.
To: THE BANK OF NEW YORK MELLON, AS COLLATERAL AGENT
Reel/Frame 049672/0652 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 26, 2019
From: DOW PHARMACEUTICALS SCIENCES, INC.
To: BAUSCH HEALTH IRELAND LIMITED
Reel/Frame 049592/0460 →
SECURITY INTEREST Recorded Mar 11, 2019
From: BAUSCH HEALTH AMERICAS, INC.; BAUSCH & LOMB INCORPORATED; BAUSCH HEALTH US, LLC; SOLTA MEDICAL, INC.; MEDICIS PHARMACEUTICAL CORPORATION; SALIX PHARMACEUTICALS, INC.; SALIX PHARMACEUTICALS, LTD.; SANTARUS, INC.; ORAPHARMA, INC.; PRECISION DERMATOLOGY, INC.
To: THE BANK OF NEW YORK MELLON, AS NOTES COLLATERAL AGENT
Reel/Frame 048556/0758 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 29, 2018
From: ANGEL, ARTURO; DOW, GORDON
To: DOW PHARMACEUTICAL SCIENCES, INC.
Reel/Frame 047344/0731 →
Continuity (5)
Division 15966367 · Apr 30, 2018
Continuation In Part 14340367 · Jul 24, 2014
Continuation 13287176 · Nov 2, 2011
Provisional Application 61458339 · Nov 22, 2010
Related Publication 20190083625A1 · Mar 21, 2019