IP Library Granted Patent US 8,747,901
Granted Patent B2
US 8,747,901 · App. 13/201,398 · Granted Jun 10, 2014

Delayed release, oral dosage compositions that contain amorphous CDDO-Me

Inventors: Jiang Zhang (Coppell, TX); Colin J. Meyer (Southlake, TX)
Assignee: Reata Pharmaceuticals, Inc.
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Quick Facts
Patent No.
US 8,747,901
App. No.
13/201,398
Granted
Jun 10, 2014
Kind
B2
Abstract

Pharmaceutical formulations exhibit a desirably low Cmax, among other properties, that contain particles of amorphous bardoxolone methyl, either in pure form or in the form of a solid dispersion, admixed with particles of a hydrophilic binding agent. Such formulations possess the advantage of higher oral bioavailability, relative to formulations based on the crystalline form of bardoxolone methyl.

Claims (11)

1. A solid dosage form comprising (A) particles consisting of amorphous bardoxolone methyl and a glass-forming excipient admixed with (B) particles consisting of hydroxypropyl methyl cellulose, wherein said particles (A) constitute a therapeutically effective amount of bardoxolone methyl.

2. A solid dosage form comprising (A) particles consisting of amorphous bardoxolone methyl admixed with (B) particles consisting of hydroxypropyl methyl cellulose, wherein said particles (A) constitute a therapeutically effective amount of bardoxolone methyl.

3. The solid dosage form of claim 1 , wherein said particles (A) constitute a solid dispersion of amorphous bardoxolone methyl in a glassy matrix.

4. The solid dosage form of claim 3 , wherein said particles (A) are the product of a process that comprises spray drying a mixture of bardoxolone methyl and a methacrylic acid copolymer.

5. The solid dosage form of claim 4 , wherein said process comprises spray drying a 4:6 mixture of bardoxolone methyl and a methacrylic acid copolymer.

6. The solid dosage form of claim 1 or 2 , wherein the proportion of hydroxypropyl methyl cellulose is between about 1% and about 40% (w/w) of the total formulation.

7. The solid dosage form of claim 6 , wherein the proportion of hydroxypropyl methyl cellulose is between about 2% and about 20% (w/w) of the total formulation.

8. The solid dosage form of claim 6 , wherein the proportion of hydroxypropyl methyl cellulose is between about 4% and about 10% (w/w) of the total formulation.

9. The solid dosage form of claim 6 , wherein the proportion of hydroxypropyl methyl cellulose is between about 5% and about 7.5% (w/w) of the total formulation.

10. The solid dosage form of claim 6 , wherein the proportion of hydroxypropyl methyl cellulose is between about 7% and about 7.5% (w/w) of the total formulation.

11. The solid dosage form of claim 6 , wherein the proportion of hydroxypropyl methyl cellulose is about 7% (w/w) of the total formulation.

Assignments (8)
RELEASE OF SECURITY INTEREST Recorded Apr 9, 2025
From: BIOPHARMA CREDIT PLC
To: REATA PHARMACEUTICALS HOLDINGS, LLC; REATA PHARMACEUTICALS GLOBAL, INC.; REATA PHARMACEUTICALS, INC.
Reel/Frame 070793/0228 →
RELEASE OF SECURITY INTEREST Recorded Apr 9, 2025
From: BIOPHARMA CREDIT PLC
To: REATA PHARMACEUTICALS HOLDINGS, LLC; REATA PHARMACEUTICALS GLOBAL, INC.; REATA PHARMACEUTICALS, INC.
Reel/Frame 070793/0130 →
AMENDED AND RESTATED PATENT SECURITY AGREEMENT Recorded Jul 12, 2023
From: REATA PHARMACEUTICALS HOLDINGS, LLC; REATA PHARMACEUTICALS GLOBAL, INC.; REATA PHARMACEUTICALS, INC.
To: BIOPHARMA CREDIT PLC
Reel/Frame 064264/0557 →
PATENT SECURITY AGREEMENT Recorded May 18, 2023
From: REATA PHARMACEUTICALS HOLDINGS, LLC; REATA PHARMACEUTICALS GLOBAL, INC.; REATA PHARMACEUTICALS, INC.
To: BIOPHARMA CREDIT PLC
Reel/Frame 063697/0461 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 3, 2021
From: REATA PHARMACEUTICALS, INC.
To: REATA PHARMACEUTICALS HOLDINGS, LLC
Reel/Frame 058301/0262 →
RELEASE OF SECURITY INTEREST Recorded Jun 24, 2020
From: OXFORD FINANCE LLC, AS COLLATERAL AGENT
To: REATA PHARMACEUTICALS, INC.
Reel/Frame 053034/0018 →
SECURITY INTEREST Recorded Jun 14, 2018
From: REATA PHARMACEUTICALS, INC.
To: OXFORD FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 046357/0605 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 6, 2011
From: ZHANG, JIANG; MEYER, COLIN J.
To: REATA PHARMACEUTICALS, INC.
Reel/Frame 027024/0561 →
Continuity (2)
Provisional Application 61152608 · Feb 13, 2009
Related Publication 20120022156A1 · Jan 26, 2012