Forms of CDDO methyl ester

US8309601B2 · kind B2 · utility

Assignee

• REATA PHARMACEUTICALS HOLDINGS, LLC · US

Inventors

• John A. Walling · Round Lake Beach, US
• Stephan D. Parent · West Lafayette, US
• David Jonaitis · Lafayette, US
• Robert M. Kral, Jr. · Salt Lake City, US

Key dates

• Filing date: Nov 29, 2011
• Grant date: Nov 13, 2012
• Expiry date: Nov 29, 2031

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07J63/008
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

A triterpenoid compound, methyl 2-cyano-3,12-dioxoleana-1,9(11)-dien-28-oate (CDDO methyl ester), has a non-crystalline, glassy solid form and a non-hydrous crystalline form that can prepared, for example, from a saturated methanol solution. The glassy form displays an enhanced bioavailability over the non-hydrous crystalline form. Each form of CDDO methyl ester is a superior candidate for use, typically in solid dosage form, for treating a variety of disease states, generally associated with inflammation.