Daewoong Pharmaceutical has been granted a patent for a method to prepare novel crystalline forms of 1-(5-(2,4-difluorophenyl)-1-((3-fluorophenyl)sulfonyl)-4-methoxy-1H-pyrrol-3-yl)-N-methylmethanamine hydrochloride. These forms exhibit high solubility in water and stability under various conditions, making them suitable for pharmaceutical use. GlobalData’s report on Daewoong Pharmaceutical gives a 360-degree view of the company including its patenting strategy. Buy the report here.

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According to GlobalData’s company profile on Daewoong Pharmaceutical, was a key innovation area identified from patents. Daewoong Pharmaceutical's grant share as of February 2024 was 61%. Grant share is based on the ratio of number of grants to total number of patents.

Crystalline form i of hydrochloride preparation method

Source: United States Patent and Trademark Office (USPTO). Credit: Daewoong Pharmaceutical Co Ltd

The granted patent (Publication Number: US11858894B2) discloses a method for preparing two different crystalline forms (Form I and Form II) of 1-(5-(2,4-difluorophenyl)-1-((3-fluorophenyl)sulfonyl)-4-methoxy-1H-pyrrol-3-yl)-N-methylmethanamine hydrochloride. The method involves dissolving the compound in various solvents and evaporating the solvent to crystallize the hydrochloride. For Form I, solvents are used in a volume of 1-20 times relative to the weight of the compound, while for Form II, solvents are used in a volume of 30-50 times relative to the weight of the compound.

Furthermore, the patent specifies the X-ray powder diffraction patterns for both crystalline forms. Form I is characterized by peaks at diffraction angles (2?±0.2°) of 5.8°, 9.7°, 10.0°, 12.8°, 13.2°, 17.4°, and 18.5°, while Form II exhibits peaks at diffraction angles (2?±0.2°) of 9.2°, 10.0°, 12.9°, and 20.2°. These distinct crystalline forms and their preparation methods outlined in the patent offer valuable insights for the pharmaceutical industry in enhancing the stability and properties of the mentioned compound for potential drug development applications.

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GlobalData Patent Analytics tracks bibliographic data, legal events data, point in time patent ownerships, and backward and forward citations from global patenting offices. Textual analysis and official patent classifications are used to group patents into key thematic areas and link them to specific companies