Nippon Shinyaku has filed a patent for a novel crystal of 2-{4-[N-(5, 6-diphenylpyrazin-2-yl)-N-isopropylamino]butyloxy}acetic acid. The patent describes two forms of the crystal, Form-I and Form-II, with distinct diffraction peaks in a powder X-ray diffraction spectrum. No specific claims are mentioned in the available content. GlobalData’s report on Nippon Shinyaku 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 Nippon Shinyaku, Cancer treatment biomarkers was a key innovation area identified from patents. Nippon Shinyaku's grant share as of September 2023 was 44%. Grant share is based on the ratio of number of grants to total number of patents.

Novel crystal of compound b with specific diffraction angles

Source: United States Patent and Trademark Office (USPTO). Credit: Nippon Shinyaku Co Ltd

A recently filed patent (Publication Number: US20230303500A1) describes a method for producing a specific crystal form of a compound called 2-{4-[N-(5,6-diphenylpyrazin-2-yl)-N-isopropylamino]butyloxy}acetic acid. The method involves dissolving the compound in acetonitrile and heating the solution, followed by cooling to produce the desired crystal form.

The form-I crystal of the compound exhibits specific diffraction peaks at certain angles in a powder X-ray diffraction spectrum obtained using Cu-Ka radiation. These diffraction peaks are observed at angles of 6.4°, 8.1°, 9.5°, 10.9°, 13.2°, 15.7°, 17.0°, 19.5°, 20.3°, 21.0°, and 22.8°. Additionally, the form-I crystal shows absorption peaks at specific wavenumbers in an infrared absorption spectrum, namely 2874 cm-1, 1736 cm-1, 1558 cm-1, 1375 cm-1, 1126 cm-1, and 696 cm-1. Furthermore, the form-I crystal exhibits an endothermic peak at 127°C in differential scanning calorimetry.

The patent also describes a method for producing a different crystal form, namely form-II, of the same compound. This method involves dissolving the compound in a mixed solution of isopropyl alcohol and an aqueous sodium hydroxide solution, heating the solution, and then cooling it. The form-II crystal of the compound shows specific diffraction peaks at different angles in a powder X-ray diffraction spectrum obtained using Cu-Ka radiation. These diffraction peaks are observed at angles of 9.6°, 11.4°, 11.7°, 16.3°, 17.5°, 18.5°, 18.7°, 19.9°, 20.1°, 21.0°, and 24.6°. Additionally, the form-II crystal exhibits absorption peaks at specific wavenumbers in an infrared absorption spectrum, namely 2867 cm-1, 1749 cm-1, 1568 cm-1, 1382 cm-1, 1131 cm-1, and 701 cm-1. The form-II crystal also shows an endothermic peak at 147°C in differential scanning calorimetry.

Furthermore, the patent mentions a method for converting a different crystal form, form-III, of the compound to the form-II crystal. This conversion is achieved by heating the form-III crystal. The form-III crystal exhibits specific diffraction peaks at different angles in a powder X-ray diffraction spectrum obtained using Cu-Ka radiation, namely 8.4°, 12.6°, 13.4°, 14.3°, 14.6°, 15.9°, 16.9°, 18.0°, 18.8°, and 19.4°. The resulting form-II crystal exhibits the same diffraction peaks as described earlier for the form-II crystal produced directly.

In summary, the patent describes methods for producing specific crystal forms of 2-{4-[N-(5,6-diphenylpyrazin-2-yl)-N-isopropylamino]butyloxy}acetic acid, along with their characteristic diffraction peaks, absorption peaks, and endothermic peaks. These crystal forms can be useful in various applications and may have different properties and behaviors compared to other crystal forms of the compound.

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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