US 11,866,459 B2
Cocrystal of progesterone and preparation method and use thereof
Lan He, Beijing (CN); Jing Xiong, Beijing (CN); Xiangxiang Wu, Beijing (CN); Xin Zhu, Beijing (CN); Zhonglin Lu, Beijing (CN); Yan Shi, Beijing (CN); Na Zhang, Beijing (CN); and Yang Liu, Beijing (CN)
Assigned to NATIONAL INSTITUTES FOR FOOD AND DRUG CONTROL, Beijing (CN)
Filed by NATIONAL INSTITUTES FOR FOOD AND DRUG CONTROL, Beijing (CN)
Filed on Mar. 4, 2021, as Appl. No. 17/191,769.
Claims priority of application No. 202010160411.2 (CN), filed on Mar. 9, 2020.
Prior Publication US 2021/0277049 A1, Sep. 9, 2021
Int. Cl. C07J 5/00 (2006.01); A61P 15/00 (2006.01); A61P 15/06 (2006.01); A61P 15/12 (2006.01)
CPC C07J 5/0015 (2013.01) [A61P 15/00 (2018.01); A61P 15/06 (2018.01); A61P 15/12 (2018.01); C07B 2200/13 (2013.01)] 11 Claims
 
1. A cocrystal of progesterone, characterized in that the cocrystal of progesterone is formed by the active ingredient progesterone and a cocrystal former, which is selected from the group consisting of isophthalic acid, 4-formylbenzeneboronic acid, and 3-nitrophthalic acid;
wherein when the cocrystal former is isophthalic acid, powder X-ray diffraction characteristic peaks of the resulting progesterone-isophthalic acid cocrystal, expressed as 2θ angles, appear at 6.56°, 10.96°, 13.14°, 16.17°, 19.76°, 20.32°, 21.04°, 22.20°, 24.17°, 26.45°, 28.05°, and 28.55°;
wherein when the cocrystal former is 4-formylbenzeneboronic acid, powder X-ray diffraction characteristic peaks of the resulting progesterone-4-formylbenzeneboronic acid cocrystal, expressed as 2θ angles, appear at 9.04°, 10.55°, 12.64°, 13.44°, 15.53°, 16.48°, 16.99°, 18.22°, 19.11°, 19.66°, 20.70°, 21.18°, 22.12°, 23.48°, 24.68°, 26.63°, and 27.85°;
wherein when the cocrystal former is 3-nitrophthalic acid, powder X-ray diffraction characteristic peaks of the resulting progesterone-3-nitrophthalic acid cocrystal, expressed as 2θ angles, appear at 9.08°, 13.01°, 13.39°, 13.78°, 15.88°, 16.55°, 18.78°, 19.29°, 20.87°, 23.34°, 26.27°, 27.33° and 29.79°.