US 12,304,905 B2
Pharmaceutical salts of benzothiazol compounds, polymorphs and methods for preparation thereof
Jinhwa Lee, Gyeonggi-do (KR); and Suyeon Jo, Gyeonggi-do (KR)
Assigned to 1ST Biotherapeutics, Inc., Gyeonggi-do (KR)
Appl. No. 17/442,754
Filed by 1ST Biotherapeutics, Inc., Gyeonggi-do (KR)
PCT Filed Mar. 27, 2020, PCT No. PCT/IB2020/052931
§ 371(c)(1), (2) Date Sep. 24, 2021,
PCT Pub. No. WO2020/194260, PCT Pub. Date Oct. 1, 2020.
Claims priority of provisional application 62/825,102, filed on Mar. 28, 2019.
Prior Publication US 2022/0177463 A1, Jun. 9, 2022
Int. Cl. C07D 417/04 (2006.01)
CPC C07D 417/04 (2013.01) [C07B 2200/13 (2013.01)] 10 Claims
 
1. A crystalline form of (1S,2S)-2-fluoro-N-(6-(4-methylpyridin-3-yl)benzo[d]thiazol-2-yl) cyclopropane-1-carboxamide or a pharmaceutically acceptable salt thereof,
wherein the crystalline form is selected from the group consisting of:
a crystalline form having peaks at diffraction angle (2θ) of 9.8±0.2, 11.6±0.2, 13.2±0.2, 14.0±0.2, 16.7±0.2, 17.6±0.2, 20.6±0.2, 22.9±0.2, 26.2±0.2, 29.3±0.2, 30.7±0.2, 31.6±0.2;
a crystalline form having peaks at diffraction angle (2θ) of 6.0±0.2, 15.9±0.2, 18.1±0.2, 19.7±0.2, 24.6±0.2, 25.4±0.2, 26.7±0.2;
a crystalline form having peaks at diffraction angle (2θ) of 8.7±0.2, 10.9±0.2, 12.9±0.2, 15.4±0.2, 16.4±0.2, 18.9±0.2, 20.3±0.2, 22.1±0.2, 22.7±0.2, 24.9±0.2;
a crystalline form having peaks at diffraction angle (2θ) of 9.4±0.2, 10.1±0.2, 14.8±0.2, 18.0±0.2, 23.0±0.2, 25.4±0.2, 29.2±0.2;
a crystalline form having peaks at diffraction angle (2θ) of 5.3±0.2, 10.6±0.2, 17.2±0.2, 19.8±0.2, 26.5±0.2;
a crystalline form having peaks at diffraction angle (2θ) of 5.1±0.2, 10.2±0.2, 15.2±0.2, 18.6±0.2, 20.5±0.2, 21.9±0.2; and
a crystalline form having peaks at diffraction angle (2θ) of 6.6±0.2, 13.9±0.2, 15.9±0.2, 22.0±0.2, 23.8±0.2, 24.6±0.2, 26.8±0.2.