IP Library Granted Patent US 12,410,155
Granted Patent B2
US 12,410,155 · App. 18/723,881 · Granted Sep 9, 2025

Salt form and crystal form of tetrahydrocyclohepta indazole compound

Inventors: Ke An (Shanghai, CN); Shuhui Chen (Shanghai, CN)
Assignee: ZHEJIANG YANGLI PHARMACEUTICAL TECHNOLOGY CO., LTD.
C07D403/14
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Quick Facts
Patent No.
US 12,410,155
App. No.
18/723,881
Granted
Sep 9, 2025
Kind
B2
Abstract

A class of salt forms and crystal forms of a tetrahydrocyclohepta indazole compound and a preparation method therefor. Specifically disclosed is the uses of the salt form and crystal form of the compound of formula (I) in the preparation of a drug for treating related diseases.

Claims (20)

1. A compound of formula (III)

2. A crystal form A of the compound of formula (III) according to claim 1 ,

wherein the crystal form A has an X-ray powder diffraction pattern having characteristic diffraction peaks at the following 2θ angles: 12.30±0.20°, 15.64±0.20°, 17.00±0.20°, 18.26±0.20°, 20.92±0.20°, 22.08±0.20°, 22.62±0.20°, and 24.70±0.20°.

3. The crystal form A of the compound of formula (III) according to claim 2 , wherein the X-ray powder diffraction pattern thereof has diffraction peaks at the following 2θ angles: 5.18±0.20°, 5.92±0.20°, 8.12±0.20°, 12.30±0.20°, 15.64±0.20°, 17.00±0.20°, 18.26±0.20°, 20.92±0.20°, 22.08±0.20°, and 24.70±0.20°.

4. The crystal form A of the compound of formula (III) according to claim 3 , wherein the X-ray powder diffraction pattern thereof has diffraction peaks at the following 2θ angles: 5.18±0.20°, 5.92±0.20°, 8.12±0.20°, 12.30±0.20°, 15.64±0.20°, 17.00±0.20°, 18.26±0.20°, 19.54±0.20°, 20.92±0.20°, 22.08±0.20°, 22.62±0.20°, and 24.70±0.20°.

5. The crystal form A of the compound of formula (III) according to claim 3 , wherein the X-ray powder diffraction pattern thereof has diffraction peaks at the following 2θ angles: 5.18±0.20°, 5.92±0.20°, 8.12±0.20°, 12.30±0.20°, 15.64±0.20°, 17.00±0.20°, 18.26±0.20°, 19.54±0.20°, 20.92±0.20°, 22.08±0.20°, 24.70±0.20°, and 25.48±0.20°.

6. The crystal form A of the compound of formula (III) according to claim 3 , wherein the X-ray powder diffraction pattern thereof has diffraction peaks at the following 2θ angles: 5.18±0.20°, 5.92±0.20°, 8.12±0.20°, 12.30±0.20°, 15.64±0.20°, 17.00±0.20°, 18.26±0.20°, 19.54±0.20°, 20.92±0.20°, 22.08±0.20°, 22.62±0.20°, 24.70±0.20°, and 25.48±0.20°.

7. The crystal form A of the compound of formula (III) according to claim 2 , wherein the X-ray powder diffraction pattern thereof has diffraction peaks at the following 2θ angles: 5.18±0.20°, 5.92±0.20°, 8.12±0.20°, 12.30±0.20°, 15.64±0.20°, 16.42±0.20°, 17.00±0.20°, 17.66±0.20°, 18.26±0.20°, 19.54±0.20°, 20.06±0.20°, 20.92±0.20°, 22.08±0.20°, 22.62±0.20°, 23.32±0.20°, 23.86±0.20°, 24.70±0.20°, 25.48±0.20°, 26.68±0.20°, 28.50±0.20°, 29.54±0.20°, 31.58±0.20°, and 33.20±0.20°.

8. The crystal form A of the compound of formula (III) according to claim 2 , wherein the X-ray powder diffraction pattern thereof has diffraction peaks at the following 2θ angles: 5.181°, 5.920°, 8.119°, 12.299°, 15.638°, 16.418°, 17.002°, 17.660°, 18.261°, 19.539°, 20.061°, 20.919°, 22.080°, 22.621°, 23.320°, 23.861°, 24.700°, 25.483°, 26.681°, 28.498°, 29.542°, 31.578°, and 33.198°.

9. The crystal form A of the compound of formula (III) according to claim 2 , wherein the crystal form A has a thermogravimetric analysis curve with a weight loss of 0.198% at 150.000±3° C. and a weight loss of 10.880% at 240.000±3° C.

10. The crystal form A of the compound of formula (III) according to claim 2 , wherein the crystal form A has a differential scanning calorimetry curve comprising endothermic peaks with onsets at 175.87±5° C., 214.68±5° C., and 292.11±5° C.

11. A crystal form B of a compound of formula (II),

wherein the crystal form B has an X-ray powder diffraction pattern having characteristic diffraction peaks at the following 2θ angles: 6.50±0.20°, 14.24±0.20°, 15.80±0.20°, 18.18±0.20°, 22.18±0.20°, 23.78±0.20°, and 25.30±0.20°.

12. The crystal form B of the compound of formula (II) according to claim 11 , wherein the X-ray powder diffraction pattern thereof has diffraction peaks at the following 2θ angles: 6.50±0.20°, 7.86±0.20°, 14.24±0.20°, 15.80±0.20°, 16.92±0.20°, 18.18±0.20°, 19.66±0.20°, 20.76±0.20°, 22.18±0.20°, 23.78±0.20°, 25.30±0.20°, and 26.12±0.20°.

13. The crystal form B of the compound of formula (II) according to claim 12 , wherein the X-ray powder diffraction pattern thereof has diffraction peaks at the following 2θ angles: 6.499°, 7.860°, 9.739°, 10.257°, 11.862°, 12.255°, 13.021°, 14.240°, 15.417°, 15.797°, 16.541°, 16.920°, 17.558°, 18.182°, 18.439°, 18.702°, 19.660°, 20.381°, 20.761°, 21.494°, 21.647°, 22.180°, 23.781°, 24.099°, 24.498°, 25.304°, 26.118°, 26.821°, 27.239°, 28.579°, 28.924°, 29.302°, 29.881°, 30.278°, 30.681°, 30.938°, 31.764°, 32.978°, 34.260°, 35.101°, 35.419°, 35.761°, 36.597°, 37.083°, 37.540°, and 38.423°.

14. The crystal form B of the compound of formula (II) according to claim 13 , wherein the crystal form B has a thermogravimetric analysis curve with a weight loss of 0.085% at 200.000±3° C.

15. A crystal form C of a compound of formula (I)

wherein the crystal form C has an X-ray powder diffraction pattern having characteristic diffraction peaks at the following 2θ angles: 4.90±0.20°, 9.82±0.20°, 15.82±0.20°, 17.48±0.20°, 18.64±0.20°, 22.26±0.20°, 23.74±0.20°, and 29.36±0.20°.

16. The crystal form C of the compound of formula (I) according to claim 15 , wherein the X-ray powder diffraction pattern thereof has diffraction peaks at the following 2θ angles: 3.30±0.20°, 4.90±0.20°, 9.82±0.20°, 11.06±0.20°, 14.20±0.20°, 15.82±0.20°, 17.48±0.20°, 18.64±0.20°, 22.26±0.20°, 23.74±0.20°, 24.46±0.20°, and 29.36±0.20°.

17. The crystal form C of the compound of formula (I) according to claim 16 , wherein the X-ray powder diffraction pattern thereof has diffraction peaks at the following 2θ angles: 3.301°, 4.901°, 7.898°, 9.319°, 9.819°, 11.061°, 14.200°, 14.721°, 15.197°, 15.821°, 16.457°, 17.481°, 18.101°, 18.642°, 19.762°, 20.961°, 21.382°, 22.259°, 23.740°, 24.461°, 25.761°, 26.295°, 26.943°, 27.518°, 29.358°, 30.075°, 31.317°, 31.916°, 34.598°, and 37.661°.

Assignments (3)
CHANGE OF NAME Recorded Jul 2, 2025
From: SHENZHEN VYBIO PHARMACEUTICAL TECHNOLOGY CO., LTD.
To: ZHEJIANG YANGLI PHARMACEUTICAL TECHNOLOGY CO., LTD.
Reel/Frame 071586/0563 →
CHANGE OF NAME Recorded Jun 26, 2025
From: SHENZHEN VYBIO PHAR MACEUTICAL TECHNOLO GY CO., LTD.
To: ZHEJIANG YANGLI PHA RMACEUTICAL TECHNOL OGY CO., LTD.
Reel/Frame 071526/0189 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2024
From: AN, KE; CHEN, SHUHUI
To: SHENZHEN VYBIO PHARMACEUTICAL TECHNOLOGY CO., LTD.
Reel/Frame 068533/0367 →
Priority Claims (1)
CN 202111631128.4 · Dec 28, 2021 · national
Continuity (1)
Related Publication 20250084068A1 · Mar 13, 2025
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