IP Library › Granted Patent US 11,964,969
Granted Patent B2
US 11,964,969 · App. 17/258,011 · Granted Apr 23, 2024

Crystal forms of thiazole compound and application thereof

Inventors: Weihua Shi (Shanghai, CN); Zhigan Jiang (Shanghai, CN); Haiying He (Shanghai, CN)
Assignee: PHAENO THERAPEUTICS CO., LTD
C07D417/12A61P31/22C07B2200/13
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Quick Facts
Patent No.
US 11,964,969
App. No.
17/258,011
Granted
Apr 23, 2024
Kind
B2
Abstract

Disclosed by the present invention are a crystal form A of a compound represented by formula (I), a compound represented by formula (II) and a crystal form B thereof, as well as an application of the crystal form A of the compound represented by formula (I), the compound represented by formula (II) and the crystal form B thereof in the preparation of a drug for the treatment diseases associated with the herpes simplex virus.

Claims (19)

1. A crystal form A of compound of formula (I), wherein the X-ray powder diffraction pattern thereof has characteristic diffraction peaks at the following 2θ angles: 10.81±0.2°, 15.97±0.2°, and 21.69±0.2°,

2. The crystal form A according to claim 1 , wherein the X-ray powder diffraction pattern thereof has characteristic diffraction peaks at the following 2θ angles: 10.81±0.2°, 13.03±0.2°, 15.97±0.2°, 18.48±0.2°, 21.69±0.2°, 23.78±0.2°, 25.14±0.2°, and 26.96±0.2°.

3. The crystal form A according to claim 2 , wherein the XRPD pattern thereof is shown in FIG. 1 .

4. The crystal form A according to claim 1 , wherein the differential scanning calorimetry curve thereof has a starting point of the endothermic peak at 216.04±3° C.

5. The crystal form A according to claim 4 , wherein the DSC curve thereof is shown in FIG. 2 .

6. The crystal form A according to claim 1 , wherein the thermogravimetric analysis curve thereof has a weight loss of up to 0.4442% at 120±3° C. and up to 2.4492% at 204±3° C.

7. The crystal form A according to claim 6 , wherein the TGA curve thereof is shown in FIG. 3 .

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

wherein the X-ray powder diffraction pattern thereof has characteristic diffraction peaks at the following 2θ angles: 10.17±0.2°, 11.85±0.2°, and 15.94±0.2°.

9. The crystal form B according to claim 8 , wherein the X-ray powder diffraction pattern thereof has characteristic diffraction peaks at the following 2θ angles: 8.46±0.2°, 10.17±0.2°, 11.85±0.2°, 13.98±0.2°, 15.94±0.2°, 20.39±0.2°, 21.32±0.2°, and 23.78±0.2°.

10. The crystal form B according to claim 9 , wherein the XRPD pattern thereof is shown in FIG. 4 .

11. The crystal form B according to 8 , wherein the differential scanning calorimetry curve thereof has a starting point of the endothermic peak at 185.89±3° C.

12. The crystal form B according to claim 11 , wherein the DSC curve thereof is shown in FIG. 5 .

13. The crystal form B according to claim 8 , wherein the thermogravimetric analysis curve thereof has a weight loss of up to 0.7160% at 187.16±3° C.

14. The crystal form B according to claim 13 , wherein the TGA curve thereof is shown in FIG. 6 .

15. A method of treating a disease related to herpes simplex virus in a subject in need thereof, comprising administering to the subject the crystal form A of the compound of formula (I) according to claim 1 .

16. A method of treating a disease related to herpes simplex virus in a subject in need thereof, comprising administering to the subject the crystal form B of the compound of formula (II) according to claim 8 .

17. The crystal form A according to claim 4 , wherein the thermogravimetric analysis curve thereof has a weight loss of up to 0.4442% at 120±3° C. and up to 2.4492% at 204±3° C.

18. The crystal form B according to claim 11 , wherein the thermogravimetric analysis curve thereof has a weight loss of up to 0.7160% at 187.16±3° C.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 20, 2021
From: MEDSHINE DISCOVERY INC.
To: PHAENO THERAPEUTICS CO., LTD.
Reel/Frame 057856/0299 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 13, 2021
From: MEDSHINE DISCOVERY INC.
To: PHAENO THERAPEUTICS CO., LTD.
Reel/Frame 057777/0159 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 5, 2021
From: SHI, WEIHUA; JIANG, ZHIGAN; HE, HAIYING
To: MEDSHINE DISCOVERY INC.
Reel/Frame 054818/0921 →
Priority Claims (1)
CN 201810738963.X · Jul 6, 2018 · national
Continuity (2)
Related Publication 20210276993A1 · Sep 9, 2021
Related Publication 20230132370A9 · Apr 27, 2023