IP Library Granted Patent US 12,152,037
Granted Patent B2
US 12,152,037 · App. 17/664,193 · Granted Nov 26, 2024

Crystalline succinate salt of 6-(6-aminopyrazin-2-yl)-N-(4-(4-(oxetan-3-yl)piperazin-1-yl)phenyl)imidazo[1,2-a]pyrazin-8-amine as a Syk inhibitor

Inventors: Patricia Andres (West Lafayette, IN); Peter C. Fung (San Mateo, CA); Pierre Giguere (Edmonton, CA); Chiajen Lai (Livermore, CA); Craig Stewart (Natick, MA); Jing Teng (West Lafayette, IN); Duong D. Tran (Edmonton, CA); Iva Trantcheva (Sonoma, CA); Brian Yarmuch (Sherwood Park, CA)
Assignee: Kronos Bio, Inc.
C07D487/04C07B2200/13
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Quick Facts
Patent No.
US 12,152,037
App. No.
17/664,193
Granted
Nov 26, 2024
Kind
B2
Abstract

Solid forms of the compound, 6-(6-aminopyrazin-2-yl)-N-(4-(4-(oxetan-3-yl)piperazin-1-yl)phenyl)imidazo[1,2-a]pyrazin-8-amine, and solid forms of salts or co-crystals of Compound I, were prepared and characterized: Also provided are processes of making the solid forms and methods of use thereof.

Claims (9)

1. A crystalline form of Compound I:

wherein the crystalline form is succinate Form I; and

wherein crystalline succinate Form I is characterized by an X-ray powder diffractogram comprising characteristic peaks (°2θ) at 15.2°±0.2°2θ, 18.0°±0.2°2θ, and 20.0°±0.2°2θ.

2. The crystalline form according to claim 1 , wherein the crystalline form is a monoclinic crystalline form having the following unit cell parameters: a equal to 8.62 Å, b equal to 19.71 Å, c equal to 13.46 Å, α equal to 90°, β equal to 108.34°, and γ equal to 90°.

3. The crystalline form according to claim 1 , wherein the crystalline form is further characterized by an X-ray powder diffractogram comprising additional characteristic peaks (°2θ) at 10.8°±0.2°2θ, 20.8°±0.2°2θ, and 24.4°±0.2°2θ.

4. The crystalline form according to claim 1 , wherein the crystalline form is further characterized by a differential scanning calorimetry (DSC) thermogram comprising an endotherm having an onset temperature of 253° C.

5. A pharmaceutical composition comprising the crystalline form according to claim 1 and a pharmaceutically acceptable excipient.

6. A method for inhibiting spleen tyrosine kinase activity in a subject in need thereof, wherein the method comprises administering to the subject a therapeutically effective amount of the crystalline form according to claim 1 .

7. The method according to claim 6 , wherein the subject suffers from a disease or disorder selected from the group consisting of an allergic disorder, an autoimmune disease, a cancer, and an inflammatory disorder.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 19, 2026
From: GILEAD SCIENCES, INC.
To: KRONOS BIO, INC.
Reel/Frame 075623/0214 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 19, 2026
From: KRONOS BIO, INC.
To: IGNOTA LABS LIMITED
Reel/Frame 075585/0490 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 15, 2026
From: FUNG, PETER C.; GIGUERE, PIERRE; LAI, CHIAJEN; TRAN, DUONG D.; YARMUCH, BRIAN; STEWART, CRAIG; TRANTCHEVA, IVA
To: GILEAD SCIENCES, INC.
Reel/Frame 074672/0248 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 15, 2026
From: ANDRES, PATRICIA; TENG, JING
To: ALBANY MOLECULAR RESEARCH INC.
Reel/Frame 074672/0659 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 15, 2026
From: ALBANY MOLECULAR RESEARCH, INC.
To: GILEAD SCIENCES, INC.
Reel/Frame 074672/0779 →
Continuity (3)
Division 16796479 · Feb 20, 2020
Provisional Application 62809337 · Feb 22, 2019
Related Publication 20230098309A1 · Mar 30, 2023
Cited By (1)
US 12,263,163