IP Library Granted Patent US 11,345,706
Granted Patent B2
US 11,345,706 · App. 16/639,668 · Granted May 31, 2022

Crystalline forms of Acalabrutinib

Inventors: Fabio E. S. Souza (Mississauga, CA); Bahareh Khalili (Mississauga, CA); Annyt Bhattacharyya (Hamilton, CA); Wancheng Guo (Tianjin, CN); Jingda Zhang (Tianjin, CN); Kun Cheng (Tianjin, CN); Kangying Li (Tianjin, CN)
Assignee: Apotex Inc.
C07D487/04C07B2200/13
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Quick Facts
Patent No.
US 11,345,706
App. No.
16/639,668
Granted
May 31, 2022
Kind
B2
Abstract

The present invention provides crystalline forms of Acalabrutinib, Specific crystalline forms provided by the present invention include Acalabrutinib Form APO-I, a co-crystal of Acalabrutinib and urea; APO-II, a co-crystal of Acalabrutinib and nicotinamide; APO-III, a co-crystal of Acalabrutinib and L-sorbitol; APO-IV, a crystalline form of Acalabrutinib; and APO-V, a co-crystal of Acalabrutinib and urea.

Claims (9)

1. A crystalline form of Acalabrutinib that is a co-crystal of Acalabrutinib and urea, wherein the molar ratio of Acalabrutinib to urea is between approximately 1:1.5 and approximately 1:2.5.

2. The co-crystal of claim 1 , wherein the molar ratio of Acalabrutinib to urea is approximately 1:2.

3. The co-crystal of claim 1 , characterized by a PXRD diffractogram comprising peaks, expressed in degrees 2θ (±0.2°), at 5.4°, 7.3° and 10.0°.

4. The co-crystal of claim 3 , further comprising at least three peaks, expressed in degrees 2θ (±0.2°), selected from the group consisting of: 10.4°, 11.4°, 11.8°, 12.8°, 15.3°, 17.0°, 18.4°, 20.1°, 20.8° and 21.3°.

5. The co-crystal of claim 3 , further comprising peaks, expressed in degrees 2θ (±0.2°), at 10.4°, 11.4°, 11.8°, 12.8°, 15.3°, 17.0°, 18.4°, 20.1°, 20.8° and 21.3°.

6. The co-crystal of claim 1 characterized by a PXRD diffractogram comprising peaks, expressed in degrees 2θ (±0.2°), at 5.4°, 6.6° and 11.0°.

7. The co-crystal of claim 6 , further comprising at least three peaks, expressed in degrees 2θ (±0.2°), selected from the group consisting of: 10.1°, 13.2°, 15.1°, 17.3°, 19.9°, 21.1° and 22.2°.

8. The co-crystal of claim 6 , further comprising peaks, expressed in degrees 2θ (±0.2°), at 10.1°, 13.2°, 15.1°, 17.3°, 19.9°, 21.1° and 22.2°.

9. A pharmaceutical composition comprising the crystalline form of Acalabrutinib according to claim 1 , and one or more pharmaceutically acceptable excipients.

Assignments (3)
SECURITY INTEREST Recorded Apr 15, 2023
From: APOTEX INC.
To: THE BANK OF NOVA SCOTIA
Reel/Frame 063364/0710 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 15, 2020
From: SOUZA, FABIO E. S.; ZHANG, JINGDA; LI, KANGYING; KHALILI, BAHAREH; GUO, WANCHENG; CHENG, KUN; BHATTACHARYYA, ANNYT
To: APOTEX INC.
Reel/Frame 052400/0556 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 21, 2020
From: KOSTER, MARIO SEBASTIAN
To: SAF-HOLLAND GMBH
Reel/Frame 051885/0592 →
Continuity (2)
Provisional Application 62551418 · Aug 29, 2017
Related Publication 20210130360A1 · May 6, 2021