IP Library Granted Patent US 9,890,173
Granted Patent B2
US 9,890,173 · App. 15/604,080 · Granted Feb 13, 2018

Crystalline forms of therapeutic compounds and uses thereof

Inventors: Elizabeth Enlow (Waltham, MA); Minh Ngoc Nguyen (Dorchester, MA); Winston Z. Ong (Stoneham, MA)
Assignee: Kala Pharmaceuticals, Inc.
C07D491/107A61K9/0048A61K9/5146A61K31/517
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Quick Facts
Patent No.
US 9,890,173
App. No.
15/604,080
Granted
Feb 13, 2018
Kind
B2
Abstract

Described herein is certain crystalline forms of Compound 5, as well as pharmaceutical compositions employing the crystalline forms. Also provided are particles (e.g., nanoparticles) comprising such crystalline forms or pharmaceutical compositions. In certain examples, the particles are mucus penetrating particles (MPPs). The present invention further relates to methods of treating or preventing diseases using crystalline forms or pharmaceutical compositions.

Claims (23)

1. A method of inhibiting growth factor signaling comprising administering to a subject in need thereof a therapeutically effective amount of a crystalline form of 4-((4-((4-fluoro-2-methyl-1H-indol-5-yl)oxy)-6-methoxyquinazolin-7-yl)oxy)-1-(2-oxa-7-azaspiro[3.5]nonan-7-yl)butan-1-one comprising:

(i) crystalline Form II having an X-ray powder diffraction (XRPD) pattern with peaks at about 8.44, 10.57, 14.92, 17.22, 21.26 and 22.42±0.2 degrees two theta, or 10.47, 8.36, 5.93, 5.15, 4.18 and 3.96±0.2 Å in d-spacing; or

(ii) crystalline Form III having an XRPD pattern with peaks at about 9.60, 10.45, 19.30, 19.71, 21.84, and 23.42±0.2 degrees two theta or 9.21, 8.46, 4.60, 4.50, 4.07 and 3.80±0.2 Å in d-spacing.

2. The method of claim 1 , wherein crystalline Form II has the XRPD pattern as shown in FIG. 2 .

3. The method of claim 1 , wherein crystalline Form III has the XRPD pattern as shown in FIG. 3 .

4. The method of claim 1 , wherein the crystalline form is administered topically, by injection, to the eye, orally, or by inhalation.

5. The method of claim 1 , wherein the inhibition of growth factor signaling treats an ocular disease.

6. The method of claim 5 , wherein the ocular disease is retinopathy, age-related macular degeneration, corneal neovascularization, diabetic macular edema, or retinal vein occlusion.

7. The method of claim 1 , wherein the inhibition of growth factor signaling treats a proliferative disorder.

8. The method of claim 7 , wherein the proliferative disorder is a cancer.

9. A method of inhibiting growth factor signaling comprising administering to a subject in need thereof a therapeutically effective amount of a pharmaceutical composition comprising:

a plurality of coated particles, comprising:

a core particle comprising a crystalline form of 4-((4-((4-fluoro-2-methyl-1H-indol-5-yl)oxy)-6-methoxyquinazolin-7-yl)oxy)-1-(2-oxa-7-azaspiro[3.5]nonan-7-yl)butan-1-one, wherein the crystalline form constitutes at least about 80 wt % of the core particle; and

a coating comprising one or more surface-altering agents surrounding the core particle;

wherein the crystalline form is:

(i) crystalline Form II having an X-ray powder diffraction (XRPD) pattern with peaks at about 8.44, 10.57, 14.92, 17.22, 21.26 and 22.42±0.2 degrees two theta, or 10.47, 8.36, 5.93, 5.15, 4.18 and 3.96±0.2 Å in d-spacing; or

(ii) crystalline Form III having an XRPD pattern with peaks at about 9.60, 10.45, 19.30, 19.71, 21.84, and 23.42±0.2 degrees two theta or 9.21, 8.46, 4.60, 4.50, 4.07 and 3.80±0.2 Å in d-spacing.

10. The method of claim 9 , wherein the one or more surface-altering agents comprises a triblock copolymer comprising a hydrophilic block-hydrophobic block-hydrophilic block configuration, wherein the hydrophobic block has a molecular weight of at least about 2 kDa, and the hydrophilic blocks constitute at least about 15 wt % of the triblock copolymer.

11. The method of claim 9 , wherein the crystalline form is administered topically, by injection, to the eye, orally, or by inhalation.

12. The method of claim 9 , wherein the inhibition of growth factor signaling treats an ocular disease.

13. The method of claim 12 , wherein the ocular disease is retinopathy, age-related macular degeneration, corneal neovascularization, diabetic macular edema, or retinal vein occlusion.

14. The method of claim 9 , wherein the inhibition of growth factor signaling treats a proliferative disorder.

15. The method of claim 14 , wherein the proliferative disorder is a cancer.

Assignments (6)
CHANGE OF NAME Recorded Sep 21, 2023
From: KALA PHARMACEUTICALS, INC.
To: KALA BIO, INC.
Reel/Frame 065017/0488 →
FIRST AMENDMENT TO IP SECURITY AGREEMENT Recorded Dec 22, 2022
From: KALA PHARMACEUTICALS, INC.
To: OXFORD FINANCE LLC
Reel/Frame 062205/0883 →
SECURITY INTEREST Recorded May 6, 2021
From: KALA PHARMACEUTICALS, INC.
To: OXFORD FINANCE LLC
Reel/Frame 056168/0602 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS AT REEL AND FRAME: 047602 / 0480 & 047172 / 0481 Recorded May 5, 2021
From: ATHYRIUM OPPORTUNITIES III ACQUISITION LP
To: KALA PHARMACEUTICALS, INC
Reel/Frame 056151/0092 →
SECURITY INTEREST Recorded Oct 1, 2018
From: KALA PHARMACEUTICALS, INC.
To: ATHYRIUM OPPORTUNITIES III ACQUISITION LP
Reel/Frame 047172/0481 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2017
From: ENLOW, ELIZABETH; NGUYEN, MINH NGOC; ONG, WINSTON Z.
To: KALA PHARMACEUTICALS, INC.
Reel/Frame 042494/0358 →
Continuity (4)
Continuation 15032595
Continuation In Part 14184886 · Feb 20, 2014
Provisional Application 61898741 · Nov 1, 2013
Related Publication 20170260193A1 · Sep 14, 2017