IP Library Granted Patent US 9,216,990
Granted Patent B2
US 9,216,990 · App. 14/363,149 · Granted Dec 22, 2015

Crystalline Darunavir

Inventors: Siva Rama Prasad Vellanki (Hyderabad, IN); Arabinda Sahu (Hyderabad, IN); Naveen Kumar Phadhuri (Hyderabad, IN); Ravindrababu Kilaru (Hyderabad, IN)
Assignee: Mylan Labs Limited
C07D493/04
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Quick Facts
Patent No.
US 9,216,990
App. No.
14/363,149
Granted
Dec 22, 2015
Kind
B2
Abstract

The present invention relates to a non-solvated crystalline Darunavir, process for its preparation and pharmaceutical composition comprising it. The present invention also relates to a process for the preparation of amorphous Darunavir from a non-solvated crystalline Darunavir.

Claims (16)

1. A non-solvated crystalline darunavir characterized by powder X-ray diffraction pattern having 2θ angle positions at about 7.03, 13.77, 16.67, 19.12, 21.22 and 22.75±0.2 degrees.

2. The non-solvated crystalline darunavir of claim 1 , further characterized by a powder X-ray diffraction pattern as depicted in FIG. 1 .

3. A non-solvated crystalline darunavir characterized by a DSC thermogram with endothermic peak at about 75° C.

4. The non-solvated crystalline darunavir according to claim 3 , further characterized by a DSC thermogram as depicted in FIG. 2 .

5. A process for the preparation of non-solvated crystalline Darunavir comprising the steps of:

a) dissolving Darunavir in an ester solvent,

b) adding an anti solvent, and

c) isolating non-solvated crystalline Darunavir.

6. The process according to claim 5 , wherein the solvent is selected from ethyl acetate, methyl acetate or butyl acetate and anti solvent is selected from hexane, heptane or cyclohexane.

7. A process for the preparation of amorphous Darunavir comprising the steps of:

a) dissolving non-solvated crystalline Darunavir in a solvent,

b) removing the solvent, and

c) isolating amorphous Darunavir.

8. The process according to claim 7 , wherein the solvent used for the dissolution of Darunavir is selected from chloromethane, chloroform, carbon tetrachloride, dichloroethane, tetrahydrofuran, methanol, ethanol, isopropyl alcohol, acetonitrile, ethyl acetate or mixtures.

9. The process according to claim 7 , wherein the solvent is removed by distillation, evaporation, spray drying, freeze drying, lyophilisation or agitated thin film drier (ATFD).

10. The non-solvated crystalline darunavir according to claim 1 , wherein the non-solvated crystalline darunavir is free from any solvent.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 6, 2024
From: MYLAN LABORATORIES LIMITED
To: TIANISH LABORATORIES PRIVATE LIMITED
Reel/Frame 068861/0150 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 12, 2015
From: PRASAD, SIVA RAMA; SAHU, ARABINDA; PHADHURI, NAVEEN KUMAR; KILARU, RAVINDRABABU
To: MYLAN LABS LIMITED
Reel/Frame 035147/0915 →
Priority Claims (1)
IN 4206/CHE/2011 · Dec 5, 2011 · national
Continuity (1)
Related Publication 20140350270A1 · Nov 27, 2014