IP Library › Granted Patent US 9,757,389
Granted Patent B2
US 9,757,389 · App. 15/276,389 · Granted Sep 12, 2017

Bioavailable solid state (17-β)-hydroxy-4-androsten-3-one esters

Inventors: Mahesh V. Patel (Salt Lake City, UT); Nachiappan Chidambaram (Sandy, UT); Satish Kumar Nachaegari (Salt Lake City, UT); Srinivasan Venkateshwaran (Salt Lake City, UT); Joel Frank (Sandy, UT)
Assignee: Lipocine Inc.
A61K31/568A61K9/0053A61K9/16A61K39/00
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Quick Facts
Patent No.
US 9,757,389
App. No.
15/276,389
Granted
Sep 12, 2017
Kind
B2
Abstract

Disclosed are bioavailable solid state (17-β)-Hydroxy-4-Androsten-3-one esters suitable for pharmaceutical uses and administration to mammals in need of (17-β)-Hydroxy-4-Androsten-3-one.

Claims (18)

1. A pharmaceutical composition comprising or prepared from a crystalline (17-β)-3-Oxoandrost-4-en-17-yl tridecanoate form having a melting point in the range of 68-75° C. and a pharmaceutically acceptable carrier.

2. The pharmaceutical composition of claim 1 comprising a crystalline (17-β)-3-Oxoandrost-4-en-17-yl tridecanoate form having a melting point in the range of 68-75° C.

3. The pharmaceutical composition of claim 1 prepared from a crystalline (17-β)-3-Oxoandrost-4-en-17-yl tridecanoate form having a melting point in the range of 68-75° C.

4. The pharmaceutical composition of claim 1 wherein said pharmaceutically acceptable carrier comprises a lipophilic surfactant.

5. The pharmaceutical composition of claim 1 wherein said pharmaceutically acceptable carrier comprises a hydrophilic surfactant.

6. The pharmaceutical composition of claim 1 wherein said pharmaceutically acceptable carrier comprises a fatty acid.

7. The pharmaceutical composition of claim 1 wherein said pharmaceutically acceptable carrier comprises a monoglyceride.

8. The pharmaceutical composition of claim 1 wherein said pharmaceutically acceptable carrier comprises a diglyceride.

9. The pharmaceutical composition of claim 1 wherein said pharmaceutically acceptable carrier comprises a polyethylene glycol.

10. The pharmaceutical composition of claim 1 formulated as a capsule or tablet.

11. The pharmaceutical composition of claim 1 formulated for oral administration.

12. The pharmaceutical composition of claim 1 crystalline (17-β)-3-Oxoandrost-4-en-17-yl tridecanoate form having a melting point in the range of 69-73° C.

13. The pharmaceutical composition of claim 1 when tested with a USP type 2 apparatus in about 1000 mL 8% Octoxynol-9 solution in water at 37° C. (±0.5)) at 100 rpm releases at least 40% of the (17-β)-3-Oxoandrost-4-en-17-yl tridecanoate at 60 minutes.

14. The pharmaceutical composition of claim 1 that releases greater than 70% of the (17-β)-3-Oxoandrost-4-en-17-yl tridecanoate at 2 hours when tested with a USP type 2 apparatus in about 1000 mL 8% Octoxynol-9 solution in water at 37° C. (±0.5)) at 100 rpm.

15. The pharmaceutical composition of claim 1 that releases less than 100% of the (17-β)-3-Oxoandrost-4-en-17-yl tridecanoate at 30 minutes when tested in a USP type 2 apparatus in about 1000 mL 8% Octoxynol-9 solution in water at 37° C. (±0.5)) at 100 rpm.

16. The pharmaceutical composition of claim 1 that releases greater than 70% of the (17-β)-3-Oxoandrost-4-en-17-yl tridecanoate at 2 hours and less than 100% at 30 minutes when tested with a USP type 2 apparatus in about 1000 mL 8% Octoxynol-9 solution in water at 37° C. (±0.5)) at 100 rpm.

17. The pharmaceutical composition of claim 1 having from about 200 mg to about 300 mg (17-β)-3-Oxoandrost-4-en-17-yl tridecanoate.

18. The pharmaceutical composition of claim 1 wherein said pharmaceutically acceptable carrier comprises a polyethylene glycol having an average molecular weight of about 8000 grams per mole (PEG 8000).

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 22, 2017
From: PATEL, MAHESH V.; CHIDAMBARAM, NACHIAPPAN; NACHAEGARI, SATISH KUMAR; VENKATESHWARAN, SRINIVASAN; FRANK, JOEL; PORTLOCK, AMY JO
To: LIPOCINE INC.
Reel/Frame 041688/0662 →
Continuity (3)
Continuation 14839820 · Aug 28, 2015
Provisional Application 62043337 · Aug 28, 2014
Related Publication 20170056415A1 · Mar 2, 2017