IP Library Granted Patent US 8,492,369
Granted Patent B2
US 8,492,369 · App. 12/758,770 · Granted Jul 23, 2013

Oral testosterone ester formulations and methods of treating testosterone deficiency comprising same

Inventors: Robert E. Dudley (Rosemary Beach, IL); Panayiotis P. Constantinides (Gurnee, IL)
Assignee: Clarus Therapeutics Inc
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Quick Facts
Patent No.
US 8,492,369
App. No.
12/758,770
Granted
Jul 23, 2013
Kind
B2
Abstract

A pharmaceutical formulation of testosterone undecanoate is provided. Methods of treating a testosterone deficiency or its symptoms with the inventive formulations are also provided.

Claims (25)

1. An oral pharmaceutical composition comprising:

a. 18-22 percent by weight of solubilized testosterone undecanoate;

b. 50-55 percent by weight of at least one lipophilic surfactant; and;

c. 15-17 percent by weight of at least one hydrophilic surfactant;

d. 10-15 percent by weight of a mixture of borage seed oil and peppermint oil.

2. The composition as recited in claim 1 wherein said hydrophilic surfactant is polyoxyethylene(40)hydrogenated castor oil.

3. The composition as recited in claim 2 wherein said lipophilic surfactant is oleic acid.

4. The composition as recited in claim 3 , wherein upon once- or twice-daily oral administration, provides an average serum testosterone concentration at steady state falling in the range of about 300 to about 1100 ng/dL.

5. The composition as recited in claim 1 , wherein the ratio of lipophilic surfactants to hydrophilic surfactants is about 4:1.

6. An oral pharmaceutical composition comprising:

a. 19.8 percent by weight of solubilized testosterone undecanoate;

b. 51.6 percent by weight of oleic acid;

c. 16.1 percent by weight of polyoxyethylene(40)hydrogenated castor oil;

d. 10 percent by weight of borage seed oil;

e. 2.5 percent by weight of peppermint oil; and

f. 0.03 percent by weight of beta-hydroxy-toluene(BHT).

7. A method of treating testosterone deficiency or its symptoms comprising orally administering to a subject suffering from testosterone deficiency or its symptoms an effective amount of the oral pharmaceutical composition of claim 1 to provide an average serum testosterone concentration at steady state falling in the range of about 300 to about 1100 ng/dL.

8. The method of claim 7 in which the composition is administered once daily.

9. The method of claim 7 in which the composition is administered twice daily.

10. The method of claim 7 which gives rise to a Cmax value falling in the range of about 900 to 1100 ng/dL.

11. The method of claim 7 in which the composition is administered with a meal comprising at least 20 wt % fat.

12. The method of claim 7 which gives rise to substantially no diurnal testosterone pharmacokinetic variation.

13. The method of claim 7 which gives rise to an average serum T max value falling in the range of about 3 to 7 hours after oral administration.

14. The method of claim 13 in which the average serum T max value falls in the range of about 4 to 5 hours after oral administration.

15. The method of claim 7 in which substantially no significant decline in steady state serum testosterone response is observed upon repeat dosing.

Assignments (5)
RELEASE OF SECURITY INTEREST Recorded Dec 6, 2022
From: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS SUCCESSOR TO U.S. BANK NATIONAL ASSOCIATION
To: CLARUS THERAPEUTICS, INC.
Reel/Frame 062000/0052 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 15, 2022
From: CLARUS THERAPEUTICS, INC.
To: TOLMAR, INC.
Reel/Frame 061774/0516 →
SECURITY INTEREST Recorded Mar 12, 2020
From: CLARUS THERAPEUTICS, INC.
To: U.S. BANK NATIONAL ASSOCIATION
Reel/Frame 052099/0349 →
CORRECTIVE ASSIGNMENT TO CORRECT THE THE SPELLING OF ASSIGNEE'S NAME PREVIOUSLY RECORDED ON REEL 024578 FRAME 0417. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT OF ASSIGNOR'S INTEREST. Recorded May 21, 2014
From: DUDLEY, ROBERT E.; CONSTANTINIDES, PANAYIOTIS P.
To: CLARUS THERAPEUTICS, INC.
Reel/Frame 032971/0475 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 22, 2010
From: DUDLEY, ROBERT E.; CONSTANTINIDES, PANAYIOTIS P.
To: CLARUS THERAPEUTIS, INC.
Reel/Frame 024578/0417 →
Continuity (1)
Related Publication 20110251167A1 · Oct 13, 2011