IP Library Granted Patent US 11,452,719
Granted Patent B2
US 11,452,719 · App. 16/772,044 · Granted Sep 27, 2022

Pharmaceutical compositions of tedizolid phosphate

Inventors: Lixia Cai (Rockville, MD); David Dubost (Collegeville, PA); David Harris (New Providence, NJ); Yongjun Li (New York, NY); Majid Mahjour (Schwenksville, PA); Dan Zhang (Watchung, NJ)
Assignee: Merck Sharp & Dohme LLC
A61K31/4439A61K47/02A61K47/12A61K47/26A61K47/38A61P31/04
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Quick Facts
Patent No.
US 11,452,719
App. No.
16/772,044
Granted
Sep 27, 2022
Kind
B2
Abstract

Disclosed are pharmaceutical compositions comprising tedizolid phosphate, methods of preparing such pharmaceutical compositions, and methods of treating bacterial infections with such pharmaceutical compositions. Specifically, a pharmaceutical composition comprising tedizolid phosphate, an acid; and a suspending agent; and wherein the pH of the composition upon constitution with water is between about pH 2-4.5, is provided, wherein the acid is not citric acid or malic acid.

Claims (111)

1. A pharmaceutical composition comprising:

(a) about 1-28% by weight of tedizolid phosphate, or a pharmaceutically acceptable salt thereof; and

(b) about 0.2-14% by weight of a suspending agent; and

wherein the pH of the composition upon constitution with water is between about pH 3-5.5.

2. The pharmaceutical composition of claim 1 further comprising about 0.2-14% by weight of an acid.

3. The pharmaceutical composition of claim 2 additionally comprising

a) about 45-98.5% by weight of a filler; and/or

b) about 0.1-7% by weight of a glidant.

4. The pharmaceutical composition of claim 2 additionally comprising about 0.1-4% by weight of an antimicrobial agent.

5. The pharmaceutical composition of claim 3 wherein

the filler is selected from:

1) sugar,

2) mannitol, and

3) microcrystalline cellulose; and

the glidant is selected from:

1) colloidal silicon dioxide,

2) calcium phosphate tribasic,

3) magnesium silicate, and

4) talc.

6. The pharmaceutical composition of claim 2 wherein

(a) about 1.5-10% by weight of tedizolid phosphate, or a pharmaceutically acceptable salt thereof;

(b) about 0.8-4% by weight of an acid; and

(c) about 0.5-3% by weight of a suspending agent; and

wherein the pH of the composition upon constitution with water is between about pH 3-5.5, provided that the acid is not citric acid or malic acid.

7. The pharmaceutical composition of claim 6 wherein

the acid is selected from:

1) succinic acid, and

2) fumaric acid; and

the suspending agent is selected from:

1) xanthan gum,

2) guar gum,

3) sodium carboxymethylcellulose, and

4) a mixture of sodium carboxymethylcellulose and microcrystalline cellulose.

8. The pharmaceutical composition of claim 4 wherein

the antimicrobial agent is selected from:

1) methylparabens,

2) potassium sorbate,

3) propylparabens, and

4) sodium benzoate.

9. The pharmaceutical composition of claim 5 wherein the acid is succinic acid; the suspending agent is xanthan gum; the filler is sugar; and the glidant is colloidal silicon dioxide.

10. The pharmaceutical composition of claim 8 wherein the antimicrobial agent is potassium sorbate.

11. A pharmaceutical composition comprising:

a) about 1-28% by weight of tedizolid phosphate;

b) about 0.2-14% by weight of an acid;

c) about 0.2-14% by weight of a suspending agent;

d) about 45-98.5% by weight of a filler;

e) about 0.1-7% by weight of a glidant; and

f) optionally about 0.1-4% by weight of an antimicrobial agent; and

wherein the pH of the composition upon constitution with water is between about pH 3-5.5, provided that the acid is not citric acid or malic acid.

12. A pharmaceutical composition comprising:

a) about 1.5-10% by weight of tedizolid phosphate;

b) about 0.8-4% by weight of an acid;

c) about 0.5-3% by weight of a suspending agent;

d) about 80-96% by weight of a filler;

e) about 0.3-1.5% by weight of a glidant; and

f) optionally about 0.2-1% by weight of an antimicrobial agent; and

wherein the pH of the composition upon constitution with water is between about pH 3-5.5, provided that the acid is not citric acid or malic acid.

13. The pharmaceutical composition of claim 3 comprising:

a) about 7.2% by weight of tedizolid phosphate;

b) about 1.7% by weight of an acid;

c) about 1.1% by weight of a suspending agent;

d) about 89.1% by weight of a filler;

e) about 0.5% by weight of a glidant; and

f) optionally about 0.4% by weight of an antimicrobial agent; and

wherein the pH of the composition upon constitution with water is between about pH 3-5.5, provided that the acid is not citric acid or malic acid; wherein the pharmaceutical composition is constituted with water to give a 20 mg/mL dosage strength.

14. The pharmaceutical composition of claim 3 comprising:

a) about 1.9% by weight of tedizolid phosphate;

b) about 1.8% by weight of an acid;

c) about 1.1% by weight of a suspending agent;

d) about 94.1% by weight of a filler;

e) about 0.6% by weight of a glidant; and

f) optionally about 0.4% by weight of an antimicrobial agent; and

wherein the pH of the composition upon constitution with water is between about pH 3-5.5, provided that the acid is not citric acid or malic acid; and wherein, the pharmaceutical composition is constituted with water to give a 5 mg/mL dosage strength.

15. The pharmaceutical composition of claim 3 comprising:

a) about 7.2% by weight of tedizolid phosphate;

b) about 2.2% by weight of an acid;

c) about 1.1% by weight of a suspending agent;

d) about 88.4% by weight of a filler;

e) about 0.5% by weight of a glidant; and

f) optionally about 0.6% by weight of an antimicrobial agent; and

wherein the pH of the composition upon constitution with water is between about pH 3-5.5, provided that the acid is not citric acid or malic acid; and wherein the pharmaceutical composition is constituted with water to give a 20 mg/mL dosage strength.

16. The pharmaceutical composition of claim 3 wherein

the acid is selected from:

1) succinic acid, and

2) fumaric acid;

the suspending agent is selected from:

1) xanthan gum,

2) guar gum,

3) sodium carboxymethylcellulose, and

4) a mixture of sodium carboxymethylcellulose and microcrystalline cellulose;

the filler is selected from:

1) sugar,

2) mannitol, and

3) microcrystalline cellulose; and

the glidant is selected from:

1) colloidal silicon dioxide,

2) calcium phosphate tribasic,

3) magnesium silicate, and

4) talc.

17. The pharmaceutical composition of claim 16 wherein the acid is succinic acid; the suspending agent is xanthan gum; the filler is sugar; the glidant is colloidal silicon dioxide.

18. The pharmaceutical composition of claim 16 wherein the antimicrobial agent is potassium sorbate.

19. The pharmaceutical composition of claim 3 comprising:

a) about 7.21% by weight of tedizolid phosphate;

b) about 1.08% by weight of xanthan gum;

c) about 89.06% by weight of sugar; and

d) about 1.75% by weight of succinic acid.

20. The pharmaceutical composition of claim 1 wherein tedizolid phosphate is present in an unit dosage strength of 20 mg/mL or 5 mg/mL after constitution with water.

21. The pharmaceutical composition of claim 1 wherein the composition is a powder for oral suspension dosage form.

22. A method of treating a bacterial infection in a human in need thereof comprising orally administering to the human a pharmaceutical composition of claim 1 .

23. The method of claim 22 wherein the bacterial infection is a gram positive bacterial infection.

24. The method of claim 22 wherein the bacterial infection is selected from: a Staphylococcus aureus infection, a methicillin-resistant Staphylococcus aureus infection, a methicillin-susceptible Staphylococcus aureus infection, a Streptococcus pyogenes infection, a Streptococcus agalactiae infection, a Streptococcus anginosus infection, a Streptococcus intermedius infection, a Streptococcus constellatus infection, and an Enterococcus faecalis infection.

Assignments (4)
MERGER Recorded Aug 8, 2022
From: MERCK SHARP & DOHME CORP.
To: MERCK SHARP & DOHME LLC
Reel/Frame 061102/0145 →
MERGER Recorded Jul 26, 2022
From: MERCK SHARP & DOHME CORP.
To: MERCK SHARP & DOHME LLC
Reel/Frame 060630/0250 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 10, 2020
From: CAI, LIXIA; DUBOST, DAVID; HARRIS, DAVID; LI, YONGJUN; MAHJOUR, MAJID; ZHANG, DAN
To: MERCK SHARP & DOHME CORP
Reel/Frame 054604/0729 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 12, 2020
From: CAI, LIXIA; HARRIS, DAVID; LI, YONGJUN; MAHJOUR, MAJID; ZHANG, DAN
To: MERCK SHARP & DOHME CORP.
Reel/Frame 052921/0610 →