IP Library Granted Patent US 12,138,257
Granted Patent B2
US 12,138,257 · App. 16/425,580 · Granted Nov 12, 2024

Antimicrobial compositions

Inventors: Danping Li (Middlebury, CT); Eric S. Burak (East Haddam, CT); David S. Dresback (Stonington, CT); Danielle B. Lord (Hamden, CT)
Assignee: MELINTA SUBSIDIARY CORP.
A61K31/4709A61K9/0019A61K9/08A61K9/19A61K31/47A61K47/183A61K47/26A61K47/40A61K47/6951B82Y5/00
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Quick Facts
Patent No.
US 12,138,257
App. No.
16/425,580
Granted
Nov 12, 2024
Kind
B2
Abstract

The present invention relates to antimicrobial compositions and more specifically compositions of quinolone carboxylic acid derivatives. These compositions have improved solubility, stability, and tolerability. These compositions are useful for intravenous administration for treating, preventing, or reducing the risk of infection.

Claims (44)

1. An intravenous pharmaceutical composition comprising:

(a) a quinolone carboxylic acid derivative or a pharmaceutically acceptable salt or ester thereof, wherein the quinolone carboxylic acid derivative corresponds to the following compound (A):

(b) meglumine;

(c) a SBE-7-β-CD; and

(d) disodium EDTA.

2. The intravenous pharmaceutical composition according to claim 1 , wherein the quinolone carboxylic acid derivative is a D-glucitol,1-deoxy-1-(methylamino)-, 1-(6-amino-3,5-difluoro-2-pyridinyl)-8-chloro-6-fluoro-1,4-dihydro-7-(3-hydroxy-1-azetidinyl)-4-oxo-3-quinolinecarboxylate (salt).

3. The intravenous pharmaceutical composition according to claim 2 wherein said quinolone carboxylic acid derivative is a crystalline D-glucitol, 1-deoxy-1-(methylamino)-, 1-(6-amino-3,5-difluoro-2-pyridinyl)-8-chloro-6-fluoro-1,4-dihydro-7-(3-hydroxy-1-azetidinyl)-4-oxo-3-quinolinecarboxylate (salt) characterized, when measured at about 25° C. with Cu-Ka radiation, by the powder diffraction pattern shown in FIG. 1 .

4. The intravenous pharmaceutical composition according to claim 1 , wherein the quinolone carboxylic acid derivative has a measurable improvement in solubility compared to the quinolone carboxylic acid derivative in water, and/or the composition has improved stability, and/or the composition provides a measurable enhancement in venous toleration.

5. The intravenous pharmaceutical composition according to claim 1 which is in the form of a lyophile.

6. The intravenous pharmaceutical composition according to claim 1 , wherein the cyclodextrin comprises from 0.01% to 50% by weight of the composition.

7. The intravenous pharmaceutical composition according to claim 6 , wherein the cyclodextrin comprises from 10% to 30% by weight of the composition.

8. The intravenous pharmaceutical composition according to claim 1 , wherein the composition has a pH from 7 to 11.

9. The intravenous pharmaceutical composition according to claim 8 , wherein the composition has a pH from 8 to 10.

10. The intravenous pharmaceutical composition according to claim 9 , wherein the composition has a pH from 8.5 to 9.5.

11. The intravenous pharmaceutical composition according to claim 10 , wherein the composition has a pH from 8.8 to 9.2.

12. The intravenous pharmaceutical composition according to claim 11 , wherein the composition has a pH of 9.0.

13. An intravenous pharmaceutical composition comprising:

(a) from 100 mg to 500 mg of delafloxacin,

(b) from 15 mg to 125 mg meglumine,

(c) from 500 mg to 5000 mg of a SBE-7-β-CD; and

(d) from 0 mg to 4 mg disodium EDTA.

14. The intravenous pharmaceutical composition according to claim 13 comprising:

(a) 100 mg of delafloxacin;

(b) 19.52 mg of meglumine;

(c) 800 mg of the SBE-7-β-CD; and

(d) 0.44 mg of disodium EDTA.

15. The intravenous pharmaceutical composition according to claim 13 comprising:

(a) 300 mg of delafloxacin;

(b) 58.56 mg of meglumine;

(c) 2400 mg of the SBE-7-β-CD; and

(d) 1.32 mg of disodium EDTA.

16. The intravenous pharmaceutical composition according to claim 13 comprising:

(a) 500 mg of delafloxacin;

(b) 97.6 mg of meglumine;

(c) 4000 mg of the SBE-7-β-CD; and

(d) 2.2 mg of disodium EDTA.

17. The intravenous pharmaceutical composition according to claim 13 which is in the form of a lyophile.

18. The intravenous pharmaceutical composition according to claim 13 , wherein the quinolone carboxylic acid derivative has a measurable improvement in solubility compared to the quinolone carboxylic acid derivative in water, and/or the composition has improved stability, and/or the composition provides a measurable enhancement in venous toleration.

19. The intravenous pharmaceutical composition according to claim 13 , wherein the composition has a pH from 7 to 11.

20. An intravenous pharmaceutical composition comprising:

(a) from 100 mg to 500 mg of delafloxacin meglumine,

(b) from 15 mg to 125 mg meglumine,

(c) from 500 mg to 5000 mg of the SBE-7-β-CD; and

(d) from 0 mg to 4 mg disodium EDTA.

Assignments (6)
AMENDED AND RESTATED INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Aug 25, 2022
From: MELINTA SUBSIDIARY CORP.
To: SILICON VALLEY BANK
Reel/Frame 061314/0572 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Dec 22, 2020
From: MELINTA SUBSIDIARY CORP.
To: SILICON VALLEY BANK
Reel/Frame 054836/0824 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 7, 2019
From: LI, DANPING; BURAK, ERIC S.; DRESBACK, DAVID S.; LORD, DANIELLE B.
To: RIB-X PHARMACEUTICALS, INC.
Reel/Frame 050947/0161 →
CHANGE OF NAME Recorded Nov 7, 2019
From: MELINTA THERAPEUTICS, INC.
To: MELINTA SUBSIDIARY CORP.
Reel/Frame 050947/0895 →
CHANGE OF NAME Recorded Nov 7, 2019
From: RIB-X PHARMACEUTICALS, INC.
To: MELINTA THERAPEUTICS, INC.
Reel/Frame 050951/0128 →
SECURITY INTEREST Recorded Sep 19, 2019
From: MELINTA THERAPEUTICS, INC.; REMPEX PHARMACEUTICALS, INC.; CEMPRA PHARMACEUTICALS, INC.; MELINTA SUBSIDIARY CORP.
To: CORTLAND CAPITAL MARKET SERVICES LLC, AS AGENT
Reel/Frame 050429/0811 →
Continuity (5)
Continuation 15042886 · Feb 12, 2016
Continuation 13105513 · May 11, 2011
Continuation PCTUS2009064220 · Nov 12, 2009
Provisional Application 61199253 · Nov 15, 2008
Related Publication 20200022971A1 · Jan 23, 2020