THERAPEUTIC USES OF PHARMACEUTICAL COMPOSITIONS COMPRISING CYCLIC BORONIC ACID ESTER DERIVATIVES
Disclosed herein are antimicrobial compounds compositions, pharmaceutical compositions, the use and preparation thereof. Some embodiments relate to cyclic boronic acid ester derivatives and their use as therapeutic agents.
1 . A pharmaceutical composition comprising a crystalline form of 2-((3R,6S)-2-hydroxy-3-(2-(thiophen-2-yl)acetamido)-1,2-oxaborinan-6-yl)acetic acid:
and
a pharmaceutically acceptable excipient.
2 . The pharmaceutical composition of claim 1 , wherein the crystalline form has an X-ray powder diffraction pattern comprising three or more characteristic peaks expressed in degrees two-theta to within 0.2° selected from 9.0°, 15.7°, 17.3°, 17.6°, 18.1°, 21.3°, 22.4°, 23.5°, 24.9°, 27.2°, 27.4°, 28.1°, 29.1°, 31.2°, and 35.7°.
3 . The pharmaceutical composition of claim 1 , wherein the crystalline form has an X-ray powder diffraction pattern comprising characteristic peaks expressed in degrees two-theta to within 0.2° at 9.0°, 17.3°, and 18.1°.
4 . The pharmaceutical composition of claim 1 , wherein the crystalline form has an X-ray powder diffraction pattern substantially identical to FIG. 3 .
5 . The pharmaceutical composition of claim 1 , wherein the crystalline form has a melting point of about 155° C.
6 . The pharmaceutical composition of claim 2 , wherein the crystalline form has a melting point of about 155° C.
7 . The pharmaceutical composition of claim 1 , further comprising an additional medicament selected from the group consisting of an antibacterial agent, an antifungal agent, an antiviral agent, an anti-inflammatory agent, and an anti-allergic agent.
8 . The pharmaceutical composition of claim 7 , wherein the additional medicament is an antibacterial agent, and wherein the antibacterial agent is a β-lactam antibacterial agent selected from the group consisting of Ceftazidime, Biapenem, Doripenem, Ertapenem, Imipenem, Meropenem, Panipenem, Aztreonam, Tigemonam, BAL30072, SYN 2416, and Carumonam.
9 . The pharmaceutical composition of claim 8 , wherein the additional medicament is Meropenem.
10 . A method of treating or preventing a bacterial infection in a subject in need thereof, the method comprising administering to the subject a therapeutically effective amount of the pharmaceutical composition of claim 1 .
11 . The method of claim 10 , further comprising administering an additional medicament selected from the group consisting of an antibacterial agent, an antifungal agent, an antiviral agent, an anti-inflammatory agent, and an anti-allergic agent.
12 . The method of claim 11 , wherein the additional medicament is administered in a separate composition or in the composition of claim 1 .
13 . The method of claim 11 , wherein the additional medicament is an antibacterial agent, and wherein the antibacterial agent is a β-lactam antibacterial agent selected from the group consisting of Ceftazidime, Biapenem, Doripenem, Ertapenem, Imipenem, Meropenem, Panipenem, Aztreonam, Tigemonam, BAL30072, SYN 2416, and Carumonam.
14 . The method of claim 13 , wherein the additional medicament is Meropenem.
15 . The method of claim 10 , wherein the subject is a mammal.
16 . The method of claim 15 , wherein the mammal is a human.