18-membered macrocycles and analogs thereof

• US 8,586,551 B2
• Filed: 08/31/2009
• Issued: 11/19/2013
• Est. Priority Date: 01/31/2005
• Status: Active Grant

• Current Assignee: Merck Sharp & Dohme LLC (Merck & Co., Inc.)
• Original Assignee: Optimer Pharmaceuticals LLC (Merck & Co., Inc.)
• Inventors: Shue, Youe-Kong, Hwang, Chan-Kou, Chiu, Yu-Hung, Romero, Alex, Babakhani, Farah, Sears, Pamela, Okumu, Franklin
• Primary Examiner(s): GOON, SCARLETT Y
• Application Number:
  US12/551,056
• Publication Number:
  US 20100009925A1
• Time in Patent Office: 1,541 Days
• Field of Search: 514/25, 514/28, 536/1.11, 536/4.1
• US Class Current: 514/25
• CPC Class Codes: A61K 31/7048 having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin , digitoxin or digoxin
• CPC Class Codes: A61P 1/12 Antidiarrhoeals
• CPC Class Codes: A61P 31/04 Antibacterial agents
• CPC Class Codes: C07H 17/08 Hetero rings containing eight or more ring members, e.g. erythromycins

Abstract

The present invention relates generally to the 18-membered macrocyclic antimicrobial agents called Tiacumicins, specifically, OPT-80 (which is composed almost entirely of the R-Tiacumicin B), pharmaceutical compositions comprising OPT-80, and methods using OPT-80. In particular, this compound is a potent drug for the treatment of bacterial infections, specifically C. difficile infections.

Claims

1. An isolated compound having the formula:

2. A pharmaceutical composition comprising the compound of claim 1 or pharmaceutically acceptable salt thereof.

3. The pharmaceutical composition of claim 2, further comprising one or more pharmaceutically acceptable carriers.

4. The pharmaceutical composition of claim 3, wherein the composition is formulated for oral administration.

5. The pharmaceutical composition of claim 4, wherein the composition is formulated as a tablet.

6. A pharmaceutical composition consisting of the compound of claim 1 or pharmaceutically acceptable salt thereof and one or more pharmaceutically acceptable carriers.