1207283-56-4

Upstream product

• 394-04-7 5-fluoro-2-methoxybenzoic acid 
• 1207283-54-2 phenyl 3-fluoro-6-methoxy-2-methylbenzoate 
• 220901-72-4 3-fluoro-6-methoxy-2-methylbenzoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1207283-55-3 phenyl 3-fluoro-6-hydroxy-2-methylbenzoate 

Downstream Products

• 1207283-57-5 (1R,3S,4S,11S)-8-(benzyloxy)-11-[(tert-butyldimethylsilyl)oxy]-4-(dimethylamino)-19-fluoro-12-hydroxy-10,14-dioxo-6-oxa-7-azapentacyclo[11.8.0.0.(3,11)0.(5,9)0(15,20)]henicosa-5-⁽⁹⁾,7,12,15⁽²⁰⁾,16,18-hexaen-16-yl tert-butyl carbonate 
• 1207283-58-6 (1R,3S,4S,11S)-8-(benzyloxy)-4-(dimethylamino)-19-fluoro-11,12,16-trihydroxy-6-oxa-7-azapentacyclo-[11.8.0.0.(3,11)0.(5,9)0(15,20)]henicosa-5⁽⁹⁾,7,12,15⁽²⁰⁾,16,18-hexaene-10,14-dione 

Relevant academic research and scientific papers

Fluorocyclines. 1. 7-fluoro-9-pyrrolidinoacetamido-6-demethyl-6- deoxytetracycline: A potent, broad spectrum antibacterial agent

This and the accompanying report (DOI: 10.1021/jm201467r) describe the design, synthesis, and evaluation of a new generation of tetracycline antibacterial agents, 7-fluoro-9-substituted-6-demethyl-6-deoxytetracyclines ("fluorocyclines"), accessible through a recently developed total synthesis approach. These fluorocyclines possess potent antibacterial activities against multidrug resistant (MDR) Gram-positive and Gram-negative pathogens. One of the fluorocyclines, 7-fluoro-9-pyrrolidinoacetamido-6-demethyl-6- deoxytetracycline (17j, also known as TP-434, 50th Interscience Conference on Antimicrobial Agents and Chemotherapy Conference, Boston, MA, September 12-15, 2010, poster F1-2157), is currently undergoing phase 2 clinical trials in patients with complicated intra-abdominal infections (cIAI).

C7-FLUORO SUBSTITUTED TETRACYCLINE COMPOUNDS

The present invention is directed to a compound represented by Structural Formula (A): or a pharmaceutically acceptable salt thereof. The variables for Structural Formula (A) are defined herein. Also described is a pharmaceutical composition comprising the compound of Structural Formula (A) and its therapeutic use.