1207284-87-4Relevant academic research and scientific papers
Tetracycline compounds
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Page/Page column 151; 155, (2016/05/19)
The present invention is directed to a compound represented by Structural Formula (I): or a pharmaceutically acceptable salt thereof. The variables for Structural Formula I are defined herein. Also described is a pharmaceutical composition comprising the compound of Structural Formula I and its therapeutic use.
Fluorocyclines. 2. Optimization of the C-9 side-chain for antibacterial activity and oral efficacy
Clark, Roger B.,Hunt, Diana K.,He, Minsheng,Achorn, Catherine,Chen, Chi-Li,Deng, Yonghong,Fyfe, Corey,Grossman, Trudy H.,Hogan, Philip C.,O'Brien, William J.,Plamondon, Louis,R?nn, Magnus,Sutcliffe, Joyce A.,Zhu, Zhijian,Xiao, Xiao-Yi
experimental part, p. 606 - 622 (2012/03/11)
Utilizing a fully synthetic route to tetracycline analogues, the C-9 side-chain of the fluorocyclines was optimized for both antibacterial activity and oral efficacy. Compounds were identified that overcome both efflux (tet(K), tet(A)) and ribosomal protection (tet(M)) tetracycline-resistance mechanisms and are active against Gram-positive and Gram-negative organisms. A murine systemic infection model was used as an oral efficacy screen to rapidly identify compounds with oral bioavailability. Two compounds were identified that exhibit both oral bioavailability in rat and clinically relevant bacterial susceptibility profiles against major respiratory pathogens. One compound demonstrated oral efficacy in rodent lung infection models that was comparable to marketed antibacterial agents.
POLYCYCLIC TETRACYCLINE COMPOUNDS
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Page/Page column 143-144, (2011/10/13)
The present invention is directed to a compound represented by Structural Formula (I) or a pharmaceutically acceptable salt thereof. The variables for Structural Formula (I) are defined herein. Also described is a pharmaceutical composition comprising the compound of Structural Formula (I) and its therapeutic use.
C7-FLUORO SUBSTITUTED TETRACYCLINE COMPOUNDS
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Page/Page column 70-71, (2010/04/03)
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.
SYNTHESIS OF TETRACYCLINES AND INTERMEDIATES THERETO
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Page/Page column 170/251-171/251, (2010/11/17)
The tetracycline class of antibiotics has played a major role in the treatment of infectious diseases for the past 50 years. However, the increased use of the tetracyclines in human and veterinary medicine has led to resistance among many organisms previously susceptible to tetracycline antibiotics. The recent development of a modular synthesis of tetracycline analogs through a chiral enone intermediate has allowed for the efficient synthesis of novel tetracycline analogs never prepared before. The present invention provides more efficient routes for preparing the enone intermediate and allows for substituents at positions 4a, 5, 5a, and 12a of the tetracycline ring system.
