156441-18-8Relevant articles and documents
Synthesis and antibacterial activity of novel 4-pyrrolidinylthio carbapanems. Part III: Novel 2-alkyl substituents containing cationic heteroaromatics linked via a C-N bond
Azami, Hidenori,Barrett, David,Matsuda, Keiji,Tsutsumi, Hideo,Washizuka, Kenichi,Sakurai, Minoru,Kuroda, Satoru,Shirai, Fumiyuki,Chiba, Toshiyuki,Kamimura, Toshiaki,Murata, Masayoshi
, p. 1665 - 1682 (2007/10/03)
The synthesis and biological activity of a novel series of 2-alkyl-4-pyrrolidinylthio-β-methylcarbapenems containing a variety of cationic heteroaromatic substituents is described. As a result of these studies, we uncovered a relationship between in vitro antibacterial activity and the length of the alkyl spacer part, and discovered FR20950 (1c), containing a two methylene spacer moiety and an imidazolio group, which possesses a balanced spectrum of antibacterial activity, including Pseudomonas aeruginosa and Methicillin-resistant Staphylococcus aureus (MRSA). Furthermore, FR20950 exhibited excellent urinary recovery, and com- parable stability against renal dehydropeptidase-I (DHP-I) to Biapenem. DHP-I stability could be improved by introduction of a substituent on to the imidazole ring. (C) 1999 Elsevier Science Ltd. All rights reserved.