CAS 211364-69-1: [2-(6-aminopurin-9-yl)-1-methyl-ethoxy]methyl-(isopropoxycarbonyloxymethoxy)phosphinic acid

Tenofovir isoproxil monoester is a prodrug of Tenofovir, which is an antiviral drug. Tenofovir prevents the growth of HIV by interfering with the synthesis of viral DNA. The process development stage involves converting Tenofovir to its disoproxil monoester form, which has been shown to have greater antiviral activity than Tenofovir alone. This conversion process involves condensing one molecule of fumarate with two molecules of tenofovir, forming tenofovir disoproxil fumarate (TFD). TFD can be converted back to Tenofovir using hydrolysis and hydrogenation. Impurities in TFD include isopropyl tenofovir and unidentified impurities that are not present in the parent drug, tenofovir. Tenofovir Disoproxil Fumarate was also shown to be more potent than TFD and is undergoing clinical trials for

Compounds containing a pyrimidine ring, whether or not hydrogenated, or piperazine ring in the structure, nesoi

Stability Hygroscopic Applications An impurity of Tenofovir Disoproxil (T018505(P)), which is an acyclic phosphonate nucleotide analogue; reverse transcriptase inhibitor. It is used as an anti-HIV agent and an antiviral. References Gan, L., et al.: Drug Metab. Dispos., 24, 344 (1996), Annaert, P., et al.: Pharm. Res., 14, 492 (1997), Naesens, L., et al.: Antimicrob. Agents Chemother., 42, 1568 (1998), Shaw, J. P., et al.: Pharm. Res., 14, 1824 (1997), Wyles, D., et al.: Clin Infect. Dis., 40, 174 (2005), Peng, J., et al.: J. Clin. Pharmacol., 46, 265 (2006), Seminari, E., et al.: J. Antimicrob. Chemother., 60, 831 (2007)