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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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Chemical Compound Review: 

AC1LATA0     1-(1-cyclopent-3-enylmethyl)- 6-(3,5...

Synonyms: CHEMBL559468, SureCN675478, AG-K-19209, IQP0410, SJ-3366, ...
 
 
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Disease relevance of SJ-3366

  • 1-(3-Cyclopenten-1-yl)methyl-6-(3,5-dimethylbenzoyl)-5-ethyl-2,4-pyrimidinedione (SJ-3366) inhibits HIV-1 replication at concentrations of approximately 1 nM, with a therapeutic index of greater than 4 x 10(6) [1].
  • Distinct from other members of the pharmacologic class of NNRTIs, SJ-3366 inhibited laboratory and clinical strains of HIV-2 at a concentration of approximately 150 nM, yielding a therapeutic index of approximately 20,000 [1].
  • The efficacy and toxicity of SJ-3366 are consistent when evaluated with established or fresh human cells, and the compound is equipotent against all strains of HIV-1 evaluated, including syncytium-inducing, non-syncytium-inducing, monocyte/macrophage-tropic, and subtype virus strains [1].
  • This paper reports the synthesis and the antiviral activities of a series of 6-arylvinyl substituted analogues of SJ-3366, a highly potent agent against HIV [2].

References

  1. SJ-3366, a unique and highly potent nonnucleoside reverse transcriptase inhibitor of human immunodeficiency virus type 1 (HIV-1) that also inhibits HIV-2. Buckheit, R.W., Watson, K., Fliakas-Boltz, V., Russell, J., Loftus, T.L., Osterling, M.C., Turpin, J.A., Pallansch, L.A., White, E.L., Lee, J.W., Lee, S.H., Oh, J.W., Kwon, H.S., Chung, S.G., Cho, E.H. Antimicrob. Agents Chemother. (2001) [Pubmed]
  2. Synthesis of 6-arylvinyl analogues of the HIV drugs SJ-3366 and Emivirine. Wamberg, M., Pedersen, E.B., El-Brollosy, N.R., Nielsen, C. Bioorg. Med. Chem. (2004) [Pubmed]
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