94041-14-2

Basic information

• Product Name: 2-Oxazolidinethione, 5-(phenoxymethyl)-3-phenyl-
• CAS NO: 94041-14-2
• Molecular Formula: C16H15NO2S
• Molecular Weight: 285.367
• Mol File: 94041-14-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-Oxazolidinethione, 5-(phenoxymethyl)-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxazolidinethione, 5-(phenoxymethyl)-3-phenyl-(94041-14-2)
• EPA Substance Registry System: 2-Oxazolidinethione, 5-(phenoxymethyl)-3-phenyl-(94041-14-2)

Safety Data

• Hazardous Substances Data: 94041-14-2(Hazardous Substances Data)

Upstream product

• 103-72-0 phenyl isothiocyanate 
• 16969-10-1 2-hydroxy-3-phenoxypropyl acrylate 
• 19172-47-5 Lawessons reagent 
• 1226-26-2 5-phenoxymethyl-3-phenyloxazolidin-2-one 

Relevant articles and documents

Thiocarbamates as non-nucleoside HIV-1 reverse transcriptase inhibitors. Part 2: Parallel synthesis, molecular modelling and structure-activity relationship studies on analogues of O-(2-phenylethyl)-N-phenylthiocarbamate

To acquire further insight into the structure-activity relationship (SAR) of the thiocarbamates (TCs) described in the preceding work, 57 analogues of the lead compound O-(2-phenylethyl)-N-phenylthiocarbamate I were prepared by parallel solution-phase synthesis. We varied the 2-phenylethyl moiety (mono-substitution on the phenyl ring and modification of the ethyl linker), keeping constant the N-phenyl ring substitutions which have given the best results in the previous series. Most of the new TCs inhibited wild-type HIV-1 at micro- and nanomolar concentrations in MT-4 cell-based assays. Some TCs were also active at micromolar concentrations against the Y181C and/or K103N/Y181C resistant mutants. The SARs were rationalized by docking simulations.