200403-56-1

Upstream product

• 35813-38-8 N-(4-methoxyphenyl)-N-methylacetamide 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 172896-86-5 N-(4-methoxyphenyl)-N-methylthiocarbamoylacetic acid 
• 1374030-91-7 (S)-3-hydroxy-N-(4-methoxyphenyl)-N-methyl-3-(thiophen-2-yl)propanethioamide 

Relevant academic research and scientific papers

Contribution of Solvents to Geometrical Preference in the Z/ E Equilibrium of N-Phenylthioacetamide

We studied the Z/E preference of N-phenylthioacetamide (thioacetanilide) derivatives in various solvents by means of 1H NMR spectroscopy, as well as molecular dynamics (MD) and other computational analyses. Our experimental results indicate that the Z/E isomer preference of secondary (NH)thioamides of N-phenylthioacetamides shows substantial solvent dependency, whereas the corresponding amides do not show solvent dependency of the Z/E isomer ratios. Detailed study of the solvent effects based on molecular dynamics simulations revealed that there are two main modes of hydrogen (H)-bond formation between solvent and (NH)thioacetamide, which influence the Z/E isomer preference of (NH)thioamides. DFT calculations of NH-thioamide in the presence of one or two explicit solvent molecules in the continuum solvent model can effectively mimic the solvation by multiple solvent molecules surrounding the thioamide in MD simulations and shed light on the precise nature of the interactions between thioamide and solvent. Orbital interaction analysis showed that, counterintuitively, the Z/E preference of NH-thioacetamides is mainly determined by steric repulsion, while that of sterically congested N-methylthioacetamides is mainly determined by thioamide conjugation.

DRUGS AUGMENTING NKT CELLS

There is provided a NKT cell augmentation-mediated autoimmunosuppressant and/or potentiator on normal immune responses characterized by its comprising a compound of the following general formula or a pharmaceutically acceptable salt thereof as an active ingredient.[wherein R1 represents hydrogen or halogen,R2 represents hydroxy,R3 represents lower alkyl,R4 represents lower alkyl,R5 represents hydrogen or lower alkoxy, andZ represents O or S] Also provided is a novel process for synthesizing the above compound.