349434-46-4

Upstream product

• 3438-16-2 5-chloro-2-methoxybenzoic acid 
• 108-42-9 3-chloro-aniline 
• 108-90-7 chlorobenzene 
• 121-73-3 3-Nitrochlorobenzene 
• 55877-79-7 2-methoxy-5-chlorobenzonitrile 
• 29568-33-0 2-methoxy-5-chlorobenzoyl chloride 

Downstream Products

• 1408319-14-1 5-chloro-N-(3-chlorophenyl)-2-methoxybenzothioamide 

Relevant academic research and scientific papers

Conformations, equilibrium thermodynamics and rotational barriers of secondary thiobenzanilides

The article deals with conformational behaviour of 2-methoxy-2′-hydroxythiobenzanilides. The CS-NH group of these compounds preferentially adopts the Z-conformation. Entropy favours the Z-conformer over the E-conformer, whereas enthalpy slightly favours the E-conformer over the Z-conformer. The rotational barrier about the CS-NH bond was determined to be (81.5±0.4) kJ/mol. No significant rotational barrier was found on the Ar-CS and Ar-NH bonds. All experimental outcomes are compared with the results of quantum-chemical calculations.

Synthesis and in vitro antimycobacterial activity of 2-methoxybenzanilides and their thioxo analogues

A new series of N-(3/4-substituted phenyl) 4/5-chloro-2-methoxybenzamides and their thioxo analogues have been synthesised and evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv, as well as the two atypical strains Mycobacterium kansasii and Mycobacterium avium. Five of the most active compounds were evaluated for cytotoxicity and their ability to inhibit mycobacterial isocitrate lyase, which is responsible for latent survival of Mycobacterium. The results showed that benzthioanilides were more active than the corresponding benzanilides. The most active compound, 4-chloro-2-methoxy-N-(3,4-dichlorophenyl)benzothioamide (4e), had a minimal inhibition concentration (MIC) against M. tuberculosis of 2 μmol L -1, which was better than the activity of the previously published corresponding salicylanilide.