79751-44-3

Upstream product

• 598-79-8 2-Chloroacrylic acid 
• 62-53-3 aniline 
• 21369-76-6 α-chloroacryloyl chloride 

Relevant academic research and scientific papers

Systematic Study of the Glutathione Reactivity of N-Phenylacrylamides: 2. Effects of Acrylamide Substitution

A comprehensive understanding of structure-reactivity relationships is critical to the design and optimization of cysteine-targeted covalent inhibitors. Herein, we report glutathione (GSH) reaction rates for N-phenyl acrylamides with varied substitutions at the α- and β-positions of the acrylamide moiety. We find that the GSH reaction rates can generally be understood in terms of the electron donating or withdrawing ability of the substituent. When installed at the β-position, aminomethyl substituents with amine pKa's > 7 accelerate, while those with pKa's 7 slow the rate of GSH addition at pH 7.4, relative to a hydrogen substituent. Although a computational model was able to only approximately capture experimental reactivity trends, our calculations do not support a frequently invoked mechanism of concerted amine/thiol proton transfer and C-S bond formation and instead suggest that protonated aminomethyl functions as an electron-withdrawing group to reduce the barrier for thiolate addition to the acrylamide.

Nematicidal alkenanilides

A method is described for the control of nematodes in agricultural crops which comprises applying to the situs of infestation a nematicidal composition containing as active ingredient a compound of the formula STR1 wherein R1 and R2 are hydrogen, lower alkyl, or halogen, X is hydrogen or halogen, n is 1 or 2, Y is hydrogen, lower alkyl, halogen, trifluoromethyl, lower alkoxy, lower alkylthio, and nitro when n is 1, and halogen when n is 2, with the proviso that at least 1 of R1, R2, and X must be halogen. Preparation of active ingredient compounds is described, and nematicidal utility of compositions is exemplified.