Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 3-Bromo-4-chloronitrobenzene, is researched, Molecular C6H3BrClNO2, CAS is 16588-26-4, about Structure-activity relationships for chemical and glutathione S-transferase-catalyzed glutathione conjugation reactions of a series of 2-substituted 1-chloro-4-nitrobenzenes.Safety of 3-Bromo-4-chloronitrobenzene.
Glutathione S-transferases (GSTs) constitute an important class of phase II (de)toxifying enzymes, catalyzing the conjugation of glutathione (GSH) with electrophilic compounds In the present study, Km, kcat and kcat/Km values for the rat GST 1-1-, 3-3-, 4-4- and 7-7-catalyzed conjugation reactions between GSH and a series of 10 different 2-substituted 1-chloro-4-nitrobenzenes, and the second-order rate constants (ks) of the corresponding base-catalyzed reactions, were correlated with nine classical physico-chem. parameters (electronic, steric and lipophilic) of the substituents and with 16 computer-calculated mol. parameters of the substrates and of the corresponding Meisenheimer complexes with MeS- as a model nucleophile for GS- (charge distributions and several energy values), giving structure-activity relationships. On the basis of an identical dependence of the base-catalyzed as well as the GST 1-1- and GST 7-7-catalyzed reactions on electronic parameters (among others, Hammett substituent constant σp and charge on p-nitro substituents), and the finding that the corresponding reactions catalyzed by GSTs 3-3 and 4-4 depend to a significantly lesser extent on these parameters, it was concluded that the Mu-class GST isoenzymes have a rate-determining transition state in the conjugation reaction between 2-substituted 1-chloro-4-nitrobenzenes and GSH which is different from that of the other two GSTs. Several alternative rate-limiting transition states for GST 3-3 and 4-4 are discussed. Furthermore, based on the obtained structure-activity relationships, it was possible to predict the kcat/Km values of the four GST isoenzymes and the ks of the base-catalyzed GSH conjugation of 1-chloro-4-nitrobenzene.
There is still a lot of research devoted to this compound(SMILES：BrC1=C(C=CC(=C1)[N+](=O)[O-])Cl)Safety of 3-Bromo-4-chloronitrobenzene, and with the development of science, more effects of this compound(16588-26-4) can be discovered.
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