N-Benzyl-4-((heteroaryl)methyl)benzamides: A New Class of Direct NADH-Dependent 2-trans Enoyl-Acyl Carrier Protein Reductase (InhA) Inhibitors with Antitubercular Activity was written by Guardia, Ana;Gulten, Gulcin;Fernandez, Raquel;Gomez, Jesus;Wang, Feng;Convery, Maire;Blanco, Delia;Martinez, Maria;Perez-Herran, Esther;Alonso, Marta;Ortega, Fatima;Rullas, Joaquin;Calvo, David;Mata, Lydia;Young, Robert;Sacchettini, James C.;Mendoza-Losana, Alfonso;Remuinan, Modesto;Ballell Pages, Lluis;Castro-Pichel, Julia. And the article was included in ChemMedChem in 2016.HPLC of Formula: 6515-58-8 This article mentions the following:
Isoniazid (INH) remains one of the cornerstones of antitubercular chemotherapy for drug-sensitive strains of M. tuberculosis bacteria. However, the increasing prevalence of multidrug-resistant (MDR) and extensively drug-resistant (XDR) strains containing mutations in the KatG enzyme, which is responsible for the activation of INH into its antitubercular form, have rendered this drug of little or no use in many cases of drug-resistant tuberculosis. Presented herein is a novel family of antitubercular direct NADH-dependent 2-trans enoyl-acyl carrier protein reductase (InhA) inhibitors based on an N-benzyl-4-((heteroaryl)methyl)benzamide template; unlike INH, these do not require prior activation by KatG. Given their direct InhA target engagement, these compounds should be able to circumvent KatG-related resistance in the clinic. The lead mols. were shown to be potent inhibitors of InhA and showed activity against M. tuberculosis bacteria. This new family of inhibitors was found to be chem. tractable, as exemplified by the facile synthesis of analogs and the establishment of structure-activity relationships. Furthermore, a co-crystal structure of the initial hit with the enzyme is disclosed, providing valuable information toward the design of new InhA inhibitors for the treatment of MDR/XDR tuberculosis. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8HPLC of Formula: 6515-58-8).
3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.HPLC of Formula: 6515-58-8
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary