307542-89-8

Basic information

• Product Name: 3-bromo-4-hydroxy-5-methoxybenzaldehyde 1,3-thiazol-2-ylhydrazone
• Synonyms: 3-bromo-4-hydroxy-5-methoxybenzaldehyde 1,3-thiazol-2-ylhydrazone
• CAS NO: 307542-89-8
• Molecular Formula: C11H10BrN3O2S
• Molecular Weight: 328.185
• Mol File: 307542-89-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-bromo-4-hydroxy-5-methoxybenzaldehyde 1,3-thiazol-2-ylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromo-4-hydroxy-5-methoxybenzaldehyde 1,3-thiazol-2-ylhydrazone(307542-89-8)
• EPA Substance Registry System: 3-bromo-4-hydroxy-5-methoxybenzaldehyde 1,3-thiazol-2-ylhydrazone(307542-89-8)

Safety Data

• Hazardous Substances Data: 307542-89-8(Hazardous Substances Data)

Upstream product

• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 
• 30216-51-4 2-hydrazino-1,3-thiazole 

Relevant articles and documents

Discovery of potent anti-tuberculosis agents targeting leucyl-tRNA synthetase

Tuberculosis is a serious infectious disease caused by human pathogen bacteria Mycobacterium tuberculosis. Bacterial drug resistance is a very significant medical problem nowadays and development of novel antibiotics with different mechanisms of action is an important goal of modern medical science. Leucyl-tRNA synthetase (LeuRS) has been recently clinically validated as antimicrobial target. Here we report the discovery of small-molecule inhibitors of M. tuberculosis LeuRS. Using receptor-based virtual screening we have identified six inhibitors of M. tuberculosis LeuRS from two different chemical classes. The most active compound 4-{[4-(4-Bromo-phenyl)-thiazol-2-yl]hydrazonomethyl}-2-methoxy-6-nitro-phenol (1) inhibits LeuRS with IC50 of 6 μM. A series of derivatives has been synthesized and evaluated in vitro toward M. tuberculosis LeuRS. It was revealed that the most active compound 2,6-Dibromo-4-{[4-(4-nitro-phenyl)-thiazol-2-yl]-hydrazonomethyl}-phenol inhibits LeuRS with IC50 of 2.27 μM. All active compounds were tested for antimicrobial effect against M. tuberculosis H37Rv. The compound 1 seems to have the best cell permeability and inhibits growth of pathogenic bacteria with IC50 = 10.01 μM and IC90 = 13.53 μM.