81645-87-6

Basic information

• Product Name: 5-[(3,5-dinitrobenzyl)sulfanyl]-1-phenyl-1H-tetrazole
• Synonyms: 1H-Tetrazole, 5-(((3,5-dinitrophenyl)methyl)thio)-1-phenyl-
• CAS NO: 81645-87-6
• Molecular Formula: C₁₄H₁₀N₆O₄S
• Molecular Weight: 358.332
• Mol File: 81645-87-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 607.5°C at 760 mmHg
• Flash Point: 321.2°C
• Density: 1.6g/cm³
• Vapor Pressure: 1.05E-14mmHg at 25°C
• Refractive Index: 1.76
• CAS DataBase Reference: 5-[(3,5-dinitrobenzyl)sulfanyl]-1-phenyl-1H-tetrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[(3,5-dinitrobenzyl)sulfanyl]-1-phenyl-1H-tetrazole(81645-87-6)
• EPA Substance Registry System: 5-[(3,5-dinitrobenzyl)sulfanyl]-1-phenyl-1H-tetrazole(81645-87-6)

Safety Data

• Hazardous Substances Data: 81645-87-6(Hazardous Substances Data)

Upstream product

• 86-93-1 1-Phenyl-1H-tetrazole-5-thiol 

Downstream Products

• 1618101-28-2 5-[(3,5-dinitrobenzyl)sulfonyl]-1-phenyl-1H-tetrazole 
• 1618101-24-8 5-[(3,5-dinitrobenzyl)sulfinyl]-1-phenyl-1H-tetrazole 

Relevant articles and documents

1-Substituted-5-[(3,5-dinitrobenzyl)sulfanyl]-1H-tetrazoles and their isosteric analogs: A new class of selective antitubercular agents active against drug-susceptible and multidrug-resistant mycobacteria

In this work, a new class of highly potent antituberculosis agents, 1-substituted-5-[(3,5-dinitrobenzyl)sulfanyl]-1H-tetrazoles and their oxa and selanyl analogs, is described. The minimal inhibitory concentration (MIC) values reached 1 μM (0.36-0.44 μg/mL) against Mycobacterium tuberculosis CNCTC My 331/88 and 0.25-1 μM against six multidrug-resistant clinically isolated strains of M. tuberculosis. The antimycobacterial effects of these compounds were highly specific because they were ineffective against all eight bacterial strains and eight fungal strains studied. Furthermore, these compounds exhibited low in vitro toxicity in four mammalian cell lines (IC50 > 30 μM). We also examined the structure-activity relationships of the compounds, particularly the effects on antimycobacterial activity of the number and position of the nitro groups, the linker between tetrazole and benzyl moieties, and the tetrazole itself. Relatively high variability of substituent R 1 on the tetrazole in the absence of negative effects on antimycobacterial activity allows further structural optimization with respect to toxicity and the ADME properties of the 1-substituted-5-[(3,5-dinitrobenzyl) sulfanyl]-1H-tetrazoles lead compounds.