26049-70-7

Basic information

• Product Name: [4-(4-nitrophenyl)-1,3-thiazol-2-yl]hydrazine
• Synonyms: [4-(4-nitrophenyl)-1,3-thiazol-2-yl]hydrazine;2-HYDRAZINO-4-(4-NITROPHENYL)THIAZOLE;2-Hydrazino-4-(p-nitrophenyl)thiazole
• CAS NO: 26049-70-7
• Molecular Formula: C₉H₈N₄O₂S
• Molecular Weight: 236.27
• Mol File: 26049-70-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 465.8°Cat760mmHg
• Flash Point: 235.5°C
• Appearance: /
• Density: 1.4256 (rough estimate)
• Vapor Pressure: 7.49E-09mmHg at 25°C
• Refractive Index: 1.6440 (estimate)
• CAS DataBase Reference: [4-(4-nitrophenyl)-1,3-thiazol-2-yl]hydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(4-nitrophenyl)-1,3-thiazol-2-yl]hydrazine(26049-70-7)
• EPA Substance Registry System: [4-(4-nitrophenyl)-1,3-thiazol-2-yl]hydrazine(26049-70-7)

Safety Data

• Hazardous Substances Data: 26049-70-7(Hazardous Substances Data)

Usage

General Description

[4-(4-nitrophenyl)-1,3-thiazol-2-yl]hydrazine is a compound with the chemical formula C9H8N4O2S. It is a hydrazine derivative containing a thiazole ring and a nitrophenyl moiety. [4-(4-nitrophenyl)-1,3-thiazol-2-yl]hydrazine has potential applications in organic synthesis, medicinal chemistry, and as a building block for the preparation of bioactive molecules. It is important to handle this compound with caution as it may have toxic effects and it is essential to follow proper safety protocols and regulations when working with it.

InChI:InChI=1/C9H8N4O2S/c10-12-9-11-8(5-16-9)6-1-3-7(4-2-6)13(14)15/h1-5H,10H2,(H,11,12)

Upstream product

• 100-19-6 (4-nitrophenyl)ethanone 
• 99-81-0 4-Nitrophenacyl bromide 
• 79-19-6 thiosemicarbazide 
• 2104-06-5 2-chloro-4-(4-nitro-phenyl)-thiazole 
• 146942-45-2 3,4,5-Trimethoxy-benzoic acid N'-[4-(4-nitro-phenyl)-thiazol-2-yl]-hydrazide 
• 371938-49-7 acetic acid-{N'-[4-(4-nitro-phenyl)-thiazol-2-yl]-hydrazide} 

Downstream Products

• 128228-82-0 2-(3-Methyl-5-thiophen-2-yl-pyrazol-1-yl)-4-(4-nitro-phenyl)-thiazole 
• 117480-99-6 5-Methyl-2-[4-(4-nitro-phenyl)-thiazol-2-yl]-2H-pyrazol-3-ol 
• 84919-02-8 3,5-Dimethyl-7-(4-nitro-phenyl)-thiazolo[2,3-c][1,2,4]triazepine 
• 106691-15-0 2-(3,5-dimethyl-1H-pyrazol-1-yl)-4-(4-nitrophenyl)thiazole 
• 106691-16-1 2-(3,5-diphenyl-1H-pyrazol-1-yl)-4-(4-nitrophenyl)thiazole 
• 117481-01-3 ethyl 3-[{4-(4-nitrophenyl)thiazol-2-yl}hydrazono]butanoate 
• 84919-03-9 3-Methyl-7-(4-nitro-phenyl)-2H-thiazolo[2,3-c][1,2,4]triazepin-5-one 
• 128228-85-3 4-(4-Nitro-phenyl)-2-(5-thiophen-2-yl-3-trifluoromethyl-pyrazol-1-yl)-thiazole 

Relevant articles and documents

Novel one-pot expeditious synthesis of 2,4-disubstituted thiazoles through a three-component reaction under solvent free conditions

An expeditious one pot method has been developed for the synthesis of 2,4-disubstituted thiazoles under solvent free conditions via a multicomponent approach. Substituted thiazoles were synthesized with high yields by the reaction of cyclic ketones, thios

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.

Spectrophotometric and polarographic studies on the kinetics of hydrolysis of N-(6-methyl-5-nitropyridin-2-yl methylidene)-N′-(substituted thiazol-2-yl)hydrazines

The kinetics of the hydrolysis of hydrazpne derived from nitropyridine 2-carboxaldehyde and 2-hydrazino-4-substituted thiazoles la-e in 10% (v/v) DMF-buffer mixture has been investigated by applying two independent and different techniques viz UV-spectrop