5424-45-3

Basic information

• Product Name: (1E)-1-(4-nitrophenyl)ethanone thiosemicarbazone
• CAS NO: 5424-45-3
• Molecular Formula: C₉H₁₀N₄O₂S
• Molecular Weight: 238.2663
• Mol File: 5424-45-3.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 406.6°C at 760 mmHg
• Flash Point: 199.7°C
• Density: 1.41g/cm³
• Vapor Pressure: 8.05E-07mmHg at 25°C
• Refractive Index: 1.661
• CAS DataBase Reference: (1E)-1-(4-nitrophenyl)ethanone thiosemicarbazone(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-1-(4-nitrophenyl)ethanone thiosemicarbazone(5424-45-3)
• EPA Substance Registry System: (1E)-1-(4-nitrophenyl)ethanone thiosemicarbazone(5424-45-3)

Safety Data

• Hazardous Substances Data: 5424-45-3(Hazardous Substances Data)

Usage

Description

(1E)-1-(4-nitrophenyl)ethanone thiosemicarbazone is a chemical compound that features a thiosemicarbazone group. It is synthesized from 4-nitroacetophenone and thiosemicarbazide, resulting in a molecular structure with a nitrophenyl group connected to an ethanone backbone, which includes the thiosemicarbazone functional group. (1E)-1-(4-nitrophenyl)ethanone thiosemicarbazone holds promise for biological and medicinal applications due to the known properties of thiosemicarbazones, which exhibit antimicrobial, antiviral, and anticancer activities.

Uses

Used in Pharmaceutical Development:
(1E)-1-(4-nitrophenyl)ethanone thiosemicarbazone is utilized as a potential candidate in the development of new pharmaceuticals, specifically targeting the treatment of infectious diseases and cancer. Its thiosemicarbazone group is known to contribute to these applications due to their broad-spectrum bioactivity, which includes inhibiting microbial growth and exerting effects against cancer cells.
Further research is essential to explore the full spectrum of biological activities and therapeutic potential of (1E)-1-(4-nitrophenyl)ethanone thiosemicarbazone, ensuring its safety and efficacy for use in medical treatments.

Upstream product

• 100-19-6 (4-nitrophenyl)ethanone 
• 79-19-6 thiosemicarbazide 
• 65124-91-6 (1E,2E)-1,2-bis(1-(4-nitrophenyl)ethylidene)hydrazine 

Downstream Products

• 69170-44-1 1-(4-nitro-phenyl)-ethanone [4-(1-methyl-1H-benzoimidazol-2-yl)-thiazol-2-yl]-hydrazone 
• 100-19-6 (4-nitrophenyl)ethanone 
• 1516632-32-8 1-(1-p-nitrophenyl)ethylidene-2-[4-(5-methyl-1-p-tolyl-1,2,3-triazol-4-yl)thiazol-2-yl]hydrazine 
• 1389248-85-4 C₂₇H₂₃N₄O₂PS 
• 1007581-35-2 [Pt(pNAT)Cl₃(water)] 

Relevant articles and documents

In vitro evaluation of new 4-thiazolidinones on invasion and growth of Toxoplasma gondii

Treatments for toxoplasmosis such as pyrimethamine have shown numerous side effects. It has been reported that the likelihood of relapse associated with pyrimethamine-based therapy in patients with HIV and toxoplasmic encephalitis (TE) can have significant implications, even for patients who often develop new lesions in areas of the brain previously free of infection. This led us to research for new agents against Toxoplasma gondii. Recent findings have shown the potent biological activity of 4-thiazolidinones. We proposed to design and synthesize a new series of 2-hydrazono-4-thiazolidinones derivatives to evaluate the in vitro growth inhibition effect on T. gondii. The growth rates of T. gondii tachyzoites in Human Foreskin Fibroblast (HFF) cell culture were identified by two in vitro methodologies. The first one was by fluorescence in which green fluorescent RH parasites and cherry-red fluorescent ME49 parasites were used. The second one was a colorimetric methodology using β-Gal parasites of the RH strain constitutively expressing the enzyme beta-galactosidase. The 4-thiazolidinone derivatives 1B, 2B and 3B showed growth inhibition at the same level of Pyrimethamine. These compounds showed IC50 values of 1B (0.468–0.952 μM), 2B (0.204–0.349 μM) and 3B (0.661–1.015 μM) against T. gondii. As a measure of cytotoxicity the compounds showed a TD50 values of: 1B (60 μM), 2B (206 μM) and 3B (125 μM). The in vitro assays and molecular modeling results suggest that these compounds could act as possible inhibitors of the Calcium-Dependent Protein Kinase 1 of T. gondii. Further, our results support the fact that of combining appropriate detection technologies, combinatorial chemistry and computational biology is a good strategy for efficient drug discovery. These compounds merit in vivo analysis for anti-parasitic drug detection.

Discovery of thiosemicarbazone-containing compounds with potent anti-proliferation activity against drug-resistant K562/A02 cells

P-glycoprotein (P-gp)-mediated multidrug resistance (MDR) is a major obstacle to successful chemotherapy for leukemia. In this study, a series of thiosemicarbazone-containing compounds (4a-b, 7a-q) were synthesized. Biological evaluation showed that the m

Novel thiazole clubbed triazole derivatives as antimicrobial, antimalarial, and cytotoxic agents

Thiazole is one of the most potential heterocyclic moieties in bioorganic chemistry and is major tool in drug design and discovery. The present work describes the synthesis of a series of N-{(1-(4-(4bromophenyl) thiazol-2-yl)-3-substitutedphenyl-1H-pyrazo