77603-42-0

Basic information

• Product Name: 8-Nitrotryptanthrin
• Synonyms: 8-Nitrotryptanthrin
• CAS NO: 77603-42-0
• Molecular Formula: C₁₅H₇N₃O₄
• Molecular Weight: 266.33124
• Mol File: 77603-42-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: >250 °C
• Boiling Point: 551.2±52.0 °C(Predicted)
• Appearance: /
• Density: 1.67±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• PKA: -7.55±0.20(Predicted)
• CAS DataBase Reference: 8-Nitrotryptanthrin(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Nitrotryptanthrin(77603-42-0)
• EPA Substance Registry System: 8-Nitrotryptanthrin(77603-42-0)

Safety Data

• Hazardous Substances Data: 77603-42-0(Hazardous Substances Data)

Usage

General Description

8-Nitrotryptanthrin is a synthetic chemical compound that belongs to the family of nitroarenes. It has been studied for its potential antitumor and antibacterial properties. 8-Nitrotryptanthrin has also shown activity as a photosensitizer, making it of interest for use in photodynamic therapy, which uses light to activate a drug and kill cancer cells. Additionally, it has been investigated for its potential in the treatment of inflammatory diseases, as it has been shown to inhibit the production of inflammatory mediators. Overall, 8-Nitrotryptanthrin has shown promise for a variety of applications in the fields of medicine and biotechnology.

Upstream product

• 118-48-9 isatoic anhydride 
• 611-09-6 5-nitroisatin 
• 13220-57-0 tryptanthrine 
• 91-56-5 indole-2,3-dione 
• 62-53-3 aniline 
• 42366-35-8 hydroxyimino-N-phenylacetamide 

Relevant articles and documents

Design, synthesis and biological evaluation of 8-substituted-6-hydrazonoindolo[2,1-b]quinazolin-12(6H)-one scaffolds as potential cytotoxic agents: IDO-1 targeting molecular docking studies

Herein, we have reported the synthesis of 18 novel 8-substituted tryptanthrin analogues based on our earlier work. All these tryptanthrin analogues were well characterized by 1H & 13C NMR, FT-IR, Mass Spectrometry and Elemental Analy

Discovery of Tryptanthrins as Novel Antiviral and Anti-Phytopathogenic-Fungus Agents

Plant diseases seriously affect the yield and quality of crops and are difficult to control. Tryptanthrin and its derivatives (tryptanthrins) were synthesized and evaluated for their antiviral activities and fungicidal activities. We found that tryptanthrins have good antiviral activities against tobacco mosaic virus (TMV) for the first time. Most of the tryptanthrins showed higher anti-TMV activities than that of ribavirin (inhibitory rates of 40, 37, and 38% at 500 μg/mL for inactivation, curative, and protection activities in vivo, respectively). Compound 3n (inhibitory rates of 52, 49, and 54% at 500 μg/mL for inactivation, curative, and protection activities in vivo, respectively) and compound 14 (inhibitory rates of 51, 48, and 53% at 500 μg/mL for inactivation, curative, and protection activities in vivo, respectively) emerged as new antiviral lead compounds with excellent antiviral activities. Compound 16 was selected for further antiviral mechanism research, which revealed that compound 16 could inhibit virus assembly by decomposing 20S coat protein (CP) disk. Molecular docking results showed that compounds 3n and 14, which have higher antiviral activities in vivo than that of compound 16, do show stronger interaction with TMV CP. Further fungicidal activity tests showed that tryptanthrins displayed broad-spectrum fungicidal activities, especially for compound 16. These compounds showed good selectivity to Physalospora piricola. In the current study, a small molecular library of tryptanthrin was constructed and the bioactivity spectrum of these compounds was broadened, which lays a foundation for their application in plant protection.

Zinc oxide-NP catalyzed direct indolation of: In situ generated bioactive tryptanthrin

A ZnO-NP catalyzed direct indolation of in situ generated tryptanthrin via C-H functionalization and C-C bond formation has been developed. This novel and greener approach has been effectively utilized to accomplish the synthesis of 6-hydroxy-6-(1H-indol-3-yl)indolo[2,1-b]quinazolin-12(6H)-one derivatives in good to excellent yields with high product selectivity. Besides the in situ approach, a direct indolation of tryptanthrin has also been developed.