204-03-5

Basic information

• Product Name: 1H-NAPHTHO[1,8-DE][1,2,3]TRIAZINE
• Synonyms: 1H-NAPHTHO[1,8-DE][1,2,3]TRIAZINE
• CAS NO: 204-03-5
• Molecular Formula: C₁₀H₇N₃
• Molecular Weight: 169.18
• Mol File: 204-03-5.mol

Chemical Properties

• Melting Point: 258-262 °C (decomp)
• Boiling Point: 351.9 °C at 760 mmHg
• Flash Point: 166.6 °C
• Appearance: /
• Density: 1.38 g/cm³
• Vapor Pressure: 3.99E-05mmHg at 25°C
• Refractive Index: 1.758
• PKA: -6.47±0.20(Predicted)
• CAS DataBase Reference: 1H-NAPHTHO[1,8-DE][1,2,3]TRIAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-NAPHTHO[1,8-DE][1,2,3]TRIAZINE(204-03-5)
• EPA Substance Registry System: 1H-NAPHTHO[1,8-DE][1,2,3]TRIAZINE(204-03-5)

Safety Data

• Hazardous Substances Data: 204-03-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Electronics:
1H-Naphtho[1,8-de][1,2,3]triazine is used as an electron transporting material for its potential applications in organic photovoltaic devices, where it can enhance the efficiency of solar energy conversion.
Used as a Fluorescent Probe:
In the field of analytical chemistry, 1H-Naphtho[1,8-de][1,2,3]triazine is used as a fluorescent probe for the detection of metal ions. This application is valuable for monitoring metal ion levels in biological and environmental samples, aiding in research and pollution control.
Used in Oncology Research:
1H-Naphtho[1,8-de][1,2,3]triazine has been investigated for its anti-tumor and anti-cancer activities. It shows promise as a potential therapeutic agent for the treatment of various types of cancer, offering new avenues for cancer treatment and drug development.

InChI:InChI=1/C10H7N3/c1-3-7-4-2-6-9-10(7)8(5-1)11-13-12-9/h1-6H,(H,11,12)

Upstream product

• 479-27-6 naphthalene-1,8-diamine 
• 110-46-3 isopentyl nitrite 
• 40237-01-2 2-methyl-2H-naphto<1,8-de>triazine 

Downstream Products

• 75526-83-9 C₁₉H₁₁N₃O₂ 
• 17135-74-9 1,8-dibromonaphthalene 
• 5690-48-2 naphthalene-1,8-dicarbonitrile 
• 73399-88-9 8-Chlornaphthalin-1-carbonitril 
• 59107-51-6 8-chloronaphthalen-1-amine 
• 52753-62-5 1-amino-8-iodonaphthalene 
• 157735-41-6 8-iodonaphthalene-1-carbonitrile 

Relevant articles and documents

5,11-Diazadibenzo[hi,qr]tetracene: Synthesis, Properties, and Reactivity toward Nucleophilic Reagents

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Multi-layer 3D chirality: new synthesis, AIE and computational studies

New synthesis of multi-layer 3D chiral molecules has been developed under novel conditions to give better outcomes. The aggregation-induced emission (AIE), UV irradiation/excitation, charge transfer (CT) and local excited (LE) ππ* transitions have been investigated on a representative individual enantiomer of pseudo C2 asymmetry which was made possibly by differentiating moieties on phosphorous on N-phosphonyl ring of chiral sandwich framework. Meanwhile, a new tandem C-N/C-C coupling reaction was unexpectedly rendered providing a novel access to special benzo[a]carbazoles.

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Carbon monoxide (CO) is a cell-signaling molecule (gasotransmitter) produced endogenously by oxidative catabolism of heme, and the understanding of its spatial and temporal sensing at the cellular level is still an open challenge. Synthesis, optical properties, and study of the sensing mechanism of Nile red Pd-based CO chemosensors, structurally modified by core and bridge substituents, in methanol and aqueous solutions are reported in this work. The sensing fluorescence "off-on" response of palladacycle-based sensors possessing low-background fluorescence arises from their reaction with CO to release the corresponding highly fluorescent Nile red derivatives in the final step. Our mechanistic study showed that electron-withdrawing and electron-donating core substituents affect the rate-determining step of the reaction. More importantly, the substituents were found to have a substantial effect on the Nile red sensor fluorescence quantum yields, hereby defining the sensing detection limit. The highest overall fluorescence and sensing rate enhancements were found for a 2-hydroxy palladacycle derivative, which was used in subsequent biological studies on mouse hepatoma cells as it easily crosses the cell membrane and qualitatively traces the localization of CO within the intracellular compartment with the linear quantitative response to increasing CO concentrations.

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