1123-91-7

Basic information

• Product Name: 5-methyl-2,1,3-benzoselenadiazole
• CAS NO: 1123-91-7
• Molecular Formula: C₇H₆N₂Se
• Molecular Weight: 197.0959
• Mol File: 1123-91-7.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 267.8°C at 760 mmHg
• Flash Point: 115.8°C
• Vapor Pressure: 0.0131mmHg at 25°C
• CAS DataBase Reference: 5-methyl-2,1,3-benzoselenadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-2,1,3-benzoselenadiazole(1123-91-7)
• EPA Substance Registry System: 5-methyl-2,1,3-benzoselenadiazole(1123-91-7)

Safety Data

• Hazardous Substances Data: 1123-91-7(Hazardous Substances Data)

Usage

General Description

5-methyl-2,1,3-benzoselenadiazole is a chemical compound with the molecular formula C8H6N2Se. It belongs to the class of benzodiazoles and contains a selenium atom in its structure. 5-methyl-2,1,3-benzoselenadiazole has potential applications in organic synthesis and materials science, particularly in the development of new materials with optoelectronic and photovoltaic properties. Its unique structure and properties make it a promising candidate for further research in the field of organic and materials chemistry. However, as with any chemical compound, proper handling and safety precautions should be observed when working with 5-methyl-2,1,3-benzoselenadiazole to prevent any adverse effects on health and the environment.

Upstream product

• 496-72-0 4-methyl-1,2-diaminobenzene 
• 7446-08-4 selenium(IV) oxide 
• 89-62-3 4-methyl-2-nitroaniline 

Downstream Products

• 496-72-0 4-methyl-1,2-diaminobenzene 
• 109515-96-0 5-(3,4-dimethoxy-trans-styryl)-4-nitro-benzo[1,2,5]selenadiazole 
• 132623-74-6 N,N-dimethyl-4-[trans-2-(4-nitro-benzo[1,2,5]selenadiazol-5-yl)-vinyl]-aniline 
• 109312-58-5 5-(4-methyl-trans-styryl)-4-nitro-benzo[1,2,5]selenadiazole 
• 109512-48-3 4-nitro-5-trans-styryl-benzo[1,2,5]selenadiazole 
• 205502-09-6 5-hydroxy-2,3,6-trimethylquinoxaline 
• 205502-10-9 2,3,6-trimethyl-5-aminoquinoxaline 
• 90349-14-7 2,5-dimethyl-4-nitro-1H-benzimidazole 
• 147021-86-1 3-nitro-4-methyl-1,2-phenylenediamine 

Relevant articles and documents

Selenadiazole derivatives as theranostic agents for simultaneous cancer chemo-/radiotherapy by targeting thioredoxin reductase

The lack of early and timely diagnosis of tumors and the monitoring of their response to therapeutics have limited the successful cancer treatments. Theranostic agents are expected to realize the dual-purpose of simultaneous diagnosis and therapy for treatments of cancers. In the present study, we have examined the effects of the chemical structure of selenadiazole derivatives (SeDs) on their anticancer efficacy and radio-sensitization against clinically used X-rays. The results showed that the introduction of a nitro group (-NO2) into SeD-3 significantly enhanced the anticancer activity of SeDs. The higher lipophilicity endowed SeD-3 with higher cellular internalization ability, resulting in higher cellular uptake and anticancer efficacy. Specifically, the capacity of autofluorescence allowed the use of SeD-3 as a promising theranostic agent to directly monitor the cellular uptake, localization and biodistribution in vitro and in vivo. Interestingly, SeD-3 also significantly enhanced the sensitivity of HeLa cervical cells to X-ray-induced apoptosis by targeting the inhibition of TrxR and promoting intracellular ROS overproduction, which activated the downstream ROS-mediated signaling pathways to regulate cell apoptosis. Furthermore, SeD-3 exhibited satisfactory in vivo antitumor efficacy through the inhibition of tumor proliferation and induction of tumor cell apoptosis, and showed no toxicity to the main organs. Moreover, from the results of hematological analysis, we found that not only inhibiting the tumor growth, treatment of SeD-3 also alleviated the damage of liver, kidney and heart function of nude mice induced by HeLa xenografts. Taken together, this study demonstrates that SeDs could be further developed as an effective and safe theranostic agent for simultaneous cancer chemo-/radiotherapy.

Adjusting the lipid-water distribution coefficient of iridium(iii) complexes to enhance the cellular penetration and treatment efficacy to antagonize cisplatin resistance in cervical cancer

The effective design of metal complexes to manipulate their lipid-water distribution coefficient is an appealing strategy for improving their cellular penetration and treatment efficacy. Here, we conveniently synthesized three iridium (Ir) complexes with red fluorescence via the simple non-conjugate modification of the side arm of the ligand. Bio-evaluation revealed that upon adding non-conjugate selenium (Se) arene derivatives, the lipid-water distribution coefficient of Ir-Se was found to be suitable, not only decreasing the toxic side effects of complexes to normal cells, but also effectively improving their anticancer activity via enhancing their penetration into tumor cells. Moreover, mechanistic investigations demonstrated that Ir-Se entered R-HeLa cells through endocytosis, and triggered apoptosis via the down-regulation of the mitochondrial membrane potential and excessive production of singlet oxygen, thereby possessing a highly effective cytotoxicity to antagonize cisplatin resistance. Therefore, we developed a convenient strategy to derive functional metal complexes and revealed that the introduction of Se on the side arm of the ligand provided the complexes with the capacity to reverse multidrug resistance.

A highly selective ratiometric fluorescent probe for 1,4-dithiothreitol (DTT) detection

A highly selective ratiometric fluorescent probe, which contains an aminonaphthalimide fluorophore and a self-immolative spacer for 1,4-dithiothreitol (DTT) detection was designed and synthesized. The probe displays a 66 nm red-shift of fluorescence emiss