1457-93-8

Basic information

• Product Name: 5-METHYL-2,1,3-BENZOTHIADIAZOLE
• Synonyms: BUTTPARK 33\04-40;5-METHYLBENZO-2,1,3-THIADIAZOLE;5-METHYL-2,1,3-BENZOTHIADIAZOLE;5-methyl-benzo[1,2,5]thiadiazole;5-Methylpiazthiole;5-Methylbenzo[c][1,2,5]thiadiazole
• CAS NO: 1457-93-8
• Molecular Formula: C₇H₆N₂S
• Molecular Weight: 150.2
• Mol File: 1457-93-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 31-32°
• Boiling Point: 62 °C
• Flash Point: 92.6±9.1℃
• Appearance: /
• Density: 1.297±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.111mmHg at 25°C
• Refractive Index: 1.674
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 0.59±0.47(Predicted)
• CAS DataBase Reference: 5-METHYL-2,1,3-BENZOTHIADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-2,1,3-BENZOTHIADIAZOLE(1457-93-8)
• EPA Substance Registry System: 5-METHYL-2,1,3-BENZOTHIADIAZOLE(1457-93-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 1457-93-8(Hazardous Substances Data)

Usage

General Description

5-METHYL-2,1,3-BENZOTHIADIAZOLE is a heterocyclic compound with the molecular formula C8H7NS. It is a pale yellow solid with a melting point of 61-63°C and is soluble in organic solvents such as chloroform and methanol. This chemical is used in the synthesis of various pharmaceuticals, agrochemicals, and dyes. It is also known for its potential applications in organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs) due to its electron-transporting properties. 5-METHYL-2,1,3-BENZOTHIADIAZOLE is a versatile building block in organic chemistry and has shown promise in a variety of industrial and research applications.

InChI:InChI=1/C7H6N2S/c1-5-2-3-6-7(4-5)9-10-8-6/h2-4H,1H3

Upstream product

• 1168135-03-2 5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzo[c][1,2,5]thiodiazole 
• 74-88-4 methyl iodide 
• 89-62-3 4-methyl-2-nitroaniline 
• 612-45-3 4-methyl-2-nitroacetanilide 
• 106-49-0 p-toluidine 
• 103-89-9 4-Methylacetanilide 
• 106-44-5 p-cresol 
• 496-72-0 4-methyl-1,2-diaminobenzene 
• 222851-56-1 N-phenylsulfinylamine 
• 62-53-3 aniline 

Downstream Products

• 65858-50-6 5-bromomethyl-benzo[1,2,5]thiadiazole 
• 92164-37-9 2-benzo[1,2,5]thiadiazol-5-yl-N-phenyl-acetamide 
• 92495-20-0 5-methyl-4-(N'-phenyl-hydrazinomethyl)-benzo[1,2,5]thiadiazole 
• 55937-37-6 (benzo[c][1,2,5]thiadiazol-5-yl)acetic acid 
• 89899-11-6 2-(benzo[c][1,2,5]thiadiazol-5-yl)acetonitrile 
• 74375-65-8 C-benzo[1,2,5]thiadiazol-5-yl-methylamine; hydrochloride 
• 16405-98-4 benzo[c][1,2,5]thiadiazole-5-carboxylic acid 
• 89795-51-7 2,1,3-benzothiadiazol-5-ylmethanol 
• 71605-72-6 benzo[c][1,2,5]thiadiazole-5-carbaldehyde 
• 496-72-0 4-methyl-1,2-diaminobenzene 
• 89792-42-7 4-amino-6-methylbenzo-2,1,3-thiadiazole 
• 3338-93-0 4-amino-5-methyl-2,1,3-benzothiadiazole 

Relevant articles and documents

A novel near-infrared chemosensor for mercury ion detection based on D-A structure of triphenylamine and benzothiadiazole

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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.