16252-88-3

Basic information

• Product Name: 5-NITRO-2,1,3-BENZOTHIADIAZOLE
• Synonyms: 5-Nitrobenzo[c][1,2,5]thiadiazole;2,1,3-Benzothiadiazole,5-nitro-;5-Nitro-2,1,3-Benzothiadiazole(WX609903)
• CAS NO: 16252-88-3
• Molecular Formula: C₆H₃N₃O₂S
• Molecular Weight: 181.1737
• Mol File: 16252-88-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 314.3 °C at 760 mmHg
• Flash Point: 143.9 °C
• Appearance: /
• Density: 1.627 g/cm³
• Vapor Pressure: 0.000867mmHg at 25°C
• Refractive Index: 1.746
• CAS DataBase Reference: 5-NITRO-2,1,3-BENZOTHIADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-NITRO-2,1,3-BENZOTHIADIAZOLE(16252-88-3)
• EPA Substance Registry System: 5-NITRO-2,1,3-BENZOTHIADIAZOLE(16252-88-3)

Safety Data

• Hazardous Substances Data: 16252-88-3(Hazardous Substances Data)

Usage

General Description

5-NITRO-2,1,3-BENZOTHIADIAZOLE is a chemical compound with the chemical formula C7H4N2O2S. It is a nitro-substituted benzothiadiazole derivative that is commonly used as a building block in the synthesis of organic materials such as polymers, dyes, and pharmaceuticals. 5-NITRO-2,1,3-BENZOTHIADIAZOLE is known for its strong electron-accepting properties and is often used in the development of organic semiconductors for electronic devices. Additionally, 5-NITRO-2,1,3-BENZOTHIADIAZOLE has potential applications in the field of medicinal chemistry for the development of new drugs due to its bioactive properties. Its versatile chemical structure and reactive nature make it a valuable compound in various industrial and scientific applications.

InChI:InChI=1/C6H3N3O2S/c10-9(11)4-1-2-5-6(3-4)8-12-7-5/h1-3H

Upstream product

• 222851-56-1 N-phenylsulfinylamine 
• 99-56-9 4-Nitrophenylene-1,2-diamine 
• 71-43-2 benzene 
• 100-01-6 4-nitro-aniline 
• 97-02-9 2,4-Dinitroanilin 
• 1436420-31-3 6-nitro-2,1,3-benzothiadiazole 1-oxide 
• 85786-52-3 di-μ-chlorobis[bis(5-nitro-2,1,3-benzothiadiazole)chlorocopper] 

Downstream Products

• 874-37-3 benzo[1,2,5]thiadiazol-5-ylamine 
• 14960-49-7 N-(7-chloro-benzo[1,2,5]thiadiazol-5-yl)-phthalamic acid 
• 30536-22-2 5-amino-4-nitrobenzo[1,2,5]thiadiazole 
• 768-10-5 benzo[1,2,5]thiadiazol-5-ol 
• 1360067-57-7 7-benzyl-6-methyl-8-phenyl-7H-[1,2,5]thiadiazolo[3,4-e]isoindole 
• 1360067-54-4 7-benzyl-8-methyl-6-phenyl-7H-[1,2,5]thiadiazolo[3,4-e]isoindole 
• 100264-68-4 7,8-diphenyl-[1,2,5]thiadiazolo[3,4-f]quinoxaline 
• 182012-46-0 4-nitro-benzenesulfonic acid benzo[1,2,5]thiadiazol-5-ylamide 
• 182012-50-6 sulfanilic acid benzo[1,2,5]thiadiazol-5-ylamide 
• 21110-91-8 5-acetamidobenzo-2,1,3-thiadiazole 
• 100191-31-9 6-chloro-benzo[1,2,5]thiadiazol-5-ylamine 
• 59127-46-7 4-Nitrobenzo<1.2-c:3,4-c'>bis<1.2.5>thiadiazol 
• 211-16-5 benzo[1,2-c:3,4-c']bis(1,2,5)thiadiazole 
• 300531-10-6 Ethyl 6-phenylpyrrolo[3,4-e][2,1,3]benzothiadiazole-8-carboxylate 

Relevant articles and documents

Benzothiadiazole compound and preparation method and use thereof

The present invention relates to a benzothiadiazole compound represented by the following formula I, and a preparation method and use thereof, the benzothiadiazole compound has the biological activityof inhibiting protein-tyrosine-phosphatase SHP2, can be used as a tool compound to study the biological functional relevance of the protein-tyrosine-phosphatase SHP2 in a cell signal transduction process, and provides a new means for prevention and treatment of cancer and metabolic and immune diseases.

Luminescent ruthenium polypyridyl complexes with extended 'dppz' like ligands as DNA targeting binders and cellular agents

Four new Ru(ii) polypyridyl complexes that contain an extended aromatic moiety derived from pyrazino[2,3-h]dipyrido[3,2-a:2′,3′-c]phenazine and either 1,10-phenanthroline (phen) or 1,4,5,8-tetraazaphenanthrene (TAP) have been synthesized, their solid state X-ray crystal structure determined and their photophysical and biological properties evaluated. Their interactions with DNA have been studied, and they have been tested for their potential as photodynamic therapeutic (PDT) agents in the treatment of cancer. A practical modification of a method by Carter, Rodriguez and Bard has been introduced and used to calculate binding parameters for the complexes which show a strong affinity for DNA with binding constants in the order of 107 M1 (in 10 mM phosphate buffer). The complexes containing phen as an ancillary ligand become emissive upon binding to DNA (“light switch effect”), but do not show selective cytotoxicity upon light irradiation. On the other hand, the TAP complexes, which show an inverse “light switch effect” (emission quenched upon binding to DNA), are strongly photo-toxic suggesting their use in Photodynamic Therapy (PDT). In HeLa cells the best PDT agent shows an IC50 value (light) = 4 μM vs. IC50 value (dark) = 62 μM.

Synthesis and coplanarity-dependent HOMO-LUMO separation of π-conjugated dimers

Three series of dimers containing pyrrolo[3,4-e][2,1,3]benzothiadiazole units have been prepared by application of the Pd-catalyzed Suzuki coupling. The dependence of the HOMO-LUMO separation on coplanarity has been evaluated by means of electronic absorption spectra and cyclic voltammetry. The pyrrole dimer 5c shows a narrow HOMO-LUMO separation owing to its intrinsically planar structure, as confirmed by 1H NMR. The Royal Society of Chemistry 2000.