76471-06-2

Basic information

• Product Name: 3-CHLORO-4-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]OXY)ANILINE
• Synonyms: 3-CHLORO-4-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]OXY)ANILINE;3-CHLORO-4-{[3-CHLORO-5-(TRIFLUOROMETHYL
• CAS NO: 76471-06-2
• Molecular Formula: C₁₂H₇Cl₂F₃N₂O
• Molecular Weight: 323.1
• Mol File: 76471-06-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: 90-92°C
• Boiling Point: 353.6 °C at 760 mmHg
• Flash Point: 167.7 °C
• Appearance: /
• Density: 1.517 g/cm³
• Vapor Pressure: 3.55E-05mmHg at 25°C
• Refractive Index: 1.569
• PKA: 2.87±0.10(Predicted)
• CAS DataBase Reference: 3-CHLORO-4-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]OXY)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-4-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]OXY)ANILINE(76471-06-2)
• EPA Substance Registry System: 3-CHLORO-4-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]OXY)ANILINE(76471-06-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 76471-06-2(Hazardous Substances Data)

Usage

General Description

3-CHLORO-4-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]OXY)ANILINE, also known as Bifenthrin, is a synthetic pyrethroid insecticide used to control a wide variety of pests in residential, industrial, and agricultural settings. It is highly effective against ants, beetles, spiders, and other insects. Bifenthrin works by disrupting the nervous systems of insects, causing paralysis and eventual death. It is available in liquid, granular, and dust formulations for application as a spray, bait, or soil treatment. Bifenthrin has low toxicity to mammals, but it is toxic to fish and other aquatic organisms, and it can be harmful to bees and other beneficial insects if not used properly. It is important to follow label instructions and safety precautions when using products containing Bifenthrin.

InChI:InChI=1/C12H7Cl2F3N2O/c13-8-4-7(18)1-2-10(8)20-11-9(14)3-6(5-19-11)12(15,16)17/h1-5H,18H2

Upstream product

• 350-30-1 3-chloro-4-fluoronitrobenzene 
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• 3964-52-1 2-chloro 4-aminophenol 
• 69045-84-7 2,3-dichloro-5-trifluoromethylpyridine 

Downstream Products

• 71422-62-3 1-(2-Chloro-benzoyl)-3-[3-chloro-4-(3-chloro-5-trifluoromethyl-pyridin-2-yloxy)-phenyl]-urea 

Relevant articles and documents

Synthesis, biochemical evaluation and computational simulations of new cytochrome bc1 complex inhibitors based on N-(4-aryloxyphenyl) phthalimides

The cytochrome bc1 complex (the bc1 complex or complex III) is an attractive target for the discovery of numerous pharmaceuticals and pesticides. In order to identify new lead structures for this target, a new series of molecules, N-(4-aryloxyphenyl)phthalimides, were designed and synthesized in a straightforward manner. Our design strategy was to introduce a 4-aryloxyphenyl group, a fragment which exhibited promising bc1 complex-inhibiting properties, into the aryl group of the valuable N-arylphthalimide backbone. Afterward, the biochemical evaluation of the newly synthesized compounds was carried out, and the results implied that several compounds demonstrated good activities against succinate-cytochrome reductase (SCR, a mixture of mitochondrial complex II and the bc1 complex). Further studies confirmed that 3e′ a representative compound in this paper, was identified as an inhibitor of the bc1 complex. Furthermore, computational simulations were also performed to better understand binding of 3e′ to the enzyme complex, which indicated that 3e′ should bind to the Qo site of the bc1 complex. Consequently, we harbor the idea that this paper can provide a solid platform for synthesis and discovery of other bc1 complex inhibitors.