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Bifenthrin

CAT: 0804-HY-B0824-03Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-B0824-03Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Bifenthrin is a synthetic pyrethroid insecticide. Bifenthrin prolongs the opening time of Nav1.8 sodium channels, leading to membrane depolarization and conductance block in the insect nervous system, thereby disrupting neural function. Bifenthrin was effective in inhibiting A. gambiae (LD50=0.15 ng/mg) and C. quinquefasciatus (LD50=0.16 ng/mg) . Bifenthrin has good lethality against susceptible and resistant mosquitoes and is very effective in inhibiting blood sucking and can be developed as a mosquito-removal netting material[1][2].
CAS Number
82657-04-3
UNSPSC
12352005
Hazard Statement
H300, H317, H331, H351, H372, H410
Target
Sodium Channel
Type
Reference compound
Related Pathways
Membrane Transporter/Ion Channel
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/bifenthrin.html
Purity
99.76
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C([C@H]1C(C)(C)[C@H]1/C=C(Cl)/C(F)(F)F)OCC2=C(C)C(C3=CC=CC=C3)=CC=C2
Molecular Formula
C23H22ClF3O2
Molecular Weight
422.87
Precautions
H300, H317, H331, H351, H372, H410
References & Citations
[1]Hougard JM, et al. Bifenthrin: a useful pyrethroid insecticide for treatment of mosquito nets. J Med Entomol. 2002 May;39 (3) :526-33. |[2]Choi JS, et al. Structure-activity relationships for the action of 11 pyrethroid insecticides on rat Na v 1.8 sodium channels expressed in Xenopus oocytes. Toxicol Appl Pharmacol. 2006 Mar 15;211 (3) :233-44.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Bifenthrin

Bifenthrin is a carboxylic ester obtained by formal condensation of cis-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylic acid and [(2-methyl-1,1'-biphenyl)-3-yl]methanol. It has a role as a pyrethroid ester insecticide and a pyrethroid ester acaricide. It is an organochlorine compound, an organofluorine compound and a cyclopropanecarboxylate ester. It is functionally related to a cis-chrysanthemic acid.

CAS Number82657-04-3
PubChem CID6442842
IUPAC Nametrans-(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
Molecular FormulaC23H22ClF3O2
Molecular Weight422.9
XLogP6
Topological Polar Surface Area26.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Heavy Atom Count29
Formal Charge0
Complexity622
SMILES
CC1=C(C=CC=C1C2=CC=CC=C2)COC(=O)[C@@H]3[C@@H](C3(C)C)/C=C(/C(F)(F)F)\Cl
InChI
InChI=1S/C23H22ClF3O2/c1-14-16(10-7-11-17(14)15-8-5-4-6-9-15)13-29-21(28)20-18(22(20,2)3)12-19(24)23(25,26)27/h4-12,18,20H,13H2,1-3H3/b19-12-/t18-,20-/m0/s1
InChIKey
OMFRMAHOUUJSGP-IRHGGOMRSA-N
Chemical Structure
2D Structure
2D structure of Bifenthrin
CAS: 82657-04-3
CID: 6442842
Formula: C23H22ClF3O2
MW: 422.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight422.9
XLogP36
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass422.1260421
Monoisotopic Mass422.1260421
Topological Polar Surface Area26.3 Ų
Heavy Atom Count29
Formal Charge0
Complexity622
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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