Bifenthrin

• CAS: 83322-02-5
• Catalog Number: ACM83322025
• Category: Main Products
• Molecular Weight: 422.87
• Molecular Formula: C₂₃H₂₂ClF₃O₂
• Synonyms: (Z)-(1S)-trans-(2-Methyl[1,1'-biphenyl]-3-yl)methyl 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate;Bifenthrin;Cyclopropanecarboxylic acid, 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-, (2-methyl(;Cyclopropanecarboxyl
• IUPAC Name: methyl(1S,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethyl-1-(2-methyl-3-phenylphenyl)cyclopropane-1-carboxylate
• SMILES: CC1=C(C=CC=C1C2(C(C2(C)C)C=C(C(F)(F)F)Cl)C(=O)OC)C3=CC=CC=C3
• InChI Key: SUOWXSKRLGPZBV-GEYPENSJSA-N
• Boiling Point: 453.2ºC at 760 mmHg
• Flash Point: 136.5ºC
• Density: 1.262
• Exact Mass: 422.12600

Case Study

Bifenthrin as a Neurotoxicant Inducing Oxidative Stress and Behavioural Deficits in Rats

Syed, Farah, et al. Toxicology Research 7.1 (2018): 48-58.

Bifenthrin, a type-I synthetic pyrethroid, acts as a potent neurotoxicant that generates oxidative stress in the brain. It disrupts motor coordination, cognitive function and biogenic amine levels in rats, with partial recovery after withdrawal.
Experimental Protocol: Adult male Wistar rats received bifenthrin orally at 3.5 or 7 mg/kg (1/20 and 1/10 LD50) daily for 30 days. Motor activity (open-field), motor coordination (rota-rod) and spatial memory (Morris water maze) were assessed. Neurochemical parameters including biogenic amines, acetylcholinesterase (AChE), lipid peroxidation (TBARS), protein carbonyls and antioxidant enzymes (SOD, CAT, GPx) were measured in frontal cortex, corpus striatum and hippocampus 24 h after the last dose, and again 15 days post-treatment.
Performance Evaluation: Bifenthrin reduced locomotion (30-43%) and rearing (20-48%), impaired rota-rod performance (23-42% shorter latency) and decreased time in the target quadrant (29-49%). Dopamine, DOPAC and serotonin decreased in all brain regions, while norepinephrine and HVA increased. AChE activity fell by 14-26%. TBARS and protein carbonyls rose significantly (up to 46% and 42%, respectively). SOD, CAT and GPx activities were suppressed (12-38%). Most parameters showed recovery after 15 days without treatment.

Bifenthrin as a Model Hydrophobic Pesticide for Flash NanoPrecipitation into Stable Nanoparticles

Liu, Ying, et al. Pest Management Science: Formerly Pesticide Science 64.8 (2008): 808-812.

Bifenthrin, a highly hydrophobic synthetic pyrethroid, serves as a model active ingredient for producing stable nanoparticle suspensions via Flash NanoPrecipitation. This formulation approach enables high pesticide loading (up to 91 wt%), controlled particle sizes (60-200 nm) and enhanced colloidal stability, potentially improving agricultural efficacy and reducing applicator exposure.
Nanoparticle Fabrication Process: Bifenthrin was dissolved in tetrahydrofuran (THF) and rapidly mixed with an aqueous or methanolic solution of a polymeric stabiliser (e.g., PAA-b-PBA, PVP, PVOH) using a multi-inlet vortex mixer (MIVM). Two additional water streams were introduced to achieve a final THF:water ratio of 1:9 v/v. The rapid micromixing generated high supersaturation, triggering nucleation and growth of bifenthrin nanoparticles. The amphiphilic polymer adsorbed onto the particle surfaces, kinetically arresting further growth.
Performance Evaluation: Without stabiliser, bifenthrin particles reached ~800 nm and aggregated rapidly. With PAA-b-PBA (10 mg/mL) as stabiliser, particle radii were ~100 nm and remained stable for over 18 days. Increasing the bifenthrin concentration from 10 to 100 mg/mL raised the loading from 50% to 91% but increased particle size to ~200 nm. PVP and PVOH also produced stable dispersions (radii 150-170 nm), whereas Pluronic F127 and PS-b-PEO led to phase separation within 7 days.

Custom Q&A

What is the molecular formula of Bifenthrin?

The molecular formula of Bifenthrin is C23H22ClF3O2.

What is the molecular weight of Bifenthrin?

The molecular weight of Bifenthrin is 422.9 g/mol.

What is Bifenthrin used for?

Bifenthrin is used as a broad spectrum insecticide.

What are the synonyms for Bifenthrin?

The synonyms for Bifenthrin are Biphenthrin, Kappa-bifenthrin, Capture, and Biphentrin.

What is the IUPAC name of Bifenthrin?

The IUPAC name of Bifenthrin is (2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate.

What is the InChIKey of Bifenthrin?

The InChIKey of Bifenthrin is OMFRMAHOUUJSGP-IRHGGOMRSA-N.

What is the CAS number of Bifenthrin?

The CAS number of Bifenthrin is 82657-04-3.

What is the UN number of Bifenthrin?

The UN number of Bifenthrin is 2588.

What is the EC number of Bifenthrin?

The EC number of Bifenthrin is 617-373-6.

Is Bifenthrin under investigation in any clinical trial?

Yes, Bifenthrin is under investigation in clinical trial NCT01560247 (Percutaneous Recanalization in Ischemic Stroke Management in Europe Observational Registry).