1851 Flucythrinate Flucythrinate is a synthetic pyrethroid used to control insect pests in apples, cabbage, field corn, head lettuce, and pears, and to control Heliothis spp. in cotton, which is its primary use. It is available in emulsifiable concentrate, water-dispersible granules and wettable powder formulations. The AASTAR product also contains phorate, and it may also be found in formulation with chlorpyrifos, dimethoate, methomyl, or phenthoate. A pyrethroid is a synthetic chemical compound similar to the natural chemical pyrethrins produced by the flowers of pyrethrums (Chrysanthemum cinerariaefolium and C. coccineum). Pyrethroids are common in commercial products such as household insecticides and insect repellents. In the concentrations used in such products, they are generally harmless to human beings but can harm sensitive individuals. They are usually broken apart by sunlight and the atmosphere in one or two days, and do not significantly affect groundwater quality except for being toxic to fish. Insects with certain mutations in their sodium channel gene may be resistant to pyrethroid insecticides. (L811, L708, L883) 70124-77-5 12797557 C26H23F2NO4 451.159510 Dark amber, viscous liquid with a faint odor (L883). < 25°C 108°C 6e-05 mg/mL at 25°C [WAUCHOPE,RD et al. (1991A)] Inhalation (L857) ; oral (L857) ; dermal (L857) ; eye contact (L857). Pyrethroids exert their effect by prolonging the open phase of the sodium channel gates when a nerve cell is excited. They appear to bind to the membrane lipid phase in the immediate vicinity of the sodium channel, thus modifying the channel kinetics. This blocks the closing of the sodium gates in the nerves, and thus prolongs the return of the membrane potential to its resting state. The repetitive (sensory, motor) neuronal discharge and a prolonged negative afterpotential produces effects quite similar to those produced by DDT, leading to hyperactivity of the nervous system which can result in paralysis and/or death. Other mechanisms of action of pyrethroids include antagonism of gamma-aminobutyric acid (GABA)-mediated inhibition, modulation of nicotinic cholinergic transmission, enhancement of noradrenaline release, and actions on calcium ions. (T18, L857) Principal metabolic pathways involved ester cleavage and oxidation at the para position of the alcohol moiety and at the gem-dimethyl groups of the acid moiety. The metabolite with the hydroxyl substitutent in the alcohol moiety was excreted as the sulphate conjugate in urine. A glycine conjugate was also formed. Alcohol radiolabelled flucythrinate yielded at least 29 urinary metabolites, the principal one being 3-(phenoxy)-hippuric acid. With the acid radiolabel the major urinary metabolite was 2-[4-(difluoromethoxy) phenyl]-3-methylbutyric acid, accounting for 60% of urinary radio activity. (L884) LD50: >5000 mg/kg (Dermal, Rabbit) (L883) LD50: 81 mg/kg (Oral, Rat) (L883) LC50: 4.85 mg/L over 4 hours (Inhalation, Rat) (L883) No indication of carcinogenicity to humans (not listed by IARC). Pyrethroids are used as insecticides. (L857) At high doses, signs of poisoning attributable to flucythrinate include profuse salivation and pulmonary edema, clonic seizures, opisthotonos (i.e., the spine is bent forward such that a supine body rests on its head and heels), coma, and death. At lower doses, commonly observed effects include paresthesia and erythema. (L863) Following dermal exposure to flucythrinate, feelings of numbness, itching, burning, stinging, tingling, or warmth may occur, that could last for a few hours. Dizziness, headache, nausea, muscle twitching, reduced energy, and changes in awareness can result from inhalation or ingestion of large amounts of flucythrinate. Paralysis can occur after exposure. (L857) Following oral exposure, the treatment is symptomatic and supportive and includes monitoring for the development of hypersensitivity reactions with respiratory distress. Provide adequate airway management when needed. Gastric decontamination is usually not required unless the pyrethrin product is combined with a hydrocarbon. Following inhalation exposure, move patient to fresh air. monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. In case of eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. If irritation, pain, swelling, lacrimation, or photophobia persist, the patient should be seen in a health care facility. If the contamination occurs through dermal exposure, remove contaminated clothing and wash exposed area thoroughly with soap and water. A physician may need to examine the area if irritation or pain persists. Vitamin E topical application is highly effective in relieving parenthesis. (T36) 2009-06-23T18:10:09Z 2026-03-26T20:13:30Z Flucythrinate interacts with the nicotinic acetylcholine (ACh) receptor/channel, sodium as well as calcium channels. Hepatic and extrahepatic carboxylesterases metabolize cyhalothrin (T18, L857, A259). C14524 34763 C027975 Flucythrinate 2183 true Liver carboxylesterase 1 (P23141) Carboxylesterase 2 (O00748) Carboxylesterase 3 (Q6UWW8) Inactive carboxylesterase 4 (Q9UKY3) Carboxylesterase 7 ( Q6NT32) Carboxylesterase 8 (Q5XG92) (T18, L857, A259) CC(C)C(C(=O)OC(C#N)C1=CC=CC(OC2=CC=CC=C2)=C1)C1=CC=C(OC(F)F)C=C1 C26H23F2NO4 InChI=1S/C26H23F2NO4/c1-17(2)24(18-11-13-21(14-12-18)32-26(27)28)25(30)33-23(16-29)19-7-6-10-22(15-19)31-20-8-4-3-5-9-20/h3-15,17,23-24,26H,1-2H3 GBIHOLCMZGAKNG-UHFFFAOYSA-N 451.4619 451.159514639 Exogenous Liquid 46213 CHEM001596 DTXSID0022301 NS00002275 cyano(3-phenoxyphenyl)methyl 2-[4-(difluoromethoxy)phenyl]-3-methylbutanoate