Flumethrin 分子结构式
HCID91702

Flumethrin

[cyano-(4-fluoro-3-phenoxyphenyl)methyl] 3-[2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropane-1-carboxylate

C28H22Cl2FNO3510.4 g/molCAS 69770-45-2

IDENTITY

结构与身份

标准SMILES
CC1(C)C(C=C(Cl)c2ccc(Cl)cc2)C1C(=O)OC(C#N)c1ccc(F)c(Oc2ccccc2)c1
InChIKey
YXWCBRDRVXHABN-UHFFFAOYSA-N
分子式
C28H22Cl2FNO3
平均分子量
510.4 g/mol
单同位素质量
509.0960771

COMPUTED

结构计算性质

已同步
XLogP
7.6
极性表面积
59.3 Ų
氢键供体
0
氢键受体
5
可旋转键
8
重原子
35
形式电荷
0
复杂度
825

GHS

GHS分类

来源:PubChem
GHS Classification

Danger

H300 (34.7%): Fatal if swallowed [Danger Acute toxicity, oral];H301 (65.3%): Toxic if swallowed [Danger Acute toxicity, oral];H310 (34.7%): Fatal in contact with skin [Danger Acute toxicity, dermal];H311 (41.6%): Toxic in contact with skin [Danger Acute toxicity, dermal];H315 (41.6%): Causes skin irritation [Warning Skin corrosion/irritation];H317 (41.6%): May cause an allergic skin reaction [Warning Sensitization, Skin];H319 (76.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H330 (26.7%): Fatal if inhaled [Danger Acute toxicity, inhalation];H331 (38.6%): Toxic if inhaled [Danger Acute toxicity, inhalation];H335 (23.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H360 (34.7%): May damage fertility or the unborn child [Danger Reproductive toxicity];H370 (34.7%): Causes damage to organs [Danger Specific target organ toxicity, single exposure];H372 (34.7%): Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure];H400 (23.8%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410 (58.4%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

P203, P260, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P284, P301+P316, P302+P352, P304+P340, P305+P351+P338, P308+P316, P316, P318, P319, P320, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 101 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

HAZARDS

危害信息

来源:PubChem
Regulatory Information

Flumethrin: HSNO Approval: HSR003432 Approved with controls

Other Safety Information

IMAP assessments - Cyclopropanecarboxylic acid, 3-[2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethyl-, cyano(4-fluoro-3-phenoxyphenyl)methyl ester: Environment tier I assessment;IMAP assessments - Cyclopropanecarboxylic acid, 3-[2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethyl-, cyano(4-fluoro-3-phenoxyphenyl)methyl ester: Human health tier I assessment

Hazard Classes and Categories

Acute Tox. 2 (34.7%);Acute Tox. 3 (65.3%);Acute Tox. 1 (34.7%);Acute Tox. 3 (41.6%);Skin Irrit. 2 (41.6%);Skin Sens. 1 (41.6%);Eye Irrit. 2 (76.2%);Acute Tox. 2 (26.7%);Acute Tox. 3 (38.6%);STOT SE 3 (23.8%);Repr. 1B (34.7%);STOT SE 1 (34.7%);STOT RE 1 (34.7%);Aquatic Acute 1 (23.8%);Aquatic Chronic 1 (58.4%)

Acute toxicity - category 3

TOXICITY

毒理信息

来源:PubChem
Treatment

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)

Health Effects

At high doses, signs of poisoning attributable to flumethrin 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)

Exposure Routes

Inhalation (L857) ; oral (L857) ; dermal (L857) ; eye contact (L857).

Toxicity Summary

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)

Signs and Symptoms

Following dermal exposure to flumethrin, 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 flumethrin. Paralysis can occur after exposure. (L857)

Carcinogen Classification

No indication of carcinogenicity to humans (not listed by IARC).

Toxicity Data

LD50: > 100 mg/kg (Oral, Rat) (L885) LD50: > 2000 mg/kg (Dermal, Rat) (L885) LD50: ~3000 mg/kg (Inhalation, Rat) (L885)

REGULATORY

法规信息

来源:PubChem
Regulatory Information

Flumethrin: HSNO Approval: HSR003432 Approved with controls

PHARMACOLOGY

药理信息

来源:PubChem
ATC Code

QP - Antiparasitic products, insecticides and repellents;QP53 - Ectoparasiticides, insecticides and repellents;QP53A - Ectoparasiticides for topical use, incl. insecticides;QP53AC - Pyrethrins and pyrethroids;QP53AC05 - Flumethrin

Metabolism/Metabolites

The highest concentration is found in the liver, but high concentrations were also found in the spleen, kidney, lung, adrenal cortex, cartilage, bone marrow, pineal gland, pituitary, and subcutaneous adipose tissue; the lowest concentrations are found in the central nervous system. Flumethrin is excreted in the urine or the feces as unchanged compound or the metabolite, 3-[2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropanecarboxylic acid, flumethrin acid. 3-(4'-hydroxy-phenoxy)-4-fluorobenzoic acid and 3-phenoxy-4-fluorobenzoic acid can further be found in the urine as well as their glycine conjugates. The phenyl ring may be hydroxylated and, following ester bond hydrolysis, the cyano group is converted to SCN- and carbon dioxide and 3-phenoxybenzaldehyde is oxidized to the carboxylic acid. The resultant acids and phenols can then conjugate with glucuronic acid, sulfate, and/or amino acids. (L885)

USES

用途与制造

来源:PubChem
Uses

Pyrethroids are used as insecticides. (L857)

Household Products

Information on 3 consumer products that contain Flumethrin in the following categories is provided:;• Pet Care

Use Classification

Veterinary Drug -> INSECTICIDE; Veterinary Drug -> -> JECFA Functional Classes

ALIASES

名称与别名

共 27 条
BayticolBayvarolFlumetrinDTXSID8058166FCR-2769BAY V1 6045BAY-V1-6045CHEBI:39361Cyano(4-fluoro-3-phenoxyphenyl)methyl 3-[2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropanecarboxylateRefChem:599351DTXCID4031934cyano(4-fluoro-3-phenoxyphenyl)methyl 3-(2-chloro-2-(4-chlorophenyl)ethenyl)-2,2-dimethylcyclopropanecarboxylatealpha-cyano-(4-fluoro-3-phenoxy)benzyl-3-(2-chloro-2-(4-chlorophenyl)ethenyl)-2,2-dimethylcyclopropanecarboxylate274-110-4cyano(4-fluoro-3-phenoxyphenyl)methyl 3-(2-chloro-2-(4-chlorophenyl)ethenyl)-2,2-dimethylcyclopropane-1-carboxylate2O051W13LH69770-45-2Flumethrin3-[2-Chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropanecarboxylic acid cyano(4-fluoro-3-phenoxyphenyl)methyl ester; Bayticol; Bayticol Pour-on; Bayvarol; FCR 2769; FlumethrinBayticol; Bayticol Pour-on; Bayvarol; FCR 2769

REACTIONS

参与反应

1
HRID 2130171 反应方程式

Training data from https://doi.org/10.1039/C8SC04228D (4/10) · 10.1039/C8SC04228D

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