(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate

• ChemBase编号: 4400
• 分子式: C21H20Cl2O3
• 平均质量: 391.2877
• 单一同位素质量: 390.07894986
• SMILES: ClC(=CC1C(C1C(=O)OCc1cc(Oc2ccccc2)ccc1)(C)C)Cl
• Canonical SMILES: ClC(=CC1C(C1(C)C)C(=O)OCc1cccc(c1)Oc1ccccc1)Cl
• InChI: InChI=1S/C21H20Cl2O3/c1-21(2)17(12-18(22)23)19(21)20(24)25-13-14-7-6-10-16(11-14)26-15-8-4-3-5-9-15/h3-12,17,19H,13H2,1-2H3
• InChIKey: RLLPVAHGXHCWKJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
• IUPAC传统名: permethrin
• 商标名: PerFoam; Acticin Cream; Elimite; Elimite Cream; Nix; Nix Cream Rinse
• 别名: 氯菊脂; 氯菊脂（异构体） 溶液; 氯菊脂; 氯菊脂（异构体）; Permethrin; permethrin; Permethrin; Permethrin (isomers) solution; Permethrin (isomers); 3-Phenoxybenzyle (1RS)-cis, trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylate; Ambush; Pounce; PERMETHRIN MIXTURES OF ISOMERS

登记号

• CAS号: 52645-53-1
• EC号: 258-067-9
• MDL号: MFCD00041809
• Beilstein号: 5765325
• PubChem SID: 46505374; 24868001; 24869115; 24899290; 24869349; 160967832; 24871630
• PubChem CID: 40326
• CHEBI ID: 34911
• ATC码: P03AC04; QP53AC04
• CHEMBL: 1525
• Chemspider ID: 36845
• DrugBank ID: DB04930
• KEGG ID: C14388
• 美国药典/FDA物质标识码: 509F88P9SZ
• 维基百科标题: Permethrin

理论计算性质

JChem

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 5.6960993
• LogD (pH = 7.4): 5.6960993
• Log P: 5.6960993
• 摩尔折射率: 114.2824 cm^3
• 极化性: 40.698902 Å^3
• 极化表面积: 35.53 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 6.24
• LOG S: -6.75
• 溶解度: 6.91e-05 g/l

分子性质

理化性质

• 溶解度: 6e-06 mg/mL at 20 oC [USDA PESTICIDE PROP DATABASE]; Insoluble (5.5 x 10^-3 ppm) in water
• 外观: colourless crystals
• 熔点: 34°C; 34-35 °C (pure)
• 沸点: 200°C; Very high (approximately 200 °C at 0.008 mmHg) (17); probably decomposes on heating.
• 闪点: 10 °C; 2 °C; 35.6 °F; 50 °F
• 密度: 1.19 g/cm3, solid; 1.19-1.27 at 20 °C (water = 1)
• 蒸汽压: Very low (3.4 x 10-7 mm Hg at 25 °C), 0.045 mPa at 25 °C
• 疏水性(logP): 6.50 [HANSCH,C ET AL. (1995)]

安全信息

• 保存条件: 0°C, Protect from light
• RTECS编号: GZ1255000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 环境危害性(Nature polluting) (N); 有毒(Toxic) (T); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1230; 1648; 3077
• 德国WGK号: 1; 2; 3
• 联合国危险货物等级: 3; 9
• 联合国危险货物包装类别(PG): 2; 3
• 危险公开号: 11-20/21/22-36-51/53; 11-23/24/25-39/23/24/25-50/53; 20/22-43-50/53; R:22
• 安全公开号: 13-24-36/37/39-60-61; 16-26-36/37-61; 16-36/37-45-61
• GHS危险品标识: GHS02; GHS06; GHS07; GHS08; GHS09
• GHS警示词: Danger; Warning
• 主要危害: Irritating to skin and eyes,; damaging to lungs
• GHS危险声明: H225-H301-H311-H331-H370-H410; H225-H302-H312-H319-H332-H411; H302-H317-H332-H410
• GHS警示性声明: P210-P260-P273-P280-P301 + P310-P311; P210-P273-P280-P305 + P351 + P338; P273-P280-P501
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US); Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1230 3/PG 2; UN 1648 3/PG 2; UN 3077 9/PG 3
• 保存温度: -20°C; 2-8°C

产品相关信息

• 浓度: 100 ng/μL in acetonitrile; 1000 μg/mL in methanol
• 级别: analytical standard; PESTANAL®, analytical standard
• 包装: ampule of 1 mL; ampule of 100 mg; ampule of 250 mg
• 简要说明: mixture of cis and trans isomers
• Empirical Formula (Hill Notation): C21H20Cl2O3

详细说明

MP Biomedicals - 02158977

Mixture of isomers
A weakly active Type I pyrethrin for use as a "negative" control for the inhibition of calcineurin (protein phosphatase 2B) by Type II pyrethrins.

DrugBank - DB04930

• Drug Groups: approved; investigational
• Description: A pyrethroid insecticide commonly used in the treatment of lice infestations and scabies. It is a yellow to light orange-brown, low melt-ing solid or viscous liquid.
• Indication: For the treatment of infestation with Sarcoptes scabiei (scabies).
• Pharmacology: Permethrin, a pyrethroid, is active against a broad range of pests including lice, ticks, fleas, mites, and other arthropods.
• Toxicity: Oral, rat LD₅₀: 430 - 4000 mg/kg; skin, rabbit LD₅₀: 2000 mg/kg.
• Affected Organisms: Scabies (Sarcoptes scabei) and other insects
• Biotransformation: Rapidly metabolized by ester hydrolysis to inactive metabolites which are excreted primarily in the urine.
• Absorption: Poorly absorbed through the skin.
• Elimination: Permethrin is rapidly metabolized by ester hydrolysis to inactive metabolites which are excreted primarily in the urine.
• References: Abedin S, Narang M, Gandhi V, Narang S: Efficacy of permethrin cream and oral ivermectin in treatment of scabies. Indian J Pediatr. 2007 Oct;74(10):915-6. [Pubmed]
• External Links: Wikipedia; RxList; Drugs.com

Sigma Aldrich - 45893

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 45614

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

参考文献

• Abedin S, Narang M, Gandhi V, Narang S: Efficacy of permethrin cream and oral ivermectin in treatment of scabies. Indian J Pediatr. 2007 Oct;74(10):915-6. Pubmed