1,4-diethyl 2-{[dimethoxy(sulfanylidene)-$l^{5}-phosphanyl]sulfanyl}butanedioate

• ChemBase编号: 652
• 分子式: C10H19O6PS2
• 平均质量: 330.358021
• 单一同位素质量: 330.03606696
• SMILES: S(P(=S)(OC)OC)C(CC(=O)OCC)C(=O)OCC
• Canonical SMILES: CCOC(=O)CC(C(=O)OCC)SP(=S)(OC)OC
• InChI: InChI=1S/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(18,13-3)14-4/h8H,5-7H2,1-4H3
• InChIKey: JXSJBGJIGXNWCI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,4-diethyl 2-{[dimethoxy(sulfanylidene)-$l^{5}-phosphanyl]sulfanyl}butanedioate; 1,4-diethyl 2-{[dimethoxy(sulfanylidene)-λ^5-phosphanyl]sulfanyl}butanedioate
• IUPAC传统名: malathion; paladin; 1,4-diethyl 2-{[dimethoxy(sulfanylidene)-λ^5-phosphanyl]sulfanyl}butanedioate
• 商标名: Calmathion; Carbethoxy malathion; Carbetovur; Carbetox; Celthion; Chemathion; Cimexan; Cleensheen; Cythion; Derbac-M; Detmol MA; Emmatos; Emmatos extra; Ethiolacar; Etiol; Extermathion; Fog 3; Formal; Forthion; Fosfothion; Fosfotion; Fosfotion 550; Fyfanon; Hilthion; Hilthion 25WDP; Karbofos; Kop-Thionkypfosmalacide; Kop-thion; Kypfos; Latka 4049; Lice Rid; Malacide; Malafor; Malagran; Malakill; Malamar; Malamar 50; Malaphele; Malaphos; Malasol; Malaspray; Malathion 60; Malathion E50; Malathion LV Concentrate; Malathiozoo; Malathon; Malation; Malatol; Malatox; Malmed; Malphos; Maltox; Maltox MLT; Moscarda; OMS 1; Organoderm; Ortho Malathion; Ovide; Phosphothion; Prioderm; Sadofos; Sadofos 30; Sadophos; Siptox I; Staeubol-Puder; Suleo-M; Sumitox; TAK; Taskil; Vegfru malatox; Vetiol; Zithiol
• 别名: 马拉硫磷; 马拉硫磷 溶液; Compound 4049; Experimental insecticide 4049; Malathione; Mercaptosuccinic acid diethyl ester; MLT; Carbophos; Carbofos; Maldison; Mercaptothion; Mercaptotion; Oleophosphothion; Insecticide no. 4049; malathion; Malathion; Malathion; Malathion solution; [(Dimethoxyphosphinothioyl)thio]butanedioic Acid Diethyl Ester; 2-(dimethoxyphosphinothioylthio) butanedioic acid diethyl ester; Ortho malathion

登记号

• CAS号: 121-75-5
• EC号: 204-497-7
• MDL号: MFCD00036233
• Beilstein号: 1804525
• PubChem SID: 160964115; 24899302; 24862222; 24869494; 46505287
• PubChem CID: 4004
• CHEBI ID: 6651
• ATC码: QP53AF12; P03AX03
• CHEMBL: 1200468
• Chemspider ID: 3864
• DrugBank ID: DB00772
• KEGG ID: D00534
• 美国药典/FDA物质标识码: U5N7SU872W
• 维基百科标题: Malathion

理论计算性质

JChem

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.8572832
• LogD (pH = 7.4): 1.8572832
• Log P: 1.8572832
• 摩尔折射率: 78.1823 cm^3
• 极化性: 31.96836 Å^3
• 极化表面积: 71.06 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.67
• LOG S: -3.3
• 溶解度: 1.65e-01 g/l

分子性质

理化性质

• 溶解度: 143 mg/L; 145 mg/L at 20 °C in water; Chloroform; Ethyl Acetate; Soluble in ethanol and acetone; very soluble in ethyl ether
• 外观: Clear colorless liquid; Light Yellow Oil
• 熔点: 2.9°C; 2.9 °C
• 沸点: 156°C; 156-157 °C at 0.7 mmHg; 156-157°C
• 闪点: -.4 °F; -18 °C
• 密度: 1.23 g/cm^3; 1.23 g/ml
• 分配系数: 2.36 (octanol/water)
• 疏水性(logP): 2

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere
• RTECS编号: WM8400000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 环境危害性(Nature polluting) (N); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1145; 3082
• 德国WGK号: 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: 11-38-50/53-65-67; 22-43-50/53
• 安全公开号: 16-61-62; 24-37-46-60-61
• GHS危险品标识: GHS02; GHS07; GHS08; GHS09
• GHS警示词: Danger; Warning
• GHS危险声明: H225-H304-H315-H336-H410; H302-H317-H410
• GHS警示性声明: P210-P261-P273-P301 + P310-P331-P501; P273-P280-P501
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1145 3/PG 2; UN 3082 9/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: 96%
• 浓度: 100 ng/μL in cyclohexane
• 级别: analytical standard; certified reference material; PESTANAL®, analytical standard; TraceCERT®
• 包装: ampule of 500 mg
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C10H19O6PS2

详细说明

MP Biomedicals - 05224056

MP Biomedicals Rare Chemical collection

DrugBank - DB00772

• Drug Groups: approved; investigational
• Description: A wide spectrum aliphatic organophosphate insecticide widely used for both domestic and commercial agricultural purposes. [PubChem]
• Indication: For patients infected with Pediculus humanus capitis (head lice and their ova) of the scalp hair.
• Pharmacology: Malathion is an organophosphate insecticide commonly used to control mosquitos and other flying insects. Pharmaceutically, malathion is used to eliminate head lice. The principal toxicological effect of malathion is cholinesterase inhibition, due primarily to malaoxon and to phosphorus thionate impurities.
• Toxicity: Malathion is slightly toxic via the oral route, with reported oral LD₅₀ values of 1000 mg/kg to greater than 10,000 mg/kg in the rat. It is also slightly toxic via the dermal route, with reported dermal LD₅₀ values of greater than 4000 mg/kg in rats. Moderate poisoning can result in chest tightness, difficulty breathing, bradycardia, tachycardia, tremor/ataxia, blurred vision, and confusion. Severe, life-threatening signs include coma, seizures, respiratory arrest, and paralysis. Malathion may also be irritating to the skin and eyes.
• Affected Organisms: Head lice
• Biotransformation: The major metabolites of malathion are the diacid and monoacid metabolites, namely, malathion dicarboxylic acid (DCA) and malathion monocarboxylic acid (MCA). Malaoxon, the active cholinesterase-inhibiting metabolite of malathion, is a minor metabolite. Both malathion and malaoxon are detoxified by carboxyesterases leading to polar, water-soluble compounds that are excreted.
• Absorption: Malathion in an acetone vehicle has been reported to be absorbed through normal human skin only to the extent of 8% of the applied dose. Absorption may be increased when malathion is applied to damaged skin. Malathion is rapidly and effectively absorbed by practically all routes including the gastrointestinal tract, skin, mucous membranes, and lungs. However, it is readily excreted in the urine, and does not accumulate in organs or tissues.
• Half Life: 8-24 hours
• References: Baker EL Jr, Warren M, Zack M, Dobbin RD, Miles JW, Miller S, Alderman L, Teeters WR: Epidemic malathion poisoning in Pakistan malaria workers. Lancet. 1978 Jan 7;1(8054):31-4. [Pubmed] ; Bonner MR, Coble J, Blair A, Beane Freeman LE, Hoppin JA, Sandler DP, Alavanja MC: Malathion exposure and the incidence of cancer in the agricultural health study. Am J Epidemiol. 2007 Nov 1;166(9):1023-34. Epub 2007 Aug 23. [Pubmed] ; Edwards JW, Lee SG, Heath LM, Pisaniello DL: Worker exposure and a risk assessment of malathion and fenthion used in the control of Mediterranean fruit fly in South Australia. Environ Res. 2007 Jan;103(1):38-45. Epub 2006 Aug 17. [Pubmed]
• External Links: Wikipedia; RxList; Drugs.com

Sigma Aldrich - 36143

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

Sigma Aldrich - 31558

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

Sigma Aldrich - 91481

General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
法律信息
TraceCERT 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - PS86

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.

Toronto Research Chemicals - M111000

Used as an insecticide.

参考文献

• Baker EL Jr, Warren M, Zack M, Dobbin RD, Miles JW, Miller S, Alderman L, Teeters WR: Epidemic malathion poisoning in Pakistan malaria workers. Lancet. 1978 Jan 7;1(8054):31-4. Pubmed
• Bonner MR, Coble J, Blair A, Beane Freeman LE, Hoppin JA, Sandler DP, Alavanja MC: Malathion exposure and the incidence of cancer in the agricultural health study. Am J Epidemiol. 2007 Nov 1;166(9):1023-34. Epub 2007 Aug 23. Pubmed
• Edwards JW, Lee SG, Heath LM, Pisaniello DL: Worker exposure and a risk assessment of malathion and fenthion used in the control of Mediterranean fruit fly in South Australia. Environ Res. 2007 Jan;103(1):38-45. Epub 2006 Aug 17. Pubmed