1634-78-2

Basic information

• Product Name: MALAOXON
• Synonyms: ((dimethoxyphosphinyl)thio)-butanedioicacidiethylester;Butanedioic acid, [(dimethoxyphosphinyl)thio]-, diethyl ester;Carbethoxy malaoxon;carbethoxymalaoxon;Diethyl 2-[(dimethoxyphosphoryl)sulfanyl]succinate;Diethyl mercaptosuccinate S-ester with O,O-dimethyl phosphorothioate;diethylmercaptosuccinates-esterwitho,o-dimethylphosphorothioate;Liromat
• CAS NO: 1634-78-2
• Molecular Formula: C₁₀H₁₉O₇PS
• Molecular Weight: 314.29
• EINECS: 204-497-7
• Product Categories: Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Alpha sort;H-MAlphabetic;M;MA - MD;Pesticides&Metabolites
• Mol File: 1634-78-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: <20℃
• Boiling Point: 114 °C
• Flash Point: -18 °C
• Appearance: /liquid
• Density: 1.248±0.06 g/cm3(Predicted)
• Refractive Index: 1.4696 (589.3 nm 25℃)
• Storage Temp.: 0-6°C
• BRN: 1804523
• CAS DataBase Reference: MALAOXON(CAS DataBase Reference)
• NIST Chemistry Reference: MALAOXON(1634-78-2)
• EPA Substance Registry System: MALAOXON(1634-78-2)

Safety Data

• Hazard Codes: F,Xn,N,T
• Statements: 11-38-50/53-65-67-24/25-43-22
• Safety Statements: 60-61-62-45-36/37/39-46-37-24
• RIDADR: 3018
• WGK Germany: 3
• RTECS: WM8410000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 1634-78-2(Hazardous Substances Data)

Usage

Uses

An active metabolite of Malathion. It is a widely used anticholinesterase phosphorothioate insecticide

General Description

Colorless viscous oily liquid with a weak unpleasant odor.

Air & Water Reactions

MALAOXON may be sensitive to prolonged exposure to air. . Slightly water soluble.

Reactivity Profile

A thioorganophosphate, ester. Organophosphates are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Fire Hazard

MALAOXON is probably combustible.

Safety Profile

Poison by ingestion and intraperitoneal routes. Experimental reproductive effects. Mutation data reported. Whenheated to decomposition it emits toxic fumes of SOx and POx.

InChI:InChI=1/C10H19O6PS2.C8H14O4S/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(18,13-3)14-4;1-3-11-7(9)5-6(13)8(10)12-4-2/h8H,5-7H2,1-4H3;6,13H,3-5H2,1-2H3

Upstream product

• 23060-14-2 diethyl 2-mercaptosuccinate 
• 2090-25-7 tetraethyl 2,2'-dithiodisuccinate 
• 121-45-9 phosphorous acid trimethyl ester 
• 121-75-5 [(dimethoxyphosphinothioyl)thio]-butanedioic acid, diethyl ester 

Downstream Products

• 813-78-5 dimethylphosphoric acid 
• 23060-14-2 diethyl 2-mercaptosuccinate 

Related news

Oxidative cleavage of a carboxyester bond as a mechanism of resistance to MALAOXON (cas 1634-78-2) in houseflies08/01/2019

The synergistic effect of triphenyl phosphate (a carboxyesterase inhibitor), sesamex (inhibitor of microsomal oxidation) and O,O-diethyl O-phenyl phosphorothioate on the toxicity of malathion and malaoxon for one susceptible and two resistant strains of housefly was studies. It was found that in...detailed

The oxidative metabolism of malathion and MALAOXON (cas 1634-78-2) in resistant and susceptible strains of Drosophila melanogaster07/30/2019

The basis of malathion resistance was examined by comparisons of susceptible and resistant strains of Drosophila melanogaster. Increased levels of mixed-function oxidase (MFO) activity were highly correlated (r = +0.95, Pdetailed

Toxicodynamics of MALAOXON (cas 1634-78-2) in house flies07/26/2019

The fate of malaoxon was studied in a susceptible and a resistant strain of house fly following topical application. Sublethal doses were used: 160 pmol for the S-strain (0.17 × LD50) and 1570 pmol for the R-strain (0.1 × LD50). The penetration rates are dose dependent and semilog plots of the...detailed

Probing the chiral separation mechanism and the absolute configuration of malathion, MALAOXON (cas 1634-78-2) and isomalathion enantiomers by chiral high performance liquid chromatography coupled with chiral detector–binding energy computations07/25/2019

Chiral separation mechanism determination and absolute configuration assignment are fundamental to the development of chiral stationary phases (CSPs) and the evaluation of both the enantioselective bioactivity and fate of chiral compounds. This work investigated the process of chiral separation ...detailed

Relevant articles and documents

Effect of chlorination on anti-acetylcholinesterase activity of organophosphorus insecticide solutions and contributions of the parent insecticides and their oxons to the activity

Organophosphorus insecticides are known to be partly transformed to their respective oxons during the chlorination step of drinking water treatment. For most organophosphorus insecticides, the toxicological endpoint for determining acceptable daily intake levels is inhibition of acetylcholinesterase (AChE). Like the parent insecticides, oxons also inhibit AChE, so the presence of oxons in drinking water is also evaluated. However, no attention is paid to the possible presence of transformation products (TPs) other than oxons. In the present study, we determined whether the anti-AChE activity observed for chlorinated solutions of the organophosphorus insecticides malathion and methidathion could be solely attributed to the parent compounds and their oxons. Upon chlorination, both malathion and methidathion were immediately transformed to their oxons; the maximum transformation ratios were 60percent and 30percent, respectively, indicating that at least 40percent and 70percent of these compounds were transformed into other TPs. Before chlorination, malathion- and methidathion-containing solutions exhibited little to no anti-AChE activity, but the solutions showed strong activity after chlorination. The contributions of the parent insecticides and their oxons to the activities of the chlorinated samples were calculated from the concentrations of the compounds in the samples and dose–response curves for chemical standards of the compounds. For both the malathion-containing solution and the methidathion-containing solution, the calculated anti-AChE activities were almost the same as the observed activities at every chlorination time. This suggests that the observed activities could be attributed solely to the parent insecticides and their oxons, indicating that other TPs need not be considered.

A new method for the determination of some organophosphate insecticides

A quick and convenient method has been developed for milligram determination of some organophosphate insecticides. The sample is allowed to react with a calculated excess of (0.1 N) chloramine-T reagent in the presence of glacial acetic acid for 10-15 min at room temperature. After the reaction is over, KI solution (10%) is added and the unreacted reagent is back-titrated with 1 N solution of sodium thiosulfate to starch end-point. The method is applied for the determination of technical preparations of malathion (95%), dimethoate (90%), ethion (95%) and phorate (97%). The results are within the error of ±1.0%.