Malaoxon

Names

[ Name ]:
Malaoxon

[Synonym ]:
diethyl 2-[(dimethoxyphosphoryl)thio]succinate
Malathion impurity B
Liromat
Diethyl-2-[(dimethoxyphosphoryl)sulfanyl]butandioat
Malathion-O-analog
dimethoxyphosphorylsulfanyl-succinic acid diethyl ester
Maloxon
rac-malaoxon
diethyl 2-[(dimethoxyphosphoryl)sulfanyl]butanedioate
Diethyl 2-[(dimethoxyphosphoryl)sulfanyl]succinate
Butanedioic acid, 2-[(dimethoxyphosphinyl)thio]-, diethyl ester
Dimethoxyphosphorylmercapto-bernsteinsaeure-diaethylester
MFCD00055461
Butanedioic acid, [(dimethoxyphosphinyl)thio]-, diethyl ester
Malaoxone
Oxycarbophos
Carbethoxy malaoxon
Malaoxon

Biological Activity

[Description]:

Malaoxon is a pesticide metabolite. Malaoxon can induce cellular death in cultured human pulmonary cells. Malaoxon can be used for the research of pulmonary toxicity[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Others >> Others

[References]

[1]. Angelini DJ, et al. The Pesticide Metabolites Paraoxon and Malaoxon Induce Cellular Death by Different Mechanisms in Cultured Human Pulmonary Cells. Int J Toxicol. 2015 Sep-Oct;34(5):433-41.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
376.0±52.0 °C at 760 mmHg

[ Melting Point ]:
<20℃

[ Molecular Formula ]:
C₁₀H₁₉O₇PS

[ Molecular Weight ]:
314.292

[ Flash Point ]:
181.2±30.7 °C

[ Exact Mass ]:
314.058899

[ PSA ]:
123.24000

[ LogP ]:
2.07

[ Appearance of Characters ]:
liquid

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.470

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WM8410000

CHEMICAL NAME :: Succinic acid, mercapto-, diethyl ester, S-ester with O,O-dimethylphosphorothioate

CAS REGISTRY NUMBER :: 1634-78-2

LAST UPDATED :: 199806

DATA ITEMS CITED :: 12

MOLECULAR FORMULA :: C10-H19-O7-P-S

MOLECULAR WEIGHT :: 314.32

WISWESSER LINE NOTATION :: 2OV1YVO2&SPO&O1&O1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 158 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 17500 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 215 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 75 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 119 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - changes in structure or function of salivary glands

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 8200 ug/kg

SEX/DURATION :: female 18 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - other effects Reproductive - Specific Developmental Abnormalities - Central Nervous System

TYPE OF TEST :: Sex chromosome loss and nondisjunction

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 100 umol/L

REFERENCE :: JTEHD6 Journal of Toxicology and Environmental Health. (Hemisphere Pub., 1025 Vermont Ave., NW, Washington, DC 20005) V.1- 1975/76- Volume(issue)/page/year: 8,939,1981

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H310

[ Precautionary Statements ]:
Missing Phrase - N15.00950417-P262-P280-P302 + P352 + P310-P361 + P364

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
F,Xn,N,T

[ Risk Phrases ]:
11-38-50/53-65-67-24/25

[ Safety Phrases ]:
60-61-62-45-36/37/39-46-37-24

[ RIDADR ]:
UN 3018

[ RTECS ]:
WM8410000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Acetylcholinesterase immobilized on magnetic beads for pesticides detection: application to olive oil analysis.

Sensors (Basel.) 12(6) , 7893-904, (2012)

This work presents the development of bioassays and biosensors for the detection of insecticides widely used in the treatment of olive trees. The systems are based on the covalent immobilisation of ac...

Risk assessment of pesticides detected in surface water of the Alqueva reservoir (Guadiana basin, southern of Portugal).

Sci. Total Environ. 488-489 , 208-19, (2014)

The purpose of this study was to evaluate the potential impact of the pesticides detected in the Alqueva reservoir (Guadiana Basin, South Iberian Peninsula) on the aquatic organisms belonging to this ...

Albumin binding as a potential biomarker of exposure to moderately low levels of organophosphorus pesticides.

Biol. Cell 13 , 343-63, (2008)

We have evaluated the potential of plasma albumin to provide a sensitive biomarker of exposure to commonly used organophosphorus pesticides in order to complement the widely used measure of acetylchol...