ChemIDplus A TOXNET DATABASE

Substance Name: Malathion [USP:BAN]
RN: 121-75-5
InChIKey: JXSJBGJIGXNWCI-UHFFFAOYSA-N

Note

  • A wide spectrum aliphatic organophosphate insecticide widely used for both domestic and commercial agricultural purposes.

Molecular Formula

  • C10-H19-O6-P-S2

Molecular Weight

  • 330.3601
 

Classification Codes

Classification Codes

  • Acaricide
  • Agricultural Chemical
  • Cholinergic Agents
  • Cholinesterase inhibitors
  • Enzyme Inhibitors
  • Human Data
  • Insecticide
  • Insecticides
  • Mutation data
  • Neurotransmitter Agents
  • Pediculicide
  • Pesticides
  • Reproductive Effect
  • Tumor data

Superlist Classification Codes

  • Overall Carcinogenic Evaluation: Group 3
  • Reportable Quantity (RQ) = 100 lb
  • TWA 10 mg/m3; skin; Not classifiable as a human carcinogen; BEI
  • TWA 15 mg/m3 total dust; skin

Names and Synonyms

Name of Substance

  • Malathion
  • Malathion [USP:BAN]

MeSH Heading

  • Malathion

Synonyms

  • ((Dimethoxyphosphinothioyl)thio)butanedioic acid diethyl ester
  • 4-03-00-01136 (Beilstein Handbook Reference)
  • AC 26691
  • AI3-17034
  • American cyanamid 4,049
  • BRN 1804525
  • Butanedioic acid, ((dimethoxyphosphinothioyl)-thio)-, diethyl ester, (+-)-
  • Butanedioic acid, ((dimethoxyphosphinothioyl)thio)-, diethyl ester
  • Camathion
  • Carbethoxy malathion
  • Carbetovur
  • Carbetox
  • Carbofos
  • Carbophos
  • CCRIS 368
  • Chemathion
  • Cimexan
  • Compound 4049
  • Cythion
  • Detmol MA
  • Dicarboethoxyethyl O,O-dimethyl phosphorodithioate
  • Diethyl ((dimethoxyphosphinothioyl)thio)butanedioate
  • Diethyl (+-)-mercaptosuccinate, S-ester with O,O-dimethyl phosphorodithioate
  • Diethyl (dimethoxyphosphinothioylthio)succinate
  • Diethyl mercaptosuccinate S-ester with O,O-dimethylphosphorodithioate
  • Diethyl mercaptosuccinate, O,O-dimethyl dithiophosphate, S-ester
  • Diethyl(dimethoxythiophosphorylthio)succinate
  • Dithiophosphate de O,O-dimethyle et de S-(1,2-dicarboethoxyethyle)
  • Dithiophosphate de O,O-dimethyle et de S-(1,2-dicarboethoxyethyle) [French]
  • Dorthion
  • EINECS 204-497-7
  • EL 4049
  • Emmatos Extra
  • Ethiolacar
  • Etiol
  • Extermathion
  • Flair
  • Forthion
  • Fosfothion
  • Fosfotion
  • Fosfotion 550
  • Fyfanon
  • Hilthion
  • HSDB 665
  • IFO 13140
  • Insecticide No. 4049
  • Karbofos
  • Kill-A-Mite
  • Kop-thion
  • Kypfos
  • Latka 4049
  • Latka 4049 [Czech]
  • Malacide
  • Malafor
  • Malagran
  • Malakill
  • Malamar
  • Malamar 50
  • Malaphos
  • Malasol
  • Malaspray
  • Malataf
  • Malathiazol
  • Malathion
  • Malathion E50
  • Malathion LV concentrate
  • Malathon
  • Malathyl
  • Malation
  • Malation [Polish]
  • Malatol
  • Malatox
  • Maldison
  • Malmed
  • Malphos
  • Mercaptosuccinic acid diethyl ester
  • Mercaptothion
  • Mercaptotion
  • Mercaptotion [Spanish]
  • Moscarda
  • NCI-C00215
  • NSC 6524
  • O,O-Dimethyl S-(1,2-bis(ethoxycarbonyl)ethyl) dithiophosphate
  • O,O-Dimethyl S-(1,2-dicarbethoxyethyl) dithiophosphate
  • O,O-Dimethyl S-(1,2-dicarbethoxyethyl)phosphorodithioate
  • O,O-Dimethyl S-1,2-di(ethoxycarbamyl)ethyl phosphorodithioate
  • O,O-Dimethyl-S-1,2-(dicarbaethoxyaethyl)-dithiophosphat
  • O,O-Dimethyl-S-1,2-(dicarbaethoxyaethyl)-dithiophosphat [German]
  • O,O-Dimethyl-S-1,2-dikarbetoxylethylditiofosfat
  • O,O-Dimethyl-S-1,2-dikarbetoxylethylditiofosfat [Czech]
  • O,O-Dimethyldithiophosphate diethylmercaptosuccinate
  • O,O-Dwumetylo-S-1,2-bis(karboetoksyetylo)-dwutiofosforan
  • O,O-Dwumetylo-S-1,2-bis(karboetoksyetylo)-dwutiofosforan [Polish]
  • Oleophosphothion
  • Ortho malathion
  • Ovide
  • Phosphorodithioic acid, O,O-dimethyl ester, S-ester with diethyl mercaptosuccinate
  • Phosphothion
  • Prioderm
  • S-(1,2-Bis(aethoxy-carbonyl)-aethyl)-O,O-dimethyl-dithiophosphat
  • S-(1,2-Bis(aethoxy-carbonyl)-aethyl)-O,O-dimethyl-dithiophosphat [German]
  • S-(1,2-Bis(carbethoxy)ethyl) O,O-dimethyl dithiophosphate
  • S-(1,2-Bis(ethoxy-carbonyl)-ethyl)-O,O-dimethyl-dithiofosfaat
  • S-(1,2-Bis(ethoxy-carbonyl)-ethyl)-O,O-dimethyl-dithiofosfaat [Dutch]
  • S-(1,2-Bis(ethoxycarbonyl)ethyl) O,O-dimethyl phosphorodithioate
  • S-(1,2-Bis(etossi-carbonil)-etil)-O,O-dimetil-ditiofosfato
  • S-(1,2-Bis(etossi-carbonil)-etil)-O,O-dimetil-ditiofosfato [Italian]
  • S-(1,2-Di(ethoxycarbonyl)ethyl) dimethyl phosphorothiolothionate
  • S-(1,2-Dicarbethoxyethyl) O,O-dimethyldithiophosphate
  • S-(1,2-Dicarbethoxyethyl) O,O-dimethylphosphorodithioate
  • S-1,2-Bis(ethoxycarbonyl)ethyl-O,O-dimethyl thiophosphate
  • Sadofos
  • Sadophos
  • SF 60
  • Siptox I
  • Succinic acid, mercapto-, diethyl ester, S-ester with O,O-dimethyl phosphorodithioate
  • Sumitox
  • TAK
  • Taskil
  • TM-4049
  • UN 2783
  • UNII-U5N7SU872W

Systematic Names

  • Butanedioic acid, ((dimethoxyphosphinothioyl)thio)-, diethyl ester
  • Malathion
  • Succinic acid, mercapto-, diethyl ester, S-ester with O,O-dimethylphosphorodithioate

Superlist Names

  • Butanedioic acid, ((dimethoxyphosphinothioyl)thio)-, diethyl ester
  • Malathion

Registry Numbers

CAS Registry Number

  • 121-75-5

Other Registry Numbers

  • 11096-67-6
  • 11130-60-2
  • 12737-19-8
  • 12767-62-3
  • 141263-96-9
  • 75513-83-6

System Generated Number

  • 0000121755

Structure Descriptors

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

Smiles

CCOC(=O)CC(C(=O)OCC)SP(=S)(OC)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 400mg/kg (400mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
Link to PubMed
cat LCLo inhalation 10mg/m3/4H (10mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 56, 1982.
cat LDLo intraarterial 1820ug/kg (1.82mg/kg)   "Boron, Metallo-Boron Compounds and Boranes," Adams, R.M., ed., New York, John Wiley & Sons, Inc., 1964Vol. -, Pg. 693, 1964.
cattle LD50 oral 53mg/kg (53mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

PERIPHERAL NERVE AND SENSATION: FASCICULATIONS

BEHAVIORAL: REGIDITY
Indian Veterinary Journal. Vol. 56, Pg. 650, 1979.
cattle LD50 unreported 53mg/kg (53mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: EXCITEMENT
Indian Journal of Animal Sciences. Vol. 49, Pg. 314, 1979.
chicken LD50 oral 600mg/kg (600mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL) Indian Journal of Experimental Biology. Vol. 9, Pg. 455, 1971.
Link to PubMed
dog LD50 intraperitoneal 1857mg/kg (1857mg/kg)   Toxicology and Applied Pharmacology. Vol. 15, Pg. 244, 1969.
Link to PubMed
domestic animals - goat/sheep LD50 oral 500mg/kg (500mg/kg)   "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.
duck LD50 oral 1485ug/kg (1.485mg/kg)   Down to Earth. Vol. 35, Pg. 25, 1979.
guinea pig LD50 intraperitoneal 271mg/kg (271mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 236, Pg. 202, 1959.
guinea pig LD50 oral 570mg/kg (570mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 626, 1955.
Link to PubMed
guinea pig LD50 skin 6700mg/kg (6700mg/kg)   Toxicological Information on Cyanamid Insecticides. Vol. 8/1966,
guinea pig LD50 subcutaneous 450mg/kg (450mg/kg)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 7, Pg. 122, 1965.
guinea pig LD50 subcutaneous 450mg/kg (450mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 7, Pg. 122, 1965.
hamster LD50 intraperitoneal 2400mg/kg (2400mg/kg)   Archives of Toxicology. Vol. 58, Pg. 152, 1986.
Link to PubMed
mammal (species unspecified) LD50 unreported 500mg/kg (500mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 357, 1971.
man LDLo oral 471mg/kg (471mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Archiv fuer Toxikologie. Vol. 23, Pg. 11, 1967.
man TDLo intravenous 14uL/kg (.014mL/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

VASCULAR: OTHER CHANGES
Japanese Journal of Acute Medicine. Vol. 16, Pg. 367, 1992.
mouse LD50 intraperitoneal 193mg/kg (193mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 129, Pg. 699, 1968.
Link to PubMed
mouse LD50 intravenous 184mg/kg (184mg/kg)   Bratislavske Lekarske Listy. Vol. 38, Pg. 151, 1958.
mouse LD50 oral 190mg/kg (190mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 56, 1982.
mouse LD50 skin 2330mg/kg (2330mg/kg)   Agricultural and Biological Chemistry. Vol. 27, Pg. 684, 1963.
mouse LD50 subcutaneous 221mg/kg (221mg/kg)   Osaka Igaku Zasshi. Vol. 71, Pg. 6099, 1959.
mouse LD50 unreported 375mg/kg (375mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(3), Pg. 4, 1985.
rabbit LD50 skin 4100mg/kg (4100mg/kg)   "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 142, 1976.
rabbit LD50 subcutaneous 280mg/kg (280mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 7, Pg. 122, 1965.
rabbit LDLo oral 1200mg/kg (1200mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION U.S. Army, Environmental Hygiene Agency Reports. Vol. 99-002-74/1976,
rat LC50 inhalation 43790ug/m3/4H (43.79mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 56(2), Pg. 80, 1991.
rat LD50 intraperitoneal 250mg/kg (250mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1926, 1972.
Link to PubMed
rat LD50 intravenous 50mg/kg (50mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 626, 1955.
Link to PubMed
rat LD50 oral 290mg/kg (290mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 56, 1982.
rat LD50 skin > 4444mg/kg (4444mg/kg)   Proceedings of the Annual Meeting of the New Jersey Mosquito Extermination Association. Vol. -, Pg. 155, 1957.
rat LD50 subcutaneous 400mg/kg (400mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 7, Pg. 122, 1965.
rat LD50 unreported 450mg/kg (450mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(3), Pg. 4, 1985.
women LDLo oral 8mL/kg (8mL/kg) GASTROINTESTINAL: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Forensic Science International. Vol. 95, Pg. 89, 1998.
Link to PubMed
women LDLo oral 246mg/kg (246mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Archives of Environmental Health. Vol. 33, Pg. 240, 1978.
Link to PubMed
women TDLo oral 200uL/kg (.2mL/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF ENDOCRINE PANCREAS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: COMA
Israel Journal of Medical Sciences. Vol. 30, Pg. 855, 1994.
Link to PubMed
women TDLo oral 300uL/kg (.3mL/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI
Human & Experimental Toxicology. Vol. 13, Pg. 271, 1994.
Link to PubMed

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 2.8 deg C   EXP
log P (octanol-water) 2.36 (none)   EXP
Water Solubility 143 mg/L 20 EXP
Vapor Pressure 3.38E-06 mm Hg 25 EXP
Henry's Law Constant 4.89E-09 atm-m3/mole 25 EXP
Atmospheric OH Rate Constant 7.74E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by Syracuse Research Corporation.
See all available property data for this compound, including references.