malathion
butanedioic acid, ((dimethoxyphosphinothioyl)thio)-, diethyl ester
 
Notes:
a wide spectrum aliphatic organophosphate insecticide widely used for both domestic and commercial agricultural purposes.
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CAS Number: 121-75-5Picture of molecule3D/inchi
Other: 11096-67-6
ECHA EINECS - REACH Pre-Reg: 204-497-7
FDA UNII: U5N7SU872W
Nikkaji Web: J381F
Beilstein Number: 1804525
MDL: MFCD00036233
XlogP3-AA: 2.40 (est)
Molecular Weight: 330.36039200
Formula: C10 H19 O6 P S2
NMR Predictor: Predict (works with chrome or firefox)
Category: herbicides / pesticides
 
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Physical Properties:
Appearance: yellow to dark-brown liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 2.80 °C. @ 760.00 mm Hg
logP (o/w): 2.360
Soluble in:
 water, 143 mg/L @ 20 °C (exp)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Sigma-Aldrich
For experimental / research use only.
Malathion PESTANAL®, analytical standard
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-bird - wild LD50  400 mg/kg
Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.

intraarterial-cat LDLo  1820 ug/kg
"Boron, Metallo-Boron Compounds and Boranes," Adams, R.M., ed., New York, John Wiley & Sons, Inc., 1964Vol. -, Pg. 693, 1964.

oral-cattle LD50  53 mg/kg
PERIPHERAL NERVE AND SENSATION: FASCICULATIONS BEHAVIORAL: REGIDITY BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Indian Veterinary Journal. Vol. 56, Pg. 650, 1979.

unreported-cattle LD50  53 mg/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.

oral-chicken LD50  600 mg/kg
BEHAVIORAL: FOOD INTAKE (ANIMAL)
Indian Journal of Experimental Biology. Vol. 9, Pg. 455, 1971.

intraperitoneal-dog LD50  1857 mg/kg
Toxicology and Applied Pharmacology. Vol. 15, Pg. 244, 1969.

oral-duck LD50  1485 ug/kg
Down to Earth. Vol. 35, Pg. 25, 1979.

intraperitoneal-guinea pig LD50  271 mg/kg
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 236, Pg. 202, 1959.

oral-guinea pig LD50  570 mg/kg
Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 626, 1955.

intraperitoneal-hamster LD50  2400 mg/kg
Archives of Toxicology. Vol. 58, Pg. 152, 1986.

unreported-mammal (species unspecified) LD50  500 mg/kg
"Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 357, 1971.

oral-man LDLo  471 mg/kg
LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: COMA VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Archiv fuer Toxikologie. Vol. 23, Pg. 11, 1967.

intravenous-man TDLo  14 uL/kg
VASCULAR: OTHER CHANGES SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Japanese Journal of Acute Medicine. Vol. 16, Pg. 367, 1992.

intraperitoneal-mouse LD50  193 mg/kg
Proceedings of the Society for Experimental Biology and Medicine. Vol. 129, Pg. 699, 1968.

intravenous-mouse LD50  184 mg/kg
Bratislavske Lekarske Listy. Vol. 38, Pg. 151, 1958.

oral-mouse LD50  190 mg/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.

unreported-mouse LD50  375 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(3), Pg. 4, 1985.

oral-rabbit LDLo  1200 mg/kg
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
U.S. Army, Environmental Hygiene Agency Reports. Vol. 99-002-74/1976

intraperitoneal-rat LD50  250 mg/kg
Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1926, 1972.

intravenous-rat LD50  50 mg/kg
Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 626, 1955.

oral-rat LD50  290 mg/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.

unreported-rat LD50  450 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(3), Pg. 4, 1985.

Dermal Toxicity:
skin-guinea pig LD50 6700 mg/kg
Toxicological Information on Cyanamid Insecticides. Vol. 8/1966

subcutaneous-guinea pig LD50 450 mg/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.

skin-mouse LD50 2330 mg/kg
Agricultural and Biological Chemistry. Vol. 27, Pg. 684, 1963.

subcutaneous-mouse LD50 221 mg/kg
Osaka Igaku Zasshi. Vol. 71, Pg. 6099, 1959.

skin-rabbit LD50 4100 mg/kg
"Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 142, 1976.

subcutaneous-rabbit LD50 280 mg/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.

skin-rat LD50 > 4444 mg/kg
Proceedings of the Annual Meeting of the New Jersey Mosquito Extermination Association. Vol. -, Pg. 155, 1957.

subcutaneous-rat LD50 400 mg/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.

Inhalation Toxicity:
inhalation-cat LCLo 10 mg/m3/4H
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 56, 1982.

inhalation-rat LC50 43790 ug/m3/4H
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 56(2), Pg. 80, 1991.

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Safety in Use Information:
Category: herbicides / pesticides
Recommendation for malathion usage levels up to:
 not for fragrance use.
 
Recommendation for malathion flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Retrospective analysis of the immunotoxic effects of plant protection products as reported in the Draft Assessment Reports for their peer review at EU level
View page or View pdf
Outcome of the consultation with Member States, the applicant and EFSA on the pesticide risk assessment for malathion in light of confirmatory data
View page or View pdf
EPI System: View
ClinicalTrials.gov: search
Daily Med: search
NIOSH International Chemical Safety Cards: search
NIOSH Pocket Guide: search
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
Carcinogenic Potency Database: Search
EPA GENetic TOXicology: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 4004
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 diethyl 2-dimethoxyphosphinothioylsulfanylbutanedioate
Chemidplus: 0000121755
EPA/NOAA CAMEO: hazardous materials
RTECS: 121-75-5
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References:
 diethyl 2-dimethoxyphosphinothioylsulfanylbutanedioate
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 121-75-5
Pubchem (cid): 4004
Pubchem (sid): 134973192
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
UM BBD: Search
KEGG (GenomeNet): C07497
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
S-(1,2-bis(aethoxy-carbonyl)-aethyl)-O,O-dimethyl-dithiophosphat
 american cyanamid 4,049
 butanedioic acid, ((dimethoxyphosphinothioyl)-thio)-, diethyl ester, (+-)-
 butanedioic acid, ((dimethoxyphosphinothioyl)thio)-, diethyl ester
 camathion
 carbethoxy malathion
S-(1,2-bis(carbethoxy)ethyl) O,O-dimethyl dithiophosphate
 carbetovur
 carbetox
 carbofos
 carbophos
 chemathion
 cimexan
 compound 4049
 cythion
 detmol MA
S-(1,2-di(ethoxycarbonyl)ethyl) dimethyl phosphorothiolothionate
S-(1,2-dicarbethoxyethyl) O,O-dimethyldithiophosphate
 dicarboethoxyethyl O,O-dimethyl phosphorodithioate
 diethyl ((dimethoxyphosphinothioyl)thio)butanedioate
 diethyl (+-)-mercaptosuccinate, S-ester with O,O-dimethyl phosphorodithioate
 diethyl (dimethoxyphosphinothioylthio)succinate
 diethyl 2-dimethoxyphosphinothioylsulfanylbutanedioate
 diethyl mercaptosuccinate S-ester with O,O-dimethylphosphorodithioate
 diethyl mercaptosuccinate, O,O-dimethyl dithiophosphate, S-ester
 diethyl(dimethoxythiophosphorylthio)succinate
((dimethoxyphosphinothioyl)thio)butanedioic acid diethyl ester
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-dikarbetoxylethylditiofosfat
O,O-dimethyldithiophosphate diethylmercaptosuccinate
 dithiophosphate de O,O-dimethyle et de S-(1,2-dicarboethoxyethyle)
 dithiophosphate de O,O-dimethyle et de S-(1,2-dicarboethoxyethyle) [French]
 dorthion
 emmatos extra
 ethiolacar
S-(1,2-bis(ethoxy-carbonyl)-ethyl)-O,O-dimethyl-dithiofosfaat
 forthion
 fosfothion
 fosfotion
 fosfotion 550
 fyfanon
 hilthion
 insecticide no. 4049
 karbofos
 kill-a-mite
 kop-thion
 kypfos
 latka 4049
 malacide
 malafor
 malagran
 malakill
 malamar
 malamar 50
 malaphos
 malaspray
 malathiazol
 malathion E50
 malathyl
 malatol
 malatox
 maldison
 malphos
 mercaptosuccinic acid diethyl ester
 mercaptothion
 mercaptotion
 moscarda
 oleophosphothion
 phosphorodithioic acid, O,O-dimethyl ester, S-ester with diethyl mercaptosuccinate
 phosphothion
 sadofos
 sadophos
 succinic acid, mercapto-, diethyl ester, S-ester with O,O-dimethyl phosphorodithioate
 succinic acid, mercapto-, diethyl ester, S-ester with O,O-dimethylphosphorodithioate
 sumitox
 TAK
 taskil
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