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Substance Name: Fenthion [INN:BAN]
RN: 55-38-9
UNII: BL0L45OVKT
InChIKey: PNVJTZOFSHSLTO-UHFFFAOYSA-N

Note

  • Potent cholinesterase inhibitor used as an insecticide and acaricide.

Molecular Formula

  • C10-H15-O3-P-S2

Molecular Weight

  • 278.3315
 

Classification Codes

Classification Codes

  • Acaricide
  • Agricultural Chemical
  • Avicide
  • Cholinergic Agents
  • Cholinesterase Inhibitors
  • Enzyme Inhibitors
  • Human Data
  • Insect Attractant, Repellent and Chemosterilant
  • Insecticide
  • Insecticides
  • Mutation Data
  • Neurotransmitter Agents
  • Pesticides
  • Reproductive Effect
  • Tumor Data

Superlist Classification Code

  • TWA 0.2 mg/m3; skin; Not classifiable as a human carcinogen; BEI

Names and Synonyms

Name of Substance

  • Fenthion
  • Fenthion [BSI:ISO]
  • Fenthion [INN:BAN]

MeSH Heading

  • Fenthion

Synonyms

  • 4-Methylmercapto-3-methylphenyl dimethyl thiophosphate
  • AI3-25540
  • B 29493
  • BAY 29493
  • Bay-Bassa
  • Baycid
  • Bayer 29493
  • Bayer 9007
  • Bayer S-1752
  • Baytex
  • BRN 1974129
  • Caswell No. 456F
  • CCRIS 310
  • EINECS 200-231-9
  • ENT 25,540
  • Entex
  • EPA Pesticide Chemical Code 053301
  • Fenthion
  • Fenthion 4E
  • Fenthion-methyl
  • Fenthione
  • Figuron
  • HSDB 1403
  • Lebaycid
  • m-Cresol, 4-(methylthio)-, O-ester with O,O-dimethyl phosphorothioate
  • Mercaptophos
  • MPP
  • MPP (pesticide)
  • NCI-C08651
  • O,O-Dimethyl O-(3-methyl-4-(methylthio)phenyl)phosphorothioate
  • O,O-Dimethyl O-(3-methyl-4-methylmercaptophenyl)phosphorothioate
  • O,O-Dimethyl O-(3-methyl-4-methylthio-fenyl)-monothiofosfaat
  • O,O-Dimethyl O-(3-methyl-4-methylthio-fenyl)-monothiofosfaat [Dutch]
  • O,O-Dimethyl O-(4-(methylthio)-m-tolyl) phosphorothioate
  • O,O-Dimethyl O-(4-methylmercapto-3-methylphenyl) thionophosphate
  • O,O-Dimethyl O-(4-methylthio-3-methylphenyl) phosphorothioate
  • O,O-Dimethyl O-(4-methylthio-3-methylphenyl) thiophosphate
  • O,O-Dimethyl O-3-methyl-4-methylthiophenyl phosphorothioate
  • O,O-Dimethyl O-4-(methylmercapto)-3-methylphenyl phosphorothioate
  • O,O-Dimethyl-O-(3-methyl-4-methylmercaptophenyl)phosphorothioate
  • O,O-Dimethyl-O-(3-methyl-4-methylthio-fenyl)-monothiofosfaat
  • O,O-Dimethyl-O-(3-methyl-4-methylthio-fenyl)-monothiofosfaat [Dutch]
  • O,O-Dimethyl-O-(3-methyl-4-methylthio-phenyl)-thionophosphat
  • O,O-Dimethyl-O-(3-methyl-4-methylthio-phenyl)-thionophosphat [German]
  • O,O-Dimethyl-O-(3-methyl-4-methylthiophenyl)-monothiophosphat
  • O,O-Dimethyl-O-(3-methyl-4-methylthiophenyl)-monothiophosphat [German]
  • O,O-Dimethyl-O-4-(methylmercapto)-3-methylphenyl phosphorothioate
  • O,O-Dimethyl-O-4-(methylmercapto)-3-methylphenyl thiophosphate
  • O,O-Dimetil-O-(3-metil-4-metiltio-fenil)-monotiofosfato
  • O,O-Dimetil-O-(3-metil-4-metiltio-fenil)-monotiofosfato [Italian]
  • OMS 2
  • Phenthion
  • Pro-Spot
  • Queletox
  • S 1752
  • Spotton
  • Sulfidophos
  • Talodex
  • Thiophosphate de O,O-dimethyle et de O-(3-methyl-4-methylthiophenyle)
  • Thiophosphate de O,O-dimethyle et de O-(3-methyl-4-methylthiophenyle) [French]
  • Tiguvon
  • UNII-BL0L45OVKT

Systematic Names

  • Fenthion
  • O,O-Dimethyl O-4-methylthio-m-tolyl phosphorothioate
  • Phosphorothioic acid, O,O-dimethyl O-(3-methyl-4-(methylthio)phenyl) ester
  • Phosphorothioic acid, O,O-dimethyl O-(4-(methylthio)-m-tolyl) ester

Superlist Names

  • Fenthion
  • Phosphorothioic acid, O,O-dimethyl O-(3-methyl-4-(methylthio)phenyl) ester

Registry Numbers

CAS Registry Number

  • 55-38-9

FDA UNII

  • BL0L45OVKT

System Generated Number

  • 0000055389

Structure Descriptors

InChI

1S/C10H15O3PS2/c1-8-7-9(5-6-10(8)16-4)13-14(15,11-2)12-3/h5-7H,1-4H3

InChIKey

PNVJTZOFSHSLTO-UHFFFAOYSA-N

Smiles

c1(OP(OC)(OC)=S)cc(c(SC)cc1)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 1300ug/kg (1.3mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
chicken LD50 intraperitoneal 20mg/kg (20mg/kg)   Environmental Quality and Safety. Vol. 3, Pg. 173, 1974.
chicken LD50 oral 20mg/kg (20mg/kg)   Environmental Quality and Safety. Vol. 3, Pg. 173, 1974.
dog LD50 intramuscular 40mg/kg (40mg/kg)   Veterinary Medical Review. No.1, 1964- No.1/2, 1975. For Publisher information, see: VVMRDIVol. (2-3), Pg. 273, 1967.
domestic animals - goat/sheep LD50 intramuscular 46mg/kg (46mg/kg)   Veterinariya. Veterinary Science. Vol. 54(12), Pg. 94, 1978.
duck LD50 oral 5900ug/kg (5.9mg/kg)   Down to Earth. Vol. 35, Pg. 25, 1979.
duck LD50 skin 44mg/kg (44mg/kg)   Toxicology and Applied Pharmacology. Vol. 47, Pg. 451, 1979.
guinea pig LCLo inhalation 1gm/m3/2H (1000mg/m3)   "Pflanzenschutz-und Schaedlingsbekaempfungsmittel: Abriss einer Toxikologie und Therapie von Vergiftungen," 2nd ed., Klimmer, O.R., Hattingen, Fed. Rep. Ger., Hundt-Verlag, 1971Vol. -, Pg. 27, 1971.
guinea pig LD50 intraperitoneal 310mg/kg (310mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 86, 1964.
guinea pig LD50 oral 260mg/kg (260mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 86, 1964.
human LDLo unreported 50mg/kg (50mg/kg)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 5, Pg. 267, 1986.
mammal (species unspecified) LD50 intramuscular 46200ug/kg (46.2mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Veterinariya. Veterinary Science. Vol. 54(12), Pg. 94, 1978.
mammal (species unspecified) LD50 oral 105mg/kg (105mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Veterinariya. Veterinary Science. Vol. 54(12), Pg. 94, 1978.
man TDLo oral 643uL/kg (0.643mL/kg) PERIPHERAL NERVE AND SENSATION: FASCICULATIONS

CARDIAC: PULSE RATE

BEHAVIORAL: ATAXIA
Human & Experimental Toxicology. Vol. 14, Pg. 600, 1995.
man TDLo oral 1429uL/kg (1.429mL/kg) SKIN AND APPENDAGES (SKIN): SWEATING: OTHER

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Japanese Journal of Acute Medicine. Vol. 14, Pg. 789, 1990.
man TDLo oral 3571uL/kg (3.571mL/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 32, Pg. 1456, 1990.
man TDLo oral 257mg/kg (257mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Journal of Toxicology, Clinical Toxicology. Vol. 19, Pg. 425, 1982.
mouse LCLo inhalation 1gm/m3/2H (1000mg/m3)   "Pflanzenschutz-und Schaedlingsbekaempfungsmittel: Abriss einer Toxikologie und Therapie von Vergiftungen," 2nd ed., Klimmer, O.R., Hattingen, Fed. Rep. Ger., Hundt-Verlag, 1971Vol. -, Pg. 27, 1971.
mouse LD50 intracrebral 50mg/kg (50mg/kg)   Pesticide Biochemistry and Physiology. Vol. 8, Pg. 302, 1978.
mouse LD50 intraperitoneal 125mg/kg (125mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 86, 1964.
mouse LD50 intravenous 320mg/kg (320mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00142,
mouse LD50 oral 88100ug/kg (88.1mg/kg)   Hokkaidoritsu Eisei Kenkyushoho. Report of the Hokkaido Institute of Public Health. Vol. 30, Pg. 53, 1980.
mouse LD50 skin 500mg/kg (500mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 1, Pg. 74, 1967.
mouse LD50 subcutaneous 144mg/kg (144mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 1, Pg. 74, 1967.
pigeon LD50 oral 1780ug/kg (1.78mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
quail LD50 oral 11mg/kg (11mg/kg)   Toxicology and Applied Pharmacology. Vol. 20, Pg. 57, 1971.
rabbit LCLo inhalation 1gm/m3/2H (1000mg/m3)   "Pflanzenschutz-und Schaedlingsbekaempfungsmittel: Abriss einer Toxikologie und Therapie von Vergiftungen," 2nd ed., Klimmer, O.R., Hattingen, Fed. Rep. Ger., Hundt-Verlag, 1971Vol. -, Pg. 27, 1971.
rabbit LD50 oral 150mg/kg (150mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

KIDNEY, URETER, AND BLADDER: OTHER CHANGES

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Bulletin of the World Health Organization. Vol. 29, Pg. 205, 1963.
rat LC50 inhalation 800mg/m3/4H (800mg/m3)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 6, Pg. 646, 1991.
rat LD50 intraperitoneal 260mg/kg (260mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 86, 1964.
rat LD50 oral 180mg/kg (180mg/kg)   Khimiya v Sel'skom Khozyaistve. Chemistry in Agriculture. Vol. 16(2), Pg. 59, 1978.
rat LD50 skin 330mg/kg (330mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR

BEHAVIORAL: EXCITEMENT
Toxicology and Applied Pharmacology. Vol. 2, Pg. 88, 1960.
women TDLo oral 1200uL/kg (1.2mL/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

CARDIAC: PULSE RATE

BEHAVIORAL: COMA
Human & Experimental Toxicology. Vol. 14, Pg. 600, 1995.
women TDLo oral 525mg/kg (525mg/kg) SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Human & Experimental Toxicology. Vol. 9, Pg. 187, 1990.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 7.5 deg C   EXP
log P (octanol-water) 4.09 (none)   EXP
Water Solubility 7.5 mg/L 20 EXP
Vapor Pressure 1.05E-05 mm Hg 25 EXP
Henry's Law Constant 1.46E-06 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 7.11E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.