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Substance Name: Tetrachlorvinphos [BSI:ISO]
RN: 22248-79-9
UNII: DM33MW89QU
InChIKey: UBCKGWBNUIFUST-YHYXMXQVSA-N

Note

  • An organophosphate cholinesterase inhibitor that is used as an insecticide. It has low mammalian toxicity. (From Merck Index, 11th ed)

Molecular Formula

  • C10-H9-Cl4-O4-P

Molecular Weight

  • 365.9631
 

Classification Codes

Classification Codes

  • Agricultural Chemical
  • Cholinergic Agents
  • Cholinesterase Inhibitors
  • Enzyme Inhibitors
  • Insecticide
  • Insecticide (Veterinary)
  • Insecticides
  • Mutation Data
  • Neurotransmitter Agents
  • Pesticides
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 3
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Names and Synonyms

Results Name

  • Tetrachlorvinphos [BSI:ISO]

Name of Substance

  • Stirofos [USAN]
  • Tetrachlorvinphos
  • Tetrachlorvinphos [BSI:ISO]

MeSH Heading

  • Tetrachlorvinphos

Synonyms

  • (Z)-2-Chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl phosphate
  • (Z)-2-Chloro-1-(2,4,5-trichlorophenyl)vinyl dimethyl phosphate
  • (Z)-Tetrachlorovinphos
  • (Z)-Tetrachlorvinphos
  • 2,4,5-Trichloro-alpha-(chloromethylene)benzyl alcohol, dimethyl phosphate
  • 2-Chloro-1-(2,4,5-trichlorophenyl)vinyl dimethyl phosphate
  • 2-Chloro-1-(2,4,5-trichlorophenyl)vinyl phosphoric acid dimethyl ester
  • Appex
  • BRN 2223784
  • CCRIS 8082
  • cis-Gardona
  • CVMP
  • Debantic
  • Dietreen
  • Dimethyl 2,4,5-trichloro-alpha-(chloromethylene)benzyl phosphate
  • Dimethyl-1-(2,4,5-trichlorophenyl)-2-chlorovinyl phosphate
  • Dust M
  • EINECS 244-865-4
  • ENT 25,841
  • Gardcide
  • Gardona
  • HSDB 4066
  • NCI-C00168
  • O-(2-Chlor-1-(2,4,5-trichlorophenyl)vinyl)-O',O''-dimethylphosphate
  • OMS-595
  • Rabon
  • Rabond
  • ROL
  • SD 8447
  • Shell SD 8447
  • Stirofos
  • Stirophos
  • Stitifos
  • Tetrachlorvinfos
  • Tetrachlorvinphos
  • UNII-DM33MW89QU
  • Vinfos

Systematic Names

  • Phosphoric acid, (1Z)-2-chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl ester
  • Phosphoric acid, 2-chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl ester, (Z)-
  • Phosphoric acid, 2-chloro-1-(2,4,5-trichlorophenyl)vinyl dimethyl ester, (Z)-
  • Tetrachlorvinphos

Superlist Name

  • Tetrachlorvinphos

Registry Numbers

CAS Registry Number

  • 22248-79-9

FDA UNII

  • DM33MW89QU

Other Registry Number

  • 12710-48-4

System Generated Number

  • 0022248799

Structure Descriptors

InChI

1S/C10H9Cl4O4P/c1-16-19(15,17-2)18-10(5-11)6-3-8(13)9(14)4-7(6)12/h3-5H,1-2H3/b10-5-

InChIKey

UBCKGWBNUIFUST-YHYXMXQVSA-N

Smiles

COP(=O)(OC)O/C(=C\Cl)/c1cc(c(cc1Cl)Cl)Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 100mg/kg (100mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
cat LC inhalation > 290mg/m3/4H (290mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 19(4), Pg. 50, 1975.
cattle LD50 oral 360mg/kg (360mg/kg)   Veterinariya. Veterinary Science. Vol. 57(5), Pg. 55, 1981.
chicken LD50 oral 2528mg/kg (2528mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE
Toxicology and Applied Pharmacology. Vol. 11, 49.
duck LD50 oral > 2gm/kg (2000mg/kg)   Pesticide Manual. Vol. 9, Pg. 802, 1991.
guinea pig LC inhalation > 854mg/m3 (854mg/m3) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(1), Pg. 47, 1987.
guinea pig LD50 intraperitoneal > 5gm/kg (5000mg/kg)   Pesticide Science. Vol. 3, Pg. 517, 1972.
guinea pig LD50 oral 1600mg/kg (1600mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(1), Pg. 47, 1987.
mammal (species unspecified) LD50 unreported 4gm/kg (4000mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 315, 1971.
mouse LC inhalation > 290mg/m3/4H (290mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 19(4), Pg. 50, 1975.
mouse LD50 oral 1379mg/kg (1379mg/kg)   Zhonghua Yufangyixue Zazhi. Chinese Journal of Preventive Medicine. Vol. 21, Pg. 65, 1987.
mouse LD50 skin > 7500mg/kg (7500mg/kg)   Yakkyoku. Pharmacy. Vol. 37, Pg. 427, 1986.
rabbit LC inhalation > 290mg/m3/4H (290mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 19(4), Pg. 50, 1975.
rabbit LD50 skin > 2500mg/kg (2500mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 14, Pg. 352, 1966.
rabbit LD50 subcutaneous > 5gm/kg (5000mg/kg)   "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 4, Pg. 113, 1969.
rat LC inhalation > 854mg/m3 (854mg/m3) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(1), Pg. 47, 1987.
rat LD50 oral 480mg/kg (480mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Pesticide Science. Vol. 3, Pg. 517, 1972.
rat LD50 skin 1500mg/kg (1500mg/kg)   Pesticide Science. Vol. 3, Pg. 517, 1972.
rat LD50 unreported 7473mg/kg (7473mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(4), Pg. 32, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 95.5 deg C   EXP
log P (octanol-water) 3.53 (none)   EXP
Water Solubility 11 mg/L 20 EXP
Vapor Pressure 4.20E-08 mm Hg 20 EXP
Henry's Law Constant 1.80E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.41E-11 cm3/molecule-sec 25 EST

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