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Substance Name: Paraoxon
RN: 311-45-5
UNII: Q9CX8P80JW
InChIKey: WYMSBXTXOHUIGT-UHFFFAOYSA-N

Note

  • An organophosphate cholinesterase inhibitor that is used as a pesticide.

Molecular Formula

  • C10-H14-N-O6-P

Molecular Weight

  • 275.1956
 

Classification Codes

Classification Codes

  • Agricultural Chemical
  • Cholinergic Agents
  • Cholinesterase Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Insecticide
  • Insecticides
  • Mutation Data
  • Neurotransmitter Agents
  • Pesticides

Superlist Classification Code

  • Reportable Quantity (RQ) = 100 lb
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Names and Synonyms

Name of Substance

  • Ethyl paraoxon
  • Paraoxon

MeSH Heading

  • Paraoxon

Synonyms

  • 4-06-00-01327 (Beilstein Handbook Reference)
  • AI3-16087
  • BRN 1915526
  • CCRIS 7780
  • Chinorta
  • Chinorto
  • Diaethyl-p-nitrophenylphosphorsaeureester
  • Diaethyl-p-nitrophenylphosphorsaeureester [German]
  • Diethyl 4-nitrophenyl phosphate
  • Diethyl p-nitrophenyl phosphate
  • Diethyl paraoxon
  • Diethyl-p-nitrofenyl ester kyseliny fosforecne
  • Diethyl-p-nitrofenyl ester kyseliny fosforecne [Czech]
  • Diethylparaoxon
  • E 600
  • E 600 (pesticide)
  • E-600
  • EINECS 206-221-0
  • ENT 16,087
  • Ester 25
  • Ethyl p-nitrophenyl ethylphosphate
  • Ethyl paraoxon
  • Eticol
  • Fosfakol
  • HC 2072
  • HSDB 6044
  • Mintaco
  • Mintacol
  • Mintisal
  • Miotisal
  • Miotisal A
  • NSC 404110
  • O,O'Diaethyl-p-nitrophenylphosphat
  • O,O'Diaethyl-p-nitrophenylphosphat [German]
  • O,O-Diethyl O-p-nitrophenyl phosphate
  • O,O-Diethyl phosphoric acid O-p-nitrophenyl ester
  • O,O-Dietyl-O-p-nitrofenylfosfat
  • O,O-Dietyl-O-p-nitrofenylfosfat [Czech]
  • Oxyparathion
  • p-Nitrophenyl diethyl phosphate
  • p-Nitrophenyl diethylphosphate
  • Paraoxon
  • Paraoxone
  • Paroxan
  • Pestox 101
  • Phenol, p-nitro-, ester with diethyl phosphate
  • Phosphachole
  • Phosphacol
  • Phosphakol
  • Phosphonothioic acid, diethylparanitrophenyl ester
  • Phosphoric acid diethyl 4-nitrophenyl ester
  • Phosphoric acid, diethyl p-nitrophenyl ester
  • RCRA waste number P041
  • Soluglacit
  • Soluglaucit
  • TS 219
  • UNII-Q9CX8P80JW

Systematic Names

  • Diethyl 4-nitrophenyl phosphate
  • Paraoxon
  • Phosphoric acid, diethyl 4-nitrophenyl ester
  • Phosphoric acid, diethyl p-nitrophenyl ester

Superlist Names

  • Diethyl-p-nitrophenyl phosphate
  • Paraoxon
  • Phosphoric acid, diethyl 4-nitrophenyl ester
  • RCRA waste no. P041

Registry Numbers

CAS Registry Number

  • 311-45-5

FDA UNII

  • Q9CX8P80JW

System Generated Number

  • 0000311455

Structure Descriptors

InChI

InChI=1S/C10H14NO6P/c1-3-15-18(14,16-4-2)17-10-7-5-9(6-8-10)11(12)13/h5-8H,3-4H2,1-2H3

InChIKey

WYMSBXTXOHUIGT-UHFFFAOYSA-N

Smiles

CCOP(=O)(OCC)Oc1ccc(cc1)[N+](=O)[O-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 subcutaneous 700ug/kg (0.7mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC Svensk Farmaceutisk Tidskrift. Swedish Journal of Pharmacy. Vol. 57, Pg. 261, 1953.
chicken LD50 intramuscular 175ug/kg (0.175mg/kg)   Journal of Toxicology and Environmental Health. Vol. 23, Pg. 103, 1988.
chicken LD50 intraperitoneal 303ug/kg (0.303mg/kg)   Pesticide Biochemistry and Physiology. Vol. 26, Pg. 202, 1986.
chicken LD50 oral 2mg/kg (2mg/kg)   Biochemical Pharmacology. Vol. 16, Pg. 1183, 1967.
frog LD50 intraperitoneal 2587ug/kg (2.587mg/kg)   Pesticide Biochemistry and Physiology. Vol. 26, Pg. 202, 1986.
frog LD50 subcutaneous 60mg/kg (60mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC Svensk Farmaceutisk Tidskrift. Swedish Journal of Pharmacy. Vol. 57, Pg. 261, 1953.
guinea pig LD50 subcutaneous 500ug/kg (0.5mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC Svensk Farmaceutisk Tidskrift. Swedish Journal of Pharmacy. Vol. 57, Pg. 261, 1953.
man TDLo oral 14mg/kg (14mg/kg) SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE

BEHAVIORAL: COMA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Archiv fuer Toxikologie. Vol. 25, Pg. 329, 1969.
mouse LD50 intramuscular 710ug/kg (0.71mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 237, Pg. 211, 1959.
mouse LD50 intraperitoneal 330ug/kg (0.33mg/kg)   Farmakologiya i Toksikologiya Vol. 35, Pg. 494, 1972.
mouse LD50 intravenous 520ug/kg (0.52mg/kg)   Toxicology and Applied Pharmacology. Vol. 22, Pg. 684, 1972.
mouse LD50 oral 760ug/kg (0.76mg/kg)   HHS Publication Vol. FDA-80-1076, Pg. 212, 1980.
mouse LD50 subcutaneous 270ug/kg (0.27mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: TREMOR		 Journal of Pharmacy and Pharmacology. Vol. 34, Pg. 603, 1982.
mouse LD50 unreported 560ug/kg (0.56mg/kg)   Pharmaceutical Chemistry Journal Vol. 3, Pg. 508, 1969.
mouse LDLo parenteral 600ug/kg (0.6mg/kg)   Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 388, 1973.
rabbit LD50 intraperitoneal 3310ug/kg (3.31mg/kg)   Archives Belges de Medecine Sociale, Hygiene, Medecine du Trevail et Medecine Legale. Vol. (Suppl), Pg. 226, 1984.
rabbit LD50 intravenous 300ug/kg (0.3mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC Svensk Farmaceutisk Tidskrift. Swedish Journal of Pharmacy. Vol. 57, Pg. 261, 1953.
rabbit LD50 skin 5mg/kg (5mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC Svensk Farmaceutisk Tidskrift. Swedish Journal of Pharmacy. Vol. 57, Pg. 261, 1953.
rabbit LD50 subcutaneous 230ug/kg (0.23mg/kg)   Drugs in Japan Vol. 6, Pg. 113, 1982.
rabbit LD50 unreported 300ug/kg (0.3mg/kg)   American Journal of Ophthalmology. Vol. 53, Pg. 512, 1962.
rat LD50 intramuscular 446ug/kg (0.446mg/kg)   British Journal of Industrial Medicine. Vol. 22, Pg. 317, 1965.
rat LD50 intraperitoneal 716ug/kg (0.716mg/kg)   Pesticide Biochemistry and Physiology. Vol. 26, Pg. 202, 1986.
rat LD50 intravenous 240ug/kg (0.24mg/kg)   Canadian Journal of Biochemistry and Physiology. Vol. 34, Pg. 197, 1956.
rat LD50 oral 1800ug/kg (1.8mg/kg)   Biochemical Pharmacology. Vol. 16, Pg. 1183, 1967.
rat LD50 subcutaneous 426ug/kg (0.426mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 27, Pg. 1983, 1977.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 300 deg C   EXP
log P (octanol-water) 1.98 (none)   EXP
Water Solubility 3640 mg/L 20 EXP
Vapor Pressure 1.10E-06 mm Hg 25 EXP
Henry's Law Constant 1.09E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.91E-11 cm3/molecule-sec 25 EST

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