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Substance Name: Coumaphos [ISO]
RN: 56-72-4
UNII: L08SZ5Z5JC
InChIKey: BXNANOICGRISHX-UHFFFAOYSA-N

Note

  • A organothiophosphorus cholinesterase inhibitor that is used as an anthelmintic, insecticide, and as a nematocide.

Molecular Formula

  • C14-H16-Cl-O5-P-S

Molecular Weight

  • 362.768
 

Classification Codes

Classification Codes

  • Agricultural Chemical
  • Anthelmintics
  • Anti-Infective Agents
  • Antinematodal Agents
  • Antiparasitic Agents
  • Avicide
  • Cholinergic Agents
  • Cholinesterase Inhibitors
  • Enzyme Inhibitors
  • Human Data
  • Insecticide
  • Insecticides
  • Mutation Data
  • Neurotransmitter Agents
  • Out-Dated Pesticide
  • Pesticides
  • Tumor Data

Superlist Classification Codes

  • Reportable Quantity (RQ) = 10 lb
  • Threshold Planning Quantity (TPQ) = 100/10000 lb

Names and Synonyms

Results Name

  • Coumaphos [ISO]

Name of Substance

  • Coumafos [INN]
  • Coumaphos

MeSH Heading

  • Coumaphos

Synonyms

  • 3-Chloro-4-methyl-7-coumarinyl diethyl phosphorothioate
  • 3-Chloro-4-methyl-7-hydroxycoumarin diethyl thiophosphoric acid ester
  • 3-Chloro-4-methylumbelliferone O-ester with O,O-diethyl phosphorothioate
  • 3-Chloro-7-diethoxyphosphinothioyloxy-4-methylcoumarin
  • 3-Chloro-7-hydroxy-4-methyl-coumarin O,O-diethyl phosphorothioate
  • 3-Chloro-7-hydroxy-4-methyl-coumarin O-ester with O,O-diethyl phosphorothioate
  • 4-18-00-00344 (Beilstein Handbook Reference)
  • Agridip
  • AI3-17957
  • Asunthol
  • Asuntol
  • Azunthol
  • BAY 21/199
  • Bayer 21/199
  • Bayer 21199
  • Baymix
  • Baymix 50
  • BRN 0327083
  • Caswell No. 335
  • CCRIS 180
  • CO-Ral
  • Coumafos
  • Coumafosum
  • Coumafosum [INN-Latin]
  • Coumaphos
  • Coumaphos [ISO]
  • Coumarin, 3-chloro-7-hydroxy-4-methyl-, O-ester with O,O-diethyl phosphorothioate
  • Cumafos
  • Cumafos [Dutch]
  • Cumafos [INN-Spanish]
  • Cumafosum
  • Diethyl 3-chloro-4-methylumbelliferyl thionophosphate
  • Diethyl thiophosphoric acid ester of 3-chloro-4-methyl-7-hydroxycoumarin
  • Diethyl-O-(3-chloro-4-methyl-7-coumarinyl) phosphorothioate
  • Diolice
  • EINECS 200-285-3
  • ENT 17,957
  • EPA Pesticide Chemical Code 036501
  • HSDB 249
  • Meldane
  • Meldone
  • Muscatox
  • NCI-C08662
  • Negashunt
  • Negasunt
  • NSC 8944
  • O,O-Diaethyl-O-(3-chlor-4-methyl-cumarin-7-yl)-monothiophosphat
  • O,O-Diaethyl-O-(3-chlor-4-methyl-cumarin-7-yl)-monothiophosphat [German]
  • O,O-Diethyl 3-chloro-4-methyl-7-umbelliferone thiophosphate
  • O,O-Diethyl O-(3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl)phosphorothioate
  • O,O-Diethyl O-(3-chloro-4-methyl-2-oxo-2h-benzopyran-7-yl) phosphorothioate
  • O,O-Diethyl O-(3-chloro-4-methyl-2-oxo-2H-benzopyran-7-yl)phosphorothioate
  • O,O-Diethyl O-(3-chloro-4-methyl-7-coumarinyl)phosphorothioate
  • O,O-Diethyl O-(3-chloro-4-methylcoumarinyl-7) thiophosphate
  • O,O-Diethyl O-(3-chloro-4-methylumbelliferone) thiophosphate
  • O,O-Diethyl O-(3-chloro-4-methylumbelliferyl)phosphorothioate
  • O,O-Diethyl-O-(3-chloor-4-methyl-cumarin-7-yl)monothiofosfaat
  • O,O-Diethyl-O-(3-chloor-4-methyl-cumarin-7-yl)monothiofosfaat [Dutch]
  • O,O-Dietil-O-(3-cloro-4-metil-cumarin-7-il-monotiofosfato)
  • O,O-Dietil-O-(3-cloro-4-metil-cumarin-7-il-monotiofosfato) [Italian]
  • O-(3-Chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl) O,O-diethyl phosphorothioate
  • O-(3-Chloro-4-methyl-7-coumarinyl) O,O-diethylphosphorothioate
  • O-3-Chloro-4-methyl-7-coumarinyl O,O-diethyl phosphorothioate
  • OMS 485
  • Phosphorothioic acid, O,O-diethyl ester, O-ester with 3-chloro-7-hydroxy-4-methylcoumarin
  • Phosphorothioic acid, O-(3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl) O,O-diethyl ester
  • Resitox
  • Suntol
  • Thiophosphate de O,O-diethyle et de O-(3-chloro-4-methyl-7-coumarinyle)
  • Thiophosphate de O,O-diethyle et de O-(3-chloro-4-methyl-7-coumarinyle) [French]
  • Umbethion
  • UNII-L08SZ5Z5JC

Systematic Names

  • Coumaphos
  • Coumarin, 3-chloro-7-hydroxy-4-methyl-, O-ester with O,O-diethyl phosphorothioate
  • O-3-Chloro-4-methyl-7-coumarinyl O,O-diethyl phosphorothioate
  • Phosphorothioic acid, O-(3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl) O,O-diethyl ester

Superlist Name

  • Coumaphos [ISO]

Registry Numbers

CAS Registry Number

  • 56-72-4

FDA UNII

  • L08SZ5Z5JC

System Generated Number

  • 0000056724

Structure Descriptors

InChI

1S/C14H16ClO5PS/c1-4-17-21(22,18-5-2)20-10-6-7-11-9(3)13(15)14(16)19-12(11)8-10/h6-8H,4-5H2,1-3H3

InChIKey

BXNANOICGRISHX-UHFFFAOYSA-N

Smiles

c12c(c(c(Cl)c(o2)=O)C)ccc(c1)OP(OCC)(OCC)=S

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 1780ug/kg (1.78mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
bird - wild LD50 skin 7500ug/kg (7.5mg/kg)   Toxicology and Applied Pharmacology. Vol. 26, Pg. 154, 1973.
chicken LD oral > 400mg/kg (400mg/kg)   Veterinary and Human Toxicology. Vol. 41, Pg. 290, 1999.
chicken LD oral > 400mg/kg (400mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES
Veterinary and Human Toxicology. Vol. 41, Pg. 290, 1999.
domestic animals - goat/sheep LD50 oral 22600ug/kg (22.6mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

GASTROINTESTINAL: OTHER CHANGES

BEHAVIORAL: ATAXIA
American Journal of Veterinary Research. Vol. 41, Pg. 1857, 1980.
duck LD50 oral 29800ug/kg (29.8mg/kg)   Down to Earth. Vol. 35, Pg. 25, 1979.
guinea pig LD50 intraperitoneal 140mg/kg (140mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 282, 1966.
guinea pig LD50 oral 58mg/kg (58mg/kg)   Hygiene and Sanitation Vol. 33(10-12), Pg. 334, 1968.
mammal (species unspecified) LD50 unreported 55mg/kg (55mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 341, 1971.
man TDLo oral 165mg/kg (165mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF ENDOCRINE PANCREAS
Postgraduate Medical Journal. Vol. 57, Pg. 660, 1981.
mouse LD50 intraperitoneal 50mg/kg (50mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 11, Pg. 91, 1963.
mouse LD50 oral 28mg/kg (28mg/kg)   Hygiene and Sanitation Vol. 33(10-12), Pg. 334, 1968.
pigeon LD50 oral 5620ug/kg (5.62mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
quail LD50 oral 13300ug/kg (13.3mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
rabbit LD50 oral 80mg/kg (80mg/kg)   Hygiene and Sanitation Vol. 33(10-12), Pg. 334, 1968.
rabbit LD50 skin 500mg/kg (500mg/kg)   Veterinary and Human Toxicology. Vol. 24, Pg. 87, 1982.
rabbit LD50 unreported 2600ug/kg (2.6mg/kg)   American Journal of Ophthalmology. Vol. 53, Pg. 512, 1962.
rat LC50 inhalation 303mg/m3 (303mg/m3)   Veterinary and Human Toxicology. Vol. 24, Pg. 87, 1982.
rat LD50 intraperitoneal 7500ug/kg (7.5mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 129, Pg. 699, 1968.
rat LD50 oral 13mg/kg (13mg/kg)   Down to Earth. Vol. 35, Pg. 25, 1979.
rat LD50 skin 860mg/kg (860mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 93 deg C   EXP
log P (octanol-water) 4.13 (none)   EXP
Water Solubility 1.5 mg/L 20 EXP
Vapor Pressure 9.70E-08 mm Hg 20 EXP
Henry's Law Constant 3.09E-08 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.03E-10 cm3/molecule-sec 25 EST

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