Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Monocrotophos [BSI:ISO]
RN: 6923-22-4
UNII: 5Q3PE07Z18
InChIKey: KRTSDMXIXPKRQR-AATRIKPKSA-N

Note

  • An organophosphate insecticide that inhibits monoamine oxidase and acetylcholinesterase. It has been shown to be genotoxic.

Molecular Formula

  • C7-H14-N-O5-P

Molecular Weight

  • 223.1636
 

Classification Codes

Classification Codes

  • Acaricide
  • Agricultural Chemical
  • Avicide
  • Cholinergic Agents
  • Cholinesterase Inhibitors
  • Enzyme Inhibitors
  • Insecticide
  • Insecticides
  • Monoamine Oxidase Inhibitors
  • Mutagens
  • Mutation Data
  • Neurotransmitter Agents
  • Noxae
  • Pesticides
  • Reproductive Effect

Superlist Classification Codes

  • Threshold Planning Quantity (TPQ) = 10/10000 lb
  • TWA (0.05 mg/m3, vapor and serosol, inhalable fraction); skin; Not classifiable as a human carcinogen; BEI

Names and Synonyms

Results Name

  • Monocrotophos [BSI:ISO]

Name of Substance

  • Monocrotophos
  • Monocrotophos [BSI:ISO]

MeSH Heading

  • Monocrotophos

Synonyms

  • (E)-Dimethyl 1-methyl-3-(methylamino)-3-oxo-1-propenyl phosphate
  • 3-(Dimethoxyphosphinyloxy)N-methyl-cis-crotonamide
  • 3-Dimethoxyphosphinoyloxy-N-methylisocrotonamide
  • 3-Hydroxy-N-methyl-cis-crotonamide dimethyl phosphate ester
  • AI3-27129
  • Aimocron
  • Apadrin
  • Azodrin
  • Azodrin 202R
  • Azodrin insecticide
  • Azodrin-71
  • Biloborn
  • Bilobran
  • BRN 2331934
  • C 1414
  • Caswell No. 377
  • CCRIS 1164
  • Ciba 1414
  • cis-1-Methyl-2-methyl carbamoyl vinyl phosphate
  • Corophos
  • Crisodrin
  • Croton 36
  • Crotonamide, 3-hydroxy-N-methyl-, dimethylphosphate, (E)-
  • Crotos
  • Devi
  • Dimethyl (E)-1-methyl-2-(methylcarbamoyl)vinyl phosphate
  • Dimethyl (E)-3-hydroxy-N-methylcrotonamide
  • Dimethyl 1-methyl-2-(methylcarbamoyl)vinyl phosphate, cis
  • Dimethyl phosphate ester of 3-hydroxy-N-methyl-cis-crotonamide
  • Dimethyl phosphate ester with (E)-3-hydroxy-N-methylcrotonamide
  • Dimethyl phosphate of 3-hydroxy-N-methyl-cis-crotonamide
  • Dominator
  • EINECS 230-042-7
  • ENT 27,129
  • EPA Pesticide Chemical Code 058901
  • Glore phos 36
  • Hazodrin
  • HSDB 1591
  • Kadett 36
  • Macabre
  • Megatron
  • Monochrotophos
  • Monocil
  • Monocil 40
  • Monocron
  • Monocrotophos
  • Monocrotophos 40 EC
  • Monodrin
  • Monokrotofos
  • Monokrotofosz (Hungarian)
  • Monostar
  • N-Desmethyl bidrin
  • Nuvacron
  • Nuvacron 20
  • O,O-Dimethyl cis-1-methyl-2-methylcarbamoylvinylphosphate
  • O,O-Dimethyl-O-(1-methyl-2-N-methyl-carbamoyl)-vinyl-phosphat
  • O,O-Dimethyl-O-(1-methyl-2-N-methyl-carbamoyl)-vinyl-phosphat [German]
  • O,O-Dimethyl-O-(2-N-methylcarbamoyl-1-methyl)-vinyl-phosphat
  • O,O-Dimethyl-O-(2-N-methylcarbamoyl-1-methyl)-vinyl-phosphat [German]
  • O,O-Dimethyl-O-(2-N-methylcarbamoyl-1-methyl-vinyl) phosphate
  • O,O-Dimethyl-O-(2-N-methylcarbamoyl-1-methyl-vinyl)-fosfaat
  • O,O-Dimethyl-O-(2-N-methylcarbamoyl-1-methyl-vinyl)-fosfaat [Dutch]
  • O,O-Dimetil-O-(2-N-metilcarbamoil-1-metil-vinil)-fosfato
  • O,O-Dimetil-O-(2-N-metilcarbamoil-1-metil-vinil)-fosfato [Italian]
  • OMS 834
  • Pandar
  • Parryfos
  • Phoskill
  • Phosphate de dimethyle et de 2-methylcarbamoyl 1-methylvinyle
  • Phosphate de dimethyle et de 2-methylcarbamoyl 1-methylvinyle [French]
  • Phosphoric acid, dimethyl 1-methyl-3-(methylamino)-3-oxo-1-propenyl ester, (E)-
  • Phosphoric acid, dimethyl ester, ester with (E)-3-hydroxy-N-methylcrotonamide
  • Phosphoric acid, dimethyl ester, ester with 3-hydroxy-N-methylcrotonamide, (E)-
  • Phosphoric acid, dimethyl ester, ester with cis-3-hydroxy-N-methylcrotonamide
  • Pillardrin
  • Plandrin
  • Plantdrin
  • Rapid X
  • SD 9129
  • Shell SD 9129
  • Sufos
  • Susvin
  • Ulvair
  • UNII-5Q3PE07Z18

Systematic Names

  • Monocrotophos
  • Phosphoric acid, dimethyl (1E)-1-methyl-3-(methylamino)-3-oxo-1-propenyl ester
  • Phosphoric acid, dimethyl 1-methyl-3-(methylamino)-3-oxo-1-propenyl ester, (E)-
  • Phosphoric acid, dimethyl ester, ester with (E)-3-hydroxy-N-methylcrotonamide

Superlist Names

  • Azodrin
  • Monocrotophos

Registry Numbers

CAS Registry Number

  • 6923-22-4

FDA UNII

  • 5Q3PE07Z18

Other Registry Number

  • 83857-41-4

System Generated Number

  • 0006923224

Structure Descriptors

InChI

1S/C7H14NO5P/c1-6(5-7(9)8-2)13-14(10,11-3)12-4/h5H,1-4H3,(H,8,9)/b6-5+

InChIKey

KRTSDMXIXPKRQR-AATRIKPKSA-N

Smiles

P(=O)(O/C(=C/C(=O)NC)C)(OC)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 800ug/kg (0.8mg/kg)   Journal de Toxicologie Clinique et Experimentale. Vol. 6(3), Pg. 175, 1986.
bird - wild LD50 skin 4200ug/kg (4.2mg/kg)   Toxicology and Applied Pharmacology. Vol. 26, Pg. 154, 1973.
chicken LD50 oral 3540ug/kg (3.54mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Toxicology and Applied Pharmacology. Vol. 11, Pg. 49, 1967.
duck LD50 oral 3360ug/kg (3.36mg/kg)   Toxicology and Applied Pharmacology. Vol. 22, Pg. 556, 1972.
duck LD50 skin 30mg/kg (30mg/kg)   Toxicology and Applied Pharmacology. Vol. 47, Pg. 451, 1979.
mouse LD50 intraperitoneal 3800ug/kg (3.8mg/kg)   Toxicology and Applied Pharmacology. Vol. 13, Pg. 37, 1968.
mouse LD50 intravenous 9200ug/kg (9.2mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 19, Pg. 612, 1967.
mouse LD50 oral 15mg/kg (15mg/kg)   Agricultural Research Service, USDA Information Memorandum. Vol. 20, Pg. 21, 1966.
mouse LD50 subcutaneous 8710ug/kg (8.71mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 19, Pg. 612, 1967.
pigeon LD50 oral 3mg/kg (3mg/kg)   Toxicology and Applied Pharmacology. Vol. 20, Pg. 57, 1971.
quail LD50 oral 4mg/kg (4mg/kg)   Toxicology and Applied Pharmacology. Vol. 20, Pg. 57, 1971.
rabbit LD50 oral 45mg/kg (45mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
National Technical Information Service. Vol. OTS0556237,
rabbit LD50 skin 270mg/kg (270mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Indian Journal of Pharmacology. Vol. 18, Pg. 102, 1986.
rat LC50 inhalation 63mg/m3/4H (63mg/m3) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Egeszsegtudomany. Vol. 24, Pg. 173, 1980.
rat LD50 intratracheal 4500ug/kg (4.5mg/kg)   JAT, Journal of Applied Toxicology. Vol. 19, Pg. 133, 1999.
rat LD50 intravenous 9200ug/kg (9.2mg/kg)   National Technical Information Service. Vol. PB277-077,
rat LD50 oral 8mg/kg (8mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C209, 1991.
rat LD50 skin 112mg/kg (112mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.
rat LD50 subcutaneous 6964ug/kg (6.964mg/kg)   British Journal of Pharmacology. Vol. 40, Pg. 124, 1970.
rat LDLo intraperitoneal 20mg/kg (20mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Bulletin of Environmental Contamination and Toxicology. Vol. 19, Pg. 47, 1978.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 55 deg C   EXP
log P (octanol-water) -0.2 (none)   EXP
Water Solubility 1.00E+06 mg/L 20 EXP
Vapor Pressure 2.18E-06 mm Hg 20 EXP
Henry's Law Constant 6.50E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 4.22E-11 cm3/molecule-sec 25 EST

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