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dimpylate

Structure via PubChem · Public domain (PubChem)

EntityQ411202· pop 27· linked from 425 articles

Also known as Basudin, Diazide, O,O-Diethyl-O-2-isopropyl-4-methyl-6-pyrimidinyl-phosphorothioate, Spectracide, O,O-diethyl O-[6-methyl-2-(1-methylethyl)pyrimidin-4-yl] thiophosphate, O,O-Diethyl 2-isopropyl-4-methylpyrimidyl-6-thiophosphate, O,O-Diethyl O-(2-isopropyl-4-methyl-6-pyrimidyl) thionophosphate

Diazinon (IUPAC name: '''O,O-Diethyl O-[4-methyl-6-(propan-2-yl)pyrimidin-2-yl] phosphorothioate, INN - Dimpylate'''), a colorless to dark brown liquid, is a thiophosphoric acid ester developed in 1952 by Ciba-Geigy, a Swiss chemical company (later Novartis and then Syngenta). It is a nonsystemic organophosphate insecticide formerly used to control cockroaches, silverfish, ants, and fleas in residential, non-food buildings. Diazinon was heavily used during the 1970s and early 1980s for general-purpose gardening use and indoor pest control. A bait form was used to control scavenger wasps in the

Chemical data

Formula
C12H21N2O3PS
Molecular weight
304.35 g/mol
IUPAC name
diethoxy-(6-methyl-2-propan-2-ylpyrimidin-4-yl)oxy-sulfanylidene-lambda5-phosphane
SMILES
CCOP(=S)(OCC)OC1=NC(=NC(=C1)C)C(C)C
InChIKey
FHIVAFMUCKRCQO-UHFFFAOYSA-N
XLogP
3.8
Polar surface area
85.6 Ų
H-bond donors
0
H-bond acceptors
6
Formal charge
0

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Research

2,575 papers

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Wikidata facts

Mass
304.101
Show 10 more facts
MCN code
2933.59.32
canonical SMILES
CCOP(=S)(OCC)OC1=NC(=NC(=C1)C)C(C)C
chemical formula
C₁₂H₂₁N₂O₃PS
Commons category
Diazinon
NIOSH Pocket Guide ID
0181
density
1.12
flash point
180
solubility
0.004
vapor pressure
0.0001
time-weighted average exposure limit
0.1
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Article

9 sections
Contents
  • History
  • Synthesis
  • Metabolism and mechanism of action
  • Removal of diazinon
  • Toxicity and effects on animals
  • Symptoms in humans
  • Efficacy and side effects
  • References
  • External links

Diazinon (IUPAC name: '''O,O-Diethyl O-[4-methyl-6-(propan-2-yl)pyrimidin-2-yl] phosphorothioate, INN - Dimpylate), a colorless to dark brown liquid, is a thiophosphoric acid ester developed in 1952 by Ciba-Geigy, a Swiss chemical company (later Novartis and then Syngenta). It is a nonsystemic organophosphate insecticide formerly used to control cockroaches, silverfish, ants, and fleas in residential, non-food buildings. Diazinon was heavily used during the 1970s and early 1980s for general-purpose gardening use and indoor pest control. A bait form was used to control scavenger wasps in the western U.S. Diazinon is used in flea collars for domestic pets in Australia and New Zealand. Diazinon is a major component in the "Golden Fleece" brand sheep dip. Residential uses of diazinon were outlawed in the U.S. in 2004 because of human health risks but it is still approved for agricultural uses. An emergency antidote is atropine.

Routes of contact for diazinon include breathing, consuming, or contact with skin. Negative health effects from contact with diazinon include epiphora, drool or rhinorrhea, loss of appetite, vomiting, intense coughing, abdominal pain, headaches or muscle stiffness. Some other physiological effects include pinpoint pupils, increased heart rate, seizures, or coma. While diazinon has many different health risks, the US Agency for Toxic Substances and Disease Registry has not categorized it as a carcinogen.

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