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Azinphos-methyl
Chemical compound / From Wikipedia, the free encyclopedia
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Azinphos-methyl (Guthion) (also spelled azinophos-methyl) is a broad spectrum organophosphate insecticide manufactured by Bayer CropScience, Gowan Co., and Makhteshim Agan.[4] Like other pesticides in this class, it owes its insecticidal properties (and human toxicity) to the fact that it is an acetylcholinesterase inhibitor (the same mechanism is responsible for the toxic effects of the V-series nerve agent chemical weapons). It is classified as an extremely hazardous substance in the United States as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.[5]
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Names | |
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Preferred IUPAC name
O,O-Dimethyl S-[(4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl] phosphorodithioate | |
Other names
Guthion, azinphosmethyl, azinphos | |
Identifiers | |
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3D model (JSmol) |
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Abbreviations | AZM |
280476 | |
ChEBI | |
ChEMBL | |
ChemSpider |
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ECHA InfoCard | 100.001.524 ![]() |
EC Number |
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KEGG |
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MeSH | Azinphosmethyl |
PubChem CID |
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RTECS number |
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UNII | |
UN number | 2811 |
CompTox Dashboard (EPA) |
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Properties | |
C10H12N3O3PS2 | |
Molar mass | 317.32 g·mol−1 |
Appearance | Pale, dark orange, translucent crystals |
Density | 1.44 g cm−3 |
Melting point | 73 °C; 163 °F; 346 K |
Boiling point | > 200 °C (392 °F; 473 K) (decomposes) |
28 mg dm−3 | |
log P | 2.466 |
Vapor pressure | 8 x 10−9 mmHg[1] |
Hazards | |
GHS labelling: | |
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Danger | |
H300, H311, H317, H330, H410[2] | |
P260, P264, P273, P280, P284, P301+P310[2] | |
NFPA 704 (fire diamond) | |
Flash point | 69 °C (156 °F; 342 K) |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
16 mg/kg (rat, oral) 80 mg/kg (guinea pig, oral) 11 mg/kg (rat, oral) 13 mg/kg (rat, oral) 8.6 mg/kg (mouse, oral) 7 mg/kg (rat, oral) 8 mg/kg (mouse, oral) 10 mg/kg (dog, oral)[3] |
LC50 (median concentration) |
69 mg/m3 (rat, 1 hr) 79 mg/m3 (rat, 1 hr)[3] |
NIOSH (US health exposure limits):[1] | |
PEL (Permissible) |
TWA 0.2 mg/m3 [skin] |
REL (Recommended) |
TWA 0.2 mg/m3 [skin] |
IDLH (Immediate danger) |
10 mg/m3 |
Safety data sheet (SDS) | External MSDS |
Related compounds | |
Related organophosphates |
Chlorpyrifos |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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