Phorate

Phorate
Names
Preferred IUPAC name
O,O-Diethyl S-[(ethylsulfanyl)methyl] phosphorodithioate
Other names
Thimet (trademark)
3911 (trademark)
Identifiers
CAS Number
  • 298-02-2 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:38764 ☒N
ChEMBL
  • ChEMBL510014 ☒N
ChemSpider
  • 4626 checkY
ECHA InfoCard 100.005.503 Edit this at Wikidata
PubChem CID
  • 4790
UNII
  • 3W54X3W9IV checkY
CompTox Dashboard (EPA)
  • DTXSID4032459 Edit this at Wikidata
InChI
  • InChI=1S/C7H17O2PS3/c1-4-8-10(11,9-5-2)13-7-12-6-3/h4-7H2,1-3H3 checkY
    Key: BULVZWIRKLYCBC-UHFFFAOYSA-N checkY
  • InChI=1/C7H17O2PS3/c1-4-8-10(11,9-5-2)13-7-12-6-3/h4-7H2,1-3H3
    Key: BULVZWIRKLYCBC-UHFFFAOYAA
  • S=P(OCC)(SCSCC)OCC
Properties
Chemical formula
C7H17O2PS3
Molar mass 260.36 g·mol−1
Appearance Colorless liquid
Odor Skunk-like[1]
Density 1.16 g/mL
Melting point −43 °C; −45 °F; 230 K[1]
Boiling point 118-120°C (2.0 mm Hg)[2]
Solubility in water
0.005% (20°C)[1]
Vapor pressure 0.0008 mmHg (20°C)[1]
Hazards
Flash point 160 °C; 320 °F; 433 K (open cup)[1]
NIOSH (US health exposure limits):
PEL (Permissible)
none[1]
REL (Recommended)
TWA 0.05 mg/m3 ST 0.2 mg/m3 [skin][1]
IDLH (Immediate danger)
N.D.[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references
Chemical compound

Phorate is an organophosphate used as an insecticide and acaricide.

Overview

At normal conditions, it is a pale yellow mobile liquid poorly soluble in water but readily soluble in organic solvents. It is relatively stable and hydrolyses only at very acidic or basic conditions. It is very toxic both for target organisms and for mammals including human. It inhibits acetylcholinesterase and butyrylcholinesterase.[3]

Phorate is most commonly applied in granular form. It is non-biocumulative and has no residual action. But some metabolites may persist in soil. It also damages some seeds.[3]

Toxicity

Phorate (Thimate) is absorbed readily through all ways. Its toxicity is high. Oral LD50 to rats is 1.1 – 3.2 mg/kg, to mice 3.5 – 6.5 mg/kg (technical phorate). Similar values has been found out to birds.[3]

References

  1. ^ a b c d e f g h NIOSH Pocket Guide to Chemical Hazards. "#0502". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ Farm Chemicals Handbook, Meister Publishing Co., Willoughby, OH (1991)
  3. ^ a b c "Data sheets on pesticides No. 75 – Phorate". Archived from the original on 2014-07-02. Retrieved 2011-07-31.

External links

  • Phorate in the Pesticide Properties DataBase (PPDB)
  • v
  • t
  • e
CarbamatesInorganic compoundsInsect growth regulatorsNeonicotinoidsOrganochloridesOrganophosphorusPyrethroidsRyanoidsOther chemicalsMetabolitesBiopesticides
  • v
  • t
  • e
Enzyme
(modulators)
ChATTooltip Choline acetyltransferase
  • Inhibitors: 1-(-Benzoylethyl)pyridinium
  • 2-(α-Naphthoyl)ethyltrimethylammonium
  • 3-Chloro-4-stillbazole
  • 4-(1-Naphthylvinyl)pyridine
  • Acetylseco hemicholinium-3
  • Acryloylcholine
  • AF64A
  • B115
  • BETA
  • CM-54,903
  • N,N-Dimethylaminoethylacrylate
  • N,N-Dimethylaminoethylchloroacetate
AChETooltip Acetylcholinesterase
BChETooltip Butyrylcholinesterase
Transporter
(modulators)
CHTTooltip Choline transporter
VAChTTooltip Vesicular acetylcholine transporter
Release
(modulators)
Inhibitors
  • SNAP-25Tooltip Synaptosomal-associated protein 25 inactivators: Botulinum toxin (A, C, E)
  • VAMPTooltip Vesicle-associated membrane protein inactivators: Botulinum toxin (B, D, F, G)
Enhancers
See also
Receptor/signaling modulators
Muscarinic acetylcholine receptor modulators
Nicotinic acetylcholine receptor modulators