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Parathion S

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Parathion S
Names

Preferred IUPAC name O,O-Diethyl S-(4-nitrophenyl) phosphorothioate
Other names S-Phenyl parathion
Identifiers
CAS Number	3270-86-8
3D model (JSmol)	Interactive image
ChemSpider	2297420
PubChem CID	3032440
CompTox Dashboard (EPA)	DTXSID80186371
InChI InChI=1S/C10H14NO5PS/c1-3-15-17(14,16-4-2)18-10-7-5-9(6-8-10)11(12)13/h5-8H,3-4H2,1-2H3Key: DSVCXDBXXBVSEB-UHFFFAOYSA-N
SMILES CCOP(=O)(OCC)Sc1ccc(cc1)(=O)
Properties
Chemical formula	C₁₀H₁₄NO₅PS
Molar mass	291.26 g·mol
Appearance	Pale yellow crystalline solid
Hazards
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	107 μg/kg (mice, intraperitoneal) 4.41 mg/kg (rats, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Parathion S is an organophosphate related to the organophosphate insecticide paraoxon and parathion. It's the structural isomer of parathion. Parathion S is a potent acetylcholinesterase inhibitor.

See also

References

^ "ChemIDplus".
DIGGLE, WM; GAGE, JC (September 1951). "Cholinesterase inhibition in vitro by OO-diethyl O-p-nitrophenyl thiophosphate (parathion, E 605)". The Biochemical Journal. 49 (4): 491–4. doi:10.1042/bj0490491. PMC 1197537. PMID 14886312.
ALDRIDGE, WN; DAVISON, AN (December 1952). "The inhibition of erythrocyte cholinesterase by tri-esters of phosphoric acid. II. Diethyl p-nitrophenyl thionphosphate (E605) and analogues". The Biochemical Journal. 52 (4): 663–71. doi:10.1042/bj0520663. PMC 1198077. PMID 13018298.

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Acetylcholine metabolism and transport modulators

Enzyme
(modulators)

ChATTooltip Choline acetyltransferase

AChETooltip Acetylcholinesterase

BChETooltip Butyrylcholinesterase

Inhibitors: Affinine
Affinisine
Conodurine
Cymserine
Ladostigil
Profenamine (ethopropazine)
Rivastigmine
Tacrine
ZINC-12613047
Many of the other AChE inhibitors listed above

Transporter
(modulators)

CHTTooltip Choline transporter

Inhibitors: Hemicholinium-3 (hemicholine)
Triethylcholine

Enhancers: Coluracetam

VAChTTooltip Vesicular acetylcholine transporter

Inhibitors: Vesamicol

Release
(modulators)

SNAP-25Tooltip Synaptosomal-associated protein 25 inactivators: Botulinum toxin (A, C, E)

VAMPTooltip Vesicle-associated membrane protein inactivators: Botulinum toxin (B, D, F, G)

Others: Bungarotoxins (β-bungarotoxin, γ-bungarotoxin)

LPHNTooltip Latrophilin agonists: α-Latrotoxin

Others: Atracotoxins (e.g., robustoxin, versutoxin)
Crotoxin

See also: Receptor/signaling modulators; Muscarinic acetylcholine receptor modulators; Nicotinic acetylcholine receptor modulators

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