U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H11N2O4PS3
Molecular Weight 302.331
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHIDATHION

SMILES

COC1=NN(CSP(=S)(OC)OC)C(=O)S1

InChI

InChIKey=MEBQXILRKZHVCX-UHFFFAOYSA-N
InChI=1S/C6H11N2O4PS3/c1-10-5-7-8(6(9)16-5)4-15-13(14,11-2)12-3/h4H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C6H11N2O4PS3
Molecular Weight 302.331
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Methidathion is an organophosphate insecticide and acaricide (U.S. EPA, 1988). Methidathion and its oxygen analog produce their toxic reaction primarily through their inhibition of cholinesterase (ChE) enzymes, including acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). Methidathion is used to control a variety of insects and mites in many crops such as fruits, vegetables, tobacco, alfalfa and sunflowers. Methidathion is also used in greenhouses and on rose cultures. It is especially useful against scale insects.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
460.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Methidathion is highly toxic via the oral route, with reported acute oral LD50 values of 25 to 54 mg/kg in the rat, and 18 to 25 mg/kg in the mouse
Route of Administration: Oral
In Vitro Use Guide
The concentration at which methidathion inhibited 50% of the free AChE activity in electric eel and bovine red blood cells (RBCs) was reported to be 2.3 x 10-4 M and 4.6 x 10-4 M, respectively.
Substance Class Chemical
Record UNII
Y2P145U7KK
Record Status Validated (UNII)
Record Version