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

Details

Stereochemistry ACHIRAL
Molecular Formula C10H19ClNO5P
Molecular Weight 299.688
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of PHOSPHAMIDON, (E)-

SMILES

CCN(CC)C(=O)C(\Cl)=C(\C)OP(=O)(OC)OC

InChI

InChIKey=RGCLLPNLLBQHPF-CMDGGOBGSA-N
InChI=1S/C10H19ClNO5P/c1-6-12(7-2)10(13)9(11)8(3)17-18(14,15-4)16-5/h6-7H2,1-5H3/b9-8+

HIDE SMILES / InChI

Molecular Formula C10H19ClNO5P
Molecular Weight 299.688
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Phosphamidon is an organophosphorus insecticide widely used in agriculture, which consists of two isomers Z and E. Phosphamidon is highly toxic to mammals and was shown to inhibit acetylcholinesterase in the brain of the hen.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2.9 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
The LD50 value of phosphamidon p.o. for hens was 9 mg/kg
Route of Administration: Oral
In Vitro Use Guide
Phosphamidon (PSM) was a potent inhibitor of acetylcholinesterase (AChE), with an I50 of 2.9 microM and second-order rate constant (ka) of 1.2 x 10(4) M-1 min-1 at 37 degrees C. PSM-inhibited AChE aged rapidly (t1/2 = 1.9 h).
Substance Class Chemical
Record UNII
54VR7A0BQD
Record Status Validated (UNII)
Record Version