PHOSPHAMIDON, (Z)-

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

SMILES

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

InChI

InChIKey=RGCLLPNLLBQHPF-HJWRWDBZSA-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

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 Target	Pharmacology	Condition	Potency
acetylcholinesterase of hen brain 2	Inhibitor 8,504		2.9 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2,596

PubMed

PubMed

Show entries

Title	Date	PubMed
Persistence of residues of the insecticide phosphamidon on and in oranges, lemons, and grapefruit, and on and in orange leaves and in dried citrus pulp cattle feed.	1973 Sep-Oct	4733377

Showing 1 to 1 of 1 entries

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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).

Show entries

Name

Type

Language

PHOSPHAMIDON, (Z)-

Common Name

English

PHOSPHAMIDON, CIS-

Preferred Name

English

PHOSPHORIC ACID, (1Z)-2-CHLORO-3-(DIETHYLAMINO)-1-METHYL-3-OXO-1-PROPEN-1-YL DIMETHYL ESTER

Systematic Name

English

(Z)-2-CHLORO-2-DIETHYLCARBAMOYL-1-METHYLVINYL DIMETHYL PHOSPHATE

Systematic Name

English

PHOSPHAMIDON, Z ISOMER

Common Name

English

Showing 1 to 5 of 5 entries

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Show entries

Code System

Code

Type

Description

CAS

23783-98-4

PRIMARY

PUBCHEM

3032604

PRIMARY

FDA UNII

HQ7958Q90Z

PRIMARY

EPA CompTox

DTXSID601030915

PRIMARY

Showing 1 to 4 of 4 entries

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SUBSTANCE RECORD


					HQ7958Q90Z

PHOSPHAMIDON, (Z)-