AMIPROFOS METHYL

AMIPROFOS METHYL Property

Melting point:

~65 °C

Boiling point:

146.6°C

Density 

1.275±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

-0.73±0.70(Predicted)

form 

Solid

color 

White to Off-White

BRN 

2000833

EPA Substance Registry System

Amiprofos-methyl (36001-88-4)

Safety

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

36

WGK Germany 

3

RTECS 

TB5100000

Toxicity

LD50 orl-rat: 309 mg/kg 85AREA 2,212,77

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

AMIPROFOS METHYL Chemical Properties,Usage,Production

Description

Amiprofos-methyl (APM) is a phosphoric amide herbicide. It reversibly decreases H. vulgare root and shoot length and inhibits in vitro polymerization of Rosa tubulin induced by paclitaxel in a dose-dependent manner. APM completely inhibits tubulin polymerization in Hemanthus endosperm cells at a concentration of 0.1 μM. The antitubulin effects of APM are specific to plants as it has no effect on bovine brain tubulin polymerization at concentrations up to 100 μM. APM inhibits calcium accumulation in corn mitochondria (ID₅₀ = 140 nM) and induces a 3-fold increase in the rate of calcium efflux from rat liver mitochondria at a concentration of 100 nM. APM inhibits the growth of P. falciparum (IC₅₀ = 3.5 μM) and completely inhibits microtubule polymerization in P. falciparum trophozoites at a concentration of 20 μM.

Chemical Properties

It is white or light yellow crystal with slight odor. m.p. 64～65℃. It is soluble in organic solvents such as benzene, alcohol, ester, etc. The solubility is 10mg/L in water.

Uses

Amiprofos-methyl is useful in herbicide compositions.

Biochem/physiol Actions

Herbicide that prevents microtubule polymerization in plant cells, but not animal cells. Crop plants resistant to amiprofos-methyl and several other herbicides have been developed by insertion of a xenobiotic-detoxifying human gene CYP2B6.

Safety Profile

A poison by ingestion. Lowtoxicity by skin contact. When heated to decomposition itemits toxic vapors of NOx, SOx, and POx.

References

[1] LOUIS C. MOREJOHN  Donald E F. Inhibition of Plant Microtubule Polymerization in vitro by the Phosphoric Amide Herbicide Amiprophos-Methyl[J]. Science, 1984, 224 4651. DOI: 10.1126/science.224.4651.874
[2] A. TEMEL N G. Cytotoxic effects of metaphase-arresting methods in barley[J]. Cytology and Genetics, 2015, 49 1: 382-387. DOI: 10.3103/s0095452715060109
[3] CORNELIA HERTEL . Herbicides and fungicides stimulate Ca2+ efflux from rat liver mitochondria[J]. FEBS Letters, 1981, 127 1: Pages 37-39. DOI: 10.1016/0014-5793(81)80335-3
[4] BRIAN J. FENNELL. Cellular and molecular actions of dinitroaniline and phosphorothioamidate herbicides on Plasmodium falciparum: Tubulin as a specific antimalarial target[J]. Molecular and biochemical parasitology, 2006, 145 2: Pages 226-238. DOI: 10.1016/j.molbiopara.2005.08.020