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03992

Sigma-Aldrich

Amiprofos methyl

PESTANAL®, analytical standard

Synonym(s):

O-Methyl O-(2-nitro-p-tolyl) N-isopropylphosphoramidothionate

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About This Item

Empirical Formula (Hill Notation):
C11H17N2O4PS
CAS Number:
36001-88-4
Molecular Weight:
304.30
Beilstein:
2000833
EC Number:
252-829-4
MDL number:
MFCD00467096
UNSPSC Code:
12352202
PubChem Substance ID:
329747856
NACRES:
NA.77

grade

analytical standard
reference material

product line

PESTANAL®

Assay

≥98% (GC)

form

powder or crystals

shelf life

limited shelf life, expiry date on the label

mp

~65 °C

application(s)

agriculture
environmental

format

neat

storage temp.

2-8°C

SMILES string

COP(=S)(NC(C)C)Oc1ccc(C)cc1[N+]([O-])=O

InChI

1S/C11H17N2O4PS/c1-8(2)12-18(19,16-4)17-11-6-5-9(3)7-10(11)13(14)15/h5-8H,1-4H3,(H,12,19)

InChI key

VHEWQRWLIDWRMR-UHFFFAOYSA-N

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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.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Harjinder Singh Sardar et al.
Plant physiology, 142(4), 1469-1479 (2006-10-24)
Arabinogalactan proteins (AGPs), a superfamily of plant hydroxyproline-rich glycoproteins, are present at cell surfaces. Although precise functions of AGPs remain elusive, they are widely implicated in plant growth and development. A well-characterized classical tomato (Lycopersicon esculentum) AGP containing a glycosylphosphatidylinositol
A S Bajer et al.
Annals of the New York Academy of Sciences, 466, 767-784 (1986-01-01)
Mitosis is arrested in Haemanthus endosperm by amiprophos-methyl and oryzalin at a concentration of 100 nM, and anaphase chromosome movements are modified at 10 nM. Prolonged exposure to these drugs results in a classical c-mitosis. Anaphase chromosome movement is arrested
Herbicides and fungicides stimulate Ca2+ efflux from rat liver mitochondria.
C Hertel et al.
FEBS letters, 127(1), 37-39 (1981-05-05)
O Calderini et al.
Journal of cell science, 111 ( Pt 20), 3091-3100 (1998-09-18)
Mitogen-activated protein (MAP) kinases have been demonstrated to have a role in meiosis but their involvement in mitotic events is less clear. Using a peptide antibody raised against the tobacco MAP kinase p43(Ntf6) and extracts from synchronized tobacco cell suspension
S W James et al.
Genetics, 130(2), 305-314 (1992-02-01)
We previously described two types of genetic interactions among recessive mutations in the APM1 and APM2 loci of Chlamydomonas reinhardtii that may reflect a physical association of the gene products or their involvement in a common structure/process: (1) allele-specific synthetic
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