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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/REAXYS Number:
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

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF9904
BCBW8923
BCBR9361V

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APM induced the chromosome structure variation and proteome change of root meristems in Allium staivum.
Fan Jiang et al.
Fen zi xi bao sheng wu xue bao = Journal of molecular cell biology, 41(6), 482-488 (2009-01-14)
Qinghua Zhang et al.
Journal of plant physiology, 163(11), 1185-1192 (2006-10-13)
The effect of hydroxyurea (HU) and amiprophos-methyl (APM) on the synchronization of suspension cultures of Satsuma mandarin (Citrus unshiu) and micronucleation of the suspension cells sequentially treated with both, HU and APM, were investigated. When suspension cultures in early-log phase
D Menzel et al.
European journal of cell biology, 40(2), 286-295 (1986-04-01)
The cortical cytoplasm of the giant cells of Bryopsis contains hundreds of interconnected microtubule (MT) bundles aligned along the cell's long axis. Actin fibers show an extensive but not exclusive superposition with these MT bundles. Chloroplasts move parallel to the
Ernest Y Kwok et al.
The Plant journal : for cell and molecular biology, 35(1), 16-26 (2003-07-02)
Plastid stromules are stroma-filled tubular extensions of the plastid envelope membrane. These structures, which have been observed in a number of species, allow transfer of proteins between interconnected plastids. The dramatic shape of stromules and their dynamic movement within the
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
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