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03992

Sigma-Aldrich

Amiprofos methyl

PESTANAL®, analytical standard

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Synonym(s):
O-Methyl O-(2-nitro-p-tolyl) N-isopropylphosphoramidothionate
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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
J Schwuchow et al.
Protoplasma, 159, 60-69 (1990-01-01)
Tip cells of dark-grown protonemata of the moss Ceratodon purpureus are negatively gravitropic (grow upward). They possess a unique longitudinal zonation: (1) a tip group of amylochloroplasts in the apical dome, (2) a plastid-free zone, (3) a zone of significant
G M Walker
Journal of general microbiology, 128(1), 61-71 (1982-01-01)
Of the seven antimicrotubular drugs tested, nocodazole, mebendazole and trifluralin at saturable concentrations failed to inhibit cell division in Schizosaccharomyces pombe, while carbendazim, thiabendazole and chloropropham each at 50 micrograms ml- and amiprophos methyl at 200 micrograms ml-1 completely arrested
F G Lux et al.
Genetics, 128(3), 549-561 (1991-07-01)
Through the isolation of suppressors of temperature-sensitive flagellar assembly mutations at the FLA10 locus of Chlamydomonas reinhardtii, we have identified six other genes involved in flagellar assembly. Mutations at these suppressor loci, termed SUF1-SUF6, display allele specificity with respect to
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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