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36138

Supelco

Isoxaben

PESTANAL®, analytical standard

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About This Item

Empirical Formula (Hill Notation):
C18H24N2O4
CAS Number:
82558-50-7
Molecular Weight:
332.39
EC Number:
407-190-8
MDL number:
MFCD00078687
UNSPSC Code:
41116107
PubChem Substance ID:
329755287
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
NMR: suitable
gas chromatography (GC): suitable

mp

175-179 °C

application(s)

agriculture
environmental

format

neat

SMILES string

CCC(C)(CC)c1cc(NC(=O)c2c(OC)cccc2OC)on1

InChI

1S/C18H24N2O4/c1-6-18(3,7-2)14-11-15(24-20-14)19-17(21)16-12(22-4)9-8-10-13(16)23-5/h8-11H,6-7H2,1-5H3,(H,19,21)

InChI key

PMHURSZHKKJGBM-UHFFFAOYSA-N

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General description

Isoxaben is a pre-emergence, broad leaf herbicide, which can be used on turf grass, small grains and ornamental type of plants in order to basically inhibit the synthesis of cellulose.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

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

Hazard Statements

H413

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 4

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH8255
BCBW6196
SZBD119XV
SZB8092XV
SZE8092X

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Novel cell wall architecture of isoxaben?habituated Arabidopsis suspension?cultured cells: global transcript profiling and cellular analysis
Manfield.WL
The Plant Journal, 40, 260-275 (2004)
Isaac Shim et al.
Frontiers in plant science, 9, 1152-1152 (2018-09-11)
The cellulose synthase (CESA) proteins in Arabidopsis play an essential role in the production of cellulose in the cell walls. Herbicides such as isoxaben and flupoxam specifically target this production process and are prominent cellulose biosynthesis inhibitors (CBIs). Forward genetic
Adriana Jimena Bernal et al.
The Plant journal : for cell and molecular biology, 52(5), 791-802 (2007-09-26)
Members of a large family of cellulose synthase-like genes (CSLs) are predicted to encode glycosyl transferases (GTs) involved in the biosynthesis of plant cell walls. The CSLA and CSLF families are known to contain mannan and glucan synthases, respectively, but
Iain W Manfield et al.
The Plant journal : for cell and molecular biology, 40(2), 260-275 (2004-09-28)
The herbicide isoxaben is a highly specific and potent inhibitor of cellulose synthesis in plants. Nevertheless, suspension-cultured cells can be habituated to grow in high concentrations of isoxaben, and apparently compensate for the disruption of cellulose synthesis by the modulation
Dat L Tsang et al.
Plant physiology, 156(2), 596-604 (2011-04-22)
Cell expansion in plants requires cell wall biosynthesis and rearrangement. During periods of rapid elongation, such as during the growth of etiolated hypocotyls and primary root tips, cells respond dramatically to perturbation of either of these processes. There is growing
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