ISOXABEN
- Product Name
- ISOXABEN
- CAS No.
- 82558-50-7
- Chemical Name
- ISOXABEN
- Synonyms
- el107;NA 8318;FLEXIDOR;ixoxaben;ISOXABEN;Isoaxben;benzamizole;ISOXABEN STANDARD;C14480000 Isoxaben;ISOXABEN PESTANAL
- CBNumber
- CB4362249
- Molecular Formula
- C18H24N2O4
- Formula Weight
- 332.39
- MOL File
- 82558-50-7.mol
ISOXABEN Property
- Melting point:
- 175-179 °C
- Boiling point:
- 469.52°C (rough estimate)
- Density
- 1.2149 (rough estimate)
- refractive index
- 1.5700 (estimate)
- storage temp.
- 0-6°C
- form
- Solid
- pka
- 11.44±0.70(Predicted)
- color
- White to off-white
- EPA Substance Registry System
- Isoxaben (82558-50-7)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 53-40
- Safety Statements
- 61-36
- WGK Germany
- 3
- RTECS
- CV4370300
- Hazardous Substances Data
- 82558-50-7(Hazardous Substances Data)
N-Bromosuccinimide Price
- Product number
- 75772
- Product name
- Isoxaben
- Purity
- certified reference material, <I>Trace</I><B>CERT</B><SUP>®</SUP>, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
- Packaging
- 50 mg
- Price
- $99.2
- Updated
- 2025/07/31
- Product number
- 36138
- Product name
- Isoxaben
- Purity
- PESTANAL
- Packaging
- 100mg
- Price
- $57.2
- Updated
- 2025/07/31
- Product number
- AGR0000166
- Product name
- ISOXABEN
- Purity
- 98.00%
- Packaging
- 5G
- Price
- $1882.65
- Updated
- 2021/12/16
- Product number
- MT-53002
- Product name
- Isoxaben
- Purity
- 98%
- Packaging
- 5g
- Price
- $910
- Updated
- 2021/12/16
ISOXABEN Chemical Properties,Usage,Production
Chemical Properties
The product contains 2% of the isomer N-[3-(1,1-dimethylbutyl)-5-isosialidazolyl]-2,6-dimethoxybenzamide. Pure product is colorless crystal. Vapor pressure 5.5×10-4mPa (25°C). Partition coefficient KowIgP=3.94(pH 5.1,20℃), Henry's constant 1.29×10-4Pa- m3/mol. relative density 0.58(22℃). Solubility in water 1.42mg/L(pH7,20℃);Solubility in other solvents(25℃,g/L):methanol,ethyl acetate,dichloromethane 50~~100,acetonitrile 30~50,toluene 4~5,hexane 0.07~0.08.Stability:Stable in aqueous solution at pH 5~9,but its aqueous solution is susceptible to photolysis.
Uses
Isoxaben is used primarily for preemergence control of annual broadleaf weeds. Isoxaben is usually applied to soil either with light incorporation or before application of water (at least 0.5 in) within 3 weeks. As is the case with DCB, it is most effective on weed seedlings before emergence.
Uses
Isoxaben is a herbicide residue in tea and other plants. A cellulose biosynthesis inhibitor in plants.
Definition
ChEBI: A benzamide obtained by formal condensation of the carboxy group of 2,6-dimethoxybenzoic acid and the amino group of 3-(3-methylpentan-3-yl)-1,2-oxazol-5-amine.
Pharmacology
Although isoxaben is readily absorbed through the
root system, foliar absorption and translocation is poor.
Reduced root absorption may be partly responsible for
the tolerance of some dicot species to isoxaben, although
differences in the site of action appears to be the major
contributing factor in tolerance (15).Up to 50% of absorbed
isoxaben is metabolized within 6 days following root application
(16). Differences in metabolism cannot explain
the selectivity of isoxaben between tolerant and susceptible
species (17,18). Metabolism of isoxaben involves
hydroxylation of the propyl side group and glucosylation.
2,6-dimethoxybenzamide is found as a minor metabolite
(19). Isoxaben prevents the germination and growth of
seedlings before emergence, by inhibiting cell division.
The primary mode of action of isoxaben is inhibition of
cellulose biosynthesis, although the exact mechanism is
unclear. Isoxaben has been shown to specifically inhibit
the incorporation of glucose into the acid-insoluble fraction
(presumed to be cellulose) of the cell walls of Arabidopsis
thaliana (20) and soybean cell suspension cultures (21).
This herbicide also disrupts cell plate formation in root
tips (22) and tobacco suspension cells (23). Isoxaben affects
a different site of action compared with DCB, as it inhibits
cytokinesis at an earlier stage in which callose is deposited
at the developing cell plate (23). There are no known cases
of resistance to this herbicide.
Metabolism
Isoxaben is adsorbed strongly to soil and therefore has very limited mobility. Volatilization and photodegradation of isoxaben is negligible when applied to soil. Isoxaben is mainly degraded by soil organisms and has an average half-life of 1 to 2 months in the field, providing an average of 5 to 6 months of weed control at normal rates of application (19).
Toxicity evaluation
Isoxaben is classified as a general use herbicide. Although
it is noncarcinogenic, it is classified as a Class C oncogen
based on increased incidence of benign liver tumors in
one experimental system tested (mice). It is relatively
nontoxic to mammals with an oral LD50 of >10 g/kg in
rats and mice (19).
Isoxaben is nonflammable and noncorrosive. It is stable
under normal conditions, but it is degraded by ultraviolet
light in aqueous solution and decomposes at 220 ?C (19).
ISOXABEN Preparation Products And Raw materials
Raw materials
Preparation Products
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