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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
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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
pka
11.44±0.70(Predicted)
EPA Substance Registry System
Isoxaben (82558-50-7)
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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)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
36138
Product name
Isoxaben
Purity
PESTANAL
Packaging
100mg
Price
$56.1
Updated
2024/03/01
American Custom Chemicals Corporation
Product number
AGR0000166
Product name
ISOXABEN
Purity
98.00%
Packaging
5G
Price
$1882.65
Updated
2021/12/16
AHH
Product number
MT-53002
Product name
Isoxaben
Purity
98%
Packaging
5g
Price
$910
Updated
2021/12/16
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ISOXABEN Chemical Properties,Usage,Production

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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82558-50-7, ISOXABENRelated Search:


  • 2,6-dimethoxy-n-(3-(1-ethyl-1-methylpropyl)-5-isoxazolyl)-benzamid
  • 2,6-dimethoxy-n-(3-(1-ethyl-1-methylpropyl)-5-isoxazolyl)benzamide
  • benzamizole
  • el107
  • n-(3-(1-ethyl-1-methylpropyl)-5-isoxazolyl)-2,6-dimethoxybenzamide
  • ixoxaben
  • N-(3-(1-ethyl-1-methylpropyl)-1,2-oxazol-5-yl)-2,6-dimethoxybenzamide
  • N-(3-(1-ethyl-1-methylpropyl)-5-isoxazoyl)-2,6-dimethoxybenzamide
  • ISOXABEN PESTANAL<TM>
  • ISOXABEN PESTANAL, 250 MG
  • FLEXIDOR
  • ISOXABEN
  • ISOXABEN ANALYTICAL STANDARD
  • Benzamide, N-3-(1-ethyl-1-methylpropyl)-5-isoxazolyl-2,6-dimethoxy-
  • ISOXABEN STANDARD
  • N-[3-(1-Ethyl-1-methylpropyl)isoxazol-5-yl]-2,6-dimethoxybenzamide
  • Isoaxben
  • Isoxaben @100 μg/mL in MeOH
  • Isoxaben@1000 μg/mL in Methanol
  • Isoxaben Solution in Methanol, 100μg/mL
  • NA 8318
  • 2,6-Dimethoxy-N-[3-(3-methyl-3-pentyl)-5-isoxazolyl]benzamide
  • EL 107|||NA 8318|||Isoxaben
  • Isoxaben in Acetonitrile
  • C14480000 Isoxaben
  • Isoxaben 10.0 μg/ml Acetonitrile
  • Methylprednisolone Impurity 40
  • 82558-50-7
  • 82558-40-7
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