ISOXABEN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H24N2O4
Molecular Weight	332.3942
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC(C)(CC)C1=NOC(NC(=O)C2=C(OC)C=CC=C2OC)=C1

InChI

InChIKey=PMHURSZHKKJGBM-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Molecular Formula	C18H24N2O4
Molecular Weight	332.3942
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Conjugated polymer nanoparticles for effective siRNA delivery to tobacco BY-2 protoplasts.	2010-12-30	21192827
Habituation to thaxtomin A in hybrid poplar cell suspensions provides enhanced and durable resistance to inhibitors of cellulose synthesis.	2010-12-10	21143977
Stress may drive plant patterns.	2010-10-19	20976101
Alignment between PIN1 polarity and microtubule orientation in the shoot apical meristem reveals a tight coupling between morphogenesis and auxin transport.	2010-10-19	20976043
Angiosarcoma: clinical and molecular insights.	2010-06	20485141
Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program.	2010-03-15	20143881
A composite transcriptional signature differentiates responses towards closely related herbicides in Arabidopsis thaliana and Brassica napus.	2010-03	20043233
Transcriptional profiling in response to inhibition of cellulose synthesis by thaxtomin A and isoxaben in Arabidopsis thaliana suspension cells.	2009-05	19198845
Regulation of callose synthase activity in situ in alamethicin-permeabilized Arabidopsis and tobacco suspension cells.	2009-03-12	19284621
Sorption characteristics of pesticides on matrix substrates used in biopurification systems.	2009-03	19103453
Boron nutrition of tobacco BY-2 cells. V. oxidative damage is the major cause of cell death induced by boron deprivation.	2009-01	19054807
Thaxtomin A affects CESA-complex density, expression of cell wall genes, cell wall composition, and causes ectopic lignification in Arabidopsis thaliana seedlings.	2009	19269997
Novel implementation of conditional co-regulation by graph theory to derive co-expressed genes from microarray data.	2008-08-12	18793471
Genetic evidence that cellulose synthase activity influences microtubule cortical array organization.	2008-08	18583534
Cellulose synthesis: a complex complex.	2008-06	18485800
Sorption kinetics and its effects on retention and leaching.	2008-06	18413279
Habituation of bean (Phaseolus vulgaris) cell cultures to Quinclorac and analysis of the subsequent cell wall modifications.	2008-06	18408242
Insight into the early steps of root hair formation revealed by the procuste1 cellulose synthase mutant of Arabidopsis thaliana.	2008-05-16	18485206
High prevalence of celiac disease in Mexican Mestizo adults with type 1 diabetes mellitus.	2008-03-18	18344893
Is gene activity in plant cells affected by UMTS-irradiation? A whole genome approach.	2008	21918607
A novel, cellulose synthesis inhibitory action of ancymidol impairs plant cell expansion.	2008	18832186
IAA stimulates pollen tube growth and mediates the modification of its wall composition and structure in Torenia fournieri.	2008	18544613
Disruption of ATCSLD5 results in reduced growth, reduced xylan and homogalacturonan synthase activity and altered xylan occurrence in Arabidopsis.	2007-12	17892446
Nonmotile cellulose synthase subunits repeatedly accumulate within localized regions at the plasma membrane in Arabidopsis hypocotyl cells following 2,6-dichlorobenzonitrile treatment.	2007-10	17911650
Increase in XET activity in bean (Phaseolus vulgaris L.) cells habituated to dichlobenil.	2007-08	17450375
[Toward a better knowledge of the pesticides used by municipality in rural society: example of Limousin Region (France)].	2007-04	17500315
Cellulose synthesis is required for deposition of reticulate wall ingrowths in transfer cells.	2007-01	17169922
Visualization of cellulose synthase demonstrates functional association with microtubules.	2006-06-09	16627697
Possibilities of chemical weed control in Lupinus albus and Lupinus luteus-screening of herbicides.	2006	17390816
Analysis of substrate specificity of pig CYP2B22 and CYP2C49 towards herbicides by transgenic rice plants.	2005-12	16315095
An Arabidopsis endo-1,4-beta-D-glucanase involved in cellulose synthesis undergoes regulated intracellular cycling.	2005-12	16284310
Multigenerational versus single generation studies to estimate herbicide resistance fitness cost in Arabidopsis thaliana.	2005-10	16405169
Toxicity of herbicides in highway runoff.	2005-09	16193763
Novel cell wall architecture of isoxaben-habituated Arabidopsis suspension-cultured cells: global transcript profiling and cellular analysis.	2004-10	15447652
Herbicide runoff along highways. 2. Sorption control.	2004-06-15	15260323
Herbicide runoff along highways. 1. Field observations.	2004-06-15	15260322
Herbicide loss following application to a railway.	2004-06	15198328
Interaction between wall deposition and cell elongation in dark-grown hypocotyl cells in Arabidopsis.	2004-06	15181211
Evaluation of herbicide combinations for livid amaranth (Amaranthus blitum) control in tuberous begonia (Begonia x tuberhybrida).	2004	15759401
Characterization of a novel cellulose synthesis inhibitor.	2003-10	12883883
Reduced cellulose synthesis invokes lignification and defense responses in Arabidopsis thaliana.	2003-05	12713541
Disruption of cellulose synthesis by isoxaben causes tip swelling and disorganizes cortical microtubules in elongating conifer pollen tubes.	2003-03	12664284
Fate of isoxaben in a containerized plant rhizosphere system.	2003-03	12547338
Isolation and characterization of efficient isoxaben-transforming Microbacterium sp strains from four European soils.	2002-12	12476996
Restoration of the slow biodegradation of isoxaben in the soil of a fruit orchard after interruption of repeated isoxaben applications.	2002-12	12428153
Herbicide loss following application to a roadside.	2002-07	12146170
Resistance against herbicide isoxaben and cellulose deficiency caused by distinct mutations in same cellulose synthase isoform CESA6.	2002-02	11842152
Degradation of isoxaben in soils and an aqueous system.	2001-11	11757733
Herbicidal properties of the thaxtomin group of phytotoxins.	2001-05	11368592
Ultrastructural effects of cellulose biosynthesis inhibitor herbicides on developing cotton fibers.	2001	11732201

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:06:33 GMT 2025` Edited by `admin` on `Mon Mar 31 19:06:33 GMT 2025`
Record UNII	101V41EEA4
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FLEXIDOR

Preferred Name

English

ISOXABEN

Common Name

English

N-(3-(1-ETHYL-1-METHYLPROPYL)-5-ISOXAZOLYL)-2,6-DIMETHOXYBENZAMIDE

Systematic Name

English

SNAPSHOT

Brand Name

English

GALLERY

Brand Name

English

ISOXABEN [HSDB]

Common Name

English

ISOXABEN [MI]

Common Name

English

ISOXABEN [ISO]

Common Name

English

N-(3-(1-ETHYL-1-METHYLPROPYL)-1,2-OXAZOL-5-YL)-2,6-DIMETHOXYBENZAMIDE

Systematic Name

English

NA-8318

Code

English

EL-107

Code

English

BENZAMIZOLE

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

125851