Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C7H3Cl2N |
| Molecular Weight | 172.011 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
ClC1=CC=CC(Cl)=C1C#N
InChI
InChIKey=YOYAIZYFCNQIRF-UHFFFAOYSA-N
InChI=1S/C7H3Cl2N/c8-6-2-1-3-7(9)5(6)4-10/h1-3H
| Molecular Formula | C7H3Cl2N |
| Molecular Weight | 172.011 |
| 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 |
|---|---|---|
| Mechanisms of permanent loss of olfactory receptor neurons induced by the herbicide 2,6-dichlorobenzonitrile: effects on stem cells and noninvolvement of acute induction of the inflammatory cytokine IL-6. | 2013-11-01 |
|
| Balamuthia mandrillaris: staining properties of cysts and trophozoites and the effect of 2,6-dichlorobenzonitrile and calcofluor white on encystment. | 2011-04-06 |
|
| Habituation to thaxtomin A in hybrid poplar cell suspensions provides enhanced and durable resistance to inhibitors of cellulose synthesis. | 2010-12-10 |
|
| Mechanisms of olfactory toxicity of the herbicide 2,6-dichlorobenzonitrile: essential roles of CYP2A5 and target-tissue metabolic activation. | 2010-11-15 |
|
| Expression of transient receptor potential channel vanilloid (TRPV) 1–4, melastin (TRPM) 5 and 8, and ankyrin (TRPA1) in the normal and methimazole-treated mouse olfactory epithelium. | 2010-11 |
|
| Alignment between PIN1 polarity and microtubule orientation in the shoot apical meristem reveals a tight coupling between morphogenesis and auxin transport. | 2010-10-19 |
|
| The phenolic profile of maize primary cell wall changes in cellulose-deficient cell cultures. | 2010-10 |
|
| Unraveling the biochemical and molecular networks involved in maize cell habituation to the cellulose biosynthesis inhibitor dichlobenil. | 2010-09 |
|
| Development of a multiresidue method for the determination of multiclass pesticides in soil using GC. | 2010-08 |
|
| Transplantation of neural stem cells in anosmic mice. | 2010-06 |
|
| TRICHOME BIREFRINGENCE and its homolog AT5G01360 encode plant-specific DUF231 proteins required for cellulose biosynthesis in Arabidopsis. | 2010-06 |
|
| Plasticity of xyloglucan composition in bean (Phaseolus vulgaris)-cultured cells during habituation and dehabituation to lethal concentrations of dichlobenil. | 2010-05 |
|
| Callose implication in stomatal opening and closure in the fern Asplenium nidus. | 2010-05 |
|
| Permeation of herbicidal dichlobenil from a Casoron formulation through nitrile gloves. | 2010-02 |
|
| Degrader density determines spatial variability of 2,6-dichlorobenzamide mineralisation in soil. | 2010-01 |
|
| The role of callose in guard-cell wall differentiation and stomatal pore formation in the fern Asplenium nidus. | 2009-12 |
|
| Habituation and dehabituation to dichlobenil: simply the equivalent of Penélope's weaving and unweaving process? | 2009-11 |
|
| Competitive biodegradation of dichlobenil and atrazine coexisting in soil amended with a char and citrate. | 2009-11 |
|
| Identification of the cellulose synthase genes from the Oomycete Saprolegnia monoica and effect of cellulose synthesis inhibitors on gene expression and enzyme activity. | 2009-10 |
|
| The most-probable-number enumeration of dichlobenil and 2,6-dichlorobenzamide (BAM) degrading microbes in Finnish aquifers. | 2009-09 |
|
| High peroxidase activity and stable changes in the cell wall are related to dichlobenil tolerance. | 2009-08-15 |
|
| Toxicological study of pesticides in air and precipitations of Paris by means of a bioluminescence method. | 2009-06 |
|
| Microtubule involvement in the deposition of radial fibrillar callose arrays in stomata of the fern Asplenium nidus L. | 2009-06 |
|
| Human cord blood CD133+ stem cells transplanted to nod-scid mice provide conditions for regeneration of olfactory neuroepithelium after permanent damage induced by dichlobenil. | 2009-04 |
|
| Novel type II cell wall architecture in dichlobenil-habituated maize calluses. | 2009-02 |
|
| A methodology to determine pesticides pollution sources in water catchments: study case (Belgium). | 2009 |
|
| Thaxtomin A affects CESA-complex density, expression of cell wall genes, cell wall composition, and causes ectopic lignification in Arabidopsis thaliana seedlings. | 2009 |
|
| Sorption of polar and nonpolar aromatic compounds to four surface soils of eastern China. | 2008-12 |
|
| MAP20, a microtubule-associated protein in the secondary cell walls of hybrid aspen, is a target of the cellulose synthesis inhibitor 2,6-dichlorobenzonitrile. | 2008-11 |
|
| Relative crystallinity of plant biomass: studies on assembly, adaptation and acclimation. | 2008-08-06 |
|
| Microbial degradation of the benzonitrile herbicides dichlobenil, bromoxynil and ioxynil in soil and subsurface environments--insights into degradation pathways, persistent metabolites and involved degrader organisms. | 2008-07 |
|
| Cellulose synthesis: a complex complex. | 2008-06 |
|
| Habituation of bean (Phaseolus vulgaris) cell cultures to Quinclorac and analysis of the subsequent cell wall modifications. | 2008-06 |
|
| Site-specific adsorption of 1,3-dinitrobenzene to bacterial surfaces: a mechanism of n-pi electron-donor-acceptor interactions. | 2008-05-06 |
|
| Cellulose synthesis in Phytophthora infestans is required for normal appressorium formation and successful infection of potato. | 2008-03 |
|
| Evolution of a domain conserved in microtubule-associated proteins of eukaryotes. | 2008 |
|
| Antioxidant status, peroxidase activity, and PR protein transcript levels in ascorbate-deficient Arabidopsis thaliana vtc mutants. | 2008 |
|
| A novel, cellulose synthesis inhibitory action of ancymidol impairs plant cell expansion. | 2008 |
|
| Nonmotile cellulose synthase subunits repeatedly accumulate within localized regions at the plasma membrane in Arabidopsis hypocotyl cells following 2,6-dichlorobenzonitrile treatment. | 2007-10 |
|
| Increase in XET activity in bean (Phaseolus vulgaris L.) cells habituated to dichlobenil. | 2007-08 |
|
| Microbial degradation pathways of the herbicide dichlobenil in soils with different history of dichlobenil-exposure. | 2007-07 |
|
| Cellulose biosynthesis pathway is a potential target in the improved treatment of Acanthamoeba keratitis. | 2007-05 |
|
| [Toward a better knowledge of the pesticides used by municipality in rural society: example of Limousin Region (France)]. | 2007-04 |
|
| Cortical microtubule arrays undergo rotary movements in Arabidopsis hypocotyl epidermal cells. | 2007-02 |
|
| Demonstrating formation of potentially persistent transformation products from the herbicides bromoxynil and ioxynil using liquid chromatography-tandem mass spectrometry (LC-MS/MS). | 2007-02 |
|
| Degradation of the herbicide dichlobenil and its metabolite BAM in soils and subsurface sediments. | 2007-01-30 |
|
| Cellulose synthesis is required for deposition of reticulate wall ingrowths in transfer cells. | 2007-01 |
|
| A mutation in At-nMat1a, which encodes a nuclear gene having high similarity to group II intron maturase, causes impaired splicing of mitochondrial NAD4 transcript and altered carbon metabolism in Arabidopsis thaliana. | 2006-06 |
|
| GC-MS analysis of dichlobenil and its metabolites in groundwater. | 2005-11-15 |
|
| Characterization of olfactory deficits in the rat following administration of 2,6-dichlorobenzonitrile (dichlobenil), 3,3'-iminodipropionitrile, or methimazole. | 1996-01 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:42:52 GMT 2025
by
admin
on
Mon Mar 31 19:42:52 GMT 2025
|
| Record UNII |
N42NR4196R
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
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Common Name | English | ||
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Preferred Name | English | ||
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Common Name | English | ||
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Common Name | English | ||
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Common Name | English | ||
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Systematic Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
EPA PESTICIDE CODE |
27401
Created by
admin on Mon Mar 31 19:42:52 GMT 2025 , Edited by admin on Mon Mar 31 19:42:52 GMT 2025
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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N42NR4196R
Created by
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2,6-DICHLOROBENZONITRILE
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521490
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943
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3031
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m4322
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PRIMARY | Merck Index | ||
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1194-65-6
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DTXSID5032365
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dichlobenil
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C055869
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214-787-5
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312
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| Related Record | Type | Details | ||
|---|---|---|---|---|
|
METABOLITE -> PARENT |
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