MedKoo Cat#: 581269 | Name: Dichlobenil
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dichlobenil is a selective pre-emergent herbicide that inhibits cellulose synthesis, disrupting cell wall formation and effectively controlling the growth of broadleaf and grassy weeds. It is moderately toxic to humans and can cause irritation upon exposure, with potential adverse effects primarily associated with prolonged or high-dose contact. In the body, dichlobenil undergoes biotransformation in the liver, where it is metabolized by the cytochrome P450 enzyme CYP2A6, leading to the formation of reactive metabolites. These metabolites can bind to macromolecules, contributing to potential toxic effects.

Chemical Structure

Dichlobenil
CAS#1194-65-6

Theoretical Analysis

MedKoo Cat#: 581269

Name: Dichlobenil

CAS#: 1194-65-6

Chemical Formula: C7H3Cl2N

Exact Mass: 170.9643

Molecular Weight: 172.01

Elemental Analysis: C, 48.88; H, 1.76; Cl, 41.22; N, 8.14

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 weeks
25g USD 450.00 2 weeks
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Related CAS #
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Synonym
Dichlobenil; Decabane; Casoron; Casoron 133; Cyclomec; Norosac; Dichlobanil; 2,6-Dichlorobenzonitrile; NSC 521490; NSC521490; NSC-521490
IUPAC/Chemical Name
Benzonitrile, 2,6-dichloro-
InChi Key
YOYAIZYFCNQIRF-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H3Cl2N/c8-6-2-1-3-7(9)5(6)4-10/h1-3H
SMILES Code
N#CC1=C(Cl)C=CC=C1Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 172.01 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Moon EK, Choi HS, Kong HH, Quan FS. Polyhexamethylene biguanide and chloroquine induce programmed cell death in Acanthamoeba castellanii. Exp Parasitol. 2018 Aug;191:31-35. doi: 10.1016/j.exppara.2018.06.002. Epub 2018 Jun 6. PubMed PMID: 29885293. 2: Li WK, Zhang HX, Shi YP. Simultaneous determination of bifenox, dichlobenil and diclofop methyl by hollow carbon nanospheres enhanced magnetic carboxylic multi-walled carbon nanotubes. Anal Chim Acta. 2018 Jun 29;1011:40-49. doi: 10.1016/j.aca.2018.01.030. Epub 2018 Jan 31. PubMed PMID: 29475484. 3: Kerminen K, Le Moël R, Harju V, Kontro MH. Influence of organic matter, nutrients, and cyclodextrin on microbial and chemical herbicide and degradate dissipation in subsurface sediment slurries. Sci Total Environ. 2018 Mar 15;618:1449-1458. doi: 10.1016/j.scitotenv.2017.09.302. Epub 2017 Oct 18. PubMed PMID: 29054658. 4: de Castro M, Martínez-Rubio R, Acebes JL, Encina A, Fry SC, García-Angulo P. Phenolic metabolism and molecular mass distribution of polysaccharides in cellulose-deficient maize cells. J Integr Plant Biol. 2017 Jul;59(7):475-495. doi: 10.1111/jipb.12549. Epub 2017 Jun 21. PubMed PMID: 28474461. 5: Denizet M, Cotter L, Lledo PM, Lazarini F. Sensory deprivation increases phagocytosis of adult-born neurons by activated microglia in the olfactory bulb. Brain Behav Immun. 2017 Feb;60:38-43. doi: 10.1016/j.bbi.2016.09.015. Epub 2016 Sep 15. PubMed PMID: 27640898. 6: Largo-Gosens A, de Castro M, Alonso-Simón A, García-Angulo P, Acebes JL, Encina A, Álvarez JM. Quinclorac-habituation of bean (Phaseolus vulgaris) cultured cells is related to an increase in their antioxidant capacity. Plant Physiol Biochem. 2016 Oct;107:257-263. doi: 10.1016/j.plaphy.2016.06.011. Epub 2016 Jun 8. PubMed PMID: 27318799. 7: Schultz-Jensen N, Aamand J, Sørensen SR. Bioaugmentation potential of free and formulated 2,6-dichlorobenzamide (BAM) degrading Aminobacter sp. MSH1 in soil, sand and water. AMB Express. 2016 Dec;6(1):33. doi: 10.1186/s13568-016-0204-1. Epub 2016 Apr 30. PubMed PMID: 27130267; PubMed Central PMCID: PMC4851666. 8: Largo-Gosens A, Encina A, de Castro M, Mélida H, Acebes JL, García-Angulo P, Álvarez JM. Early habituation of maize (Zea mays) suspension-cultured cells to 2,6-dichlorobenzonitrile is associated with the enhancement of antioxidant status. Physiol Plant. 2016 Jun;157(2):193-204. doi: 10.1111/ppl.12411. Epub 2016 Feb 5. PubMed PMID: 26612685. 9: Tegg RS, Shabala S, Cuin TA, Wilson CR. Mechanisms of thaxtomin A-induced root toxicity revealed by a thaxtomin A sensitive Arabidopsis mutant (ucu2-2/gi-2). Plant Cell Rep. 2016 Feb;35(2):347-56. doi: 10.1007/s00299-015-1888-4. Epub 2015 Oct 30. PubMed PMID: 26518425. 10: Moon EK, Hong Y, Chung DI, Goo YK, Kong HH. Potential Value of Cellulose Synthesis Inhibitors Combined With PHMB in the Treatment of Acanthamoeba Keratitis. Cornea. 2015 Dec;34(12):1593-8. doi: 10.1097/ICO.0000000000000642. PubMed PMID: 26426333. 11: Lovecka P, Thimova M, Grznarova P, Lipov J, Knejzlik Z, Stiborova H, Nindhia TG, Demnerova K, Ruml T. Study of Cytotoxic Effects of Benzonitrile Pesticides. Biomed Res Int. 2015;2015:381264. doi: 10.1155/2015/381264. Epub 2015 Aug 3. PubMed PMID: 26339609; PubMed Central PMCID: PMC4538370. 12: Ekelund F, Harder CB, Knudsen BE, Aamand J. Aminobacter MSH1-Mineralisation of BAM in Sand-Filters Depends on Biological Diversity. PLoS One. 2015 Jun 15;10(6):e0128838. doi: 10.1371/journal.pone.0128838. eCollection 2015. PubMed PMID: 26076202; PubMed Central PMCID: PMC4468195. 13: Zhang H, Wang Q, Ning X, Hang H, Ma J, Yang X, Lu X, Zhang J, Li Y, Niu C, Song H, Wang X, Wang PG. Synthesis and biological evaluations of a series of thaxtomin analogues. J Agric Food Chem. 2015 Apr 15;63(14):3734-41. doi: 10.1021/jf506153t. Epub 2015 Apr 3. PubMed PMID: 25804187. 14: Mélida H, Largo-Gosens A, Novo-Uzal E, Santiago R, Pomar F, García P, García-Angulo P, Acebes JL, Álvarez J, Encina A. Ectopic lignification in primary cellulose-deficient cell walls of maize cell suspension cultures. J Integr Plant Biol. 2015 Apr;57(4):357-72. doi: 10.1111/jipb.12346. PubMed PMID: 25735403. 15: Mattsson MK, Liu X, Yu D, Kontro MH. Depth, soil type, water table, and site effects on microbial community composition in sediments of pesticide-contaminated aquifer. Environ Sci Pollut Res Int. 2015 Jul;22(13):10263-79. doi: 10.1007/s11356-015-4224-1. Epub 2015 Feb 24. PubMed PMID: 25703619. 16: McManus SL, Moloney M, Richards KG, Coxon CE, Danaher M. Determination and occurrence of phenoxyacetic acid herbicides and their transformation products in groundwater using ultra high performance liquid chromatography coupled to tandem mass spectrometry. Molecules. 2014 Dec 10;19(12):20627-49. doi: 10.3390/molecules191220627. PubMed PMID: 25514054. 17: Herrero A, Reguera C, Ortiz MC, Sarabia LA, Sánchez MS. Ad-hoc blocked design for the robustness study in the determination of dichlobenil and 2,6-dichlorobenzamide in onions by programmed temperature vaporization-gas chromatography-mass spectrometry. J Chromatogr A. 2014 Nov 28;1370:187-99. doi: 10.1016/j.chroma.2014.10.016. Epub 2014 Oct 17. PubMed PMID: 25454144. 18: Cotton J, Leroux F, Broudin S, Marie M, Corman B, Tabet JC, Ducruix C, Junot C. High-resolution mass spectrometry associated with data mining tools for the detection of pollutants and chemical characterization of honey samples. J Agric Food Chem. 2014 Nov 19;62(46):11335-45. doi: 10.1021/jf504400c. Epub 2014 Nov 11. PubMed PMID: 25358104. 19: Raeppel C, Fabritius M, Nief M, Appenzeller BM, Briand O, Tuduri L, Millet M. Analysis of airborne pesticides from different chemical classes adsorbed on Radiello® Tenax® passive tubes by thermal-desorption-GC/MS. Environ Sci Pollut Res Int. 2015 Feb;22(4):2726-34. doi: 10.1007/s11356-014-3534-z. Epub 2014 Sep 11. PubMed PMID: 25205153. 20: Franceschini V, Bettini S, Pifferi S, Menini A, Siciliano G, Ognio E, Brini AT, Di Oto E, Revoltella RP. Transplanted human adipose tissue-derived stem cells engraft and induce regeneration in mice olfactory neuroepithelium in response to dichlobenil subministration. Chem Senses. 2014 Sep;39(7):617-29. doi: 10.1093/chemse/bju035. Epub 2014 Jul 23. PubMed PMID: 25056732.