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Methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamate - 95%, isomeric mixture, high purity , CAS No.17804-35-2

10 Citations COA COA
    Grade & Purity:
  • ≥95%
  • isomeric mixture
In stock
Item Number
M432240
Grouped product items
SKU Size
Availability
 Price Qty
M432240-5g
5g
3
$65.90
M432240-25g
25g
2
$263.90
Wish List
Bulk Order  SDS  DATASHEET  Specification Sheet

Basic Description

Synonyms NSC 263489, Benomyl
Specifications & Purity ≥95%, isomeric mixture
Product Description

Methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamate (Benomyl) is widely employed for the treatment of various fungal diseases in agriculture. It has been reported as an active constituent of DuPont Benlate fungicidal formulations. Kinetics of the degradation of benomyl in various organic solvents has been investigated by spectrophotometric methods. N,N ′-Dibutylurea (DBU) has been reported as the major metabolite of benomyl.


Application

Methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamate may be used as standard reagent for the HPLC quantification of benomyl in water, sediment and biota samples.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organoheterocyclic compounds
Class Benzimidazoles
Subclass 2-benzimidazolylcarbamic acid esters
Intermediate Tree Nodes Not available
Direct Parent 2-benzimidazolylcarbamic acid esters
Alternative Parents Carbonylimidazoles  N-substituted imidazoles  Benzenoids  Heteroaromatic compounds  Carbamate esters  Ureas  Azacyclic compounds  Organopnictogen compounds  Organonitrogen compounds  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents 2-benzimidazolylcarbamic acid ester - Imidazole-1-carbonyl group - N-substituted imidazole - Benzenoid - Azole - Imidazole - Carbamic acid ester - Heteroaromatic compound - Urea - Carbonic acid derivative - Azacycle - Organopnictogen compound - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as 2-benzimidazolylcarbamic acid esters. These are aromatic heteropolycyclic compounds that contain a carbamic acid ester group, which is N-linked to the C2-atom of a benzimidazole moiety.
External Descriptors Carbamate pesticides - Carbamate fungicides

Associated Targets(Human)

NR3C1 Tclin Glucocorticoid receptor (14987 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
AR Tclin Androgen Receptor (11781 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
VDR Tclin Vitamin D receptor (26531 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RXRA Tclin Retinoid X receptor alpha (3637 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CXCL8 Tchem Interleukin-8 (642 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TP53 Tchem Cellular tumor antigen p53 (48468 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Lymphoblastoid cell (5959 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Ppard Peroxisome proliferator-activated receptor delta (358 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Faah Anandamide amidohydrolase (3907 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Pyricularia grisea (1253 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Aspergillus flavus (8875 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Aspergillus niger (16508 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Saccharomyces cerevisiae (19171 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plenodomus lingam (178 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Aspergillus fumigatus (16427 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Candida albicans (78123 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Nakaseomyces glabratus (9108 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Fusarium oxysporum (3998 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Trichoderma viride (1263 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Trichophyton rubrum (3646 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Geotrichum candidum (421 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Penicillium italicum (133 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Epidermophyton floccosum (561 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Botrytis cinerea (4183 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Alternaria alternata (757 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Alternaria citri (70 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Aspergillus parasiticus (296 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Cladosporium cucumerinum (320 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Colletotrichum coccodes (59 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Colletotrichum fragariae (147 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Colletotrichum gloeosporioides (560 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Cladosporium herbarum (157 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Fusarium avenaceum (92 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Fusarium culmorum (260 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Fusarium oxysporum f. sp. lycopersici (29 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Penicillium brevicompactum (15 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Phytophthora citrophthora (55 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Rhizoctonia solani (2251 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Trichophyton mentagrophytes (4846 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Rorc Nuclear receptor ROR-gamma (89407 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Nr1i2 Nuclear receptor subfamily 1 group I member 2 (14 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Verticillium dahliae (119 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Fusarium odoratissimum (44 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Fusarium oxysporum f. sp. niveum (47 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Musa acuminata AAA Group (20 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Trichothecium roseum (13 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plenodomus biglobosus (26 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Fusarium graminearum (1554 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Monilinia laxa (436 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Zymoseptoria tritici (367 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Colletotrichum acutatum (300 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Fusarium oxysporum f. sp. gladioli (10 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Diaporthe ampelina (88 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Blumeria hordei (55 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

Pubchem Sid 488183086
Pubchem Sid Url https://pubchem.ncbi.nlm.nih.gov/substance/488183086
IUPAC Name methyl N-[1-(butylcarbamoyl)benzimidazol-2-yl]carbamate
INCHI InChI=1S/C14H18N4O3/c1-3-4-9-15-13(19)18-11-8-6-5-7-10(11)16-12(18)17-14(20)21-2/h5-8H,3-4,9H2,1-2H3,(H,15,19)(H,16,17,20)
InChIKey RIOXQFHNBCKOKP-UHFFFAOYSA-N
Smiles CCCCNC(=O)N1C2=CC=CC=C2N=C1NC(=O)OC
Isomeric SMILES CCCCNC(=O)N1C2=CC=CC=C2N=C1NC(=O)OC
UN Number 3077
Packing Group III
Molecular Weight 290.32
Reaxy-Rn 825455
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=825455&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

4 results found

Lot Number Certificate Type Date Item
G23131124 Certificate of Analysis Apr 20, 2023 M432240
G23131061 Certificate of Analysis Apr 20, 2023 M432240
G23131043 Certificate of Analysis Apr 20, 2023 M432240
G23131062 Certificate of Analysis Apr 20, 2023 M432240

Chemical and Physical Properties

Melt Point(°C) >300°C
Molecular Weight 290.320 g/mol
XLogP3 2.100
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 5
Exact Mass 290.138 Da
Monoisotopic Mass 290.138 Da
Topological Polar Surface Area 85.300 Ų
Heavy Atom Count 21
Formal Charge 0
Complexity 377.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

How to Cite Aladdin Scientific Products?
1. Dong Liu, Qingfa Gong, Xixi Xu, Shuyun Meng, Yuye Li, Tianyan You.  (2023)  Photoelectrochemical aptasensor based on cascade dual Z-scheme CdTe-polyaniline@MoS2 heterostructure for the sensitive carbendazim detection.  JOURNAL OF ELECTROANALYTICAL CHEMISTRY,  930  (117143). 
2. Wang Zile, Zhang Liang, Yang YanHong, Zhang Huixia, Zhang Weichunbai, Zheng Pimiao, Jiang Haiyang.  (2022)  Rational hapten design and establishment of broad-spectrum indirect competitive enzyme-linked immunosorbent assay for benzimidazoles monitoring in milk.  Food Quality and Safety,  7   
3. Wei Zhong, Jin Zou, Qi Yu, Yansha Gao, Fengli Qu, Shuwu Liu, Hui Zhou, Limin Lu.  (2023)  Ultrasensitive indirect electrochemical sensing of thiabendazole in fruit and water by the anodic stripping voltammetry of Cu2+ with hierarchical Ti3C2Tx-TiO2 for signal amplification.  FOOD CHEMISTRY,  402  (134379). 
4. Wei Zhong, Jin Zou, Yanyu Xie, Jing Yang, Mingfang Li, Shuwu Liu, Yansha Gao, Xiaoqiang Wang, Limin Lu.  (2022)  Three-dimensional nano-CuxO-MWCNTs-COOH/MXene heterostructure: An efficient electrochemical platform for highly sensitive and selective sensing of benomyl in fruit samples.  JOURNAL OF ELECTROANALYTICAL CHEMISTRY,  920  (116586). 
5. Bo Zhang, Qijie Chen, Dongmin Liu, Fang Fang, Mingwei Mu, Yufei Xie, Yishan Kuang, Jianhui Wang, Guozhen Fang.  (2022)  Heterogeneous sensitization from nanoporous gold and titanium carbide (MXene) combining with molecularly imprinted polymers for highly sensitive and specific sensing detection of thiabendazole.  SENSORS AND ACTUATORS B-CHEMICAL,  367  (132159). 
6. Zhangxun Wang, Hong Zhu, Yuran Cheng, Yuanyuan Jiang, Yuandong Li, Bo Huang.  (2019)  The Polyubiquitin Gene MrUBI4 Is Required for Conidiation, Conidial Germination, and Stress Tolerance in the Filamentous Fungus Metarhizium robertsii.  Genes,  10  (6): (412). 
7. Xiao Li, Kaili Zhong, Ziyi Yin, Jiexiong Hu, Wenhao Wang, Lianwei Li, Haifeng Zhang, Xiaobo Zheng, Ping Wang, Zhengguang Zhang.  (2019)  The seven transmembrane domain protein MoRgs7 functions in surface perception and undergoes coronin MoCrn1-dependent endocytosis in complex with Gα subunit MoMagA to promote cAMP signaling and appressorium formation in Magnaporthe oryzae.  PLoS Pathogens,  15  (2): (e1007382). 
8. Qing Tang, Jing Zhang, Tao Sun, Cheng-Hui Wang, Ying Huang, Qingdi Zhou, Gang Wei.  (2018)  A turn-on supramolecular fluorescent probe for sensing benzimidazole fungicides and its application in living cell imaging.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,  191  (372). 
9. Xiao Li, Chuyun Gao, Lianwei Li, Muxing Liu, Ziyi Yin, Haifeng Zhang, Xiaobo Zheng, Ping Wang, Zhengguang Zhang.  (2017)  MoEnd3 regulates appressorium formation and virulence through mediating endocytosis in rice blast fungus Magnaporthe oryzae.  PLoS Pathogens,  13  (6): (e1006449). 
10. Chengxi Zhu,Dong Liu,Zhi Chen,Libo Li,Tianyan You.  (2019-03-25)  An ultra-sensitive aptasensor based on carbon nanohorns/gold nanoparticles composites for impedimetric detection of carbendazim at picogram levels..  Journal of colloid and interface science,  546  (92-100). 

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