Carbendazim

Details

• Internal ID: c6428837-3c0d-4530-8fbf-15b3d5512dd9
• Taxonomy: Organoheterocyclic compounds > Benzimidazoles > 2-benzimidazolylcarbamic acid esters
• IUPAC Name: methyl N-(1H-benzimidazol-2-yl)carbamate
• SMILES (Canonical): COC(=O)NC1=NC2=CC=CC=C2N1
• SMILES (Isomeric): COC(=O)NC1=NC2=CC=CC=C2N1
• InChI: InChI=1S/C9H9N3O2/c1-14-9(13)12-8-10-6-4-2-3-5-7(6)11-8/h2-5H,1H3,(H2,10,11,12,13)
• InChI Key: TWFZGCMQGLPBSX-UHFFFAOYSA-N
• Popularity: 4,825 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₉N₃O₂
• Molecular Weight: 191.19 g/mol
• Exact Mass: 191.069476538 g/mol
• Topological Polar Surface Area (TPSA): 67.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 10605-21-7
• Carbendazole
• Bavistin
• Mecarzole
• Thicoper
• Carbendazime
• Bavistan
• Carbendazol
• Derosal
• Funaben
• Medamine
• Carbendazym
• Equitdazin
• Garbenda
• Kemdazin
• Supercarb
• Agrizim
• Battal
• Bengard
• Bitosen
• Custos
• Delsene
• Karben
• Kolfugo
• Stempor
• BMK (fungicide)
• Methyl 2-benzimidazolecarbamate
• Myco
• Methyl benzimidazol-2-ylcarbamate
• Bavistin 3460
• carbendazine
• Falicarben
• Fungisol
• Pillarstin
• Triticol
• Stein
• Spin
• Bercema-Bitosen
• Kolfugo Extra
• methyl N-(1H-benzimidazol-2-yl)carbamate
• Preventol BCM
• Antibac MF
• Carben VL
• Funaben 3
• BCM (fungicide)
• Carbamic acid, 1H-benzimidazol-2-yl-, methyl ester
• Jkatein
• methyl 1H-benzo[d]imidazol-2-ylcarbamate
• Funaben 50
• Benzimidazolecarbamic
• IPO Y
• 2-MBC
• Methyl benzimidazolylcarbamate
• Preparation G 665
• METHYL 1H-BENZIMIDAZOL-2-YLCARBAMATE
• A 118 (pesticide)
• carbendazin
• carbendazyme
• mekarzole
• 2-(Methoxycarbamoyl)benzimidazole
• Mercarzole
• 2-(Carbomethoxyamino)benzimidazole
• Kolfugo 25 FW
• Methyl 1H-benzimidazole-2-carbamate
• 1H-Benzimidazole-2-carbamic acid, methyl ester
• 2-(Methoxycarbonylamino)-benzimidazole
• BAS 67054F
• Lignasan
• 2-(Methoxycarbonylamino)benzimidazole
• 2-Benzimidazolecarbamic acid, methyl ester
• Bavistine
• Derroprene
• Jkstein
• Zhiweiling
• Methyl N-2-benzimidazolecarbamate
• 1H-Benzimidazol-2-ylcarbamic acid methyl ester
• BAS-3460
• CTR 6669
• Bavistin FL
• EK 578
• HOE 17411
• CCRIS 1553
• Spin (pesticide)
• Benzimidazole-2-carbamic acid, methyl ester
• Carbendazim [BSI:ISO]
• 2-(Methoxy-carbonylamino)-benzimidazol
• G 665
• Olgin (fungicide)
• Bavistin 25SD
• Bavistin 50SD
• HSDB 6581
• BMK (VAN)
• Delsene 10
• Derosal 60PM
• Kolfugo 25FW
• Methyl benzimidazolecarbamate
• IPO-1250
• U 32104
• BA 67054F
• Fungoxan
• methyl 2-benzimidazil carbamate
• Protek
• Sarfun
• Subeej
• Methyl 2-benzimidazolylcarbamate
• BCM
• methyl-2-benzimidazole carbamate
• methylbenzimidazole-2-ylcarbamate
• BAS 3460F
• Benzimidazole carbamate de methyle
• benzimidazolecarbamate methyl ester
• BAS 3460 F
• Carbendazim D3
• MBC (VAN)
• Carbendazime [ISO-French]
• IPO 1250
• methoxybenzimidazole-2-carbamic acid
• Karben flo Stefes
• BMK
• EINECS 234-232-0
• Karben Stefes Flo
• methyl-N-(2-benzimidazolyl)carbamate
• BAS-67054
• FB-642
• Carbendazim (MBC)
• Carbendazim [ISO]
• EPA Pesticide Chemical Code 115001
• EPA Pesticide Chemical Code 128872
• NSC 109874
• NSC-109874
• UNII-H75J14AA89
• 1H-Benzimidazol-2-ylcarbamic acid, methyl ester
• 2-[(Methoxycarbonyl)amino]benzimidazole
• 2-Methyl benzimidazolecarbamate
• C9H9N3O2
• CHEBI:3392
• 2-benzimidazolecarbamic acid methyl ester
• 105268-95-9
• DTXSID4024729
• U-32.104
• Methyl 1H-benzimidazolylcarbamate
• BAS-67054F
• FB642
• H75J14AA89
• 2-(Methoxycarboxamido)benzimidazole
• A 118
• BAS 3460
• CTR-6669
• EK-578
• RCRA waste no. U372
• Carbamic acid, N-1H-benzimidazol-2-yl-, methyl ester
• CHEMBL70971
• Benzimidazole carbamate de methyle [French]
• MLS002701961
• DTXCID004729
• Methyl 1H-benzimidazol-2-ylcarbamate (9CI)
• 2-(Methoxy-carbonylamino)-benzimidazol [German]
• Carbamic acid, 1H-benzimidazolyl-, methyl ester
• 1H-Benzimidazol-2-yl-carbamic acid, methyl ester
• HOE-17411
• NSC109874
• 2-Bezimidazolecarbamic acid methyl ester
• A118
• methyl N-(1H-1,3-benzodiazol-2-yl)carbamate
• METHYL N-1H-BENZIMIDAZOL-2-YLCARBAMATE
• 37953-07-4
• 39413-19-9
• KID PEST PROJECT (CARBENDAZIM) (SEE ALSO CARBENDAZIM)
• Carbamic acid, N-1H-benzimidazol-2-yl-, methyl ester;Methyl 1H-benzo[d]imidazol-2-ylcarbamate
• CAS-10605-21-7
• ALBENDAZOLE IMPURITY E (EP IMPURITY)
• ALBENDAZOLE IMPURITY E [EP IMPURITY]
• 2-((METHOXYCARBONYL)AMINO)BENZIMIDAZOLE
• 2-(Methoxy-carbonylamino)-benzimidazol (GERMAN)
• carb
• Carbenzadime
• Carbate
• Cekudazim
• Benomyl metabolite
• Carbendazol, JMAF
• MBC (Carbendazim)
• Tripart defensor FL
• N-benzimidazol-2-ylmethoxycarboxamide
• Carbendazim, 97%
• MCAB
• Turfclear (Salt/Mix)
• BMC?
• CARBENDAZIM [MI]
• ChemDivAM_000201
• G-665
• ChemDiv1_000052
• 1h-benzimidazole-2-carbamic acid methyl ester
• CARBENDAZIM [HSDB]
• Methyl benzimidazolycarbamate
• SCHEMBL21051
• CARBENDAZIM [WHO-DD]
• N-1H-Benzimidazol-2-yl-carbamic Acid Methyl Ester
• BIDD:ER0282
• methyl-2-benzimidazolecarbamate
• methoxycarbonylaminobenzimidazole
• Carbendazim, analytical standard
• N-2-(benzimidazolyl) carbamate
• 2-carbomethoxyamino-benzimidazole
• methyl benzimidazole-2-carbamate
• SCHEMBL19926051
• HMS587C08
• methyl 2-benzimidazolyl-carbamate
• methyl benzimidazole-2-ylcarbamate
• methyl benzimidazol-2-yl carbamate
• AMY22465
• Methyl bendimidazole-2-yl-carbamate
• methyl benzimidazole-2-yl carbamate
• Methyl-alpha-benzimidazole Carbamate
• Tox21_202295
• Tox21_300478
• 2-(carbomethoxy-amino)-benzimidazole
• BAS 67054
• BDBM50116313
• FB 642
• LS-418
• Methyl 1H-2-benzimidazolecarbaminate
• Methyl 1H-benzemedazol-2-ylcarbamate
• Methyl N-benzimidazol-2-yl-carbamate
• MFCD00055390
• Carbendazim 50 microg/mL in Methanol
• N-2-(BENZIMIDAZOLYL)CARBAMATE
• AKOS002384358
• methyl-1h-benzimidazol-2-yl carbamate
• Carbendazim 100 microg/mL in Methanol
• CCG-101273
• CS-8030
• DB13009
• KS-5360
• 2-(Methoxy-carbonylamino)-benzimidazole
• methyl (1h-benzimidazol-2-yl)carbamate
• USEPA/OPP Pesticide Code: 128872
• NCGC00090706-01
• NCGC00090706-02
• NCGC00090706-03
• NCGC00090706-04
• NCGC00254328-01
• NCGC00259844-01
• 2-Benzimidazolecarcamic Acid Methyl Ester
• AC-10590
• BP-21318
• HY-13582
• NCI60_000240
• SMR000304463
• 1H-Benzimidazol-2-ylcarbamicacidmethylester
• Methyl 1H-benzimidazol-2-ylcarbamate, 9CI
• FT-0602933
• FT-0664246
• S3676
• Carbendazim, PESTANAL(R), analytical standard
• E78626
• EN300-180487
• A801368
• AF-962/00515023
• N-1H-Benzimidazol-2-ylcarbamic acid methyl ester
• Q418607
• SR-01000390861
• (1H-Benzoimidazol-2-yl)-carbamic acid methyl ester
• Carbamic acid, 1H-benzimidazol-2-yl, methyl ester
• J-001536
• SR-01000390861-1
• Carbendazim, certified reference material, TraceCERT(R)
• F0266-0908
• Z752774256
• Fenbendazole impurity A, European Pharmacopoeia (EP) Reference Standard
• 102040-01-7
• 110342-67-1
• 212384-28-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.9313	93.13%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5978	59.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9668	96.68%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8861	88.61%
P-glycoprotein inhibitior	-	0.9617	96.17%
P-glycoprotein substrate	-	0.9706	97.06%
CYP3A4 substrate	-	0.5594	55.94%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.7482	74.82%
CYP3A4 inhibition	-	0.9012	90.12%
CYP2C9 inhibition	-	0.9628	96.28%
CYP2C19 inhibition	-	0.9444	94.44%
CYP2D6 inhibition	-	0.8693	86.93%
CYP1A2 inhibition	+	0.9220	92.20%
CYP2C8 inhibition	+	0.4494	44.94%
CYP inhibitory promiscuity	-	0.9225	92.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5691	56.91%
Eye corrosion	-	0.9869	98.69%
Eye irritation	+	0.6721	67.21%
Skin irritation	-	0.8721	87.21%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6559	65.59%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.9000	90.00%
skin sensitisation	-	0.9316	93.16%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.7289	72.89%
Acute Oral Toxicity (c)	IV	0.6133	61.33%
Estrogen receptor binding	-	0.8171	81.71%
Androgen receptor binding	-	0.6403	64.03%
Thyroid receptor binding	+	0.6562	65.62%
Glucocorticoid receptor binding	+	0.6538	65.38%
Aromatase binding	+	0.8685	86.85%
PPAR gamma	-	0.6889	68.89%
Honey bee toxicity	-	0.9679	96.79%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7600	76.00%
Fish aquatic toxicity	+	0.6577	65.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.66%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.16%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.67%	99.23%
CHEMBL2535	P11166	Glucose transporter	84.99%	98.75%
CHEMBL2581	P07339	Cathepsin D	84.08%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.98%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.63%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.84%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.80%	91.11%
CHEMBL5028	O14672	ADAM10	81.53%	97.50%
CHEMBL255	P29275	Adenosine A2b receptor	81.42%	98.59%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.26%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.64%	86.33%

Plants that contains it

• Arabidopsis thaliana
• Litsea cubeba
• Musa acuminata

Cross-Links

• PubChem: 25429
• NPASS: NPC42483
• ChEMBL: CHEMBL70971
• LOTUS: LTS0051184
• wikiData: Q418607