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Fuberidazole

Alias: Fuberidazole; Fuberidazole
Cat No.:V21396 Purity: ≥98%
Fuberidazole (BAY 33172; Furidazole) is a fungicide.
Fuberidazole
Fuberidazole Chemical Structure CAS No.: 3878-19-1
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Fuberidazole (BAY 33172; Furidazole) is a fungicide. Fuberidazole has a synergistic effect with cucurbituril (CB) macromolecules like CB7 and CB8. Studies have shown that CB8 can induce changes in the pKa of Fuberidazole. Fuberidazole significantly suppresses the growth of Botrytis cinerea (B. cinerea).
Fuberidazole (CAS#: 3878-19-1, molecular weight 184.19, molecular formula C11H8N2O) is a benzimidazole fungicide used as a seed treatment to control Fusarium spp. in cereals. It is also known as 2-(furan-2-yl)-1H-benzimidazole. Fuberidazole is a crystalline powder used in cereal seed dressing and fungicidal non-mercurial seed dressing. It has a special action against fusarium and is not registered as a pesticide in the U.S.. The compound is also used as a plastic and rubber fungicide and as an anti-mold agent.
Biological Activity I Assay Protocols (From Reference)
Targets
Fuberidazole targets fungal pathogens, specifically Fusarium spp., through its benzimidazole moiety. Benzimidazole fungicides typically bind to fungal tubulin, disrupting microtubule assembly and inhibiting mitosis. By interfering with this critical cellular process, fuberidazole prevents fungal growth and reproduction. Its mechanism of action is characteristic of the benzimidazole class of fungicides.
ln Vitro
The presence of CB8 (100 μM) causes a 1.4 unit shift in the pKa of fumarate (FBZ) (10 μM) [1]. B. cinerea (Brytis cinerea) is inhibited by fumeridazole (10-200 μM; 72 h). B's growth is inhibited when furanidazole and CB7/CB8 are combined. cinerea is three times more potent than furanidazole by itself [1].
In vitro, fuberidazole exhibits antifungal activity against Fusarium spp. and other fungal pathogens. Its efficacy has been demonstrated in various in vitro assays measuring fungal growth inhibition. The compound's activity as a seed dressing protects germinating seeds from fungal infections. Its antifungal properties are well-established in agricultural research.
ln Vivo
In vivo, fuberidazole is used as a seed treatment to control Fusarium spp. in cereals. It is applied to seeds before planting to protect them from soil-borne and seed-borne fungal pathogens. Its use helps prevent diseases such as wheat smut, barley stripe, and white mold. The compound is also used as a fungicide for plastics, rubber, and as a cattle and sheep dewormer.
Enzyme Assay
In vitro enzyme assays for fuberidazole would typically involve measuring its inhibition of fungal tubulin polymerization, similar to other benzimidazole fungicides. The compound is incubated with purified fungal tubulin, and the inhibition of microtubule assembly is measured spectrophotometrically. Its antifungal activity is assessed using standard broth microdilution or agar dilution methods against Fusarium spp. and other fungi.
Cell Assay
In vitro cell-based assays for fuberidazole involve treating fungal cultures with the compound to assess its antifungal activity. Fungal growth is measured by optical density or colony counting. The compound's minimum inhibitory concentration (MIC) against various fungal strains is determined. Its effects on fungal cell morphology and microtubule structure can also be studied microscopically.
Animal Protocol
In vivo animal experiments for fuberidazole are not typically performed, as it is a fungicide for agricultural use. Its efficacy is assessed in field trials and greenhouse studies, where treated seeds are planted and the incidence of fungal disease is monitored. The compound's protective effects on crop yield and quality are evaluated.
ADME/Pharmacokinetics
Fuberidazole has a molecular weight of 184.19 and a molecular formula of C11H8N2O. It is a crystalline powder. The compound is a benzimidazole and behaves as an amine. It neutralizes acids to form salts plus water. Its physical and chemical properties are consistent with other members of the benzimidazole class of fungicides.
Toxicity/Toxicokinetics
Fuberidazole is a hazardous substance. It is extremely hazardous and its use as a pesticide is regulated. The compound is harmful if swallowed, inhaled, or absorbed through the skin. It may cause irritation to the eyes, skin, and respiratory tract. Proper safety precautions, including the use of protective equipment, should be taken when handling this compound.
References
[1]. Saleh N, et al. Enhancement of in vitro fungicidal activity of fuberidazole to Botrytis cinerea by cucurbiturils. Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2014, 79: 301-309.
Additional Infomation
Furazolidone is a crystalline powder. Used for grain seed treatment and fungicide control, it is a mercury-free fungicide with specific control effects against Fusarium. It is not registered as an insecticide in the United States (EPA, 1998). Furazolidone is a cyclic compound formed by replacing the benzimidazole ring with a 2-furanyl group at the 2-position. It is a fungicide used as a seed treatment to control Fusarium fungi in grains. It is an antifungal pesticide. It belongs to the benzimidazole class of compounds, and also to the furan class of compounds; it is a benzimidazole fungicide.
Fuberidazole is a benzimidazole fungicide used as a seed treatment to control Fusarium spp. in cereals. It is also known as 2-(furan-2-yl)-1H-benzimidazole. The compound is a crystalline powder used in cereal seed dressing. It is not registered as a pesticide in the U.S.. Fuberidazole is also used as a fungicide for plastics and rubber, and as a dewormer.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H8N2O
Molecular Weight
184.19
Exact Mass
184.064
CAS #
3878-19-1
PubChem CID
19756
Appearance
Off-white to light yellow solid powder
Density
1.286g/cm3
Boiling Point
380.6ºC at 760 mmHg
Melting Point
310-312℃
Flash Point
194.7ºC
Index of Refraction
1.67
LogP
2.822
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Heavy Atom Count
14
Complexity
210
Defined Atom Stereocenter Count
0
SMILES
O1C([H])=C([H])C([H])=C1C1=NC2=C([H])C([H])=C([H])C([H])=C2N1[H]
InChi Key
UYJUZNLFJAWNEZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H8N2O/c1-2-5-9-8(4-1)12-11(13-9)10-6-3-7-14-10/h1-7H,(H,12,13)
Chemical Name
2-(furan-2-yl)-1H-benzimidazole
Synonyms
Fuberidazole; Fuberidazole
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~125 mg/mL (~678.65 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 12.5 mg/mL (67.86 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 125.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.4292 mL 27.1459 mL 54.2918 mL
5 mM 1.0858 mL 5.4292 mL 10.8584 mL
10 mM 0.5429 mL 2.7146 mL 5.4292 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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