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Fuberidazole

HCID 19756
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
3878-19-1
Standard SMILES
c1coc(-c2nc3ccccc3[nH]2)c1
InChIKey
UYJUZNLFJAWNEZ-UHFFFAOYSA-N
Molecular formula
C11H8N2O
Average molar mass
184.19 g/mol
Monoisotopic mass
184.06366288

Overview

Fuberidazole is a crystalline powder. Used in cereal seed dressing and fungicidal non-mercurial seed dressing with special action against fusarium. Not registered as a pesticide in the U.S. (EPA, 1998)

Names & identifiers

Preferred name
Fuberidazole
IUPAC
2-(furan-2-yl)-1H-benzimidazole
English name
FUBERIDAZOLE
Molecular formula
C11H8N2O
Molecular weight
184.19

Names & synonyms

FUBERIDAZOLE3878-19-1FuberidatolFubridazoleFuridazolVoronit1H-Benzimidazole, 2-(2-furanyl)-FuberidazolFuridazole2-(2-Furyl)benzimidazoleFuberisazolVoronite
Show more names
2-(furan-2-yl)-1H-benzo[d]iMidazolePF 7402bay33172wvii/117NSC 72670
2-(2-Furyl)-1H-benzimidazoleBayer 331722-(2-Furanyl)-1H-benzimidazoleBenzimidazole, 2-(2-furyl)-BAY 33172W VII/117B-33172DTXSID4041995

Database identifiers

CAS
3878-19-1
PubChem CID
19756
DTXSID
DTXSID4041995
ChEMBL
CHEMBL201094
ChEBI
CHEBI:81926
UNII
RXD450F6C7
EC Number
223-404-0
Nikkaji
J2.201B

Properties

Computed structural properties

XLogP
2.2
Topological polar surface area
41.8 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
14
Formal charge
0
Complexity
209

Experimental & physicochemical properties

Pesticides · 3 items

Fungicides

Active substance -> EU Pesticides database: Not approved

Environmental transformation -> Pesticides (parent, predecessor)

LogP2.67
Human DrugsPharmaceuticals
Melting Point · 2 items

536 to 550 °F decomposes (EPA, 1998)

286 °C

Vapor Pressure0.00001 [mm Hg] @25 °C
Physical DescriptionFuberidazole is a crystalline powder. Used in cereal seed dressing and fungicidal non-mercurial seed dressing with special action against fusarium. Not registered as a pesticide in the U.S. (EPA, 1998)
Collision Cross Section138.0 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID4041995]

Physicochemical properties

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P318, P319, P321, P330, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P261, P262, P264, P270, P271, P272, P273, P280, P284, P301+P317, P302+P352, P304+P340, P316, P318, P319, P320, P321, P330, P333+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 4 items

Commission Regulation (EC) No 1490/2002

2008/108, Reg. (EU) 2022/801, Reg. (EU) No 540/2011

Fuberidazole: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelPoison
Fire HazardsWhen heated to decomposition, it emits toxic fumes of nitrogen oxides. (EPA, 1998)
Health HazardsIt is classified as moderately toxic. Its probable oral lethal dose in humans is 0.5-5 g/kg or between 1 ounce and 1 pint for a150 lb. person. (EPA, 1998)
Reactive GroupAmines, Phosphines, and Pyridines
Reactivity Profile · 1 item

FUBERIDAZOLE is a benzimidazole and behaves as an amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides

Chemistry & industry

Uses & manufacturing

Use Classification · 2 items

Pharmaceuticals

Environmental transformation -> Pesticides (parent, predecessor)

Applications · 4 items

DescriptionFuberidazole is a crystalline powder.Molecular weight=184.21; Melting point=285℃(decomposition). Hazard Identification (based on NFPA-704 M Rating System): Health 2, Flammability 1,Reactivity 0. Very slightly soluble in water.

UsesFuberidazole is a benzimidazole based fungicide used as a fungicidal seed treatment of barley.

UsesFuberidazole is a systemic fungicide used in cereal seed dressing to control a variety of soil and seed borne diseases caused by Fusarium spp. It is also used as an anthelmintic and an inhibitor of enteroviruses.

General DescriptionCrystalline powder. Used in cereal seed dressing and fungicidal non-mercurial seed dressing with special action against fusarium. Not registered as a pesticide in the U.S.

Upstream & downstream products

Upstream raw materials

Glass-lined reaction potSodium bisulfiteSodiumhydroxymethylenesulfonateo-Phenylenediamine1H-Benzimidazole, 2-(2-furanyl)-1-(2-furanylmethyl)-Benzenamine, N-(2-furanylmethylene)-alpha-Furfuryliden-alpha-furylmethylamine

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Related reactions

1 records
New reaction record
HRID 869516 reaction equation
HRID 869516As reactantuspto-grants-2015_03

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Melting point
310 · 310-312℃
Boiling point
318.14 °C · 318.14°C (rough estimate)
Density
1.182 · 1.1820 (rough estimate)
vapor pressure
-3 Pa · -3Pa (20 °C)
refractive index
1.53 · 1.5300 (estimate)
storage temp.
0 · 0-6°C
solubility
DMSO (Slightly), Methanol (Slightly)
pka
4.6 · 4.6 (base)
Water Solubility
200 mg · 200 mg l-1 (pH 4), 71 mg l-1 (pH 7) at 20 °C
form
Solid
color
Off-White to Pale Beige
BRN
153833 · 153833
Henry's Law Constant
1.9 · 1.9×105 mol/(m3Pa) at 25℃, Ebert et al. (2023)
Major Application
agricultureenvironmental
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)
InChIKey
UYJUZNLFJAWNEZ-UHFFFAOYSA-N
SMILES
c1ccc2[nH]c(nc2c1)-c3ccco3
LogP
2.67 · 2.670
CAS DataBase Reference
3878 · 3878-19-1(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
450 F6C7 · RXD450F6C7
EPA Substance Registry System
Fuberidazole (3878-19-1)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
6 · GHS06,GHS08,GHS09
Signal word
Danger
Hazard statements
302 · H302-H311-H317-H330-H351-H373-H410
Precautionary statements
201 · P201-P273-P280-P301+P312-P302+P352+P312-P304+P340+P310
target organs
Heart
PPE
95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes
Xn,N,T
Risk Statements
22 · 22-50/53-23-21-48/22-43-40-21/22
Safety Statements
22 · 22-60-61-45-36/37
RIDADR
2588 · 2588
WGK Germany
3 · 3
RTECS
9010000 · DD9010000
HazardClass
6.1 · 6.1(b)
PackingGroup
III
HS Code
29339900 · 29339900
Storage Class
6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications
2 InhalationAcute · Acute Tox. 2 InhalationAcute Tox. 3 DermalAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Carc. 2 InhalationSkin Sens. 1STOT RE 2
Limited Quantities
0.5 Kg · 0.5 Kg (solid)
Excepted Quantities
Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
Hazard Classes and Categories · 3 items

Acute Tox. 4 (100%)

Carcinogenicity - category 2

Carc. 2

Safety & protection

Fire Fighting · 1 item

This compound is a fungicide. Move container from fire area if you can do so without risk. Fight fire from maximum distance. Dike fire control water for later disposal; do not scatter the material. Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Ventilate closed spaces before entering them. Wear positive pressure breathing apparatus and special protective clothing. Remove and isolate contaminated clothing at the site.

First AidNote: No information on specific clinical effects of exposure was available.
Nonfire Spill ResponseThis compound is a fungicide. Do not touch spilled material; stop leak if you can do so without risk. Use water spray to reduce vapors.
Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Protective Action Criteria (PAC) · 3 items

0.30 [mg/m3]

3.3 [mg/m3]

15 [mg/m3]

Personal Protective Equipment (PPE) · 1 item

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
3
rtecs
DD9010000
ridadr
2588
hs_code
29339900
risk_code
22-50/53-23-21-48/22-43-40-21/22
Signal word
Danger
Symbol(GHS)
GHS06,GHS08,GHS09
hazard_code
Xn,N,T
safety_code
22-60-61-45-36/37
hazard_class
6.1(b)
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
packing_group
III
target organs
Heart
Hazard statements
H302-H311-H317-H330-H351-H373-H410
Limited Quantities
0.5 Kg (solid)
Excepted Quantities
Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
Hazard Classifications
Acute Tox. 2 InhalationAcute Tox. 3 DermalAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Carc. 2 InhalationSkin Sens. 1STOT RE 2
Precautionary statements
P201-P273-P280-P301+P312-P302+P352+P312-P304+P340+P310
2-(Bromomethyl)furan
2-Furaldehyde oxime
1,2-Dinitrobenzene
Furfuryl alcohol
Furfurylamine
2-Nitroaniline
Furfural

Additional notes

DefinitionChEBI: A ring assembly consisting of benzimidazole substituted at position 2 by a 2-furyl group. A fungicide used as a seed treatment to control Fusarium spp. in cereals.