Flubendazole

ChemicalBook > CAS DataBase List > Flubendazole

Product Name: Flubendazole
CAS No.: 31430-15-6
Chemical Name: Flubendazole
Synonyms: FLUBENDAZOL;Flubendazole Polymorph B;R-17899;R 17889;FLUMOXAL;FLUBENOL;FLUVERNAL;FLUMOXANE;fluvermal;Flubenvet
CBNumber: CB2669630
Molecular Formula: C16H12FN3O3
Formula Weight: 313.28
MOL File: 31430-15-6.mol

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Flubendazole Property

Melting point:: 290°C
Density: 1.3720 (estimate)
storage temp.: 2-8°C
solubility: Practically insoluble in water, in alcohol and in methylene chloride
pka: 10.66±0.10(Predicted)
color: White to Off-White
Merck: 14,4118
CAS DataBase Reference: 31430-15-6(CAS DataBase Reference)

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Safety

Risk Statements: 22
Safety Statements: 44
WGK Germany: 2
RTECS: DD6497500
HS Code: 29339900
Toxicity: LD50 in mice, rats, guinea pigs (mg/kg): >2560 orally (Thienpont)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P281Use personal protective equipment as required.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: Y0000138
Product name: Flubendazol
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: y0000138
Price: $150
Updated: 2024/03/01

Sigma-Aldrich

Product number: 34091
Product name: Flubendazol
Purity: VETRANAL , analytical standard
Packaging: 100mg
Price: $206
Updated: 2024/03/01

TCI Chemical

Product number: F0825
Product name: Flubendazole
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $59
Updated: 2024/03/01

TCI Chemical

Product number: F0825
Product name: Flubendazole
Purity: >98.0%(HPLC)(T)
Packaging: 25g
Price: $191
Updated: 2024/03/01

Cayman Chemical

Product number: 26064
Product name: Flubendazole
Packaging: 5g
Price: $57
Updated: 2024/03/01

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Flubendazole Chemical Properties,Usage,Production

Description

Flubendazole is a benzimidazole carbamate anthelmintic. It completely eliminates larvae in a mouse model of A. cantonensis infection and exhibits a mean larval reduction of 100% in a T. spiralis infection model when administered at doses of 5 and 50 mg/kg per day, respectively. Flubendazole inhibits mammalian tubulin polymerization (IC₅₀ = 2.5 μM) and inhibits binding of [³H]mebendazole to H. contortus L3 larval tubulin (IC₅₀ = 0.17 μM). Flubendazole also inhibits the proliferation of BT-549, SK-BR-3, MDA-MB-231, and MCF-7 breast cancer cells (IC₅₀s = 0.72, 1.51, 1.75, and 5.51 μM, respectively) and reduces tumor growth in an MDA-MB-231 mouse xenograft model when administered at a dose of 25 mg/kg.

Chemical Properties

White Solid

Originator

Fluvermal,Janssen-Le Brun,France,1980

Uses

An anthelmintic.

Uses

An insectocidal agent.

Uses

VETRANAL^? analytical standard can be used in the liquid chromatography coupled to mass spectrometry (LC-MS/MS) procedure, performed for the analysis of macrocyclic lactones in milk.

Definition

ChEBI: A member of the class of mebendazole in which the benzoyl group is replaced by a p-fluorobenzoyl group. A broad-spectrum anthelmintic, it is used, particularly in veterinary medicine, for the treatment of nematodal infections.

Manufacturing Process

To a stirred and cooled (ice bath) suspension of 25 parts of aluminum chloride in 52 parts of fluorobenzene is added dropwise a solution of 27.5 parts of 4- chloro-3-nitrobenzoyl chloride in 52 parts of fluorobenzene. Upon completion, stirring is continued overnight at room temperature. The reaction mixture is poured onto water and the product is extracted with methylene chloride. The extract is washed successively with sodium hydrogen carbonate solution and water, dried, filtered and evaporated in vacuo. The solid residue is crystallized from 2-propanol, yielding 4-chloro-4'-fluoro-3-nitrobenzophenone; MP 97.9°C.
A mixture of 24.5 parts of 4-chloro-4'-fluoro-3-nitrobenzophenone, 72 parts of methanol, 13 parts of sulfolane and 3.12 parts of ammonia is heated in a sealed tube for 20 hours at 120°C. To the reaction mixture is added successively 50 parts of water and 25 parts of a diluted hydrochloric acid solution and the whole is stirred and refluxed for 5 minutes. The reaction mixture is cooled and the precipitated product is filtered off. It is washed with 2-propanol and recrystallized from 640 parts of toluene, yielding 4-amino-4'- fluoro-3-nitrobenzophenone; MP 199°C.
A mixture of 14.5 parts of 4-amino-4'-fluoro-3-nitrobenzophenone, 160 parts of methanol, 6 parts of concentrated hydrochloric acid solution and 0.5 part of platinum oxide is hydrogenated at normal pressure and at room temperature. After the calculated amount of hydrogen is taken up, hydrogenation is stopped. The catalyst is filtered off and the filtrate is evaporated. The residue is washed with 2-propanol and dried, yielding 3,4-diamino-4'- fluorobenzophenone hydrochloride; MP 226°C to 230.5°C.
A mixture of 89 parts of S-methylisothiourea sulfate, 6.05 parts of methyl chloroformate in 7 parts of water is cooled, and at a temperature of 5°C to 10°C, sodium hydroxide solution 25% is added until pH equals 8. Then there are added successively 6.4 parts of acetic acid, 2.6 parts of sodium acetate and 8.9 parts of 3,4-diamino-4'-fluorobenzophenone hydrochloride and the whole is stirred while heating at 85°C for 45 minutes (during this reaction time, water and 2-propanol is added). The precipitated product is filtered off, washed with methanol and recrystallized from a mixture of 200 parts of acetic acid and 80 parts of methanol, yielding methyl N-[5(6)-p-fluorobenzoyl-2- benzimidazolyl] carbamate; MP > 260°C.

Therapeutic Function

Anthelmintic

General Description

Flubendazol is a broad spectrum anthelmintic, which belongs to the class of compounds known as benzimidazoles. It can be widely used in veterinary and human medicine. It mainly finds applications in deworming poultry, swine, dogs and cats.

Biochem/physiol Actions

Flubendazole, an antithelmintic, has been widely used in treating intestinal parasites. Additionally, Flubendazole has been reported to exert anticancer activities.

Flubendazole Preparation Products And Raw materials

Raw materials

Fluorobenzene

Preparation Products

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View Lastest Price from Flubendazole manufacturers

Ouhuang Engineering Materials (Hubei) Co., Ltd

Product: Flubendazole 31430-15-6
Price: US $15.00/kg
Min. Order: 1kg
Purity: 99.912%
Supply Ability: 10ton
Release date: 2024-04-28

airuikechemical co., ltd.

Product: flubendazole 31430-15-6
Price: US $0.00-0.00/g
Min. Order: 1g
Purity: 99.99%
Supply Ability: 20 tons
Release date: 2024-03-29

Sigma Audley

Product: Flubendazole 31430-15-6
Price: US $35.00-25.00/kg
Min. Order: 1kg
Purity: 99.8%
Supply Ability: 200tons/year
Release date: 2024-03-15

31430-15-6, FlubendazoleRelated Search:

Imidazole Florfenicol Benzimidazole Methyl formate Transfluthrin Methyl anthranilate Methyl benzoate 4-Fluorobenzaldehyde Methylparaben 2-AMINOFLUBENDAZOLE (4-Fluorophenyl)(2-hydroxy-1H-benzi Flubendazole EP Impurity F 3-NITRO-4-CHLORO-4'-FLUOROBENZOPHENONE UMF 060 Flubendazole D3 Methanone, 1H-benzimidazol-6-yl(4-fluorophenyl)- FENFLURAMINE Methyl chloroformate

METHYL [5-(4-FLUOROBENZOYL)-1H-BENZIMIDAZOL-2-YL]CARBAMATE

CARBAMIC ACID, [5-(4-FLUOROBENZOYL)-1H-BENZIMIDAZOL-2-YL]-METHYL ESTER

FLUMOXAL

FLUMOXANAL

FLUMOXANE

FLUBENDAZOL

FLUBENDAZOLE

FLUBENOL

FLUVERNAL

[5-(4-FLUOROBENZOYL)-1H-BENZIMIDAZOL-2-YL]CARBAMIC ACID, METHYL ESTER

(5-(4-fluorobenzoyl)-1h-benzimidazol-2-yl)-carbamicacimethylester

(5-(4-fluorobenzoyl)-1h-benzimidazole-2-yl)carbamicacidmethylester

[5-(4-Fluorobenzoyl)benzimidazol-2-yl]carbamic Acid Methyl Ester Methyl [5-(4-Fluorobenzoyl)benzimidazol-2-yl]carbamate

Flubendazole (FlutelMiuM)

flubendazole Solution, 100ppm

Flubendazole Imp. (EP)

Flubendazol, >=99%

Flubendazole Polymorph B

[5-(4-Fluorobenzoyl)benzimidazol-2-yl]carbamic Acid Methyl Ester

Methyl [5-(4-Fluorobenzoyl)benzimidazol-2-yl]carbamate

N-[6-[(4-fluorophenyl)-oxomethyl]-1H-benzimidazol-2-yl]carbamic acid methyl ester

5-(p-fluorobenzoyl)-2-benzimidazolecarbamicacimethylester

fluvermal

methyln-(5-(p-fluorobenzoyl)-2-benzimidazolyl)carbamate

5-(p-fluorobenzoyl)-2-benzimidazolecarbamic acid methyl este

[5-(4-fluorobenzoyl)-1H-benzimidazol-2-yl]-,methyl ester

Flumoxanal, Methyl [5-(4-fluorobenzoyl)-1H-benzimidazol-2-yl]carbamate

5-(p-Fluorobenzoyl)-1H-benzimidazole-2-carbamic acid methyl ester

R-17899

5-(p-Fluorobenzoyl)-2-benzimidazolecarbamic acid, Methyl ester

flubendazole standard

Methyl (5-(4-fluorobenzoyl)-1H-benzo[d]iMidazol-2-yl)carbaMate

Flubenvet

Methyl (5-p-Fluorobenzoyl-2-benziMidazolyl)carbaMate

N-[6-(4-Fluorobenzoyl)-1H-benziMidazol-2-yl]carbaMic Acid Methyl Ester

NSC 313680

R 17889

Flubendazole PolyMorph B COS

Flubendazole for system suitability CRS

Flubendazole CRS

Flubendazole&gt

ubendazoL

Carbamic acid, N-[6-(4-fluorobenzoyl)-1H-benzimidazol-2-yl]-, methyl ester

Flubendazole Solution in DMSO, 1000μg/mL

Flubendazole USP/EP/BP

31430-15-6

C16H12FN3O3

C16H12N3O3F

Fluorobenzene

Active Pharmaceutical Ingredients

31430-15-6