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Name	Mebendazole	EINECS	250-635-4
CAS No.	31431-39-7	Density	1.388 g/cm³
PSA	84.08000	LogP	3.04520
Solubility	35.4mg/L(25 oC)	Melting Point	288.5 °C
Formula	C₁₆H₁₃N₃O₃	Boiling Point	436.98°C (rough estimate)
Molecular Weight	295.298	Flash Point	N/A
Transport Information	UN 2811	Appearance	white to yellowish powder
Safety	36	Risk Codes	22
Molecular Structure		Hazard Symbols	Xn
Synonyms	Methyl 5-benzoyl-2-benzimidazolecarbamate;2-Benzimidazolecarbamic acid, 5-benzoyl-, methyl ester;Sufil;R 17635;Equivurm Plus;MBDZ;Methyl 5-benzoyl benzimidazole-2-carbamate;Versid;(5-Benzoyl-1H-benzimidazol-2-yl)carbamic acid methyl ester;Mebex;Verpanyl;Mebendazole (JAN/USP);2-Benzimidazolecarbamic acid, 5-benzoyl-, methyl ester (8CI);Mebutar;5-Benzoyl-2-benzimidazolecarbamic acid methyl ester;Telmin;Vermox (TN);R 17,635;Bantenol;Telluryl compoundsTelmin;Vermox;R 17, 635;Lomper;Pantelmin;Methyl 5-benzoyl-2-benzimidazolylcarbamate;	Article Data	10

Mebendazole Synthetic route

: 39070-63-8
4-benzoylbenzene-1,2-diamine

: 40943-37-1
O-methyl-N-(methoxycarbonyl)-isourea

: 31431-39-7
mebendazole

Conditions

Conditions	Yield
With acetic acid In toluene	95%
With hydrogenchloride In chloroform Cooling with ice; Reflux;

: 52329-60-9
(2-amino-1H-benzimidazol-5-yl)(phenyl)methanone

: 79-22-1
methyl chloroformate

A: 104663-13-0
isomebendazole

B: 31431-39-7
mebendazole

Conditions

Conditions	Yield
With pyridine Ambient temperature; Yield given. Yields of byproduct given;
With pyridine Ambient temperature;	A 0.5 g B 0.1 g

: 57070-71-0
(3,4-diaminophenyl)phenylmethanone hydrochloride

: 31431-39-7
mebendazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 6 g / sodium hydroxide / H2O / 12 h / Heating 2: 0.1 g / pyridine / Ambient temperature View Scheme

: [Ru(η6-p-cymene)Cl2(mebendazole)]

: C26H27Cl2N3O3Ru

: 67-68-5
dimethyl sulfoxide

A: 115543-07-2
[Ru(η6-p-cymene)(dmso)Cl2]

B: 31431-39-7
mebendazole

Conditions

Conditions	Yield
In chloroform

: 528-45-0
3,4-dinitrobenzoic acid

: 31431-39-7
mebendazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: thionyl chloride / N,N-dimethyl-formamide / 0 °C 2: aluminum (III) chloride / dichloromethane / 3 h / Reflux; Inert atmosphere 3: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C 4: hydrogenchloride / chloroform / Cooling with ice; Reflux View Scheme

: 24376-18-9
3,4-dinitrobenzoyl chloride

: 31431-39-7
mebendazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aluminum (III) chloride / dichloromethane / 3 h / Reflux; Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C 3: hydrogenchloride / chloroform / Cooling with ice; Reflux View Scheme

: 33609-48-2
3,4-dinitrobenzophenone

: 31431-39-7
mebendazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C 2: hydrogenchloride / chloroform / Cooling with ice; Reflux View Scheme

: 39259-32-0
methyl N-(1-methylthio-1-iminomethyl)-carbamate

: 39070-63-8
4-benzoylbenzene-1,2-diamine

: 31431-39-7
mebendazole

Conditions

Conditions	Yield
With acetic acid In methanol at 75 - 80℃;

: 106-43-4
para-chlorotoluene

: 31431-39-7
mebendazole

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: nitric acid / 70 °C 2: nitric acid / 50 °C 3: thionyl chloride / N,N-dimethyl-formamide / 75 - 80 °C 4: ammonia / 130 - 135 °C / 4500.45 - 5250.53 Torr 5: sulfur; sodium hydroxide / methanol / 78 - 80 °C 6: acetic acid / methanol / 75 - 80 °C View Scheme

: 74-11-3
para-chlorobenzoic acid

: 31431-39-7
mebendazole

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: nitric acid / 50 °C 2: thionyl chloride / N,N-dimethyl-formamide / 75 - 80 °C 3: ammonia / 130 - 135 °C / 4500.45 - 5250.53 Torr 4: sulfur; sodium hydroxide / methanol / 78 - 80 °C 5: acetic acid / methanol / 75 - 80 °C View Scheme

Mebendazole Chemical Properties

Molecular Structure of Mebendazole (CAS NO.31431-39-7):

IUPAC Name: methyl N-(6-Benzoyl-1H-benzimidazol-2-yl)carbamate
Canonical SMILES: COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CC=C3
InChI: InChI=1S/C16H13N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,17,18,19,21)
InChIKey: OPXLLQIJSORQAM-UHFFFAOYSA-N
Molecular Formula: C₁₆H₁₃N₃O₃
Molar mass: 295.2927 g/mol
Index of Refraction: 1.702
Molar Refractivity: 82.43 cm³
Molar Volume: 212.6 cm³
Surface Tension: 66.7 dyne/cm
Density: 1.388 g/cm³
Melting point: 288.5 °C
storage temp: 0-6 °C
Water solubility: insoluble
Appearance: White Amorphous Powder
Product Categories: Intermediates & Fine Chemicals; Miscellaneous Natural Products; Miscellaneous Enzyme; Pharmaceuticals

Mebendazole Uses

Mebendazole (CAS NO.31431-39-7) is used to treat infestations by worms including pinworms, roundworms, tapeworms, hookworms, and whipworms.

Mebendazole Production

Take o-dichlorobenzene and benzoyl chloride as raw materials,the product can be derived by condensation, amination, cyclization.

Mebendazole Toxicity Data With Reference

cat	LD50	oral	> 640mg/kg (640mg/kg)	Toxicology and Applied Pharmacology. Vol. 24, Pg. 371, 1973.
chicken	LD50	unreported	> 40mg/kg (40mg/kg)	United States Patent Document. Vol. #3657267,
dog	LD	intramuscular	> 2gm/kg (2000mg/kg)	Drugs in Japan Vol. -, Pg. 1207, 1990.
dog	LD50	oral	1280mg/kg (1280mg/kg)	Drugs in Japan Vol. -, Pg. 1207, 1990.
domestic animals - goat/sheep	LD50	oral	> 80mg/kg (80mg/kg)	United States Patent Document. Vol. #3657267,
guinea pig	LD50	oral	> 1280mg/kg (1280mg/kg)	Toxicology and Applied Pharmacology. Vol. 24, Pg. 371, 1973.
mouse	LD50	intraperitoneal	712mg/kg (712mg/kg)	Meditsinskaya Parazitologiya i Parazitarnye Bolezni. Medical Parasitology and Parasitic Diseases. Vol. 48(4), Pg. 29, 1979.
mouse	LD50	oral	620mg/kg (620mg/kg)	Meditsinskaya Parazitologiya i Parazitarnye Bolezni. Medical Parasitology and Parasitic Diseases. Vol. 47(6), Pg. 48, 1978.
rabbit	LD50	oral	> 640mg/kg (640mg/kg)	Toxicology and Applied Pharmacology. Vol. 24, Pg. 371, 1973.
rat	LD50	intramuscular	350mg/kg (350mg/kg)	Drugs in Japan Vol. -, Pg. 1207, 1990.
rat	LD50	oral	714mg/kg (714mg/kg)	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 735, 1988.

Mebendazole Consensus Reports

EPA Genetic Toxicology Program.

Mebendazole Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Human mutation data reported. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NO_x.
Safety Information of Mebendazole (CAS NO.31431-39-7):
Hazard Codes: Xn
Risk Statements:
22: Harmful if swallowed
Safety Statements:
36: Wear suitable protective clothing
RIDADR: UN 2811
WGK Germany: 3
RTECS: EY8600000

Mebendazole Specification

Mebendazole (CAS NO.31431-39-7), its Synonyms are (5-Benzoyl-1H-benzimidazol-2-yl)-carbamic acid methyl ester ; 2-Benzimidazolecarbamic acid, 5-benzoyl-, methyl ester ; 5-Benzoyl-2-benzimidazolecarbamic acid methyl ester ; Bantenol ; Besantin ; Mebendazolum ; Methyl 5-benzoyl-2-benzimidazolecarbamate ; Methyl 5-benzoyl-2-benzimidazolylcarbamate ; Methyl N-(5-benzoyl-2-benzimidazolyl)carbamate ; N-(Benzoyl-5, benzimidazolyl)-2, carbamate de methyle ; N-2 (5-Benzoyl-benzimidazole) carbamate de methyle .

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