Mebendazole supplier | CasNO.31431-39-7

Name
Mebendazole
EINECS 250-635-4
CAS No. 31431-39-7
Article Data10
CAS DataBase
Density 1.388 g/cm³
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
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;
PSA 84.08000
LogP 3.04520

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

...Expand

: 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

...Expand

: 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

: 96-99-1
4-chloro-3-nitrobenzoate

: 31431-39-7
mebendazole

Conditions

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

: 56107-02-9
4-chloro-3-nitrobenzophenone

: 31431-39-7
mebendazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ammonia / 130 - 135 °C / 4500.45 - 5250.53 Torr 2: sulfur; sodium hydroxide / methanol / 78 - 80 °C 3: acetic acid / methanol / 75 - 80 °C View Scheme

: 21729-98-6
methyl-N-cyano carbamate

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

: 31431-39-7
mebendazole

Conditions

Conditions	Yield
With hydrogenchloride In water; acetone at 97℃; for 5.16h; Temperature;

: 31431-39-7
mebendazole

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

Conditions

Conditions	Yield
With potassium hydroxide In methanol for 24h; Heating;	98%
With potassium hydroxide In methanol for 96h; Heating;	98%
With potassium hydroxide In methanol for 24h; Heating;	89%
With sulfuric acid for 3h; Heating;	81%
With sodium hydroxide In water; isopropyl alcohol for 8h; Heating;	27 g

: 802294-64-0
propionic acid

: 31431-39-7
mebendazole

: mebendazole propanoic acid

Conditions

Conditions	Yield
at 120℃;	89%

: 31431-39-7
mebendazole

: 60254-95-7
Methyl 5-(α-hydroxyphenylmethyl)-1H-benzimidazole-2-carbamate

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol Heating;	87%

: 31431-39-7
mebendazole

: 107-92-6
butyric acid

: mebendazole butanoic acid

Conditions

Conditions	Yield
at 120℃;	87%

: 76-05-1
trifluoroacetic acid

: 31431-39-7
mebendazole

: mebendazole trifluoroacetate

Conditions

Conditions	Yield
In ethanol	82%

: 64-19-7
acetic acid

: 31431-39-7
mebendazole

: mebendazole acetic acid

Conditions

Conditions	Yield
at 100℃;	73%

: 64-18-6
formic acid

: 31431-39-7
mebendazole

: mebendazole formate

Conditions

Conditions	Yield
at 100℃;	65%

: 7748-36-9
oxetan-3-ol

: 31431-39-7
mebendazole

: oxetan-3-yl N-(5-benzoyl-1H-1,3-benzodiazol-2-yl)carbamate

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 60 - 70℃; for 0.333333h; Microwave irradiation;	53%
With triethylamine In N,N-dimethyl-formamide for 0.25h; Microwave irradiation;

: 141-43-5
ethanolamine

: 31431-39-7
mebendazole

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

B: 89597-80-8
1-(5-benzoylbenzimidazol-2-yl)-3-(2-hydroxyethyl)urea

Conditions

Conditions	Yield
at 100℃; for 72h;	A 52% B 24%

...Expand

: 31431-39-7
mebendazole

: 109-52-4
valeric acid

: mebendazole valeric acid

Conditions

Conditions	Yield
at 120℃;	52%

: 109-01-3
1-methyl-piperazine

: 31431-39-7
mebendazole

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

B: 89597-79-5
1-(5-benzoylbenzimidazol-2-yl)-3-(4-methylpiperazino)urea

Conditions

Conditions	Yield
for 6h; Heating;	A 37% B 46%

...Expand

: 111-41-1
2-(2-Aminoethylamino)ethanol

: 31431-39-7
mebendazole

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

B: 89597-81-9
1-(5-benzoylbenzimidazol-2-yl)-3-<2-<(2-hydroxyethyl)amino>ethyl>urea

Conditions

Conditions	Yield
at 100℃; for 2h;	A n/a B 39%

...Expand

: 1-(tert-butyl) 5-(chloromethyl) (tert-butoxycarbonyl)-L-glutamate

: 31431-39-7
mebendazole

: 5-((5-benzoyl-2-((methoxycarbonyl)amino)-1H-benzo[d]imidazol-1-yl)methyl) 1-(tert-butyl) (tert-butoxycarbonyl)-L-glutamate

Conditions

Conditions	Yield
Stage #1: mebendazole With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Schlenk technique; Inert atmosphere; Stage #2: 1-(tert-butyl) 5-(chloromethyl) (tert-butoxycarbonyl)-L-glutamate In N,N-dimethyl-formamide at 20℃; for 16h;	32%

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 31431-39-7
mebendazole

: 89597-82-0
1-(5-benzoyl benzimidazol-2-yl)-3, 3-dimethylurea

Conditions

Conditions	Yield
With N-[2-(diethylamino)ethyl]hydrazine at 100℃; for 72h;	26%

: chloromethyl (((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl) carbonate

: 31431-39-7
mebendazole

: methyl (5-benzoyl-1-((((((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis-((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methoxy)-carbonyl)oxy)methyl)-1H-benzo[d]imidazol-2-yl)carbamate

Conditions

Conditions	Yield
Stage #1: mebendazole With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 0.25h; Sonication; Stage #2: chloromethyl (((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis-((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)carbonate In dimethyl sulfoxide at 20℃; for 1h;	25%

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 31431-39-7
mebendazole

: methyl (5-benzoyl-1H-benzo[d]imidazol-2-yl)((5-methyl-2-oxo-1,3-dioxol-4-yl)methyl)carbamate

Conditions

Conditions	Yield
Stage #1: mebendazole With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 0.25h; Sonication; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one In dimethyl sulfoxide at 20℃; for 1h;	23%

: 31431-39-7
mebendazole

: 142-62-1
hexanoic acid

: mebendazole hexanoic acid

Conditions

Conditions	Yield
at 120℃;	6%

: 79-22-1
methyl chloroformate

: 31431-39-7
mebendazole

A: 104663-14-1
6-Benzoyl-2-methoxycarbonylamino-benzoimidazole-1-carboxylic acid methyl ester

B: 104662-93-3
5-Benzoyl-2-methoxycarbonylamino-benzoimidazole-1-carboxylic acid methyl ester

C: 104663-32-3
5-Benzoyl-2-oxo-benzoimidazole-1,3-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With alkali

...Expand

: 31431-39-7
mebendazole

: 2,4-dimethylpyrimido<1,2-a>benzimidazol-7-ylphenylmethanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 81 percent / 70percent H2SO4 / 3 h / Heating 2: 82 percent / 3 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 89 percent / aq. KOH / methanol / 24 h / Heating 2: acetic acid / 6 h / Heating View Scheme

: 31431-39-7
mebendazole

: 7-benzoyl-4-phenyl-1,3,5-triazino<1,2-a>benzimidazole-2(1H)-thione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 81 percent / 70percent H2SO4 / 3 h / Heating 2: acetone / 8 h / Heating View Scheme

: 31431-39-7
mebendazole

: 2,4-dimethylpyrimido<1,2-a>benzimidazol-8-ylphenylmethanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / aq. KOH / methanol / 24 h / Heating 2: acetic acid / 6 h / Heating View Scheme

: 31431-39-7
mebendazole

: 7-benzoyl-4-hydroxyl-2-methylpyrimido<1,2-a>benzimidazile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / aq. KOH / methanol / 24 h / Heating 2: acetic acid / 8 h / Heating View Scheme

: 31431-39-7
mebendazole

: 8-benzoyl-4-hydroxyl-2-methylpyrimido<1,2-a>benzimidazile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / aq. KOH / methanol / 24 h / Heating 2: acetic acid / 8 h / Heating View Scheme

: 31431-39-7
mebendazole

: 4-amino-7-benzoyl-3-cyanopyrimido<1,2-a>benzimidazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / aq. KOH / methanol / 24 h / Heating 2: acetic acid / 5 h / Heating View Scheme

: 31431-39-7
mebendazole

: 4-amino-8-benzoyl-3-cyanopyrimido<1,2-a>benzimidazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / aq. KOH / methanol / 24 h / Heating 2: acetic acid / 5 h / Heating 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 .

Product Name

Mebendazole

Synthetic route

Mebendazole Chemical Properties

Mebendazole Uses

Mebendazole Production

Mebendazole Toxicity Data With Reference

Mebendazole Consensus Reports

Mebendazole Safety Profile

Mebendazole Specification

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