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Benzimidazole

Names

[ CAS No. ]:
51-17-2

[ Name ]:
Benzimidazole

[Synonym ]:
benzimidazol
monobenzimidazole
EINECS 200-081-4
Azindole
Benzoimidazole
1H-Benzo[d]imidazole
BZI
Benziminazole
MFCD00005585
Benzimidazole
CH2-2-benzimidazole
3-Azaindole
Azindol
1H-Benzoimidazole
1H-Benzimidazole
5-23-06-00196 (Beilstein Handbook Reference)

Biological Activity

[Description]:

Benzimidazole is a heterocyclic aromatic organic compound and acts as an important pharmacophore in medicinal chemistry. Benzimidazole derivatives have been reported to possess various biological activities such as anti-cancer, anti-viral, anti-bacterial, anti-fungal, anti-helmintic, anti-inflammatory, proton pump inhibitor and anti-coagulant property[1][2][3].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Influenza Virus
Research Areas >> Cancer
Research Areas >> Infection
Signaling Pathways >> Anti-infection >> Fungal
Research Areas >> Inflammation/Immunology
Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. V Yerragunta, et al. Benzimidazole Derivatives and Its Biological Importance: A Review, PharmaTutor, 2014, 2(3), 109-113.

[2]. Fei F, et al. New substituted benzimidazole derivatives: a patent review (2010 - 2012). Expert Opin Ther Pat. 2013 Sep;23(9):1157-79.

[3]. Wang M, et al. New substituted benzimidazole derivatives: a patent review (2013 - 2014). Expert Opin Ther Pat. 2015 May;25(5):595-612.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
360.0±11.0 °C at 760 mmHg

[ Melting Point ]:
169-171 °C(lit.)

[ Molecular Formula ]:
C7H6N2

[ Molecular Weight ]:
118.136

[ Flash Point ]:
208.4±5.7 °C

[ Exact Mass ]:
118.053101

[ PSA ]:
28.68000

[ LogP ]:
1.38

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.697

[ Stability ]:
Stable. Combustible. Incompatible with strong oxidising agents.

[ Water Solubility ]:
sparingly soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DD5425000
CHEMICAL NAME :
Benzimidazole
CAS REGISTRY NUMBER :
51-17-2
BEILSTEIN REFERENCE NO. :
0109682
LAST UPDATED :
199701
DATA ITEMS CITED :
11
MOLECULAR FORMULA :
C7-H6-N2
MOLECULAR WEIGHT :
118.15
WISWESSER LINE NOTATION :
T56 BM DNJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
385 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage)
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2910 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
445 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
280 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Phage inhibition capacity
TEST SYSTEM :
Bacteria - Escherichia coli
DOSE/DURATION :
1 gm/L
REFERENCE :
ZAPOAK Zeitschrift fuer Allgemeine Mikrobiologie. (Akademie-Verlag GmbH, Postfach 1233, Berlin DDR-1086 Ger. Dem. Rep.) V.1- 1960- Volume(issue)/page/year: 12,583,1972 *** REVIEWS *** TOXICOLOGY REVIEW MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 32,151,1975

Safety Information

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S37/39-S26

[ WGK Germany ]:
3

[ RTECS ]:
DD5425000

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Related Compounds

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