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419656

Sigma-Aldrich

N-Benzyl-2-nitro-1H-imidazole-1-acetamide

97%

Synonyme(s) :

2-Nitro-N-(phenylmethyl)-1H-imidazole-1-acetamide, Benzonidazol, N-Benzyl-2-nitroimidazol-1-yl-acetamide

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About This Item

Formule empirique (notation de Hill):
C12H12N4O3
Numéro CAS:
22994-85-0
Poids moléculaire :
260.25
Numéro MDL:
MFCD00243089
Code UNSPSC :
12352100
ID de substance PubChem :
24866267
Nomenclature NACRES :
NA.22

Pureté

97%

Pf

189-192 °C (lit.)

Solubilité

methanol: soluble 50 mg/mL, clear, colorless to yellow

Chaîne SMILES 

[O-][N+](=O)c1nccn1CC(=O)NCc2ccccc2

InChI

1S/C12H12N4O3/c17-11(14-8-10-4-2-1-3-5-10)9-15-7-6-13-12(15)16(18)19/h1-7H,8-9H2,(H,14,17)

Clé InChI

CULUWZNBISUWAS-UHFFFAOYSA-N

Description générale

N-Benzyl-2-nitro-1H-imidazole-1-acetamide (Benznidazole) is a nitro-heterocyclic compound. It is widely employed drug for the treatment of Chagas disease. It exhibits three polymorphic forms..

Application

N-Benzyl-2-nitro-1H-imidazole-1-acetamide (Benznidazole) may be used as reference drug for the extraction of guaianolide from the aerial parts of Tanacetum parthenium and to evaluate its in vitro antiprotozoal activity.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Ana P M Teston et al.
Tropical medicine & international health : TM & IH, 18(1), 85-95 (2012-11-08)
To assess the susceptibility of Trypanosoma cruzi strains from Amazon to benznidazole. We studied 23 strains of T. cruzi obtained from humans in the acute phase of Chagas disease, triatomines and marsupials in the state of Amazonas and from chronic
Miriam Navarro et al.
The American journal of tropical medicine and hygiene, 87(3), 489-490 (2012-07-25)
Chagas disease is a neglected tropical disease endemic in Latin America. The first-line treatment option is benznidazole, but stocks are expected to run out in the coming months. Spain would need around 5 million benznidazole tablets. This drug shortage could
Juliana Cogo et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 20(1), 59-66 (2012-10-17)
In the present study, we evaluated the in vitro antiprotozoal activity of a guaianolide (11,13-dehydrocompressanolide) isolated from Tanacetum parthenium against Trypanosoma cruzi and investigated the possible combinational effect of guaianolide and benznidazole. The isolated compound was shown to be effective
Otacilio C Moreira et al.
Acta tropica, 125(1), 23-31 (2012-09-18)
Quantitative real-time PCR (qPCR) is an accurate method to quantify Trypanosoma cruzi DNA and can be used to follow-up parasitemia in Chagas disease (CD) patients undergoing chemotherapy. The Benznidazole Evaluation for Interrupting Trypanosomiasis (BENEFIT) study is an international, multicenter, randomized
Viviane Rodrigues Esperandim et al.
Experimental parasitology, 133(4), 442-446 (2013-01-01)
Even though the Chagas' disease, caused by the protozoan Trypanosoma cruzi, was described 100years ago by Carlos Chagas, it still represents a major public health concern and is found in 18 developing countries in South and Central America. In Brazil
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