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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

Certificats d'analyse (COA)

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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
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
Sara Braga Honorato et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 118, 389-394 (2013-10-01)
Benznidazole (N-benzyl-2-(2-nitro-1H-imidazol-1-yl)acetamide), is a nitro-heterocyclic drug used in the treatment of Chagas disease. Despite the fact that this drug was released more than 30 years ago, little information about its solid state properties is available in the literature. In this
Jeffrey A Tornheim et al.
PLoS neglected tropical diseases, 7(9), e2407-e2407 (2013-09-27)
Chagas disease treatment is limited by drug availability, adverse side effect profiles of available medications, and poor adherence. Adult Chagas disease patients initiating 60-days of benznidazole were randomized to weekly or twice-weekly evaluations of medication adherence and screening for adverse
Susana Revollo et al.
Pathogens (Basel, Switzerland), 8(4) (2019-10-23)
We ascertain the in vitro Benznidazole (BZN) and Nifurtimox (NFX) susceptibility pattern of epimastigotes, trypomastigotes, and amastigotes of 21 T. cruzi strains, from patients, reservoir, and triatomine bugs of various geographic origins. Using this panel of isolates, we compute the
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