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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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D E Perez-Mazliah et al.
The Journal of antimicrobial chemotherapy, 68(2), 424-437 (2012-10-30)
Even though the use of combined drugs has been proved to be effective in other chronic infections, assessment of combined treatment of antiparasitic drugs in human Chagas' disease has not been performed. Herein, a pilot study was conducted to evaluate
Alejandra B Ciccarelli et al.
Antimicrobial agents and chemotherapy, 56(10), 5315-5320 (2012-08-08)
A nutritional characteristic of trypanosomatid protozoa is that they need a heme compound as a growth factor. Because of the cytotoxic activity of heme and its structural similarity to cobalamins, we have investigated the in vitro and in vivo effect
Israel Molina et al.
The New England journal of medicine, 370(20), 1899-1908 (2014-05-16)
Current therapeutic options for Chagas' disease are limited to benznidazole and nifurtimox, which have been associated with low cure rates in the chronic stage of the disease and which have considerable toxicity. Posaconazole has shown trypanocidal activity in murine models.
Glaucia Vilar-Pereira et al.
Brain, behavior, and immunity, 26(7), 1136-1149 (2012-07-31)
Inflammatory cytokines and microbe-borne immunostimulators have emerged as triggers of depressive behavior. Behavioral alterations affect patients chronically infected by the parasite Trypanosoma cruzi. We have previously shown that C3H/He mice present acute phase-restricted meningoencephalitis with persistent central nervous system (CNS)
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
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