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419656

Sigma-Aldrich

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

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H12N4O3
CAS Number:
22994-85-0
Molecular Weight:
260.25
MDL number:
MFCD00243089
UNSPSC Code:
12352100
PubChem Substance ID:
24866267
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

189-192 °C (lit.)

solubility

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

functional group

amide
nitro
phenyl

SMILES string

[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)

InChI key

CULUWZNBISUWAS-UHFFFAOYSA-N

General description

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP7635
MKCL2982
MKCD5602
MKBV6765V
MKBL3727V

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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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