419656

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

Name: <I>N</I>-Benzyl-2-nitro-1<I>H</I>-imidazole-1-acetamide
Brand: ALDRICH
Price: 288 USD

97%

Synonym(s):

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

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1 G

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₁₂N₄O₃

CAS Number:

22994-85-0

Molecular Weight:

260.25

NACRES:

NA.22

PubChem Substance ID:

24866267

UNSPSC Code:

12352100

MDL number:

MFCD00243089

Assay:

97%

Key Documents

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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

Related Categories

Heterocyclic Building Blocks

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This Item	PHR9072
Sigma-Aldrich 419656 N-Benzyl-2-nitro-1H-imidazole-1-acetamide	Supelco PHR9072 2-(5-Nitro-1H-imidazol-1-yl)ethanol
assay 97%	assay -
solubility methanol: soluble 50 mg/mL, clear, colorless to yellow	solubility -
Quality Level 100	Quality Level 300
mp 189-192 °C (lit.)	mp -
functional group amide	functional group -

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..[1]

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.[2]

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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María-Jesús Pinazo et al.

Antimicrobial agents and chemotherapy, 57(1), 390-395 (2012-11-02)

For treating Chagas disease (CD), a current worldwide health problem, only benznidazole and nifurtimox have been approved to be used. In both cases, unwanted drug-related adverse events (ADRs) are frequent when these drugs are used in adults in the chronic

In vivo susceptibility to benznidazole of Trypanosoma cruzi strains from the western Brazilian Amazon.

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

Benznidazole shortage makes chagas disease a neglected tropical disease in developed countries: data from Spain.

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

In Vitro Benznidazole and Nifurtimox Susceptibility Profile of Trypanosoma cruzi Strains Belonging to Discrete Typing Units TcI, TcII, and TcV.

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

Trypanocidal activity of guaianolide obtained from Tanacetum parthenium (L.) Schultz-Bip. and its combinational effect with benznidazole.

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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Global Trade Item Number

SKU	GTIN
419656-1G	04061832092461

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