Benznidazole

Title: Benznidazole
CAS Registry Number: 22994-85-0
CAS Name: 2-Nitro-N-(phenylmethyl)-1H-imidazole-1-acetamide
Additional Names: N-benzyl-2-nitroimidazole-1-acetamide
Manufacturers' Codes: Ro-7-1051
Trademarks: Radanil (Roche)
Molecular Formula: C12H12N4O3
Molecular Weight: 260.25
Percent Composition: C 55.38%, H 4.65%, N 21.53%, O 18.44%
Literature References: Prepn: GB 1138529; A. G. Beaman et al., US 3679698 (1966, 1972 both to Hoffmann-La Roche). In vitro effect on T. cruzi: S. Yoneda et al., Experientia 33, 1201 (1977). Pharmacokinetics: J. Raaflaub, W. H. Ziegler, Arzneim.-Forsch. 29, 1611 (1979). Antibacterial activity and electron affinity: A. V. Reynolds, J. Pharm. Pharmacol. 31, Suppl., 29P (1979). Mutagenicity study: C. E. Voogd et al., Mutat. Res. 66, 207 (1979). In vitro toxicity study: G. E. Adams et al., J. Natl. Cancer Inst. 64, 555 (1980).
Properties: Crystals from ethanol, mp 188.5-190°. uv max (ethanol): 313 nm (e 7,600). Soly in water at 37°: 40 mg/100 ml, J. Raaflaub, W. H. Ziegler, loc. cit.
Melting point: mp 188.5-190°
Absorption maximum: uv max (ethanol): 313 nm (e 7,600)
Therap-Cat: Antiprotozoal (Trypanosoma).
Keywords: Antiprotozoal (Trypanosoma).
Benzo Azurine G Benzo[a]pyrene Benzo[e]pyrene Benzo[f]quinoline Benzocaine

Benznidazole
Benznidazole.svg
Systematic (IUPAC) name
N-benzyl-2-(2-nitro-1H-imidazol-1-yl)acetamide
Clinical data
Trade names Rochagan, Radanil
AHFS/Drugs.com Micromedex Detailed Consumer Information
Legal status  ?
Routes Oral
Pharmacokinetic data
Bioavailability High
Metabolism Hepatic
Half-life 12 hours
Excretion Renal and fecal
Identifiers
CAS number 22994-85-0 YesY
ATC code P01CA02
PubChem CID 31593
ChemSpider 29299 YesY
UNII YC42NRJ1ZD YesY
KEGG D02489 YesY
ChEMBL CHEMBL110 YesY
Chemical data
Formula C12H12N4O3 
Mol. mass 260.249 g/mol
 YesY (what is this?)  (verify)

Benznidazole (INN, formerly marketed by Hoffman-La Roche under the trade names Rochagan and Radanil) is an antiparasitic medication used in the treatment of Chagas disease. Its mechanism of action is the production of free radicals, to which the Trypanosoma cruzi is particularly sensitive given its reduced detoxification capabilities.[1] Roche donated the technology and rights to produce benznidazole to the Brazilian government.[2]