An antiprotozoal agent
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Benznidazole

Item No. 29090

Technical Information
Formal Name
2-nitro-N-(phenylmethyl)-1H-imidazole-1-acetamide
CAS Number
22994-85-0
Synonyms
  • NSC 299972
  • Ro 07-1051
Molecular Formula
C12H12N4O3
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/ml
λmax
316 nm
SMILES
O=C(CN1C=CN=C1[N+]([O-])=O)NCC2=CC=CC=C2
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Benznidazole is an orally bioavailable antiprotozoal agent.1 It is a 2-nitroimidazole prodrug that becomes active when the nitro group is reduced within the parasite.2 It inhibits the growth of the parasites T. cruzi, T. vaginalis, G. lamblia, and E. histolytica (IC50s = 8.1, 18.62, 22.58, and 4.27 μM, respectively).3,4 It also inhibits clonogenic growth of human C33A cervical and KNS42 glioblastoma cancer cells under hypoxic, but not normoxic, conditions when used at a concentration of 100 μM.5 Benznidazole (100 mg/kg per day) decreases T. cruzi blood parasitemia to below detectable levels in a mouse model of chronic stable Chagas disease.1 Formulations containing benznidazole have been used in the treatment of Chagas disease caused by T. cruzi.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Khare, S., Liu, W., Stinson, M., et alAntitrypanosomal teatment with benznidazole is superior to posaconazole regimens in mouse models of Chagas disease. Antimicrob. Agents Chemother. 59(10), 6385-6394 (2015).

    2. Trochine, A., Creek, D.J., Faral-Tello, P., et alBenznidazole biotransformation and multiple targets in Trypanosoma cruzi revealed by metabolomics. PLoS Negl. Trop. Dis. 8(5), e2844 (2014).

    3. Cogo, J., de Oliveira Caleare, A., Ueda-Nakamura, T., et alTrypanocidal activity of guaianolide obtained from Tanacetum parthenium (L.) Schultz-Bip. and its combinational effect with benznidazole. Phytomedicine 20(1), 59-66 (2012).

    4. Hernández-Núñez, E., Tlahuext, H., Moo-Puc, R., et alDesign, synthesis and biological evaluation of 2-(2-amino-5(6)-nitro-1H-benzimidazol-1-yl)-N-arylacetamides as antiprotozoal agents. Molecules 22(4), E579 (2017).

    5. Li, Q., Lin, Q., and Yun, Z. Hypoxia-activated cytotoxicity of benznidazole against clonogenic tumor cells. Cancer Biol. Ther. 17(12), 1266-1273 (2016).