An antimicrobial nitroimidazol
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Secnidazole

Item No. 21236

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α,2-dimethyl-5-nitro-1H-imidazole-1-ethanol
CAS Number
3366-95-8
Synonyms
  • PM 185184
  • RP 14539
Molecular Formula
C7H11N3O3
Formula Weight
185.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 3 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
236, 311 nm
SMILES
CC1=NC=C([N+]([O-])=O)N1CC(O)C
InChi Code
InChI=1S/C7H11N3O3/c1-5(11)4-9-6(2)8-3-7(9)10(12)13/h3,5,11H,4H2,1-2H3
InChi Key
KPQZUUQMTUIKBP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $63

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    100 mg

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    Cayman Chemical
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    Product Description

    Secnidazole is a 5-nitroimidazole derivative with antiparasitic and antibiotic activity.1,2 It exhibits a mean minimum inhibitory concentration of 2.59 µM against 16 clinical isolates of B. fragilis.2 It shows efficacy against ameobiasis, giardiasis, H. pylori and other parasites and microbes.1,3,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nagata, N., Mariott, D., Harkenss, J., et al. Current treatment options for Dientamoeba fragilis infections. Int. J. Parasitol. Drugs Drug Resist. 2, 204-215 (2012).

    2. Jokipii, L., and Jokipii, A.M. Comparative evaluation of the 2-methyl-5-nitroimidazole compounds dimetridazole, metronidazole, secnidazole, ornidazole, tinidazole, carnidazole, and panidazole against Bacteroides fragilis and other bacteria of the Bacteroides fragilis group. Antimicrob. Agents Chemother. 28(4), 561-564 (1985).

    3. Almirall, P., Escobedo, A.A., Ayala, I., et al. Mebendazole compared with secnidazole in the treatment of adult giardiasis: a randomised, no-inferiority, open clinical trial. J. Parasitol. Res. 2011, 636857 (2011).

    4. Silva, F.M., Eisig, J.N., Chehter, E.Z., et al. Low efficacy of an ultra-short term, once-daily dose triple therapy with omeprazole, azithromycin, and secnidazole for Helicobacter pylori eradication in peptic ulcer. Rev. Hosp. Clin. Fac. Med. Sao Paulo 57(1), 9-14 (2002).

    5. Omrani, G., Rastegar-Lari, A., and Khamseh, M. Effect of single dose of secnidazole in treatment of intestinal amoebiasis. J. Pak. Med. Assoc. 4596), 159 (1995).

    6. De backer, E., Dubreuil, L., Brauman, M., et al. In vitro activity of secnidazole against Atopobium vaginae, an anaerobic pathogen involved in bacterial vaginosis. Clin. Microbiol. Infect. 16(5), 470-472 (2010).