An active metabolite of metronidazole
Related Products
Parent Compound(s)
9002409Metronidazole
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Hydroxymetronidazole

Item No. 35249

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(hydroxymethyl)-5-nitro-1H-imidazole-1-ethanol
CAS Number
4812-40-2
Synonyms
  • hydroxy-MNZ
Molecular Formula
C6H9N3O4
Formula Weight
187.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly soluble
SMILES
OCC1=NC=C([N+]([O-])=O)N1CCO
InChi Code
InChI=1S/C6H9N3O4/c10-2-1-8-5(4-11)7-3-6(8)9(12)13/h3,10-11H,1-2,4H2
InChi Key
AEHPOYAOLCAMIU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $35

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    5 mg

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    10 mg

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    25 mg

    $334

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    Cayman Chemical
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    Product Description

    Hydroxymetronidazole is an active metabolite of the antibiotic metronidazole (Item No. 9002409).1 It is formed from metronidazole primarily by the cytochrome P450 (CYP) isoform CYP2A6.2 Hydroxymetronidazole is active against B. fragilis, B. thetaiotaomicron, B. distasonis, and B. ovatus (MICs = 1, 2, 1, and 2 µg/ml, respectively).1 It has been found in pork and porcine plasma.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pendland, S.L., Piscitelli, S.C., Schreckenberger, P.C., et al. In vitro activities of metronidazole and its hydroxy metabolite against Bacteroides spp. Antimicrob. Agents Chemother. 38(9), 2106-2110 (1994).

    2. Pearce, R.E., Cohen-Wolkowiez, M., Sampson, M.R., et al. The role of human cytochrome P450 enzymes in the formation of 2-hydroxymetronidazole: CYP2A6 is the high affinity (low Km) catalyst. Drug Metab. Dispos. 41(9), 1686-1694 (2013).

    3. Tölgyesi, A., Sharma, V.K., Fekete, S., et al. Development of a rapid method for the determination and confirmation of nitroimidazoles in six matrices by fast liquid chromatography-tandem mass spectrometry. J. Pharm. Biomed. Anal. 64-65, 40-48 (2012).