An irreversible urease inhibitor
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Acetohydroxamic Acid

Item No. 23979

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-hydroxy-acetamide
CAS Number
546-88-3
Synonyms
  • AHA
  • NSC 5073
  • NSC 176136
  • NSC 408425
Molecular Formula
C2H5NO2
Formula Weight
75.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: Slightly SolubleWater: Slightly Soluble
SMILES
ONC(C)=O
InChi Code
InChI=1S/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4)
InChi Key
RRUDCFGSUDOHDG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

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    Product Description

    Acetohydroxamic acid (AHA) is an irreversible inhibitor of urease and a derivative of hydroxyurea (Item No. 23725).1 It inhibits the growth of struvite crystals produced by P. mirabilis in artificial urine and the growth of H. pylori in vitro (MICs = 200 and 400 mg/L for various isolates of H. pylori).2,3 Chronic AHA administration in dogs dose-dependently reduces urine urease activity, pH, and crystalluria and inhibits growth of bladder stones.4 It also decreases gastritis, gastric lesions, and bacterial infection rates in Mongolian gerbils when administered at 2,500 ppm/animal following H. pylori infection.5 Formulations containing AHA have been used in the treatment of urinary tract infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fishbein, W.N., and Carbone, P.P. Urease Catalysis. II. Inhibition of the enzyme by hydroxyurea, hydroxylamine, and acetohydroxamic acid. The Journal of Biological Chemisty 240(6), 2407-2414 (1965).

    2. Downey, J.A., Nickel, J.C., Clapham, L., et al. In vitro inhibition of struvite crystal growth by acetohydroxamic acid. Br. J. Urol. 70(4), 355-359 (1992).

    3. Phillips, K., Munster, D.J., Allardyce, R.A., et al. Antibacterial action of the urease inhibitor acetohydroxamic acid on Helicobacter pylori. J. Clin. Pathol. 46(4), 372-373 (1993).

    4. Krawiec, D.R., Osborne, C.A., Leininger, J.R., et al. Effect of acetohydroxamic acid on dissolution of canine struvite uroliths. Am. J. Vet. Res. 45(7), 1266-1275 (1984).

    5. Ohta, T., Shibata, H., Kawamori, T., et al. Marked reduction of Helicobacter pylori-induced gastritis by urease inhibitors, acetohydroxamic acid and flurofamide, in Mongolian gerbils. Biochem. Biophys. Res. Commun. 285(3), 728-733 (2001).