Acetohydroxamic acid

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Acetohydroxamic acid
Acetohydroxamic acid.svg
Systematic (IUPAC) name
ethanehydroxamic acid
Clinical data
AHFS/ Consumer Drug Information
CAS Number 546-88-3 YesY
ATC code G04BX03
PubChem CID 1990
DrugBank DB00551 YesY
ChemSpider 1913 YesY
KEGG D00220 YesY
ChEBI CHEBI:49029 YesY
Chemical data
Formula C2H5NO2
Molar mass 75.0666 g/mol

Acetohydroxamic acid (also known as AHA or Lithostat) is a drug that is a potent and irreversible inhibitor of bacterial and plant urease usually used for urinary tract infections. The molecule is similar to urea but is not hydrolyzable by the urease enzyme.[1]

Orphan drug[edit]

In 1983 the US Food and Drug Administration approved acetohydroxamic acid (AHA) as an orphan drug for "prevention of so-called struvite stones" under the newly enacted Orphan Drug Act of 1983.[2] AHA cannot be patented because it is a standard chemical compound.[2]


  1. ^ W. Fishbein; P. Carbone (June 1965). "Urease catalysis. ii. Inhibition of the enzyme by hydroxyurea, hydroxylamine, and acetohydroxamic acid". J Biol Chem 240: 2407–14. 
  2. ^ a b Marwick, Charles (1983). "New drugs selectively inhibit kidney stone formation". The Journal of the American Medical Association 240 (3): 321–322. doi:10.1001/jama.1983.03340030003001. 

See also[edit]