Chemistry:Acetohydroxamic acid

From HandWiki
Short description: An enzyme inhibitor that inhibits urease and thus can treat some infections
Acetohydroxamic acid
Acetohydroxamic acid.svg
Acetohydroxamic-acid-3D-balls.png
Clinical data
Trade namesLithostat
AHFS/Drugs.comConsumer Drug Information
ATC code
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC2H5NO2
Molar mass75.067 g·mol−1
3D model (JSmol)
  (verify)

Acetohydroxamic acid (also known as AHA or by the trade name Lithostat) is a drug that is a potent and irreversible enzyme inhibitor of the urease enzyme in various bacteria and plants; it is usually used for urinary tract infections. The molecule is similar to urea but is not hydrolyzable by urease;[1] it thus disrupts the bacteria's metabolism through competitive inhibition.

Orphan drug

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]

See also

References

  1. "Urease Catalysis. Ii. Inhibition of the Enzyme by Hydroxyurea, Hydroxylamine, and Acetohydroxamic Acid". The Journal of Biological Chemistry 240: 2407–14. June 1965. doi:10.1016/S0021-9258(18)97338-2. PMID 14304845. 
  2. 2.0 2.1 "New drugs selectively inhibit kidney stone formation". JAMA 250 (3): 321–2. July 1983. doi:10.1001/jama.1983.03340030003001. PMID 6854890.