Acetohydroxamic acid
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| Trade names | Lithostat |
| AHFS/Drugs.com | Consumer Drug Information |
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| ECHA InfoCard | 100.008.104 |
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| Formula | C2H5NO2 |
| Molar mass | 75.067 g·mol−1 |
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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 and urinary stone disease. The molecule is similar to urea but is not hydrolyzable by urease;[1] it thus disrupts the bacteria's metabolism through competitive inhibition. It is particularly effective for the prevention and treatment of infection stones (struvite stones).[2]
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.[3] AHA cannot be patented because it is a standard chemical compound.[3]
See also
References
- ^ Fishbein WN, Carbone PP (June 1965). "Urease Catalysis. Ii. Inhibition of the Enzyme by Hydroxyurea, Hydroxylamine, and Acetohydroxamic Acid". The Journal of Biological Chemistry. 240: 2407–14. doi:10.1016/S0021-9258(18)97338-2. PMID 14304845.
- ^ Karki, Niraj; Leslie, Stephen W. (2026). "Struvite and Triple Phosphate Renal Calculi". StatPearls. Treasure Island (FL): StatPearls Publishing. PMID 33760542. Retrieved 2026-03-17.
- ^ a b Marwick C (July 1983). "New drugs selectively inhibit kidney stone formation". JAMA. 250 (3): 321–2. doi:10.1001/jama.1983.03340030003001. PMID 6854890.