Salicylhydroxamic acid

Salicylhydroxamic acid

Names
Preferred IUPAC name N,2-Dihydroxybenzamide
Other names 2-Hydroxybenzenecarbohydroxamic acid
Identifiers
CAS Number	89-73-6 Y
3D model ( JSmol )	Interactive image
ChEBI	CHEBI:45615 Y
ChEMBL	ChEMBL309339 Y
ChemSpider	60011 Y
ECHA InfoCard	100.001.759
PubChem CID	66644
UNII	8Q07182D0T Y
CompTox Dashboard (EPA)	DTXSID5075365
InChI InChI=1S/C7H7NO3/c9-6-4-2-1-3-5(6)7(10)8-11/h1-4,9,11H,(H,8,10) Key: HBROZNQEVUILML-UHFFFAOYSA-N InChI=1/C7H7NO3/c9-6-4-2-1-3-5(6)7(10)8-11/h1-4,9,11H,(H,8,10) Key: HBROZNQEVUILML-UHFFFAOYAX
SMILES C1=CC=C(C(=C1)C(=O)NO)O
Properties
Chemical formula	C7H7NO3
Molar mass	153.137 g·mol−1
Appearance	Brownish crystalline powder
Melting point	175 to 178 °C (347 to 352 °F; 448 to 451 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Salicylhydroxamic acid (SHA or SHAM) 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. It is also a trypanocidal agent. When administered orally, it is metabolized to salicylamide, which exerts analgesic, antipyretic, and anti-inflammatory effects.^{[citation needed]}

Salicylhydroxamic acid is also a common ligand utilized in the synthesis of metallacrowns.^{[citation needed]}

In plants, some fungi and some protists with the

• Acetohydroxamic acid

References