Chemical Component Summary

NameACETOHYDROXAMIC ACID
IdentifiersN-hydroxyethanamide
FormulaC2 H5 N O2
Molecular Weight75.067
TypeNON-POLYMER
Isomeric SMILESCC(=O)NO
InChIInChI=1S/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4)
InChIKeyRRUDCFGSUDOHDG-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count10
Chiral Atom Count0
Bond Count9
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB00551 
NameAcetohydroxamic acid
Groups approved
DescriptionAcetohydroxamic Acid, a synthetic drug derived from hydroxylamine and ethyl acetate, is similar in structure to urea. In the urine, it acts as an antagonist of the bacterial enzyme urease. Acetohydroxamic Acid has no direct antimicrobial action and does not acidify urine directly. It is used, in addition to antibiotics or medical procedures, to treat chronic urea-splitting urinary infections.
Synonyms
  • Acetohydroximic acid
  • Acetylhydroxamic acid
  • Methylhydroxamic acid
  • Acetyl hydroxyamino
  • Acethydroxamsaeure
Brand NamesLithostat
IndicationUsed, in addition to antibiotics or medical procedures, to treat chronic urea-splitting urinary infections.
Categories
  • Amines
  • Enzyme Inhibitors
  • Genito Urinary System and Sex Hormones
  • Hydroxy Acids
  • Hydroxylamines
ATC-CodeG04BX03
CAS number546-88-3

Drug Targets

NameTarget SequencePharmacological ActionActions
Urease subunit alphaMSNISRQAYADMFGPTVGDKVRLADTELWIEVEDDLTTYGEEVKFGGGKV...unknowninhibitor
Macrophage metalloelastaseMKFLLILLLQATASGALPLNSSTSLEKNNVLFGERYLEKFYGLEINKLPV...unknowninhibitor
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 1990
ChEMBL CHEMBL734
ChEBI CHEBI:49029, CHEBI:27777
CCDC/CSD IGUQOQ, CEMHEK, ACXMAC, EJEZIF