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Chemical Structure| 546-88-3 Chemical Structure| 546-88-3

Structure of Acetohydroxamic acid
CAS No.: 546-88-3

Chemical Structure| 546-88-3

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Acetohydroxamic Acid is a synthetic drug derived from hydroxylamine and ethyl acetate with similar structure with urea, acting as an antagonist of the bacterial enzyme urease.

Synonyms: N-Hydroxyacetamide; AHA; NSC 408425

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Product Details of Acetohydroxamic acid

CAS No. :546-88-3
Formula : C2H5NO2
M.W : 75.07
SMILES Code : CC(NO)=O
Synonyms :
N-Hydroxyacetamide; AHA; NSC 408425
MDL No. :MFCD00009994
InChI Key :RRUDCFGSUDOHDG-UHFFFAOYSA-N
Pubchem ID :1990

Safety of Acetohydroxamic acid

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H360
Precautionary Statements:P501-P202-P201-P280-P308+P313-P405

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
intact human leucocytes 0.04 μM, 0.4 μM, 0.2 μM 5 min Inhibited A23187-induced LTB4 synthesis Br J Pharmacol. 1988 Jun;94(2):528-39
Bovine serum albumin/galactose model 2.5 or 5 mM 10 or 14 days Acetohydroxamic acid at 2.5 or 5 mM showed anti-AGE formation by lowering the AGEs’ fluorescent intensities and Nε-(carboxymethyl)lysine formation in bovine serum albumin/galactose models. Both acetH and HU showed better and significant differences (P<0.05) compared to the positive control of aminoguanidine. Drug Des Devel Ther. 2017 Jul 13;11:2139-2147
human leucocyte homogenates 0.1 μM, 0.8 μM, 0.5 μM 5 min Inhibited LTB4 synthesis with higher selectivity than TXB2 synthesis Br J Pharmacol. 1988 Jun;94(2):528-39
Tobacco XD cells (12U cells) 165 μM In 12U cells, 50% growth inhibition occurred at 165 micromolar AHA concentration. Plant Physiol. 1981 Jun;67(6):1133-40
Tobacco XD cells (1U cells) 20 μM Acetohydroxamic acid (AHA), a specific inhibitor/reversible inactivator of jack bean urease, affects tobacco cell urease similarly. 50% inhibition of growth by AHA occurred at 20 micromolar in 1U cells growing on urea. Plant Physiol. 1981 Jun;67(6):1133-40
Campylobacter pylori cell lysates 100 μg/ml To evaluate the inhibitory effect of acetohydroxamic acid on the urease activity of Campylobacter pylori, results showed that 100 μg/ml acetohydroxamic acid inhibited 50% of the urease activity. J Clin Microbiol. 1988 May;26(5):831-6

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT03181828 Urea Cycle Disorder Phase 1 Phase 2 Active, not recruiting April 30, 2019 United States, District of Col... More >>umbia Children's National Medical Center Washington, District of Columbia, United States, 20010 Less <<
NCT02670889 Ornithine Transcarbamylase Def... More >>iciency Argininosuccinate Synthetase Deficiency (Citrullinemia) Argininosuccinic Acid Lyase Deficiency (Argininosuccinic Aciduria) Carbamyl-Phosphate Synthase I Deficiency Less << Phase 1 Phase 2 Not yet recruiting March 2019 -

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

13.32mL

2.66mL

1.33mL

66.60mL

13.32mL

6.66mL

133.21mL

26.64mL

13.32mL

References

 

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