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Chemical Structure| 546-88-3 Chemical Structure| 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

Application In Synthesis of Acetohydroxamic acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 546-88-3 ]
  • Downstream synthetic route of [ 546-88-3 ]

[ 546-88-3 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 546-88-3 ]
  • [ 68325-15-5 ]
  • [ 114080-94-3 ]
YieldReaction ConditionsOperation in experiment
41% With potassium carbonate In N,N-dimethyl-formamide at 20℃; Intermediate 1 : lsoxazolo[5,4-cipyridin-3-ylamine.; To a solution of 3-chloro-isonicotinitrile (1.13 g, 8.36 mmol) in DMF (6.0 mL) were added potassium carbonate (1.69 g, 12.2 mmol) and acetohydroxamic acid (0.91 g, 12.2 mmol). The reaction mixture was stirred at rt overnight, diluted with EtOAc (200 mL) and extracted with saturated aqueous NaHCO3 (200 mL) then saturated aqueous NaCI (100 mL). The aqueous layers were back extracted with EtOAc (200 mL) and the combined organic layers were dried (MgSO4) and concentrated. The crude residue was purified (FCC, 2 N NH3 in MeOH/DCM) to give isoxazolo[5,4-c]pyhdin-3-ylamine (0.447 g, 41 percent). MS (ESI+): calcd for C6H5N3O m/z 135.04, found 136.2 (M+H)+. 1H NMR (d6-DMSO): 8.93 (d, J = 0.8, 1 H), 8.45 (d, J = 5.2, 1 H), 7.88-7.86 (dd, J = 5.2, 1.2, 1 H), 6.72 (br s, 2H).
References: [1] Patent: WO2010/68452, 2010, A1, . Location in patent: Page/Page column 26.
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 24, p. 7357 - 7362.
 

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