159034
Acetohydroxamic acid
98%
Synonym(s):
AHA
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About This Item
Linear Formula:
CH3CONHOH
CAS Number:
Molecular Weight:
75.07
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-913-8
Beilstein/REAXYS Number:
1739019
MDL number:
Assay:
98%
Quality Level
assay
98%
mp
88-90 °C (lit.)
functional group
amine
SMILES string
CC(NO)=O
InChI
1S/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4)
InChI key
RRUDCFGSUDOHDG-UHFFFAOYSA-N
Gene Information
human ... CA2(760), MMP3(4314)
General description
Acetohydroxamic acid is a potent inhibitor of bacterial urease activity and reduces urinary ammonia levels. 2-Acetohydroxamic acid loaded floating microspheres forms an efficient drug delivery system for the treatment of Helicobacter pylori.
Application
Used in urease inhibition studies and for in situ generation of nitrosocarbonylmethane as a Diels-Alder dienophile.
Acetohydroxamic acid was used:
- to study the mechanism of complexation of iron (III) with acetohydroxamic acid
- to study the inhibitory mechanism of lansoprazole and omeprazole on Helicobacter pyloni
- in urease inhibition studies
- for in situ generation of nitrosocarbonylmethane as a Diels-Alder dienophile
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signalword
Danger
hcodes
pcodes
Hazard Classifications
Repr. 1B
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
Eyeshields, Gloves, type P2 (EN 143) respirator cartridges
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Journal of the Chemical Society. Perkin Transactions 1, 1001-1001 (1991)
K Nagata et al.
Antimicrobial agents and chemotherapy, 37(4), 769-774 (1993-04-01)
The gastric proton pump inhibitor lansoprazole, its active analog AG-2000, and omeprazole dose dependently inhibited urease activity extracted with distilled water from Helicobacter pylori cells; the 50% inhibitory concentrations were between 3.6 and 9.5 microM, which were more potent than
Chem. Abstr., 116, 124530f-124530f (1992)