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A10507

Sigma-Aldrich

Acetone oxime

98%

Synonym(s):

β-Isonitrosopropane, 2-Propanone oxime, Acetoxime, Dimethyl ketoxime, N-Isopropylidenehydroxylamine, Propanone oxime

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About This Item

Linear Formula:
(CH3)2C=NOH
CAS Number:
127-06-0
Molecular Weight:
73.09
Beilstein:
1560146
EC Number:
204-820-1
MDL number:
MFCD00002118
UNSPSC Code:
12352100
PubChem Substance ID:
24890499
NACRES:
NA.02

Quality Level

200

Assay

98%

form

crystals

bp

135 °C (lit.)

mp

60-63 °C (lit.)

density

0.901 g/mL at 25 °C (lit.)

SMILES string

C\C(C)=N/O

InChI

1S/C3H7NO/c1-3(2)4-5/h5H,1-2H3

InChI key

PXAJQJMDEXJWFB-UHFFFAOYSA-N

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Signal Word

Danger

Hazard Statements

H228,H312,H317,H318,H351

Hazard Classifications

Acute Tox. 4 Dermal - Carc. 2 - Eye Dam. 1 - Flam. Sol. 2 - Skin Sens. 1B

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3313
BCCK6318
BCCG6807
BCCG3394
BCCF3205

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C Kohl et al.
Carcinogenesis, 13(7), 1091-1094 (1992-07-01)
The hepatocarcinogenicity of acetoxime has been tentatively linked with its metabolic oxidation to the potent genotoxicant and carcinogen propane 2-nitronate (P2-N). In order to test the hypothesis that acetoxime is metabolized to P2-N, the oxime (20 mM) was incubated with
Stefanie Zorbas-Seifried et al.
Molecular pharmacology, 71(1), 357-365 (2006-10-20)
The presence of cis-configured exchangeable ligands has long been considered a prerequisite for antitumor activity of platinum complexes, but over the past few years, several examples violating this structure-activity relationship have been recognized. We report here on studies with the
J Torreilles et al.
Biochimie, 65(4-5), 295-298 (1983-04-01)
Preparation of adducts from nicotinamide adenine dinucleotide and a number of oximes is described; these include acetoxime, pyruvatoxime, cyclohexanoxime, cyclopentanoxime. These adducts are closely related to the corresponding NAD-ketone adducts in their spectra properties, but they are stable in acid
T J Venanzi et al.
Journal of medicinal chemistry, 31(10), 1879-1885 (1988-10-01)
A model for the recognition of the perillartine analogues has been determined from a consideration of the molecular electrostatic potentials calculated at the ab initio 3-21G level for a select set of biologically active analogues. The model stresses the importance
A A Caro et al.
Nitric oxide : biology and chemistry, 5(4), 413-424 (2001-08-04)
Ketoximes undergo a cytochrome P450-catalyzed oxidation to nitric oxide and ketones in liver microsomes. In addition, nitric oxide synthase (NOS) can catalyze the oxidative denitration of the >C=N-OH group of amidoximes. The objective of this work was to characterize the
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