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Merck
CN

119474

Sigma-Aldrich

N-羟基尿烷

别名:

N-羟基氨基甲酸乙酯

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About This Item

线性分子式:
HONHCOOCH2CH3
CAS号:
分子量:
105.09
Beilstein:
1747529
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

折射率

n20/D 1.445 (lit.)

沸点

113-116 °C/3 mmHg (lit.)

储存温度

−20°C

SMILES字符串

CCOC(=O)NO

InChI

1S/C3H7NO3/c1-2-7-3(5)4-6/h6H,2H2,1H3,(H,4,5)

InChI key

VGEWEGHHYWGXGG-UHFFFAOYSA-N

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应用

N-Hydroxyurethane was used to synthesize N-methyl-O-benzylhydroxylamine and N-isopropyl-O-methylhydroxylamine.
Reactant involved in:
  • Synthesis of molecules used for intermolecular Sharpless aminohydroxylation reactions
  • Intermolecular ortho-C-H amidation of anilides
  • Cinchona alkaloid-catalyzed asymmetric cycloaddition
  • Allylic arylation

生化/生理作用

N-Hydroxyurethane causes the chromosomal fragmentation at millimolar concentrations and cell toxicity in cultured normal human leukocytes.

储存分类代码

10 - Combustible liquids

WGK

WGK 2

闪点(°F)

235.4 °F - closed cup

闪点(°C)

113 °C - closed cup

个人防护装备

Eyeshields, Gloves

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Kinetic applications of electron paramagnetic resonance spectroscopy. 28. N-Alkoxy-N-alkylamino, N-alkoxyamino, and N-alkoxyanilino radicals.
Kaba RA and Ingold KU
Journal of the American Chemical Society, 98(23), 7375-7380 (1976)
Katsuhisa Sakano et al.
Free radical biology & medicine, 33(5), 703-714 (2002-09-05)
Carcinogenic urethane (ethyl carbamate) forms DNA adduct via epoxide, whereas carcinogenic methyl carbamate can not. To clarify a mechanism independent of DNA adduct formation, we examined DNA damage induced by N-hydroxyurethane, a urethane metabolite, using 32P-5'-end-labeled DNA fragments. N-hydroxyurethane induced
P M Weiss et al.
Biochemistry, 23(19), 4346-4350 (1984-09-11)
The true substrate for the pyruvate kinase catalyzed phosphorylation of hydroxylamine at high pH which is activated by bicarbonate is shown to be N-hydroxycarbamate, since a lag is seen when the reaction is started by the addition of bicarbonate or
Induction of chromosome breaks in cultured normal human leukocytes by potassium arsenite, hydroxyurea and related compounds.
J J Oppenheim et al.
Cancer research, 25(7), 980-985 (1965-08-01)
K Tatsumi et al.
Journal of pharmacobio-dynamics, 5(11), 916-920 (1982-11-01)
The present study demonstrated the metabolism of N-hydroxyurethane by cell-free preparations, i.e., 9000 X g supernatant, cytosol and microsomes, from guinea pig livers. Under anaerobic conditions, the metabolizing activities of these preparations were enhanced markedly by addition of both an

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