119474
N-羟基尿烷
别名:
N-羟基氨基甲酸乙酯
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线性分子式:
HONHCOOCH2CH3
化学文摘社编号:
分子量:
105.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-648-0
Beilstein/REAXYS Number:
1747529
MDL number:
InChI key
VGEWEGHHYWGXGG-UHFFFAOYSA-N
InChI
1S/C3H7NO3/c1-2-7-3(5)4-6/h6H,2H2,1H3,(H,4,5)
SMILES string
CCOC(=O)NO
refractive index
n20/D 1.445 (lit.)
bp
113-116 °C/3 mmHg (lit.)
storage temp.
−20°C
Application
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
Biochem/physiol Actions
N-Hydroxyurethane causes the chromosomal fragmentation at millimolar concentrations and cell toxicity in cultured normal human leukocytes.
存储类别
10 - Combustible liquids
wgk
WGK 2
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves
法规信息
新产品
此项目有
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
Timing of chemically induced neoplasia in mice revealed by the antineoplastic action of caffeine.
T Nomura
Cancer research, 40(4), 1332-1340 (1980-04-01)
S Rossberger et al.
Mutation research, 145(3), 201-207 (1985-05-01)
N-Hydroxyurea and two structurally related compounds, acetohydroxamic acid and N-hydroxyurethane, were investigated for their potential to induce DNA repair synthesis in primary rat hepatocyte cultures. Repair was determined as repair replication by means of the bromodeoxyuridine density-shift method and, in
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)
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
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