119474
N-Hydroxyurethane
Synonym(s):
N-Carbethoxyhydroxylamine, Ethyl N-hydroxycarbamate, Hydroxycarbamic acid ethyl ester, NSC 71045, NSC 83629
Sign Into View Organizational & Contract Pricing
All Photos(1)
About This Item
Linear Formula:
HONHCOOCH2CH3
CAS Number:
Molecular Weight:
105.09
Beilstein:
1747529
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.
Recommended Products
refractive index
n20/D 1.445 (lit.)
bp
113-116 °C/3 mmHg (lit.)
storage temp.
−20°C
SMILES string
CCOC(=O)NO
InChI
1S/C3H7NO3/c1-2-7-3(5)4-6/h6H,2H2,1H3,(H,4,5)
InChI key
VGEWEGHHYWGXGG-UHFFFAOYSA-N
Looking for similar products? Visit Product Comparison Guide
Application
N-Hydroxyurethane was used to synthesize N-methyl-O-benzylhydroxylamine and N-isopropyl-O-methylhydroxylamine[1].
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[2].
Storage Class Code
10 - Combustible liquids
WGK
WGK 2
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Comparative carcinogenicities and mutagenicities of vinyl carbamate, ethyl carbamate, and ethyl N-hydroxycarbamate.
G A Dahl et al.
Cancer research, 40(4), 1194-1203 (1980-04-01)
K Sugihara et al.
Journal of pharmacobio-dynamics, 6(9), 677-683 (1983-09-01)
The present study provides the evidence that liver aldehyde oxidase in the presence of its electron donors can catalyze the reduction of N-hydroxyurethane to urethane under anaerobic conditions. Guinea pig liver 9000 X g supernatant and cytosol, but not liver
T Nomura et al.
Cancer research, 43(11), 5156-5162 (1983-11-01)
To learn the effects of tumor inhibitors on chemically induced malformations, caffeine, antipain, and 13-trans-retinoic acid were given to pregnant ICR/Jcl mice after a single dose of urethan, N-hydroxyurethan, N-methyl-N-nitrosourea, N-ethyl-N-nitrosourea, or 4-nitroquinoline 1-oxide, which induces about 50% of the
Y Sharief et al.
Mutation research, 126(2), 159-167 (1984-04-01)
Ethyl carbamate (EC) and two related carcinogens, ethyl N-hydroxycarbamate (ENHC) and vinyl carbamate (VC), caused species-specific increases in sister-chromatid exchange (SCE) formation in the bone marrow cells of rodents. Mice exposed to 400 mg/kg of EC had SCE increases of
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
Active Filters
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service
