N-nitrosodibenzylamine
N-nitrosodibenzylamine Basic information
- Product Name:
- N-nitrosodibenzylamine
- Synonyms:
-
- N,N-DIBENZYLNITROSAMINE
- Dibenzylnitrosamine
- Nitrosodibenzylamine
- N-Nitroso-N-benzylbenzenemethanamine
- Benzenemethanamine, N-nitroso-N-(phenylmethyl)-
- N-nitrosodibenzylamine Solution in Methanol, 100μg/mL
- N-benzyl-N-nitroso-1-phenylmethanamine
- N,N-dibenzylnitrous amide
- CAS:
- 5336-53-8
- MF:
- C14H14N2O
- MW:
- 226.27
- Product Categories:
-
- Aromatics
- Mutagenesis Research Chemicals
- Nitric Oxide Reagents
- Mol File:
- 5336-53-8.mol
N-nitrosodibenzylamine Chemical Properties
- Melting point:
- 56-58°C
- Boiling point:
- 367.89°C (rough estimate)
- Density
- 1.0852 (rough estimate)
- refractive index
- 1.6419 (estimate)
- storage temp.
- -20°C Freezer, Under Inert Atmosphere
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Low-Melting Solid to Solid
- pka
- -5.91±0.70(Predicted)
- color
- Pale Yellow to Yellow
Safety Information
- Safety Statements
- 24/25
- HS Code
- 29214990
- Toxicity
- LD50 orl-rat: 900 mg/kg ZEKBAI 69,103,1967
N-nitrosodibenzylamine Usage And Synthesis
Chemical Properties
Yellow Low Melting Solid
Uses
N-Nitrosodibenzylamine (NDBzA) is mutagenic to Salmonella typhimurium and induces DNA strand breaks in isolated rat hepatocytes.
Production Methods
Human exposure to NDBzA was not suspected, but then there were reports of the compound in hams wrapped in rubber netting. Concentrations of NDBzA from 10 to 100 ppb were common, and some were as high as 512 ppb. Like other nitrosamines in rubber, NDBzA arose by nitrosation of dialkylamino compounds (in this case dibenzyl-) during manufacture.
Synthesis Reference(s)
Tetrahedron Letters, 25, p. 2619, 1984 DOI: 10.1016/S0040-4039(01)81245-4
Safety Profile
Moderately toxic by ingestion.Mutation data reported. When heated to decomposition itemits toxic vapors of NOx
Carcinogenicity
There is a single report of a test of nitrosodibenzylamine for
carcinogenicity in rats using high doses and that is
completely negative; in contrast, nitrosobenzylphenylamine
is a weak, but definite, esophageal carcinogen in
rats. NDBzA is not mutagenic to bacteria in the
presence or absence of rat liver microsomes.
Although there is no information about metabolism and
activation of NDBzA, the alpha-acetoxy derivative (which
presumably is the ester of the alpha-hydroxy derivative that
would be formed in vivo) is both carcinogenic to rats and
mutagenic to bacteria.
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