| Version |
1.0 |
| Creation Date |
2009-03-06 18:58:06 |
| Update Date |
2010-03-18 21:52:23 |
| Accession Number |
T3D0112 |
| Name |
n-Nitrosodi-n-propylamine |
| Compound Type |
- Amine
- Industrial By-product/Pollutant
- Nitrite
- Organic Compound
|
| Description |
N-Nitrosodi-n-propylamine is a chemical produced by industry in small amounts for research. Small amounts of n-nitrosodi-n-propylamine are also produced as a side reaction during some manufacturing processes, as a contaminant in some weed killers, and during the manufacture of some rubber products. (R420) |
| Synonyms |
- 2-Oxo-1,1-dipropylhydrazine
- Di-n-propylnitrosamine
- Di-n-propylnitrosoamine
- Dipropylnitrosamine
- N,n-di-n-propylnitrosamine
- N,n-dipropylnitrosamine
- N-Nitroso-N -propyl-1-propanamine
- N-Nitroso-N-propyl-1-propanamine
- N-nitroso di-n-propylamine
- N-nitroso(di-n-propyl)amine
- N-nitroso-N-propylpropan-1-amine
- N-nitroso-n-dipropylamine
- N-nitrosodi-n-propylamine
- N-nitrosodipropylamine
- Nitrosodipropylamine
- Nitrous dipropylamide
|
| Chemical IUPAC Name |
nitrosodipropylamine |
| Chemical Formula |
C6H14N2O |
| Chemical Structure |
 |
| CAS Registry Number |
621-64-7 |
| InChI Identifier |
InChI=1S/C6H14N2O/c1-3-5-8(7-9)6-4-2/h3-6H2,1-2H3 |
| InChI Key |
InChIKey=YLKFDHTUAUWZPQ-UHFFFAOYSA-N |
| PubChem Compound ID |
12130  |
| KEGG ID |
Not Available |
| UniProt ID |
Not Available |
| OMIM ID |
Not Available |
| ChEBI ID |
Not Available |
| BioCyc ID |
CPD-630 |
| SuperToxic ID |
Not Available |
| CTD ID |
C013161 |
| Stitch ID |
n-Nitrosodi-n-propylamine |
| DrugBank ID |
Not Available |
| PDB ID |
Not Available |
| ACToR ID |
1053 |
| Wikipedia Link |
Not Available |
| Monoisotopic Mass |
130.110613 |
| MOL File |
Show |
| PDB File |
Show |
| SDF File |
Show |
| SMILES |
CCCN(CCC)N=O |
| Appearance |
Yellow liquid. |
| Melting Point |
Boiling Pt : 206 oC |
| Solubility |
13 mg/mL at 24 °C [MIRVISH,SS et al.(1976)] |
| Predicted LogP |
1.7973 |
| Route of Exposure |
Oral (R420); inhalation (R420) ; dermal (R420). |
| Mechanism of Action |
Reactive metabolites of n-nitrosodi-n-propylamine are believed to form adducts with DNA, resulting in carcinogenic effects. (R420) |
| Metabolism |
n-Nitrosodi-n-propylamine can be absorbed through oral, inhalation, or dermal routes. It is metabolized by cytochrome p-450 enzymes (mainly CYP 2E1) into its reactive metabolites via oxidation at the alpha, beta and gamma carbon positions. Alpha carbon oxidation is regarded as the primary pathway, resulting in formation of propionaldehyde, 1-propanol, and 2-propanol. The metabolites of n-nitrosodi-n-propylamine are excreted mainly in the urine. (R420, R421) |
| Toxicity Values |
LD50: 480 mg/kg (Oral, Rat) (R373)
LD50: 487 mg/kg (Subcutaneous, Rat) (R373) |
| Lethal Dose |
Not Available |
| Carcinogenicity (IARC Classification) |
2B, possibly carcinogenic to humans. (R264) |
| Uses/Sources |
Small amounts of n-nitrosodi-n-propylamine are also produced as a side reaction during some manufacturing processes, as a contaminant in some weed killers, and during the manufacture of some rubber products. (R420) |
| Minimum Risk Level |
Acute Oral: 0.095 mg/kg/day (R260) |
| Health Effects |
High levels of n-nitrosodi-n-propylamine may damage the liver, lung, stomach, kidneys, and heart. n-Nitrosodi-n-propylamine is also a likely carcinogen. (R420) |
| Symptoms |
Not Available |
| Treatment |
Not Available |
| General References |
- R373 - IARC (1983). Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Man. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-Present. (Multivolume work).
- R264 - International Agency for Research on Cancer (2009). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans.
- R420 - ATSDR - Agency for Toxic Substances and Disease Registry (1989). Toxicological profile for n-nitrosodi-n-propylamine. U.S. Public Health Service in collaboration with U.S. Environmental Protection Agency (EPA).
- R260 - ATSDR - Agency for Toxic Substances and Disease Registry (2001). Minimal Risk Levels (MRLs) for Hazardous Substances. U.S. Public Health Service in collaboration with U.S. Environmental Protection Agency (EPA).
- R421 - Teiber JF, Hollenberg PF: Identification of the human liver microsomal cytochrome P450s involved in the metabolism of N-nitrosodi-n-propylamine. Carcinogenesis. 2000 Aug;21(8):1559-66. [PubMed ]
|
| Targets |
- DNA
|
|
Target 1
[top]
|
| Target 1 ID |
632 |
| Target 1 Name |
DNA |
| Target 1 Mechanism of Action |
Reactive metabolites of n-nitrosodi-n-propylamine are believed to form adducts with DNA, resulting in carcinogenic effects. (R420) |
| Target 1 Description |
Not Available |
| Target 1 Synonyms |
Not Available |
| Target 1 Gene Name |
Not Available |
| Target 1 Protein Sequence |
Not Available |
| Target 1 Number of Residues |
Not Available |
| Target 1 Molecular Weight |
0.0 |
| Target 1 Theoretical pI |
Not Available |
| Target 1 GO Classification |
|
Function
|
| Not Available |
|
Process
|
| Not Available |
|
Component
|
| Not Available |
|
| Target 1 General Function |
Not Available |
| Target 1 Pathways |
Not Available |
| Target 1 Reactions |
Not Available |
| Target 1 Signals |
Not Available |
| Target 1 Transmembrane Regions |
Not Available |
| Target 1 Essentiality |
Not Available |
| Target 1 Domain Function |
Not Available |
| Target 1 GenBank ID Protein |
Not Available |
| Target 1 UniProtKB ID |
DNA |
| Target 1 Cellular Location |
Not Available |
| Target 1 Gene Sequence |
Not Available |
| Target 1 GenBank Gene ID |
Not Available |
| Target 1 GeneCard ID |
Not Available |
| Target 1 GenAtlas ID |
Not Available |
| Target 1 HGNC ID |
Not Available |
| Target 1 Chromosome Location |
Not Available |
| Target 1 Locus |
Not Available |
| Target 1 SNPs |
Not Available |
| Target 1 Toxin References |
- R420 - ATSDR - Agency for Toxic Substances and Disease Registry (1989). Toxicological profile for n-nitrosodi-n-propylamine. U.S. Public Health Service in collaboration with U.S. Environmental Protection Agency (EPA).
|
| Target 1 General References |
Not Available |
