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N-Nitrosopyrrolidine
Synonyms: NO-Pyr; NPYR; 1-Nitroso-pyrrolidine; N-N-Pyr
OSHA IMIS Code Number: 1950
Chemical Abstracts Service (CAS) Registry Number: 930-55-2
NIOSH Registry of Toxic Effects of Chemical Substances (RTECS) Identification Number: UY1575000
Chemical Description and Physical Properties:
yellow liquid
molecular formula: C4H8N2O
molecular weight: 100.2
flash point: 82°C
boiling point: 214°C/760 mm Hg
Carcinogenic Classification:
Environmental Protection Agency (EPA): Group B2, probable human carcinogen
International Agency for Research on Cancer (IARC): Group 2B, possibly carcinogenic to humans [69 KB PDF, 19 pages]
National Toxicology Program (NTP): Reasonably anticipated to be human carcinogen [5 MB PDF, 507 pages]
Potential Symptoms: Irritation of eyes, skin
Health Effects: Suspected carcinogen (HE2)
Affected Organs: Liver (rats), lungs (mice)
Notes:
- N-Nitrosopyrrolidine is an OSHA Select Carcinogen without a PEL.
- N-Nitrosopyrrolidine undergoes activation by α-hydroxylation via the cytochrome P450 2A family (e.g., CYP2A6) to metabolites that form adducts with guanine in RNA and DNA.
- Production of upper respiratory tumors (laryngeal or tracheal) was observed with a single i.p. injection of N-nitrosopyrrolidine in Syrian golden hamsters.
- N-Nitrosopyrrolidine has been found in some sun-dried foods and nitrite-preserved foods (e.g., bacon), as well as in cigarette smoke.
Date Last Revised: 08/11/2006
Literature Basis:
- U.S. EPA Integrated Risk Information System: N-Nitrosopyrrolidine (CASRN 930-55-2).
- Hunt, E.J. and Shank, R.C.: Formation and persistence of a DNA adduct in rodents treated with N-nitrosopyrrolidine. Carcinogenesis 12(4): 571-575, 1991.
- McCoy, G.D., DeMarco, G.J., Haxhiu, L., Roggero, E., Sudilovsky, E.C. and Sudilovsky, O.: Effect of acute administration of N-nitrosopyrrolidine to male Syrian golden hamsters. Cancer Lett. 79(2): 161-165, 1994.
- No Author: N-Nitrosopyrrolidine [5 MB PDF, 507 pages]. Report on Carcinogens (latest edition); U.S. Department of Health and Human Services, Public Health Service, National Toxicology Program.
- Pohanish, R.P. (editor): N-Nitrosopyrrolidine. In, Sittig’s Handbook of Toxic and Hazardous Chemicals and Carcinogens, Fourth Ed., Vol. 2. Norwich, NY: Noyes Publications, William Andrew Publishing, 2002, pp. 1743-1744.
- Siddiqi, M.A., Tricker, A.R., Kumar, R., Fazili, Z. and Preussmann, R.: Dietary sources of N-nitrosamines in a high-risk area for oesophageal cancer—Kashmir, India. IARC Sci. Publ. (105): 210-213, 1991.
- Wong, M. and Hecht, S.S.: A cyclic N7,C8 guanine adduct of N-nitrosopyrrolidine (NPYR): formation in nucleic acids and excretion in the urine of NPYR-treated rats. Chem. Res. Toxicol. 10(7): 772-778, 1997.
- Wong, H.L., Murphy, S.E. and Hecht, S.S.: Cytochrome P450 2A-catalyzed metabolic activation of structurally similar carcinogenic nitrosamines: N’-nitrosonornicotine enantiomers, N-nitrosopiperidine, and N-nitrosopyrrolidine. Chem. Res. Toxicol. 18(1): 61-69, 2005.
Laboratory Sampling/Analytical Method:
- sampling media: ThermoSorb/N Tube
analytical solvent: (75:25) Dichloromethane:Methanol
maximum volume: 75 Liters
maximum flow rate: 1.0 L/min
current analytical method: Gas Chromatography; GC/TEA
method reference: OSHA Analytical Method (OSHA 27)
method classification: Fully Validated
note: OSHA personnel may obtain ThermoSorb/N Tube from SLTC. Store samples in freezer.
Bulk Method: Limit the amount of bulk submitted to one gram or one mL.
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Page last updated: 07/23/2007
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