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N-Nitrosopyrrolidine

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General Description
    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 (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
Health Factors
    National Toxicology Program (NTP) carcinogenic classification: Reasonably Anticipated to be Human Carcinogen [216 KB PDF]

    International Agency for Research on Cancer (IARC) carcinogenic classification: Group 2B, possibly carcinogenic to humans

    Environmental Protection Agency (EPA) carcinogenic classification: Group B2, Probable human carcinogen.

    Potential symptoms: Irritation of eyes, skin

    Health Effects: Suspected carcinogen (HE2)

    Affected organs: Liver (rats), lungs (mice)

    Notes:
    1. N-Nitrosopyrrolidine is an OSHA Select Carcinogen without a PEL.
    2. 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.
    3. Production of upper respiratory tumors (laryngeal or tracheal) was observed with a single i.p. injection of N-nitrosopyrrolidine in Syrian golden hamsters.
    4. 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, CAS No. 930-55-2. Report on Carcinogens, Eleventh Edition; U.S. Department of Health and Human Services, Public Health Service, National Toxicology Program, 2005. [216 KB PDF]
    • 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.
Monitoring Methods used by OSHA
    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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