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    PESTICIDE RESIDUES IN FOOD - 1984


    Sponsored jointly by FAO and WHO






    EVALUATIONS 1984




    The monographs



    Data and recommendations of the joint meeting
    of the FAO Panel of Experts on Pesticide Residues
    in Food and the Environment and the
    WHO Expert Group on Pesticide Residues
    Rome, 24 September - 3 October 1984

    Food and Agriculture Organization of the United Nations
    Rome 1985

    DIPHENYLAMINE

    Explanation

         Diphenylamine (DPA) was first evaluated by the Joint Meeting in
    1969 (FAO/WHO, 1970). No-effect levels in mice, rats and dogs were
    determined and an ADI was estimated on the basis of the no-effect
    level observed in the two-year dog study. New toxicological data on
    DPA were considered by the Joint Meeting in 1976 (FAO/WHO, 1977) and
    an ADI was estimated from a no effect level demonstrated in a six-
    month mouse study. The Joint Meeting in 1982 (FAO/WHO, 1983)
    recommended the ADI be replaced by a temporary ADI based on concern
    for nephrotoxic effects in new-born rats, primarily from impurities in
    the commercial grade DPA. Clarification of the toxic impurities as
    well as additional toxicity data have been submitted and are reviewed
    in this monograph addendum.

    EVALUATION FOR ACCEPTABLE DAILY INTAKE

    TOXICOLOGICAL STUDIES

    Special Study on Teratogenicity

    Rabbit

         Groups of pregnant New Zealand White rabbits (16 per group) were
    administered purified Diphenylamine (99.9 percent purity) via gastric
    intubation at dose levels of 0, 33, 100 and 300 mg/kg bw/day on
    gestation days 7 to 19 inclusive. On gestation day 29 does were
    sacrificed and the foetuses were removed by caesarean section and
    examined for visceral and skeletal anomalies. Green discolouration of
    the urine was observed in all dose groups, but in particular at the
    100 and 300 mg/kg dose levels. At 300 mg/kg mean food consumption was
    reduced and mean body weight was depressed. There were no other signs
    of toxicity or mortality considered treatment-related. Pregnancy rate
    was unaffected by treatment. Macroscopic findings were unremarkable
    at terminal necropsy. Litter size, litter weight, pre- and post-
    implantation loss and mean foetal weight were not affected by DPA.
    There were no malformations or anomalies observed which are considered
    compound-related. The incidence of visceral and skeletal anomalies was
    unaffected by treatment at doses of DPA up to and including 300 mg/kg
    bw (Edwards, et al., 1983).

    Acute Toxicity

         DPA (99.9 percent purity) was slightly toxic to rats via
    the oral route, with LD50 2.48 and 2.96 g/kg for females and males,
    respectively. It is not acutely toxic via the dermal route in rabbits,
    with no mortality evidenced at 2 g/kg.

    TABLE 1.  Acute Toxicity of DPA in Animals

                                                                        

    Species   Sex    Route    LD50         Reference
                                                                        

    Rat       M      Oral     2.96 g/kg    Spanjers & Til, 1982
              F      Oral     2.48 g/kg    Spanjers & Til, 1982

    Rabbit    M      Dermal   >2 g/kg      van Beek & Bruijntjes, 1982
                                                                        

        TABLE 2.  Special Studies on Mutagenicity

                                                                                              

    Test System         Test Object       Concentration     Purity   Results     References
                                          of DPA used
                                                                                              

    Host mediated       S. Typhimurium    1 450 to 2 900    Not      Negative    Braun,
    Assay               TA 1950           u moles/kg        given                Schoenich &
                                                                                 Zeibarth,
                                                                                 1977

    Ames Test           S. typhimurium    100 ug/plate      Not      Negative    Ferretti,
    (with and without   TA 1538                             given                Lu & Liu,
    metabolic                                                                                 1977
    activation)

    Ames Test           S. typhimurium    3 u moles/plate   Not      Negative    Florin, et
    (with and           TA 98                               given                al., 1980
    without             TA 100
    metabolic           TA 1535
    activation)         TA 1537

    Mouse Lymphoma      Mouse             ID50 (Molarity)   Not      No          Amacher,
    Forward Mutation    L5178Y/TK                           given    mutagenic   Paillet &
    Assay               cells                                        activity    Turner,
                                                                     reported    1979
                                                                                              
    
    Special Studies on Eye and Skin Irritation

         DPA instilled in the eyes of rabbit at 0.1g undiluted produced
    only slight iritis and moderate conjunctivitis, which cleared after
    ten days (van Beek, 1982a). Application of 0.5g DPA undiluted to
    intact and abraded skin sites of rabbits produced only very slight
    primary skin irritation (van Beek, 1982b).

    Special Studies on the Identification of Toxic Impurities in
    Commercial Grade DPA

         Further evaluation of the amount of impurities present in
    commercial grade DPA demonstrate that the concentration of each
    impurity (2-aminobiphenyl, 4-aminobiphenyl and aniline) varies
    considerably with the source or brand of DPA, along with batch-to-
    batch variations in each type. Analytical results from different
    sources of DPA indicate the primary amine impurities can vary from
    3 to 7 ppm. Information presented demonstrates that purification of
    DPA is now feasible both technically and economically, resulting in a
    purity of 99.9 percent (Pennwalt, 1984).

    COMMENTS

         Diphenylamine was last evaluated in 1982 when a temporary ADI was
    assigned.

         Diphenylamine of 99.9 percent purity was not teratogenic to New
    Zealand White rabbits at doses up to and including 300 mg/kg bw/day,
    and was not mutagenic. Studies on the three main aromatic amine
    impurities showed that the concentration of each varies considerably
    among sources, brands and even batches. As the purification of
    Diphenylamine is now feasible, an ADI for Diphenylamine of 99.9
    percent purity was estimated.

    Level Causing no Toxicological Effect

         Mouse: 10 ppm in the diet equivalent to 1.5 mg/kg bw.

         Rat:  100 ppm in the diet equivalent to 5 mg/kg bw.

         Dog:  100 ppm in the diet equivalent to 2.5 mg/kg bw.

    Estimate of Acceptable Daily Intake for Humans

         0 - 0.02 mg/kg bw (for 99.9 percent pure material)

    FURTHER WORK OR INFORMATION

    Desirable:

         Further observations in humans.

    REFERENCES

    Amacher, D.E., Paillet, S.C., & Turner, G.N. Utility of the mouse
    1979      lymphoma L5178Y/TK assay for the detection of chemical
              mutagens. Banbury Report, 2: 277-293. Submitted by Pennwalt
              Corporation, USA, to WHO.

    Beek, L. van. Eye irritation test with Diphenylamine in albino
    1982a     rabbits. Institute Civo-Toxicology and Nutrition TNO,
              Netherlands. Submitted by Pennwalt Corporation, The
              Netherlands, to WHO. (Unpublished)

    Beek, L. van. Primary skin irritation test with Diphenylamine in
    1982b     albino rabbits. Institute Civo-Toxicology and Nutrition TNO,
              Netherlands. Submitted by Pennwalt Corporation, The
              Netherlands, to WHO. (Unpublished)

    Beek, L. van & Bruijntjes, J.P. Acute dermal toxicity study with
    1982      diphenylamine in albino rabbits. Institute Civo-Toxicology
              and Nutrition TNO, Netherlands. Submitted by Pennwalt
              Corporation, The Netherlands, to WHO. (Unpublished)

    Braun, R., Schoneich, J., & Zeibarth, D. In vivo formation of
    1977      N-nitroso compounds and detection of their mutagenic
              activity in the host-mediated assay. Cancer Res. 37:
              4672-4679. Submitted by Pennwalt Corporation, USA, to WHO.

    Edwards, J.A., Leeming, N.M., Clark, R. & Offer, J.M. Effect of
    1983      Diphenylamine on pregnancy of the New Zealand White rabbit.
              Huntingdon Research Centre, Huntingdon. Submitted by
              Pennwalt Corporation, USA, to WHO.

    Ferretti, J., Lu, W. & Liu, M. Mutagenicity of benzidine and related
    1977      compounds employed in the detection of hemoglobin. Am. J.
              Clin. Pathol., 67 526-527. Submitted by Pennwalt
              Corporation, USA, to WHO.

    Florin, I., Rutberg, L., Curvall, M. & Enzell, C.R. Screening of
    1980      tobacco smoke constituents for mutagenicity using the Ames'
              test. Toxicology, 18: 219-232. Submitted by Pennwalt
              Corporation, USA, to WHO.

    Pennwalt Corporation. Analysis of impurities in technical
    1984      Diphenylamine. Submitted by Pennwalt Corporation, USA, to
              WHO. (Unpublished)

    Spanjers, M.Th, & Til, H.P. Determination of the acute oral toxicity
    1982      of Diphenylamine in rats. Institute Civo-Toxicology and
              Nutrition TNO, Netherlands. Submitted by Pennwalt
              Corporation, The Netherlands, to WHO. (Unpublished)


    See Also:
       Toxicological Abbreviations
       Diphenylamine (ICSC)
       Diphenylamine (FAO/PL:1969/M/17/1)
       Diphenylamine (Pesticide residues in food: 1976 evaluations)
       Diphenylamine (Pesticide residues in food: 1979 evaluations)
       Diphenylamine (Pesticide residues in food: 1982 evaluations)
       Diphenylamine (Pesticide residues in food: 1984 evaluations)