FENTHION JMPR 1977 Explanation Fenthion was evaluated in 1971 (FAO/WHO 1972) and in 1975 (FA0/WHO 1976) and a temporary acceptable daily intake was estimated to be 0.0005 mg/kg bw. Temporary maximum residue limits were recommended for a range of fruits, vegetables, grain and foods of animal origin. It was indicated that certain specific toxicological information was required before the acceptable daily intake and maximum residue limits could be confirmed. Residue data from supervised trials on other citrus fruits (especially lemons), coffee, cucurbits, onions and potatoes and additional residue data on sugar beet roots and tops were also required. In 1977 the 9th Session of the Codex Committee on Pesticide Residues requested the Joint Meeting to review maximum residue limits in the light of information provided by governments and other relevant information such as disappearance rate. The results of a considerable number of supervised residue studies were provided by the principal manufacturer (Bayer, 1977). Information was also received from Poland, the Philipines, Turkey, the USA and from the scientific literature in part fulfillment of the above requirements, and the following monograph addendum reflects the evaluation of this information. No new toxicological data were made available in sufficient time for consideration. RESIDUES IN FOOD AND OTHER EVALUATION RESIDUES RESULTING FROM SUPERVISED TRIALS The results of studies carried out on alfalfa, apples, bananas, beans, cherries, grapes, grass, olives, onions, oranges, peaches, pears, plums, potatoes, sweet potatoes, rice., strawberries and tomatoes are summarized in Table 1. These data represent the results of a large number of separate trials (average of 3 for each pre-harvest interval). The results indicate that the recommended maximum residue limits for fenthion residues in apples, cherries, grapes, olives, peaches and rice are appropriate, being neither too high nor too low to accommodate the maximum values reported. Bananas The use of fenthion as a post-harvest dip to control fruit flies in bananas and other tropical fruits is important in order to be able to comply with the phytosanitary requirements of many importing countries. The studies in the Philippines (Magallona, 1977) indicate that such treatment results in the bulk of the residue being retained in the peel (1-2 mg/kg) with 0.3-0.5 mg/kg occurring in the pulp (peeled fruit). Citrus In the case of oranges it is obvious that residues in excess of the recommended maximum residue level can occur even 50-60 days after the application of normal rates of fenthion. Table 1 gives details of studies made in Japan in 1972. (Bayer, 1977) which indicate that the following the spraying of orange trees with fenthion at the rate of 2.7 - 3kg/ha, the residue in the whole fruit is of the order of 1 mg/kg when harvested 50/60 days later. Of this residue about 0.05-0.15 mg/kg is in the juice and 1.0-5.8 mg/kg in the peel. Reference to the 1971 monograph (FAO/WHO 1972) reveals that the previous recommendation is based on studies where fenthion was applied at the much lower rate of 300 g/ha. Studies made in Turkey in 1967-1969 (Kirca, 1976) on oranges and tangerines show that the application of fenthion/sugar bait to tangerines for the control of fruit fly produces residues in the whole fruit ranging from 0.25-4 mg/kg 7-10 days after the last application and up to 2 mg/kg 21 days after treatment. (See Table 1.) Because the maximum residue limit recommended by the Joint Meeting did not accommodate these residues, the use of fenthion was not accepted in Turkey for the control of fruit fly. Fenthion is widely used on citrus against fruit fly and consideration must be given to the establishment of a maximum residue limit appropriate for these needs. Olives Extensive studies in Turkey between 1963 and 1975 (Kirca, 1976) show that olives treated for the control of live fruit fly and Mediterranean fruit fly take up considerable amounts of fenthion which dissipate slowly. Only by careful control of the application rate and by strict observance of a 30-day pre-harvest interval is it possible to comply with the currently recommended limit of 2 mg/kg in harvested olives. Pears and plums Residue studies on pears (Bayer, 1977) and on plums (Glogowski et al., 1974) provide a basis for proposing maximum residue limits on these fruits (See Table 1.) Potatoes Data were available from Japan (Bayer, 1977) from 5 trials in different regions of the country where fenthion spray applied three times at a concentration of 0.05% and at the rate of 1200-20001ha with the last spray 15 days and 30 days prior to the harvest. None of the tubers harvested were found to contain residues when examined by methods sensitive to 0.001 mg/kg. In the light of the data summarized in Table 1, it is possible to propose revised or additional maximum residue limits for fenthion in bananas, beans, citrus, onions, pears, plums, potatoes, sweet TABLE 1. Residues of penthion resulting from supervised trials Application Residues (mg/kg) at intervals (days) after application rate Crop Country Year no kg ai./ha formulation 0/1 3 7 14 21 28 35 Alfalfa Turkey 1970 1 0.75 Dust 0.1 0.25 U.S.A. 1976 1 0.11 SC 3.58 0.65 Apples Germany 1971 1 0-7-1.4g/ EC 0.75-0.9 0.5-0.7 0.15-0.25 0.15-0.2 0.05-0.1 tree (Renette) Poland 1969 1 0.5 EC 5.32 1.94 1.2 0.11 0.08 0.03 Trace (Starking) Poland 1969 1 0.5 EC 8.2 3.07 1.06 0.11 0.06 0.03 Trace (Jonathan) Poland 1970 1 1.1-1.25 EC 10.06 4.12 2.73 1.55 0.40 0.20 0.16 (Starking) Poland 1970 1 1-1-1.25 EC 15.11 2.65 1.66 0.41 0.35 trace --- Bananas Phillipines 1977 1 0.04% EC 1.2 (peel) Phillipines 1 0.05% EC 1.2 post-harvest Phillipines 1 0.075% EC 1.3 (pulp) Phillipines 1 0.04% EC 0.3 post-harvest Phillipines 1 0.05% EC 0.5 Phillipines 1 0.075% EC 0.9 Beans Japan 1972 5 0.5 EC nd nd nd Cherries Germany 1971 1 1.4g/tree EC 0.8-0.9 0.55-0.7 0.3-0.45 0.05-0.1 1 1.4g/tree EC 0.7-6.7 0.4-0.8 0.1-1.95 nd -0.3 Poland 1970 1 11.3g/tree EC 19.15 6.14 3.58 1.32 0.35 0.24 trace 1971 1 11.3g/tree EC 19.0 12.54 6.45 2.03 0.70 Grapes Japan 1972 2 0.07-1.5 EC 1-1.24 0.35-0.4 nd-0.29 nd nd Grass U.S.A. 1976 10 0.11 SC 1.12-1.86 Turkey 1974 1 4 oil 46 5.9 Olives Turkey 1963 1 0.075 EC 5.1 3.1 0.97 1964 1 6:75g/tree EC 2.7 2.0 3.1 1975 1 7.5g/tree EC 6.5 1.7 trace Turkey 1965 1 14 g/tree EC 4.04 1.94 0.56 0.4 1965 2 0.075% EC 6.5 3.2 1.0 TABLE 1. (Continued) Application Residues (mg/kg) at intervals (days) after application rate Crop Country Year no kg ai./ha formulation 0/1 3 7 14 21 28 35 Onions Japan 1970 1 0.5-1.0 EC nd-0.08 nd-0.06 nd-0.03 Oranges (flesh) Japan 1972 2 2-7-3.0 EC nd-0.02 (peel) 2 2.7-3.0 EC 1.0-5.8 (juice) 2 2.7-3.0 EC 0.06-0.14 Oranges Turkey 1969 3 1% bait 0.87 0.57 1969 6 1% bait 1.73 Peaches Japan 1969 6 0.35-1.6 WP 0.03-1.2 0.03-1.0 0.06-0.5 Pears Japan 1969 5 1.0 -2.8 WP 0.004-1.4 nd-0.9 0.15-0.18 Plums Poland 1969 1 0.075% EC 7.11 2.82 0.85 0.2 0.11 0.06 1970 1 0.075% EC 10.85 9.45 3.72 0.8 0.6 0.5 trace Potatoes Japan 1970 3 0.5-1.0 EC; nd nd nd Sweet Potatoes Japan 1973 1 3.0-4.5 Gran nd-0.01 Rice in husk U.S.A. 1972 3 0.11 Gran 0.01-0.02 Rice hulled Japan 1973 4 0.5-0.75 EC 0.022-0.035 nd-0.07 nd-0.06 nd-0.008 Rice hulled Japan 1972 3 2 Gran nd nd nd Rice huIled Japan 1969 3 0.6-0.9 SC 0.016 nd nd nd Rice polished Japan 1969 1 0.5 -0.75 EC nd nd Strawberries Japan 1971 2 0.6 -1.5 EC 1.0-2.87 0.67-1.6 0.16-1.7 0.03-0.9 TABLE 1. (Continued) Application Residues (mg/kg) at intervals (days) after application rate Crop Country Year no kg ai./ha formulation 0/1 3 7 14 21 28 35 Tangerines Turkey 1967 1 1% bait 0.8 0.12 2 1% bait 0.25 4 1% bait 4.00 1.10 1968 1 1% bait 0.71 0.53 1969 3 1% bait 2.92 2.00 1969 6 1% bait 3.19 Tomatoes Japan 1970 2 0.9 -1.5 EC nd-0.89 nd-0.34 nd-0.06 nd potatoes, strawberries and tomatoes. See also "Fate of residues", "In plants". FATE OF RESIDUES In animals Avrahami and White (1975) treated two lactating dairy cows with 20% fenthion as a topical spot-treatment used for the control of lice using 32P-labelled fenthion applied at the rate of 9 mg/kg body weight. Highest residues of total radioactivity in the blood, milk urine and faeces appeared between the first and second day after treatment. The residues were predominantly water-soluble hydrolysis products of fenthion. The highest daily average level of fenthion and its organosoluble metabolites in the milk from the two cows was approximately 0.1 mg/kg on the first day after treatment. Of the total radioactivity applied to each cow, 45-55% was recovered in the urine, 2-2.5% in the faeces and 1.5-2% in the milk over a period of 4 weeks. Johnson and Bowman (1972) administered fenthion to lactating dairy cows at the rate of 25, 50 and 100 ppm in the total daily ration for 28 days. Total residues consisting of fenthion, its sulphoxide and sulphone and the sulphoxide and sulphone of the oxygen analogue in the milk averaged 0.016, 0.049 and 0.099 mg/kg, respectively over the period. Total residues in faeces consisted of fenthion and its sulphoxide and averaged from 0.042 to 0.308 mg/kg. Neither fenthion nor its oxygen analogue was found in urine but totals of the sulphoxide and sulphone of fenthion and its oxygen analogue averaged from 0.43 to 1.05 mg/kg. Seven days after feeding was terminated, residues could not be detected in milk, urine or faeces. In plants Zadrozinska (IT2) studied the metabolism of fenthion in broadbean plants and blackcurrants following topical application, by taking samples every second day until biological activity could no longer be traced. Fenthion disappeared quickly and four metabolites were identified as fenthion sulphoxide, fenthion sulphone, fenoxon sulphoxide and fenoxon sulphone. Fenthion sulphoxide was the most durable compound, still being found 30 days after application to beans and 64 days after treating currants. Glogowski et al. (1974) studied the rate of degradation of fenthion residues in apples, plums and sweet cherries over two cropping seasons in Poland. Residues of fenthion and its metabolites in apples averaged 5.1-5.3 mg/kg immediately after treatment, 0.1-1.5 mg/kg after 14 days and always less than 1 mg/kg at 21 days. By the 35th day, the residues were below the limit of determination (0.05 mg/kg). During the 35-day post-treatment period the average weight of each apple had increased from 3 to 44 g. Part of the reduction is thus due to growth dilution. In the case of sweet cherries, the same workers showed that the initial deposit of about 20 mg/kg had declined to about 0.5 mg/kg by the 21st day after spraying. The fruit in this time had increased in weight from about 1 g. to 6 g. The similar pattern was observed in plums where the concentration of residues declined from 10 mg/kg to 0.05 mg/kg in 28 days. In all these trials the treatment had been applied at the optimum time for the control of the major pest species. These studies indicate there is considerable similarity in the rate of decline of fenthion residues on the different fruits, apples, cherries and plums. Table 2, sets out the data from the work of Glogowski et al. (1974) in a manner that permits ready comparison between the residue levels on different species of fruit, and different cultivars, in succeeding years. It is obvious that the effect of season and cultivar is at least as great as the influence of fruit variety. This study provides valuable insight into the variability of residue levels notwithstanding efforts to standardize conditions and test procedures. It provides a warning of the danger of establishing maximum residue limits on the basis of limited trials data. In applying these findings it should be recognized that the residues resulting from a treatment 21 days before harvest, for example, would not necessarily be the same as that found 21 days after a spraying applied at a stage when the fruit would not normally be picked for about 35 days (i.e. to very much more immature fruit). In processing and cooking Trials made in Turkey in 1968 and 1969 involved the treatment of tea bushes with fenthion sprays and the subsequent harvesting of leaves for the manufacture of (fermented) tea. The application of fenthion sprays containing 50g. fenthion per 100 l of spray produced a residue in manufactured tea ranging from 0.48 to 1.60 mg/kg when the leaves were picked 17 days after the second of two sprays: when the spray concentration was increased to 63g/100 l and the leaves harvested 24 days after a single spray the residues in the manufactured tea reached 1.38 mg/kg. Fenthion has not yet been adopted for use on tea crops in Turkey. In soil The paper of Walnofer et al. (1976) demonstrates that the soil fungus Rhizopus japonicus in nutrient solution is capable of oxidizing fenthion to yield the sulphoxides of both fenthion and its oxygen analogue. The only product of enzymic hydrolysis was the "phenol sulphoxide" (3-methyl-4-methylsulphinylphenol). In water Fredrickson and Nichols (1976) studied the photodecomposition of fenthion in aqueous solution of concentration 5 mg/l at 5°C and 25°C using artificial illumination closely approximating sunlight. They showed that fenthion decomposed with a half-life of 55 minutes at 5°C, 15 minutes at 25°C and 10 minutes when sensitized with 2% acetone. TABLE 2 Disappearance of fenthion residues from apples, plums, cherries (Glogowski et al., 1974) Residue, mg/kg, in (fruit, cultivar and year) Days after Apples Apples Apples Apples Plums Plums Cherries Cherries spraying A B C B D E G G 1969 1969 1970 1970 1969 1970 1970 1971 0 5.32 8.20 10.06 15.11 7.11 10.85 19.15 19.00 1 8.05 2.92 3 1.94 3.07 4.12 2.65 2.82 9.45 6.14 12.54 7 1.20 1.06 2.73 1.66 0.85 3.72 3.58 6.45 10 0.42 0.38 1.82 1.19 - 0.91 2.78 2.37 14 0.11 0.11 1.55 0.41 0.20 0.80 1.32 2.03 21 0.08 0.06 0.40 0.35 0.11 0.60 0.35 0.70 28 0.03 0.03 0.20 TRACE 0.06 0.05 0.24 - 35 TRACE TRACE 0.16 - - TRACE TRACE - Degradation products were the sulphoxide, sulphone, oxygen analogue and its sulphoxide together with the corresponding phenol, phenol sulphoxide and phenol sulphone. Up to 39% of the radioactivity represented polar degradation products believed to be polymeric. EVIDENCE OF RESIDUES IN FOOD IN COMMERCE OR AT CONSUMPTION Information supplied by the US Food and Drug Administration indicated that in the course of monitoring residues in domestic food commodities during 1975 and 1976, fenthion residues were found in peaches (0.02 mg/kg), paprika (0.04 mg/kg), peppers (0.022 mg/kg) and potatoes (trace). No other information came to hand. APPRAISAL Following evaluation by the Joint Meeting in 1971 a request was made for additional information on the occurrence of residues in citrus fruit, coffee, cucurbits, onions, potatoes, sugar beet roots and tops. The 9th (1977) Session of the Codex Committee on Pesticide Residues requested a review of the maximum residue limits in the light of information provided by governments and other relevant data such as disappearance. Results from a considerable number of supervised residue studies were provided by the principal manufacturer and by Poland, the Phillipines and Turkey. Other information was provided by the USA and by published scientific literature. This information has confirmed that the maximum residue limits previously recommended for fenthion residues in apples, cherries, grapes, peaches and rice are adequate to cover the residues resulting from approved uses of fenthion provided there is a reasonable pre- harvest interval. None of the maximum residue limits appear excessively high in the light of the new data. One extensive study from Poland carried out over two seasons demonstrates the rate of decline of fenthion in apples, cherries and plums. There is considerable similarity between the rates of decline of residues on the different species of fruit that is partly influenced by growth dilution. Fourteen or 21 days after spraying, the difference in residue level between two distinctly different fruits is often less than the difference between two cultivars of the same species or between residue levels in the same cultivars in two succeeding years. This study is a very useful indicator of the variability of residue levels notwithstanding efforts to standardize conditions and test procedures. It points to the danger in placing too much reliance on limited amounts of data as representing the position in different regions, seasons, cultivars, formulations and application techniques. Residue data from studies in Turkey and Japan point to the need to raise the maximum residue limit for fenthion in citrus fruit where residues occur mainly in the peel. Studies in Japan show that the use of fenthion on potato plants does not give rise to measurable residues in potato tubers. Information considered by the meeting provides a basis for recommending additional maximum residue limits in bananas, beans, onions, pears, plums, potatoes, strawberries, sweet potatoes and tomatoes. Extensive studies in Turkey indicate that there is a high risk that olives treated for the control of fruit flies will contain residues above the maximum residue limit even when a 30-day pre-harvest interval is observed. Further studies have confirmed that fenthion present in livestock feed or used for the control of external parasites gives rise to low but transitory residues in milk. The metabolism of fenthion in cattle has been clarified by these studies. It has been shown that sunlight causes rapid degradation of fenthion and the production of polar products believed to be polymeric phenols. No information was received to assist in resolving the questions about residues in coffee, cucurbits and sugar beets. RECOMMENDATIONS The temporary maximum residue limits previously recommended, with the exception of the limit for oranges which is replaced by a higher limit for citrus, are confirmed. New recommendations are listed below. They refer to the sum of fenthion, fenthion sulphoxide, fenthion sulphone and the oxygen analogues of these compounds, determined as the sulphone of the oxygen analogue and expressed as fenthion. FURTHER WORK OR INFORMATION REQUIRED (by July, 1978) 1. Adequate two-year feeding studies in the dog in one rodent species. 2. Establishment of the sequence of metabolic changes in humans and laboratory animals in order to elucidate the mechanism of cholinesterase inhibition. TABLE Commodity Limits, mg/kg Pre-harvest interval on which recommendations are based Bananas 1 post-harvest Beans 0.1 21 Citrus 2 21 Citrus juice 0.2 21 Onions 0.1 14 Pears 2 10 Plums 1 21 Potatoes 0.05* 28 Sweet Potatoes 0.1 28 Strawberries 2 7 Tomatoes 0.5 7 * at or about limit of determination DESIRABLE 1. Information from additional countries on crops already considered and on additional crops in order to confirm the level of residues following approved uses of fenthion. 2. Information on the effect of processing and cooking on fenthion residues in fruits and vegetables. REFERENCES Avrahami, M., and White, D.A. (1975) Residues in milk of cows after spot-treatment with 32P-fenthion. New Zealand J. Exptl. Agric. 3, 309-311. Bayer, A.G. (1977) Residues of Fenthion in Crops - Biologische Forschsung Submission to FAO, Nov. 1977. FAO/WHO, (1972) 1971 Evaluations of some pesticide residues in food - WHO Pesticide Residue Series No. 1; FAO Document AGP -1971/M/9/1. FAO/WHO, (1976) 1975 Evaluations of some pesticide residues in food - WHO Pesticide Residues in food - WHO Pesticide Residue Series No. 51 FAO Document AGP 1971/M/13. Fredrickson, D.R. and Nichols, S.S. (1976) Photodecomposition of BAYTEX - Chemagro Division, Mobay Chemical Corporation Report No. 49347, Aug. 9, 1976. Glogowski, K., Welter, M., Czaplicki, E. and Witkowskiy W. (1974) Studies on the degradation rate of fenthion residues in apples, plums and sweet cherries sprayed with LEBAYCID - Pflanzenschutz-Nachrichten Bayer 27(2) 156-166. Johnson, J.C. and Bowman, M.C. (1972) Responses from cows fed diets containing fenthion of fentrothion - J. Dairy Sci. 55(6) 777-782. Kirca, A.C. (1976)Information furnished by the Ministry of Food, Agriculture and Animal Husbandry - Turkey. Letter to WHO from Permanent Mission of Turkey, 20 January 1976. Magallona, E. (1977) Residues resulting from supervised trials - Submission on behalf of the Phillipines to FAO. Wallnofer, von P., Sohlemann, F. and Dehlmann, L. (1976) The effect of fenthion on the organism Rhizopus japonicus. Pflanzenschutz-Nachrichten Bayer 29/1976(3). Zadrozinska, J. (1972) A study of fenthion in selected plants (Polish) - Roca. Panstw. Zakl. Hig. 23 (4) 409-416.
See Also: Toxicological Abbreviations Fenthion (ICSC) Fenthion (WHO Pesticide Residues Series 1) Fenthion (WHO Pesticide Residues Series 5) Fenthion (Pesticide residues in food: 1978 evaluations) Fenthion (Pesticide residues in food: 1979 evaluations) Fenthion (Pesticide residues in food: 1980 evaluations) Fenthion (Pesticide residues in food: 1983 evaluations) Fenthion (Pesticide residues in food: 1995 evaluations Part II Toxicological & Environmental) Fenthion (Pesticide residues in food: 1995 evaluations Part II Toxicological & Environmental) Fenthion (Pesticide residues in food: 1997 evaluations Part II Toxicological & Environmental)