Pesticides Research, 94 – Quantitative Structure-Activity Relationships (QSAR) and Pesticides

Quantitative Structure-Activity Relationships (QSAR) and Pesticides

References

Ariëns EJ (1984): Domestication of chemistry by design of safer chemicals: Structure-activity relationships.

AQUIRE: Aquatic Toxicity Information Retrieval. US-EPA Environmental Protection Laboratory Duluth, Minnesota and Montana State University, Bozemann, Montana

Bahnick DA and Douchette (1988): Use of molecular connectivity indices to estimate soil sorption coefficients for organic chemicals. Chemosphere 17: 1703-1715.

Briggs GG (1969): Molecular structure of herbicides and their sorption by soils. Nature 223: 1288.

Briggs GG (1973): A simple relationship between soil adsorption of organic chemicals and their octanol/water partition coefficients. Proc. 7th British Insecticide and Fungicide Conf. Boots Co, Nottingham UK.

Chapman NB, Shorter J (eds.) (1978): Correlation analysis in chemistry: Recent advances. Plenum Press, New York.

Clausen H (1998): Excel-database Tox-sum². Database elaborated during the preparation of technical report 223, 1998 at the Danish Environmental Research Institute (DMU).

Commission Directive 87/302/EEC adapting to technical progress for the ninth time Council Directive 67/548/EEC on the approximation of laws, regulations and administrative provisions relating to the classification, packaging and labelling of dangerous substances. O. J. L 133, 30.5.1988.

Commission Directive 92/69/EEC adapting to technical progress for the seventeenth time Council Directive 67/548/EEC on the approximation of laws, regulations and administrative provisions relating to the classification, packaging and labelling of dangerous substances. O. J. L 383, 29.12.1992.

Connell DW (1988): Bioaccumulation behaviour of persistent organic chemicals with aquatic organisms. Rev. Environ. Contam. Toxicol. 101: 117-154.

Connell DW, Markwell RD (1990): Bioaccumulation in the soil to earthworm system. Chemosphere 20: 91-100.

Dagani R (1981): Toxicologists seek structure-activity links. Chemical & Engineering News march 9, 1981: 26-29

Dearden JC (1991): Physico-chemical descriptors. In: Karcher and Devillers (eds) Practical application of quantitative structure-activity relationships (QSAR) in environmental chemistry and toxicology. Chemical and Environmental Science Series Vol.1. Kluwer Acad. Publ. Dordrecht, the Netherlands.

ECDIN (1993): Environmental Chemicals Data and Information Network. Commission of the EC, JRC, Environmental Institute. Ispra, Italy.

ECETOC (1993): Aquatic toxicity data evaluation. Technical Report No. 56. (Appendix C: The database. In a separate document). European Centre for Ecotoxicology and Toxicology of Chemicals. Brussels, Belgium.

EU (1992): Annex to Commission Directive 92/69/EEC of 31 July 1992 adapting to technical progress for the seventeenth time Council Directive 67/548/EEC on the approximation of laws, regulations and administrative provisions relating to the classification, packaging and labelling of dangerous substances. Official Journal of the European Communities L 383 A Vol. 35, 29 Dec. 1992.

Hall LH, Kier LB (1981): The relation of molecular connectivity to molecular volume and biological activity. Eur. J. Med. Chem. 16: 399-407.

Hamaker JW (1975): Interpretation of soil leaching experiments. In: Haque R and Freed VH (eds.): Environmental dynamics of pesticides. Plenum Press NY.

Hance RJ (1967): Relationship between partition data and the adsorption of some herbicides by soils. Nature 214: 630-31.

Hansch C, Leo AJ (1979): Substituent constants for correlation analysis in chemistry and biology. Wiley, New York.

Hart LW (1991): The use of data estimation methods by regulatory authorities. Sci. Total Environ. 109/110: 629-633.

Hermens JLM (1989): Quantitative structure-activity relationships of environmental pollutants. In: Hutzinger O (ed.): Handbook of Environmental Chemistry, p 111-162. Springer Verlag, Berlin.

Hine J, Mookerjee PK (1975): The intrinsic hydrophilic character of organic compounds. Correlations in terms of structural contributions. J. Org. Chem. 40: 292-298.

Isnard P, Lambert S (1989): Aqueous solubility and n-octanol/water partition coefficient correlations. Chemosphere 18(9/10): 1837-1853.

Kanazawa J (1989): Relationship between the soil sorption constants for pesticides and their physicochemical properties. Environ. Toxicol. Chem. 8: 477-484.

Karcher and Devillers (eds) (1990): Practical application of quantitative structure-activity relationships (QSAR) in environmental chemistry and toxicology. Chemical and Environmental Science Series Vol.1. Kluwer Acad. Publ. Dordrecht, the Netherlands.

Karcher W and Devillers J (1990): SAR and QSAR in environmental chemistry and toxicology: Scientific tool or wishful thinking. In: Karcher and Devillers (eds) Practical application of quantitative structure-activity relationships (QSAR) in environmental chemistry and toxicology. Chemical and Environmental Science Series Vol.1. Kluwer Acad. Publ. Dordrecht, the Netherlands.

Kenaga EE (1980): Correlation of bioconcentration factors of chemicals in aquatic and terrestrial organisms with their physical and chemical properties. Environ. Sci. Technol. 14(5):553-556.

Könemann WH (1981): Quantitative structure-activity relationships in fish toxicity studies. Part 1: Relationships for 50 industrial pollutants. Toxicology 19: 209-221.

Lagersted A (1987): QSAR og toksikologi - en ny strategi i kemikalievurderingen. QSAR and toxicology - a New Strategy in the Evaluation of Chemicals. Environmental Project no 82. Danish EPA 1987.

Lambert SM (1968): Omega (), a useful index of soil sorption equilibria. J. Agric. Food Chem. 16: 340-343.

Linders JBHJ, Jansma JW, Mensink BJWE, Otermann K, (1994): Pesticides: Benefaction or Pandoras box? A synopsis of the environmental aspects of 243 pesticides. Report No 679101014. National Institute of Public Health and Environmental Protection, Bilthoven, The Netherlands.

Lyman WJ (1985): Environmental exposure from chemicals. In: Neely WB, Blau GE (eds): Environmental exposure from chemicals. Vol.1. CRC Press, Boca Raton.

Lyman WJ, Reehl WF, Rosenblatt DH (1982, 1990) Handbook of chemical property estimation methods. American Chemical Society, Washington DC (1982 ed. reprinted in 1990).

McCarthy LS, MacKay D (1993): Enhancing ecotoxicological modelling and assessment. Environ. Sci. Technol. 27: 1719-1728.

Meylan WM, Howard PH (1991): Bond contribution method for estimating Henry's Law constants. Environ. Toxicol. Chem. 10: 1283-1293.

Meylan WM, Howard PH, Boethling (1992): Molecular topology/fragment contribution method for predicting soil sorption coefficients. Environ. Sci. Technol. 26: 1560-1567.

Meylan WM, Howard P (1994): EPIWIN - Estimation Program Interface for Microsoft Windows 3.1. Syracuse Research Corporation, Syracuse.

Meylan WM, Howard PH (1995): Atom/fragment contribution method for estimating octanol-water partition coefficients. J. Pharm. Sci. 84: 83-92.

Nendza M (1991): Predictive QSAR models estimating ecotoxic hazard of phenylureas: Aquatic toxicity. Chemosphere 23: 497-506.

Nendza M (1991b): QSARs of bioconcentration: validity assessment of log Pow/log BCF correlations. In: Nagel R, Loskill R (eds.): Bioaccumulation in aquatic systems. VCH Weinheim.

Nendza M, Dittrich B, Wenzel A, Klein W (1991): Predictive QSAR models for estimating ecotoxic hazard of plant protecting agents: target and non-target. Sci. Total Environ. 109/110: 527-535.

Nirmalakhandan NN, Speece RE (1988): Prediction of aqueous solubility of organic chemicals based on molecular structure. Environ. Sci. Technol. 22: 328-338.

OECD (1993): OECD guidelines for the testing of chemicals. Vol. I-II. The Organisation for Economic Co-operation and Development, Paris.

OECD (1993b): Application of structure-activity relationships to the estimation of properties important in exposure assessment. OECD Environment Monographs No. 67. The Organisation for Economic Co-operation and Development, Paris.

Pedersen F, Falck J (1997): Environmental hazard classification: Classification of selected substances as dangerous for the environment (II). TemaNord 1997:549, Nordic Council of Ministers, Copenhagen..

Pedersen F, Tyle H, Niemelä JR, Guttmann B, Lander L, Wedebrand A (1995): Environmental hazard classification - data collection and interpretation guide (2nd edition). TemaNord 1995: 581. Nordic Council of Ministers, Copenhagen.

Ribo JM (1988): The octanol/water partition coefficient of the herbicide chlorsulfuron as a function of pH. Chemosphere 17: 709-715.

Rispin A (1981): Introduction to symposium on the development and use of reliable data bases for quantitative structure-activity relationships. J. Chem. Inf. Comput. Sci 21: 1-2.

Russom CL (1991): ASTER. Assessment tools for the evaluation of risk. A user guide. US Environmental Protection Agency. Environmental Research Laboratory. Duluth, Minnesota.

Russom CL, Bradbury SP, Broderius SJ, Hammermeister DE, Drummond A (1997): Predicting modes of toxic action from chemical structure: Acute toxicity in the Fathead minnow (Pimephales promelas). Environ. Toxicol. Chem. 16(5): 948-967.

Sabljic A (1987): On the prediction of soil sorption coefficients of organic pollutants by molecular structure: Application of molecular topo-logy model. Environ. Sci. Technol. 21: 358-366.

Sabljic A, Güsten H, Verhaar H, Hermens J (1995): QSAR modelling of soil sorption. Improvements and systematics of log Koc vs. log Kow correlations. Chemosphere 31(11/12): 4489-4515.

Stein SE, Brown RL (1994): Estimation of normal boiling points from group contributions. J. Chem. Inf. Comput. Sci. 34: 581-587.

Stevenson FM (1976): Organic matter reactions involving pesticides in soil. In: Kaufman DD, Still GG, Paulson GD, Blandal SK (eds.): Bound and conjugated pesticide residues. ACS Symposium. Ser. 29, American Chemical Society, Washington.

TGD (1996): Technical guidance document in support of Commission Directive 93/67/EEC on risk assessment for new notified substances and Commission Regulation (EC) No. 1488/94 on risk assessment for existing substances. Part III. European Commission, Brussels.

Tomlin C (Ed.) (1994): The Pesticide Manual. Incorporating The Agrochemical Handbook. Tenth Ed. The British Crop Protection Council and The Royal Society of Chemistry. United Kingdom.

Tomlin CDS (Ed.) (1997): The Pesticide Manual.. Eleventh Ed. The British Crop Protection Council. United Kingdom.

US-EPA (1994): ECOSAR ver 1.0. A computer program for estimating the ecotoxicity of industrial chemicals based on structure activity relationships. US Environmental Protection Agency, Office of Pollution Prevention and Toxics. Report No. 748-R-93-002.

Van Gestel CAM, Ma WA (1988): Toxicity and bioaccumulation of chlorophenols in earthworms in relation to bioavailability in soil. Ecotox. Environ. Safety 15: 289-297.

van Straalen NM, Denneman CAJ (1989): Ecotoxicological evaluation of soil quality criteria. Ecotoxicol. Environ. Safety 18: 241-251

Veith GD, Defoe DL, Bergstedt BV (1979): Measuring and estimating the bioconcentration factor of chemicals in fish. J. Fish. Board Can. 36: 1040-1048.

Veith GD, Call DJ, Brooke LT (1983): Structure-toxicity relationships for the fathead minnow, Pimephales promelas: narcotic industrial chemicals. Can. J. Fish. Aquat. Sci. 40: 15-29.

Verhaar HJM, Van Leeuwen CJ, Hermens JLM (1992): Classifying environmental pollutants. I: Structure-activity relationships for prediction of aquatic toxicity. Chemosphere 25: 471-491.

Verhaar HJM, Mulder W, Hermens JLM (1995): QSARs for ecotoxicity. In: Hermens JLM (ed.): Overview of structure-activity relationships for environmental endpoints, Part 1: General outline and procedure. Report prepared within the framework of the project “QSAR for prediction of fate and effects of chemicals in the Environment”, an international pro-ject of the Environmental Technologies RTD Programme (DGXII/D-1) of the European Commission under contract no. EV5V-CT92-0211.

Vighi M, Garlanda MM, Calamari D (1991): QSARs for toxicity of organophosphorous pesticides to Daphnia and honeybees. (Sci. Total Environ. 109/110: 605-622.

Wagner C, Løkke H (1991): Estimations of ecotoxicological protection levels from NOEC toxicity data. Water Res. 24: 1237-1242.

Wakita K, Yoshimoto M, Miyamoto S, Watanabe H (1986): A method for calculation of the aqueous solubility of organic compounds by using new fragment solubility constants. Chem. Pharm. Bull. 34: 4663-81.

Weininger D (1988): SMILES, a chemical language and information system. 1. Introduction to methodology and encoding rules. J. Chem. Inf. Comput. Sci. 28: 31-36

Yalkowsky SH, Banerjee S (1992); Aqueous solubility methods of estimation for organic compounds. Marcel Dekker, Inc. NY.