Bupirimate (systematic name 5-butyl-2-ethylamino-6-methylpyrimidin-4-yldimethylsulphamate; brand names Nimrod and Roseclear 2) is an active ingredient of plant protection products (or pesticides), which has an effect as a fungicide.[1] It belongs to the chemical family of pyrimidinesulfamates. Bupirimate has translaminar mobility and systemic translocation in the xylem. It acts mainly by inhibiting sporulation and is used for control of powdery mildew of apples, pears, stone fruit, cucurbits, roses and other ornamentals, strawberries, gooseberries, currants, raspberries, hops, beets and other crops. Bupirimate is not an insecticide. It is of low mammalian toxicity and is non-toxic to bees. However, it is used in many products which also contain insecticides.
A research programme at ICI'sJealott's Hill site during the 1960s had the objective of discovering fungicides which could penetrate into and move within plants and hence could cure established infections. The outcome of the research was three related compounds: dimethirimol, ethirimol and bupirimate which were first marketed in 1968, 1970 and 1975 respectively. The key target for these fungicides are the mildews but each compound differs in its effect on individual mildew species. In particular, bupirimate is effective on apple powdery mildew caused by the fungus Podosphaera leucotricha, which the earlier materials were not.[2]
Regulationedit
In terms of the regulation of plant protection products in the European Union, this active substance is in revision of the inclusion in Annex I of the 91/414/EEC Directive.[3] In France, the active substance is permitted in the composition of preparations with an authorization on the market.
^Bent, K.J.; et al. (1978). "Chapter 10: Pyrimidine fungicides". In Peacock, F.C. (ed.). Jealott's Hill: Fifty years of Agricultural Research 1928-1978. Imperial Chemical Industries Ltd. pp. 87–97. ISBN0901747017.
Bupirimate in the Pesticide Properties DataBase (PPDB)
April 12, 2024
bupirimate, systematic, name, butyl, ethylamino, methylpyrimidin, yldimethylsulphamate, brand, names, nimrod, roseclear, active, ingredient, plant, protection, products, pesticides, which, effect, fungicide, belongs, chemical, family, pyrimidine, sulfamates, t. Bupirimate systematic name 5 butyl 2 ethylamino 6 methylpyrimidin 4 yldimethylsulphamate brand names Nimrod and Roseclear 2 is an active ingredient of plant protection products or pesticides which has an effect as a fungicide 1 It belongs to the chemical family of pyrimidine sulfamates Bupirimate has translaminar mobility and systemic translocation in the xylem It acts mainly by inhibiting sporulation and is used for control of powdery mildew of apples pears stone fruit cucurbits roses and other ornamentals strawberries gooseberries currants raspberries hops beets and other crops Bupirimate is not an insecticide It is of low mammalian toxicity and is non toxic to bees However it is used in many products which also contain insecticides Bupirimate NamesPreferred IUPAC name 5 Butyl 2 ethylamino 6 methylpyrimidin 4 yl dimethylsulfamateOther names Nimrod Roseclear 2IdentifiersCAS Number 41483 43 6 Y3D model JSmol Interactive imageChEBI CHEBI 81952ChemSpider 35588ECHA InfoCard 100 050 339EC Number 255 391 2PubChem CID 38884UNII MCJ121RIOI YCompTox Dashboard EPA DTXSID6041688InChI InChI 1S C13H24N4O3S c1 6 8 9 11 10 3 15 13 14 7 2 16 12 11 20 21 18 19 17 4 5 h6 9H2 1 5H3 H 14 15 16 Key DSKJPMWIHSOYEA UHFFFAOYSA NInChI 1 C13H24N4O3S c1 6 8 9 11 10 3 15 13 14 7 2 16 12 11 20 21 18 19 17 4 5 h6 9H2 1 5H3 H 14 15 16 Key DSKJPMWIHSOYEA UHFFFAOYAPSMILES CCCCC1 C N C N C1OS O O N C C NCC CPropertiesChemical formula C 13H 24N 4O 3SMolar mass 316 42 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Contents 1 History 2 Regulation 3 References 4 External linksHistory editA research programme at ICI s Jealott s Hill site during the 1960s had the objective of discovering fungicides which could penetrate into and move within plants and hence could cure established infections The outcome of the research was three related compounds dimethirimol ethirimol and bupirimate which were first marketed in 1968 1970 and 1975 respectively The key target for these fungicides are the mildews but each compound differs in its effect on individual mildew species In particular bupirimate is effective on apple powdery mildew caused by the fungus Podosphaera leucotricha which the earlier materials were not 2 Regulation editIn terms of the regulation of plant protection products in the European Union this active substance is in revision of the inclusion in Annex I of the 91 414 EEC Directive 3 In France the active substance is permitted in the composition of preparations with an authorization on the market References edit U S patent 5 212 197 Bent K J et al 1978 Chapter 10 Pyrimidine fungicides In Peacock F C ed Jealott s Hill Fifty years of Agricultural Research 1928 1978 Imperial Chemical Industries Ltd pp 87 97 ISBN 0901747017 Bupirimate PDF European Chemicals Agency External links editBupirimate in the Pesticide Properties DataBase PPDB Retrieved from https en wikipedia org w index php title Bupirimate amp oldid 1020964034, wikipedia, wiki, book, books, library,
