1-[2-cyano-4-[5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]phenyl]-1H-pyrazole-4-carbonitrile | 1144022-92-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-[2-cyano-4-[5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]phenyl]-1H-pyrazole-4-carbonitrile
• 英文别名: 1-[2-cyano-4-[5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]phenyl]pyrazole-4-carbonitrile
• CAS: 1144022-92-3
• 化学式: C₂₁H₉Cl₂F₄N₅O
• 分子量: 494.235
• InChiKey: XKGLKFIENFLLSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  87
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  5-[5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-fluorobenzonitrile 、 1H-吡唑-4-腈 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 1-[2-cyano-4-[5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]phenyl]-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  [EN] PYRAZOLE-SUBSTITUTED ISOXAZOLINE INSECTICIDES
  [FR] INSECTICIDES ISOXAZOLINE SUBSTITUÉ PAR UN PYRAZOLE

  摘要：

  公开号：

  WO2009051956A3

文献信息

• METHODS OF SOIL PEST CONTROL
  申请人：Syngenta Participations AG

  公开号：US20150208658A1

  公开（公告）日：2015-07-30

  The present invention provides a method of controlling and/or preventing soil-dwelling pests in useful plants comprising applying to the locus of the useful plant or treating propagation material thereof, preferably a seed, with a compound of formula (I), wherein —B 1 —B 2 —B 3 — is —C═N—O—, —C═N—CH2—, or —N—CH 2 —CH 2 —; R 1 is trifluoromethyl, difluoromethyl or chlorodifluoromethyl; R 2 is group X X 2 is C—X 6 or nitrogen; X 1 , X 3 and X 6 are independently hydrogen, halogen or trihalomethyl, wherein at least one of X 1 , X 3 and X 6 is not hydrogen; A is selected from A1 to A5 Y 1 is C—R 6 , CH or nitrogen; Y 2 and Y 3 are independently CH or nitrogen; wherein no more than two of Y 1 , Y 2 and Y 3 are nitrogen and wherein Y 2 and Y 3 are not both nitrogen; R 5 is hydrogen, halogen, cyano, nitro, NH 2 , C 1 -C 4 alkyl, C 1 -C 4 aloalkyl, C 3 -C 5 cycloalkyl, C 3 -C 5 halocycloalkyl, C 1 -C 2 alkoxy, or C 1 -C 2 haloalkoxy; providing that when A is A3 or A4 R 5 is not hydrogen; R 6 when present together with R 5 forms a —CH═CH—CH═CH— bridge; R 7 is C 1 -C 4 alkyl; R 8 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 alkoxy(C 1 -C 4 )alkyl, C 1 -C 4 alkylthio(C 1 -C 4 )alkyl, C 1 -C 4 alkylsulfmyl(C 1 -C 4 )alkyl, C 1 -C 4 alkylsulfonyl(C 1 -C 4 )alkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl(C 1 -C 4 )alkyl-, or tetrahydrofuranyl; R 9 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 alkyl-O—CH 2 —, C 1 -C 4 haloalkyl-O—CH 2 —, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-CH 2 —, C 1 -C 4 alkyl-S—CH 2 —, C 1 -C 4 alkyl-S(O)—CH 2 —, or C 1 -C 4 alkyl-S(O 2 )—CH 2 ; each Z is independently halogen, C 1 -C 12 alkyl or C 1 -C 12 alkyl substituted by one to five R 12 , nitro, C 1 -C 12 alkoxy or C 1 -C 12 alkoxy substituted by one to five R 12 cyano, C 1 -C 12 alkylsulfinyl, C 1 -C 12 alkylsulfonyl, C 1 -C 12 haloalkylsulfinyl, C 1 -C 12 haloalkylsulfonyl, hydroxyl or thiol; each R 12 is halogen, cyano, nitro, hydroxy, C 1 -C 8 alkoxy-, C 1 -C 8 haloalkoxy-, mercapto, C 1 -C 8 alkylthio-, or CpCghaloalkylthio; and k is 0, 1, 2 or 3; wherein when the pest is corn rootworm, R 8 is cyclopropyl when A is A2 and —B 1 —B 2 —B 3 — is —N—CH 2 —CH 2 —; Preferably the soil-dwelling pest is selected from corn rootworm, wireworms, grubs, in particular white grubs (e.g. Phyllophaga sp., Diloboderus sp., Popillia japonica ), termites (in particular for sugar cane), subterraneous stinkbugs (e.g. Scaptocoris sp.), cutworms (e.g. agrotis sp), millipedes (e.g. Julus sp.) and broca gigante (e.g. Telchin licus ).

  本发明提供了一种控制和/或预防有用植物中土壤生物的方法，包括向有用植物的位置或处理其繁殖材料，优选为种子，施用式(I)化合物，其中—B1—B2—B3—为—C═N—O—、—C═N—CH2—或—N—CH2—CH2—；R1为三氟甲基、二氟甲基或氯二氟甲基；R2为X基团，X2为C—X6或氮；X1、X3和X6独立地为氢、卤素或三卤甲基，其中至少一个不是氢；A选自A1至A5；Y1为C—R6、CH或氮；Y2和Y3独立地为CH或氮，其中不超过两个为氮，且Y2和Y3不同时为氮；R5为氢、卤素、氰基、硝基、NH2、C1-C4烷基、C1-C4烷氧基、C3-C5环烷基、C3-C5卤代环烷基、C1-C2烷氧基或C1-C2卤代烷氧基；当A为A3或A4时，提供R5不为氢；当R6与R5共存时形成—CH═CH—CH═CH—桥；R7为C1-C4烷基；R8为C1-C4烷基、C1-C4卤代烷基、C1-C4烷氧基(C1-C4)烷基、C1-C4烷基硫醇(C1-C4)烷基、C1-C4烷基磺酰基(C1-C4)烷基、C3-C6环烷基、C3-C6环烷基(C1-C4)烷基或四氢呋喃基；R9为C1-C4烷基、C1-C4卤代烷基、C1-C4烷氧基-O-CH2-、C1-C4卤代烷氧基-O-CH2-、C3-C6环烷基、C3-C6环烷基-CH2-、C1-C4烷基-S-CH2-、C1-C4烷基-S(O)-CH2-或C1-C4烷基-S(O2)-CH2；每个Z独立地为卤素、C1-C12烷基或C1-C12烷基取代的1至5个R12、硝基、C1-C12烷氧基或C1-C12烷氧基取代的1至5个R12、氰基、C1-C12烷基亚砜基、C1-C12烷基磺酰基、C1-C12卤代烷基亚砜基、C1-C12卤代烷基磺酰基、羟基或硫醇基；每个R12为卤素、氰基、硝基、羟基、C1-C8烷氧基、C1-C8卤代烷氧基、巯基、C1-C8烷基硫醇基或CpCg卤代烷基硫醇基；k为0、1、2或3；其中，当害虫为玉米根蠕虫时，A为A2且—B1—B2—B3—为—N—CH2—CH2—时，R8为环丙基；优选的土壤生物为玉米根蠕虫、线虫、蛴螬，特别是白蛴螬（例如Phyllophaga sp.、Diloboderus sp.、Popillia japonica）、白蚁（特别是对甘蔗）、地下臭虫（例如Scaptocoris sp.）、切棒蛾（例如Agrotis sp.）、千足虫（例如Julus sp.）和巨型蛀虫（例如Telchin licus）。
• METHODS OF PEST CONTROL IN SOYBEAN
  申请人：El Qacemi Myriem

  公开号：US20150237862A1

  公开（公告）日：2015-08-27

  The present invention provides methods comprising applying to a crop of soybean plants, the locus thereof, or propagation material thereof, a compound a compound of formula (I) wherein —B 1 -B 2 -B 3 — is —C═N—O—, —C═N—CH 2 —, —N—CH 2 —CH 2 —, or —C═C—O—; R 1 is trifluoromethyl, difluoromethyl or chlorodifluoromethyl; R 2 is group (X) wherein X 2 is C—X 6 or nitrogen; X 1 , X 3 and X 6 are independently hydrogen, halogen or trihalomethyl, wherein at least one of X 1 , X 3 and X 6 is not hydrogen; A is selected from group (A1) to (A4) and Y 1 , Y 2 , Y 3 , R 5 and R 8 are as defined in claim 1. The methods are preferably for the control of stinkbugs, in particular Euschistus .

  本发明提供了一种方法，包括将式(I)化合物应用于大豆植物的作物、基因座或其繁殖材料中，其中-B1-B2-B3-为-C═N-O-、-C═N-CH2-、-N-CH2-CH2-或-C═C-O-；R1为三氟甲基、二氟甲基或氯二氟甲基；R2为(X)基团，其中X2为C-X6或氮；X1、X3和X6分别独立地为氢、卤素或三卤甲基，其中至少一个X1、X3或X6不是氢；A选自(A1)到(A4)组，Y1、Y2、Y3、R5和R8如权利要求1所定义。该方法优选用于控制臭虫，特别是Euschistus。
• METHODS OF CONTROLLING INSECTS
  申请人：Syngenta Participations AG

  公开号：US20150189884A1

  公开（公告）日：2015-07-09

  The present invention provides a method comprising applying to a crop of cotton plants, the locus thereof, or propagation material thereof, a compound of formula (I) wherein -B 1 -B 2 -B 3 - is —C═N—O—, —C═N—CH 2 —, or —N—CH 2 —CH 2 —; R 1 is trifluoromethyl, difluoromethyl or chlorodifluoromethyl; R 2 is group X formula (X) X 2 is C—X 6 or nitrogen; X 1 , X 3 and X 6 are independently hydrogen, halogen or trihalomethyl, wherein at least one of X 1 , X 3 and X 6 is not hydrogen; A is selected from A1 to A (A5) B is C—R 6 , CH or nitrogen; 1Y2 and Y3 are independently CH or nitrogen; wherein no more than two of Y 1 , Y 2 and Y 3 are nitrogen and wherein Y 2 and Y 3 are not both nitrogen; R is hydrogen, halogen, cyano, nitro, NH 2 , C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 5 cycloalkyl, C 3 -C 5 halocycloalkyl, C 1 -C 2 alkoxy, or C 1 -C 2 haloalkoxy; provided that when A is A3 or A4 R 5 is not hydrogen; R 6 when present together with R 5 forms a —CH═CH—CH═CH-bridge; R 7 is C 1 -C 4 alkyl;) R 8 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 alkoxy(C 1 -C 4 )alkyl, C 1 -C 4 alkylthio(C 1 -C 4 )alkyl, C 1 -C 4 alkylsulfinyl(C 1 -C 4 )alkyl, alkylsulfonyl(C 1 -C 4 ) alkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl(C 1 -C 4 )alkyl-, or tetrahydrofuranyl; R 9 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 alkyl-O—CH 2 —, C 1 -C 4 haloalkyl-O—CH 2 —, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-CH 2 —, alkyl-S—CH 2 —, C 1 -C 4 alkyl-S(O)—CH 2 —, or C 1 -C 4 alkyl-S(O 2 )—CH 2 ; each Z is independently halogen, C 1 -C 12 alkyl or C 1 -C 12 alkyl substituted by one to five R 12 , nitro, C 1 -C 12 alkoxy or C 1 -C 12 alkoxy substituted by one to five R 12 cyano, C 1 -C 12 alkylsulfinyl, C 1 -C 12 alkylsulfonyl, C 1 -C 12 haloalkylsulfinyl, C 1 -C 12 haloalkylsulfonyl, hydroxyl or thiol; each R 12 is halogen, cyano, nitro, hydroxy, C 1 -C 8 alkoxy-, C 1 -C 8 haloalkoxy-, mercapto, C 1 -C 8 alkylthio-, or C 1 -C 8 haloalkylthio; and k is 0, 1, 2 or 3. The methods are preferably for the control of Anthonomus grandis.

  本发明提供了一种方法，包括将式（I）的化合物应用于棉花植株、其基因座或其繁殖材料上，其中-B1-B2-B3-为—C═N—O—，—C═N—CH2—或—N—CH2—CH2—；R1为三氟甲基、二氟甲基或氯二氟甲基；R2为X式的基团（X），X2为C—X6或氮；X1、X3和X6独立地为氢、卤素或三卤甲基，其中至少有一个X1、X3和X6不是氢；A从A1到A（A5）中选择；B为C—R6、CH或氮；1Y2和Y3独立地为CH或氮；其中Y1、Y2和Y3中不超过两个为氮，且Y2和Y3不同时为氮；R为氢、卤素、氰基、硝基、NH2、C1-C4烷基、C1-C4卤代烷基、C3-C5环烷基、C3-C5卤代环烷基、C1-C2烷氧基或C1-C2卤代烷氧基；但当A为A3或A4时，R5不是氢；R6当与R5一起存在时形成—CH═CH—CH═CH—桥；R7为C1-C4烷基；R8为C1-C4烷基、C1-C4卤代烷基、C1-C4烷氧基（C1-C4）烷基、C1-C4烷基硫基（C1-C4）烷基、C1-C4烷基亚砜基（C1-C4）烷基、烷基磺酰基（C1-C4）烷基、C3-C6环烷基、C3-C6环烷基（C1-C4）烷基或四氢呋喃基；R9为C1-C4烷基、C1-C4卤代烷基、C1-C4烷氧基-O—CH2—、C1-C4卤代烷基-O—CH2—、C3-C6环烷基、C3-C6环烷基-CH2—、烷基-S—CH2—、C1-C4烷基-S（O）-CH2—或C1-C4烷基-S（O2）-CH2；每个Z独立地为卤素、C1-C12烷基或被一到五个R12取代的C1-C12烷基、硝基、C1-C12烷氧基或被一到五个R12取代的C1-C12烷氧基、氰基、C1-C12烷基亚砜基、C1-C12烷基磺酰基、C1-C12卤代烷基亚砜基、C1-C12卤代烷基磺酰基、羟基或硫醇基；每个R12为卤素、氰基、硝基、羟基、C1-C8烷氧基、C1-C8卤代烷氧基、巯基、C1-C8烷硫基或C1-C8卤代烷硫基；k为0、1、2或3。该方法优选用于控制棉铃虫（Anthonomus grandis）。
• US9867375B2
  申请人：——

  公开号：US9867375B2

  公开（公告）日：2018-01-16
• [EN] PYRAZOLE-SUBSTITUTED ISOXAZOLINE INSECTICIDES<br/>[FR] INSECTICIDES ISOXAZOLINE SUBSTITUÉ PAR UN PYRAZOLE
  申请人：DU PONT

  公开号：WO2009051956A3

  公开（公告）日：2009-07-30