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    • 3. 发明授权
    • Insecticidal N-(substituted arylmethyl)-4-[bis(substituted phenyl or pyridyl)methyl]piperidines
    • 杀虫剂N-(取代的芳基甲基)-4- [双(取代的苯基或吡啶基)甲基]哌啶
    • US06184234B2
    • 2001-02-06
    • US09414375
    • 1999-10-07
    • Ian R. SilvermanDaniel H. CohenJohn W. LygaSteven W. SzczepanskiSyed F. AliThomas G. CullenRobert N. Henrie, IIClinton J. Peake
    • Ian R. SilvermanDaniel H. CohenJohn W. LygaSteven W. SzczepanskiSyed F. AliThomas G. CullenRobert N. Henrie, IIClinton J. Peake
    • A01N4340
    • C07D231/12A01N43/40A01N43/50A01N43/54A01N43/56A01N43/60A01N43/653A01N43/713A01N43/76A01N43/82A01N47/20A01N55/00C07D211/14C07D211/22C07D211/24C07D211/26C07D211/94C07D233/56C07D249/08C07D401/06C07D401/10C07D401/12C07D401/14C07D405/06C07D405/10C07D409/06C07D413/06C07D413/10C07D417/10C07D417/12C07F7/1804
    • Compounds of the following structure, the corresponding N-oxides and agriculturally acceptable salts thereof, are disclosed as effective insecticides: wherein U is —(CH2)n—; Q is hydroxy; and R is: and wherein V, W, Y, and Z are each hydrogen; X is a five- or six-membered heterocycle; optionally substituted with bromine, chlorine, fluorine, cyano, alkyl, haloalkyl, alkoxy, haloalkoxy, alkoxyalkyl, haloalkoxyalkyl, or aminocarbonyl; and the heterocycle is optionally connected to the phenyl ring through a —O—, —S—, —(CH2)p, —C(O)—, or —O—(CR3R4)q linkage; R1 and R2 are independently selected from phenyl or pyridyl substituted with pentahalothio, haloalkylthio, haloalkylsulfinyl, or haloalkylsulfonyl; phenyl substituted with —OC(M)2O—, where M is bromine, chorine or fluorine, to provide a dihalobenzodioxolyl fused ring; or pyridyl substituted with —OC(M)2O— to provide a dihalodioxolenopyridyl fused ring; R3 and R4 are independently selected from hydrogen and methyl; n and p are independently 1, 2, or 3; and q is 1 or 2; with the proviso that at least one of R1 and R2 is substituted in the para position of the phenyl ring or the 5-position of the 2-pyridyl ring; each alkyl portion of said optional substituent on X wherein the optional substituent is alkyl, haloalkyl, alkoxyl, haloalkoxyl, alkoxyalkyl, or haloalkoxyalkyl contains from 1 to 4 carbon atoms; each heterocycle contains from 1 to 4 nitrogen atoms, 1 or 2 oxygen or sulfur atoms, or 1 or 2 nitrogen atoms and an oxygen or sulfur atom; and the corresponding N-oxides and agriculturally acceptable salts.
    • 以下结构的化合物,其相应的N-氧化物和农业上可接受的盐被公开为有效的杀虫剂:其中U是 - (CH 2)n - ; Q是羟基; 且R为:且其中V,W,Y和Z各自为氢; X为五元或六元杂环; 任选被溴,氯,氟,氰基,烷基,卤代烷基,烷氧基,卤代烷氧基,烷氧基烷基,卤代烷氧基烷基或氨基羰基取代; 并且杂环任选地通过-O - , - S - , - (CH 2)p,-C(O) - 或-O-(CR 3 R 4)q键连接到苯环; R 1和R 2独立地选自 苯基或被五卤代硫代,卤代烷硫基,卤代烷基亚磺酰基或卤代烷基磺酰基取代的吡啶基; 用-OC(M)2 O-取代的苯基,其中M是溴,氯或氟,得到二卤代二苯甲基稠合环; 或被-OC(M)2 O-取代的吡啶基,以提供二卤代苯并吡啶基稠环; R 3和R 4独立地选自氢和甲基; n和p独立地为1,2或3; 平均值为1或2; 条件是R 1和R 2中的至少一个在苯环的对位或2-吡啶基环的5-位上被取代; X上任选取代基的每个烷基部分,其中任选的取代基是烷基,卤代烷基,烷氧基,卤代烷氧基,烷氧基烷基或卤代烷氧基烷基含有1至4个碳原子; 每个杂环含有1至4个氮原子,1或2个氧或硫原子,或1或2个氮原子和氧或硫原子; 和相应的N-氧化物和农业上可接受的盐。
    • 4. 发明授权
    • Insecticidal compositions containing n-(substituted
phenylmethyl)-4-[bis(substituted phenyl)methyl]piperidines
    • 含有n-(取代的苯基甲基)-4- [双(取代的苯基)甲基]哌啶的杀虫组合物
    • US6017931A
    • 2000-01-25
    • US706033
    • 1996-08-30
    • Ian R. SilvermanDaniel H. CohenJohn W. LygaSteven W. SzczepanskiSyed F. Ali
    • Ian R. SilvermanDaniel H. CohenJohn W. LygaSteven W. SzczepanskiSyed F. Ali
    • C07D211/22C07D211/94A61K31/445C07D211/20
    • C07D211/22C07D211/94
    • Compositions containing compounds of the following structure, some of which are novel, and the corresponding N-oxides and agriculturally acceptable salts, are disclosed as effective insecticides: ##STR1## in which U is --(CH.sub.2).sub.n --;Q is hydroxy;R is ##STR2## in which V, W, and Z are each hydrogen; X is selected from alkoxy, haloalkoxy, alkoxyalkyl, cycloalkylalkoxy, halocycloalkylalkoxy, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkylalkoxycarbonyl, halocycloalkylalkoxycarbonyl, alkoxyalkoxycarbonyl, alkoxycarbonylamino, haloalkoxycarbonylamino, cycloalkylalkoxycarbonylamino, halocycloalkylalkoxycarbonylamino, alkylaminocarbonyl, haloalkylaminocarbonyl, cyanoalkoxycarbonylamino, phenylcarbonylamino, and phenoxycarbonyl, each cycloalkyl moiety or phenyl ring optionally substituted with halogen; Y is selected from hydrogen and halogen; n is 1, 2, or 3; R.sup.1 and R.sup.2 are independently selected from phenyl or pyridyl, each substituted with haloalkyl, haloalkoxy, or alkylthio; with the proviso that each aliphatic moiety contains not more than 6 carbon atoms, and halogen means bromine, chlorine or fluorine.
    • 公开了含有以下结构的化合物的组合物,其中一些是新的,以及相应的N-氧化物和农业上可接受的盐作为有效的杀虫剂:其中U是 - (CH 2)n - ; Q是羟基; R是其中V,W和Z各自为氢; 卤素烷氧基羰基氨基,烷基氨基羰基,卤代烷基氨基羰基氨基,烷基氨基羰基,卤代烷基氨基羰基,氰基烷氧基羰基氨基,苯基羰基氨基和苯氧羰基,各环烷基部分或苯环任选地 用卤素取代; Y选自氢和卤素; n为1,2或3; R 1和R 2独立地选自苯基或吡啶基,各自被卤代烷基,卤代烷氧基或烷硫基取代; 条件是每个脂族部分含有不超过6个碳原子,卤素是指溴,氯或氟。
    • 5. 发明授权
    • Insecticidal N-(substituted arylmethyl)-4-�bis(substituted
aryl)hydroxymethyl!piperidinium salts
    • 杀虫剂N-(取代的芳基甲基)-4- [双(取代的芳基)羟甲基]哌啶鎓盐
    • US5795901A
    • 1998-08-18
    • US852160
    • 1997-05-06
    • Steven W. Szczepanski
    • Steven W. Szczepanski
    • A01N43/40A01N43/54A01N43/713A01N47/12C07D211/14C07D211/22
    • A01N43/713A01N43/40A01N43/54A01N47/12C07D211/14
    • Compounds of the following structure are disclosed as effective insecticides: ##STR1## in which Q is hydroxy; U is --(CH.sub.2).sub.n --, where n is 1; R is ##STR2## in which V, W, Y, and Z are each hydrogen; X is alkoxy, cycloalkylalkoxy, alkoxycarbonyl, alkoxycarbonylamino, or a five- or six-membered heteroaryl or heteroaryloxy, each heteroaryl optionally substituted with halogen, cyano, alkyl, haloalkyl, alkoxy, haloalkoxy, alkoxyalkyl, or haloalkoxyalkyl; R.sup.1 and R.sup.2 are independently selected from haloalkyl; phenyl substituted with halogen, halothio, haloalkyl, or haloalkoxy; or a five- or six-membered heteroaryl substituted with halogen or haloalkyl; R.sup.3 is alkyl, haloalkyl, hydroxyalkyl, alkoxyalkyl, dialkylaminoalkyl, alkylaminocarbonyloxyalkyl, alkylthioalkyl, alkylsulfonylalkyl, alkylcarbonyloxyalkyl, alkoxycarbonylalkyl, carboxyalkyl, carboxyarylalkyl, arylcarbonyl, sulfonato, or sulfonatoalkyl, and may bear a negative charge resulting in an inner salt; and a separate anion is chloride, bromide, iodide, or an phenyl or alkyl sulfate or sulfonate; with the proviso that at least one of R.sup.1 and R.sup.2 is phenyl substituted in the para position or pyrid-2-yl or pyrimidin-2-yl, each substituted in the the 5-position; each aliphatic moiety contains not more than 4 carbon atoms, except that R.sup.3 may contain up to eighteen carbon atoms; halogen means bromine, chlorine, or fluorine; each heteroaryl contains from 1 to 4 nitrogen atoms, or 1 or 2 oxygen or sulfur atoms, or 1 or 2 nitrogen atoms and an oxygen or sulfur atom.
    • 公开了以下结构的化合物作为有效的杀虫剂:其中Q是羟基的 U是 - (CH 2)n - ,其中n是1; R是其中V,W,Y和Z各自为氢的 氰基,烷基,卤代烷基,烷氧基,卤代烷氧基,烷氧基烷基或卤代烷氧基烷基;任选被卤素,氰基,烷氧基,卤代烷氧基, R 1和R 2独立地选自卤代烷基; 被卤素,卤代硫代,卤代烷基或卤代烷氧基取代的苯基; 或被卤素或卤代烷基取代的五或六元杂芳基; R3是烷基,卤代烷基,羟基烷基,烷氧基烷基,二烷基氨基烷基,烷基氨基羰基氧基烷基,烷基硫代烷基,烷基磺酰基烷基,烷基羰基氧基烷基,烷氧基羰基烷基,羧基烷基,羧基芳基烷基,芳基羰基,磺酸根或磺酸基烷基,并且可能带有负电荷, 而单独的阴离子是氯化物,溴化物,碘化物或苯基或烷基硫酸盐或磺酸盐; 条件是R1和R2中的至少一个是在对位取代的苯基或吡啶-2-基或嘧啶-2-基,其各自在5-位取代; 每个脂族部分含有不超过4个碳原子,除了R 3可含有至多18个碳原子; 卤素是指溴,氯或氟; 每个杂芳基含有1至4个氮原子,或1或2个氧或硫原子,或1或2个氮原子和氧或硫原子。