3-(2,4,6-trifluorophenyl)-1H-[1,5]naphthyridine-2,4-dione | 714963-74-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 3-(2,4,6-trifluorophenyl)-1H-[1,5]naphthyridine-2,4-dione
• 英文别名: 3-(2,4,6-trifluorophenyl)-1H-1,5-naphthyridine-2,4-dione
• CAS: 714963-74-3
• 化学式: C₁₄H₇F₃N₂O₂
• 分子量: 292.217
• InChiKey: LAAKPBRNUQXMSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  59.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(2,4,6-trifluorophenyl)-1H-[1,5]naphthyridine-2,4-dione 在 三氯氧磷 作用下， 反应 5.0h， 生成 2,4-dichloro-3-(2,4,6-trifluorophenyl)-[1,5]naphthyridine
  参考文献：
  名称：

  [EN] NAPHTHYRIDINE DERIVATIVES AND THEIR USE AS FUNGICIDES
  [FR] FONGICIDES

  摘要：

  公开号：

  WO2004056824A3
• 作为产物：
  描述：

  3-[2-(2,4,6-trifluorophenyl)acetylamino]pyridine-2-carboxylic acid ethyl ester 在 potassium carbonate 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 24.0h， 生成 3-(2,4,6-trifluorophenyl)-1H-[1,5]naphthyridine-2,4-dione
  参考文献：
  名称：

  [EN] NAPHTHYRIDINE DERIVATIVES AND THEIR USE AS FUNGICIDES
  [FR] FONGICIDES

  摘要：

  公开号：

  WO2004056824A3

文献信息

• Fungicides
  申请人：Crowley Jelf Patrick

  公开号：US20060069089A1

  公开（公告）日：2006-03-30

  Fungicidal compositions of the general formula (1): wherein one of W, X, Y and Z is N and the others are CR 8 ; R 8 is H, halo, C 1-4 alkyl, C 1-4 alkoxy or halo(C 1-4 )alkyl, provided that when X is CH, Z is N, R is NHNH 2 , R 1 is phenyl and R 2 is Cl, W and Y are not both CCH 3 ; one of R and R 2 is NR 3 R 4 and the other is halo, C 1-8 alkyl, C 1-8 alkoxy, C 1-8 alkylthio, C 2-8 alkenyl, C 2-8 alkynyl or cyano; R 1 is aryl, heteroaryl, morpholino, piperidino or pyrrolidino; R 3 and R 4 are independently H, C 1-8 alkyl, C 2-8 alkenyl, C 2-8 alkynyl, aryl, aryl(C 1-8 )-alkyl, C 3-8 cycloalkyl, C 3-8 cycloalkyl(C 1-6 )alkyl, heteroaryl, heteroaryl(C 1-8 )alkyl, NR 5 R 6 , provided that not v both R 3 and R 4 are H or NR 5 R 6 , or R 3 and R 4 together form a C 3-7 alkylene or C 3-7 alkenylene chain optionally substituted with one or more C 1-4 alkyl or C 1-4 alkoxy groups, or, together with the nitrogen atom to which they are attached, R 3 and R 4 form a morpholine, thiomorpholine, thiomorpholine S-oxide or thiomorpholine S-dioxide ring or a piperazine or piperazine N—(C 1-4 )alkyl (especially N-methyl) ring; and R 5 and R 6 are independently H, C 1-8 alkyl, C 2-8 alkenyl, C 2-8 alkynyl, aryl, aryl(C 1-8 )-alkyl, C 3-8 cycloalkyl, C 3-8 cycloalkyl(C 1-6 )alkyl, heteroaryl or heteroaryl(C 1-8 )alkyl; any of the foregoing alkyl, alkenyl, alkynyl or cycloalkyl groups or moieties (other than for R 8 ) being optionally substituted with halogen, cyano, C 1-8 alkoxy C 1-4 alkylcarbonyl, C 1-6 alkoxycarbonyl, C 1-6 haloalkoxy, C 1-6 alkylthio, tri(C 1-4 )alkylsilyl, C 1-6 alkylamino or C 1-6 alkylamino, any of the foregoing morpholine, thiomorpholine, piperidine, piperazine and pyrrolidine rings being optionally substituted with C 1-4 alkyl (especially methyl), and any of the foregoing aryl or heteroaryl groups or moieties being optionally substituted with one or more substituents selected from halo, hydroxy, mercapto, C 1-4 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 alkoxy, C 2-6 alkenyloxy, C 2-6 alkynyloxy, halo(C 1-4 )alkyl, halo(C 1-6 )alkoxy, C 1-6 alkylthio, halo(C 1-4 )alkylthio, hydroxy(C 1-6 )alkyl, C 1-4 alkoxy(C 1-6 )alkyl, C 1-6 cycloalkyl, C 3-4 cycloalkyl(C 1-4 )alkyl, phenoxy, benzyloxy, benzoyloxy, cyano, isocyano, thiocyanato, isothiocyanato, nitro, —NHCOR″′, —NHCONR″′ R″″, —CONK″′R″″, SO 2 R″′, —OSO 2 R″′, —COR″′, —CR″′═NR″ or —N═CR″′R″″, in which R″′ and R″″ are independently hydrogen, C 1-4 alkyl, halo-(C 1-4 )alkyl, C 1-4 alkoxy, halo(C 1-4 )alkoxy, C 1-4 alkylthio, C 3-4 cycloalkyl, C 3-6 cycloalkyl(C 1-4 )alkyl, phenyl or benzyl groups beings optionally substituted with halogen, C 1-4 alkyl or C 1-4 alkoxy.

  广义式（1）的杀真菌组合物：其中W、X、Y和Z中的一个是N，其他为CR8; R8为H、卤素、C1-4烷基、C1-4烷氧基或卤代（C1-4）烷基，但当X为CH，Z为N，R为NHNH2，R1为苯基，R2为Cl，W和Y不都为CCH3时; R和R2中的一个是NR3R4，另一个是卤素、C1-8烷基、C1-8烷氧基、C1-8烷基硫基、C2-8烯基、C2-8炔基或氰基; R1为芳基、杂环芳基、吗啡基、哌啶基或吡咯啉基; R3和R4独立地为H、C1-8烷基、C2-8烯基、C2-8炔基、芳基、芳基（C1-8）-烷基、C3-8环烷基、C3-8环烷基（C1-6）-烷基、杂环芳基、杂环芳基（C1-8）-烷基、NR5R6，但不是R3和R4都是H或NR5R6，或者R3和R4一起形成一个C3-7烷基或C3-7烯基链，可选择地用一个或多个C1-4烷基或C1-4烷氧基取代，或者与它们所连接的氮原子一起，R3和R4形成吗啡啶、硫代吗啡啶、硫代吗啡啶S-氧化物或硫代吗啡啶S-二氧化物环或哌嗪或哌嗪N-（C1-4）烷基（尤其是N-甲基）环; R5和R6独立地为H、C1-8烷基、C2-8烯基、C2-8炔基、芳基、芳基（C1-8）-烷基、C3-8环烷基、C3-8环烷基（C1-6）-烷基、杂环芳基或杂环芳基（C1-8）-烷基; 除R8外，上述任何烷基、烯基、炔基或环烷基基团或基团均可选择地用卤素、氰基、C1-8烷氧基、C1-4烷基羰基、C1-6烷氧羰基、C1-6卤代烷氧基、C1-6烷基硫基、三（C1-4）烷基硅烷基、C1-6烷基氨基或C1-6烷基氨基取代; 上述任何吗啡啶、硫代吗啡啶、哌啶、哌嗪和吡咯啉环可选择地用C1-4烷基（尤其是甲基）取代; 上述任何芳基或杂环芳基基团或基团可选择地用一个或多个取代基取代，所述取代基由卤素、羟基、巯基、C1-4烷基、C2-6烯基、C2-6炔基、C1-6烷氧基、C2-6烯氧基、C2-6炔氧基、卤代（C1-4）烷基、卤代（C1-6）烷氧基、C1-6烷基硫基、卤代（C1-4）烷基硫基、羟基（C1-6）烷基、C1-4烷氧基（C1-6）烷基、C1-6环烷基、C3-4环烷基（C1-4）-烷基、苯氧基、苄氧基、苯甲酰氧基、氰基、异氰酸基、硫氰酸基、异硫氰酸基、硝基、—NHCOR″′、—NHCONR″′R″″、—CONK″′R″″、SO2R″′、—OSO2R″′、—COR″′、—CR″′═NR″或—N═CR″′R″″组成，其中R″′和R″″独立地为氢、C1-4烷基、卤代（C1-4）烷基、C1-4烷氧基、卤代（C1-4）烷氧基、C1-4烷基硫基、C3-4环烷基、C3-6环烷基（C1-4）-烷基、苯基或苄基，这些基团可选择地用卤素、C1-4烷基或C1-4烷氧基取代。
• NAPHTHYRIDINE DERIVATIVES AND THEIR USE AS FUNGICIDES
  申请人：Syngenta Limited

  公开号：EP1585746A2

  公开（公告）日：2005-10-19
• US7947679B2
  申请人：——

  公开号：US7947679B2

  公开（公告）日：2011-05-24
• [EN] FUNGICIDES<br/>[FR] FONGICIDES
  申请人：SYNGENTA LTD

  公开号：WO2004056824A2

  公开（公告）日：2004-07-08

  Fungicidal compositions of the general formula (1): wherein one of W, X, Y and Z is N and the others are CR8; R8 is H, halo, C1-4 alkyl, C1-4 alkoxy or halo(C1-4)alkyl, provided that when X is CH, Z is N, R is NHNH2, R1 is phenyl and R2 is Cl, W and Y are not both CCH3; one of R and R2 is NR3R4 and the other is halo, C1-8 alkyl, C1-8 alkoxy, C1-8 alkylthio, C2-8 alkenyl, C2-8 alkynyl or cyano; R1 is aryl, heteroaryl, morpholino, piperidino or pyrrolidino; R3 and R4 are independently H, C1-8 alkyl, C2-8 alkenyl, C2-8 alkynyl, aryl, aryl(C1-8)-alkyl, C3-8 cycloalkyl, C3-8 cycloalkyl(C1-6)alkyl, heteroaryl, heteroaryl(C1-8)alkyl, NR5R6, provided that not both R3 and R4 are H or NR5R6, or R3 and R4 together form a C3-7 alkylene or C3-7 alkenylene chain optionally substituted with one or more C1-4 alkyl or C1-4 alkoxy groups, or, together with the nitrogen atom to which they are attached, R3 and R4 form a morpholine, thiomorpholine, thiomorpholine S-oxide or thiomorpholine S-dioxide ring or a piperazine or piperazine N-(C1-4)alkyl (especially N-methyl) ring; and R5 and R6 are independently H, C1-8 alkyl, C2-8 alkenyl, C2-8 alkynyl, aryl, aryl(Cl-8)-alkyl, C3-8 cycloalkyl, C3-8 cycloalkyl(C1-6)alkyl, heteroaryl or heteroaryl(C1-8)alkyl; any of the foregoing alkyl, alkenyl, alkynyl or cycloalkyl groups or moieties (other than for R8) being optionally substituted with halogen, cyano, C1-6 alkoxy, C1-6 alkylcarbonyl, C1-6 alkoxycarbonyl, C1-6 haloalkoxy, C1-6 alkylthio, tri(C1-4)alkylsilyl, C1-6 alkylamino or C1-6 ialkylamino, any of the foregoing morpholine, thiomorpholine, piperidine, piperazine and pyrrolidine rings being optionally substituted with C1-4 alkyl (especially methyl), and any of the foregoing aryl or heteroaryl groups or moieties being optionally substituted with one or more substituents selected from halo, hydroxy, mercapto, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 alkoxy, C2-6 alkenyloxy, C2-6 alkynyloxy, halo(C1-6)alkyl, halo(C1-6)alkoxy, C1-6 alkylthio, halo(C1-6)alkylthio, hydroxy(C1-6)alkyl, C1-4 alkoxy(C1-6)alkyl, C 1-6 cycloalkyl, C3-6 cycloalkyl(C1-4)alkyl, phenoxy, benzyloxy, benzoyloxy, cyano, isocyano, thiocyanato, isothiocyanato, nitro, -NHCOR'', -NHCONR''R'', -CONK''R'', SO2R'', -OSO2R'', -COR'', -CR''=NR' or -N=CR ''R'', in which R'' and R'' are independently hydrogen, C1-4 alkyl, halo-(C1-4)alkyl, C1-4 alkoxy, halo(C1-4)alkoxy, C1-4 alkylthio, C3-6 cycloalkyl, C3-6 cycloalkyl(C 1-4)alkyl, phenyl or benzyl groups beings optionally substituted with halogen, C1-4 alkyl or C1-4 alkoxy.