ethyl 5-amino-3-(methylsulfanyl)-1,2,4-triazine-6-carboxylate | 96259-44-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: ethyl 5-amino-3-(methylsulfanyl)-1,2,4-triazine-6-carboxylate
• 英文别名: ethyl 5-amino-3-methylsulfanyl-1,2,4-triazine-6-carboxylate；ethyl 5-amino-3-(methylthio)-1,2,4-triazine-6-carboxylate；3-(methylthio)-5-amino-6-carbethoxy-1,2,4-triazine；5-amino-3-methylsulfanyl-[1,2,4]triazine-6-carboxylic acid ethyl ester；5-amino-3-methylsulfanyl-1,2,4-triazine-6-carboxylic acid ethyl ester
• CAS: 96259-44-8
• 化学式: C₇H₁₀N₄O₂S
• 分子量: 214.248
• InChiKey: XJCBTOVGYMXJDR-UHFFFAOYSA-N

物化性质

• 熔点：
  166-167 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  417.6±48.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  7

安全信息

• 海关编码：
  2933699090

反应信息

• 作为反应物：
  描述：

  ethyl 5-amino-3-(methylsulfanyl)-1,2,4-triazine-6-carboxylate 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 间氯过氧苯甲酸 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 N-甲基吡咯烷酮 、 甲苯 为溶剂， 反应 4.75h， 生成 ethyl 3-(((1R,2S)-2-((tert-butoxycarbonyl)amino)cyclohexyl)amino)-5-(pyridin-3-ylamino)-1,2,4-triazine-6-carboxylate
  参考文献：
  名称：

  [EN] 1,2,4-TRIAZINE-6-CARBOXAMIDE KINASE INHIBITORS
  [FR] INHIBITEURS DE 1,2,4-TRIAZINE-6-CARBOXAMIDE KINASE

  摘要：

  公开号：

  WO2013192049A3
• 作为产物：
  描述：

  甲酸乙酯5-羟基-3-（甲硫基）-1,2,4-三嗪-6-羧酸 在 氯化亚砜 、 ammonium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 生成 ethyl 5-amino-3-(methylsulfanyl)-1,2,4-triazine-6-carboxylate
  参考文献：
  名称：

  [EN] PYRIMIDINE DERIVATIVES AND THEIR USE USE FOR THE TREATMENT OF CANCER
  [FR] DÉRIVÉS DE PYRIMIDINE ET LEUR UTILISATION POUR LE TRAITEMENT DU CANCER

  摘要：

  通式（I）的化合物：（式（I））其中R1、R2、X1和X2如本文所定义，对于治疗癌症，特别是固体肿瘤是有用的。

  公开号：

  WO2019122932A1

文献信息

• 3-AMINO-1,2,4-TRIAZINE DERIVATIVES AND THEIR USE FOR CONTROLLING UNDESIRED PLANT GROWTH
  申请人：BAYER CROPSCIENCE AKTIENGESELLSCHAFT

  公开号：US20190230927A1

  公开（公告）日：2019-08-01

  The invention relates to compounds of general formula (I), to the agrochemically compatible salts thereof, to a method for the production thereof and to the use thereof in the field of plant protection.

  该发明涉及一般式(I)的化合物，以及这些化合物的农药兼容盐，其生产方法和在植物保护领域中的使用。
• Diels-Alder Reactions of Bicyclic 1,2,4-Triazines: The Conversion of Pyrimido[4,5-]-1,2,4-triazines to Pyrido[2,3-]pyrimidines (5-Deazapteridines)
  作者：Edward C. Taylor、Keith F. McDaniel、John C. Warner

  DOI：10.1016/s0040-4039(00)96024-6

  日期：1987.1

  Inverse electron-demand cycloaddition of aldehyde enamines with 6-azapterins and 6-azalumazines (pyrimido[4,5-]-1,2,4-triazines) leads regiospecifically to 6-substituted 5-deazapterins and 5-deazalumazines (pyrido[2,3-]pyrimidines) respectively. 5,6-Fused cyclopenteno and cyclohexeno derivatives are formed with enamines derived from cyclopentanone and cyclohexanone respectively.

  醛烯胺与6-azapterins和6-azalumazines（pyrimido [4,5- ] -1,2,4-triazines）的反电子需环加成在区域上导致6-取代的5-deazapterins和5-deazalumazines（pyrido [2 ，3- ]嘧啶）。通过分别衍生自环戊酮和环己酮的烯胺形成5，6-融合的环戊烯和环己烯衍生物。
• [EN] FUNGICIDES BASED ON NITROGEN-CONTAINING HETEROCYCLES<br/>[FR] FONGICIDES A BASE D'HETEROCYCLES CONTENANT DE L'AZOTE
  申请人：SYNGENTA LTD

  公开号：WO2004056829A1

  公开（公告）日：2004-07-08

  Fungicidal compounds having the general formula (1): formula (1) wherein W, Z and one of X and Y are N and the other one of X and Y is CR8; R8 is H, halo, C1-4 alkyl, C1-4 alkoxy, C1-4 alkylthio or halo(C1-4)alkyl; R and R2 are independently H, halo, C1-8 alkyl, C1-8 alkoxy, C1-8 alkylthio, C2-8 alkenyl, C2-8 alkynyl, cyano or NR3R4, provided that at least one of R and R2 is NR3R4; R1 is halo, C1-8 alkyl, C2-8 alkenyl, C2-8 alkynyl, C3-8 cycloalkyl, C3-8 cycloalkyl(C1-6)­-alkyl, C1-8 alkoxy, C1-8 alkylthio, aryl, aryloxy, arylthio, heteroaryl, heteroaryloxy, heteroarylthio, aryl(C1-4)alkyl, aryl(C1-4)alkoxy, heteroaryl(C1-4)alkyl, heteroaryl­(C1-4)alkoxy, aryl(C1-4)alkylthio, heteroaryl(C1-4)alkylthio, 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(C1-8)­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 dialkylamino, 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, C3-6 cycloalkyl, C3-6 cycloalkyl(C1-4)alkyl, phenoxy, benzyloxy, benzoyloxy, cyano, isocyano, thiocyanato, isothiocyanato, nitro, -NR''R'', NHCOR'', -NHCONR''R'', -CONR''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(C1-4)alkyl, phenyl or benzyl, the phenyl and benzyl groups being optionally substituted with halogen, C1-4 alkyl or C1-4 alkoxy.

  具有通式（1）的杀真菌化合物：式（1）其中W，Z和X和Y中的另一个是N，另一个是CR8；R8是H，卤素，C1-4烷基，C1-4烷氧基，C1-4烷基硫基或卤代（C1-4）烷基；R和R2独立地是H，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，氰基或NR3R4，但至少其中之一是NR3R4；R1是卤素，C1-8烷基，C2-8烯基，C2-8炔基，C3-8环烷基，C3-8环烷基（C1-6）-烷基，C1-8烷氧基，C1-8烷基硫基，芳基，芳氧基，芳硫基，杂芳基，杂芳氧基，杂芳硫基，芳基（C1-4）烷基，芳基（C1-4）烷氧基，杂芳基（C1-4）烷基，杂芳基（C1-4）烷氧基，芳基（C1-4）烷基硫基，杂芳基（C1-4）烷基硫基，吗啉基，哌啶基或吡咯啉基；R3和R4独立地是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，杂芳基，杂芳基（C1-8）-烷基，NR5R6，但不是R3和R4都是H或NR5R6，或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，或与它们所连接的氮原子一起，R3和R4形成吗啉，硫吗啉，硫吗啉S-氧化物或硫吗啉S-二氧化物环或哌嗪或哌嗪N-（C1-4）烷基（特别是N-甲基）环；R5和R6独立地是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，杂芳基或杂芳基（C1-8）-烷基；任何上述烷基，烯基，炔基或环烷基基团（R8除外）可选择地用卤素，氰基，C1-6烷氧基，C1-6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C1-6二烷基氨基取代，上述任何吗啉，硫吗啉，哌啶，哌嗪和吡咯啉环可选择地用C1-4烷基（特别是甲基）取代，上述任何芳基或杂芳基基团可选择地用一个或多个取代基取代，所述取代基选择自卤素，羟基，硫醇基，C1-6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（C1-6）烷基，卤代（C1-6）烷氧基，C1-6烷基硫基，卤代（C1-6）烷基硫基，羟基（C1-6）烷基，C1-4烷氧基（C1-6）烷基，C3-6环烷基，C3-6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，-NR''R''，NHCOR''，-NHCONR''R''，-CONR''R''，-SO2R''，-OSO2R''，-COR''，-CR''=NR''或-N=CR''R''，其中R''和R''独立地是氢，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，C3-6环烷基，C3-6环烷基（C1-4）烷基，苯基或苄基，苯基和苄基可选择地用卤素，C1-4烷基或C1-4烷氧基取代。
• Fungicides based on nitrogen-containing heterocycles
  申请人：Crowley Jelf Patrick

  公开号：US20060100203A1

  公开（公告）日：2006-05-11

  Fungicidal compounds having the general formula (1): formula (1) wherein W, Z and one of X and Y are N and the other one of X and Y is CR 8 ; R 8 is H, halo, C 1-4 alkyl, C 1-4 alkoxy, C 1-4 alkylthio or halo(C 1-4 )alkyl; R and R 2 are independently H, halo, C 1-8 alkyl, C 1-8 alkoxy, C 1-8 alkylthio, C 2-8 alkenyl, C 2-8 alkynyl, cyano or NR 3 R 4 , provided that at least one of R and R 2 is NR 3 R 4 ; R 1 is halo, C 1-8 alkyl, C 2-8 alkenyl, C 2-8 alkynyl, C 3-8 cycloalkyl, C 3-8 cycloalkyl(C 1-6 )-alkyl, C 1-8 alkoxy, C 1-8 alkylthio, aryl, aryloxy, arylthio, heteroaryl, heteroaryloxy, heteroarylthio, aryl(C 1-4 )alkyl, aryl(C 1-4 )alkoxy, heteroaryl(C 1-4 )alkyl, heteroaryl(C 1-4 )alkoxy, aryl(C 1-4 )alkylthio, heteroaryl(C 1-4 )alkylthio, 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 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 1-6 alkoxy, C 1-6 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 dialkylamino, any of the foregoing morpholine, thiomopholine, 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 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 alkoxy, C 2-6 alkenyloxy, C 2-6 alkynyloxy, halo(C 1-6 )alkyl, halo(C 1-6 )alkoxy, C 1-6 alkylthio, halo(C 1-6 )alkylthio, hydroxy(C 1-6 )alkyl, C 1-4 alkoxy(C 1-6 )alkyl, C 3-6 cycloalkyl, C 3-6 cycloalkyl(C 1-4 )alkyl, phenoxy, benzyloxy, benzoyloxy, cyano, isocyano, thiocyanato, isothiocyanato, nitro, —NR″′R″″, NHCOR″′, —NHCONR″′R″″, —CONR″′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 3-6 cycloalkyl, C 3-6 cycloalkyl(C 1-4 )alkyl, phenyl or benzyl, the phenyl and benzyl groups being optionally substituted with halogen, C 1-4 alkyl or C 1-4 alkoxy.

  具有通式（1）的杀菌化合物：通式（1）其中，W，Z和X和Y中的另一个是CR8，另一个是N；R8为H，卤素，C1-4烷基，C1-4烷氧基，C1-4烷硫基或卤素（C1-4）烷基；R和R2独立地为H，卤素，C1-8烷基，C1-8烷氧基，C1-8烷硫基，C2-8烯基，C2-8炔基，氰基或NR3R4，但其中至少一个为NR3R4；R1为卤素，C1-8烷基，C2-8烯基，C2-8炔基，C3-8环烷基，C3-8环烷基（C1-6）-烷基，C1-8烷氧基，C1-8烷硫基，芳基，芳氧基，芳硫基，杂环芳基，杂环芳氧基，杂环芳硫基，芳基（C1-4）烷基，芳基（C1-4）烷氧基，杂环芳基（C1-4）烷基，杂环芳基（C1-4）烷氧基，芳基（C1-4）烷硫基，杂环芳基（C1-4）烷硫基，吗啉基，哌啶基或吡咯烷基；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都为H或NR5R6，或者R3和R4一起形成一个C3-7烷基或C3-7烯基链，可选择地取代一个或多个C1-4烷基或C1-4烷氧基，或者与它们所附着的氮原子一起，R3和R4形成吗啉，硫代吗啉，硫代吗啉S-氧化物或硫代吗啉S-二氧化物环或哌嗪或哌嗪N-（C1-4）烷基（特别是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之外的任何上述烷基，烯基，炔基或环烷基基团（均可选择地取代卤素，氰基，C1-6烷氧基，C1-6烷基羰基，C1-6烷氧羰基，C1-6卤烷氧基，C1-6烷硫基，三（C1-4）烷基硅烷基，C1-6烷基氨基或C1-6二烷基氨基），任何上述吗啉，硫代吗啉，哌嗪，哌嗪和吡咯烷环可选择地取代C1-4烷基（特别是甲基），任何上述芳基或杂环芳基基团可选择地取代一个或多个取代基，所述取代基选自卤素，羟基，巯基，C1-6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，卤素（C1-6）烷基，卤素（C1-6）烷氧基，C1-6烷硫基，卤素（C1-6）烷硫基，羟基（C1-6）烷基，C1-4烷氧基（C1-6）烷基，C3-6环烷基，C3-6环烷基（C1-4）烷基，苯氧基，苄氧基，苯甲酰氧基，氰基，异氰基，硫氰酸基，异硫氰酸基，硝基，—NR″′R″″，NHCOR″′，—NHCONR″′R″″，—CONR″′R″″，—SO2R″′，—OSO2R″′，—COR″′，—CR″′═NR″″或—N═CR″′R″″，其中R″′和R″″独立地为氢，C1-4烷基，卤素（C1-4）烷基，C1-4烷氧基，卤素（C1-4）烷氧基，C1-4烷硫基，C3-6环烷基，C3-6环烷基（C1-4）烷基，苯基或苄基，苯基和苄基可选择地取代卤素，C1-4烷基或C1-4烷氧基。
• [EN] HETEROCYCLE SUBSTITUTED KETONE DERIVATIVE, AND COMPOSITION AND MEDICINAL USE THEREOF<br/>[FR] DÉRIVÉ DE CÉTONE SUBSTITUÉ PAR UN HÉTÉROCYCLE, ET COMPOSITION ET SON UTILISATION MÉDICINALE<br/>[ZH] 杂环取代的甲酮类衍生物、其组合物及医药上的用途
  申请人：SHANGHAI HAIYAN PHARMACEUTICAL TECH CO LTD

  公开号：WO2022199611A1

  公开（公告）日：2022-09-29

  提供了一种杂环取代的甲酮类衍生物，其结构如式(I)所示。此外还提供了该衍生物的药学上可接受的盐、其立体异构体、药物组合物以及其在医药上的应用。