(E)-N,N-dimethyl-2-(3-nitropyridin-4-yl)ethenamine | 908847-23-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: (E)-N,N-dimethyl-2-(3-nitropyridin-4-yl)ethenamine
• 英文别名: (E)-4-(N,N-dimethylamino)ethenyl-3-nitropyridine；(E)-N,N-dimethyl-2-(3-nitropyridin-4-yl)ethyleneamine；(E)-N,N-dimethyl-2-(3-nitropyridine-4-yl)ethenamine；N,N-Dimethyl-2-(3-nitropyridin-4-yl)ethenamine
• CAS: 908847-23-4
• 化学式: C₉H₁₁N₃O₂
• 分子量: 193.205
• InChiKey: YYUSZTQRCCAPDJ-GQCTYLIASA-N

物化性质

• 沸点：
  336.7±37.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  62
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-N,N-dimethyl-2-(3-nitropyridin-4-yl)ethenamine 在 sodium periodate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.0h， 以61%的产率得到3-硝基吡啶-4-甲醛
  参考文献：
  名称：

  [EN] HETEROCYCLIC AMIDE DERIVATIVES WHICH POSSES GLYCOGEN PHOSPHORYLASE INHIBITORY ACTIVITY
  [FR] DERIVES D'AMIDE HETEROCYCLIQUES AYANT UNE ACTIVITE INHIBITRICE DE LA GLYCOGENE PHOSPHORYLASE

  摘要：

  式（1）中的杂环酰胺，其中：B选自R4和R5，R4和R5一起是-S-C（R6）=C（R7）_或_C（R7）=C（R6）_S_；A是吡啶基环；m为0、1或2；n为0或1；R2例如选自（1-4C）烷基、羟基（1-4C）烷基、二羟基（2-4C）烷基和（1-4C）氧基（1-4C）烷基，或者是药学上可接受的盐，具有糖原磷酸化酶抑制活性，因此在治疗与糖原磷酸化酶活性增加相关的疾病状态中具有价值。描述了制备所述杂环酰胺衍生物的方法、所述方法中的中间体以及含有所述杂环酰胺衍生物的药物组合物。

  公开号：

  WO2005020987A1
• 作为产物：
  描述：

  3-硝基-4-甲基吡啶 、 N,N-二甲基甲酰胺二甲基缩醛 反应 14.0h， 生成 (E)-N,N-dimethyl-2-(3-nitropyridin-4-yl)ethenamine
  参考文献：
  名称：

  由邻甲基硝基吡啶制备3-取代的4-或6-氮杂吲哚的有效方法

  摘要：

  在Leimgruber-Batcho反应的基础上，通过实用的一锅法，由邻甲基-硝基吡啶制备3-取代的4-和6-氮杂吲哚。该方法包括以下步骤：（a）将邻甲基-硝基吡啶与N，N-二甲基甲酰胺二甲基乙缩醛缩合；（b）烯胺中间体的烷基化或酰化；（c）通过原位环化将硝基还原为苯胺并消除二甲胺以产生3-取代的氮杂吲哚杂环。

  DOI：

  10.1016/j.tetlet.2006.06.017

文献信息

• [EN] CYCLIC ETHER COMPOUNDS USEFUL AS KINASE INHIBITORS<br/>[FR] COMPOSÉS ÉTHERS CYCLIQUES UTILES COMME INHIBITEURS DE KINASE
  申请人：NOVARTIS AG

  公开号：WO2012004217A1

  公开（公告）日：2012-01-12

  The present invention provides a compound of Formula (I): and pharmaceutically acceptable salts thereof, as further described herein. Also provided are formulations comprising compounds of formula I, and a method to use such compounds for treating a disease or condition mediated by Provirus Integration of Maloney Maloney Kinase (PIM Kinase), GSK3, PKC, KDR, PDGFRa, FGFR3, FLT3, or cABL.

  本发明提供了一种公式(I)的化合物：以及在此进一步描述的药用可接受盐。还提供了包含公式I化合物的制剂，以及使用此类化合物治疗由莫伦莫伦激酶(Provirus Integration of Maloney Maloney Kinase, PIM Kinase)、GSK3、PKC、KDR、PDGFRa、FGFR3、FLT3或cABL介导的疾病或状况的方法。
• [EN] HETEROCYCLIC AMIDE DERIVATIVES WHICH POSSES GLYCOGEN PHOSPHORYLASE INHIBITORY ACTIVITY<br/>[FR] DERIVES D'AMIDE HETEROCYCLIQUES AYANT UNE ACTIVITE INHIBITRICE DE LA GLYCOGENE PHOSPHORYLASE
  申请人：ASTRAZENECA AB

  公开号：WO2005020987A1

  公开（公告）日：2005-03-10

  Heterocyclic amides of formula (1) wherein: B is selected from R4 and R 5 together are either -S-C(R 6)=C(R 7)_ or _C(R7)=C(R6)_S_; A is a pyridylene ring; m is 0, 1 or 2; n is 0 or 1; R 2 is for example selected from (I -4C)alkyl, hydroxy(l -4C)alkyl, dihydroxy(2-4C)alkyl and (1 -4C)aIkoxy(1 -4C)alkyl. or a pharmaceutically acceptable salt possess glycogen phosphorylase inhibitory activity and accordingly have value in the treatment of disease states associated with increased glycogen phosphorylase activity. Processes for the manufacture of said heterocyclic amide derivatives, intermediates in said processes and pharmaceutical compositions containing the heterocyclic amide derivatives are described.

  式（1）中的杂环酰胺，其中：B选自R4和R5，R4和R5一起是-S-C（R6）=C（R7）_或_C（R7）=C（R6）_S_；A是吡啶基环；m为0、1或2；n为0或1；R2例如选自（1-4C）烷基、羟基（1-4C）烷基、二羟基（2-4C）烷基和（1-4C）氧基（1-4C）烷基，或者是药学上可接受的盐，具有糖原磷酸化酶抑制活性，因此在治疗与糖原磷酸化酶活性增加相关的疾病状态中具有价值。描述了制备所述杂环酰胺衍生物的方法、所述方法中的中间体以及含有所述杂环酰胺衍生物的药物组合物。
• [EN] HETEROCYCLIC AMIDE DERIVATIVES AS INHIBITORS OF GLYCOGEN PHOSPHORYLASE<br/>[FR] DERIVES D'AMIDES HETEROCYCLIQUES COMME INHIBITEURS DE LA GLYCOGENE PHOSPHORYLASE
  申请人：ASTRAZENECA AB

  公开号：WO2003074532A1

  公开（公告）日：2003-09-12

  Heterocyclic amides of formula (1) wherein: X is N or CH; R4 and R5 together are either -S-C(R6)=C(R7)- or -C(R7)=C(R6)-S-; R6 and R7 are independently selected from, for example hydrogen, halo and C1-4alkyl; A is phenylene or heteroarylene; n is 0, 1 or 2; R1 is selected from for example halo, nitro, cyano, hydroxy, carboxy; R2 is hydrogen, hydroxy or carboxy; R3 is selected from for example hydrogen, hydroxy, aryl, heterocyclyl and C1-4alkyl (optionally substituted by 1 or 2 R8 groups); R8 is selected from for example hydroxy, -COCOOR9, -C(O)N(R9)(R10), -NHC(O)R9, (R9)(R10)N- and -COOR9; R9 and R10 are selected from for example hydrogen, hydroxy, C1-4alkyl (optionally substituted by 1 or 2 R13); R13 is selected from hydroxy, halo, trihalomethyl and C1-4alkoxy; or a pharmaceutically acceptable salt or pro-drug thereof; possess glycogen phosphorylase inhibitory activity and accordingly have value in the treatment of disease states associated with increased glycogen phosphorylase activity. Processes for the manufacture of said heterocyclic amide derivatives and pharmaceutical compositions containing them are described.

  式（1）的杂环酰胺，其中：X为N或CH；R4和R5一起是-S-C（R6）=C（R7）-或-C（R7）=C（R6）-S-；R6和R7可独立地选择自氢、卤素和C1-4烷基；A为苯基或杂芳基；n为0、1或2；R1可从卤素、硝基、氰基、羟基、羧基中选择；R2为氢、羟基或羧基；R3可从氢、羟基、芳基、杂环烷基和C1-4烷基中选择（可选地由1或2个R8基取代）；R8可从羟基、-COCOOR9、-C（O）N（R9）（R10）、-NHC（O）R9、（R9）（R10）N-和-COOR9中选择；R9和R10可从氢、羟基、C1-4烷基（可选地由1或2个R13取代）中选择；R13可从羟基、卤素、三卤甲基和C1-4烷氧基中选择；或其药学上可接受的盐或前药；具有糖原磷酸化酶抑制活性，因此在治疗与糖原磷酸化酶活性增加相关的疾病状态中具有价值。描述了制备所述杂环酰胺衍生物和含有它们的药物组合物的方法。
• [EN] TETRAHYDROQUINOLONES AND AZA-ANALOGUES THEREOF FOR USE AS DPP-IV INHIBITORS IN THE TREATEMENT OF DIABETES<br/>[FR] TETRAHYDROQUINOLONES ET AZA-ANALOGUES ASSOCIES UTILISES EN TANT QU'INHIBITEURS DE LA DPP-IV DANS LE TRAITEMENT DU DIABETE
  申请人：ASTRAZENECA AB

  公开号：WO2005123685A1

  公开（公告）日：2005-12-29

  Compound of formula (I) or a pharmaceutically-acceptable salt thereof, formula (I) wherein Ar is optionally substituted phenyl; R1 is selected from: formula a) or b) (wherein is a single or double bond); R5, R6, R7 and R8 are for example hydrogen or alkyl; R4 is selected from hydrogen, (3-4C)cycloalkyl and optionally substituted (1-4C)alkyl; R10 is for example selected from hydrogen, (1-4C)alkyl, (3-6C)cycloalkyl(1-4C)alkyl, hydroxy(1-4C)alkyl, (1-4C)alkoxy, aryl(1-4C)alkyl; Y is carbon and Ring A is optionally substituted phenylene; or each Y may independently be carbon or nitrogen and Ring A is optionally substituted 5- or 6-membered, heteroarylene ring; R11 is selected from hydrogen and optionally substituted phenyl; p is independently at each occurrence 0, 1 or 2; are described. Processes for making such compounds and their use as DPP-IV inhibitors in the treatment of diabetes are also described.

  化合物的化学式（I）或其药用可接受的盐，其中化学式（I）中Ar是可选择的取代苯基；R1选自：化学式a）或b）（其中是单键或双键）；R5、R6、R7和R8例如是氢或烷基；R4选自氢、（3-4C）环烷基和可选择的取代（1-4C）烷基；R10例如选自氢、（1-4C）烷基、（3-6C）环烷基（1-4C）烷基、羟基（1-4C）烷基、（1-4C）烷氧基、芳基（1-4C）烷基；Y是碳，环A是可选择的取代苯基；或每个Y可以独立地是碳或氮，环A是可选择的取代的5-或6-成员的杂芳烃环；R11选自氢和可选择的取代苯基；p在每次出现时独立地为0、1或2；描述了制备这类化合物的过程以及它们作为DPP-IV抑制剂在糖尿病治疗中的用途。
• Heterocyclic amide derivatives as inhibitors of glycogen phoshorylase
  申请人：Birch Martin Alan

  公开号：US20050131015A1

  公开（公告）日：2005-06-16

  Heterocyclic amides of formula (1) wherein: X is N or CH; R 4 and R 5 together are either —S—C(R 6 )═C(R 7 )— or —C(R 7 )═C(R 6 )—S—; R 6 and R 7 are independently selected from, for example hydrogen, halo and C l-4 alkyl; A is phenylene or heteroarylene; n is 0, 1 or 2; R 1 is selected from for example halo, nitro, cyano, hydroxy, carboxy; R 2 is hydrogen, hydroxy or carboxy; R 3 is selected from for example hydrogen, hydroxy, aryl, heterocyclyl and C 1-4 alkyl(optionally substituted by 1 or 2 R 8 groups); R 8 is selected from for example hydroxy, —COCOOR 9 , —C(O)N(R 9 )(R 10 ), —NHC(O)R 9 , (R 9 )(R 10 )N— and —COOR 9 ; R 9 and R 10 are selected from for example hydrogen, hydroxy, C 1-4 alkyl (optionally substituted by 1 or 2 R 13 ); R 13 is selected from hydroxy, halo, trihalomethyl and C 1-4 alkoxy; or a pharmaceutically acceptable salt or pro-drug thereof; possess glycogen phosphorylase inhibitory activity and accordingly have value in the treatment of disease states associated with increased glycogen phosphorylase activity. Processes for the manufacture of said heterocyclic amide derivatives and pharmaceutical compositions containing them are described.

  公式（1）的杂环酰胺，其中：X是N或CH；R4和R5一起是—S—C(R6)═C(R7)—或—C(R7)═C(R6)—S—；R6和R7独立选择自氢、卤素和Cl-4烷基；A是苯基或杂环芳基；n为0、1或2；R1选择自卤素、硝基、氰基、羟基、羧基；R2是氢、羟基或羧基；R3选择自氢、羟基、芳基、杂环芳基和C1-4烷基（可选地取代1或2个R8基）；R8选择自羟基、—COCOOR9、—C（O）N（R9）（R10）、—NHC（O）R9、（R9）（R10）N—和—COOR9；R9和R10选择自氢、羟基、C1-4烷基（可选地取代1或2个R13）；R13选择自羟基、卤素、三卤甲基和C1-4烷氧基；或其药学上可接受的盐或前药；具有糖原磷酸化酶抑制活性，因此在治疗与增加的糖原磷酸化酶活性相关的疾病状态中具有价值。还描述了制造该杂环酰胺衍生物的过程以及含有它们的制药组合物。