2-醛基-5-甲氧基-1氢-吡咯[2,3-C]吡啶 | 17288-48-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 中文名称: 2-醛基-5-甲氧基-1氢-吡咯[2,3-C]吡啶
• 中文别名: 5-甲氧基-1H-吡咯并[2,3-c]吡啶-2-羧醛；5-甲氧基-2-醛基-6-氮杂吲哚
• 英文名称: 2-Formyl-5-methoxy-6-aza-indol
• 英文别名: 5-methoxy-1H-pyrrolo[2,3-c]pyridine-2-carbaldehyde；5-Methoxy-1H-pyrrolo[2,3-c]pyridine-2-carbaldehyde
• CAS: 17288-48-1
• 化学式: C₉H₈N₂O₂
• mdl: MFCD08448210
• 分子量: 176.175
• InChiKey: ZFQNWDOJNLGVLV-UHFFFAOYSA-N

物化性质

• 沸点：
  383.2±37.0 °C(Predicted)
• 密度：
  1.347±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-醛基-5-甲氧基-1氢-吡咯[2,3-C]吡啶 在 manganese(IV) oxide 、 正丁基锂 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Structure and activity relationship of 2-(substituted benzoyl)-hydroxyindoles as novel CaMKII inhibitors

  摘要：

  A series of novel 2-substituted-5-hydroxyindoles were synthesized and evaluated for their inhibitory activity against CaMKII. Structure and activity relationship results indicated that potent inhibitory activity could be achieved by modification at the para-position of the phenyl ring of the high throughput screening hit compound 2. Among the prepared compounds, we identified 14 as a novel CaMKII inhibitor with an activity stronger than that of KN-93, a known CaMKII inhibitor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.012

文献信息

• 6-Azaindole Compound
  申请人：Horiguchi Yoshiaki

  公开号：US20080064715A1

  公开（公告）日：2008-03-13

  A compound represented by the formula wherein R 1 , R 2 , R 3 and R 6 are the same or different and each is a hydrogen atom or a substituent; one of R 4 and R 5 is a hydrogen atom and the other is a group represented by the formula: —C(═X)—R 7 wherein X is N—O—R 8 or N—NH—R 9 wherein R 8 and R 9 are the same or different and each is a hydrogen atom or a group bonded via a carbon atom; and R 7 is a hydrogen atom or a substituent, and the like and a salt thereof have a superior IκB kinase inhibitory activity, and useful as pharmaceutical agents such as agents for preventing or treating diabetes and the like.

  一种化合物的化学式为其中R1、R2、R3和R6相同或不同，每个都是氢原子或取代基；R4和R5中的一个是氢原子，另一个是代表公式的基团：—C(═X)—R7，其中X为N—O—R8或N—NH—R9，R8和R9相同或不同，每个都是氢原子或通过碳原子键合的基团；而R7是氢原子或取代基等。该化合物及其盐具有优异的IκB激酶抑制活性，并可用作预防或治疗糖尿病等药物。
• 6-AZAINDOLE COMPOUND
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP1732566A2

  公开（公告）日：2006-12-20
• US7608627B2
  申请人：——

  公开号：US7608627B2

  公开（公告）日：2009-10-27
• [EN] 6-AZAINDOLE COMPOUND<br/>[FR] COMPOSE DE 6-AZAINDOLE
  申请人：TAKEDA PHARMACEUTICAL

  公开号：WO2005097129A2

  公开（公告）日：2005-10-20

  A compound represented by the formula (I) wherein R1, R2, R3 and R6 are the same or different and each is a hydrogen atom or a substituent; one of R4 and R5 is a hydrogen atom and the other is a group represented by the formula: -C(=X)-R7 wherein X is N-O-R8 or N-NH-R9 wherein R8 and R9 are the same or different and each is a hydrogen atom or a group bonded via a carbon atom; and R7 is a hydrogen atom or a substituent, and the like and a salt thereof have a superior IκB kinase inhibitory activity, and useful as pharmaceutical agents such as agents for preventing or treating diabetes and the like.
• Structure and activity relationship of 2-(substituted benzoyl)-hydroxyindoles as novel CaMKII inhibitors
  作者：Masafumi Komiya、Shigehiro Asano、Nobuyuki Koike、Erina Koga、Junetsu Igarashi、Shogo Nakatani、Yoshiaki Isobe

  DOI：10.1016/j.bmcl.2011.01.012

  日期：2011.3

  A series of novel 2-substituted-5-hydroxyindoles were synthesized and evaluated for their inhibitory activity against CaMKII. Structure and activity relationship results indicated that potent inhibitory activity could be achieved by modification at the para-position of the phenyl ring of the high throughput screening hit compound 2. Among the prepared compounds, we identified 14 as a novel CaMKII inhibitor with an activity stronger than that of KN-93, a known CaMKII inhibitor. (C) 2011 Elsevier Ltd. All rights reserved.