(2E,4E)-5-quinolin-3-yl-penta-2,4-dienal | 631902-06-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (2E,4E)-5-quinolin-3-yl-penta-2,4-dienal
• 英文别名: trans,trans-5-quinolin-3-yl-penta-2,4-dienal；(2E,4E)-5-quinolin-3-ylpenta-2,4-dienal
• CAS: 631902-06-2
• 化学式: C₁₄H₁₁NO
• 分子量: 209.247
• InChiKey: XZCNDJGFMRQJDG-IJIVKGSJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2E,4E)-5-quinolin-3-yl-penta-2,4-dienal 在 三乙胺 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 1-hydroxy-3-[(2E,4E)-5-quinolin-3-yl-penta-2,4-dien-(E)-ylidene]pyrrolidin-2-one
  参考文献：
  名称：

  5-Membered cyclic hydroxamic acids as HDAC inhibitors

  摘要：

  The new histone deacylases inhibitors (HDACi) were synthesized in the class of 5-membered cyclic hydroxamic acids (5-CHA), showing medium size CHA as a new Zn-binding group. New reaction sequence was proposed for the synthesis of 5-membered alkylidene-cyclic-hydroxamic acids starting from butyrolactone. Compound 10c showed low mu M activity on HeLa cell extracts. From these results, cyclic hydroxamic acids will be further investigated to find more potent compounds.

  DOI：

  10.3109/14756366.2014.912214
• 作为产物：
  描述：

  (E)-3-(quinolin-3-yl)acrylaldehyde 在 盐酸 、 sodium ethanolate 作用下， 以 四氢呋喃 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 (2E,4E)-5-quinolin-3-yl-penta-2,4-dienal
  参考文献：
  名称：

  5-Membered cyclic hydroxamic acids as HDAC inhibitors

  摘要：

  The new histone deacylases inhibitors (HDACi) were synthesized in the class of 5-membered cyclic hydroxamic acids (5-CHA), showing medium size CHA as a new Zn-binding group. New reaction sequence was proposed for the synthesis of 5-membered alkylidene-cyclic-hydroxamic acids starting from butyrolactone. Compound 10c showed low mu M activity on HeLa cell extracts. From these results, cyclic hydroxamic acids will be further investigated to find more potent compounds.

  DOI：

  10.3109/14756366.2014.912214

文献信息

• 3-Descladinosyl-6-O-carbamoyl and 6-O-carbonoyl macrolide antibacterial agents
  申请人：——

  公开号：US20040018994A1

  公开（公告）日：2004-01-29

  3-Descladinosyl-6-O-carbamoyl and 6-O-carbonoyl macrolide antibacterial agents of the formula: 1 wherein R 1 , W, R 3 , R 4 , R 5 , R 6 , X, X′, and Z are as described herein and in which the substituents have the meaning indicated in the description. These compounds are useful as antibacterial agents.

  3-去氧糖基-6-O-碳酰胺基和6-O-碳酸酯基大环内酯类抗菌剂，其化学公式如下： 1 其中R 1 ，W，R 3 ，R 4 ，R 5 ，R 6 ，X，X′和Z如本文及描述中所述，并且其中的取代基具有描述中指出的含义。这些化合物可用作抗菌剂。
• 3-DESCLADINOSYL-6-O-CARBAMOYL AND 6-O-CARBONOYL MACROLIDE ANTIBACTERIAL AGENTS
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP1513856A1

  公开（公告）日：2005-03-16
• US6825172B2
  申请人：——

  公开号：US6825172B2

  公开（公告）日：2004-11-30
• [EN] 3-DESCLADINOSYL-6-O-CARBAMOYL AND 6-O-CARBONOYL MACROLIDE ANTIBACTERIAL AGENTS<br/>[FR] AGENTS ANTIBACTERIENS MACROLIDES 3-DESCLADINOSYL-6-O-CARBAMYLE ET 6-O-CARBONYLE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2003102010A1

  公开（公告）日：2003-12-11

  3-Descladinosyl-6-O-carbamoyl and 6-O-carbonoyl macrolide antibacterial agents of the formula: (I) wherein R1, W, R3, R4, R5, R6, X, X', and Z are as described herein and in which the substituents have the meaning indicated in the description. These compounds are useful as antibacterial agents.
• 5-Membered cyclic hydroxamic acids as HDAC inhibitors
  作者：Ilze Mutule、Diana Borovika、Elina Rozenberga、Nadezhda Romanchikova、Raivis Zalubovskis、Irina Shestakova、Peteris Trapencieris

  DOI：10.3109/14756366.2014.912214

  日期：2015.3.4

  The new histone deacylases inhibitors (HDACi) were synthesized in the class of 5-membered cyclic hydroxamic acids (5-CHA), showing medium size CHA as a new Zn-binding group. New reaction sequence was proposed for the synthesis of 5-membered alkylidene-cyclic-hydroxamic acids starting from butyrolactone. Compound 10c showed low mu M activity on HeLa cell extracts. From these results, cyclic hydroxamic acids will be further investigated to find more potent compounds.