4-methyl-2,6-bis(diethylphosphonomethyl)-pyridine | 930284-81-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 4-methyl-2,6-bis(diethylphosphonomethyl)-pyridine
• 英文别名: 2,6-Bis(diethoxyphosphorylmethyl)-4-methylpyridine；2,6-bis(diethoxyphosphorylmethyl)-4-methylpyridine
• CAS: 930284-81-4
• 化学式: C₁₆H₂₉NO₆P₂
• 分子量: 393.357
• InChiKey: HBUOLTGODUNIIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  84
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-methyl-2,6-bis(diethylphosphonomethyl)-pyridine 在 盐酸 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 3.5h， 生成 4-methyl-(E,E)-2,6-bis(3-methoxy-4-hydroxystyryl)pyridine
  参考文献：
  名称：

  Bis-styrylpyridine and bis-styrylbenzene derivatives as inhibitors for Aβ fibril formation

  摘要：

  New bis-styrylpyridine and bis-styrylbenzene derivatives were designed and synthesized. These 34 compounds were evaluated by A beta fibril formation inhibitory assay using thioflavin T as a dye (named ThT assay). Most of them showed excellent inhibitory activities for A beta fibril formation at IC50 of 0.1-2.7 mu M which is comparable to curcumin (IC50 of 0.8 mu M). Among them, nine compounds were screened for their cytotoxicities on HT-22 cell by MTT assay at 1, 10, and 50 mu M. In particular, 1-7 and II-2 exhibited the best combination of inhibitory activity and compound cytotoxicity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.090
• 作为产物：
  描述：

  2,6-bis(bromomethyl)-4-methylpyridine 、 亚磷酸三乙酯 反应 2.5h， 生成 4-methyl-2,6-bis(diethylphosphonomethyl)-pyridine
  参考文献：
  名称：

  Bis-styrylpyridine and bis-styrylbenzene derivatives as inhibitors for Aβ fibril formation

  摘要：

  New bis-styrylpyridine and bis-styrylbenzene derivatives were designed and synthesized. These 34 compounds were evaluated by A beta fibril formation inhibitory assay using thioflavin T as a dye (named ThT assay). Most of them showed excellent inhibitory activities for A beta fibril formation at IC50 of 0.1-2.7 mu M which is comparable to curcumin (IC50 of 0.8 mu M). Among them, nine compounds were screened for their cytotoxicities on HT-22 cell by MTT assay at 1, 10, and 50 mu M. In particular, 1-7 and II-2 exhibited the best combination of inhibitory activity and compound cytotoxicity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.090

文献信息

• [EN] COMPOUND FOR INHIBITING THE FORMATION OF BETA-AMYLOID FIBRIL, PREPARATION THEREOF AND PHARMACEUTICAL COMPOSITION COMPRISING SAME<br/>[FR] COMPOSÉ POUR INHIBER LA FORMATION D'UNE FIBRILLE DE BÊTA-AMYLOÏDE, SA PRÉPARATION ET COMPOSITION PHARMACEUTIQUE LE COMPRENANT
  申请人：KOREA INST SCI & TECH

  公开号：WO2008030072A1

  公开（公告）日：2008-03-13

  [EN] The present invention relates to a novel compound which is effective in inhibiting the formation of beta-amyloid fibril in the brain, a method for preparing same, and a pharmaceutical composition comprising same as an active ingredient.
  [FR] La présente invention porte sur un nouveau composé qui est efficace pour inhiber la formation d'une fibrille de bêta-amyloïde dans le cerveau, sur son nouveau procédé de préparation et sur la composition pharmaceutique le comprenant et utile comme ingrédient actif.
• Bis-styrylpyridine and bis-styrylbenzene derivatives as inhibitors for Aβ fibril formation
  作者：Seong Rim Byeon、Ji Hoon Lee、Ji-Hoon Sohn、Dong Chan Kim、Kye Jung Shin、Kyung Ho Yoo、Inhee Mook-Jung、Won Koo Lee、Dong Jin Kim

  DOI：10.1016/j.bmcl.2006.10.090

  日期：2007.3

  New bis-styrylpyridine and bis-styrylbenzene derivatives were designed and synthesized. These 34 compounds were evaluated by A beta fibril formation inhibitory assay using thioflavin T as a dye (named ThT assay). Most of them showed excellent inhibitory activities for A beta fibril formation at IC50 of 0.1-2.7 mu M which is comparable to curcumin (IC50 of 0.8 mu M). Among them, nine compounds were screened for their cytotoxicities on HT-22 cell by MTT assay at 1, 10, and 50 mu M. In particular, 1-7 and II-2 exhibited the best combination of inhibitory activity and compound cytotoxicity. (c) 2006 Elsevier Ltd. All rights reserved.