N,N-diethyl-N'-[4-(4-aminosulfonylphenylazo)-1-naphthyl]ethylenediamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N-diethyl-N'-[4-(4-aminosulfonylphenylazo)-1-naphthyl]ethylenediamine
• 化学式: C₂₂H₂₇N₅O₂S
• 分子量: 425.555
• InChiKey: KQJWIJQJDJWTKK-OCEACIFDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  30.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  100.15
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2-二乙氨基氯乙烷盐酸盐 在 盐酸 、 potassium carbonate 、 sodium nitrite 作用下， 以 甲苯 为溶剂， 生成 N,N-diethyl-N'-[4-(4-aminosulfonylphenylazo)-1-naphthyl]ethylenediamine
  参考文献：
  名称：

  Aβ Aggregation inhibitors. Part 1: Synthesis and biological activity of phenylazo benzenesulfonamides

  摘要：

  Phenylazo benzenesulfonamides were designed and synthesized as beta-amyloid (Abeta(40)) fibril assembly inhibitors, and evaluated for inhibition of Abeta(40) aggregation and neurotoxicity using rat cortical neurons. Compound 2 (LB-152) was the most potent compound in this study, and the para-NMe2 group on the end of the phenylazo moiety may play an important role in preventing Abeta(40) fibril formation. LB-152 provides a new lead for further development of potential beta-amyloid aggregation inhibitors to treat AD. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.086

文献信息

• [EN] NAPHTHYLAZO INHIBITION OF AMYLOIDOSIS<br/>[FR] INHIBITION DE LA DEGENERESCENCE AMYLOÏDE PAR UN COMPOSE NAPHTYLAZO
  申请人：WARNER-LAMBERT COMPANY

  公开号：WO1997016194A1

  公开（公告）日：1997-05-09

  (EN) Amyloid aggregation in animals is inhibited by administering a naphthylazo compound of formula (I), wherein R1 and R2 are hydrogen, alkyl, substituted alkyl, or complete a heterocyclic ring, R3 is hydrogen or alkyl, R4, R5, R6, and R7 are substituent groups. The compounds are especially useful and preventing and treating Alzheimer's disease.(FR) Chez les animaux, la dégénérescence amyloïde est inhibée par l'administration d'un composé naphtylazo de formule (I), où R1 et R2 sont hydrogène, alkyle, alkyle substitué, ou complètement un noyau hétérocyclique, R3 est hydrogène ou alkyle, R4, R5, R6 et R7 sont des groupes substituants. Ces composés sont particulièrement utiles pour la prévention et le traitement de la maladie d'Alzheimer.
• Aβ Aggregation inhibitors. Part 1: Synthesis and biological activity of phenylazo benzenesulfonamides
  作者：Shwu-Jiuan Lin、Young-Ji Shiao、Chih-Wen Chi、Li-Ming Yang

  DOI：10.1016/j.bmcl.2003.12.086

  日期：2004.3

  Phenylazo benzenesulfonamides were designed and synthesized as beta-amyloid (Abeta(40)) fibril assembly inhibitors, and evaluated for inhibition of Abeta(40) aggregation and neurotoxicity using rat cortical neurons. Compound 2 (LB-152) was the most potent compound in this study, and the para-NMe2 group on the end of the phenylazo moiety may play an important role in preventing Abeta(40) fibril formation. LB-152 provides a new lead for further development of potential beta-amyloid aggregation inhibitors to treat AD. (C) 2004 Elsevier Ltd. All rights reserved.