2-[4-(2-hydroxyethyl)-2,5-dimethoxyphenyl]ethanol | 38439-94-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[4-(2-hydroxyethyl)-2,5-dimethoxyphenyl]ethanol
• 英文别名: 1,4-bis-(2-hydroxy-ethyl)-2,5-dimethoxy-benzene；1,4-Bis-(2-hydroxy-aethyl)-2,5-dimethoxy-benzol；2,5-Dimethoxy-1,4-bis-(2-hydroxy-aethyl)-benzol；2,2'-(2,5-Dimethoxy-1,4-phenylene)di(ethan-1-ol)
• CAS: 38439-94-0
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: WIBRMGVVLZHLIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[4-(2-hydroxyethyl)-2,5-dimethoxyphenyl]ethanol 在 氯化亚砜 、 乙醚 作用下， 生成 1,4-bis(2-amino-1-ethyl)-2,5-dimethoxybenzene
  参考文献：
  名称：

  Di-(α- and β-Substituted Aminoethyl)-benzenes. I. 2,5-bis-(2-Aminoethyl)-hydroquinones

  摘要：

  DOI：

  10.1021/ja01170a005
• 作为产物：
  描述：

  methyl 2-[2,5-dimethoxy-4-(2-methoxy-2-oxoethyl)phenyl]acetate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以85%的产率得到2-[4-(2-hydroxyethyl)-2,5-dimethoxyphenyl]ethanol
  参考文献：
  名称：

  NB 06: From a simple lysosomotropic aSMase inhibitor to tools for elucidating the role of lysosomes in signaling apoptosis and LPS-induced inflammation

  摘要：

  Ceramide generation is involved in signal transduction of cellular stress response, in particular during stress-induced apoptosis in response to stimuli such as minimally modified Low-density lipoproteins, TNFalpha and exogenous C-6-ceramide. In this paper we describe 48 diverse synthetic products and evaluate their lysosomotropic and acid sphingomyelinase inhibiting activities in macrophages. A stimuli induced increase of C-16-ceramide in macrophages can be almost completely suppressed by representative compound NB 06 providing an effective protection of macrophages against apoptosis. Compounds like NB 06 thus offer highly interesting fields of application besides prevention of apoptosis of macrophages in atherosclerotic plaques in vessel walls. Most importantly, they can be used for blocking pH dependent lysosomal processes and enzymes in general as well as for analyzing lysosomal dependent cellular signaling. Modulation of gene expression of several prominent inflammatory messengers IL1B, IL6, IL23A, CCL4 and CCL20 further indicate potentially beneficial effects in the field of (systemic) infections involving bacterial endotoxins like LPS or infections with influenza A virus. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.09.021

文献信息

• Quinone-capped metalloporphyrins: synthesis and co-ordination chemistry
  作者：K. Nagappa Ganesh、Jeremy K. M. Sanders

  DOI：10.1039/c39800001129

  日期：——

  Compounds in the title series have been synthesised by capping mesoporphyrin-II with protected hydroquinone derivatives, deprotection, and oxidation, followed by magnesium insertion; 1H n.m.r. spectroscopy demonstrates that the metal ion is 5-co-ordinate, bound intramolecularly to a quinone carbonyl oxygen, and can accept a sixth ligand from the unhindered side.

  用保护的对苯二酚衍生物加帽中卟啉-II，脱保护和氧化，然后插入镁，合成了标题系列的化合物。1 H nmr光谱表明，该金属离子是5配位的，分子内与醌羰基氧键合，并且可以不受阻碍地接受第六个配体。
• An oligooxamacrocycle containing a π-donor tetrathiafulvalene and a π-acceptor quinone. Molecular and supramolecular structure
  作者：Robert M. Moriarty、Anping Tao、Zhengzhe Song、Sudersan M. Tuladhar、Robert M. Moriarty、Richard Gilardi

  DOI：10.1039/a705917e

  日期：——

  Tetrathiafulvalenedicarbonyl chloride reacts with 2,5-bis[(2-hydroxyethoxy)ethyl]-1,4-benzoquinone to afford a novel charge-transfer oligooxamacrocycle whose molecular and supramolecular structure are reported.

  四硫富戊烯二甲酰氯与 2,5-双[(2-羟乙氧基)乙基]-1,4-苯醌反应生成了一种新型电荷转移寡氧杂环，报告了其分子和超分子结构。
• Neuroprotective agents for treatment of neurodegenerative diseases
  申请人：WAYNE STATE UNIVERSITY

  公开号：US11285147B2

  公开（公告）日：2022-03-29

  A compound having formula I is useful for treating a neurodegenerative disease: or a pharmaceutically acceptable salt or ester thereof, wherein R1, R2, R3, R4, R5, R6, R7, R8 are each independently hydroxyl, C1-4 alkyl, C1-4 alkoxyl, C1-8 alkyl, C2-8 alkenyl, C2-8 alkynyl, C4-8, are specified substituents.

  具有式 I 的化合物可用于治疗神经退行性疾病： 或其药学上可接受的盐或酯，其中 R1、R2、R3、R4、R5、R6、R7、R8 分别独立地为羟基、C1-4 烷基、C1-4 烷氧基、C1-8 烷基、C2-8 烯基、C2-8 烷炔基、C4-8 指定取代基。
• NB 06: From a simple lysosomotropic aSMase inhibitor to tools for elucidating the role of lysosomes in signaling apoptosis and LPS-induced inflammation
  作者：Markus Blaess、Nelly Bibak、Ralf A. Claus、Matthias Kohl、Gabriel A. Bonaterra、Ralf Kinscherf、Stefan Laufer、Hans-Peter Deigner

  DOI：10.1016/j.ejmech.2017.09.021

  日期：2018.6

  Ceramide generation is involved in signal transduction of cellular stress response, in particular during stress-induced apoptosis in response to stimuli such as minimally modified Low-density lipoproteins, TNFalpha and exogenous C-6-ceramide. In this paper we describe 48 diverse synthetic products and evaluate their lysosomotropic and acid sphingomyelinase inhibiting activities in macrophages. A stimuli induced increase of C-16-ceramide in macrophages can be almost completely suppressed by representative compound NB 06 providing an effective protection of macrophages against apoptosis. Compounds like NB 06 thus offer highly interesting fields of application besides prevention of apoptosis of macrophages in atherosclerotic plaques in vessel walls. Most importantly, they can be used for blocking pH dependent lysosomal processes and enzymes in general as well as for analyzing lysosomal dependent cellular signaling. Modulation of gene expression of several prominent inflammatory messengers IL1B, IL6, IL23A, CCL4 and CCL20 further indicate potentially beneficial effects in the field of (systemic) infections involving bacterial endotoxins like LPS or infections with influenza A virus. (C) 2017 Elsevier Masson SAS. All rights reserved.
• Nakao,H. et al., Chemical and pharmaceutical bulletin, 1972, vol. 20, p. 1968 - 1979
  作者：Nakao,H. et al.

  DOI：——

  日期：——