4-(2-(2-hydroxyethoxy)ethoxy)-3-methoxybenzaldehyde | 1282737-36-3

• 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: 4-(2-(2-hydroxyethoxy)ethoxy)-3-methoxybenzaldehyde
• 英文别名: 4-[2-(2-Hydroxyethoxy)ethoxy]-3-methoxybenzaldehyde
• CAS: 1282737-36-3
• 化学式: C₁₂H₁₆O₅
• 分子量: 240.256
• InChiKey: FBGOASGDVCTXFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(2-(2-hydroxyethoxy)ethoxy)-3-methoxybenzaldehyde 在 boron trioxide 、 一水合肼 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 19.0h， 生成
  参考文献：
  名称：

  Synthesis and characterization of ¹⁸F-labeled hydrazinocurcumin derivatives for tumor imaging

  摘要：

  放射标记的肼基姜黄素衍生物，[¹⁸F]1 和 [¹⁸F]2 已合成，两种放射配体都对还原代谢具有抵抗性。C6胶质瘤移植小鼠的MicroPET图像显示 [¹⁸F]2 的肿瘤摄取和滞留高。

  DOI：

  10.1039/c5ra15380h
• 作为产物：
  描述：

  香草醛 、 2-氯乙氧基乙醇 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以63%的产率得到4-(2-(2-hydroxyethoxy)ethoxy)-3-methoxybenzaldehyde
  参考文献：
  名称：

  Synthesis and characterization of ¹⁸F-labeled hydrazinocurcumin derivatives for tumor imaging

  摘要：

  放射标记的肼基姜黄素衍生物，[¹⁸F]1 和 [¹⁸F]2 已合成，两种放射配体都对还原代谢具有抵抗性。C6胶质瘤移植小鼠的MicroPET图像显示 [¹⁸F]2 的肿瘤摄取和滞留高。

  DOI：

  10.1039/c5ra15380h

文献信息

• ACETAMIDO-PHENYLBENZAMIDE DERIVATIVES AND METHODS OF USING THE SAME
  申请人：Athenex, Inc.

  公开号：US20220106301A1

  公开（公告）日：2022-04-07

  The present disclosure relates to compounds of Formula (I): and to their prodrugs, pharmaceutically acceptable salts, pharmaceutical compositions, methods of use, and methods for their preparation. The compounds disclosed herein are useful for the treatment of disorders in which expression of P-glycoprotein and/or cytochrome P450 (e.g., CYP3A4) is modulated (e.g., cancers which have developed multi-drug resistance).

  本公开涉及到Formula (I)的化合物，以及它们的前药、药用可接受盐、药物组合物、使用方法和制备方法。本文披露的化合物对于治疗P-糖蛋白和/或细胞色素P450（例如CYP3A4）表达被调节的疾病（例如已发展出多药耐药性的癌症）是有用的。
• Synthesis and evaluation of 1-(4-[18F]fluoroethyl)-7-(4′-methyl)curcumin with improved brain permeability for β-amyloid plaque imaging
  作者：Iljung Lee、Jehoon Yang、Jung Hee Lee、Yearn Seong Choe

  DOI：10.1016/j.bmcl.2011.08.003

  日期：2011.10

  Alzheimer's disease is characterized by the accumulation of beta-amyloid (A beta) plaques and neurofibrillary tangles (NFTs) in the brain. We previously developed [F-18]fluoropropylcurcumin ([F-18]FP-curcumin), which demonstrated excellent binding affinity (K-i = 0.07 nM) for A beta(1-40) aggregates and good pharmacokinetics in normal mouse brains. However, its initial brain uptake was poor (0.52% ID/g at 2 min post-injection). Therefore, in the present study, fluorine-substituted 4,4'-bissubstituted or pegylated curcumin derivatives were synthesized and evaluated. Their binding affinities for A beta(1-42) aggregates were measured and 1-(4-fluoroethyl)-7-(4'-methyl) curcumin (1) had the highest binding affinity (K-i = 2.12 nM). Fluorescence staining of Tg APP/PS-1 mouse brain sections demonstrated high and specific labeling of A beta plaques by 1 in the cortex region, which was confirmed with thioflavin-S staining of the same spots in the adjacent brain sections. Radioligand [F-18]1 was found to have an appropriate partition coefficient (logP(o/w) = 2.40), and its tissue distribution in normal mice demonstrated improved brain permeability (1.44% ID/g at 2 min post-injection) compared to that of [F-18]FP-curcumin by a factor of 2.8 and fast wash-out from mouse brains (0.45% ID/g at 30 min post-injection). These results suggest that [F-18]1 may hold promise as a PET radioligand for A beta plaque imaging. (C) 2011 Elsevier Ltd. All rights reserved.
• Synthesis and characterization of ¹⁸F-labeled hydrazinocurcumin derivatives for tumor imaging
  作者：Sarah Shin、Hyun-Jung Koo、Iljung Lee、Yearn Seong Choe、Joon Young Choi、Kyung-Han Lee、Byung-Tae Kim

  DOI：10.1039/c5ra15380h

  日期：——

  Radiolabeled hydrazinocurcumin derivatives, [¹⁸F]1 and [¹⁸F]2 were synthesized and both radioligands were resistant to reductive metabolism. MicroPET images of C6 glioma xenografted mice showed high tumor uptake and retention of [¹⁸F]2.

  放射标记的肼基姜黄素衍生物，[¹⁸F]1 和 [¹⁸F]2 已合成，两种放射配体都对还原代谢具有抵抗性。C6胶质瘤移植小鼠的MicroPET图像显示 [¹⁸F]2 的肿瘤摄取和滞留高。