1-(2-碘乙氧基)-2-甲氧基乙烷 | 104539-21-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2-碘乙氧基)-2-甲氧基乙烷
• 中文别名: 1-碘-2-(2-甲氧基乙氧基)乙烷
• 英文名称: 2-(2-methoxyethoxy)ethyl iodide
• 英文别名: 1-iodo-2-(2-methoxyethoxy)ethane；(methoxyethoxy)ethyl iodide；1-(2-iodoethoxy)-2-methoxyethane
• CAS: 104539-21-1
• 化学式: C₅H₁₁IO₂
• mdl: MFCD18205837
• 分子量: 230.046
• InChiKey: CJXAGOKSVZAZAI-UHFFFAOYSA-N

物化性质

• 沸点：
  195.3±20.0 °C(Predicted)
• 密度：
  1.612±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  8
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H227,H302,H315,H319,H335
• 储存条件：
  储存条件：2-8℃，避免光照，密封保存。

反应信息

• 作为反应物：
  描述：

  1-(2-碘乙氧基)-2-甲氧基乙烷 在 palladium on activated charcoal sodium azide 、 氢气 、 lithium perchlorate 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 84.0h， 生成 (1R,2R)-1-amino-3-[2-(2-methoxyethoxy)ethoxy]-1-phenylpropan-2-ol
  参考文献：
  名称：

  A New Family of Modular Chiral Ligands for the Catalytic Enantioselective Reduction of Prochiral Ketones

  摘要：

  A family of enantiomerically pure (4R,5R)-2-alkyl-4-phenyl-5-(R-oxymethyl) 1,3,2-oxazaborolidines (5) [boron substituent: H, CH3, n-C4H9; R-oxy group: CH3O, CH3OCH2CH2O, CH3(OCH2CH2)(2)O, PhCH2O, Ph2CHO, Ph3CO] has been prepared from (2S,3S)-2,3-epoxy-3-phenylpropanol (2) through a four-step sequence involving protection of the alcohol, regioselective ring-opening of the epoxide with sodium azide in acetonitrile in the presence of LiClO4, reduction of the azido group (H-2/PdC/MeOH or NaBH4/THF-MeOH), and formation of the oxazaborolidine ring with the appropriate boron reagent. Both the boron substituent and the R-oxy group have been optimized for maximal enantioselectivity in the reduction of prochiral ketones with borane. The optimal oxazaborolidine (5a-Me) [boron substituent: CH3; R-oxy group: CH3O] has been employed (10% molar amount, THF, 0 degrees C to room temperature) in the reduction of a representative family of 10 substrates comprising alkyl aryl ketones and dialkyl ketones. In these reductions, Ba-Rie induces the formation of secondary alcohols of S configuration with high enantioselectivity (93% mean enantiomeric excess). The origin of the enantioselectivity in the reduction has been rationalized by means of semiempirical AM1 calculations.

  DOI：

  10.1021/jo990942q
• 作为产物：
  描述：

  二乙二醇单甲醚 在 氢氧化钾 、 sodium iodide 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 30.0h， 生成 1-(2-碘乙氧基)-2-甲氧基乙烷
  参考文献：
  名称：

  局部活性的低眼压性碳酸酐酶抑制剂的新的异构体类别：5-取代的噻吩并[2,3-b]噻吩-2-磺酰胺和5-取代的噻吩并[3,2-b]噻吩-2-磺酰胺。

  摘要：

  制备了一系列5-取代的噻吩并[2,3-b]-，噻吩并[3,2-b]-和噻吩并[3,2-b]噻吩-2-磺酰胺，并对其在青光眼中的局部降压活性进行了评估楷模。改变5-取代基以最大化对碳酸酐酶的抑制能力和水溶性。同时，改变这些取代基以获得具有适当pKa的化合物，以使虹膜中的色素结合最小化。所有这些变量均在最佳化合物5-[[[（甲氧基乙基）[（甲氧基乙基）乙基]氨基]甲基]噻吩并[2,3-b]噻吩-2-磺酰胺盐酸盐中进行了优化（55）。

  DOI：

  10.1021/jm00110a008

文献信息

• SYNTHESIS OF DIFUNCTIONAL OXYETHYLENE-BASED COMPOUNDS
  申请人：Holmes Brian T.

  公开号：US20090187037A1

  公开（公告）日：2009-07-23

  A method of reacting a toluenesulfonyl-terminated polyoxyethylene compound having the formula CH 3 —C 6 H 4 —SO 2 —(O—CH 2 —CH 2 ) n —O—R 1 with an ammonium salt having the formula NR 2 4 X to form a compound having the formula X—CH 2 —CH 2 —(O—CH 2 —CH 2 ) n-1 —R 3 . The value n is a positive integer. X is a halogen, cyanide, cyanate, thiocyanate, or azide. R 1 is a terminating group. Each R 2 is hydrogen or an alkyl group. —R 3 is —O—R 1 or —X.

  将具有以下公式的甲苯磺酰基终止的聚氧乙烯化合物 CH3—C6H4—SO2—(O—CH2—CH2)n—O—R1 与具有以下公式的铵盐 NR24X 反应，形成具有以下公式的化合物 X—CH2—CH2—(O—CH2—CH2)n-1—R3。其中 n 为正整数。X 是卤素、氰基、氰酸根、硫氰酸根或叠氮酸根。R1 是终止基团。每个 R2 是氢或烷基。—R3 是—O—R1 或—X。
• Imaging Beta-Amyloid Peptides Aggregation
  申请人：Hong Kong Baptist University

  公开号：US20160243264A1

  公开（公告）日：2016-08-25

  The present invention is in the field of pharmaceuticals and chemical industries. In particular, one aspect of the present invention relates to methods for labeling, imaging and detecting the beta-amyloid (Aβ) peptides, oligomers, and fibrils in vitro and in vivo via magnetic resonance and florescence imaging by using modified carbazole-based fluorophores. A further aspect of the present invention relates to a method of reducing and preventing aggregation of beta-amyloid peptides for Alzheimer's disease (AD) as well as of treating and/or preventing Alzheimer's disease by using the modified carbazole-based fluorophore. The modified carbazole-based fluorophore according to an embodiment of the present invention is prepared by conjugating a carbazole-based fluorophore with magnetic nanoparticles to form a conjugate which is permeable to blood brain barrier of a subject being introduced therewith.

  本发明涉及制药和化工行业。具体而言，本发明的一个方面涉及使用改良的基于咔唑的荧光物质通过磁共振和荧光成像在体内和体外标记、成像和检测β-淀粉样蛋白（Aβ）肽、寡聚体和纤维的方法。本发明的另一个方面涉及一种减少和预防β-淀粉样蛋白在阿尔茨海默病（AD）中聚集的方法，以及使用改良的基于咔唑的荧光物质治疗和/或预防阿尔茨海默病的方法。根据本发明实施例的改良基于咔唑的荧光物质是通过将基于咔唑的荧光物质与磁性纳米颗粒偶联而制备的，形成的共轭物质能够穿透引入的受试者的血脑屏障。
• Catalyst free, visible-light promoted photoaddition reactions between C 60 and N- trimethylsilylmethyl-substituted tertiary amines for synthesis of aminomethyl-1,2-dihydrofullerenes
  作者：Suk Hyun Lim、Dae Won Cho、Patrick S. Mariano

  DOI：10.1016/j.tet.2017.11.064

  日期：2018.1

  aminomethyl-substituted fullerenes has been developed. The process, involving catalyst free, visible-light irradiation of 10% EtOH-toluene solutions containing fullerene C60 and N-trimethylsilylmethyl-substituted amines by using a 20 W compact fluorescent lamp, leads to formation of aminomethyl-substituted fullerene adducts in a highly efficient manner. The photoaddition reaction takes place via a pathway initiated

  已经开发了一种高效，良性的制备氨基甲基取代的富勒烯的方法。该方法涉及使用20 W紧凑型荧光灯对10％的含有富勒烯C 60和N-三甲基甲硅烷基甲基取代的胺的EtOH-甲苯溶液进行无催化剂的可见光辐照，从而导致在高浓度下形成氨基甲基取代的富勒烯加合物。有效的方式。的光加成反应发生经由被C由可见光吸收启动的通路60，接着SET从胺到C的三重激发态60。乙醇促进的生成的最小自由基的甲硅烷基化反应随后生成与C偶联的相应α-氨基自由基60自由基阴离子形成富勒烯加合物的阴离子前体。使用可见光的新方法发生在温和的条件下，不需要使用光催化剂。因此，在这一努力中开发的方法可以拓宽易于制备的官能化富勒烯衍生物的范围。
• Method for the Synthesis of Amine-Functionalized Fullerenes Involving SET-Promoted Photoaddition Reactions of α-Silylamines
  作者：Suk Hyun Lim、Jinju Yi、Gyeong Min Moon、Choon Sup Ra、Keepyung Nahm、Dae Won Cho、Kyungmok Kim、Tae Gyung Hyung、Ung Chan Yoon、Ga Ye Lee、Soojin Kim、Jinheung Kim、Patrick S. Mariano

  DOI：10.1021/jo501034t

  日期：2014.8.1

  Observations made in this effort show that the use of EtOH in the solvent mixture is critical for efficient photoproduct formation. In contrast to typical thermal and photochemical strategies devised previously for the preparation of fullerene derivatives, the new photochemical approach takes place under mild conditions and does not require the use of excess amounts of substrates. Thus, the method

  已经开发了一种新颖的制备结构多样的富勒烯衍生物的方法，该方法依赖于在富勒烯C 60和α-三甲基甲硅烷基胺之间使用单电子转移（SET）促进的光化学反应。含有C 60和α-甲硅烷基胺的10％EtOH-甲苯溶液的光辐照会导致高产率的区域选择性形成1,2-加合物，该加成反应通过依次发生SET-去甲硅烷基化反应生成α-氨基和C 60的途径而产生阴离子自由基对中间体，它们经历C–C键形成。产生的α-氨基富勒烯阴离子的质子化导致形成具有官能化的α-氨基甲基取代的1,2-二氢富勒烯结构的单加成产物。这项工作的观察结果表明，在溶剂混合物中使用EtOH对于有效的光产物形成至关重要。与先前为制备富勒烯衍生物而设计的典型热化学和光化学策略相比，新的光化学方法在温和条件下进行，不需要使用过量的底物。因此，本研究开发的方法可以通过为大规模制备高度取代的富勒烯衍生物提供简单的光化学策略，从而扩大富勒烯化学的范围。最后，60和相应的N-甲胺。
• Synthesis and Evaluation of β-Carbolinium Cations as New Antimalarial Agents Based on π-Delocalized Lipophilic Cation (DLC) Hypothesis
  作者：Kiyosei Takasu、Tsubasa Shimogama、Chalerm Saiin、Hye-Sook Kim、Yusuke Wataya、Reto Brun、Masataka Ihara

  DOI：10.1248/cpb.53.653

  日期：——

  Several β-carbolines including naturally occurring substances and their corresponding cationic derivatives were synthesized and evaluated for antimalarial (antiplasmodial) activity in vitro and in vivo. A tetracyclic carbolinium salt was elucidated for antileishmanial and antitrypanosomal activities in vitro as well as antiplasmodial activity. Quarternary carbolinium cations showed much higher potencies in vitro than electronically neutral β-carbolines and a good correlation was observed between π-delocalized lipophilic cationic (DLC) structure and antimalarial efficacy. β-Carbolinium compounds exhibit medium suppressive activity in vivo against rodent malaria.

  合成了几种β-卡巴啉，包含天然存在的物质及其相应的阳离子衍生物，并评估了它们的抗疟疾（抗红血球变形虫）活性，包括体外和体内实验。一个四环卡巴啉盐被阐明具有体外抗利什曼病和抗锥虫病活性，以及抗疟疾活性。季铵卡巴啉阳离子在体外表现出比电子中性β-卡巴啉显著更高的效力，并且观察到了π-去局域化的脂溶性阳离子（DLC）结构与抗疟疾效力之间的良好相关性。β-卡巴啉化合物在体内对啮齿动物疟疾表现出中等的抑制活性。