1-chloro-3-((3-methoxyphenyl)amino)propan-2-ol | 3470-92-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-chloro-3-((3-methoxyphenyl)amino)propan-2-ol
• 英文别名: 1-Chloro-3-(3-methoxyanilino)propan-2-ol
• CAS: 3470-92-6
• 化学式: C₁₀H₁₄ClNO₂
• 分子量: 215.68
• InChiKey: FSTHWZFODOGUPH-UHFFFAOYSA-N

物化性质

• 沸点：
  394.8±37.0 °C(Predicted)
• 密度：
  1.231±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-chloro-3-((3-methoxyphenyl)amino)propan-2-ol 在 sodium hydride 、 potassium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 化合物P7C3-OME
  参考文献：
  名称：

  Aminopropyl carbazole analogues as potent enhancers of neurogenesis

  摘要：

  Neural stem cells are multipotent and self-renewing cells that can differentiate into new neurons and hold great promise for treating various neurological disorders including multiple sclerosis, Parkinson's disease, and Alzheimer's disease. Small molecules that can trigger neurogenesis and neuroprotection are particularly useful not only because of their therapeutic implications but also because they can provide an invaluable tool to study the mechanisms of neurogenesis. In this report, we have developed and screened 25 aminopropyl carbazole derivatives that can enhance neurogenesis of cultured neural stem cells. Among these analogues, compound 9 demonstrated an excellent proneurogenic and neuroprotective activity with no apparent toxicity. We believe that compound 9 can serve as an excellent lead to develop various analogues and to study the underlying mechanisms of neurogenesis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.08.066
• 作为产物：
  描述：

  间氨基苯甲醚 、 环氧氯丙烷 以 异丙醇 为溶剂， 反应 16.0h， 以26%的产率得到1-chloro-3-((3-methoxyphenyl)amino)propan-2-ol
  参考文献：
  名称：

  二氧化碳连续有机催化流动合成2-取代恶唑烷酮

  摘要：

  聚苯乙烯负载的 1,5,7-triazabicyclodec-5-ene (TBD) 被用作高度可回收且稳定的催化剂，用于将环氧胺转化为各种 2-恶唑烷酮支架。该方法将使用 CO 2作为有吸引力、廉价且丰富的 C 1源与无卤有机催化连续流动方法相结合，以促进有效合成药学相关的 2-取代恶唑烷酮小型库，包括已知的药物 Toloxatone . 包含同一批固定化催化剂的填充床反应器可用于在两周内连续合成一系列杂环产品，而催化活性不会发生显着变化。

  DOI：

  10.1039/d2gc00503d

文献信息

• Stereocontrolled, Divergent, Al(lll)-Catalyzed Coupling of Chiral <i>N</i>-Aryl Epoxy Amines and CO₂
  作者：Yuseop Lee、Jonghoon Choi、Hyunwoo Kim

  DOI：10.1021/acs.orglett.8b02186

  日期：2018.8.17

  achieved between N-aryl epoxy amines and CO2. By using two different cocatalysts, tetrabutylammonium iodide (TBAI) or 4-dimethylaminopyridine (DMAP) together with an Al(III) Lewis acid, cyclic carbonates or oxazolidinones were selectively produced through two distinct reaction pathways, respectively. The proposed reaction mechanism was supported by the stereochemical determination of the products. A

  N-芳基环氧胺与CO 2之间发生了发散性偶联反应。通过使用两种不同的助催化剂，碘化四丁基铵碘化物（TBAI）或4-二甲基氨基吡啶（DMAP）以及Al（III）Lewis酸，分别通过两种不同的反应途径选择性地生产环状碳酸酯或恶唑烷酮。所提出的反应机理得到产物的立体化学测定的支持。成功实现了克利奈唑胺的克级生产。
• Hydroxylated Fluorescent Dyes for Live-Cell Labeling: Synthesis, Spectra and Super-Resolution STED
  作者：Alexey N. Butkevich、Vladimir N. Belov、Kirill Kolmakov、Viktor V. Sokolov、Heydar Shojaei、Sven C. Sidenstein、Dirk Kamin、Jessica Matthias、Rifka Vlijm、Johann Engelhardt、Stefan W. Hell

  DOI：10.1002/chem.201701216

  日期：2017.9.7

  silaxanthones tolerates the presence of protected heteroatoms and may be considered for the syntheses of various sila- and germafluoresceins, as well as -rhodols. Application in stimulated emission depletion (STED) fluorescence microscopy revealed a resolution of 50-75 nm in one- and two-color imaging of vimentin-HaloTag fused protein and native tubulin. The established structure-property relationships allow

  制备了最大吸收在530-640 nm范围内的羟化罗丹明，卡比吡咯胺，硅基和锗烷若丹明，并将其用于活细胞的特异性标记。直接和高产率地进入菌种和硅黄原酮可以耐受受保护的杂原子的存在，并且可以考虑合成各种甲硅烷基和菌种荧光素以及-rhodols。在刺激发射耗尽（STED）荧光显微镜中的应用揭示了波形蛋白-HaloTag融合蛋白和天然微管蛋白的一色和二色成像分辨率为50-75 nm。建立的结构-性质关系允许使用简单的加成方案预测若丹明，碳，硅和锗酸若丹明的新类似物的光谱性质和螺内酯/两性离子平衡的位置。
• [EN] CELL-PENETRATING FLUORESCENT DYES WITH SECONDARY ALCOHOL FUNCTIONALITIES<br/>[FR] COLORANTS FLUORESCENTS PÉNÉTRANT DANS LES CELLULES, DOTÉS DE FONCTIONNALITÉS D'ALCOOL SECONDAIRE
  申请人：MAX PLANCK GESELLSCHAFT

  公开号：WO2018046753A1

  公开（公告）日：2018-03-15

  The invention relates to novel cell-penetrating fluorescent dyes with with secondary alcohol functionalities having one of the following general formulae I-III and 4: The invention also relates to the use of these compounds for optical microscopy and imaging techniques.

  该发明涉及具有以下一般式I-III和4的次级醇官能团的新型细胞穿透荧光染料。该发明还涉及利用这些化合物进行光学显微镜和成像技术的用途。
• Switchable synthesis of cyclic carbamates by carbon dioxide fixation at atmospheric pressure
  作者：Yasunori Toda、Minoru Shishido、Tatsuya Aoki、Kimiya Sukegawa、Hiroyuki Suga

  DOI：10.1039/d1cc02493k

  日期：——

  base-promoted switchable synthesis of five- and six-membered cyclic carbamates using atmospheric pressure carbon dioxide as the C1 source was developed. The chemoselectivity of products was simply controlled by changing bases and solvents. The reaction proceeds effectively under mild conditions, affording valuable cyclic carbamates. Experimental results and DFT studies revealed the reaction mechanism.

  开发了使用大气压二氧化碳作为 C1 源的五元和六元环状氨基甲酸酯的碱基促进可切换合成。产品的化学选择性可以通过改变碱和溶剂来简单地控制。该反应在温和条件下有效进行，得到有价值的环状氨基甲酸酯。实验结果和 DFT 研究揭示了反应机理。
• Base-mediated synthesis of cyclic dithiocarbamates from 1-amino-3-chloropropan-2-ol derivatives and carbon disulfide
  作者：Yasunori Toda、Masaya Iwasaki、Hiroyuki Suga

  DOI：10.1039/d3ob01070h

  日期：——

  An efficient method for the preparation of six-membered cyclic dithiocarbamates is described, in which triethylamine effectively promotes the reaction of 1-amino-3-chloropropan-2-ol derivatives with carbon disulfide. On the basis of the experimental and theoretical studies, a reaction mechanism is proposed to explain the difference between the present reaction and our previously reported carbon dioxide

  描述了一种有效制备六元环二硫代氨基甲酸酯的方法，其中三乙胺有效促进1-氨基-3-氯丙-2-醇衍生物与二硫化碳的反应。在实验和理论研究的基础上，提出了一种反应机制来解释本反应与我们之前报道的二氧化碳固定之间的差异。