1-(1H-吲哚-3-基)-1,2-乙二醇 | 2400-47-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 1-(1H-吲哚-3-基)-1,2-乙二醇
• 中文别名: 聚[氧代(2,6-二甲基-1,4-亚苯基)]
• 英文名称: (indol-3-yl)ethanediol
• 英文别名: indol-3-yl-ethane-1,2-diol；3-Indolylethylene glycol；3-Indolylethylenglykol；1-(1H-indol-3-yl)ethane-1,2-diol
• CAS: 2400-47-7
• 化学式: C₁₀H₁₁NO₂
• mdl: MFCD18805045
• 分子量: 177.203
• InChiKey: XNJDZRGYWQBBMZ-UHFFFAOYSA-N

物化性质

• 沸点：
  447.3±30.0 °C(Predicted)
• 密度：
  1.358±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  56.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(1H-吲哚-3-基)-1,2-乙二醇 在 磷酸二苯酯 、 2,2,6,6-四甲基哌啶氧化物 、 碘苯二乙酸 、 3,5-diethyl 1,4-dihydropyridine-3,5-dicarboxylate 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 (±)-2-((2-(1H-indol-3-yl)ethyl)amino)-1-(1H-indol-3-yl)ethan-1-ol
  参考文献：
  名称：

  醇通过氧化/亚胺-亚胺形成/还原胺化反应生成的无金属，轻度，非四聚体，化学和对映体或对映体或非对映体选择性N-烷基化：实用合成八氢吡喃并吡啶并吲哚和更高环的类似物

  摘要：

  通过在DMPU中使用TEMPO-BAIB-HEH-Brønsted酸催化作为溶剂和化学计量的胺，通过氧化/亚胺-亚胺形成/还原级联反应，开发了一种温和的步骤以及原子经济的非三聚化学和对映选择性N-烷基化方法。优化的条件进一步扩展为使用VAPOL衍生的磷酸（VAPOL-PA）作为布朗斯台德酸催化剂在非酶原位氢转移条件下形成的手性胺的非酶动力学拆分。所呈现的反应的对映选择性级联被成功地用于在octahydropyrazinopyridoindole的合成和其较高的环类似物。

  DOI：

  10.1021/jo4012249

文献信息

• Production of renewable hydrocarbon compositions
  申请人：Butamax Advanced Biofuels LLC

  公开号：US10604774B2

  公开（公告）日：2020-03-31

  Provided herein are processes and microorganisms which utilize both protein hydrolysates and carbohydrates from biomass feedstocks to produce renewable hydrocarbon compositions. Advantages of the disclosed methods may be recognized in fuel blends comprising such hydrocarbon compositions.

  本文提供了利用生物质原料中的蛋白质水解物和碳水化合物生产可再生碳氢化合物的工艺和微生物。在包含这种碳氢化合物成分的混合燃料中，可以认识到所公开方法的优点。
• Photoprotective compositions containing malassezia-derived compounds and/or chemical analogs thereof
  申请人：Versicolor Technologies, LLC

  公开号：US11202748B2

  公开（公告）日：2021-12-21

  The present invention relates to compounds, compositions, and methods for modulating skin pigmentation and treating or preventing UV-induced skin damage, erythema, aging of the skin, sunburn, and hyperpigmentation in a subject. The compounds, compositions, and methods of the present invention generally involve Malassezia-derived compounds, including malassezin and indirubin, and/or chemical analogs thereof. Other applications of the compounds and compositions disclosed herein include, but are not limited to, improving hyperpigmentation caused by a hyperpigmentation disorder, inducing melanocyte apoptosis, and modulating arylhydrocarbon receptor (AhR) activity, melanogenesis, melanin production, melanosome biogenesis, melanosome transfer, melanocyte activity, and melanin concentration.

  本发明涉及调节皮肤色素沉着和治疗或预防紫外线引起的皮肤损伤、红斑、皮肤老化、晒伤和受试者色素沉着的化合物、组合物和方法。本发明的化合物、组合物和方法通常涉及马拉色菌衍生的化合物，包括马拉色素和靛玉红，和/或其化学类似物。本文公开的化合物和组合物的其他应用包括但不限于改善色素沉着症引起的色素沉着，诱导黑色素细胞凋亡，调节芳基烃受体（AhR）活性、黑色素生成、黑色素生成、黑色素小体生物生成、黑色素小体转移、黑色素细胞活性和黑色素浓度。
• Reaction of (indol-3-yl)ethanediol with L-ascorbic acid
  作者：Maria N. Preobrazhenskaya、Eduard I. Lazhko、Alexander M. Korolev

  DOI：10.1016/0957-4166(96)00053-5

  日期：1996.3

  Interaction of (indol-3-yl)ethane-1,2-diol with L-ascorbic acid under mild conditions yielded a mixture of products of the L-ascorbic acid 2-C alkylation with the substituted skatyl cation stabilized by the 3-CO hemiketal formation with the participation of the HOCH2 moiety of (indol-3-yl)ethane-1,2-diol. Under the action of ethanolic HCl, tricyclic ketals were formed. The stereochemical configuration of the compounds was determined by NMR methods. (C) 1996 Published by Elsevier Science Ltd
• PRODUCTION OF RENEWABLE HYDROCARBON COMPOSITIONS
  申请人：BUTAMAX(TM) ADVANCED BIOFUELS LLC

  公开号：US20150240267A1

  公开（公告）日：2015-08-27

  Provided herein are processes and microorganisms which utilize both protein hydrolysates and carbohydrates from biomass feedstocks to produce renewable hydrocarbon compositions. Advantages of the disclosed methods may be recognized in fuel blends comprising such hydrocarbon compositions.
• Production of Renewable Hydrocarbon Compositions
  申请人：Butamax Advanced Biofuels LLC

  公开号：US20180066290A1

  公开（公告）日：2018-03-08

  Provided herein are processes and microorganisms which utilize both protein hydrolysates and carbohydrates from biomass feedstocks to produce renewable hydrocarbon compositions. Advantages of the disclosed methods may be recognized in fuel blends comprising such hydrocarbon compositions.