3-羟基-4-甲氧基-苯丙醇 | 57627-75-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3-羟基-4-甲氧基-苯丙醇
• 中文别名: 3-羟基-4-甲氧基苯丙醇
• 英文名称: 5-(3-hydroxypropyl)-2-methoxyphenol
• CAS: 57627-75-5
• 化学式: C₁₀H₁₄O₃
• mdl: MFCD09927342
• 分子量: 182.219
• InChiKey: NFWDLPLJWSIDTA-UHFFFAOYSA-N

物化性质

• 熔点：
  63-67°C
• 沸点：
  342.0±27.0 °C(Predicted)
• 密度：
  1.148±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2909500000

反应信息

• 作为反应物：
  描述：

  3-羟基-4-甲氧基-苯丙醇 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 5-(3-Bromopropyl)-2-methoxyphenol
  参考文献：
  名称：

  高价碘 (III) 介导的酚胺串联氧化脱芳构化/氮丙啶化：功能化未活化氮丙啶的合成

  摘要：

  描述了一种新的高价碘 (III) 介导的串联反应，涉及酚胺的氧化脱芳构化和原位氮丙啶化，为组装结构有趣且合成有用的氮丙啶提供了一种温和而有效的方法。重要的是，这种前所未有的串联反应产生的密集功能化的氮丙啶提供了一个平台，通过氮丙啶的选择性开环引发的转化，可以快速获得结构多样的氮杂杂环。

  DOI：

  10.1002/chem.202100762
• 作为产物：
  描述：

  5-甲酰基-2-甲氧基苯基 乙酸酯 在 palladium on activated charcoal 氢气 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 3-羟基-4-甲氧基-苯丙醇
  参考文献：
  名称：

  Stable Isotope Labeling Pattern of Resveratrol and Related Natural Stilbenes

  摘要：

  The stable isotope characterization of resveratrol 1 from Polygonum cuspidatum and of related natural stilbenes 11 and 12 obtained by hydrolysis of the corresponding glucosides 2 and 3 from Rheum is reported. The C-6-C-2-C-6 framework of suitably protected derivatives of 1, 2, and 3 has been degraded with ozone to the C-6-C-1 aldehydes 4, 5, 9, and 10, retaining all hydrogen atoms of the precursors. The natural and synthetic derivatives are characterized and distinguished by natural abundance deuterium nuclear magnetic resonance studies. In the case of anisaldehyde 4 the two series show, as expected, the characteristic difference of the aromatic labeling. The formyl deuterium contents of 4 and 5 from resveratrol are remarkably different, seemingly reflecting the different enrichments existing between positions 3 and 2, respectively, of the phenylpropanoid precursor. The positional delta(18)O values of the extractive materials 1-3 were also determined. In this instance a selective deoxygenation procedure was adopted, leading from 1 to the products 6, 7, and 8. The delta(18)O values of the latter compounds reveal, respectively, those at position 4' and positions 3 and 5 of 1. Similarly, the phenolic products 11 and 12 were converted into 13 and 14. From the delta(18)O values of the single components it is possible to design a detailed map of the oxygen fractionations which characterizes the stilbenes 1-3. In particular, the oxygen present at position 4' of the phenylpropanoid moiety of 1-3 shows delta(18)O values of +11.5, +1.8, and +6.7parts per thousand, respectively. Moreover, the phenolic oxygen atom at position 3' of rhapontin 3 shows a value of +11.7parts per thousand. The data are compared with those previously obtained on structurally related compounds. These results show the utility of simple chemical degradations in the stable isotope characterization of structurally complex food components.

  DOI：

  10.1021/jf011103j

文献信息

• [EN] CATECHOL O-METHYLTRANSFERASE ACTIVITY INHIBITING COMPOUNDS<br/>[FR] COMPOSÉS INHIBANT L'ACTIVITÉ DE LA CATÉCHOL O-MÉTHYLTRANSFÉRASE
  申请人：ORION CORP

  公开号：WO2013175053A1

  公开（公告）日：2013-11-28

  Compounds of formula (I), wherein R1 is as defined in the claims, exhibit COMT enzyme inhibiting activity and are thus useful as COMT inhibitors.

  式（I）中的化合物，其中R1如权利要求中定义的，具有COMT酶抑制活性，因此可用作COMT抑制剂。
• CATECHOL O-METHYLTRANSFERASE ACTIVITY INHIBITING COMPOUNDS
  申请人：Orion Corporation

  公开号：US20150218124A1

  公开（公告）日：2015-08-06

  Compounds of formula (I), wherein R 1 is as defined in the claims, exhibit COMT enzyme inhibiting activity and are thus useful as COMT inhibitors. Methods of treatment and pharmaceutical dosage forms are also disclosed.

  式(I)的化合物，其中R1如权利要求所定义，表现出COMT酶抑制活性，因此可用作COMT抑制剂。还公开了治疗方法和制药剂量形式。
• Anionic surfactants and detergents comprising them
  申请人：Henkel AG & Co. KGaA

  公开号：US10988710B2

  公开（公告）日：2021-04-27

  Surfactants of the general formula (I) in which R1 is a linear or branched akyl radical having 6 to 20, especially 10 to 16 C atoms, R2 and R3 independently of one another are H or H3CO, and M is hydrogen, an alkali metal or a moiety N+R4R5R6, in which R4, R5 and R6 independently of one another are hydrogen, an alkyl group having 1 to 6 C atoms or a hydroxyalkyl group having 2 to 6 C atoms, are readily incorporated into laundry detergents or cleaning products, possess outstanding performance qualities and can be prepared on the basis of renewable raw materials.

  通式（I）的表面活性剂，其中 R1 是具有 6 至 20 个，特别是 10 至 16 个 C 原子的直链或支链烷基，R2 和 R3 相互独立地为 H 或 H3CO，M 是氢、碱金属或分子 N+R4R5R6，其中 R4、R5 和 R6 相互独立地为氢、具有 1 至 6 个 C 原子的烷基或具有 2 至 6 个 C 原子的羟基烷基，易于掺入洗衣粉或清洁产品中，具有出色的性能品质，并可利用可再生原料制备。
• Anionic surfactants and washing agents containing said surfactants
  申请人：Henkel AG & Co. KGaA

  公开号：US10988709B2

  公开（公告）日：2021-04-27

  Surfactants of general formula (I), in which R1 denotes a linear or branched alkyl residue having 6 to 20, and in particular 8 to 14 carbon atoms, R2 denotes H or CH3, and M denotes hydrogen, an alkali metal or an N+R3R4R5 grouping, in which R3, R4 and R5, independently of one another, denote hydrogen, an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 2 to 6 carbon atom, can be easily incorporated into washing or cleaning agents, have outstanding application-related properties, and can be produced based on renewable resources.

  通式(I)的表面活性剂，其中 R1 表示具有 6 至 20 个碳原子，特别是 8 至 14 个碳原子的直链或支链烷基残基，R2 表示 H 或 CH3，M 表示氢、碱金属或 N+R3R4R5 基团，其中 R3、R4 和 R5 相互独立、R3, R4 和 R5 相互独立地表示氢、具有 1 至 6 个碳原子的烷基或具有 2 至 6 个碳原子的羟烷基。
• Synthesis of isomeric corniculatolides
  作者：Gajanan N. Raut、Kasturi Chakraborty、Priyanka Verma、Rajesh S. Gokhale、D. Srinivasa Reddy

  DOI：10.1016/j.tetlet.2012.09.010

  日期：2012.11

  Synthesis of three natural macrolides 11-O-methylcorniculatolide A, 11-O-methylisocorniculatolide A and isocorniculatolide A is reported using a simple, straight forward and high-yielding route. The present synthesis confirms the assigned molecular structures and provides an access to sufficient quantities of the natural products for the biological evaluation. In addition, we have determined the anti-TB potential of the three natural compounds using Alamar-Blue assay (H(37)Rv) and found no significant inhibitory activity at 100 mu g/ml. Excellent yields, short sequence and useful SAR information are the highlights of the present work. (C) 2012 Elsevier Ltd. All rights reserved.