2-(2,3-dihydroxyphenyl)-1-ethanol | 62978-84-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(2,3-dihydroxyphenyl)-1-ethanol
• 英文别名: 3-(2-Hydroxyethyl)benzene-1,2-diol
• CAS: 62978-84-1
• 化学式: C₈H₁₀O₃
• 分子量: 154.166
• InChiKey: LUWUADRTJXFXIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  邻羟基苯乙醇 在 碳酸二甲酯 、 sodium dithionite 作用下， 以 水 为溶剂， 反应 1.08h， 以68%的产率得到2-(2,3-dihydroxyphenyl)-1-ethanol
  参考文献：
  名称：

  Synthesis and Structure/Antioxidant Activity Relationship of Novel Catecholic Antioxidant Structural Analogues to Hydroxytyrosol and Its Lipophilic Esters

  摘要：

  A large panel of novel catecholic antioxidants and their fatty acid or methyl carbonate esters has been synthesized in satisfactory to good yields through a 2-iodoxybenzoic acid (IBX)-mediated aromatic hydroxylation as the key step. The new catechols are structural analogues of naturally occurring hydroxytyrosol (3,4-DHE). To evaluate structure/activity relationships, the antioxidant properties of all catecholic compounds were evaluated in vitro by ABTS assay and on whole cells by DCF fluorometric assay and compared with that of the corresponding already known hydroxytyrosyl derivatives. Results outline that all of the new catechols show antioxidant capacity in vitro higher than that of the corresponding hydroxytyrosyl derivatives. Less evident positive effects have been detected in whole cells experiments. Cytotoxicity experiments, using MTT assay, on a representative set of compounds evidenced no influence in cell survival.

  DOI：

  10.1021/jf301131a

文献信息

• Topical Delivery System for Antiaging and Skin Whitening Agents
  申请人：GUPTA SHYAM K.

  公开号：US20090074691A1

  公开（公告）日：2009-03-19

  This invention relates to certain hydroxyaryl alkanols, alkyl amines, alkyl amino acids, alkyl amino esters, and alkyl amino alkanols (“Hydroxyaryl compounds”) of formula (I). A method of topical application of said hydroxyaryl compounds is also disclosed. The treatment of certain enzyme dysfunctions that cause skin or hair condition such as darkened skin including age spots, dark circles around the eyes, and discoloration of skin from stretch marks; skin conditions related to acne including excess facial oil and facial pore size; premature hair aging including hair loss and graying; inflammation including intra-cellular and extra-cellular inflammation; skin aging including wrinkles and fine lines; loss of collagen including thinning skin and loss of skin pliability; malfunction of tyrosinase group of enzymes; and malfunction of matrix metalloprotease group of enzymes with said hydroxyaryl compounds is also disclosed:

  本发明涉及公式（I）的某些羟基芳基丙醇、烷基胺、烷基氨基酸、烷基氨基酯和烷基氨基丙醇（“羟基芳基化合物”）。还公开了一种使用上述羟基芳基化合物的局部应用方法。本发明还公开了使用上述羟基芳基化合物治疗某些酶功能障碍，这些酶功能障碍导致皮肤或头发状况的异常，例如黑化的皮肤，包括老年斑、眼周黑眼圈和妊娠纹引起的皮肤色素沉着；与痤疮相关的皮肤状况，包括过多的面部油脂和面部毛孔大小；过早的头发老化，包括脱发和白发；炎症，包括细胞内和细胞外炎症；皮肤衰老，包括皱纹和细纹；胶原蛋白流失，包括皮肤变薄和失去弹性；酪氨酸酶类酶的功能障碍；以及基质金属蛋白酶类酶的功能障碍。
• EP0201591A4
  申请人：——

  公开号：EP0201591A4

  公开（公告）日：1987-04-14
• METHOD FOR BIOLOGICAL TESTING AND/OR DEVELOPING PHARMACEUTICALS FOR TREATMENT OF DISORDERS
  申请人：ESA, Inc.

  公开号：EP0201591A1

  公开（公告）日：1986-11-20
• METHOD FOR DEVELOPING PHARMACEUTICALS FOR TREATMENT OF DISORDERS
  申请人：ESA, Inc.

  公开号：EP0201591B1

  公开（公告）日：1993-02-10
• OLIVE POLYPHENOLS CONCENTRATE
  申请人：Natraceutical Industrial S.L.U.

  公开号：EP1755412A1

  公开（公告）日：2007-02-28