2-amino-5-(ethylsulfonyl)phenol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-5-(ethylsulfonyl)phenol
• 英文别名: 2-amino-5-ethylsulfonylphenol
• 化学式: C₈H₁₁NO₃S
• 分子量: 201.246
• InChiKey: TYFGMFQLFGWYBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 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：
  88.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-5-(ethylsulfonyl)phenol 、 4-乙氧基苯基硫氰酸酯 在 双氧水 、 lithium hydroxide 作用下， 生成 N-(4-ethoxyphenyl)-6-ethylsulfonyl-1,3-benzoxazol-2-amine
  参考文献：
  名称：

  Hit to lead SAR study on benzoxazole derivatives for an NPY Y5 antagonist

  摘要：

  We report a hit to lead study on a novel benzoxazole NPY Y5 antagonist. Starting from HTS hit 1, structure-activity relationships were developed. Compound 12 showed reduction of food intake and a tendency to suppress body weight gain over the 21-day experimental period. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.027
• 作为产物：
  描述：

  5-氟-2-硝基苯酚 在 palladium on carbon 、 氢气 作用下， 以 industrial methylated spirit 、 二甲基亚砜 为溶剂， 反应 19.0h， 生成 2-amino-5-(ethylsulfonyl)phenol
  参考文献：
  名称：

  Discovery of 2-Arylbenzoxazoles as Upregulators of Utrophin Production for the Treatment of Duchenne Muscular Dystrophy

  摘要：

  A series of novel 2-arylbenzoxazoles that upregulate the production of utrophin in murine H2K cells, as assessed using a luciferase reporter linked assay, have been identified. This compound class appears to hold considerable promise as a potential treatment for Duchenne muscular dystrophy. Following the delineation of structure-activity relationships in the series, a number of potent upregulators were identified, and preliminary ADME evaluation is described. These studies have resulted in the identification of 1, a compound that has been progressed to clinical trials.

  DOI：

  10.1021/jm200135z

文献信息

• Solid phase-assisted synthesis and screening of a small library of N-(4-hydroxyphenyl)retinamide (4-HPR) analogs
  作者：Serena M. Mershon、Allyson L. Anding、Jason S. Chapman、Margaret Clagett-Dame、Laura A. Stonerock、Robert W. Curley

  DOI：10.1016/j.bmcl.2006.10.050

  日期：2007.2

  Using solid phase-assisted synthesis and purification, a 49 member library of analogs of the main mammary tumor chemopreventive retinoid N-(4-hydroxyphenyl)retinamide (4-HPR) has been prepared. After prescreening for growth inhibitory activity in human mammary tumor cells (MCF-7) in culture, most of those analogs which showed activity (12 of them) were assayed for apoptosis-inducing activity in the MCF-7 cells. At least 3 of the analogs (13, 24, and 28) showed activity approaching that of 4-HPR. (c) 2006 Elsevier Ltd. All rights reserved.
• Verfahren zum Färben linearer Polyamide in der Masse mit Salzen von 1:2 Chromkomplex-monoazofarbstoffen; die damit erzeugten Fasern
  申请人：CIBA-GEIGY AG

  公开号：EP0000331B1

  公开（公告）日：1983-12-28
• US4263197A
  申请人：——

  公开号：US4263197A

  公开（公告）日：1981-04-21