(E)-N-(4-(3-(4-hydroxyphenyl)acryloyl)phenyl)benzenesulfonamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-N-(4-(3-(4-hydroxyphenyl)acryloyl)phenyl)benzenesulfonamide
• 英文别名: 4'-(benzensulfonamido)-4-hydroxychalcone；(E)-4'-benzenesulfonylamino-4-hydroxychalcone；4'-benzenesulfonylamino-4-hydroxychalcone；4'-(benzensulfonylamino)-4-hydroxychalcone；4''-(Benzensulfonamide)-4-hydroxychalcone；N-[4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]phenyl]benzenesulfonamide
• 化学式: C₂₁H₁₇NO₄S
• 分子量: 379.436
• InChiKey: CJSVUASMASROSS-OVCLIPMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-N-(4-(3-(4-hydroxyphenyl)acryloyl)phenyl)benzenesulfonamide 、 6-氯-9-乙基-9H-嘌呤 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 21.0h， 以63.3%的产率得到(E)-1-(4-((phenyl)sulfonamido)phenyl)-3-(4-((9-ethyl-9H-purine-6-yl)oxy)phenyl)-2-propen-1-one
  参考文献：
  名称：

  含嘌呤环的苯磺酰胺查尔酮类衍生物、其制备方法及用途

  摘要：

  本发明公开了一种含嘌呤环的苯磺酰胺查尔酮类衍生物、其制备方法及用途，具有以下的通式（I）：式中：R1为4‑氧甲基、4‑叔丁基、4‑甲基、4‑氟、4‑氯、4‑溴、2‑甲基、2‑氟、2‑氯、2‑溴、和氢原子；R2为甲基、乙基、苄基。本发明能抑制抗烟草花叶病毒、黄瓜花叶病毒和马铃薯Y病毒和南方水稻黑条矮缩病毒的含嘌呤环。

  公开号：

  CN108892668A
• 作为产物：
  描述：

  苯磺酰氯 在 吡啶 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 (E)-N-(4-(3-(4-hydroxyphenyl)acryloyl)phenyl)benzenesulfonamide
  参考文献：
  名称：

  含嘌呤环的苯磺酰胺查尔酮类衍生物、其制备方法及用途

  摘要：

  本发明公开了一种含嘌呤环的苯磺酰胺查尔酮类衍生物、其制备方法及用途，具有以下的通式（I）：式中：R1为4‑氧甲基、4‑叔丁基、4‑甲基、4‑氟、4‑氯、4‑溴、2‑甲基、2‑氟、2‑氯、2‑溴、和氢原子；R2为甲基、乙基、苄基。本发明能抑制抗烟草花叶病毒、黄瓜花叶病毒和马铃薯Y病毒和南方水稻黑条矮缩病毒的含嘌呤环。

  公开号：

  CN108892668A

文献信息

• Novel Chalcone Derivatives, Pharmaceutically Acceptable Salt, Method for Preparation and Uses Thereof
  申请人：Park Ki Hun

  公开号：US20090252694A1

  公开（公告）日：2009-10-08

  Disclosed relates to a novel chalcone derivative, pharmaceutically acceptable salt thereof, a method for preparing the same and uses thereof, the chalcone derivative being readily obtained through the steps of: reacting aminoacetophenone with sulfonylchloride under the presence of an appropriate salt; and reacting the compound prepared in the above step with hydroxybenzaldehide under the presence of an appropriate catalyst. The chalcone derivative of formula 1 in accordance with the present invention having strong enzyme inhibitory activities for glycosidase can be effectively used in preventing and treating various diseases induced by glycosidase, and the chalcone derivative of the invention having tyrosinase and melanin synthesis inhibitory activities can be effectively used as a skin-whitening compound.

  本发明涉及一种新型的香豆素衍生物、其药学上可接受的盐、制备方法及其用途。该香豆素衍生物可以通过以下步骤轻松获得：在适当的盐的存在下，使氨基苯乙酮与磺酰氯反应；然后，在适当的催化剂存在下，使上述步骤中制备的化合物与羟基苯甲醛反应。本发明中的式1香豆素衍生物具有强烈的酶抑制活性，可有效用于预防和治疗由酶诱导的各种疾病，而本发明中的具有酪氨酸酶和黑色素合成抑制活性的香豆素衍生物可有效用作美白化合物。
• Anti-cancer composition containing chalcone compounds
  申请人：Seoul National University Industry Foundation

  公开号：EP2601943A1

  公开（公告）日：2013-06-12

  The present invention relates to a method for screening an anticancer compound and an anticancer compound screened using the method, and more particularly, to a method for screening an anticancer compound, the method comprising: culturing cancer cells expressing the oncogenic protein transmembrane 4 L6 family member 5 (TM4SF5), expressed as the polypeptide of SEQ ID NO: 2, treating the cancer cells with an anticancer candidate, and determining that the anticancer candidate is an anticancer substance when the candidate exhibits antagonistic activity against tumor formation and metastasis based on several events through the molecular mechanism of TM4SF5. The present invention also relates to chalcone compounds screened to have anticancer activity using the method, and an anticancer composition comprising the compound as an effective ingredient.

  本发明涉及一种筛选抗癌化合物的方法和使用该方法筛选的抗癌化合物，更具体地说，涉及一种筛选抗癌化合物的方法，该方法包括：培养表达致癌蛋白跨膜4 L6家族成员5（TM4SF5）的癌细胞，该蛋白表达为SEQ ID NO：2的多肽表达的癌细胞，用抗癌候选物处理癌细胞，当抗癌候选物通过TM4SF5的分子机制对肿瘤的形成和转移表现出拮抗活性时，确定该抗癌候选物为抗癌物质。本发明还涉及使用该方法筛选出的具有抗癌活性的查尔酮化合物，以及包含该化合物作为有效成分的抗癌组合物。
• Chemoselective regulation of TREK2 channel: Activation by sulfonate chalcones and inhibition by sulfonamide chalcones
  作者：Eun-Jin Kim、Hyung Won Ryu、Marcus J. Curtis-Long、Jaehee Han、Jun Young Kim、Jung Keun Cho、Dawon Kang、Ki Hun Park

  DOI：10.1016/j.bmcl.2010.05.033

  日期：2010.7

  Although it has not been extensively studied, a significant volume of literature suggests that TREK2 will probably turn out to be an important channel in charge of tuning neuronal transmitter and hormone levels. Thus, pharmacological tools which can manipulate this channel, such as selective agonists are essential both in drug design and to further our understanding of this system. Our investigations have shown that sulfonate ('O') chalcone and sulfonamide ('N') chalcones regulate the TREK2 channel in remarkably different ways: sulfonamide chalcone 5 behaved as an inhibitor with an IC(50) of 62 mu M, whereas the sulfonate analogue 11 activated TREK2 with EC(50) value of 167 mu M. (C) 2010 Elsevier Ltd. All rights reserved.
• METHOD FOR SCREENING ANTI-CANCER COMPOUNDS INHIBITING FUNCTION OF TM4SF5 AND ANTI-CANCER COMPOSITION CONTAINING CHALCONE COMPOUNDS
  申请人：Seoul National University Industry Foundation

  公开号：EP2099440A1

  公开（公告）日：2009-09-16
• METHOD FOR SCREENING ANTI-CANCER COMPOUNDS INHIBITING FUNCTION OF TM4SF5
  申请人：Seoul National University Industry Foundation

  公开号：EP2099440B1

  公开（公告）日：2013-02-27