7-((benzo[d]thiazol-2-ylamino)(phenyl)methyl)quinolin-8-ol | 73855-33-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7-((benzo[d]thiazol-2-ylamino)(phenyl)methyl)quinolin-8-ol
• 英文别名: 7-(benzothiazol-2-ylamino-phenyl-methyl)-quinolin-8-ol；7-(α-benzothiazol-2-ylamino-benzyl)-quinolin-8-ol；7-(α-Benzothiazol-2-ylamino-benzyl)-chinolin-8-ol；7-(alpha-2-Benzothiazolylaminobenzyl)-8-quinolinol；7-[(1,3-benzothiazol-2-ylamino)-phenylmethyl]quinolin-8-ol
• CAS: 73855-33-1
• 化学式: C₂₃H₁₇N₃OS
• 分子量: 383.473
• InChiKey: RVEAMUTXPUACCQ-UHFFFAOYSA-N

物化性质

• 沸点：
  624.7±65.0 °C(Predicted)
• 密度：
  1.389±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  86.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  8-羟基喹啉 、 2-氨基苯并噻唑 、 苯甲醛 以 乙醇 为溶剂， 反应 0.25h， 以90%的产率得到7-((benzo[d]thiazol-2-ylamino)(phenyl)methyl)quinolin-8-ol
  参考文献：
  名称：

  8-Hydroxyquinoline-based inhibitors of the Rce1 protease disrupt Ras membrane localization in human cells

  摘要：

  Ras converting enzyme 1 (Rce1) is an endoprotease that catalyzes processing of the C-terminus of Ras protein by removing -aaX from the CaaX motif. The activity of Rce1 is crucial for proper localization of Ras to the plasma membrane where it functions. Ras is responsible for transmitting signals related to cell proliferation, cell cycle progression, and apoptosis. The disregulation of these pathways due to constitutively active oncogenic Ras can ultimately lead to cancer. Ras, its effectors and regulators, and the enzymes that are involved in its maturation process are all targets for anti-cancer therapeutics. Key enzymes required for Ras maturation and localization are the farnesyltransferase (FTase), Rce1, and isoprenylcysteine carboxyl methyltransferase (ICMT). Among these proteins, the physiological role of Rce1 in regulating Ras and other CaaX proteins has not been fully explored. Small-molecule inhibitors of Rce1 could be useful as chemical biology tools to understand further the downstream impact of Rce1 on Ras function and serve as potential leads for cancer therapeutics. Structure-activity relationship (SAR) analysis of a previously reported Rce1 inhibitor, NSC1011, has been performed to generate a new library of Rce1 inhibitors. The new inhibitors caused a reduction in Rce1 in vitro activity, exhibited low cell toxicity, and induced mislocalization of EGFP-Ras from the plasma membrane in human colon carcinoma cells giving rise to a phenotype similar to that observed with siRNA knockdowns of Rce1 expression. Several of the new inhibitors were more effective at mislocalizing K-Ras compared to a potent farnesyltransferase inhibitor (FTI), which is significant because of the preponderance of K-Ras mutations in cancer. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.11.043

文献信息

• [EN] ANTI-VIRAL COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND METHODS OF USE THEREOF<br/>[FR] COMPOSÉS ANTI-VIRAUX, COMPOSITIONS PHARMACEUTIQUES ET MÉTHODES D'UTILISATION ASSOCIÉES
  申请人：KINETA INC

  公开号：WO2016057518A1

  公开（公告）日：2016-04-14

  Disclosed herein are compounds, pharmaceutical compositions, and methods for the treatment of viral infection, including RNA viral infection, as well as compounds, pharmaceutical compositions, and methods for modulating innate immunity in a subject and/or in cells.

  本文公开了化合物、药物组合物以及治疗病毒感染的方法，包括RNA病毒感染的方法，以及调节受试者和/或细胞天生免疫的化合物、药物组合物和方法。
• THE REACTION OF ANILS WITH 8-QUINOLINOL
  作者：J. P. PHILLIPS、R. W. KEOWN、QUINTUS FERNANDO

  DOI：10.1021/jo01371a005

  日期：1954.6
• FLAVIVIRUS INHIBITORS AND METHODS FOR THEIR USE
  申请人：Padmanabhan Radhakrishnan

  公开号：US20110224207A1

  公开（公告）日：2011-09-15

  Methods of treating, preventing, and/or ameliorating a Flavivirus infection in a subject are disclosed. The methods comprise administering to the subject a therapeutically effective amount of a Flavivirus inhibitor, e.g., a Flavivirus serine protease inhibitor. These methods are useful in treating, preventing, and/or ameliorating Flavivurs infections such as, for example, West Nile Virus, Dengue Virus, and Japanese Encephalitis Virus.
• Flavivirus Inhibitors and Methods of Their Use
  申请人：Padmanabhan Radhakrishnan

  公开号：US20140038962A1

  公开（公告）日：2014-02-06

  Methods of treating, preventing, and/or ameliorating a Flavivirus infection in a subject are disclosed. The methods comprise administering to the subject a therapeutically effective amount of a Flavivirus inhibitor, e.g., a Flavivirus serine protease inhibitor. These methods are useful in treating, preventing, and/or ameliorating Flavivirus infections such as, for example, West Nile Virus, Dengue Virus, and Japanese Encephalitis Virus.
• US8563580B2
  申请人：——

  公开号：US8563580B2

  公开（公告）日：2013-10-22