3-(2-phenyl-1,3-thiazol-4-yl)-1H-indole | 309921-19-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-(2-phenyl-1,3-thiazol-4-yl)-1H-indole
• 英文别名: 4-(1H-indol-3-yl)-2-phenyl-1,3-thiazole
• CAS: 309921-19-5
• 化学式: C₁₇H₁₂N₂S
• 分子量: 276.362
• InChiKey: XJCFBDKRLHCZPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-乙酰吲哚 在 溴 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 26.0h， 生成 3-(2-phenyl-1,3-thiazol-4-yl)-1H-indole
  参考文献：
  名称：

  Synthesis and Antitumor Activity of 3-(2-Phenyl-1,3-thiazol-4-yl)-1H-indoles and 3-(2-Phenyl-1,3-thiazol-4-yl)-1H-7-azaindoles

  摘要：

  AbstractGiven the potent antimicrobial, antiviral, and antitumor activities of many natural products, there is an increasing interest in the synthesis of new molecules based on natural compound scaffolds. Based on a 2,4‐bis(3′‐indolyl)imidazole skeleton, two new series of phenylthiazolylindoles and phenylthiazolyl‐7‐azaindoles were obtained by Hantzsch reaction between substituted phenylthioamides and the α‐bromoacetyl derivatives. Some azaindole derivatives, tested at the National Cancer Institute against a panel of ∼60 tumor cell lines derived from nine human cancer cell types, showed inhibitory effects against all cell lines investigated at micromolar to nanomolar concentrations. Two of them exhibited a high affinity for CDK1, with IC50 values of 0.41 and 0.85 μM. These promising results will set the foundation for future investigations into the development of anticancer therapies.

  DOI：

  10.1002/cmdc.201100078

文献信息

• [EN] SMALL-MOLECULE UT-A-SELECTIVE UREA TRANSPORT INHIBITORS<br/>[FR] INHIBITEURS DE TRANSPORT D'URÉE SÉLECTIFS UT-A À PETITES MOLÉCULES
  申请人：UNIV CALIFORNIA

  公开号：WO2015172065A1

  公开（公告）日：2015-11-12

  Provided herein are compounds that are urea transporter-A inhibitors that are useful for producing a strong diuretic response and may be used for treating refractory edema associated with cardiovascular, renal, and metabolic diseases, disorders, and conditions.

  本文提供了一些尿素转运体A抑制剂化合物，可用于产生强烈的利尿反应，并可用于治疗与心血管、肾脏和代谢性疾病、紊乱和病症相关的难治性水肿。
• Small-molecule UT-A-selective urea transport inhibitors
  申请人：The Regents of the University of California

  公开号：US11123340B2

  公开（公告）日：2021-09-21

  Provided herein are compounds that are urea transporter-A inhibitors that are useful for producing a strong diuretic response and may be used for treating refractory edema associated with cardiovascular, renal, and metabolic diseases, disorders, and conditions.

  本文提供的化合物是尿素转运体-A 抑制剂，可产生强烈的利尿反应，可用于治疗与心血管、肾脏和代谢疾病、失调和病症相关的难治性水肿。
• SMALL-MOLECULE UT-A-SELECTIVE UREA TRANSPORT INIHIBITORS
  申请人：The Regents of the University of California

  公开号：US20170239235A1

  公开（公告）日：2017-08-24

  Provided herein are compounds that are urea transporter-A inhibitors that are useful for producing a strong diuretic response and may be used for treating refractory edema associated with cardiovascular, renal, and metabolic diseases, disorders, and conditions.
• SMALL-MOLECULE UT-A-SELECTIVE UREA TRANSPORT INHIBITORS
  申请人：The Regents of the University of California

  公开号：US20200016147A1

  公开（公告）日：2020-01-16

  Provided herein are compounds that are urea transporter-A inhibitors that are useful for producing a strong diuretic response and may be used for treating refractory edema associated with cardiovascular, renal, and metabolic diseases, disorders, and conditions.