1-((9H-carbazol-4-yl)oxy)-3-((4-fluorophenyl)amino)propan-2-ol | 1070705-45-1

• 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: 1-((9H-carbazol-4-yl)oxy)-3-((4-fluorophenyl)amino)propan-2-ol
• 英文别名: 1-(9H-carbazol-4-yloxy)-3-(4-fluoroanilino)propan-2-ol
• CAS: 1070705-45-1
• 化学式: C₂₁H₁₉FN₂O₂
• 分子量: 350.392
• InChiKey: OZETUOOMRPHYDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  57.3
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-((9H-carbazol-4-yl)oxy)-3-((4-fluorophenyl)amino)propan-2-ol 、 1-溴-2-氯乙烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以86%的产率得到4-(4-(p-fluorophenyl)-morpholin-2-ylmethoxy)-9H-carbazole
  参考文献：
  名称：

  Reddy; Mukkanti; Chakravarthy, Asian Journal of Chemistry, 2010, vol. 22, # 4, p. 3299 - 3306

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氟苯胺 、 4-环氧丙烷氧基咔唑 以 甲苯 为溶剂， 以55%的产率得到1-((9H-carbazol-4-yl)oxy)-3-((4-fluorophenyl)amino)propan-2-ol
  参考文献：
  名称：

  Anumula, Raghupathi Reddy; Kagga, Mukkanti; Ghanta, Mahesh Reddy, Heterocyclic Communications, 2007, vol. 13, # 5, p. 315 - 322

  摘要：

  DOI：

文献信息

• SYNTHESIS OF NEW OXAZOLIDINONYL/OXAZOLIDINYL CARBAZOLE DERIVATIVES FOR β- BLOCKING ACTIVITY
  作者：Raghupathi Reddy Anumula、Mukkanti Kagga、Mahesh Reddy Ghanta、Pratap Reddy Padi

  DOI：10.1515/hc.2008.14.3.187

  日期：2008.1
• Discovery of novel small molecule TLR4 inhibitors as potent anti-inflammatory agents
  作者：Yao Xu、Shujun Chen、Ying Cao、Pingzheng Zhou、Zhipeng Chen、Kui Cheng

  DOI：10.1016/j.ejmech.2018.05.033

  日期：2018.6

  Toll-like receptor 4 (TLR4) initiates innate immune response to release inflammatory cytokines and has been pathologically linked to variety of inflammatory diseases. Recently, we found that Carvedilol, as the classic anti-heart failure and anti-inflammatory clinic drug, could inhibit the TLR4 signaling in the TLR4 overexpressed cells. Herein, we have designed and synthesized a small library of novel Carvedilol derivatives and investigated their potential inhibitory activity. The results indicate that the most potent compound 8a (SMU-XY3) could effectively inhibited TLR4 protein and the LPS triggered alkaline phosphatase signaling in HEK-Blue hTLR4 cells. It down regulated the nitric oxide (NO) in both RAW264.7 cells and BV-2 microglial cells, in addition to blocking the TNF-alpha signaling in ex-vivo human peripheral blood mononuclear cells (PBMC). More interestingly, 8a shows higher affinity to hyperpolarization-activated cyclic nucleotide-gated 4 (HCN4) over HCN2, which probably indicates the new application of TLR4 inhibitor 8a in heart failure, coronary heart disease, and other inflammatory diseases. (C) 2018 Elsevier Masson SAS. All rights reserved.
• Anumula, Raghupathi Reddy; Kagga, Mukkanti; Ghanta, Mahesh Reddy, Heterocyclic Communications, 2007, vol. 13, # 5, p. 315 - 322
  作者：Anumula, Raghupathi Reddy、Kagga, Mukkanti、Ghanta, Mahesh Reddy、Padi, Pratap Reddy

  DOI：——

  日期：——
• Reddy; Mukkanti; Chakravarthy, Asian Journal of Chemistry, 2010, vol. 22, # 4, p. 3299 - 3306
  作者：Reddy、Mukkanti、Chakravarthy、Reddy

  DOI：——

  日期：——