BSc4041 | 1333215-61-4

• 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: BSc4041
• 英文别名: 2-(3-formyl-9-octyl-9H-carbazol-2-yloxy)acetic acid；2-(3-Formyl-9-octylcarbazol-2-yl)oxyacetic acid
• CAS: 1333215-61-4
• 化学式: C₂₃H₂₇NO₄
• 分子量: 381.472
• InChiKey: NKJRLYBQJCAGMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  68.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  BSc4041 在 sodium tetrahydroborate 、 乙醇 作用下， 以35%的产率得到BSc4048
  参考文献：
  名称：

  NSAID-derived γ-secretase modulation requires an acidic moiety on the carbazole scaffold

  摘要：

  Modulation of gamma-secretase activity holds potential for the treatment of Alzheimer's disease. Most NSAID-derived gamma-secretase modulators feature a carboxylic acid, which may impair blood-brain barrier permeation. The structure activity relationship of 33 carbazoles featuring diverse carboxylic acid isosteres or metabolic precursors thereof was established in a cellular amyloid secretion assay. The modulatory activity was observed for acidic moieties and metabolically labile esters only, which supports our hypothesis of an acid-lysine interaction to be relevant for this type of gamma-secretase modulators. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.06.062
• 作为产物：
  描述：

  BSc4028 在 potassium hydroxide 、 三氯氧磷 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 反应 72.0h， 生成 BSc4041
  参考文献：
  名称：

  NSAID-derived γ-secretase modulation requires an acidic moiety on the carbazole scaffold

  摘要：

  Modulation of gamma-secretase activity holds potential for the treatment of Alzheimer's disease. Most NSAID-derived gamma-secretase modulators feature a carboxylic acid, which may impair blood-brain barrier permeation. The structure activity relationship of 33 carbazoles featuring diverse carboxylic acid isosteres or metabolic precursors thereof was established in a cellular amyloid secretion assay. The modulatory activity was observed for acidic moieties and metabolically labile esters only, which supports our hypothesis of an acid-lysine interaction to be relevant for this type of gamma-secretase modulators. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.06.062

文献信息

• NSAID-derived γ-secretase modulation requires an acidic moiety on the carbazole scaffold
  作者：Andrea Zall、Daniel Kieser、Nicole Höttecke、Eva C. Naumann、Binia Thomaszewski、Katrin Schneider、Dirk T. Steinbacher、Robert Schubenel、Stefan Masur、Karlheinz Baumann、Boris Schmidt

  DOI：10.1016/j.bmc.2011.06.062

  日期：2011.8

  Modulation of gamma-secretase activity holds potential for the treatment of Alzheimer's disease. Most NSAID-derived gamma-secretase modulators feature a carboxylic acid, which may impair blood-brain barrier permeation. The structure activity relationship of 33 carbazoles featuring diverse carboxylic acid isosteres or metabolic precursors thereof was established in a cellular amyloid secretion assay. The modulatory activity was observed for acidic moieties and metabolically labile esters only, which supports our hypothesis of an acid-lysine interaction to be relevant for this type of gamma-secretase modulators. (C) 2011 Elsevier Ltd. All rights reserved.