| 1401533-11-6

• 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
• CAS: 1401533-11-6
• 化学式: C₂₉H₃₀ClN₃O₃S
• 分子量: 536.094
• InChiKey: JACPIEJZICNSTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.14
• 重原子数：
  37.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  62.74
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 3-chloro-N-piperidin-4-yl-N-(quinolin-4-ylmethyl)-1-benzothiophene-2-carboxamide
  参考文献：
  名称：

  Potent small molecule Hedgehog agonists induce VEGF expression in vitro

  摘要：

  Here, we describe the synthesis, SAR studies as well as biological investigations of the known Hedgehog signaling agonist SAG and a small library of its analogues. The SAG and its derivatives were analyzed for their potency to activate the expression of the Hh target gene Gli1 in a reporter gene assay. By analyzing SAR important molecular descriptors for Gill activation have been identified. SAG as well as compound 10c proven to be potent activators of VEGF expression in cultivated dermal fibroblasts. Importantly and in contrast to SAG, derivative 10c displayed no toxicity in concentrations up to 250 mu m. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.08.026
• 作为产物：
  描述：

  1-Boc-4-氨基哌啶 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 magnesium sulfate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 38.0h， 生成
  参考文献：
  名称：

  Potent small molecule Hedgehog agonists induce VEGF expression in vitro

  摘要：

  Here, we describe the synthesis, SAR studies as well as biological investigations of the known Hedgehog signaling agonist SAG and a small library of its analogues. The SAG and its derivatives were analyzed for their potency to activate the expression of the Hh target gene Gli1 in a reporter gene assay. By analyzing SAR important molecular descriptors for Gill activation have been identified. SAG as well as compound 10c proven to be potent activators of VEGF expression in cultivated dermal fibroblasts. Importantly and in contrast to SAG, derivative 10c displayed no toxicity in concentrations up to 250 mu m. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.08.026