L-4-piperidineglycinol | 1315050-10-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: L-4-piperidineglycinol
• 英文别名: (2S)-2-amino-2-piperidin-4-ylethanol
• CAS: 1315050-10-2
• 化学式: C₇H₁₆N₂O
• 分子量: 144.217
• InChiKey: KLZGJIBLEJDBJP-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-氯噻唑-2-磺酰氯 、 L-4-piperidineglycinol 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 5-chloro-N-[(S)-2-hydroxy-1-piperidin-4-ylethyl]thiophene-2-sulfonamide
  参考文献：
  名称：

  (S)-N-(5-Chlorothiophene-2-sulfonyl)-β,β-diethylalaninol a Notch-1-sparing γ-secretase inhibitor

  摘要：

  Accumulation of beta-amyloid (A beta), produced by the proteolytic cleavage of amyloid precursor protein (APP) by beta- and gamma-secretase, is widely believed to be associated with Alzheimer's disease (AD). Research around the high-throughput screening hit (S)-4-chlorophenylsulfonyl isoleucinol led to the identification of the Notch-1-sparing (9.5-fold) gamma-secretase inhibitor (S)-N-(5-chlorothiophene-2-sulfonyl)-beta,beta-diethylalaninol 7.b.2 (A beta (40/42) EC50 = 28 nM), which is efficacious in reduction of A beta production in vivo. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.116
• 作为产物：
  描述：

  (S)-alfa-氨基-4-哌啶乙酸 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 L-4-piperidineglycinol
  参考文献：
  名称：

  (S)-N-(5-Chlorothiophene-2-sulfonyl)-β,β-diethylalaninol a Notch-1-sparing γ-secretase inhibitor

  摘要：

  Accumulation of beta-amyloid (A beta), produced by the proteolytic cleavage of amyloid precursor protein (APP) by beta- and gamma-secretase, is widely believed to be associated with Alzheimer's disease (AD). Research around the high-throughput screening hit (S)-4-chlorophenylsulfonyl isoleucinol led to the identification of the Notch-1-sparing (9.5-fold) gamma-secretase inhibitor (S)-N-(5-chlorothiophene-2-sulfonyl)-beta,beta-diethylalaninol 7.b.2 (A beta (40/42) EC50 = 28 nM), which is efficacious in reduction of A beta production in vivo. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.116

文献信息

• (S)-N-(5-Chlorothiophene-2-sulfonyl)-β,β-diethylalaninol a Notch-1-sparing γ-secretase inhibitor
  作者：Derek C. Cole、Joseph R. Stock、Anthony F. Kreft、Madelene Antane、Suzan H. Aschmies、Kevin P. Atchison、David S. Casebier、Thomas A. Comery、George Diamantidis、John W. Ellingboe、Boyd L. Harrison、Yun Hu、Mei Jin、Dennis M. Kubrak、Peimin Lu、Charles W. Mann、Robert L. Martone、William J. Moore、Aram Oganesian、David R. Riddell、June Sonnenberg-Reines、Shaiu-Ching Sun、Erik Wagner、Zheng Wang、Kevin R. Woller、Zheng Xu、Hua Zhou、J. Steven Jacobsen

  DOI：10.1016/j.bmcl.2008.11.116

  日期：2009.2

  Accumulation of beta-amyloid (A beta), produced by the proteolytic cleavage of amyloid precursor protein (APP) by beta- and gamma-secretase, is widely believed to be associated with Alzheimer's disease (AD). Research around the high-throughput screening hit (S)-4-chlorophenylsulfonyl isoleucinol led to the identification of the Notch-1-sparing (9.5-fold) gamma-secretase inhibitor (S)-N-(5-chlorothiophene-2-sulfonyl)-beta,beta-diethylalaninol 7.b.2 (A beta (40/42) EC50 = 28 nM), which is efficacious in reduction of A beta production in vivo. (C) 2008 Elsevier Ltd. All rights reserved.