N-benzyl-2-(2-chlorophenoxy)-N-((R)-pyrrolidin-2-ylmethyl)propanamide | 1079394-54-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-benzyl-2-(2-chlorophenoxy)-N-((R)-pyrrolidin-2-ylmethyl)propanamide
• 英文别名: N-benzyl-2-(2-chlorophenoxy)-N-[[(2R)-pyrrolidin-2-yl]methyl]propanamide
• CAS: 1079394-54-9
• 化学式: C₂₁H₂₅ClN₂O₂
• 分子量: 372.895
• InChiKey: BETCEOCHSYZOAW-UHUGOGIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-chloro-phenoxy)-propionyl chloride 、 N-benzyl-2-(2-chlorophenoxy)-N-((R)-pyrrolidin-2-ylmethyl)propanamide 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Discovery and optimization of (R)-prolinol-derived agonists of the Growth Hormone Secretagogue receptor (GHSR)

  摘要：

  The discovery and optimization of a novel series of prolinol-derived GHSR agonists is described. This series emerged from a 11,520-member solid-phase library targeting the GPCR protein superfamily, and the rapid optimization of low micromolar hits into single-digit nanomolar leads can be attributed to the solid-phase synthesis of matrix libraries, which revealed multiple non-additive structure-activity relationships. In addition, the separation of potent diastereomers highlighted the influence of the alpha-methyl stereochemistry of the phenoxyacetamide sidechain on GHSR activity. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.07.120
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 N-benzyl-2-(2-chlorophenoxy)-N-((R)-pyrrolidin-2-ylmethyl)propanamide
  参考文献：
  名称：

  Discovery and optimization of (R)-prolinol-derived agonists of the Growth Hormone Secretagogue receptor (GHSR)

  摘要：

  The discovery and optimization of a novel series of prolinol-derived GHSR agonists is described. This series emerged from a 11,520-member solid-phase library targeting the GPCR protein superfamily, and the rapid optimization of low micromolar hits into single-digit nanomolar leads can be attributed to the solid-phase synthesis of matrix libraries, which revealed multiple non-additive structure-activity relationships. In addition, the separation of potent diastereomers highlighted the influence of the alpha-methyl stereochemistry of the phenoxyacetamide sidechain on GHSR activity. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.07.120

文献信息

• Discovery and optimization of (R)-prolinol-derived agonists of the Growth Hormone Secretagogue receptor (GHSR)
  作者：Weixu Zhai、Neil Flynn、Daniel A. Longhi、Joseph A. Tino、Brian J. Murphy、Dorothy Slusarchyk、David A. Gordon、Anna Pendri、Shuhao Shi、Robert Stoffel、Baoqing Ma、Michael J. Sofia、Samuel W. Gerritz

  DOI：10.1016/j.bmcl.2008.07.120

  日期：2008.9

  The discovery and optimization of a novel series of prolinol-derived GHSR agonists is described. This series emerged from a 11,520-member solid-phase library targeting the GPCR protein superfamily, and the rapid optimization of low micromolar hits into single-digit nanomolar leads can be attributed to the solid-phase synthesis of matrix libraries, which revealed multiple non-additive structure-activity relationships. In addition, the separation of potent diastereomers highlighted the influence of the alpha-methyl stereochemistry of the phenoxyacetamide sidechain on GHSR activity. (C) 2008 Published by Elsevier Ltd.