N-[3-(10H-phenothiazin-10-yl)propanoyl]glycine | 1571506-15-4

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: N-[3-(10H-phenothiazin-10-yl)propanoyl]glycine
• CAS: 1571506-15-4
• 化学式: C₁₇H₁₆N₂O₃S
• 分子量: 328.392
• InChiKey: WCXVDZJVYZRKSI-UHFFFAOYSA-N

物化性质

• 沸点：
  625.9±55.0 °C(Predicted)
• 密度：
  1.344±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  69.64
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-[3-(10H-phenothiazin-10-yl)propanoyl]glycine 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 53.0h， 生成 prop-2-ynyl N-[3-(10H-phenothiazin-10-yl)propanoyl]glycylglycyltyrosinate
  参考文献：
  名称：

  Peptide chemistry applied to a new family of phenothiazine-containing inhibitors of human farnesyltransferase

  摘要：

  Novel phenothiazine derivatives bearing an amino acid residue were synthesized via peptide chemistry, and evaluated for their inhibitory potential on human farnesyltransferase. The phenothiazine unit proved to be an important bulky unit in the structure of the synthesized inhibitors. Propargyl ester 20 bearing a tyrosine residue exhibited the best biological potential in vitro in the present study. Further syntheses and biological evaluation of phenothiazine derivatives are necessary in order to gain a full view of SAR in this family of farnesyltransferase inhibitors. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.102
• 作为产物：
  描述：

  1-{[3-(10H-phenothiazin-10-yl)propanoyl]oxy}pyrrolidine-2,5-dione 在 三乙胺 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 N-[3-(10H-phenothiazin-10-yl)propanoyl]glycine
  参考文献：
  名称：

  Peptide chemistry applied to a new family of phenothiazine-containing inhibitors of human farnesyltransferase

  摘要：

  Novel phenothiazine derivatives bearing an amino acid residue were synthesized via peptide chemistry, and evaluated for their inhibitory potential on human farnesyltransferase. The phenothiazine unit proved to be an important bulky unit in the structure of the synthesized inhibitors. Propargyl ester 20 bearing a tyrosine residue exhibited the best biological potential in vitro in the present study. Further syntheses and biological evaluation of phenothiazine derivatives are necessary in order to gain a full view of SAR in this family of farnesyltransferase inhibitors. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.102