5-amino-1-[2-(10H-phenothiazin-10-yl)acetyl]-1H-pyrazole-4-carbonitrile | 1414633-15-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 5-amino-1-[2-(10H-phenothiazin-10-yl)acetyl]-1H-pyrazole-4-carbonitrile
• 英文别名: 5-Amino-1-(2-phenothiazin-10-ylacetyl)pyrazole-4-carbonitrile；5-amino-1-(2-phenothiazin-10-ylacetyl)pyrazole-4-carbonitrile
• CAS: 1414633-15-0
• 化学式: C₁₈H₁₃N₅OS
• 分子量: 347.4
• InChiKey: NTVDWGMUVKBEOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(10H-苯并噻嗪-10-基)乙酰肼 、 乙氧基亚甲基丙二腈 以 N,N-二甲基乙酰胺 为溶剂， 以74%的产率得到5-amino-1-[2-(10H-phenothiazin-10-yl)acetyl]-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  Synthesis and biological evaluation of new phenothiazine derivatives bearing a pyrazole unit as protein farnesyltransferase inhibitors

  摘要：

  A new family of protein farnesyltransferase inhibitors, based on a phenothiazine scaffold, was designed and synthesized. The biological evaluation of these products showed that compounds 28 and 30 were the most active, with protein farnesyltransferase inhibition potencies in the low micromolar range. Compounds were also evaluated for their antiproliferative activity on a NCI-60 cancer cell line panel. Indenopyrazole 30 exhibited the most potent in vitro cytostatic activity inhibiting the growth of HCT-116, LOX IMVI and SK-MEL-5 cell lines. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.030

文献信息

• Synthesis and biological evaluation of new phenothiazine derivatives bearing a pyrazole unit as protein farnesyltransferase inhibitors
  作者：Lavinia Baciu-Atudosie、Alina Ghinet、Amaury Farce、Joëlle Dubois、Dalila Belei、Elena Bîcu

  DOI：10.1016/j.bmcl.2012.09.030

  日期：2012.11

  A new family of protein farnesyltransferase inhibitors, based on a phenothiazine scaffold, was designed and synthesized. The biological evaluation of these products showed that compounds 28 and 30 were the most active, with protein farnesyltransferase inhibition potencies in the low micromolar range. Compounds were also evaluated for their antiproliferative activity on a NCI-60 cancer cell line panel. Indenopyrazole 30 exhibited the most potent in vitro cytostatic activity inhibiting the growth of HCT-116, LOX IMVI and SK-MEL-5 cell lines. (C) 2012 Elsevier Ltd. All rights reserved.