N-2-Indolylmethyl-N'-methylthiourea | 80412-16-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-2-Indolylmethyl-N'-methylthiourea
• 英文别名: N-[(1H-Indol-2-yl)methyl]-N'-methylthiourea；1-(1H-indol-2-ylmethyl)-3-methylthiourea
• CAS: 80412-16-4
• 化学式: C₁₁H₁₃N₃S
• mdl: MFCD24392032
• 分子量: 219.31
• InChiKey: ZJECTXBYTXGTNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  71.9
• 氢给体数：
  3
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1H-吲哚-2-羧酰胺 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 氯仿 为溶剂， 反应 2.0h， 生成 N-2-Indolylmethyl-N'-methylthiourea
  参考文献：
  名称：

  Isobrassinin and its analogues: Novel types of antiproliferative agents

  摘要：

  Isobrassinin (2-(S-methyidithiocarbamoylaminomethyl)indole (7a), a regioisomer of the cruciferous phytoalexin brassinin (1), exerted marked antiproliferative effects on the HeLa, A431 and MCF7 cell lines (> 78.6% inhibition at 30 mu M). For structure-activity relationships, further analogues were synthesized. The highest cytotoxic effect was displayed by 2-phenylimino-1,3-thiazino[5.6-b]indole (10) (10 mu M, 76.8%-HeLa and 46.3% -MCF7). The effect of the natural phytoalexin brassinin was also determined. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.016

文献信息

• Nagarajan, K.; Arya, V. P.; Parthasarathy, T. N., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 8, p. 672 - 679
  作者：Nagarajan, K.、Arya, V. P.、Parthasarathy, T. N.、Shenoy, S. J.、Shah, R. K.、Kulkarni, Y. S.

  DOI：——

  日期：——
• NAGARAJAN, K.;ARYA, V. P.;PARTHASARATHY, T. N.;SHENOY, S. J.;SHAH, R. K.;+, INDIAN J. CHEM., 1981, 20, N 8, 672-679
  作者：NAGARAJAN, K.、ARYA, V. P.、PARTHASARATHY, T. N.、SHENOY, S. J.、SHAH, R. K.、+

  DOI：——

  日期：——
• Isobrassinin and its analogues: Novel types of antiproliferative agents
  作者：Péter Csomós、István Zupkó、Borbála Réthy、Lajos Fodor、George Falkay、Gábor Bernáth

  DOI：10.1016/j.bmcl.2006.09.016

  日期：2006.12

  Isobrassinin (2-(S-methyidithiocarbamoylaminomethyl)indole (7a), a regioisomer of the cruciferous phytoalexin brassinin (1), exerted marked antiproliferative effects on the HeLa, A431 and MCF7 cell lines (> 78.6% inhibition at 30 mu M). For structure-activity relationships, further analogues were synthesized. The highest cytotoxic effect was displayed by 2-phenylimino-1,3-thiazino[5.6-b]indole (10) (10 mu M, 76.8%-HeLa and 46.3% -MCF7). The effect of the natural phytoalexin brassinin was also determined. (c) 2006 Elsevier Ltd. All rights reserved.