2-氯-1-(1,2,3,4-四氢-9H-咔唑-9-基)乙酮 | 43170-54-3

• 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
• 中文名称: 2-氯-1-(1,2,3,4-四氢-9H-咔唑-9-基)乙酮
• 中文别名: 9-(氯乙酰基)-2,3,4,9-四氢-1H-咔唑；2-氯-1-(1,2,3,4-四氢咔唑-9-基)乙酮
• 英文名称: 2-chloro-1-(1,2,3,4-tetrahydro-9H-carbazol-9-yl)ethanone
• 英文别名: 9-chloroacetyl-1,2,3,4-tetrahydro-carbazole；9-Chloracetyl-1,2,3,4-tetrahydro-carbazol；9-(chloroacetyl)-2,3,4,9-tetrahydro-1H-carbazole；2-chloro-1-(1,2,3,4-tetrahydrocarbazol-9-yl)ethanone
• CAS: 43170-54-3
• 化学式: C₁₄H₁₄ClNO
• mdl: MFCD02197969
• 分子量: 247.724
• InChiKey: XXPWYQUDJSSRCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-氯-1-(1,2,3,4-四氢-9H-咔唑-9-基)乙酮 、 甲氧基二硫代甲酸钾 以 乙醇 为溶剂， 以74%的产率得到O-methyl S-[2-oxo-2-(1,2,3,4-tetrahydro-9H-carbazol-9-yl)ethyl] carbonodithioate
  参考文献：
  名称：

  Synthesis and antitumor activity of tetrahydrocarbazole hybridized with dithioate derivatives

  摘要：

  The present study reported the synthesis of tetrahydrocarbazoles hybridized with dithioate derivatives. Three series were synthesized namely alkyl dithiocarbonates (4a-d), heterocyclic dithiocarbamates (6a-g) and dialkyl dithiocarbamate (7). The synthesized compounds were tested in vitro on human breast adenocarcinoma cell line (MCF7) and the human colon tumor cell line (HCT116). Most of the synthesized compounds exploited potent antitumor activity, especially compound 6f [4-chlorophenylpiperazine derivative], which showed cytotoxic activity against MCF7 superior to doxorubicin with IC50 value of 7.24 nM/mL.

  DOI：

  10.3109/14756366.2014.922554
• 作为产物：
  描述：

  1,2,3,4-四氢咔唑 、 氯乙酰氯 以 甲苯 为溶剂， 生成 2-氯-1-(1,2,3,4-四氢-9H-咔唑-9-基)乙酮
  参考文献：
  名称：

  Synthesis and antitumor activity of tetrahydrocarbazole hybridized with dithioate derivatives

  摘要：

  The present study reported the synthesis of tetrahydrocarbazoles hybridized with dithioate derivatives. Three series were synthesized namely alkyl dithiocarbonates (4a-d), heterocyclic dithiocarbamates (6a-g) and dialkyl dithiocarbamate (7). The synthesized compounds were tested in vitro on human breast adenocarcinoma cell line (MCF7) and the human colon tumor cell line (HCT116). Most of the synthesized compounds exploited potent antitumor activity, especially compound 6f [4-chlorophenylpiperazine derivative], which showed cytotoxic activity against MCF7 superior to doxorubicin with IC50 value of 7.24 nM/mL.

  DOI：

  10.3109/14756366.2014.922554

文献信息

• Ettel; Myska, Collection of Czechoslovak Chemical Communications, 1956, vol. 21, p. 473,476
  作者：Ettel、Myska

  DOI：——

  日期：——
• Ettel; Myska, Chemicke Listy, 1955, vol. 49, p. 1667,1669
  作者：Ettel、Myska

  DOI：——

  日期：——
• SONI, NAMITA;SAXENA, A. K.;BARTHWAL, J. P.;BHARGAVA, K. P., INDIAN J. PHARM. SCI., 1983, 45, N 2, 74-76
  作者：SONI, NAMITA、SAXENA, A. K.、BARTHWAL, J. P.、BHARGAVA, K. P.

  DOI：——

  日期：——
• Synthesis and antitumor activity of tetrahydrocarbazole hybridized with dithioate derivatives
  作者：Hala Bakr El-Nassan

  DOI：10.3109/14756366.2014.922554

  日期：2015.3.4

  The present study reported the synthesis of tetrahydrocarbazoles hybridized with dithioate derivatives. Three series were synthesized namely alkyl dithiocarbonates (4a-d), heterocyclic dithiocarbamates (6a-g) and dialkyl dithiocarbamate (7). The synthesized compounds were tested in vitro on human breast adenocarcinoma cell line (MCF7) and the human colon tumor cell line (HCT116). Most of the synthesized compounds exploited potent antitumor activity, especially compound 6f [4-chlorophenylpiperazine derivative], which showed cytotoxic activity against MCF7 superior to doxorubicin with IC50 value of 7.24 nM/mL.