4-甲基-7-(2-丙炔-1-基硫基)-2H-苯并吡喃-2-酮 | 827024-65-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 中文名称: 4-甲基-7-(2-丙炔-1-基硫基)-2H-苯并吡喃-2-酮
• 英文名称: 4-methyl-7-(prop-2-ynylthio)-2H-chromen-2-one
• 英文别名: 4-Methyl-7-(2-propyn-1-ylthio)-2h-1-benzopyran-2-one；4-methyl-7-prop-2-ynylsulfanylchromen-2-one
• CAS: 827024-65-7
• 化学式: C₁₃H₁₀O₂S
• 分子量: 230.287
• InChiKey: KSGGYCSKJYAWEP-UHFFFAOYSA-N

物化性质

• 沸点：
  373.3±42.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2932209090

反应信息

• 作为反应物：
  描述：

  4-甲基-7-(2-丙炔-1-基硫基)-2H-苯并吡喃-2-酮 在 N,N-二乙基苯胺 作用下， 反应 3.0h， 以77.6%的产率得到4-甲基-2H,8H-噻喃并[2,3-h]苯并吡喃-2-酮
  参考文献：
  名称：

  Anti-AIDS agents. Part 56: Synthesis and anti-HIV activity of 7-thia-di-O-(−)-camphanoyl-(+)-cis-khellactone (7-thia-DCK) analogs

  摘要：

  Two thia-DCK analogs (3a,b) were synthesized and evaluated for inhibition of HIV-1 replication in H9 lymphocytes. Compound 3a showed potent anti-HIV activity with an EC50 value of 0.14 muM and a therapeutic index of 1110. However, the corresponding 6-tert-butyl-substituted compound (3b) showed no suppression. The bioassay results indicated that thia-DCK analogs merit attention as potential HIV-1 inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.09.038
• 作为产物：
  描述：

  O-(4-methyl-2-oxo-2H-chromen-7-yl) dimethylcarbamothioate 在 sodium methylate 、 potassium carbonate 、 potassium iodide 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 20.75h， 生成 4-甲基-7-(2-丙炔-1-基硫基)-2H-苯并吡喃-2-酮
  参考文献：
  名称：

  Anti-AIDS agents. Part 56: Synthesis and anti-HIV activity of 7-thia-di-O-(−)-camphanoyl-(+)-cis-khellactone (7-thia-DCK) analogs

  摘要：

  Two thia-DCK analogs (3a,b) were synthesized and evaluated for inhibition of HIV-1 replication in H9 lymphocytes. Compound 3a showed potent anti-HIV activity with an EC50 value of 0.14 muM and a therapeutic index of 1110. However, the corresponding 6-tert-butyl-substituted compound (3b) showed no suppression. The bioassay results indicated that thia-DCK analogs merit attention as potential HIV-1 inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.09.038

文献信息

• Anti-AIDS agents. Part 56: Synthesis and anti-HIV activity of 7-thia-di-O-(−)-camphanoyl-(+)-cis-khellactone (7-thia-DCK) analogs
  作者：Ying Chen、Qian Zhang、Beina Zhang、Peng Xia、Yi Xia、Zheng-Yu Yang、Nicole Kilgore、Carl Wild、Susan L. Morris-Natschke、Kuo-Hsiung Lee

  DOI：10.1016/j.bmc.2004.09.038

  日期：2004.12

  Two thia-DCK analogs (3a,b) were synthesized and evaluated for inhibition of HIV-1 replication in H9 lymphocytes. Compound 3a showed potent anti-HIV activity with an EC50 value of 0.14 muM and a therapeutic index of 1110. However, the corresponding 6-tert-butyl-substituted compound (3b) showed no suppression. The bioassay results indicated that thia-DCK analogs merit attention as potential HIV-1 inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.