Dimethyl-(p-tolyl)silan | 17988-56-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Dimethyl-(p-tolyl)silan
• 英文别名: p-Tolyl-aethyl-dimethylsilan；ethyldimethyl(p-tolyl)silane；Ethyl-dimethyl-(4-methylphenyl)silane
• CAS: 17988-56-6
• 化学式: C₁₁H₁₈Si
• 分子量: 178.349
• InChiKey: JJIHHJKWMKEGCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  Dimethyl-(p-tolyl)silan 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 2.0h， 生成 (4-bromomethylphenyl)ethyldimethylsilane
  参考文献：
  名称：

  Silicon switch approach in TRPV1 antagonist MK-056 and its analogues

  摘要：

  In searching for opportunities to exploit the benefits of silicon in TRPV1 research, we tried to investigate the pharmacological effects of sila-substitution (C/Si exchange) of tert-butyl group in the MK-056 series. Compound 13a, with a 4-positioned trimethylsilanyl group on the B ring in place of tert-butyl group, exhibited the most potent antagonist activity with IC50 values of 0.15 mu M, which is almost equipotent with that of MK-056. This is the first example that tert-butyl group on MK-056 series can be replaced to the other substituent without loss of activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.014
• 作为产物：
  描述：

  乙基二甲基氯硅烷 、 4-碘甲苯 在 叔丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以59%的产率得到Dimethyl-(p-tolyl)silan
  参考文献：
  名称：

  Silicon switch approach in TRPV1 antagonist MK-056 and its analogues

  摘要：

  In searching for opportunities to exploit the benefits of silicon in TRPV1 research, we tried to investigate the pharmacological effects of sila-substitution (C/Si exchange) of tert-butyl group in the MK-056 series. Compound 13a, with a 4-positioned trimethylsilanyl group on the B ring in place of tert-butyl group, exhibited the most potent antagonist activity with IC50 values of 0.15 mu M, which is almost equipotent with that of MK-056. This is the first example that tert-butyl group on MK-056 series can be replaced to the other substituent without loss of activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.014

文献信息

• 1077. Aromatic reactivity. Part XXVI. Relative reactivities of some aryl-lithium compounds in couplings with ethyldimethylsilane and its chloro- and ethoxy-derivatives
  作者：C. Eaborn、D. R. M. Walton

  DOI：10.1039/jr9630005626

  日期：——
• Silicon switch approach in TRPV1 antagonist MK-056 and its analogues
  作者：Minsun Chang、Seol-Rin Park、Juhyun Kim、Mijung Jang、Jeong Hyun Park、Ji Eun Park、Hyeung-Geun Park、Young-Ger Suh、Yeon Su Jeong、Young-Ho Park、Hee-Doo Kim

  DOI：10.1016/j.bmc.2009.11.014

  日期：2010.1

  In searching for opportunities to exploit the benefits of silicon in TRPV1 research, we tried to investigate the pharmacological effects of sila-substitution (C/Si exchange) of tert-butyl group in the MK-056 series. Compound 13a, with a 4-positioned trimethylsilanyl group on the B ring in place of tert-butyl group, exhibited the most potent antagonist activity with IC50 values of 0.15 mu M, which is almost equipotent with that of MK-056. This is the first example that tert-butyl group on MK-056 series can be replaced to the other substituent without loss of activity. (C) 2009 Elsevier Ltd. All rights reserved.