(4-azidomethylphenyl)trimethylsilane | 1207960-88-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (4-azidomethylphenyl)trimethylsilane
• 英文别名: [4-(Azidomethyl)phenyl]-trimethylsilane；[4-(azidomethyl)phenyl]-trimethylsilane
• CAS: 1207960-88-0
• 化学式: C₁₀H₁₅N₃Si
• 分子量: 205.335
• InChiKey: QIPAQTRYEZGDDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-azidomethylphenyl)trimethylsilane 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以98%的产率得到4-trimethylsilanylbenzylamine
  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：

  1-溴甲基-4-三甲基甲硅烷基-苯 在 sodium azide 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以181 mg的产率得到(4-azidomethylphenyl)trimethylsilane
  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

• 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.