γ-aminopropyl-3,7,10-trimethylsilatrane | 74789-21-2

• 英文名称: γ-aminopropyl-3,7,10-trimethylsilatrane
• 英文别名: 3-aminopropyl-3,7,10-trimethylsilatrane；1-isothiocyanato-4-methoxybenzene
• CAS: 74789-21-2
• 化学式: C₁₂H₂₆N₂O₃Si
• 分子量: 274.436
• InChiKey: HNZVTQRSPYNXHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  γ-aminopropyl-3,7,10-trimethylsilatrane 、 对甲基苯磺酰异氰酸酯 在 三乙胺 作用下， 以 甲苯 为溶剂， 生成 2,6,10-trimethyl-8-(3-(3-tosylureido)propyl)tetrahydro-8H-8l5-8,4-(epoxyethano)[1,3,2]oxazasilolo[2,3-b][1,3,2]oxazasilol-4-ium
  参考文献：
  名称：

  Synthesis, Antitumor Activity, and SAR of N-Substituted γ-Aminopropylsilatrane Derivatives

  摘要：

  -Aminopropylsilatrane has been reported to possess biological activity against tumor cancer cells with low cytotoxicity in many kinds of silatranes. So some N-substituted -aminopropylsilatrane derivatives were synthesized and assayed by a primary anticancer screening against HT-29, Hela, and MDAMB435 cells by the use of the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) method. The structures of these derivatives were confirmed by H-1 NMR, electrospray ionization-mass spectrometry, and elemental analysis. The structure-activity relationship showed that the N-substituted derivatives exhibit better activity in which the -amino group of the silatrane is connected with stronger electron-withdrawing groups.

  DOI：

  10.1080/10426507.2013.829835
• 作为产物：
  描述：

  三异丙醇胺 、 3-氨基丙基三乙氧基硅烷 生成 γ-aminopropyl-3,7,10-trimethylsilatrane
  参考文献：
  名称：

  Schiff碱官能化的有机丙基硅酰胺：合成与结构表征

  摘要：

  通过后官能化的硅烷（例如氨基丙基硅拉丹（4），氨基丙基-3,7,10-三甲基硅拉丹（5）和N-取代的氨基丙基硅拉丹（10））与两种不同的醛缩合反应，可以合成连接有机丙基硅烷基的席夫碱。吡咯-2-甲醛和2-羟基-1-萘甲醛 通过元素分析，光谱研究[IR，（1 H，13 C）NMR和MS]很好地表征了所得的席夫碱取代的Silatranes 。通过单晶X射线衍射分析确认了两个硅烷的结构。 挂organopropylsilatranes Schiff碱合成通过后官能化silatranes具有两种不同醛的缩合反应进行的即。吡咯-2-甲醛和2-羟基-1-萘甲醛 通过元素分析，光谱研究（IR，（1 H，13 C）NMR，MS和单晶X射线衍射分析）很好地表征了所得的席夫碱取代的Silatranes 。

  DOI：

  10.1007/s12039-015-1026-4

文献信息

• Incorporation of azo group at axial position of silatranes: synthesis, characterization and antimicrobial activity
  作者：Gurjaspreet Singh、Amandeep Saroa、Shally Girdhar、Sunita Rani、Duane Choquesillo-Lazarte、Subash Chandra Sahoo

  DOI：10.1002/aoc.3330

  日期：2015.8

  4‐Aminoazobenzene‐derived silatranes bearing urea and aminosuccinimide as linker groups at the axial position are reported. The urea functionality is introduced in a silane (2) by the rearrangement reaction between 3‐isocyanatopropyltriethoxysilane and 4‐aminoazobenzene. N‐(3‐silatranylpropyl)‐N′‐[(p‐phenyldiazenyl)phenyl]urea and N‐[3‐(3,7,10‐trimethylsilatranyl)propyl]‐N′‐[(p‐phenyldiazene)phenyl]urea

  据报道，在轴向位置带有脲基和氨基琥珀酰亚胺作为连接基的4-氨基偶氮苯衍生的硅烷。通过3-异氰酸根合丙基三乙氧基硅烷与4-氨基偶氮苯之间的重排反应将尿素官能团引入硅烷（2）中。ñ - （3- silatranylpropyl） - ñ ' - [（p -phenyldiazenyl）苯基]脲和ñ - [3-（3,7,10-trimethylsilatranyl）丙基] - ñ ' - [（p -phenyldiazene）苯基]脲通过2与三乙醇胺和三异丙醇胺的酯交换反应分别制备 对于C的有效方法N键的形成被描述为用于合成3-（硅氮烷基丙基）氨基-N -[（对-苯基二氮烯）苯基]吡咯烷-2-5-二酮和3-[（（3,7,10-三甲基硅烷基-丙基）丙基]氨基- N -[（对-苯基二氮烯）苯基]吡咯烷-2,5-二酮通过氨基丙基硅氧杂环丁烷与4-（N的氮杂-迈克尔加成反应-马来酰亚胺基）偶氮苯在温和
• Substituted phenyl urea and thiourea silatranes: Synthesis, characterization and anion recognition properties by photophysical and theoretical studies
  作者：Gurjaspreet Singh、Amandeep Saroa、Sunita Rani、Promila、Shally Girdhar、Subash Sahoo、Duane Choquesillo-Lazarte

  DOI：10.1016/j.poly.2016.03.036

  日期：2016.7

  possessing silatranes 3 – 8 are categorized into three sub series depending upon the electron withdrawing or releasing effect of the groups attached to the silatrane’s axial position and based on these observations, we describe the effect of each category on the electronic properties via solution state studies i.e. photophysical studies (UV–Vis absorption and fluorescence emission spectra). The geometries

  摘要通过亲电试剂1-异氰酸根合-4-硝基苯，1-异硫氰酸根合-4-硝基苯，1-异氰酸根合-4-甲氧基苯， 1-异硫氰酸根合-4-甲氧基苯，1-异硫氰酸根合苯与伯胺3-氨基丙基硅橡胶1和3,7,10-三甲基取代的3-氨基丙基硅橡胶2充当亲核试剂。在3、6和8的情况下，通过元素分析，光谱技术和X射线衍射分析对所有化合物进行了表征。具有官能团的官能团的不对称脲和硫脲类具有3-8的硅杂环戊烷，根据与硅橡胶的轴向位置相连的基团的电子吸收或释放作用，可分为三个子系列，并基于这些观察结果，我们描述了每个类别对硅烷基的影响。通过溶液状态研究（即光物理研究）（UV-Vis吸收和荧光发射光谱）获得电子特性。使用量子力学计算在DFT / 6-31 + G（d）级别上优化了所有化合物的几何形状，以支持光物理研究。
• Design, Synthesis, and Biological Evaluation of<i>γ</i>-Aminopropyl Silatrane-Acyclovir Hybrids with Immunomodulatory Effects
  作者：Faqing Ye、Xiaoqin Song、Jianmin Liu、Xuemei Xu、Yuewu Wang、Lichuan Hu、Yi Wang、Guang Liang、Ping Guo、Zixin Xie

  DOI：10.1111/cbdd.12519

  日期：2015.10

  Several derivatives of γ‐aminopropyl silatrane containing acyclovir in their molecular structure were synthesized and evaluated for their immunomodulatory and antiviral activities. The structures of all these derivatives were confirmed by mass spectra, IR, and 1H NMR. Based on WST‐1 assay in vitro, these compounds could stimulate proliferation of splenic lymphocytes at certain concentrations. Furthermore, compound 3d could also potentiate the expression of IFN‐γ, IL‐2, CD4+, CD8+, and CD4+/CD8+ in vivo. Our results show that these derivatives possess antiviral activity against herpes simplex viruses with a similar potency to acyclovir without a cellular immune response.