3-azidopropylsilatrane | 1254885-00-1

• 英文名称: 3-azidopropylsilatrane
• 英文别名: 1-(3-azidopropyl)-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane
• CAS: 1254885-00-1
• 化学式: C₉H₁₈N₄O₃Si
• 分子量: 258.352
• InChiKey: JUURYGYENIELQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-methoxyphenyl)-1-(4-(prop-2-yn-1-yloxy)phenyl)prop-2-en-1-one 、 3-azidopropylsilatrane 在 溴化三(三苯基磷)铜 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以90%的产率得到
  参考文献：
  名称：

  Design, synthesis and biological evaluation of chalconyl blended triazole allied organosilatranes as giardicidal and trichomonacidal agents

  摘要：

  A series of chalconyl blended triazole allied silatranes (7a-g/8a-g/9a-g) were synthesized in good yields using a simple, economical and biocompatible synthetic route. The blend of three different pharmacologically active moieties into a single scaffold resulted into synergistic effect in their bioactivity. Various substitutions were tried to study the structure activity relationship (SAR) of the synthesized compounds on the basis of biological results. All the newly synthesized compounds were well characterized by IR, H-1 and C-13 NMR, low resolution mass spectroscopy and elemental analysis. The structures of 7a and 7c were authenticated by single crystal X-ray crystallography. These compounds were screened by using Molinspiration software for their physicochemical properties and all the compounds showed good oral bioavailability. The antiparasitic activity of the newly synthesized compounds was evaluated against unicellular parasites (Giardia lamblia and Trichomonas vaginalis) in comparison to standard drug (metronidazole) by 3-(4,5-dimethylthiazol-yl)-diphenyl tetrazolium bromide (MTT) assay. All the compounds displayed significant activity against G. lamblia and T. vaginalis with IC50 values ranging from 19.58-131.2 mu M to 18.24-101.26 mu M respectively. The entire library of compounds was found to be more active than metronidazole except 9a, 9f and 9g. Notably, 9e and 7e were found to be most significant against G. lamblia and T vaginalis respectively. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.11.029
• 作为产物：
  描述：

  3-氯丙基三乙氧基硅烷 在 sodium azide 、 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 4.0h， 生成 3-azidopropylsilatrane
  参考文献：
  名称：

  Design, synthesis and biological evaluation of chalconyl blended triazole allied organosilatranes as giardicidal and trichomonacidal agents

  摘要：

  A series of chalconyl blended triazole allied silatranes (7a-g/8a-g/9a-g) were synthesized in good yields using a simple, economical and biocompatible synthetic route. The blend of three different pharmacologically active moieties into a single scaffold resulted into synergistic effect in their bioactivity. Various substitutions were tried to study the structure activity relationship (SAR) of the synthesized compounds on the basis of biological results. All the newly synthesized compounds were well characterized by IR, H-1 and C-13 NMR, low resolution mass spectroscopy and elemental analysis. The structures of 7a and 7c were authenticated by single crystal X-ray crystallography. These compounds were screened by using Molinspiration software for their physicochemical properties and all the compounds showed good oral bioavailability. The antiparasitic activity of the newly synthesized compounds was evaluated against unicellular parasites (Giardia lamblia and Trichomonas vaginalis) in comparison to standard drug (metronidazole) by 3-(4,5-dimethylthiazol-yl)-diphenyl tetrazolium bromide (MTT) assay. All the compounds displayed significant activity against G. lamblia and T. vaginalis with IC50 values ranging from 19.58-131.2 mu M to 18.24-101.26 mu M respectively. The entire library of compounds was found to be more active than metronidazole except 9a, 9f and 9g. Notably, 9e and 7e were found to be most significant against G. lamblia and T vaginalis respectively. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.11.029

文献信息

• Adamantylated organosilatranes: design, synthesis, and potential appraisal in surface modification and anti-protozoal activity
  作者：Gurjaspreet Singh、Sunita Rani、Sanchita Gawri、Shweta Sinha、Rakesh Sehgal

  DOI：10.1039/c7nj01456b

  日期：——

  The present investigation evaluates the design and facile synthesis of a series of organosilatranes (1–7) tethered with the privileged adamantane motif, labelled as a ‘lipophilic bullet’, via numerous biocompatible linkages i.e. amide, ester, thioester, urea, thiourea, and thiocarbamate groups. The assembled silatranes have been scrupulously characterized by elemental analysis, FT-IR and NMR (1H and

  本研究评估设计和一系列organosilatranes的（的简便合成1-7与特权金刚烷基序，标记为“亲脂性子弹”拴），通过许多生物相容的键即酰胺，酯，硫酯，脲，硫脲，和硫代氨基甲酸酯基团。已通过元素分析，FT-IR和NMR（1 H和13 C）光谱以及质谱法对组装的硅烷基硅烷进行了严格的表征。单细胞原生动物，贾第鞭毛虫（G. lamblia）和阴道毛滴虫（T.阴道菌）引起的寄生虫病）代表主要的健康负担，因此对合成的化合物进行了体外杀菌和滴虫酸活性的检测。为此目的，首先使用吸收，分布，代谢，排泄和毒性（ADMET）工具仔细检查化合物的药代动力学概况，并且总体上讲，所有化合物均显示出良好的口服生物利用度。通过3-（4,5-二甲基噻唑基）-二苯基溴化四氮唑（MTT）分析，与标准药物（甲硝唑）相比，评估了新合成化合物的抗寄生虫活性。所有化合物均对IC 50表现出显着的抗兰伯氏菌和阴道锥虫的活性值分别在10
• Synthesis, characterization and structural aspects of 3-azidopropylsilatrane
  作者：Raghubir Singh、Jugal Kishore Puri、Raj Pal Sharma、Ashok Kumar Malik、Valeria Ferretti

  DOI：10.1016/j.molstruc.2010.08.014

  日期：2010.10

  Reaction of 3-chloropropyltriethoxysilane (1) with sodium azide (2) in the presence of phase transfer catalyst, tert-butylammonium bromide provided 3-azidopropyltriethoxysilane (3). This undergoes transesterification reaction with triethanolamine in the presence of KOH to form a new silatrane 3-azidopropylsilatrane (4). Multinuclear NMR (H-1, C-13 and Si-29), IR and elemental analyses support the structure of novel silatrane 4. Si-29 NMR indicates the presence of penta-coordinated silicon atom, which is supported by X-ray studies. It revealed that Si is present in distorted trigonal bipyramidal environment with three O atoms in equatorial positions and N atom at one of the apical positions. The second axial position is occupied by long alkyl chain bearing azide moiety. The interaction of Si with N forms a transannular bond having 2.176 angstrom bond length. (C) 2010 Elsevier B.V. All rights reserved.