4-phenyltellurenylbutyric acid | 96185-49-8

• 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: 4-phenyltellurenylbutyric acid
• 英文别名: 4-Phenyltellanylbutanoic acid
• CAS: 96185-49-8
• 化学式: C₁₀H₁₂O₂Te
• 分子量: 291.804
• InChiKey: HSKICEXMGVJEIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-phenyltellurenylbutyric acid 在 一水合肼 、 三乙胺 、 氯甲酸异丁酯 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 42.0h， 生成 N-(4-Amino-butyl)-N-(3-amino-propyl)-4-phenyltellanyl-butyramide
  参考文献：
  名称：

  Thioredoxin reductase and cancer cell growth inhibition by organotellurium compounds that could be selectively incorporated into tumor cells

  摘要：

  The thioredoxins are small ubiquitous redox proteins with the conserved redox catalytic sequence-Trp-Cys-Gly-Pro-Cys-Lys, where the Cys residues undergo reversible NADPH dependent reduction by selenocysteine containing flavoprotein thioredoxin reductases. Thioredoxin expression is increased in several human primary cancers including lung, colon, cervix, liver, pancreatic, colorectal and squamous cell cancer. The thioredoxin/thioredoxin reductase pathway therefore provides an attractive target for cancer drug development. Organotellurium steroid, lipid, amino acid, nucleic base, and polyamine inhibitors were synthesized on the basis that they might be selectively or differentially incorporated into tumor cells. Some of the newly prepared classes of tellurium-based inhibitors (lipid-like compounds 3b and 3e, amino acid derivative 5b, nucleic base derivative 8b, and polyamine derivatives 14a and 14b) inhibited TrxR/Trx and cancer cell growth in culture with IC50 values in the low micromolar range. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.08.021
• 作为产物：
  描述：

  ethyl 4-phenyltellurenylbutyrate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以93%的产率得到4-phenyltellurenylbutyric acid
  参考文献：
  名称：

  Thioredoxin reductase and cancer cell growth inhibition by organotellurium compounds that could be selectively incorporated into tumor cells

  摘要：

  The thioredoxins are small ubiquitous redox proteins with the conserved redox catalytic sequence-Trp-Cys-Gly-Pro-Cys-Lys, where the Cys residues undergo reversible NADPH dependent reduction by selenocysteine containing flavoprotein thioredoxin reductases. Thioredoxin expression is increased in several human primary cancers including lung, colon, cervix, liver, pancreatic, colorectal and squamous cell cancer. The thioredoxin/thioredoxin reductase pathway therefore provides an attractive target for cancer drug development. Organotellurium steroid, lipid, amino acid, nucleic base, and polyamine inhibitors were synthesized on the basis that they might be selectively or differentially incorporated into tumor cells. Some of the newly prepared classes of tellurium-based inhibitors (lipid-like compounds 3b and 3e, amino acid derivative 5b, nucleic base derivative 8b, and polyamine derivatives 14a and 14b) inhibited TrxR/Trx and cancer cell growth in culture with IC50 values in the low micromolar range. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.08.021

文献信息

• Nucleophilic cleavages of esters and ethers with phenyltellurotrimethylsilane
  作者：Kazuaki Sasaki、Yoshio Aso、Tetsuo Otsubo、Fumio Ogura

  DOI：10.1016/s0040-4039(00)61909-3

  日期：1985.1

  The title tellurosilane 1 reacted with esters and ethers in the presence of catalytic zinc iodide under very mild conditions, giving the corresponding products with C-telluration and O-silylation via nucleophilic cleavages of the CO bonds.

  在非常温和的条件下，标题碲硅烷1在催化的碘化锌存在下与酯和醚反应，从而通过C = O键的亲核裂解得到相应的C-取代和O-硅烷化产物。
• The soft nucleophilicity of organotellurolates driving the SN2-type lactone ring-opening reaction
  作者：Márcio S. Silva、Alcindo A. Dos Santos、João V. Comasseto

  DOI：10.1016/j.tetlet.2009.09.023

  日期：2009.11

  Lithium and magnesium organotellurolates were reacted with lactones producing the corresponding tellurocarboxylic acids. Treatment of the reaction mixture with lithium aluminum hydride allowed the isolation of the corresponding hydroxytellurides in a one-pot operation.

  锂和有机碲酸镁与内酯反应生成相应的碲羧酸。用氢化锂铝处理反应混合物可在一锅操作中分离相应的羟基碲化物。
• SASAKI, KAZUAKI;ASO, YOSHIO;OTSUBO, TETSUO;OGURA, FUMIO, TETRAHEDRON LETT., 1985, 26, N 4, 453-456
  作者：SASAKI, KAZUAKI、ASO, YOSHIO、OTSUBO, TETSUO、OGURA, FUMIO

  DOI：——

  日期：——