N-[[(triphenylmethyl)thio]acetyl]-L-alanine | 877474-63-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-[[(triphenylmethyl)thio]acetyl]-L-alanine
• 英文别名: N-{[(Triphenylmethyl)sulfanyl]acetyl}-L-alanine；(2S)-2-[(2-tritylsulfanylacetyl)amino]propanoic acid
• CAS: 877474-63-0
• 化学式: C₂₄H₂₃NO₃S
• 分子量: 405.518
• InChiKey: NIYVUVWUEBFRJV-SFHVURJKSA-N

物化性质

• 沸点：
  609.6±55.0 °C(Predicted)
• 密度：
  1.227±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[[(triphenylmethyl)thio]acetyl]-L-alanine 在 三乙基硅烷 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 sodium hydroxide 、 乙腈 为溶剂， 反应 2.17h， 生成 N-(2-mercaptoacetyl)-AGQ
  参考文献：
  名称：

  SYNTHESIS BIODISTRIBUTION AND QSAR STUDIES OF FIVE Tc-99M LABELED NOVEL N3S PSEUDO-PEPTIDE COMPLEXES

  摘要：

  Five novel N3S pseudo-peptide chelators derived from mercaptoacetic acid have been synthesized and characterized based on the spectroscopic data. All the chelators were labeled with Technicium-99m to evaluate their biological activities. Investigations of their biodistribution in mice showed all five pseudo-peptide chelators (MGQ, MGGQ, MAGQ, MVGQ, MFGQ) are rapidly cleared from blood, mainly through renal clearance. Tc-99m-MGGQ and Tc-99m-MVGQ had high kidney uptake, quick blood clearance and high activity ratios of kidney to blood, thus showing potential application as renal imaging agents. Quantitative structure-activity relationship studies were performed. Linear regression analysis between the logarithm of renal uptake value (log%ID) and the parameters obtained from the ZINDO/1 method elicited several equations that possessed certain predictive qualities, and may play a direct part in drug design and synthesis.

  DOI：

  10.1007/s00044-004-0124-5
• 作为产物：
  描述：

  2-(三苯甲游基硫代)乙酸 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 sodium hydroxide 、 乙腈 为溶剂， 反应 2.0h， 生成 N-[[(triphenylmethyl)thio]acetyl]-L-alanine
  参考文献：
  名称：

  SYNTHESIS BIODISTRIBUTION AND QSAR STUDIES OF FIVE Tc-99M LABELED NOVEL N3S PSEUDO-PEPTIDE COMPLEXES

  摘要：

  Five novel N3S pseudo-peptide chelators derived from mercaptoacetic acid have been synthesized and characterized based on the spectroscopic data. All the chelators were labeled with Technicium-99m to evaluate their biological activities. Investigations of their biodistribution in mice showed all five pseudo-peptide chelators (MGQ, MGGQ, MAGQ, MVGQ, MFGQ) are rapidly cleared from blood, mainly through renal clearance. Tc-99m-MGGQ and Tc-99m-MVGQ had high kidney uptake, quick blood clearance and high activity ratios of kidney to blood, thus showing potential application as renal imaging agents. Quantitative structure-activity relationship studies were performed. Linear regression analysis between the logarithm of renal uptake value (log%ID) and the parameters obtained from the ZINDO/1 method elicited several equations that possessed certain predictive qualities, and may play a direct part in drug design and synthesis.

  DOI：

  10.1007/s00044-004-0124-5