N-[[(triphenylmethyl)thio]acetyl]-L-valine | 492464-46-7

• 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-valine
• 英文别名: N-[(tritylmercapto)acetyl]valine；(2S)-3-methyl-2-[(2-tritylsulfanylacetyl)amino]butanoic acid
• CAS: 492464-46-7
• 化学式: C₂₆H₂₇NO₃S
• 分子量: 433.571
• InChiKey: GLDCJROLKXVMOY-DEOSSOPVSA-N

物化性质

• 熔点：
  148.0-149.0 °C
• 沸点：
  620.9±55.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 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-valine 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-valylglycyl-L-glutamine
  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 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 2.0h， 生成 N-[[(triphenylmethyl)thio]acetyl]-L-valine
  参考文献：
  名称：

  Qi, Chuan-Min; Yang, Ling-Chun; Zhang, Hua-Bei, Medicinal Chemistry Research, 2002, vol. 11, # 6, p. 345 - 359

  摘要：

  DOI：

文献信息

• Qi, Chuan-Min; Feng, Shu-Juan; Zhang, Hua-Bei, Medicinal Chemistry Research, 2003, vol. 12, # 9, p. 471 - 480
  作者：Qi, Chuan-Min、Feng, Shu-Juan、Zhang, Hua-Bei、Huang, Hai-Bo、Li, Bo

  DOI：——

  日期：——
• Preparation and bioevaluation of 99mTc nitrido radiopharmaceuticals with pyrazolo[1,5-a]pyrimidine as tumor imaging agents
  作者：Rui Ding、Yong He、Jingli Xu、Hang Liu、Xiao Wang、Man Feng、Chuanmin Qi、Junbo Zhang、Cheng Peng

  DOI：10.1007/s00044-011-9558-8

  日期：2012.4

  The 7-(2-aminoethylamino)-5-methyl-3-cyanopyrazolo[1,5-a]pyrimidine (AMCPP) was synthesized and conjugated with N-mercaptoacetylglycine (MAG), N-mercaptoacetylphenylalanine (MAF), and N-mercaptoacetylvaline (MAA), respectively. These three compounds were labeled successfully with [(TcN)-Tc-99m](2+) intermediate in high radiochemical purities. Biodistribution in tumor-bearing mice demonstrated that the three new complexes showed high tumor-to-muscle (T/M) ratios and rapid clearance from the blood, muscle, liver, kidney, and lung. Among them, the (TcN)-Tc-99m-MAG-AMCPP showed the most favorable characteristics. The tumor/blood and tumor/muscle ratios reached 1.50 and 1.15 at 30 min post-injection, 2.20 and 1.83 at 60 min post-injection.
• Qi, Chuan-Min; Yang, Ling-Chun; Zhang, Hua-Bei, Medicinal Chemistry Research, 2002, vol. 11, # 6, p. 345 - 359
  作者：Qi, Chuan-Min、Yang, Ling-Chun、Zhang, Hua-Bei、Guo, Xue-Feng、Feng, Shu-Juan、Li, Bo

  DOI：——

  日期：——
• SYNTHESIS BIODISTRIBUTION AND QSAR STUDIES OF FIVE Tc-99M LABELED NOVEL N3S PSEUDO-PEPTIDE COMPLEXES
  作者：Hua-bei Zhang、Hai-hong Ye、Ya-ling Zhang、Xuefang Zheng、Jian-sheng Han、Hua Li、Chun-ping Liu

  DOI：10.1007/s00044-004-0124-5

  日期：2005.1

  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.