tert-butyl 5,15,20-trioxo-20-(pyren-1-yl)-7,10,13-trioxa-2-thia-4,16,19-triazaicosan-3-ylidenecarbamate | 1251828-75-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: tert-butyl 5,15,20-trioxo-20-(pyren-1-yl)-7,10,13-trioxa-2-thia-4,16,19-triazaicosan-3-ylidenecarbamate
• CAS: 1251828-75-7
• 化学式: C₃₄H₄₀N₄O₈S
• 分子量: 664.78
• InChiKey: RXXFMYDWPAZSEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  47.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  153.65
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (R)-N-(4-tert-butoxybenzyl)-Nα-(2,2-diphenylacetyl)ornithinamide 、 tert-butyl 5,15,20-trioxo-20-(pyren-1-yl)-7,10,13-trioxa-2-thia-4,16,19-triazaicosan-3-ylidenecarbamate 在 三乙胺 、 mercury dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以46%的产率得到
  参考文献：
  名称：

  NG-Acyl-argininamides as NPY Y1 receptor antagonists: Influence of structurally diverse acyl substituents on stability and affinity

  摘要：

  N-G-Acylated argininamides, covering a broad range of lipophilicity (calculated log D values: -1.8-12.5), were synthesized and investigated for NPY Y-1 receptor (Y1R) antagonism, Y1R affinity and stability in buffer (N-G-deacylation, yielding BIBP 3226). Broad structural variation of substituents was tolerated. The K-i (binding) and K-b values (Y1R antagonism) varied from low nM to one-digit mu M. Most of the compounds proved to be sufficiently stable at pH 7.4 over 90 min to determine reliable pharmacological data in vitro. Exceptionally high instability was detected when a succinyl moiety was attached to the guanidine, probably, due to an intramolecular cleavage mechanism. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.07.028
• 作为产物：
  描述：

  2-甲基-2-丙基[(甲硫基)亚氨代甲酰基]氨基甲酸酯 、 1,6-dioxo-1-(pyren-1-yl)-8,11,14-trioxa-2,5-diazahexadecan-16-oic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以73%的产率得到tert-butyl 5,15,20-trioxo-20-(pyren-1-yl)-7,10,13-trioxa-2-thia-4,16,19-triazaicosan-3-ylidenecarbamate
  参考文献：
  名称：

  NG-Acyl-argininamides as NPY Y1 receptor antagonists: Influence of structurally diverse acyl substituents on stability and affinity

  摘要：

  N-G-Acylated argininamides, covering a broad range of lipophilicity (calculated log D values: -1.8-12.5), were synthesized and investigated for NPY Y-1 receptor (Y1R) antagonism, Y1R affinity and stability in buffer (N-G-deacylation, yielding BIBP 3226). Broad structural variation of substituents was tolerated. The K-i (binding) and K-b values (Y1R antagonism) varied from low nM to one-digit mu M. Most of the compounds proved to be sufficiently stable at pH 7.4 over 90 min to determine reliable pharmacological data in vitro. Exceptionally high instability was detected when a succinyl moiety was attached to the guanidine, probably, due to an intramolecular cleavage mechanism. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.07.028