2-{5-[(triphenylmethyl)amino]pentylamino}-8-isopropyl-5-methyl-3,6-dinitro-4H-1-benzopyran-4-one | 198986-00-4

• 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: 2-{5-[(triphenylmethyl)amino]pentylamino}-8-isopropyl-5-methyl-3,6-dinitro-4H-1-benzopyran-4-one
• CAS: 198986-00-4
• 化学式: C₃₇H₃₈N₄O₆
• 分子量: 634.732
• InChiKey: VTZJCYVPLUHBTO-UHFFFAOYSA-N

物化性质

• 沸点：
  723.2±60.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.21
• 重原子数：
  47.0
• 可旋转键数：
  14.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  140.55
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  溶剂黄146 、 2-{5-[(triphenylmethyl)amino]pentylamino}-8-isopropyl-5-methyl-3,6-dinitro-4H-1-benzopyran-4-one 以 水 为溶剂， 反应 2.0h， 以58%的产率得到2-[(5-aminopentyl)amino]-8-isopropyl-5-methyl-3,6-dinitro-4H-1-benzopyran-4-one acetate
  参考文献：
  名称：

  寡核苷酸和稳定剂的缀合物的合成和杂交特性-II。

  摘要：

  合成了具有三或五亚甲基胺接头功能的新的吡喃酮衍生物。这些衍生物通过5'-磷酰胺键共价附于七核苷酸pd（CCAAACA）。测试八核苷酸pd（TGTTTGGC）和上述寡核苷酸缀合物的互补复合物的热力学响应。配合物形成的Tm数据和热力学参数表明色酮（γ-吡喃酮）和香豆素（α-吡喃酮）衍生物具有稳定7-mer / 8-mer互补复合物的能力，最可能是通过吡喃的堆积相互作用邻近核苷酸碱基的芳香系统。色酮（或香豆素）衍生物对寡核苷酸复合物（37摄氏度下的delta delta G）稳定性的影响在-1.0至-1之间。

  DOI：

  10.1016/s0968-0896(97)00127-2
• 作为产物：
  描述：

  2-(dimethylamino)-8-isopropyl-5-methylchromone 在 硫酸 、 硝酸 作用下， 以 乙腈 为溶剂， 反应 1.5h， 生成 2-{5-[(triphenylmethyl)amino]pentylamino}-8-isopropyl-5-methyl-3,6-dinitro-4H-1-benzopyran-4-one
  参考文献：
  名称：

  Synthesis and hybridization properties of the conjugates of oligonucleotides and stabilization agents. Part 3☆

  摘要：

  New compounds having tri- or pentamethylenamine linker functions were synthesized. These derivatives were covalently attached through the 5'-phosphoramide linkage to heptanucleotide pd(CCAAACA). Complementary complexes of the octanucleotide pd(TGTTTGGC) and above oligonucleotide conjugates were tested for their thermodynamic response. The T-m data and thermodynamic parameters for complex formation confirmed the ability of chromone (gamma-pyrone) derivatives to stabilize strongly the 7-mer/8-mer complementary complex. Moreover, benzochromone (naphthopyrane) and, surprisingly, tetrallydropyrimidinethanone derivatives showed the capacity of stabilizing this 7-mer/8-mer complementary complex. The effect of all these compounds on the stability of the oligonucleotide complexes (DeltaG at 37degreesC ranged from - 1.2 to -2.0 kcal/mol) was shown to be comparable to the effect of one nucleotide base pair and similar to the effect (DeltaDeltaG at 37degreesC ranged from -1.5 to -2.0 kcal/mol) found for acridine-oligonucleotide conjugates, which served as a reference in this study. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.030