2-(dimethylamino)-8-isopropyl-5-methylchromone | 64965-08-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-(dimethylamino)-8-isopropyl-5-methylchromone
• 英文别名: 2-dimethylamino-8-isopropyl-5-methyl-chromen-4-one；2-Dimethylamino-5-methyl-8-isopropylchromon；2-(Dimethylamino)-5-methyl-8-(propan-2-yl)-4H-1-benzopyran-4-one；2-(dimethylamino)-5-methyl-8-propan-2-ylchromen-4-one
• CAS: 64965-08-8
• 化学式: C₁₅H₁₉NO₂
• 分子量: 245.321
• InChiKey: ZPGOSERHVIAUDT-UHFFFAOYSA-N

物化性质

• 沸点：
  354.1±42.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(dimethylamino)-8-isopropyl-5-methylchromone 在 硫酸 、 硝酸 作用下， 反应 0.5h， 以72.8%的产率得到2-(dimethylamino)-8-isopropyl-5-methyl-3,6-dinitrochromone
  参考文献：
  名称：

  Balbi; Roma; Mazzei, Farmaco, Edizione Scientifica, 1983, vol. 38, # 10, p. 784 - 793

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N,N’,N’-四甲基丙二酰胺 、 百里酚 在 三氯氧磷 、 sodium acetate 作用下， 以 氯苯 、 水 为溶剂， 反应 7.0h， 以65%的产率得到2-(dimethylamino)-8-isopropyl-5-methylchromone
  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

文献信息

• Balbi; Roma; Mazzei, Il Farmaco, 1989, vol. 44, # 6, p. 565 - 577
  作者：Balbi、Roma、Mazzei、Sottofattori、Cadel、Schiantarelli

  DOI：——

  日期：——
• BALBI, A.;ROMA, G.;MAZZE, M.;SOTTOFATTORI, E.;CADEL, S.;SCHIANTARELLI, P., FARMACO, 44,(1989) N, C. 565-577
  作者：BALBI, A.、ROMA, G.、MAZZE, M.、SOTTOFATTORI, E.、CADEL, S.、SCHIANTARELLI, P.

  DOI：——

  日期：——
• BALBI, A.;ROMA, G.;MAZZEI, M.;ERMILI, A., FARMACO. ED. SCI., 1983, 38, N 10, 784-793
  作者：BALBI, A.、ROMA, G.、MAZZEI, M.、ERMILI, A.

  DOI：——

  日期：——
• ERMILI A.; BALBI A.; DI BRACCIO M.; ROMA G., FARMACO ED. SCI., 1977, 32,
  作者：ERMILI A.、 BALBI A.、 DI BRACCIO M.、 ROMA G.

  DOI：——

  日期：——
• Synthesis and hybridization properties of the conjugates of oligonucleotides and stabilization agents. Part 3☆
  作者：Enzo Sottofattori、Maria Anzaldi、Mauro Mazzei、Mariangela Miele、Alessandro Balbi、Dmitri S. Pyshnyi、Olga D. Zakharova、Tatyana V. Abramova

  DOI：10.1016/j.bmc.2004.12.030

  日期：2005.3.1

  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.