5-hexylsalicylaldehyde | 18102-14-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-hexylsalicylaldehyde
• 英文别名: Benzaldehyde, 2-hydroxy, 5-hexyl；5-hexyl-2-hydroxybenzaldehyde
• CAS: 18102-14-2
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: AKLLVPQDWXRGLG-UHFFFAOYSA-N

物化性质

• 保留指数：
  1884

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-hexylsalicylaldehyde 在 盐酸 、 盐酸羟胺 、 sodium acetate 、 溶剂黄146 、 锌 作用下， 以 水 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Characterization of Scavengers of γ-Ketoaldehydes That Do Not Inhibit Prostaglandin Biosynthesis

  摘要：

  Expression Of cyclooxygenase-2 (COX-2) is associated with the development of many pathologic conditions. The product of COX-2, prostaglandin H(2) (PGH(2)), can spontaneously rearrange to form reactive gamma-ketoaldehydes called levuglandins (LGs). This gamma-keloaldehyde structure confers a high degree of reactivity on the LGs, which rapidly form covalent adducts with primary amines of protein residues. Formation of LG adducts of proteins has been demonstrated in pathologic conditions (e.g., increased levels in the hippocampus in Alzheimer's disease) and during physiologic function (platelet activation). On the basis of knowledge that lipid modification of proteins is known to cause their translocation and to alter their function. we hypothesize that modification of proteins by LG could have functional consequences. Testing this hypothesis requires an experimental approach that discriminates between the effects of protein modification by LG and the, effects of cyclooxygenase-derived prostanoids acting through their G-protein Coupled receptors. TO achieve this goal, we have synthesized and evaluated it series of scavengers that react with LG with a potency More than 2 orders of magnitude greater than that with the epsilon-amine of lysine. A Subset of these scavengers are shown to block the formation of LG adducts of proteins in cells without inhibiting the catalytic activity of the cyclooxygenases. Ten of these selective scavengers did not produce cytotoxicity. These results demonstrate that small molecules can scavenge LGs in cells without interfering with the formation of prostaglandins. They also provide a working hypothesis for the development of pharmacologic agents that could be used in experimental animals in vivo to assess the pathophysiological contribution of levuglandins in diseases associated with cyclooxygenase up-regulation.

  DOI：

  10.1021/tx900407a
• 作为产物：
  描述：

  苯基己酸酯 在 盐酸 、 sodium hydroxide 、 三氯化铝 、 汞 、 锌 作用下， 以 甲醇 、 水 、 硝基苯 为溶剂， 反应 2.0h， 生成 5-hexylsalicylaldehyde
  参考文献：
  名称：

  Stepniak-Biniakiewicz, Danuta, Polish Journal of Chemistry, 1980, vol. 54, # 7/8, p. 1567 - 1571

  摘要：

  DOI：

文献信息

• Aggregation of Complexes Coordinated with<i>N</i>,<i>N</i>′-Bis(5-alkylsalicylidene)ethylenediamine:¹H NMR Peak Shifts and Paramagnetic Broadening Investigations
  作者：Kazuo Miyamura、Keiki Satoh、Yohichi Gohshi

  DOI：10.1246/bcsj.62.45

  日期：1989.1

  Nickel(II) complexes coordinated with N,N′-disalicylideneethylenediamine (salen) substituted by a series of n-alkyl side chains have been synthesized. Drastic improvement in the solubility towards chloroform brought about by the increase in alkyl side chain lengths realised an extremely high concentration of 0.5 mol·dm−3. Due to aggregation, their 1H NMR spectra in CDCl3 were strongly dependent on

  已经合成了与被一系列正烷基侧链取代的 N,N'-二水杨基乙二胺 (salen) 配位的镍 (II) 配合物。由于烷基侧链长度的增加，对氯仿的溶解度显着提高，实现了 0.5 mol·dm-3 的极高浓度。由于聚集，它们在CDCl3 中的1H NMR 谱强烈依赖于浓度，尤其是在高浓度区域。烷基链长度对依赖性的影响很小，表明聚集是由复杂-复杂相互作用引起的，而不是由烷基侧链之间的疏水相互作用引起的。假设单体-二聚体平衡，聚集常数由浓度依赖性确定。更多，通过结合浓度依赖性的结果和添加相应的铜 (II) 配合物引起的顺磁展宽来估计聚集体的结构。顺磁展宽...
• Lowering Melting Points in Asymmetrically Substituted Salen-Copper(II) Complexes Exhibiting Mesomorphic Behavior. Structure of the Mesogen Cu(5-hexyloxySalen)
  作者：Reinhard Paschke、Dörte Balkow、E. Sinn

  DOI：10.1021/ic010875u

  日期：2002.4.1

  mesophases with lowered melting points. For terminally substituted complexes, symmetrical ones (R(1) = R(2)) have only an S(A) phase, while for unsymmetrical alkoxy substitution a monotropic S(E) phase occurs and the melting temperature decreases with no loss in mesophase stability. Lateral substitution, when it is symmetrical (R(3) = R(4)), lowers mesophase stability but not melting temperature, and when

  与它们的对称类似物相比，不对称取代的Cu-Salen配合物显示出具有降低的熔点的中间相。对于末端取代的络合物，对称的（R（1）= R（2））仅具有S（A）相，而对于不对称的烷氧基取代，则发生单向S（E）相，并且熔融温度降低，而中间相没有损失稳定性。横向取代，当对称时（R（3）= R（4）），会降低中间相的稳定性，但不会降低熔融温度；当不对称时，与母体化合物相比，它会大大降低中间相的稳定性和熔融温度。在亚胺碳上取代（R（5），R（6））也会降低化合物的化学稳定性（分解）。5-己氧基复合物的结构（R（1）= R（2）= OC（6）H（13），
• AGGREGATION STRUCTURE OF PORPHYRIN MODEL COMPLEX 4,4′-DIHEXYL-<i>N</i>,<i>N</i>′-DISALICYLIDENE-ETHYLENEDIAMINENICKEL (II) IN CHLOROFORM-d₁SOLUTION STUDIED BY¹H NMR SPECTRA
  作者：Kazuo Miyamura、Yohichi Gohshi

  DOI：10.1246/cl.1986.1145

  日期：1986.7.5

  1H NMR peak shift due to aggregation was observed in chloroform-d1 solution of porphyrin model complex, 4,4′ -dihexyl-N,N′-disalicylidene-ethylenediaminenickel(II) (1), and a piled structure was proposed for the aggregate of 1 from the sign and the amount of the shifts.

  在卟啉模型复合物、4,4'-二己基-N,N'-二水杨基-乙二胺镍(II)(1)的氯仿-d1溶液中观察到由于聚集引起的1H NMR峰位移，并提出了聚集体的堆积结构1 的符号和偏移量。
• KAXNIASHVILI A. I.; BUGIANISHVILI D. YA.; PARDZHIKIYA D. S.; MELADZE S. M+, SAKARTVELOS CCP METSNIEREBATA AKADEMIIS MOAMBE, SOOBSHCH. AN GRUZSSR, 198+
  作者：KAXNIASHVILI A. I.、 BUGIANISHVILI D. YA.、 PARDZHIKIYA D. S.、 MELADZE S. M+

  DOI：——

  日期：——
• STEPNIAK-BINIAKIEWICZ D., POL. J. CHEM., 1980, 54, NO 7-8, 1567-1571
  作者：STEPNIAK-BINIAKIEWICZ D.

  DOI：——

  日期：——