4-oxo-8-nonenal | 119680-98-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-oxo-8-nonenal
• 英文别名: 4-oxonon-8-enal
• CAS: 119680-98-7
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: NQFJZLJLLQQSIO-UHFFFAOYSA-N

物化性质

• 沸点：
  243.3±33.0 °C(Predicted)
• 密度：
  0.925±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.89
• 重原子数：
  11.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-oxo-8-nonenal 在 咪唑 、 双氧水 、 氟化氢吡啶 、 9-硼双环[3.3.1]壬烷 、 尿素 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 [6-(5-Hydroxy-pentyl)-6-methoxy-[1,2]dioxan-3-yl]-acetic acid methyl ester
  参考文献：
  名称：

  Synthesis of a bioprobe for elucidation of target molecule of spongean anti-malarial peroxides

  摘要：

  The reactants of an anti-malarial peroxide having a 6-carbomethoxymethyl-3-methoxy-1,2-dioxane moiety treated with FeSO4 were analyzed. For mechanistic study of the anti-malarial peroxide, two biotinylated probes to elucidate the target molecules were designed and synthesized. The two synthesized probes showed potent anti-malarial activity, and one of them was proved to form an irreversible binding with protein in a model experiment. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.086
• 作为产物：
  描述：

  magnesium,pent-1-ene,bromide 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-oxo-8-nonenal
  参考文献：
  名称：

  Synthesis of a bioprobe for elucidation of target molecule of spongean anti-malarial peroxides

  摘要：

  The reactants of an anti-malarial peroxide having a 6-carbomethoxymethyl-3-methoxy-1,2-dioxane moiety treated with FeSO4 were analyzed. For mechanistic study of the anti-malarial peroxide, two biotinylated probes to elucidate the target molecules were designed and synthesized. The two synthesized probes showed potent anti-malarial activity, and one of them was proved to form an irreversible binding with protein in a model experiment. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.086

文献信息

• Synthesis of exogonic acid and related compounds
  作者：Tomihiro Nishiyama、Joanne F. Woodhall、Elvie N. Lawson、William Kitching

  DOI：10.1021/jo00270a031

  日期：1989.4
• Structure–activity relationship of anti-malarial spongean peroxides having a 3-methoxy-1,2-dioxane structure
  作者：Motoyuki Kawanishi、Naoyuki Kotoku、Sawako Itagaki、Toshihiro Horii、Motomasa Kobayashi

  DOI：10.1016/j.bmc.2004.04.051

  日期：2004.10

  In order to study the structure-activity relationship of anti-malarial spongean peroxides, several analogues concerning with the 6-methoxyacetyl moiety and the 3-pentyl residue in methyl 2-(3-methoxy-3-pentyl-1,2-dioxan-6-yl) acetate were synthesized and evaluated for anti-malarial activity. The tert-butyl ester analogue 14 showed stability in mouse serum and a high selectivity index against the malaria parasite, Plasmodium falciparum, and the citronellyl analogue 31 exhibited the strongest in vitro antimalarial activity among them, and the imidazole analogue 25 showed desirable in vivo anti-malarial activity against P. berghei infected mice. (C) 2004 Elsevier Ltd. All rights reserved.
• NISHIYAMA, TOMIHIRO;WOODHALL, JOANNE F.;LAWSON, ELVIE N.;KITCHING, WILLIA+, J. ORG. CHEM., 54,(1989) N, C. 2183-2189
  作者：NISHIYAMA, TOMIHIRO、WOODHALL, JOANNE F.、LAWSON, ELVIE N.、KITCHING, WILLIA+

  DOI：——

  日期：——
• Synthesis of a bioprobe for elucidation of target molecule of spongean anti-malarial peroxides
  作者：Nobutoshi Murakami、Motoyuki Kawanishi、Sawako Itagaki、Toshihiro Horii、Motomasa Kobayashi

  DOI：10.1016/j.bmcl.2004.04.086

  日期：2004.7

  The reactants of an anti-malarial peroxide having a 6-carbomethoxymethyl-3-methoxy-1,2-dioxane moiety treated with FeSO4 were analyzed. For mechanistic study of the anti-malarial peroxide, two biotinylated probes to elucidate the target molecules were designed and synthesized. The two synthesized probes showed potent anti-malarial activity, and one of them was proved to form an irreversible binding with protein in a model experiment. (C) 2004 Elsevier Ltd. All rights reserved.