1-(2,4-二羟基苯基)辛烷-1-酮 | 37622-68-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2,4-二羟基苯基)辛烷-1-酮
• 英文名称: 1-(2,4-dihydroxyphenyl)octan-1-one
• 英文别名: 1-(2,4-Dihydroxyphenyl)-1-octanone
• CAS: 37622-68-7
• 化学式: C₁₄H₂₀O₃
• 分子量: 236.311
• InChiKey: KQTGSBXSUHUCKY-UHFFFAOYSA-N

物化性质

• 熔点：
  60-61 °C(Solv: ligroine (8032-32-4))
• 沸点：
  387.5±12.0 °C(Predicted)
• 密度：
  1.089±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2,4-二羟基苯基)辛烷-1-酮 在 三氟化硼乙醚 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 49.5h， 生成 N,N,N-triethyl-11-(3-hexyl-4-oxo-4H-chromen-7-yloxy)-11-oxoundecan-1-aminium bromide
  参考文献：
  名称：

  Synthesis, Antiproliferative, and c-Src Kinase Inhibitory Activities of 4-Oxo-4H-1-benzopyran Derivatives

  摘要：

  A new class of 4‐oxo‐4H‐1‐benzopyran derivatives were synthesized and their antiproliferative activity examined against a panel of three human cancer cell lines, that is, breast carcinoma (MDA‐MB‐468), ovarian adenocarcinoma (SK‐OV‐3), and colorectal adenocarcinoma (HT‐29). Two compounds, that is, 3‐hexyl‐7,8‐dihydroxy‐4‐oxo‐4H‐1‐benzopyran and (E)‐ethyl 3‐(7‐methoxy‐4‐oxo‐4H‐1‐benzopyran‐3‐yl)acrylate were found to be potent against all three cancer cell lines studied at 50 μM concentration. Also, the inhibitory potency of the compounds was evaluated against active Src kinase. A few of these compounds exhibited modest Src kinase inhibitory activity (IC50 = 52–57 μM). Structure‐activity relationship studies with respect to the nature and position of substituents on the lead compounds could be further exploited for the design and development of more potent antiproliferative agents and/or Src kinase inhibitors.

  DOI：

  10.1002/jhet.2106
• 作为产物：
  描述：

  正辛腈 、 间苯二酚 在 盐酸 、 乙醚 、 zinc(II) chloride 作用下， 生成 1-(2,4-二羟基苯基)辛烷-1-酮
  参考文献：
  名称：

  Karrer; Rosenfeld, Helvetica Chimica Acta, 1921, vol. 4, p. 714

  摘要：

  DOI：

文献信息

• 樱草素衍生物及其合成方法和应用
  申请人：西北大学

  公开号：CN107501073A

  公开（公告）日：2017-12-22

  本发明公开了一种如结构通式（I）所示的具有抗菌活性的樱草素衍生物，其中R选自C2～C20的烷基。其以间苯二酚和脂肪酸衍生物为原料，经傅‑克酰基化和甲基化合成丹皮酚衍生物，将羰基还原后再经过氧化得到樱草素衍生物。该樱草素衍生物具有良好的抗菌活性，可作为潜在的抗菌剂使用。
• Ytterbium triflate catalysed Friedel–Crafts reaction using carboxylic acids as acylating reagents under solvent-free conditions
  作者：Can Jin、Jie Li、Weike Su

  DOI：10.3184/030823409x12511347683523

  日期：2009.10

  The Friedel–Crafts acylation of 1-naphthol and phenol derivatives with carboxylic acids were investigated by using a catalytic amount of metal-triflate, in particular Yb(OTf)3, under solvent-free conditions. Both aliphatic and aromatic carboxylic acids reacted easily to afford the corresponding hydroxyaryl ketones.

  在无溶剂条件下，通过使用催化量的金属三氟甲磺酸盐，特别是 Yb(OTf)3，研究了 1-萘酚和苯酚衍生物与羧酸的 Friedel-Crafts 酰化反应。脂肪族和芳香族羧酸都容易反应得到相应的羟基芳基酮。
• Exploring efficacy of natural-derived acetylphenol scaffold inhibitors for α-glucosidase: Synthesis, in vitro and in vivo biochemical studies
  作者：Xiao Yu、Fan Zhang、Ting Liu、Zhigang Liu、Qingjian Dong、Ding Li

  DOI：10.1016/j.bmcl.2020.127528

  日期：2020.12

  an attractive therapeutic option. Here, a collection of acetylphenol analogues derived from paeonol and acetophenone were synthesized and evaluated for their α-glucosidase inhibitory activity. Most of derivatives, such as 9a–9e, 9i, 9m–9n and 11d–1e, (IC50 = 0.57 ± 0.01 μM to 8.45 ± 0.57 μM), exhibited higher inhibitory activity than the parent natural products and were by far more potent than the

  从天然或天然来源的产品中发现新型α-葡萄糖苷酶抑制剂和抗糖尿病候选药物代表了一种有吸引力的治疗选择。在这里，合成了一组从丹皮酚和苯乙酮衍生的乙酰酚类似物，并对其α-葡萄糖苷酶抑制活性进行了评估。大多数衍生物，例如9a – 9e，9i，9m–9n和11d–1e（IC 50  = 0.57±0.01μM至8.45±0.57μM），比母体天然产物显示出更高的抑制活性，并且效力更强比抗糖尿病药物阿卡波糖（IC 50  = 57.01±0.03μM）。其中9e和11d以非竞争方式表现出最有效的活动。两种最有效的化合物与α-葡萄糖苷酶之间的结合过程是自发的。疏水相互作用是酶-乙酰酚支架抑制剂复合物的形成和稳定的主要力量，并诱导了地形图像的变化和α-葡萄糖苷酶的聚集。此外，体外翻肠肠和体内麦芽糖负荷试验进一步证明了这两种化合物的α-葡萄糖苷酶抑制作用，我们的发现证明它们具有显着的餐后降血糖作用。
• Water-Mediated <i>ortho</i>-Carboxymethylation of Aryl Ketones under Ir(III)-Catalytic Conditions: Step Economy Total Synthesis of Cytosporones A–C
  作者：Pitambar Patel

  DOI：10.1021/acs.joc.2c00197

  日期：2022.4.1

  Flavanone and chromanone were also found to be facile substrates with the developed catalytic system. Mechanistic studies revealed the active catalytic species and the role of water in the reaction process as hydroxy and proton sources. Employing the developed method, total synthesis of cytosporone A was achieved in two steps and that of cytosporones B–C was achieved in three steps starting from resorcinol

  已经在水性介质中开发了一种快速 Ir(III) 催化的芳基酮与重氮化 Meldrum 酸的羧甲基化反应。还发现黄烷酮和色满酮是具有开发催化体系的容易的底物。机理研究揭示了活性催化物质和水在反应过程中作为羟基和质子源的作用。采用所开发的方法，细胞孢子素 A 的全合成分两步完成，细胞孢子素 B-C 的全合成从间苯二酚开始分三步完成。
• HAIR TREATMENT COMPOSITION AND HAIR COSMETIC FOR DAMAGED HAIR
  申请人：Meiji Seika Kaisha, Ltd.

  公开号：EP1602354A1

  公开（公告）日：2005-12-07

  The present invention intends to provide a composition for hair treatment containing γ-polyglutamic acid or a salt thereof, a hair cosmetic for damaged hair containing such a composition, and their uses. The composition for hair treatment containing γ-polyglutamic acid or a salt thereof and the hair cosmetic for damaged hair of the present invention have excellent improvement effects on the strength and frictional force of hair, so that they can provide tension, elasticity, or the like to damage hair to prevent or alleviate split hair and broken hair as well as improvements in combing and touch. Furthermore, they also exert effects of moisture retention inherent to γ-polyglutamic acid or a salt thereof, preventing or improving effects on the generation of dandruff on the basis of such effects, preventing effects on the feeling of stickiness or creak, and various effectiveness including appropriate residual tendency to hair in a simultaneous manner, respectively.

  本发明旨在提供一种含有γ-聚谷氨酸或其盐的头发治疗组合物、一种含有这种组合物的用于受损头发的护发化妆品及其用途。本发明的含有γ-聚谷氨酸或其盐的头发治疗组合物和用于受损头发的护发化妆品对头发的强度和摩擦力有很好的改善效果，因此它们可以为受损头发提供张力、弹性等，以防止或减轻头发分叉和断裂，并改善梳理和触感。此外，它们还能分别发挥γ-聚谷氨酸或其盐固有的保湿效果、在此基础上防止或改善头皮屑产生的效果、防止粘腻感或吱吱作响的效果，以及包括同时对头发产生适当残留倾向在内的各种功效。