3-(3,4,5-trimethoxybenzylidene)pentane-2,4-dione | 945558-97-4

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(3,4,5-trimethoxybenzylidene)pentane-2,4-dione
• 英文别名: 3-(3,4,5-trimethoxybenzylidene)-2,4-pentanedione；Trimethoxybenzylidene pentanedione；3-[(3,4,5-trimethoxyphenyl)methylidene]pentane-2,4-dione
• CAS: 945558-97-4
• 化学式: C₁₅H₁₈O₅
• 分子量: 278.305
• InChiKey: ATNSJLDBJQDEBF-UHFFFAOYSA-N

物化性质

• 密度：
  1.228g/cm3 at 20℃
• LogP：
  5.84 at 20℃ and pH6.93
• 表面张力：
  63.35mN/m at 1g/L and 20℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(3,4,5-trimethoxybenzylidene)pentane-2,4-dione 在 三乙胺 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.58h， 生成 5-acetyl-3-amino-2-(4-methoxybenzoyl)-6-methyl-4-(3,4,5-trimethoxyphenyl)-thieno[2,3-b]pyridine
  参考文献：
  名称：

  Thieno[2,3-b]pyridines—A new class of multidrug resistance (MDR) modulators

  摘要：

  To identify new potent multidrug resistance modulators, we have synthesized a series of novel thieno[ 2,3-b]pyridines and furo[2,3-b] pyridines, and examined their stucture-activity relationships. All synthesized compounds were tested to determine BCRP1, P-gp, and MRP1 inhibitor activity, and most potent MDR modulators were also screened for their toxicity, cytotoxicity and Ca2+ channel antagonist activity. Among these compounds, thieno[2,3-b] pyridine (6r) was found to exhibit a potent P-gp inhibitory action with EC50 = 0.3 +/- 0.2 mu M, MRP1 inhibitory action with EC50 = 1.1 +/- 0.1 mu M and BCRP1 inhibitory action with EC50 = 0.2 +/- 0.05 mu M and may represent suitable candidate for further pharmacological studies. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.09.023
• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲醛 在 哌啶 、 环己烷 作用下， 以 乙酰丙酮 为溶剂， 生成 3-(3,4,5-trimethoxybenzylidene)pentane-2,4-dione
  参考文献：
  名称：

  COMPOSITIONS AND METHODS FOR STABILIZING INGREDIENTS USING 2,4-PENTANEDIONE COMPOUNDS

  摘要：

  若2,4-戊二酮化合物中没有酚羟基，则若加入苯甲醛取代，可提高原本易受光敏化合物及其混合物的光稳定性。

  公开号：

  US20120141395A1

文献信息

• Reaction of Corey Ylide with α,β-Unsaturated Ketones: Tuning of Chemoselectivity toward Dihydrofuran Synthesis
  作者：Alexey O. Chagarovsky、Ekaterina M. Budynina、Olga A. Ivanova、Elena V. Villemson、Victor B. Rybakov、Igor V. Trushkov、Mikhail Ya. Melnikov

  DOI：10.1021/ol500877c

  日期：2014.6.6

  A straightforward, efficient, and reliable approach to synthetically valuable 2,3-dihydrofurans via a reaction between Corey ylide and α,β-unsaturated ketones has been developed. The use of simple and widely spread starting materials as well as mild reaction conditions and scalability provide a broad scope of 2,3-dihydrofurans.

  通过Corey ylide与α，β-不饱和酮之间的反应，开发了一种合成有价值的2,3-二氢呋喃的简单，有效和可靠的方法。简单且广泛分布的起始原料的使用以及温和的反应条件和可扩展性提供了广泛的2,3-二氢呋喃范围。
• Compositions and methods for stabilizing ingredients using 2,4-pentanedione compounds
  申请人：Chaudhuri Ratan K.

  公开号：US08617528B2

  公开（公告）日：2013-12-31

  Benzylidene substituted 2,4-pentanedione compounds without having phenolic hydroxyl group(s) are found to provide photostability to otherwise photosensitive compounds and compositions.

  含苯甲基亚甲基取代的2,4-戊二酮化合物，如果不含酚羟基，可以为原本易感光化合物和组合物提供光稳定性。
• Pathak, Vijai N.; Joshi, Rahul; Gupta, Neetu, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007, vol. 46, # 7, p. 1191 - 1197
  作者：Pathak, Vijai N.、Joshi, Rahul、Gupta, Neetu

  DOI：——

  日期：——
• ZUSAMMENSETZUNGEN VON FLUORTENSIDEN UND ANTIOXIDANTIEN
  申请人：Merck Patent GmbH

  公开号：EP3322400A1

  公开（公告）日：2018-05-23
• Compositions and Methods for Treatment of Hair with Reduced Hair Damage
  申请人：SYTHEON LTD

  公开号：US20150182431A1

  公开（公告）日：2015-07-02

  The present invention relates to hair care compositions comprising select benzylidene 2,4-pentanedione compounds and methods for reducing hair damage, especially oxidative hair damage, arising from various hair treatments. In particular, the compositions according to the present teachings contribute to a reduction or lessening in oxidative damage sustained by hair fibers during bleaching, repeated shampooing, dyeing, perming, straightening and other oxidative treatments. The compositions according to the present invention also provide excellent color evenness, sustained color protection, and reduce scalp itching.