(1E,6E)-1,7-bis(3,5-di-tert-butyl-4-hydroxyphenyl)-1,6-heptadiene-3,5-dione | 191608-68-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (1E,6E)-1,7-bis(3,5-di-tert-butyl-4-hydroxyphenyl)-1,6-heptadiene-3,5-dione
• 英文别名: 1,7-Bis(3,5-di-tert-butyl-4-hydroxyphenyl)-1,6-heptadiene-3,5-dione；(1E,6E)-1,7-bis(3,5-ditert-butyl-4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
• CAS: 191608-68-1
• 化学式: C₃₅H₄₈O₄
• 分子量: 532.764
• InChiKey: FRLWDHDIQCJLBE-WXUKJITCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酰丙酮 、 3,5-二叔丁基-4-羟基苯甲醛 在 boron trioxide 、 三仲丁基硼酸酯 、 水 、 溶剂黄146 、 正丁胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.08h， 以66%的产率得到(1E,6E)-1,7-bis(3,5-di-tert-butyl-4-hydroxyphenyl)-1,6-heptadiene-3,5-dione
  参考文献：
  名称：

  Non-cytotoxic synthetic analogues of (1E, 6E)-1, 7-Bis (4-hydroxy-3-methoxyphenyl)-1, 6-heptadiene-3, 5-Dione and therapeutic applications thereof in cystic fibrosis

  摘要：

  揭示了一种新颖的合成类似物，即(1E,6E)-1,7-双(4-羟基-3-甲氧基苯基)-1,6-庚二烯-3,5-二酮，以及其在矫正改变的CFTR运输和相关受损氯离子传输中的囊性纤维化疗效应用。在邻位于酚基的位置引入支链烷基基团，产生了具有大幅改善delF508CFTR运输且没有细胞毒性的临床化合物。

  公开号：

  US07521580B1

文献信息

• Non-cytotoxic synthetic analogues of (1E, 6E)-1, 7-Bis (4-hydroxy-3-methoxyphenyl)-1, 6-heptadiene-3, 5-Dione and therapeutic applications thereof in cystic fibrosis
  申请人：Sami Labs Ltd.

  公开号：US07521580B1

  公开（公告）日：2009-04-21

  Disclosed are novel, synthetic analogues of (1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione and the therapeutic applications for cystic fibrosis thereof in correcting altered CFTR trafficking and the associated impaired chloride (Cl−) ion transport. Introduction of branched-alkyl groups ortho to the phenolic groups gave rise to clinical compounds with vastly improved trafficking of delF508CFTR and with no cytotoxicity.

  揭示了一种新颖的合成类似物，即(1E,6E)-1,7-双(4-羟基-3-甲氧基苯基)-1,6-庚二烯-3,5-二酮，以及其在矫正改变的CFTR运输和相关受损氯离子传输中的囊性纤维化疗效应用。在邻位于酚基的位置引入支链烷基基团，产生了具有大幅改善delF508CFTR运输且没有细胞毒性的临床化合物。
• [EN] PHENOLIC METAL SALTS AND THEIR PHENOLIC ACIDS AS POLYMER STABILIZERS<br/>[FR] SELS MÉTALLIQUES PHÉNOLIQUES ET LEURS ACIDES PHÉNOLIQUES UTILISÉS COMME STABILISANTS DE POLYMÈRES
  申请人：BASF SE

  公开号：WO2019008002A1

  公开（公告）日：2019-01-10

  The invention relates to a composition comprising a) a polymer and b) (i) a phenolic metal salt of formula (I) Mn+ (L-)n wherein n is 1, 2 or 3, Mn+ is a metal ion and L- is an anion of formula (II) wherein A1 and A2 are both -CH2-CH2-, -CH=CH- or -CH2- or A1 is -CH=CH- and A2 is -CH2- or A1 is -CH2-CH2- and A2 is -CH2-, R1, R2, R4 and R5 are independently from each other C1-C4 alkyl, R3 is H or C1-C4 alkyl, or (ii) a bisphenolic compound of formula (III) wherein A1, A2, and R1 to R5 are as mentioned above, wherein the amount of component b) is from 0.0005 to 0.9 % by weight based on the weight of component a). The phenolic metal salt of formula (I) or the bisphenolic compound of formula (III) stabilizes the polymer against oxidative, thermal or light-induced degradation. Further embodiments are also an additive mixture comprising the phenolic metal salt of formula (I) or the bisphenolic compound of formula (III) and a further additive or a process for adding the component b) to the polymer, for example in an extruder.

  本发明涉及一种组合物，包括a）聚合物和b）（i）式（I）的酚类金属盐Mn+（L）n，其中n为1、2或3，Mn+为金属离子，L-为式（II）的阴离子，其中A1和A2均为-CH2-CH2-，-CH=CH-或-CH2-，或者A1为-CH=CH-，A2为-CH2-或A1为-CH2-CH2-，A2为-CH2-，R1、R2、R4和R5各自独立地为C1-C4烷基，R3为H或C1-C4烷基；或（ii）式（III）的双酚类化合物，其中A1、A2和R1至R5如上所述，其中组分b）的量为组分a）的重量的0.0005至0.9％。式（I）的酚类金属盐或式（III）的双酚类化合物可以使聚合物对氧化、热或光诱导降解具有稳定作用。进一步的实施方式还包括包括式（I）的酚类金属盐或式（III）的双酚类化合物和其他添加剂的混合物，或将组分b）添加到聚合物中的方法，例如在挤出机中。
• Electron ionization mass spectrometry of curcumin analogues: an olefin metathesis reaction in the fragmentation of radical cations
  作者：Ben L. M. van Baar、Jelle Rozendal、Henk van der Goot

  DOI：10.1002/(sici)1096-9888(199804)33:4<319::aid-jms636>3.0.co;2-u

  日期：1998.4

  The natural compound curcumin, used in cosmetics, traditional medicines and as a spice in food, is known as a multi-factorial anti-inflammatory agent. To study the anti-inflammatory activity of curcumin derivatives, 24 analogues were synthesized and their structures were confirmed by H-1 MMR and electron ionization (EI) mass spectrometry. Most signals in the EI mass spectra can be attributed to commonly known fragmentations, but the formation of ring-substituted 1,2-diphenylethene (stilbene)-type radical cations, observed in the spectra of all compounds investigated and resulting in the base peak for some compounds, requires a peculiar rearrangement. Metastable ion spectra and C-13 labelling studies show that the stilbene-type ions are formed directly from the molecular ions and contain the two original aryl groups and the 1 and 7 carbon atoms of the olefinic system. It is proposed that the formation of stilbene-type ions results from an intramolecular olefin metathesis reaction; this suggestion is supported by semi-empirical (MNDO/PM3) calculations. (C) 1998 John Wiley & Sons, Ltd.
• COMPOSITIONS AND METHODS FOR DETECTING AMYLOID-BETA-DEGRADING ENZYME ACTIVITY
  申请人：Chen Rita P.-Y.

  公开号：US20130102498A1

  公开（公告）日：2013-04-25

  Novel substrates for detection of activity of amyloid beta degrading enzyme, such as Neprilysin (NEP) and insulin degrading enzyme (IDE), associated with Alzheimer's disease, are provided. A quenched fluorogenic peptide substrate containing the first seven residues of the Aβpeptide plus a C-terminal Cys residue to detect neprilysin activity with a fluorophore attached to the C-terminal Cys and a quencher linked to the N-terminus of the peptide is disclosed. An assay system sensitive to endopeptidase activity of NEP and IDE, but insensitive to other Aβ-degrading enzymes is disclosed. Active compounds are identified by a cell-based assay system for high-throughput screening.
• US7521580B1
  申请人：——

  公开号：US7521580B1

  公开（公告）日：2009-04-21