Di-n-butyl 4-hydroxyphthalate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Di-n-butyl 4-hydroxyphthalate
• 英文别名: 4OH-DnBP；Di-butyl 4-hydroxyphthalate；dibutyl 4-hydroxybenzene-1,2-dicarboxylate
• 化学式: C₁₆H₂₂O₅
• 分子量: 294.348
• InChiKey: AFBXQZALYPSYHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-羟基邻苯二甲酸 、 正丁醇 在 硫酸 作用下， 以89%的产率得到Di-n-butyl 4-hydroxyphthalate
  参考文献：
  名称：

  Structural essentials of xenoestrogen dialkyl phthalates to bind to the estrogen receptors

  摘要：

  Xenoestrogen dialkyl phthalates. C6H4(COOCnHm)(2) lack the phenolic hydroxyl group that is an essential structural component of the steroid A ring of 17 beta -estradiol. In order to examine wh;ther dialkyl phthalates imitate the steroid structure, we have synthesized a series of 4-hydroxyl derivatives of dialkyl phthalates. The compounds were examined for their ability to displace [H-3]17 beta -estradiol from the recombinant human estrogen receptor, which was expressed on Sf9 cells using the vaculovirus expression system. Dialkyl 4-hydroxyl phthalates were found to exhibit several-fold higher binding affinities compared to phthalates without the 4-hydroxyl group. From the analyses of receptor binding modes of dialkyl phthalates with and without the 4-hydroxyl group. it was deduced that the phthalic benzene ring mimics the steroid A ring. A biphasic binding curve observed for dicyclohexyl phthalate was also depicted by its 4-hydroxyl derivative. but it increased binding affinity only at the high affinity binding site. These data suggest that the phthalate benzene moiety recognizes the core of the estrogen receptor binding site and the hydrophobic interaction of the dialkyl moiety substantiates the binding characteristics of the phthalates. The present data indicate that even chemicals with slight structural analogy and weak receptor affinity can perturb the endocrine system when administered in high concentrations. (C) 2000 Elsevier Science Ireland Ltd. All rights reserved.

  DOI：

  10.1016/s0378-4274(00)00253-8

文献信息

• Structural Characterisation of Degradation Products Formed upon Di-<i>n</i>-Butyl Phthalate Radiolysis by High-Performance Liquid Chromatography Electrospray Tandem Mass Spectrometry
  作者：Aura Tintaru、Véronique Labed、Laurence Charles

  DOI：10.1255/ejms.1096

  日期：2010.10

  Structural characterisation of 15 degradation products, formed upon di- n-butyl phthalate (DBP) radiolysis, has been achieved using a high-performance liquid chromatography–tandem mass spectrometry (HPLC-MS/MS) coupling. The dissociation behaviour of protonated DBP was first established to be further used to characterise structural deviation in the degradation products. Based on accurate mass measurements, compounds shown by HPLC-MS analysis were all found to be DBP oxidation products, amongst which various sets of isomers could be distinguished. Collision-induced dissociation experiments performed on each electrosprayed molecule first allowed unambiguous definition of the location of the additional oxygen atoms; that is, in the alkyl branch or on the aromatic ring. Although location of the oxygen atom in the alkyl branches could not always be precisely determined, relative abundances of some product ions allowed oxygenated functions to be identified

  通过高性能液相色谱-串联质谱（HPLC-MS/MS）耦合技术，成功地对二正丁基邻苯二甲酸酯（DBP）放射性降解产物中的15种降解产物进行了结构表征。首先确定了质子化DBP的解离行为，以进一步用于表征降解产物的结构偏差。基于准确的质量测量，通过HPLC-MS分析显示的化合物均被发现是DBP氧化产物，其中可以区分出各种异构体。对每个电喷雾分子进行的碰撞诱导解离实验首先允许明确定义附加氧原子的位置，即在烷基分支或芳香环上。尽管不能总是精确确定氧原子在烷基分支中的位置，但一些产物离子的相对丰度允许确定氧化功能。
• Compositions for repelling crawling insects
  申请人：——

  公开号：US20020094993A1

  公开（公告）日：2002-07-18

  The present invention relates to novel compositions, comprising a repellent and an additive, where the additive is selected from the group consisting of phenol, benzaldehyde, benzoic acid or derivatives thereof and is present in a ratio of from 10:100 to 200:100% by weight to the repellent, and to their use for repelling crawling harmful insects, in particular ants or cockroaches.

  本发明涉及新型组合物，包括一种驱虫剂和一种添加剂，其中所述添加剂选自苯酚、苯甲醛、苯甲酸或其衍生物组成的群体，并以10:100至200:100％重量的比例存在于驱虫剂中，以及其用于驱赶爬行有害昆虫，特别是蚂蚁或蟑螂。
• RESIN COMPOSITION FOR LASER ENGRAVING, RELIEF PRINTING PLATE PRECURSOR FOR LASER ENGRAVING AND METHOD FOR PRODUCING THE SAME, AND RELIEF PRINTING PLATE AND METHOD FOR MAKING THE SAME
  申请人：YOSHIDA Kenta

  公开号：US20110076613A1

  公开（公告）日：2011-03-31

  A resin composition for laser engraving, including at least a phenol derivative (A) represented by the following Formula (A), a binder polymer (B), and a crosslinking agent (C), wherein the content of the phenol derivative (A) with respect to the total solid content of the resin composition is from 5% by mass to 50% by mass:
• Structural essentials of xenoestrogen dialkyl phthalates to bind to the estrogen receptors
  作者：Daisuke Asai、Yoshiko Tahara、Makoto Nakai、Yoshikuni Yakabe、Mineo Takatsuki、Takeru Nose、Teruo Shinmyozu、Yasuyuki Shimohigashi

  DOI：10.1016/s0378-4274(00)00253-8

  日期：2000.12

  Xenoestrogen dialkyl phthalates. C6H4(COOCnHm)(2) lack the phenolic hydroxyl group that is an essential structural component of the steroid A ring of 17 beta -estradiol. In order to examine wh;ther dialkyl phthalates imitate the steroid structure, we have synthesized a series of 4-hydroxyl derivatives of dialkyl phthalates. The compounds were examined for their ability to displace [H-3]17 beta -estradiol from the recombinant human estrogen receptor, which was expressed on Sf9 cells using the vaculovirus expression system. Dialkyl 4-hydroxyl phthalates were found to exhibit several-fold higher binding affinities compared to phthalates without the 4-hydroxyl group. From the analyses of receptor binding modes of dialkyl phthalates with and without the 4-hydroxyl group. it was deduced that the phthalic benzene ring mimics the steroid A ring. A biphasic binding curve observed for dicyclohexyl phthalate was also depicted by its 4-hydroxyl derivative. but it increased binding affinity only at the high affinity binding site. These data suggest that the phthalate benzene moiety recognizes the core of the estrogen receptor binding site and the hydrophobic interaction of the dialkyl moiety substantiates the binding characteristics of the phthalates. The present data indicate that even chemicals with slight structural analogy and weak receptor affinity can perturb the endocrine system when administered in high concentrations. (C) 2000 Elsevier Science Ireland Ltd. All rights reserved.