(4-甲酰基苯基)4-甲氧基苯甲酸酯 | 56800-26-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 中文名称: (4-甲酰基苯基)4-甲氧基苯甲酸酯
• 英文名称: 4-(4'-methoxybenzoyloxy)benzaldehyde
• 英文别名: 4-formylphenyl 4-methoxybenzoate；(4-formylphenyl) 4-methoxybenzoate
• CAS: 56800-26-1
• 化学式: C₁₅H₁₂O₄
• mdl: MFCD03144673
• 分子量: 256.258
• InChiKey: VYORLHNCZWLOHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4-甲酰基苯基)4-甲氧基苯甲酸酯 在 盐酸羟胺 、 sodium acetate 作用下， 以 水 、 异丙醇 为溶剂， 以56%的产率得到4-O-acetylbenzaldehyde oxime
  参考文献：
  名称：

  Synthesis and Mesomorphic Properties of New 3-Aryl-5-cyano-4,5-dihydroisoxazoles

  摘要：

  New 3-aryl-5-cyano-4,5-dihydroisoxazoles possessing liquid crystalline properties were synthesized in two ways. The key stage in both procedures is 1,3-dipolar cycloaddition of nitrile oxides to acrylonitrile.

  DOI：

  10.1023/b:rujo.0000019743.40861.ce
• 作为产物：
  描述：

  大茴香酸 在 氯化亚砜 、 三乙胺 作用下， 生成 (4-甲酰基苯基)4-甲氧基苯甲酸酯
  参考文献：
  名称：

  Design, Synthesis and Evaluation of Rhodanine Derivatives as Aldose Reductase Inhibitors

  摘要：

  Aldose reductase (ALR) enzyme plays a significant role in conversion of excess amount of glucose into sorbitol in diabetic condition, inhibitors of which decrease the secondary complication of diabetes mellitus. To understand the structural interaction of inhibitors with ALR enzyme and develop more effective ALR inhibitors, a series of substituted 5‐phenylbenzoate containing N‐substituted rhodanine derivatives were synthesized and evaluated for their in vitro ALR inhibitory activity. Docking studies of these compounds were carried out, which revealed that the 5‐phenylbenzoate moiety deeply influenced the key π‐π stacking while 4‐oxo‐2‐thioxothiazolidines contributed in hydrogen bond interactions. The phenyl ring of benzylidene system occupied in specific pocket constituted from Phe115, Phe122, Leu300 and Cys303 while the rhodanine ring forms a tight net of hydrogen bond with Val47 at anionic binding site of the enzyme. The structural insights obtained from the docking study gave better understanding of rhodanine and macromolecular interaction and will help us in further designing and improving of ALR inhibitory activity of rhodanine analogs.

  DOI：

  10.1111/cbdd.12369

文献信息

• Rhodium-catalyzed synthesis of esters from aryl iodides and alcohols: use of alcohols with/without the assistance of aldehydes as carbon monoxide and nucleophile sources
  作者：Ju Hyun Kim、Hawon Park、Young Keun Chung

  DOI：10.1039/c6ra25723b

  日期：——

  A CO-gas-free rhodium-catalyzed alkoxycarbonylation of aryl iodide with alcohols has been developed. Alcohols, with/without the aid of an aldehyde, were used as a carbon monoxide and nucleophile source. The former synthesis afforded better yields of the alkoxycarbonylated products. Moreover, phenols also afforded phenoxycarbonylation products with high yields.

  已经开发出无醇的铑的芳族碘化物与醇的无CO-气体铑催化的烷氧基羰基化。在/不使用醛的情况下，将醇用作一氧化碳和亲核试剂的来源。前一种合成提供了更高收率的烷氧羰基化产物。此外，酚还以高收率提供了苯氧羰基化产物。
• 2,2'-Binaphthalene Ester Chiral Dopants for Cholesteric Liquid Crystal Displays
  申请人：Diehl Donald R.

  公开号：US20140054498A1

  公开（公告）日：2014-02-27

  A liquid crystal composition comprising a chiral dopant compound represented by the following structure (Structure 1): wherein: R1 and R2 are independently hydrogen, —(C═O)R9, —(C═O)R10, alkyl, aryl, alkaryl, alkenyl, cycloalkyl, alkoxyaryl, or heterocyclic all either substituted or unsubstituted, or combine to form a carbocyclic or heterocyclic ring; and R3-R9 are as described in the disclosure. Also featured are liquid crystal compositions comprising a chiral dopant compound represented by any of Structure 2-4 as described in the disclosure.

  一种液晶组合物，包括由以下结构（结构1）表示的手性掺杂剂化合物：其中：R1和R2独立地是氢，—(C═O)R9，—(C═O)R10，烷基，芳基，烷芳基，烯基，环烷基，烷氧基芳基，或杂环烷基，均为取代或未取代，或结合形成碳环或杂环；R3-R9如披露中所述。还包括由披露中描述的结构2-4中的任何一个表示的手性掺杂剂化合物的液晶组合物。
• Effects of Polysubstitution on Mesomorphic Properties: Chloro and Methyl Derivatives of<i>N</i>-[4-(4-Substituted benzoyloxy)benzylidene]anilines
  作者：Hiroyuki Hasegawa、Tatsuya Masuda、Yoshio Matsunaga、Sachiko Seo、Kazuaki Yasuhara

  DOI：10.1246/bcsj.62.2875

  日期：1989.9

  The effects of mono-, di-, and trichloro substitution of the aniline moiety on the nematic-isotropic transition temperature of N-[4-(4-X-substituted benzoyloxy)benzylidene]anilines, where X=CH3O, CH3, or Cl, have been studied, while paying particular attention to the vicinal chlorines. While the substituent on the 2 or 3 position of the aniline moiety lowers the transition temperature of the parent

  苯胺部分的单、二和三氯取代对 N-[4-(4-X-取代的苯甲酰氧基)苄叉]苯胺的向列各向同性转变温度的影响，其中 X=CH3O、CH3 或 Cl , 已被研究，同时特别注意邻氯。虽然苯胺部分 2 或 3 位上的取代基降低了母体化合物和 4-氯衍生物的转变温度，但 2,3-二氯衍生物显示出高于 2- 或 3-氯衍生物的温度衍生物。此外，2,3,4-三氯衍生物的转变温度高于3,4-二氯衍生物的转变温度，略低于2,4-二氯异构体的转变温度。相反，无论其他取代基的位置如何，4-取代基的引入都会增加温度。
• Tetraoxybiphenyl Ester Chiral Dopants for Cholesteric Liquid Crystal Displays
  申请人：Diehl Donald R.

  公开号：US20120273725A1

  公开（公告）日：2012-11-01

  A liquid crystal composition comprising a chiral dopant compound represented by the following formula: wherein: R1, R2 are independently aryl, alkyl, alkenyl, cycloalkyl, alkoxyaryl, alkaryl or heterocyclic all either substituted or unsubstituted, or combine to form a carbocyclic or heterocyclic ring; R3 and R4 are independently hydrogen, halogen, cyano, alkoxy, NHCOR7, NHSO2R7, COOR7, OCOR7, aryl, alkyl, alkenyl, cycloalkyl, alkoxyaryl, alkaryl or heterocyclic all either substituted or unsubstituted, or combine with either R1 or R2 to form a carbocylic or heterocyclic ring; R5 and R6 are independently hydrogen, CH2, CH, alkyl or aryl either substituted or unsubstituted, COOR7, or combine with L to form a carbocyclic or heterocyclic ring; R7 is aryl, alkyl, alkenyl, cycloalkyl, alkoxyaryl or heterocyclic all either substituted or unsubstituted; L is the non-metallic elements required to form a carbocyclic or heterocyclic ring, or a single bond or a double bond; m is 1-3; n is 0-12.

  一种液晶组合物，包括由以下式表示的手性掺杂剂化合物： 其中：R1，R2独立地为芳基，烷基，烯基，环烷基，烷氧基芳基，烷基芳基或杂环基，均为取代或未取代，或结合形成碳环或杂环；R3和R4独立地为氢，卤素，氰基，烷氧基，NHCOR7，NHSO2R7，COOR7，OCOR7，芳基，烷基，烯基，环烷基，烷氧基芳基，烷基芳基或杂环基，均为取代或未取代，或与R1或R2之一结合形成碳环或杂环；R5和R6独立地为氢，CH2，CH，烷基或芳基，均为取代或未取代，COOR7，或与L结合形成碳环或杂环；R7为芳基，烷基，烯基，环烷基，烷氧基芳基或杂环基，均为取代或未取代；L为形成碳环或杂环所需的非金属元素，或单键或双键；m为1-3；n为0-12。
• Chemical Modification of Coumarin Dimer and HIV-1 Integrase Inhibitory Activity.
  作者：Pili Chih-Min Mao、Jean-Francois Mouscadet、Herve Leh、Christian Auclair、Ling-Yih Hsu

  DOI：10.1248/cpb.50.1634

  日期：——

  A systematic series of chemically modified coumarin dimmers has been synthesized and tested for their inhibitory activity against HIV-1 integrase. We observed that modified coumarin dimmers containing hydrophobic moiety on the linker display potent inhibitory activities.

  我们合成了一系列经过化学修饰的香豆素二聚体，并测试了它们对 HIV-1 整合酶的抑制活性。我们发现，在连接体上含有疏水分子的修饰香豆素二聚体具有很强的抑制活性。