Bis(4-methoxyphenyl)essigsaeurechlorid | 7123-90-2

• 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: Bis(4-methoxyphenyl)essigsaeurechlorid
• 英文别名: bis-(4-methoxy-phenyl)-acetyl chloride；4.4'-Dimethoxy-diphenylacetylchlorid；Bis-(4-methoxy-phenyl)-acetylchlorid；Bis-<4-methoxy-phenyl>-acetylchlorid；Di(p-anisyl)acetylchlorid；2,2-Bis(4-methoxyphenyl)acetyl chloride
• CAS: 7123-90-2
• 化学式: C₁₆H₁₅ClO₃
• 分子量: 290.746
• InChiKey: OFYIFHBMGOVDEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Bis(4-methoxyphenyl)essigsaeurechlorid 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 三氯乙酸铯 、 三乙胺 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 10.25h， 生成 3-(bis(4-methoxyphenyl)methyl)-2-methoxy-3-(p-tolylamino)isoindolin-1-one
  参考文献：
  名称：

  Rh-Catalyzed annulations of N-methoxybenzamides with ketenimines: synthesis of 3-aminoisoindolinones and 3-diarylmethyleneisoindolinones with strong aggregation induced emission properties

  摘要：

  铑催化的烯胺与N-甲氧基苯甲酰胺的C-H活化/环化反应生成了3-氨基异吲哚啉-1-酮和3-(二芳基亚甲基)异吲哚啉-1-酮。

  DOI：

  10.1039/c6cc05456k
• 作为产物：
  描述：

  2-羟基-2-(4-甲氧基苯基)乙腈 在 氢氧化钾 、 五氯化磷 、 硫酸 、 三氯氧磷 作用下， 生成 Bis(4-methoxyphenyl)essigsaeurechlorid
  参考文献：
  名称：

  Bistrzycki; Paulus; Perrin, Chemische Berichte, 1911, vol. 44, p. 2605

  摘要：

  DOI：

文献信息

• Structure-Activity Relationship Studies on 6,7-Dimethoxy-2-phenethyl-1,2,3,4-tetrahydroisoquinoline Derivatives as Multidrug Resistance Reversers
  作者：Elisabetta Teodori、Silvia Dei、Gianluca Bartolucci、Maria Grazia Perrone、Dina Manetti、Maria Novella Romanelli、Marialessandra Contino、Nicola Antonio Colabufo

  DOI：10.1002/cmdc.201700239

  日期：2017.8.22

  A series of derivatives were synthesized and studied with the aim to investigate the structure-activity relationships of the two P-glycoprotein (P-gp) modulators elacridar and tariquidar. Then, different aryl-substituted amides were inserted, and to explore the effects of varying the amide function, the corresponding isosteric ester derivatives and some alkylamine analogues were synthesized. The new

  为了研究两种P-糖蛋白（P-gp）调节剂elacridar和tariquidar的结构-活性关系，合成并研究了一系列衍生物。然后，插入不同的芳基取代的酰胺，并探讨改变酰胺功能的影响，合成了相应的等位酯衍生物和一些烷基胺类似物。对新化合物进行了研究，以评估其与其他两种ABC转运蛋白（多药耐药相关蛋白1（MRP-1）和乳腺癌耐药蛋白（BCRP））的P-gp相互作用谱和选择性。对酰胺和酯衍生物对自发或酶促水解的化学稳定性的研究表明，这些化合物在磷酸盐缓冲液和人体血浆中稳定。这项研究使我们能够评估在三个外排泵上三个系列的选择性，并提出定义P-gp相互作用曲线的结构要求。我们确定了两种P-gp底物，一种P-gp抑制剂和三种对BCRP具有活性的酯衍生物，这为开发对该泵具有活性的配体开辟了新的前景。
• Palladium‐Catalyzed Enantioselective Isodesmic C–H Iodination of Phenylacetic Weinreb Amides
  作者：Hang Wang、Chunlin Zhou、Zezhong Gao、Shangda Li、Gang Li

  DOI：10.1002/anie.202300905

  日期：——

  Isodesmic reactions represent mild alternatives to other chemical transformations that require harsh oxidizing agents or highly reactive intermediates. However, enantioselective isodesmic C−H functionalization is unknown. Herein, an unprecedented highly enantioselective isodesmic C−H functionalization to access chiral iodinated phenylacetic Weinreb amides via desymmetrization and kinetic resolution

  等线反应代表了其他化学转化的温和替代品，这些化学转化需要苛刻的氧化剂或高反应性中间体。然而，对映选择性等渗 C−H 功能化是未知的。在此，报道了通过去对称化和动力学拆分获得手性碘化苯乙酸 Weinreb 酰胺的前所未有的高度对映选择性等渗 C-H 官能化。
• Structure−Activity Relationships Studies in a Series of <i>N</i>,<i>N</i>-Bis(alkanol)amine Aryl Esters as P-Glycoprotein (Pgp) Dependent Multidrug Resistance (MDR) Inhibitors
  作者：Cecilia Martelli、Marcella Coronnello、Silvia Dei、Dina Manetti、Francesca Orlandi、Serena Scapecchi、Maria Novella Romanelli、Milena Salerno、Enrico Mini、Elisabetta Teodori

  DOI：10.1021/jm9016174

  日期：2010.2.25

  As a continuation Or a previous research, a series of N,N-bis(alkanol)amine aryl esters, as Pgp-dependent MDR inhibitors, was; designed and synthesized. The aromatic ester portions are suitably modulated, and new aryl rings (Ar-1 and Ar-2) were combined with trans-3-(3,4,5-trimethoxyphenyl)-vinyl, 3,4,5-trimethoxybenzyl and anthracene moieties that were present in the most potent previously Studied compounds. The new compounds showed I wide range of potencies and efficacies Oil doxorubicin-resistant erythroleukemia K562 cells (K562/DOX) in the pirarubicin uptake assay. Selected compounds (5, 6, 8, 9, and 21) were further Studied, evaluating their action on doxorubicin cytotoxicity potentiation oil K562 cells; they significantly enhanced doxorubicin cytotoxicity oil K562/DOX cells, confirming the results obtained with pirarubicin. Compound 9 Shows file Most promising properties as it was able to nearly completely reverse Pgp-dependent pirarubicin extrusion at nanomolar closes and increased the cytotoxicity of doxorubicin with a reversal fold (RF) of 19.1 at 3 mu M dose.
• The Reaction of α-Haloketones with Bases
  作者：William G. Dauben、Claude F. Hiskey、Merrill A. Muhs

  DOI：10.1021/ja01128a069

  日期：1952.4
• Barbier et al., Bulletin de la Societe de Chimie Biologique, 1952, vol. 34, p. 1005,1012
  作者：Barbier et al.

  DOI：——

  日期：——