2-[4-(4-氯苯甲酰基)苯氧基]乙酸 | 42017-94-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-[4-(4-氯苯甲酰基)苯氧基]乙酸
• 英文名称: 2-(4-(4-chlorobenzoyl)-phenoxy)acetic acid
• 英文别名: 2-(4-(4-chlorobenzoyl)phenoxy)acetic acid；p-(p-Chlorbenzoyl)-phenoxyessigsaeure；2-[4-(4-chlorobenzoyl)phenoxy]acetic Acid
• CAS: 42017-94-7
• 化学式: C₁₅H₁₁ClO₄
• mdl: MFCD09044534
• 分子量: 290.703
• InChiKey: VXEQLPQDVNSOPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.066
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  3-氨基吡啶 、 2-[4-(4-氯苯甲酰基)苯氧基]乙酸 在 三乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以98%的产率得到2-[4-(4-chlorobenzoyl)phenoxy]-N-(pyridin-3-yl)acetamide
  参考文献：
  名称：

  Synthesis and biological evaluation of negative allosteric modulators of the Kv11.1(hERG) channel

  摘要：

  We synthesized and evaluated a series of compounds for their allosteric modulation at the K(v)11.1 (hERG) channel. Most compounds were negative allosteric modulators of [H-3]dofetilide binding to the channel, in particular 7f, 7h-j and 7p. Compounds 7f and 7p were the most potent negative allosteric modulators amongst all ligands, significantly increasing the dissociation rate of dofetilide in the radioligand kinetic binding assay, while remarkably reducing the affinities of dofetilide and astemizole in a competitive displacement assay. Additionally, both 7f and 7p displayed peculiar displacement characteristics with Hill coefficients significantly distinct from unity as shown by e.g., dofetilide, further indicative of their allosteric effects on dofetilide binding. Our findings in this investigation yielded several promising negative allosteric modulators for future functional and clinical research with respect to their antiarrhythmic propensities, either alone or in combination with known K(v)11.1 blockers. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.10.032
• 作为产物：
  描述：

  4-(4-氯苯甲酰基)苯甲醚 在 aluminum (III) chloride 、 水 、 potassium carbonate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 2.0h， 生成 2-[4-(4-氯苯甲酰基)苯氧基]乙酸
  参考文献：
  名称：

  Synthesis and biological evaluation of negative allosteric modulators of the Kv11.1(hERG) channel

  摘要：

  We synthesized and evaluated a series of compounds for their allosteric modulation at the K(v)11.1 (hERG) channel. Most compounds were negative allosteric modulators of [H-3]dofetilide binding to the channel, in particular 7f, 7h-j and 7p. Compounds 7f and 7p were the most potent negative allosteric modulators amongst all ligands, significantly increasing the dissociation rate of dofetilide in the radioligand kinetic binding assay, while remarkably reducing the affinities of dofetilide and astemizole in a competitive displacement assay. Additionally, both 7f and 7p displayed peculiar displacement characteristics with Hill coefficients significantly distinct from unity as shown by e.g., dofetilide, further indicative of their allosteric effects on dofetilide binding. Our findings in this investigation yielded several promising negative allosteric modulators for future functional and clinical research with respect to their antiarrhythmic propensities, either alone or in combination with known K(v)11.1 blockers. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.10.032

文献信息

• An Efficient One-Pot Synthesis of 2-(Aryloxyacetyl)cyclohexane-1,3-diones as Herbicidal 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors
  作者：Da-Wei Wang、Hong-Yan Lin、Bo He、Feng-Xu Wu、Tao Chen、Qiong Chen、Wen-Chao Yang、Guang-Fu Yang

  DOI：10.1021/acs.jafc.6b04110

  日期：2016.11.30

  4-Hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27, HPPD) is an important target for new bleaching herbicides discovery. As a continuous work to discover novel crop selective HPPD inhibitor, a series of 2-(aryloxyacetyl)cyclohexane-1,3-diones were rationally designed and synthesized by an efficient one-pot procedure using N,N′-carbonyldiimidazole (CDI), triethylamine, and acetone cyanohydrin in CH2Cl2

  4-羟基苯基丙酮酸双加氧酶（EC 1.13.11.27，HPPD）是发现新的漂白除草剂的重要目标。为发现新型农作物选择性HPPD抑制剂而进行的持续工作，使用N，N'-羰基二咪唑（CDI），通过高效的一锅法合理设计和合成了一系列2-（芳氧基乙酰基）环己烷-1,3-二酮，三乙胺和丙酮氰醇在CH 2 Cl 2中。总共以良好至优异的产率合成了58种三酮化合物。一些三酮类化合物显示出有效的体外拟南芥HPPD（At HPPD）抑制活性。2-（2-（（（1-溴萘-2-基）氧基）乙酰基）-3-羟基环己基-2-烯-1-酮，II-13，在37.5–150 g ai / ha的剂量下表现出高，广谱和芽后除草活性，几乎与甲基磺草酮对某些杂草一样有效。此外，II-13在150 g ai / ha的速率下对玉米和低芥酸菜籽显示出良好的农作物安全性，这表明II-13可能作为除草剂用于控制玉米和低芥酸菜子田中的杂草。II
• ACTIVATOR OF ADIPONECTIN RECEPTOR
  申请人：THE UNIVERSITY OF TOKYO

  公开号：US20160214967A1

  公开（公告）日：2016-07-28

  An AdipoR activator for activating both AdipoR1 and AdipoR2 is provided. A compound represented by the following formula (1), wherein A is a substituted or unsubstituted aryl group or the like, Y 1 is (CHR 2 ) a — or the like, X is CH or N, R 1 is a C 1-7 alkyl group, m is an integer of 0-4, Y 2 is *—O—CH 2 —CONH—, *—CONH—(CH 2 ) b —CO— or the like, Z is a cyclic group, B may be a substituent of the cyclic group represented by Z, and n is an integer of 0-3.

  提供了一种用于激活AdipoR1和AdipoR2的AdipoR激活剂。以下式（1）表示的化合物，其中A是取代或未取代的芳基或类似物，Y1是（CHR2）a—或类似物，X是CH或N，R1是C1-7烷基基团，m是0-4的整数，Y2是*—O—CH2—CONH—，*—CONH—（CH2）b—CO—或类似物，Z是环基团，B可以是Z代表的环基团的取代基，n是0-3的整数。
• ADIPONECTIN RECEPTOR-ACTIVATING COMPOUND
  申请人：The University of Tokyo

  公开号：EP3053911A1

  公开（公告）日：2016-08-10

  An AdipoR activator for activating both AdipoR1 and AdipoR2 is provided. A compound represented by the following formula (1), wherein A is a substituted or unsubstituted aryl group or the like, Y1 is (CHR2)a- or the like, X is CH or N, R1 is a C1-7 alkyl group, m is an integer of 0-4, Y2 is *-O-CH2-CONH-, *-CONH-(CH2)b-CO- or the like, Z is a cyclic group, B may be a substituent of the cyclic group represented by Z, and n is an integer of 0-3.

  本发明提供了一种可同时激活 AdipoR1 和 AdipoR2 的 AdipoR 激活剂。一种由下式（1）代表的化合物，其中 A 是取代或未取代的芳基或类似物，Y1 是 (CHR2)a- 或类似物，X 是 CH 或 N，R1 是 C1-7 烷基，m 是 0-4 的整数，Y2 是 *-O-CH2-CONH-、*-CONH-(CH2)b-CO- 或类似物，Z 是环状基团，B 可以是 Z 所代表的环状基团的取代基，n 是 0-3 的整数。
• CCL5 inhibitors
  申请人：LAPKO INC.

  公开号：US11318111B2

  公开（公告）日：2022-05-03

  Compounds, pharmaceutically acceptable salts, esters, prodrugs, and pharmaceutical compositions thereof are disclosed that are useful for inhibition of the biological activity of CCL5 on mammalian cells, as well as methods of treatment for diseases involving the increased biological activity of CCL5.

  所公开的化合物、药学上可接受的盐、酯、原药及其药物组合物有助于抑制 CCL5 在哺乳动物细胞上的生物活性，以及治疗涉及 CCL5 生物活性增加的疾病的方法。
• Massolini; Carmellino; Baruffini, Farmaco, Edizione Scientifica, 1986, vol. 41, # 5, p. 381 - 387
  作者：Massolini、Carmellino、Baruffini

  DOI：——

  日期：——