2-hydroxy-4-(naphthalen-1-yl)benzoic acid | 139082-29-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-hydroxy-4-(naphthalen-1-yl)benzoic acid
• 英文别名: 2-hydroxy-4-naphthalen-1-ylbenzoic acid
• CAS: 139082-29-4
• 化学式: C₁₇H₁₂O₃
• 分子量: 264.28
• InChiKey: NHJFJVWBERDFCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-hydroxy-4-(naphthalen-1-yl)benzoic acid
  参考文献：
  名称：

  Fragment-based discovery of potent inhibitors of the anti-apoptotic MCL-1 protein

  摘要：

  Apoptosis is regulated by the BCL-2 family of proteins, which is comprised of both pro-death and pro-survival members. Evasion of apoptosis is a hallmark of malignant cells. One way in which cancer cells achieve this evasion is thru overexpression of the pro-survival members of the BCL-2 family. Overexpression of MCL-1, a pro-survival protein, has been shown to be a resistance factor for Navitoclax, a potent inhibitor of BCL-2 and BCL-XL. Here we describe the use of fragment screening methods and structural biology to drive the discovery of novel MCL-1 inhibitors from two distinct structural classes. Specifically, cores derived from a biphenyl sulfonamide and salicylic acid were uncovered in an NMR-based fragment screen and elaborated using high throughput analog synthesis. This culminated in the discovery of selective and potent inhibitors of MCL-1 that may serve as promising leads for medicinal chemistry optimization efforts.

  DOI：

  10.1016/j.bmcl.2014.02.010

文献信息

• Dielectric ink composition
  申请人：Alpha Assembly Solutions Inc.

  公开号：US11193031B2

  公开（公告）日：2021-12-07

  The present invention relates to flexible and stretchable UV and thermally curable dielectric ink compositions that can be thermo or vacuum formed. The flexible ink can form a stretchable dielectric coating having excellent adhesion. The dielectric ink compositions can be applied on a circuit board, such as a paper-phenolic resin board, plastic board (PMMA, PET or the like) or a glass-epoxy resin board, by screen printing or the like, followed by heat/UV curing. The compositions are suitable for use in applications such as a capacitive touch, in-mold forming, creating cross over insulation layers, and manufacturing electronic circuitry and devices.

  本发明涉及可热成型或真空成型的柔性可拉伸紫外线和热固化介电油墨组合物。柔性油墨可形成具有出色附着力的可拉伸介电涂层。介电油墨组合物可通过丝网印刷或类似方法涂抹在电路板上，如纸酚醛树脂板、塑料板（PMMA、PET 或类似材料）或玻璃环氧树脂板，然后进行热/紫外固化。这些组合物适用于电容式触摸、模内成型、创建交叉绝缘层以及制造电子电路和设备等应用。
• Bi-aryl Analogues of Salicylic Acids: Design, Synthesis and SAR Study to Ameliorate Endoplasmic Reticulum Stress
  作者：Ye Eun Kim、Dong Hwan Kim、Ami Choi、Seoul Jang、Kwiwan Jeong、Young-mi Kim、Tae-gyu Nam

  DOI：10.2147/dddt.s319287

  日期：——

  Introduction: Endoplasmic reticulum (ER) stress condition is characterized as the accumulation of misfolded or unfolded proteins in lumen of ER. This condition has been implicated in various diseases and pathologies including β-cell apoptosis, Alzheimer's disease and atherosclerosis. We have reported that hydroxynaphthoic acids (HNA), naphthalene analogues of salicylic acid (SA), reduced ER stress. In this study, we explored structural modification to bi-aryl analogues of SA. Methods: Palladium-catalyzed cross-coupling was applied to synthesize bi-aryl analogues of SA. Anti-ER stress activity was monitored by using our cell-based assay system where ER stress is induced by tunicamycin. To monitor ER stress markers, ER stress was induced physiologically relevant palmitate system. Results: Many analogues decreased ER stress signal induced by tunicamycin. Compounds creating dihedral angle between Ar group and SA moiety generally increased the activity but gave some cytotoxicity to indicate the crucial role of flat conformation of aromatic region. The best compound (16e) showed up to almost 6-fold and 90-fold better activity than 3-HNA and tauro-ursodeoxycholic acid, positive controls, respectively. ER stress markers such as p-PERK and p-JNK were accordingly decreased in Western blotting upon treatment of 16e under palmitate-induced condition. Conclusion: Anti-ER stress activity and toxicity profile of bi-aryl analogues of SA could provide a novel platform for potential therapy for protein misfolding diseases.
• PHENOL AND PYRIDINOL DERIVATIVES AS PHARMACEUTICALS
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0532531A1

  公开（公告）日：1993-03-24
• DIELECTRIC INK COMPOSITION
  申请人：Alpha Assembly Solutions Inc.

  公开号：EP3625295A1

  公开（公告）日：2020-03-25
• FLUX FORMULATIONS
  申请人：Alpha Metals, Inc.

  公开号：US20140060703A1

  公开（公告）日：2014-03-06

  Flux formulations that remain pliable and tack-free after deposition are disclosed. In certain examples, the flux comprises a first component and an effective amount of a second component to provide a pliable flux after deposition. The flux may also include activators, plasticizers, surface active agents and other components.