6-(4-hydroxyphenyl)-2-naphthoic acid | 132292-18-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-(4-hydroxyphenyl)-2-naphthoic acid
• 英文别名: 2-(4'-hydroxyphenyl)naphthalene-6-carboxylic acid；6-(4-Hydroxyphenyl)-2-naphthalenecarboxylic acid；6-(4-hydroxyphenyl)naphthalene-2-carboxylic acid
• CAS: 132292-18-3
• 化学式: C₁₇H₁₂O₃
• 分子量: 264.28
• InChiKey: ARKBXICDICNBHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 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

• 作为反应物：
  描述：

  6-(4-hydroxyphenyl)-2-naphthoic acid 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以64%的产率得到4-(6-(hydroxymethyl)naphthalen-2-yl)phenol
  参考文献：
  名称：

  Structure–Activity Relationship and Anticancer Profile of Second-Generation Anti-MRSA Synthetic Retinoids

  摘要：

  We previously reported the antibacterial activity of CD437, a known antitumor compound. It proved to be a potent antimicrobial agent effective against both growing and persister cells of methicillin-resistant Staphylococcus aureus (MRSA). Herein, we report the synthesis of a panel of analogs and their effect on both MRSA and cancer cells. The hydrophobic group of the parent compound was varied in steric bulk, and lipid-mimicking analogs were tested. Biological assessment confirmed that the adamantane moiety is the most effective substitution for antibacterial activity, and some preferential action in cancer over MRSA was achieved.

  DOI：

  10.1021/acsmedchemlett.9b00159
• 作为产物：
  描述：

  6-溴-2-萘甲酸甲酯 在 盐酸 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 、 甲苯 为溶剂， 反应 1.0h， 生成 6-(4-hydroxyphenyl)-2-naphthoic acid
  参考文献：
  名称：

  Structure–Activity Relationship and Anticancer Profile of Second-Generation Anti-MRSA Synthetic Retinoids

  摘要：

  We previously reported the antibacterial activity of CD437, a known antitumor compound. It proved to be a potent antimicrobial agent effective against both growing and persister cells of methicillin-resistant Staphylococcus aureus (MRSA). Herein, we report the synthesis of a panel of analogs and their effect on both MRSA and cancer cells. The hydrophobic group of the parent compound was varied in steric bulk, and lipid-mimicking analogs were tested. Biological assessment confirmed that the adamantane moiety is the most effective substitution for antibacterial activity, and some preferential action in cancer over MRSA was achieved.

  DOI：

  10.1021/acsmedchemlett.9b00159

文献信息

• Naphthalene compounds
  申请人：Mitsubishi Gas Chemical Company, Inc.

  公开号：US05146025A1

  公开（公告）日：1992-09-08

  A compound represented by the formula: ##STR1## and a compound represented by the formula: ##STR2## wherein R is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy, which is an intermediate for producing the above compound (1) are disclosed.

  公开了一种由以下式子表示的化合物：##STR1##和由以下式子表示的化合物：##STR2##其中R是C.sub.1-C.sub.3烷基或C.sub.1-C.sub.3烷氧基，该化合物是制备上述化合物（1）的中间体。
• Liquid crystal polymers
  申请人：Benicewicz Brian

  公开号：US20050197483A1

  公开（公告）日：2005-09-08

  Liquid crystal polyester derived from phenylene-naphthalene monomers and one or more comonomers display an improved balance of properties, including low melt viscosity, fast cycle time in molding, very low mold shrinkage, high tensile and/or flexural strength, solvent resistance, excellent barrier properties, low water absorption, low thermal expansion coefficient, excellent thermostability, and/or low flammability. The phenylene-naphthalene monomers are The one or more comonomers include 4-hydroxybenzoic acid, 2-hydroxy-6-naphthoic acid, terephthalic acid, isophthalic acid, and derivatives and combinations thereof.

  由苯-萘单体和一个或多个共聚单体衍生的液晶聚酯表现出改进的性能平衡，包括低熔融粘度、成型快速、非常低的模具收缩率、高拉伸和/或弯曲强度、溶剂抗性、优异的障壁性能、低吸水性、低热膨胀系数、优异的热稳定性和/或低易燃性。苯-萘单体为4-羟基苯甲酸、2-羟基-6-萘甲酸，对苯二甲酸、异苯二甲酸及其衍生物和组合物。
• JPH02225439A
  申请人：——

  公开号：JPH02225439A

  公开（公告）日：1990-09-07
• US5146025A
  申请人：——

  公开号：US5146025A

  公开（公告）日：1992-09-08
• US5151549A
  申请人：——

  公开号：US5151549A

  公开（公告）日：1992-09-29