4-(pyridin-2-yl)benzene-1,3-diol | 170282-19-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(pyridin-2-yl)benzene-1,3-diol
• 英文别名: 2-(2',4'-dihydroxyphenyl)pyridine；2-(2,4-Dihydroxyphenyl)pyridine；4-pyridin-2-ylbenzene-1,3-diol
• CAS: 170282-19-6
• 化学式: C₁₁H₉NO₂
• 分子量: 187.198
• InChiKey: KVKRCGIBKYRKHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(pyridin-2-yl)benzene-1,3-diol 在 四丁基溴化铵 、 potassium carbonate 、 potassium iodide 作用下， 以 丁酮 为溶剂， 反应 48.0h， 生成 4-[2-Pyridin-2-yl-5-(thiophen-3-ylmethoxy)-phenoxy]-4-o-tolyl-butyric acid ethyl ester
  参考文献：
  名称：

  Selective Endothelin A Receptor Antagonists. 3. Discovery and Structure−Activity Relationships of a Series of 4-Phenoxybutanoic Acid Derivatives

  摘要：

  The third in this series of papers describes our further progress into the discovery of a potent and selective endothelin A (ETA) receptor antagonist for the potential treatment of diseases in which a pathophysiological role for endothelin has been implicated. These include hypertension, ischemic diseases, and atherosclerosis. In earlier publications we have outlined the discovery and structure-activity relations of two moderately potent series of nonpeptide ETA receptor antagonists. In this paper, we describe how a pharmacophore model for ETA receptor binding was developed which enabled these two series of compounds to be merged into a single class of 4-phenoxybutanoic acid derivatives. The subsequent optimization of in vitro activity against the ETA receptor led to the discovery of (R)-4-[2-cyano-5-(3-pyridylmethoxy)phenoxy]-4-(2-methylphenyl)butanoic acid (12m). This compound exhibits low-nanomolar binding to the ETA receptor and a greater than 1000-fold selectivity over the ETB receptor. Data are presented to demonstrate that 12m is orally bioavailable in the rat and is a functional antagonist in vitro and in vivo of ET-1-induced vasoconstriction.

  DOI：

  10.1021/jm9707131
• 作为产物：
  描述：

  2-溴吡啶 在 四(三苯基膦)钯 、 pyridine hydrochloride salt 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 40.0h， 生成 4-(pyridin-2-yl)benzene-1,3-diol
  参考文献：
  名称：

  ULTRAVIOLET LIGHT ABSORBERS

  摘要：

  本发明涉及具有吸收紫外光特性的化合物，该化合物还可以具有介向性质。本发明还涉及包括一种或多种这种化合物的组合物，以及包括一种或多种这种化合物的制造物，例如包括光学基底和包含本发明至少一种化合物的层的光学元件。

  公开号：

  US20170275534A1

文献信息

• Substituted phenyl compounds
  申请人：Rhone-Poulenc Rorer Limited

  公开号：US06211234B1

  公开（公告）日：2001-04-03

  Compounds of formula (I) are described wherein R1 is hydrogen, -(lower alkyl)q(CO2R6 or OH), —CN, —C(R7)═NOR8, NO2, —O(lower alkyl)R9, —C≡C—R10, —CR11═C(R12)(R13), —C(═O)CH2C(═O)CO2H, —CO(R14), alkylthio, alkylsulphinyl, alkylsulphonyl, carbamoyl, thiocarbamoyl, substituted carbamoyl, substituted thiocarbamoyl, sulphamoyl or an optionally substituted nitrogen-containing ring, m, n, o and p are independently zero or 1 and R2, R3, R4 and R5 are various groups; and physiologically acceptable salts, N-oxides and prodrugs thereof. The compounds have endothelin antagonist activity and are useful as pharmaceuticals.

  式(I)的化合物描述如下，其中R1为氢，-(较低烷基)q(CO2R6或OH)，—CN，—C(R7)HNOR8，NO2，—O(较低烷基)R9，—C≡C—R10，—CR11CH(R12)(R13)，—C(O)CH2C(O)CO2H，—CO(R14)，烷基硫醚，烷基亚砜基，烷基磺酰基，氨基甲酰基，硫代氨基甲酰基，取代的氨基甲酰基，取代的硫代氨基甲酰基，磺酰胺基或可选择取代的含氮环，m、n、o和p独立地为零或1，R2、R3、R4和R5为各种基团；以及其生理学上可接受的盐、N-氧化物和前药。这些化合物具有内皮素拮抗活性，并可用作药物。
• 1,3-Dihydroxybenzene derivatives and colorants containing said compounds
  申请人：——

  公开号：US20040016063A1

  公开（公告）日：2004-01-29

  1,3-Dihydroxybenzene derivatives of general formula (I) or (Ia) or physiologically tolerated, water-soluble thereof 1 wherein R′1 denotes substituted pyridyl group, a pyrimidyl group, a group of formula (IIa) or (IIIa) 2 and the dyeing agents for keratin fibers containing these compounds.

  一般式(I)或(Ia)的1,3-二羟基苯衍生物，或其生理耐受性、水溶性的衍生物，其中R′1代表取代吡啶基、嘧啶基、式(IIa)或(IIIa)的基团，以及含有这些化合物的角蛋白纤维染料剂。
• Substituierte Pyridyl-phenyl-ether
  申请人：BAYER AG

  公开号：EP0096354A1

  公开（公告）日：1983-12-21

  Neue substituierte Pyridyl-phenyl-ether der Formel in welcher R1, R2, X und Y die in der Beschreibung angegebene Bedeutung haben, mehrere Verfahren zur Herstellung der neuen Stoffe und deren Verwendung als Herbizide.

  式中的新取代吡啶基苯基醚 其中 R1、R2、X 和 Y 具有说明中给出的含义、 制备新物质并将其用作除草剂的多种工艺。
• Ultraviolet light absorbers
  申请人：Transitions Optical, Inc.

  公开号：US10619098B2

  公开（公告）日：2020-04-14

  Compounds that have ultraviolet light absorbing properties, and which can also have mesogenic properties. Compositions that include one or more such compounds. Articles of manufacture that include one or more such compounds, such as optical elements that include an optical substrate and a layer that includes at least one such compound.

  具有紫外线吸收特性的化合物，也可具有中生特性。包含一种或多种此类化合物的组合物。包括一种或多种此类化合物的制造品，如包括光学基底和至少一种此类化合物层的光学元件。
• Synthesis of high purity pyridine-phenolic ligands for metal ion optical sensors
  作者：Gavin E. Collis、Anthony K. Burrell

  DOI：10.24820/ark.5550190.p011.956

  日期：——