(5-羟基吡啶-3-基)硼酸 | 1208308-11-5

• 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
• 中文名称: (5-羟基吡啶-3-基)硼酸
• 中文别名: 5-羟基吡啶-3-硼酸
• 英文名称: (5-hydroxypyridin-3-yl)boronic acid
• CAS: 1208308-11-5
• 化学式: C₅H₆BNO₃
• 分子量: 138.919
• InChiKey: LDIJJCLRXUCETJ-UHFFFAOYSA-N

物化性质

• 沸点：
  530.5±60.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.53
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5-羟基吡啶-3-基)硼酸 在 四(三苯基膦)钯 、 三氯化硼 、 sodium carbonate 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 乙腈 为溶剂， 反应 3.5h， 生成 4-Chloro-2-[5-(piperidin-4-ylmethoxy)pyridin-3-yl]phenol
  参考文献：
  名称：

  SUBSTITUTED 1-H-INDOL-3-YL-BENZAMIDE AND 1, 1'-BIPHENYL ANALOGS AS HISTONE DEMETHYLASE INHIBITORS

  摘要：

  1-甲基吲哚-3-基苯甲酰胺和1,1'-联苯类似物衍生物，以及相关化合物，这些化合物可用作赖氨酸特异性组蛋白去甲基酶，包括LSD1的抑制剂；制备这些化合物的合成方法；包括这些化合物的药物组合物；以及使用这些化合物和组合物治疗与LSD1功能障碍相关的疾病的方法。

  公开号：

  US20170283397A1
• 作为产物：
  描述：

  3-溴-5-羟基吡啶 、 联硼酸频那醇酯 在 1,1'-双(二苯基膦)二茂铁 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium acetate 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成 5-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)吡啶-3-醇 、 (5-羟基吡啶-3-基)硼酸
  参考文献：
  名称：

  [EN] PYRROLOTRIAZINONE DERIVATIVES AS PI3K INHIBITORS
  [FR] DÉRIVÉS DE PYRROLOTRIAZINONE EN TANT QU'INHIBITEURS DES PI3K

  摘要：

  披露了具有公式(I)化学结构的新型吡咯三嗪酮衍生物；以及它们的制备方法，包含它们的药物组合物以及它们作为磷脂酰肌醇3-激酶（PI3Ks）抑制剂在治疗中的用途。

  公开号：

  WO2014060431A1

文献信息

• [EN] THIENO[3,2-C]PYRIDIN-4(5H)-ONES AS BET INHIBITORS<br/>[FR] THIÉNO[3,2-C]PYRIDIN-4(5H)-ONES UTILES COMME INHIBITEURS DE BET
  申请人：GLAXOSMITHKLINE LLC

  公开号：WO2014078257A1

  公开（公告）日：2014-05-22

  Thienopyridone compounds of formula (I) or a salt thereof, pharmaceutical compositions containing such compounds and their use in therapy, in particular in the treatment of diseases or conditions for which a bromodomain inhibitor is indicated.

  噻诺吡啶酮化合物或其盐，含有该化合物的药物组合物及其在治疗中的用途，特别是在溴结构域抑制剂用于治疗的疾病或症状中。
• Lead Optimization of 4-Acetylamino-2-(3,5-dimethylpyrazol-1-yl)-6-pyridylpyrimidines as A_2A Adenosine Receptor Antagonists for the Treatment of Parkinson’s Disease
  作者：Xiaohu Zhang、John E. Tellew、Zhiyong Luo、Manisha Moorjani、Emily Lin、Marion C. Lanier、Yongsheng Chen、John P. Williams、John Saunders、Sandra M. Lechner、Stacy Markison、Tanya Joswig、Robert Petroski、Jaime Piercey、William Kargo、Siobhan Malany、Mark Santos、Raymond S. Gross、Jenny Wen、Kayvon Jalali、Zhihong O’Brien、Carol E. Stotz、María I. Crespo、José-Luis Díaz、Deborah H. Slee

  DOI：10.1021/jm800851u

  日期：2008.11.27

  4-Acetylamino-2-(3,5-dimethylpyrazol-1-yl)-pyrimidines bearing substituted pyridyl groups as C-6 substituents were prepared as selective adenosine hA(2A) receptor antagonists for the treatment of Parkinson's disease. The 5-methoxy-3-pyridyl derivative 6g (hA(2A) K-i 2.3 nM, hA(1) K-i 190 nM) was orally active at 3 mg/kg in a rat HIC model but exposure was poor in nonrodent species, presumably due to poor aqueous solubility. Follow-on compound 16a (hA(2A) K-i 0.83 nM, hA(1) K-i 130 nM), bearing a 6-(morpholin-4-yl)-2-pyridyl substituent at C-6, had improved solubility and was orally efficacious (3 mg/kg, HIC) but showed time-dependent cytochrome P450 3A4 inhibition, possibly related to morpholine ring metabolism. Compound 16j (hA(2A) K-i 0.44 nM, hA(1) K-i 80 nM), bearing a 6-(4-methoxypiperidin-1-yl)-2-pyridyl substituent at C-6, was sparingly soluble but had good oral exposure in rodent and nonrodent species, had no cytochrome P450 or human ether-a-go-go related gene channel issues, and was orally efficacious at 1 mg/kg in HIC and at 3 mg/kg for potentiation Of L-dopa-induced contralateral rotations in 6-hydroxydopamine-lesioned rats.
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  DOI：10.1016/j.bmcl.2009.11.057

  日期：2010.1

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  DOI：10.1021/jm400484p

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  DOI：10.1021/acs.jmedchem.3c00990

  日期：2023.8.10