5-bromo-2-hydroxynicotinaldehyde | 1227603-42-0

• 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: 5-bromo-2-hydroxynicotinaldehyde
• 英文别名: 5-bromo-2-hydroxynicotinic aldehyde；5-Bromo-2-oxo-1,2-dihydropyridine-3-carbaldehyde；5-bromo-2-oxo-1H-pyridine-3-carbaldehyde
• CAS: 1227603-42-0
• 化学式: C₆H₄BrNO₂
• 分子量: 202.007
• InChiKey: CNDLEYZYBXPMKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 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：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-bromo-2-hydroxynicotinaldehyde 在 三(2-呋喃基)膦 、 palladium diacetate 、 sodium hydride 、 甲基磺酰氯 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 22.84h， 生成 6-([1,10-biphenyl]-4-yl)-[1,2]oxathiino[6,5-b]pyridine 2,2-dioxide
  参考文献：
  名称：

  Development of oxathiino[6,5-b]pyridine 2,2-dioxide derivatives as selective inhibitors of tumor-related carbonic anhydrases IX and XII

  摘要：

  Oxathiino[6,5-b]pyridine 2,2-dioxides are identified as a new class of isoform-selective nanomolar inhibitors of tumor associated human carbonic anhydrases (hCA) IX and XII. At the same time they do not inhibit or poorly inhibit cytosolic isoforms hCA I and II. Oxathiino[6,5-b]pyridine 2,2-dioxides exhibited good antiproliferative properties on tumor cell lines MCF-7 (Human breast adenocarcinoma), A549 (human lung (alveolar) adenocarcinoma) and HeLa (epithelioid cervix carcinoma). (C) 2020 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2020.112300
• 作为产物：
  描述：

  5-溴-2-羟基烟酸 在 manganese(IV) oxide 、 硼烷四氢呋喃络合物 、 乙酸乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 36.0h， 生成 5-bromo-2-hydroxynicotinaldehyde
  参考文献：
  名称：

  Development of oxathiino[6,5-b]pyridine 2,2-dioxide derivatives as selective inhibitors of tumor-related carbonic anhydrases IX and XII

  摘要：

  Oxathiino[6,5-b]pyridine 2,2-dioxides are identified as a new class of isoform-selective nanomolar inhibitors of tumor associated human carbonic anhydrases (hCA) IX and XII. At the same time they do not inhibit or poorly inhibit cytosolic isoforms hCA I and II. Oxathiino[6,5-b]pyridine 2,2-dioxides exhibited good antiproliferative properties on tumor cell lines MCF-7 (Human breast adenocarcinoma), A549 (human lung (alveolar) adenocarcinoma) and HeLa (epithelioid cervix carcinoma). (C) 2020 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2020.112300

文献信息

• Heterocyclic compounds useful in the treatment of neoplastic diseases, inflammatory disorders and immunomodulatory disorders
  申请人：Anikin Alexey Vyacheslavovich

  公开号：US20080207635A1

  公开（公告）日：2008-08-28

  The present invention provides compounds capable of modulating tyrosine kinases, compositions comprising the compounds and methods of their use.

  本发明提供了能够调节酪氨酸激酶的化合物，包括这些化合物的组合物和使用它们的方法。
• US8629147B2
  申请人：——

  公开号：US8629147B2

  公开（公告）日：2014-01-14
• CN116514708
  申请人：——

  公开号：——

  公开（公告）日：——
• Development of oxathiino[6,5-b]pyridine 2,2-dioxide derivatives as selective inhibitors of tumor-related carbonic anhydrases IX and XII
  作者：Aiga Grandāne、Alessio Nocentini、Ilona Domračeva、Raivis Žalubovskis、Claudiu T. Supuran

  DOI：10.1016/j.ejmech.2020.112300

  日期：2020.8

  Oxathiino[6,5-b]pyridine 2,2-dioxides are identified as a new class of isoform-selective nanomolar inhibitors of tumor associated human carbonic anhydrases (hCA) IX and XII. At the same time they do not inhibit or poorly inhibit cytosolic isoforms hCA I and II. Oxathiino[6,5-b]pyridine 2,2-dioxides exhibited good antiproliferative properties on tumor cell lines MCF-7 (Human breast adenocarcinoma), A549 (human lung (alveolar) adenocarcinoma) and HeLa (epithelioid cervix carcinoma). (C) 2020 Elsevier Masson SAS. All rights reserved.