6-(hydroxymethyl)nicotinaldehyde | 1155872-96-0

• 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: 6-(hydroxymethyl)nicotinaldehyde
• 英文别名: 6-(Hydroxymethyl)nicotinaldehyde；6-(hydroxymethyl)pyridine-3-carbaldehyde
• CAS: 1155872-96-0
• 化学式: C₇H₇NO₂
• 分子量: 137.138
• InChiKey: OWOTXNPAASJZFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  肼基甲酸叔丁酯 、 6-(hydroxymethyl)nicotinaldehyde 以 乙醇 为溶剂， 反应 1.0h， 生成 tert-butyl 2-{[6-(hydroxymethyl)pyridin-3-yl]methylene}hydrazinecarboxylate
  参考文献：
  名称：

  Synthesis and Biological Activities of Topoisomerase I Inhibitors, 6-Arylmethylamino Analogues of Edotecarin

  摘要：

  The replacement of 1,3-dihydroxy-2-propylamino moiety at the N6-position of edotecarin (1) by arylmethylamino groups yielded a number of more potent topoisomerase I inhibitors with better cytotoxic (CTX) activities in vitro than edotecarin. Among them, the three most potent pyridylmethyl analogues, compounds 22g, 22m, and 23c, showed better antitumor activities against MKN-45 human stomach cancer or MX-1 human breast cancer xenografted mice than those of edotecarin. Furthermore, compounds 22m and 23c exhibited complete response against MX-1 cells implanted in mice.

  DOI：

  10.1021/jm801641t
• 作为产物：
  描述：

  [5-(dimethoxymethyl)pyridin-2-yl]methanol 在 三氟乙酸 作用下， 反应 1.0h， 生成 6-(hydroxymethyl)nicotinaldehyde
  参考文献：
  名称：

  Synthesis and Biological Activities of Topoisomerase I Inhibitors, 6-Arylmethylamino Analogues of Edotecarin

  摘要：

  The replacement of 1,3-dihydroxy-2-propylamino moiety at the N6-position of edotecarin (1) by arylmethylamino groups yielded a number of more potent topoisomerase I inhibitors with better cytotoxic (CTX) activities in vitro than edotecarin. Among them, the three most potent pyridylmethyl analogues, compounds 22g, 22m, and 23c, showed better antitumor activities against MKN-45 human stomach cancer or MX-1 human breast cancer xenografted mice than those of edotecarin. Furthermore, compounds 22m and 23c exhibited complete response against MX-1 cells implanted in mice.

  DOI：

  10.1021/jm801641t

文献信息

• Novel Heterocyclic Compounds as Bromodomain Inhibitors
  申请人：Liu Shuang

  公开号：US20140179648A1

  公开（公告）日：2014-06-26

  The present disclosure relates to compounds, which are useful for inhibition of BET protein function by binding to bromodomains, and their use in therapy.

  本公开涉及一些化合物，这些化合物通过结合溴结构域对BET蛋白功能进行抑制，并且它们在治疗中的应用。
• COMPOUND SUITABLE FOR DETECTION OF MITOCHONDRIAL COMPLEX-1
  申请人：Hamamatsu Photonics K.K.

  公开号：EP2915809A1

  公开（公告）日：2015-09-09

  Provided is a compound represented by formula (1-0): wherein in formula (1-0), R represents -O(CH2)n-, -O(CH2)nOC2H4-, -CH2O(CH2)n- or -CH2O(CH2)nOC2H4-; n represents an integer from 1 to 5; and Q1 represents F or -OCH3.

  本发明提供了一种由式（1-0）表示的化合物： 其中，在式 (1-0) 中，R 代表 -O(CH2)n-、-O( )nOC2H4-、- O( )n- 或 - O( )nOC2H4-；n 代表 1 至 5 的整数；以及 Q1 代表 F 或 -OCH3。
• NOVEL HETEROCYCLIC COMPOUNDS AS BROMODOMAIN INHIBITORS
  申请人：Zenith Epigenetics Ltd.

  公开号：US20170143731A1

  公开（公告）日：2017-05-25

  The present disclosure relates to compounds, which are useful for inhibition of BET protein function by binding to bromodomains, and their use in therapy.
• US9271978B2
  申请人：——

  公开号：US9271978B2

  公开（公告）日：2016-03-01
• US9598367B2
  申请人：——

  公开号：US9598367B2

  公开（公告）日：2017-03-21