3-叔丁氧基羰基氨基吡啶-2-羧酸噻唑-2-基酰胺 | 569687-83-8

• 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: 3-叔丁氧基羰基氨基吡啶-2-羧酸噻唑-2-基酰胺
• 英文名称: 3-tertbutoxycarbonylaminopyridine-2-carboxylic acid thiazole-2-ylamide
• 英文别名: Tert-Butyl {2-[(1,3-Thiazol-2-Ylamino)carbonyl]pyridin-3-Yl}carbamate；tert-butyl N-[2-(1,3-thiazol-2-ylcarbamoyl)pyridin-3-yl]carbamate
• CAS: 569687-83-8
• 化学式: C₁₄H₁₆N₄O₃S
• 分子量: 320.372
• InChiKey: QBMYJIFXSXKPFS-UHFFFAOYSA-N

物化性质

• 密度：
  1.373±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-叔丁氧基羰基氨基吡啶-2-羧酸噻唑-2-基酰胺 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以91%的产率得到3-Amino-pyridine-2-carboxylic acid thiazol-2-ylamide
  参考文献：
  名称：

  Discovery and Structural Modification of Inhibitors of Methionine Aminopeptidases from Escherichia coli and Saccharomyces cerevisiae

  摘要：

  A series of pyridine-2-carboxylic acid derivatives were synthesized according to the leads from the screening, and potent inhibitors have been obtained by structural modification. They have shown submicromolar inhibition of the enzymes (for example, for 9n, IC50 = 130 nM for EcMetAP1 and IC50 = 380 nM for ScMetAP1). They represent small-molecule MetAP inhibitors with novel structures different from alkylating fumagillin derivatives and peptidic bestatin-based MetAP inhibitor.

  DOI：

  10.1021/jm0300532
• 作为产物：
  描述：

  3-氨基吡啶-2-羧酸 在 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 3-叔丁氧基羰基氨基吡啶-2-羧酸噻唑-2-基酰胺
  参考文献：
  名称：

  Discovery and Structural Modification of Inhibitors of Methionine Aminopeptidases from Escherichia coli and Saccharomyces cerevisiae

  摘要：

  A series of pyridine-2-carboxylic acid derivatives were synthesized according to the leads from the screening, and potent inhibitors have been obtained by structural modification. They have shown submicromolar inhibition of the enzymes (for example, for 9n, IC50 = 130 nM for EcMetAP1 and IC50 = 380 nM for ScMetAP1). They represent small-molecule MetAP inhibitors with novel structures different from alkylating fumagillin derivatives and peptidic bestatin-based MetAP inhibitor.

  DOI：

  10.1021/jm0300532

文献信息

• Discovery and Structural Modification of Inhibitors of Methionine Aminopeptidases from <i>Escherichia </i><i>c</i><i>oli </i>and <i>Saccharomyces </i><i>c</i><i>erevisiae</i>
  作者：Qun-Li Luo、Jing-Ya Li、Zhi-Ying Liu、Ling-Ling Chen、Jia Li、Zhen Qian、Qiang Shen、Yu Li、Gerald H. Lushington、Qi-Zhuang Ye、Fa-Jun Nan

  DOI：10.1021/jm0300532

  日期：2003.6.1

  A series of pyridine-2-carboxylic acid derivatives were synthesized according to the leads from the screening, and potent inhibitors have been obtained by structural modification. They have shown submicromolar inhibition of the enzymes (for example, for 9n, IC50 = 130 nM for EcMetAP1 and IC50 = 380 nM for ScMetAP1). They represent small-molecule MetAP inhibitors with novel structures different from alkylating fumagillin derivatives and peptidic bestatin-based MetAP inhibitor.