Benzyl 3-(3-diazo-2-oxopropyl)indole-1-carboxylate | 919295-74-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Benzyl 3-(3-diazo-2-oxopropyl)indole-1-carboxylate
• 英文别名: benzyl 3-(3-diazo-2-oxopropyl)indole-1-carboxylate
• CAS: 919295-74-2
• 化学式: C₁₉H₁₅N₃O₃
• 分子量: 333.346
• InChiKey: JVQPLLSRQDLPPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  50.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Benzyl 3-(3-diazo-2-oxopropyl)indole-1-carboxylate 在 盐酸 作用下， 以87%的产率得到benzyl 3-(3-chloro-2-oxopropyl)-1H-indole-1-carboxylate
  参考文献：
  名称：

  Methods and compositions for selectin inhibition

  摘要：

  本发明涉及抗炎物质领域，更特别地涉及作为哺乳动物粘附蛋白拮抗剂的新化合物。在某些实施例中，提供了治疗选择素介导疾病的方法，包括给予式I的化合物： 其中组分变量在此定义。

  公开号：

  US20050101569A1
• 作为产物：
  描述：

  3-吲哚乙酸 在 氯化亚砜 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 Benzyl 3-(3-diazo-2-oxopropyl)indole-1-carboxylate
  参考文献：
  名称：

  Discovery and Refinement of a New Structural Class of Potent Peptide Deformylase Inhibitors

  摘要：

  New classes of antibiotics are urgently needed to counter increasing levels of pathogen resistance. Peptide deformylase (PDF) was originally selected as a specific bacterial target, but a human homologue, the inhibition of which causes cell death, was recently discovered. We developed a dual-screening strategy for selecting highly effective compounds with low inhibition effect against human PDF. We selected a new scaffold in vitro that discriminated between human and bacterial PDFs. Analyses of structure-activity relationships identified potent antibiotics such as 2-(5-bromo-1H-indol-3-yl)-N-hydroxyacetamide (6b) with the same mode of action in vivo as previously identified PDF inhibitors but without the apoptotic effects of these inhibitors in human cells.

  DOI：

  10.1021/jm060910c

文献信息

• Methods and compositions for selectin inhibition
  申请人：Kaila Neelu

  公开号：US20050101569A1

  公开（公告）日：2005-05-12

  The present invention relates to the field of anti-inflammatory substances, and more particularly to novel compounds that act as antagonists of the mammalian adhesion proteins known as selectins. In some embodiments, methods for treating selectin mediated disorders are provided which include administration of compound of Formula I: wherein the constituent variables are defined herein.

  本发明涉及抗炎物质领域，更特别地涉及作为哺乳动物粘附蛋白拮抗剂的新化合物。在某些实施例中，提供了治疗选择素介导疾病的方法，包括给予式I的化合物： 其中组分变量在此定义。
• Discovery and Refinement of a New Structural Class of Potent Peptide Deformylase Inhibitors
  作者：Adrien Boularot、Carmela Giglione、Sylvain Petit、Yann Duroc、Rodolphe Alves de Sousa、Valéry Larue、Thierry Cresteil、Frédéric Dardel、Isabelle Artaud、Thierry Meinnel

  DOI：10.1021/jm060910c

  日期：2007.1.1

  New classes of antibiotics are urgently needed to counter increasing levels of pathogen resistance. Peptide deformylase (PDF) was originally selected as a specific bacterial target, but a human homologue, the inhibition of which causes cell death, was recently discovered. We developed a dual-screening strategy for selecting highly effective compounds with low inhibition effect against human PDF. We selected a new scaffold in vitro that discriminated between human and bacterial PDFs. Analyses of structure-activity relationships identified potent antibiotics such as 2-(5-bromo-1H-indol-3-yl)-N-hydroxyacetamide (6b) with the same mode of action in vivo as previously identified PDF inhibitors but without the apoptotic effects of these inhibitors in human cells.