5-叠氮基-3-碘-1H-吲唑 | 876365-97-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 中文名称: 5-叠氮基-3-碘-1H-吲唑
• 中文别名: 3-碘-5-叠氮吲唑
• 英文名称: 5-azido-3-iodoindazole
• 英文别名: 5-Azido-3-iodo-1H-indazole；5-azido-3-iodo-2H-indazole
• CAS: 876365-97-8
• 化学式: C₇H₄IN₅
• 分子量: 285.047
• InChiKey: HDDIZZPPRZXNGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-叠氮基-3-碘-1H-吲唑 在 tris(dibenzylideneacetone)dipalladium (0) 、 三苯胂 、 potassium tert-butylate 、 四丁基碘化铵 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 5-azido-1-benzyl-3-(5'-hydroxymethyl-2'-furyl)indazole
  参考文献：
  名称：

  The design and synthesis of YC-1 analogues as probes for soluble guanylate cyclase

  摘要：

  Soluble guanylate cyclase (sGC) is highly activated in the presence of both YC-1 (1-benzyl-3-(5'-hydroxymethyl-2'-furyl)indazole) and CO. In this report, the design, synthesis, and activity (i.e., sGC activation) of photolabile analogues of 3-(5'-hydroxymethyl-2'-furyl)-1-benzylindazole (YC-1) are presented. Initial results with 6-azido-3-(5'-hydroxymethyl-2-furyl)-1-benzylindazole led to the synthesis of a tritium-labeled analogue. When photoactivated, this analogue labeled the alpha-subunit of sGC. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.093
• 作为产物：
  描述：

  5-azido-1H-indazole 在 氢氧化钾 、 碘 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以95.5%的产率得到5-叠氮基-3-碘-1H-吲唑
  参考文献：
  名称：

  The design and synthesis of YC-1 analogues as probes for soluble guanylate cyclase

  摘要：

  Soluble guanylate cyclase (sGC) is highly activated in the presence of both YC-1 (1-benzyl-3-(5'-hydroxymethyl-2'-furyl)indazole) and CO. In this report, the design, synthesis, and activity (i.e., sGC activation) of photolabile analogues of 3-(5'-hydroxymethyl-2'-furyl)-1-benzylindazole (YC-1) are presented. Initial results with 6-azido-3-(5'-hydroxymethyl-2-furyl)-1-benzylindazole led to the synthesis of a tritium-labeled analogue. When photoactivated, this analogue labeled the alpha-subunit of sGC. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.093

文献信息

• The design and synthesis of YC-1 analogues as probes for soluble guanylate cyclase
  作者：Kirk W. Hering、Jennifer D. Artz、William H. Pearson、Michael A. Marletta

  DOI：10.1016/j.bmcl.2005.10.093

  日期：2006.2

  Soluble guanylate cyclase (sGC) is highly activated in the presence of both YC-1 (1-benzyl-3-(5'-hydroxymethyl-2'-furyl)indazole) and CO. In this report, the design, synthesis, and activity (i.e., sGC activation) of photolabile analogues of 3-(5'-hydroxymethyl-2'-furyl)-1-benzylindazole (YC-1) are presented. Initial results with 6-azido-3-(5'-hydroxymethyl-2-furyl)-1-benzylindazole led to the synthesis of a tritium-labeled analogue. When photoactivated, this analogue labeled the alpha-subunit of sGC. (c) 2005 Elsevier Ltd. All rights reserved.