6-azido-1-benzyl-3-(5'-hydroxymethyl-2'-furyl)indazole | 876365-94-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 6-azido-1-benzyl-3-(5'-hydroxymethyl-2'-furyl)indazole
• 英文别名: [5-(6-Azido-1-benzylindazol-3-yl)furan-2-yl]methanol
• CAS: 876365-94-5
• 化学式: C₁₉H₁₅N₅O₂
• 分子量: 345.36
• InChiKey: QVPKHKSXOHZBSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  65.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-azido-1-benzyl-3-(5'-hydroxymethyl-2'-furyl)indazole 在 manganese(IV) oxide 、 cerium(III) chloride 、 sodium borotritide 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 生成 [3H]-6-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-叠氮基-1H-吲唑 在 氢氧化钾 、 tris(dibenzylideneacetone)dipalladium (0) 、 三苯胂 、 potassium tert-butylate 、 碘 、 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 74.0h， 生成 6-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

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.