2,3-二氢-1,4-苯并二氧杂环己烷-5-磺酰肼 | 890522-62-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 中文名称: 2,3-二氢-1,4-苯并二氧杂环己烷-5-磺酰肼
• 中文别名: 3-吡啶羧酸,5-[2-(2,4-二氯苯基)二氮烯基]-1,2-二氢-4,6-二羟基-2-羰基-1-苯基-,甲基酯
• 英文名称: 2,3-Dihydro-1,4-benzodioxine-5-sulfonohydrazide
• CAS: 890522-62-0
• 化学式: C₈H₁₀N₂O₄S
• 分子量: 230.244
• InChiKey: FZKAXVIVVFDSHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  99
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-硝基糠醛 、 2,3-二氢-1,4-苯并二氧杂环己烷-5-磺酰肼 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Exploring novel nitrofuranyl sulfonohydrazides as anti‐ Leishmania and anti‐cancer agents: Synthesis, in vitro efficacy and hit identification

  摘要：

  AbstractLeishmaniasis and cancer are two deadly diseases that plague the human population. There are a limited number of drugs available for the treatment of these diseases; however, their overuse has resulted in pathogenic resistance. Recent studies have indicated the repurposing of nitro‐containing compounds to be a new avenue into finding new treatments. In this study, new nitrofuranyl sulfonohydrazide derivatives were synthesized and evaluated for their in vitro antileishmanial and anticancer activities. The analogue 2h, featuring biphenyl moiety exhibited selective (SI > 10) submicromolar activity (IC50 0.97 μM) against acute promyelocytic leukemia cells hence was identified anticancer hit. This study revealed no antileishmanial hit. However, several promising analogues were uncovered and are worthy of further structural modifications to improve their toxicity and bioactivity profiles.

  DOI：

  10.1111/cbdd.14097
• 作为产物：
  描述：

  2,3-二氢-1,4-苯并二氧杂环己烷-5-磺酰氯 在 一水合肼 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 2,3-二氢-1,4-苯并二氧杂环己烷-5-磺酰肼
  参考文献：
  名称：

  Exploring novel nitrofuranyl sulfonohydrazides as anti‐ Leishmania and anti‐cancer agents: Synthesis, in vitro efficacy and hit identification

  摘要：

  AbstractLeishmaniasis and cancer are two deadly diseases that plague the human population. There are a limited number of drugs available for the treatment of these diseases; however, their overuse has resulted in pathogenic resistance. Recent studies have indicated the repurposing of nitro‐containing compounds to be a new avenue into finding new treatments. In this study, new nitrofuranyl sulfonohydrazide derivatives were synthesized and evaluated for their in vitro antileishmanial and anticancer activities. The analogue 2h, featuring biphenyl moiety exhibited selective (SI > 10) submicromolar activity (IC50 0.97 μM) against acute promyelocytic leukemia cells hence was identified anticancer hit. This study revealed no antileishmanial hit. However, several promising analogues were uncovered and are worthy of further structural modifications to improve their toxicity and bioactivity profiles.

  DOI：

  10.1111/cbdd.14097

文献信息

• Exploring novel nitrofuranyl sulfonohydrazides as anti‐ <i>Leishmania</i> and anti‐cancer agents: Synthesis, in vitro efficacy and hit identification
  作者：Christina Kannigadu、Janine Aucamp、David D. N'Da

  DOI：10.1111/cbdd.14097

  日期：2022.8

  AbstractLeishmaniasis and cancer are two deadly diseases that plague the human population. There are a limited number of drugs available for the treatment of these diseases; however, their overuse has resulted in pathogenic resistance. Recent studies have indicated the repurposing of nitro‐containing compounds to be a new avenue into finding new treatments. In this study, new nitrofuranyl sulfonohydrazide derivatives were synthesized and evaluated for their in vitro antileishmanial and anticancer activities. The analogue 2h, featuring biphenyl moiety exhibited selective (SI > 10) submicromolar activity (IC50 0.97 μM) against acute promyelocytic leukemia cells hence was identified anticancer hit. This study revealed no antileishmanial hit. However, several promising analogues were uncovered and are worthy of further structural modifications to improve their toxicity and bioactivity profiles.