N-(2H-benzo[d]1,3-dioxolen-4-yl)-3-oxobutanamide | 1137557-40-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N-(2H-benzo[d]1,3-dioxolen-4-yl)-3-oxobutanamide
• 英文别名: N-(benzo[d][1,3]dioxol-4-yl)-3-oxobutanamide；N-(1,3-benzodioxol-4-yl)-3-oxobutanamide
• CAS: 1137557-40-4
• 化学式: C₁₁H₁₁NO₄
• 分子量: 221.213
• InChiKey: QLBUXBNJVXMISM-UHFFFAOYSA-N

物化性质

• 熔点：
  64-66 °C
• 沸点：
  420.8±45.0 °C(predicted)
• 密度：
  1.350±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2H-benzo[d]1,3-dioxolen-4-yl)-3-oxobutanamide 在 selenium(IV) oxide 、 硫酸 、 sodium hydride 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 9-methyl-8-oxo-9-hydro-2H-1,3-dioxoleno[4,5-H]quinoline-6-carboaldehyde
  参考文献：
  名称：

  EP2987787

  摘要：

  公开号：
• 作为产物：
  描述：

  4-氨基-1,3-苯并二恶茂 、 丁-1-烯-1,3-二酮 以 苯 为溶剂， 以68%的产率得到N-(2H-benzo[d]1,3-dioxolen-4-yl)-3-oxobutanamide
  参考文献：
  名称：

  Synthesis of Casimiroin and Optimization of Its Quinone Reductase 2 and Aromatase Inhibitory Activities

  摘要：

  An efficient method has been developed to synthesize casimiroin (1), a component of the edible fruit of Casimiroa edulis, on a multigram scale in good overall yield. The route was versatile enough to provide an array of compound 1 analogues that were evaluated as QR2 and aromatase inhibitors. In addition, X-ray crystallography studies of QR2 in complex with compound 1 and one of its more potent analogues has provided insight into the mechanism of action of this new series of QR2 inhibitors. The initial biological investigations suggest that compound 1 and its analogues merit further investigation as potential chemopreventive or chemotherapeutic agents.

  DOI：

  10.1021/jm801335z

文献信息

• NOVEL COMPOUND WITH ANTIBACTERIAL ACTIVITY
  申请人：JUNTENDO EDUCATIONAL FOUNDATION

  公开号：US20160257651A1

  公开（公告）日：2016-09-08

  A compound represented by the general formula (I) or a salt thereof having a potent antibacterial activity against bacteria that have acquired resistance to quinolones, and a medicament for prophylactic and/or therapeutic treatment of an infectious disease containing the compound or a salt thereof as an active ingredient, as well as a medicament for prophylactic and/or therapeutic treatment of an infectious disease containing a combination of the compound or a salt thereof, and a quinolone.

  一种由通式（I）表示的化合物或其盐，具有对已获得对喹诺酮抗性的细菌具有强效的抗菌活性，以及一种用该化合物或其盐作为活性成分的预防和/或治疗感染性疾病的药物，以及一种包含该化合物或其盐与喹诺酮的组合物作为活性成分的预防和/或治疗感染性疾病的药物。
• Synthesis of Casimiroin and Optimization of Its Quinone Reductase 2 and Aromatase Inhibitory Activities
  作者：Arup Maiti、P. V. Narasimha Reddy、Megan Sturdy、Laura Marler、Scott D. Pegan、Andrew D. Mesecar、John M. Pezzuto、Mark Cushman

  DOI：10.1021/jm801335z

  日期：2009.4.9

  An efficient method has been developed to synthesize casimiroin (1), a component of the edible fruit of Casimiroa edulis, on a multigram scale in good overall yield. The route was versatile enough to provide an array of compound 1 analogues that were evaluated as QR2 and aromatase inhibitors. In addition, X-ray crystallography studies of QR2 in complex with compound 1 and one of its more potent analogues has provided insight into the mechanism of action of this new series of QR2 inhibitors. The initial biological investigations suggest that compound 1 and its analogues merit further investigation as potential chemopreventive or chemotherapeutic agents.
• EP2987787
  申请人：——

  公开号：——

  公开（公告）日：——