5-氨基-2H-噻喃-3(6H)-酮 | 722484-18-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫吡喃类
• 中文名称: 5-氨基-2H-噻喃-3(6H)-酮
• 英文名称: 5-amino-2H-thiopyran-3(6H)-one
• 英文别名: 2H-Thiopyran-3(6H)-one, 5-amino-；3-amino-2H-thiopyran-5-one
• CAS: 722484-18-6
• 化学式: C₅H₇NOS
• mdl: MFCD18815187
• 分子量: 129.183
• InChiKey: BPLFJSLDMYMDHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2H-噻喃-3,5(4H,6H)-二酮 、 3-溴-4-氟苯甲醛 、 5-氨基-2H-噻喃-3(6H)-酮 以 乙醇 为溶剂， 反应 60.0h， 以0.021 g的产率得到5-(3-bromo-4-fluorophenyl)-5,10-dihydro-1H,3H-dithiopyrano[3,4-b:4,3-e]pyridine-4,6(7H,9H)-dione
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationships of a Novel Series of Tricyclic Dihydropyridine-Based K_ATP Openers That Potently Inhibit Bladder Contractions in Vitro

  摘要：

  Structure-activity relationships were investigated on a novel series of tricyclic dihydropyridine-containing K-ATP openers. This diverse group of analogues, comprising a variety of heterocyclic rings fused to the dihydropyridine nucleus, was designed to determine the influence on activity of hydrogen-bond-donating and -accepting groups and their stereochemical disposition. Compounds were evaluated for K-ATP activity in guinea pig bladder cells using a fluorescence-based membrane potential assay and in a pig bladder strip assay. The inhibition of spontaneous bladder contractions in vitro was also examined for a subset of compounds. All compounds studied showed greater potency to inhibit spontaneous bladder contractions relative to their potencies to inhibit contractions elicited by electrical stimulation.

  DOI：

  10.1021/jm030357o
• 作为产物：
  描述：

  2H-噻喃-3,5(4H,6H)-二酮 在 甲醇 、 硫酸 、 氨 作用下， 反应 44.0h， 生成 5-氨基-2H-噻喃-3(6H)-酮
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationships of a Novel Series of Tricyclic Dihydropyridine-Based K_ATP Openers That Potently Inhibit Bladder Contractions in Vitro

  摘要：

  Structure-activity relationships were investigated on a novel series of tricyclic dihydropyridine-containing K-ATP openers. This diverse group of analogues, comprising a variety of heterocyclic rings fused to the dihydropyridine nucleus, was designed to determine the influence on activity of hydrogen-bond-donating and -accepting groups and their stereochemical disposition. Compounds were evaluated for K-ATP activity in guinea pig bladder cells using a fluorescence-based membrane potential assay and in a pig bladder strip assay. The inhibition of spontaneous bladder contractions in vitro was also examined for a subset of compounds. All compounds studied showed greater potency to inhibit spontaneous bladder contractions relative to their potencies to inhibit contractions elicited by electrical stimulation.

  DOI：

  10.1021/jm030357o