methyl 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-1,5,7,8-tetrahydro-4H-pyrano[4,3-b]pyridine-3-carboxylate | 371779-62-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: methyl 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-1,5,7,8-tetrahydro-4H-pyrano[4,3-b]pyridine-3-carboxylate
• 英文别名: 4-(3-bromo-4-fluorophenyl)-3-methoxycarbonyl-2-methyl-1,4,7,8-tetrahydro-5H-pyrano[4,3-b]pyridin-5-one；methyl 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-1,4,7,8-tetrahydropyrano[4,3-b]pyridine-3-carboxylate
• CAS: 371779-62-3
• 化学式: C₁₇H₁₅BrFNO₄
• 分子量: 396.213
• InChiKey: WSBFCYGDTIQNTP-UHFFFAOYSA-N

物化性质

• 沸点：
  530.4±50.0 °C(Predicted)
• 密度：
  1.57±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-1,5,7,8-tetrahydro-4H-pyrano[4,3-b]pyridine-3-carboxylate 在 吡啶 、 pyridinium hydrobromide perbromide 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以0.050 g的产率得到8-(3-Bromo-4-fluorophenyl)-5,11-dioxa-2-azatricyclo[7.4.0.03,7]trideca-1(9),3(7)-diene-6,10-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：

  5,6-dihydro-2H-pyran-2,4-dione 、 methyl (E)-3-aminocrotonate 、 3-溴-4-氟苯甲醛 以 乙醇 为溶剂， 反应 60.0h， 以0.12 g的产率得到methyl 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-1,5,7,8-tetrahydro-4H-pyrano[4,3-b]pyridine-3-carboxylate
  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

文献信息

• Dihydronaphthyridine potassium channel openers
  申请人：——

  公开号：US20020099070A1

  公开（公告）日：2002-07-25

  Compounds of formula I 1 are useful in treating diseases prevented by or ameliorated with potassium channel openers. Also disclosed are potassium channel opening compositions and a method of opening potassium channels in a mammal.

  化合物I1的公式在治疗由钾通道开放剂预防或改善的疾病中很有用。还公开了钾通道开放组合物和在哺乳动物中开放钾通道的方法。
• DIHYDRONAPHTHYRIDINE- AND DIHYDROPYRROLOPYRIDINE-DERIVATED COMPOUNDS AS POTASSIUM CHANNEL OPENERS
  申请人：ABBOTT LABORATORIES

  公开号：EP1307453A2

  公开（公告）日：2003-05-07
• [EN] DIHYDRONAPHTHYRIDINE POTASSIUM CHANNEL OPENERS<br/>[FR] COMPOSITIONS UTILES POUR OUVRIR DES CANAUX POTASSIUM AU DIHYDRONAPHTHYRIDINE
  申请人：ABBOTT LAB

  公开号：WO2002010164A2

  公开（公告）日：2002-02-07

  Compounds of formula (I) wherein in R2 and R3, together with the carbon atoms to which each is attached, are a ring selected from the group consisting of (II, III, IV, V) are useful in treating diseases prevented by or ameliorated with potassium channel openers. Also disclosed are potassium channel opening compositions and a method of opening potassium channels in a mammal.