methyl 7-benzyl-4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydro[1,7]naphthyridine-3-carboxylate | 265321-31-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: methyl 7-benzyl-4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydro[1,7]naphthyridine-3-carboxylate
• 英文别名: methyl 7-benzyl-4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydro [1,7]naphthyridine-3-carboxylate；methyl 7-benzyl-4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-1,4,6,8-tetrahydro-1,7-naphthyridine-3-carboxylate
• CAS: 265321-31-1
• 化学式: C₂₄H₂₂BrFN₂O₃
• 分子量: 485.353
• InChiKey: WJQFGJZJVQPMRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 7-benzyl-4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydro[1,7]naphthyridine-3-carboxylate 在 吡啶 、 pyridinium hydrobromide perbromide 作用下， 以 氯仿 为溶剂， 反应 32.0h， 以2.1 g的产率得到6-benzyl-9-(3-bromo-4-fluorophenyl)-5,6,7,9-tetrahydrofuro[3,4-b][1,7]naphthyridine-1,8(3H,4H)-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：

  1-苄基-3,5-哌啶二酮 、 β-氨基巴豆酸甲酯 、 3-溴-4-氟苯甲醛 在 silica gel 、 dichloromethane ethanol 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以provided the title compound (1.3 g) as a yellow foam的产率得到methyl 7-benzyl-4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydro[1,7]naphthyridine-3-carboxylate
  参考文献：
  名称：

  Pyrano, piperidino, and thiopyrano compounds and methods of use

  摘要：

  本发明提供了一种新的化合物I，可用于使细胞膜极化、打开钾通道、放松平滑肌细胞和抑制膀胱收缩。

  公开号：

  US06642222B2

文献信息

• Pyrano piperidino and thiopyrano compounds and methods of use
  申请人：——

  公开号：US20030055035A1

  公开（公告）日：2003-03-20

  1 The present invention provides novel compounds of formula I which may be useful in hyperpolarizing cell membranes, opening potassium channels, relaxing smooth muscle cells, and inhibiting bladder contractions.

  本发明提供了一种新型的化合物I，可用于超极化细胞膜、打开钾通道、放松平滑肌细胞和抑制膀胱收缩。
• PYRANO, PIPERIDINO, AND THIOPYRANO COMPOUNDS AND METHODS OF USE
  申请人：ABBOTT LABORATORIES

  公开号：EP1124828A1

  公开（公告）日：2001-08-22
• US6642222B2
  申请人：——

  公开号：US6642222B2

  公开（公告）日：2003-11-04
• [EN] PYRANO, PIPERIDINO, AND THIOPYRANO COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSES PYRANO, PIPERIDINO ET THIOPYRANO ET LEUR MODE D'UTILISATION
  申请人：ABBOTT LAB

  公开号：WO2000024743A1

  公开（公告）日：2000-05-04

  The present invention provides novel compounds of formula (I) which may be useful in hyperpolarizing cell membranes, opening potassium channels, relaxing smooth muscle cells, and inhibiting bladder contractions.