V2X3ZY96W5 | 117523-46-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 英文名称: V2X3ZY96W5
• 英文别名: N-(2,1,3-benzothiadiazol-4-yl)-N-[1-(2-phenylethyl)piperidin-4-yl]furan-3-carboxamide
• CAS: 117523-46-3
• 化学式: C₂₄H₂₄N₄O₂S
• 分子量: 432.546
• InChiKey: GQXSRXVMAXBIJK-UHFFFAOYSA-N

物化性质

• 熔点：
  191-192 °C
• 沸点：
  581.9±50.0 °C(Predicted)
• 密度：
  1.304±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  90.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-(2-苯乙基)-4-哌啶酮 在 sodium tetrahydroborate 、 对甲苯磺酸 、 三乙胺 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 98.5h， 生成 V2X3ZY96W5
  参考文献：
  名称：

  New 4-(heteroanilido)piperidines, structurally related to the pure opioidagonist fentanyl, with agonist and/or antagonist properties

  摘要：

  A research program based on certain heterocyclic modifications (12-50) of the fentanyl (1) molecule has generated a novel class of opioids. In the mouse hot-plate test, these compounds were weaker analgesics than 1. Two types of antagonists were observed in morphine-treated rabbits: those (e.g., 28) that reversed both respiratory depression and analgesia and those (e.g. 32) that selectively reversed respiratory depression. Evaluation of in vitro binding affinities to rat brain opioid receptors was inconclusive for a common locus of action for the agonist as well as the antagonist component. Further pharmacological evaluation of 32, N-(2-pyrazinyl)-N-(1-phenethyl-4-piperidinyl)-2-furamide, in the rat showed it to be a potent analgesic (ED50 = 0.07 mg/kg, tail-flick test) with little cardiovascular and respiratory depression when compared to fentanyl.

  DOI：

  10.1021/jm00123a028

文献信息

• N-heterocyclic-N-(4-piperidyl) amides
  申请人：Ohmeda Pharmaceutical Products Division Inc.

  公开号：EP0277794A2

  公开（公告）日：1988-08-10

  Compounds of the formula have analgesic or antagonist properties. In the formula: R is a saturated or unsaturated heterocyclic ring system of from 4 to 10 carbon atoms, including 1 to 3 nitrogen atoms, and 0 to 1 sulphur or oxygen atoms; R¹ is a furanyl, thienyl or lower alkyl lower alkoxy group; and R² is a phenyl lower alkyl group. The heterocyclic ring may be unsubstituted or substituted by a halogen or by a lower alkyl, lower alkoxy, halogenated lower alkyl, or lower alkylthio group, or combinations thereof.

  式中的化合物 具有镇痛或拮抗特性。式中 R 是由 4 至 10 个碳原子（包括 1 至 3 个氮原子）和 0 至 1 个硫或氧原子组成的饱和或不饱和杂环系统；R¹ 是呋喃基、噻吩基或低级烷基低级烷氧基；R² 是苯基低级烷基。杂环可以是未取代的，也可以被卤素或低级烷基、低级烷氧基、卤代低级烷基或低级烷硫基或它们的组合取代。
• BAGLEY, JEROME R.;WYNN, RICHARD L.;RUDO, FRIEDA G.;DOORLEY, BRIAN M.;SPEN+, J. MED. CHEM., 32,(1989) N, C. 663-671
  作者：BAGLEY, JEROME R.、WYNN, RICHARD L.、RUDO, FRIEDA G.、DOORLEY, BRIAN M.、SPEN+

  DOI：——

  日期：——
• US4900738A
  申请人：——

  公开号：US4900738A

  公开（公告）日：1990-02-13
• New 4-(heteroanilido)piperidines, structurally related to the pure opioidagonist fentanyl, with agonist and/or antagonist properties
  作者：Jerome R. Bagley、Richard L. Wynn、Frieda G. Rudo、Brian M. Doorley、H. Kenneth Spencer、Theodore Spaulding

  DOI：10.1021/jm00123a028

  日期：1989.3

  A research program based on certain heterocyclic modifications (12-50) of the fentanyl (1) molecule has generated a novel class of opioids. In the mouse hot-plate test, these compounds were weaker analgesics than 1. Two types of antagonists were observed in morphine-treated rabbits: those (e.g., 28) that reversed both respiratory depression and analgesia and those (e.g. 32) that selectively reversed respiratory depression. Evaluation of in vitro binding affinities to rat brain opioid receptors was inconclusive for a common locus of action for the agonist as well as the antagonist component. Further pharmacological evaluation of 32, N-(2-pyrazinyl)-N-(1-phenethyl-4-piperidinyl)-2-furamide, in the rat showed it to be a potent analgesic (ED50 = 0.07 mg/kg, tail-flick test) with little cardiovascular and respiratory depression when compared to fentanyl.