5-Chloro-3-[(1-methylpiperidin-4-yl)thio]-1H-indole | 156757-04-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-Chloro-3-[(1-methylpiperidin-4-yl)thio]-1H-indole
• 英文别名: 5-Chloro-3-(1-methyl-piperidin-4-ylsulfanyl)-1H-indole；5-chloro-3-(1-methylpiperidin-4-yl)sulfanyl-1H-indole
• CAS: 156757-04-9
• 化学式: C₁₄H₁₇ClN₂S
• 分子量: 280.821
• InChiKey: FQZWQWJMQXOYDC-UHFFFAOYSA-N

物化性质

• 沸点：
  447.4±45.0 °C(predicted)
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  44.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Chloro-3-[(1-methylpiperidin-4-yl)thio]-1H-indole 在 oxone 作用下， 以 甲醇 为溶剂， 生成 5-Chloro-3-(1-methyl-piperidine-4-sulfonyl)-1H-indole
  参考文献：
  名称：

  Novel 3-(4-piperidinylthio)-1 H -indoles as potent nonopioid orally active central analgesics

  摘要：

  A series of 3-(4-piperidinylthio)-1H-indoles was synthesized and evaluated in mice in the phenylbenzoquinone(PBQ)-induced writhing and hot plate tests. Most of these compounds are good analgesics with activities comparable to that of morphine. Among them compound 1i (UP 237-61), which has a strong serotonin binding profile, has an interesting antinociceptive activity which is not reversed by naloxone. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00102-5
• 作为产物：
  描述：

  1-甲基-4-巯基哌啶 在 盐酸 、 sodium ethanolate 作用下， 以 四氢呋喃 、 异丙醇 为溶剂， 生成 5-Chloro-3-[(1-methylpiperidin-4-yl)thio]-1H-indole
  参考文献：
  名称：

  Novel 3-(4-piperidinylthio)-1 H -indoles as potent nonopioid orally active central analgesics

  摘要：

  A series of 3-(4-piperidinylthio)-1H-indoles was synthesized and evaluated in mice in the phenylbenzoquinone(PBQ)-induced writhing and hot plate tests. Most of these compounds are good analgesics with activities comparable to that of morphine. Among them compound 1i (UP 237-61), which has a strong serotonin binding profile, has an interesting antinociceptive activity which is not reversed by naloxone. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00102-5

文献信息

• US5317025A
  申请人：——

  公开号：US5317025A

  公开（公告）日：1994-05-31
• US5418242A
  申请人：——

  公开号：US5418242A

  公开（公告）日：1995-05-23
• Novel 3-(4-piperidinylthio)-1 H -indoles as potent nonopioid orally active central analgesics
  作者：Dominique Potin、Véronique Parnet、Jean-Marie Teulon、Françoise Camborde、François Caussade、Joëlle Meignen、Daniel Provost、Alix Cloarec

  DOI：10.1016/s0960-894x(00)00102-5

  日期：2000.4

  A series of 3-(4-piperidinylthio)-1H-indoles was synthesized and evaluated in mice in the phenylbenzoquinone(PBQ)-induced writhing and hot plate tests. Most of these compounds are good analgesics with activities comparable to that of morphine. Among them compound 1i (UP 237-61), which has a strong serotonin binding profile, has an interesting antinociceptive activity which is not reversed by naloxone. (C) 2000 Elsevier Science Ltd. All rights reserved.