2,1,3-Benzothiadiazole, 1,3-dihydro-1-(4-piperidinyl)-, 2,2-dioxide | 214784-81-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2,1,3-Benzothiadiazole, 1,3-dihydro-1-(4-piperidinyl)-, 2,2-dioxide
• 英文别名: 3-piperidin-4-yl-1H-2λ6,1,3-benzothiadiazole 2,2-dioxide
• CAS: 214784-81-3
• 化学式: C₁₁H₁₅N₃O₂S
• 分子量: 253.325
• InChiKey: RNZLKYUMSFRKKU-UHFFFAOYSA-N

物化性质

• 沸点：
  433.5±55.0 °C(Predicted)
• 密度：
  1.345±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  69.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-异丙基环己酮 、 2,1,3-Benzothiadiazole, 1,3-dihydro-1-(4-piperidinyl)-, 2,2-dioxide 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 1-[1-[4-(2-propyl)-cyclohexyl]-4-piperidinyl]-2,1,3-benzothiadiazol-2,2-dione
  参考文献：
  名称：

  1,3-Dihydro-2,1,3-benzothiadiazol-2,2-diones and 3,4-dihydro-1H-2,1,3-benzothidiazin-2,2-diones as ligands for the NOP receptor

  摘要：

  A series of 1,3-dihydro-2,1,3-benzothiadiazol-2,2-diones (1) and 3,4-dihydro-1H-2,1,3-benzothidiazin-2,2-diones (II) were prepared. While the five-member ring series (I) did not show good affinity for opioid receptors, the six-member ring series (II) exhibited extremely high affinity and selectivity for the NOP receptor and showed full agonist activity, as determined by stimulation of GTPgamma[S-35] binding. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.001
• 作为产物：
  描述：

  4-(2,2-Dioxo-2,3-dihydro-2l6-benzo[1,2,5]thiadiazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 以91%的产率得到2,1,3-Benzothiadiazole, 1,3-dihydro-1-(4-piperidinyl)-, 2,2-dioxide
  参考文献：
  名称：

  1,3-Dihydro-2,1,3-benzothiadiazol-2,2-diones and 3,4-dihydro-1H-2,1,3-benzothidiazin-2,2-diones as ligands for the NOP receptor

  摘要：

  A series of 1,3-dihydro-2,1,3-benzothiadiazol-2,2-diones (1) and 3,4-dihydro-1H-2,1,3-benzothidiazin-2,2-diones (II) were prepared. While the five-member ring series (I) did not show good affinity for opioid receptors, the six-member ring series (II) exhibited extremely high affinity and selectivity for the NOP receptor and showed full agonist activity, as determined by stimulation of GTPgamma[S-35] binding. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.001

文献信息

• NOCICEPTIN ANALOGS
  申请人：Goehring R. Richard

  公开号：US20090253727A1

  公开（公告）日：2009-10-08

  A compound of the having the general formula (I) or general formula (II): wherein Z, A, B, C, R 1 , R 2 , Q, W, and n are as described herein.
• US7563809B2
  申请人：——

  公开号：US7563809B2

  公开（公告）日：2009-07-21
• 1,3-Dihydro-2,1,3-benzothiadiazol-2,2-diones and 3,4-dihydro-1H-2,1,3-benzothidiazin-2,2-diones as ligands for the NOP receptor
  作者：R. Richard Goehring、John F.W. Whitehead、K. Brown、Khondaker Islam、Xin Wen、Xiaoming Zhou、Zhengming Chen、Kenneth J. Valenzano、Wendy S. Miller、Shen Shan、Donald J. Kyle

  DOI：10.1016/j.bmcl.2004.08.001

  日期：2004.10

  A series of 1,3-dihydro-2,1,3-benzothiadiazol-2,2-diones (1) and 3,4-dihydro-1H-2,1,3-benzothidiazin-2,2-diones (II) were prepared. While the five-member ring series (I) did not show good affinity for opioid receptors, the six-member ring series (II) exhibited extremely high affinity and selectivity for the NOP receptor and showed full agonist activity, as determined by stimulation of GTPgamma[S-35] binding. (C) 2004 Elsevier Ltd. All rights reserved.