4-{(R)-2-[2-(4-Methyl-piperidin-1-yl)-ethyl]-pyrrolidine-1-sulfonyl}-2-nitro-phenylamine | 527739-47-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-{(R)-2-[2-(4-Methyl-piperidin-1-yl)-ethyl]-pyrrolidine-1-sulfonyl}-2-nitro-phenylamine
• 英文别名: 4-[(2R)-2-[2-(4-methylpiperidin-1-yl)ethyl]pyrrolidin-1-yl]sulfonyl-2-nitroaniline
• CAS: 527739-47-5
• 化学式: C₁₈H₂₈N₄O₄S
• 分子量: 396.511
• InChiKey: QMJPRWBAROQXEK-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-{(R)-2-[2-(4-Methyl-piperidin-1-yl)-ethyl]-pyrrolidine-1-sulfonyl}-2-nitro-phenylamine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 4-{(R)-2-[2-(4-Methyl-piperidin-1-yl)-ethyl]-pyrrolidine-1-sulfonyl}-benzene-1,2-diamine
  参考文献：
  名称：

  SB-656104-A: A novel 5-HT7 receptor antagonist with improved In vivo properties

  摘要：

  A focused SAR study around the previously reported selective 5-HT7 receptor antagonist, SB-269970-A has resulted in the identification of a structurally related analogue having an improved pharmacokinetic profile. Replacement of the phenolic group in SB-269970-A with an indole moiety, and replacement of the piperidinyl 4-methyl group with a heterocyclic ring system proved to be the key changes leading to the identification of SB-656104-A. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00690-x
• 作为产物：
  描述：

  1-{2-[(R)-1-(4-Chloro-3-nitro-benzenesulfonyl)-pyrrolidin-2-yl]-ethyl}-4-methyl-piperidine 在 ammonium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 以90%的产率得到4-{(R)-2-[2-(4-Methyl-piperidin-1-yl)-ethyl]-pyrrolidine-1-sulfonyl}-2-nitro-phenylamine
  参考文献：
  名称：

  SB-656104-A: A novel 5-HT7 receptor antagonist with improved In vivo properties

  摘要：

  A focused SAR study around the previously reported selective 5-HT7 receptor antagonist, SB-269970-A has resulted in the identification of a structurally related analogue having an improved pharmacokinetic profile. Replacement of the phenolic group in SB-269970-A with an indole moiety, and replacement of the piperidinyl 4-methyl group with a heterocyclic ring system proved to be the key changes leading to the identification of SB-656104-A. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00690-x