[2-(5-{[4-(2-Chloro-acetylamino)-phenylcarbamoyl]-methoxy}-1H-indol-3-yl)-ethyl]-carbamic acid tert-butyl ester | 210545-94-1

• 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: [2-(5-{[4-(2-Chloro-acetylamino)-phenylcarbamoyl]-methoxy}-1H-indol-3-yl)-ethyl]-carbamic acid tert-butyl ester
• CAS: 210545-94-1
• 化学式: C₂₅H₂₉ClN₄O₅
• 分子量: 500.982
• InChiKey: COJADRBQXVMUAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  35.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  121.55
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [2-(5-{[4-(2-Chloro-acetylamino)-phenylcarbamoyl]-methoxy}-1H-indol-3-yl)-ethyl]-carbamic acid tert-butyl ester 在 caesium carbonate 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 N-(4-{2-[3-(2-Amino-ethyl)-1H-indol-5-yloxy]-acetylamino}-phenyl)-2-[8-(4-methyl-piperazin-1-yl)-naphthalen-2-yloxy]-acetamide
  参考文献：
  名称：

  Dimers of 5HT 1 ligands preferentially bind to 5HT1b1d receptor subtypes

  摘要：

  New dimers of known 5HT(1) ligands (5HT, 1-NP or 8-OH-DPAT) have, been prepared and evaluated at human cloned 5HT(1B), 5HT(1D) and 5HT(1A) receptors. Binding experiments show that all these dimers have better affinities at 5HT(1B/1D) receptors than their corresponding monomeric ligands. Studies of inhibition of the forskolin-stimulated c-AMP formation mediated by the human 5HT(1B) receptor show that hetero-bivalent ligands [combining an agonist (5HT) with an antagonist (I-NP)] behave as partial agonists while the intrinsic activity of bivalent antagonists (combining two I-NP residues) was found to be spacer dependent. Surprisingly enough, the dimer of 8-OH-DPAT 6 binds to 5HT(1A), 5HT(1B) and 5HT(1D) receptors with similar high affinity, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00222-4
• 作为产物：
  描述：

  氯乙酰氯 、 2-(3-{2-[N-(tert-butoxycarbonyl)amino]ethyl}-1H-indol-5-yloxy)-N-(4-aminophenyl)acetamide 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 以80%的产率得到[2-(5-{[4-(2-Chloro-acetylamino)-phenylcarbamoyl]-methoxy}-1H-indol-3-yl)-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Dimers of 5HT 1 ligands preferentially bind to 5HT1b1d receptor subtypes

  摘要：

  New dimers of known 5HT(1) ligands (5HT, 1-NP or 8-OH-DPAT) have, been prepared and evaluated at human cloned 5HT(1B), 5HT(1D) and 5HT(1A) receptors. Binding experiments show that all these dimers have better affinities at 5HT(1B/1D) receptors than their corresponding monomeric ligands. Studies of inhibition of the forskolin-stimulated c-AMP formation mediated by the human 5HT(1B) receptor show that hetero-bivalent ligands [combining an agonist (5HT) with an antagonist (I-NP)] behave as partial agonists while the intrinsic activity of bivalent antagonists (combining two I-NP residues) was found to be spacer dependent. Surprisingly enough, the dimer of 8-OH-DPAT 6 binds to 5HT(1A), 5HT(1B) and 5HT(1D) receptors with similar high affinity, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00222-4