benzyl-[2-(5-methoxy-indol-3-yl)-ethyl]-methyl-amine | 1233-48-3

• 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: benzyl-[2-(5-methoxy-indol-3-yl)-ethyl]-methyl-amine
• 英文别名: 3-(2-(N-Methyl-benzylamino)-ethyl)-5-methoxy-indol；N-Benzyl-2-(5-methoxy-1H-indol-3-yl)-N-methylethan-1-amine；N-benzyl-2-(5-methoxy-1H-indol-3-yl)-N-methylethanamine
• CAS: 1233-48-3
• 化学式: C₁₉H₂₂N₂O
• 分子量: 294.396
• InChiKey: IFRNCHRBJMIVBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  28.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  benzyl-[2-(5-methoxy-indol-3-yl)-ethyl]-methyl-amine 在 盐酸 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-{3-[2-(Benzyl-methyl-amino)-ethyl]-5-methoxy-indole-1-sulfonyl}-phenylamine
  参考文献：
  名称：

  N1-Benzenesulfonylgramine and N1-benzenesulfonylskatole: novel 5-HT6 receptor ligand templates

  摘要：

  1-Benzenesulfonyl-5-methoxy-N,N-dimethyltryptamine (3; K-i=2.3 nM) is a 5-HT6 receptor antagonist: removal of the 5-methoxy group (i.e., 6; K-i = 4.1 nM) has little impact on receptor affinity. In the present study, it is shown that the aminomethyl portion of 6 can be shortened to gramine analogue 10a (K-i = 3.1 nM) a related skatole derivative 11b (K-i = 12 nM) also binds with high affinity indicating that the aminoethyl portion of the tryptamines is not required Cor binding. Compounds 10a and 11b represent members of novel classes of 5-HT6 antagonists. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00612-7

文献信息

• [EN] CATALYTIC TRYPTAMINE PROCESSES AND PRECURSORS<br/>[FR] PROCÉDÉS ET PRÉCURSEURS DE TRYPTAMINE CATALYTIQUES
  申请人：KARE CHEMICAL TECH INC

  公开号：WO2022232931A1

  公开（公告）日：2022-11-10

  The present disclosure relates to the use of tryptamine precursor compounds and zinc amide enolate compounds for the preparation of tryptamines. The disclosure also relates to the use of catalysts and catalytic processes for the preparation of tryptamines using the zinc amide enolate compounds and the tryptamine precursor compounds.

  本公开涉及使用色胺前体化合物和锌酰胺烯醇化合物制备色胺。该公开还涉及使用催化剂和催化过程，使用锌酰胺烯醇化合物和色胺前体化合物制备色胺。
• N1-Benzenesulfonylgramine and N1-benzenesulfonylskatole: novel 5-HT6 receptor ligand templates
  作者：Manik R. Pullagurla、Małgorzata Dukat、Vincent Setola、Bryan Roth、Richard A. Glennon

  DOI：10.1016/s0960-894x(03)00612-7

  日期：2003.10

  1-Benzenesulfonyl-5-methoxy-N,N-dimethyltryptamine (3; K-i=2.3 nM) is a 5-HT6 receptor antagonist: removal of the 5-methoxy group (i.e., 6; K-i = 4.1 nM) has little impact on receptor affinity. In the present study, it is shown that the aminomethyl portion of 6 can be shortened to gramine analogue 10a (K-i = 3.1 nM) a related skatole derivative 11b (K-i = 12 nM) also binds with high affinity indicating that the aminoethyl portion of the tryptamines is not required Cor binding. Compounds 10a and 11b represent members of novel classes of 5-HT6 antagonists. (C) 2003 Elsevier Ltd. All rights reserved.