2-(1H-indol-3-yl)-N-(4-methoxybenzyl)-N-methylacetamide | 852309-60-5

• 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-(1H-indol-3-yl)-N-(4-methoxybenzyl)-N-methylacetamide
• 英文别名: 2-(1H-indol-3-yl)-N-[(4-methoxyphenyl)methyl]-N-methylacetamide
• CAS: 852309-60-5
• 化学式: C₁₉H₂₀N₂O₂
• 分子量: 308.38
• InChiKey: QTZGBLXUXITGIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  45.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(1H-indol-3-yl)-N-(4-methoxybenzyl)-N-methylacetamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以44 %的产率得到2-(1H-indol-3-yl)-N-(4-methoxybenzyl)-N-methylethan-1-amine
  参考文献：
  名称：

  [EN] NOVEL BENZYLTRYPTAMINE COMPOUNDS
  [FR] NOUVEAUX COMPOSÉS DE BENZYLTRYPTAMINE

  摘要：

  There is disclosed a compound of Formula (I): and any pharmaceutically acceptable salt or zwitterion thereof; wherein: R is hydrogen, methyl or ethyl; R1is hydrogen or C1-C2alkoxy; R2is methyl or a C2-C4group which may be saturated or unsaturated, branched or linear; and R3, R4, R5and R6each are independently selected from hydrogen, hydroxyl, halogen, methyl optionally substituted with hydroxy, methoxy, ethoxy, and a saturated or unsaturated C2-C3that may be optionally substituted with hydroxyl, with the provisos that: (i) at least two of R4, R5, R6and R7must be hydrogen, and (ii) R3, R4, R5and R6may be selected such that an adjacent pair thereof join to form a ring having at least 5 members. The compound of Formula (I) is believed useful in treating a disease or disorder in a subject which may be alleviated by a 5HT2A agonist (e.g., CNS disorders and one or more symptoms of any one of depression, alcoholism, tobacco addiction, cocaine addiction, inflammation, cluster headache and PTSD in a subject).

  公开号：

  WO2023070228A1
• 作为产物：
  描述：

  3-吲哚乙酸 、 N-甲基-4-甲氧基苄胺 在 三乙胺 、 1-丙基磷酸酐 作用下， 以 乙腈 、 乙酸乙酯 为溶剂， 以73 %的产率得到2-(1H-indol-3-yl)-N-(4-methoxybenzyl)-N-methylacetamide
  参考文献：
  名称：

  [EN] NOVEL BENZYLTRYPTAMINE COMPOUNDS
  [FR] NOUVEAUX COMPOSÉS DE BENZYLTRYPTAMINE

  摘要：

  There is disclosed a compound of Formula (I): and any pharmaceutically acceptable salt or zwitterion thereof; wherein: R is hydrogen, methyl or ethyl; R1is hydrogen or C1-C2alkoxy; R2is methyl or a C2-C4group which may be saturated or unsaturated, branched or linear; and R3, R4, R5and R6each are independently selected from hydrogen, hydroxyl, halogen, methyl optionally substituted with hydroxy, methoxy, ethoxy, and a saturated or unsaturated C2-C3that may be optionally substituted with hydroxyl, with the provisos that: (i) at least two of R4, R5, R6and R7must be hydrogen, and (ii) R3, R4, R5and R6may be selected such that an adjacent pair thereof join to form a ring having at least 5 members. The compound of Formula (I) is believed useful in treating a disease or disorder in a subject which may be alleviated by a 5HT2A agonist (e.g., CNS disorders and one or more symptoms of any one of depression, alcoholism, tobacco addiction, cocaine addiction, inflammation, cluster headache and PTSD in a subject).

  公开号：

  WO2023070228A1