1-Methyl-β,β-dimethyltryptamin | 93428-58-1

• 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: 1-Methyl-β,β-dimethyltryptamin
• 英文别名: 2-methyl-2-(1-methyl-1H-indol-3-yl)propan-1-amine；2-methyl-2-(1-methylindol-3-yl)propan-1-amine
• CAS: 93428-58-1
• 化学式: C₁₃H₁₈N₂
• 分子量: 202.299
• InChiKey: BNYJGTYCLQEZMR-UHFFFAOYSA-N

物化性质

• 沸点：
  341.5±17.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  31
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Methyl-β,β-dimethyltryptamin 在 4-二甲氨基吡啶 、 copper diacetate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.67h， 生成 pyridin-2-yl(3,3,8-trimethyl-3,8-dihydropyrrolo[2,3-b]indol-1(2H)-yl)methanone
  参考文献：
  名称：

  铜介导的分子内芳族CH胺合成吲哚啉

  摘要：

  Cu（OAc）2介导的分子内芳族CH氨化反应通过吡啶甲酰胺型双齿配位基团进行，从而以高收率递送相应的二氢吲哚。即使在无贵金属的条件下，该反应也能顺利进行，在某些情况下，使用MnO 2末端氧化剂可使该过程在Cu中催化。Cu（OAc）2和/或MnO 2的适度氧化能力适合形成富电子的噻吩和吲哚稠合的吲哚类似物。铜基系统可以为制药和药物化学中各种潜在的二氢吲哚提供有效的方法。

  DOI：

  10.1021/acs.joc.5b00307
• 作为产物：
  描述：

  吲哚-3-乙腈 在 sodium hydroxide 、 lithium aluminium tetrahydride 、 苄基三甲基氢氧化铵 、 sodium hydride 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 3.0h， 生成 1-Methyl-β,β-dimethyltryptamin
  参考文献：
  名称：

  New indole derivatives as ACAT inhibitors: synthesis and structure-activity relationships

  摘要：

  A series of ureas containing the indole group were synthesized and assessed for their ability to inhibit arterial and intestinal ACAT and to lower plasma total cholesterol in a cholesterol-fed rat model. The structural modulations carried out in this series led to compounds which proved to be very active in both the inhibition of aortic ACAT in vitro and the inhibition of rat cholesterol intestinal absorption in vivo. Several compounds from this series exhibit a remarkable hypocholesterolaemic effect with ED(25) less than 0.1 mg/kg po.

  DOI：

  10.1016/0223-5234(96)80445-4

文献信息

• Synthesis of Tertiary Benzylic Nitriles via Nickel-Catalyzed Markovnikov Hydrocyanation of α-Substituted Styrenes
  作者：Yidan Xing、Rongrong Yu、Xianjie Fang

  DOI：10.1021/acs.orglett.9b04554

  日期：2020.2.7

  The Markovnikov hydrocyanation of α-substituted styrenes enables the synthesis of tertiary benzylic nitriles under nickel catalysis. The Lewis-acid-free transformation features an unprecedented functional groups tolerance, including the -OH and -NH2 groups. A broad range of tertiary benzylic nitriles were obtained in good to excellent yields. In addition, an asymmetric version of this reaction was

  α-取代的苯乙烯的马尔科夫尼科夫氢氰化能够在镍催化下合成叔苄腈。无路易斯酸的转化具有前所未有的官能团耐受性，包括-OH和-NH2基团。以良好至优异的产率获得了广泛的叔苄腈。另外，初步研究了该反应的不对称形式。
• Azepinoindole Derivatives As Pharmaceutical Agents
  申请人：Baik Tae-Gon

  公开号：US20090203577A1

  公开（公告）日：2009-08-13

  The present invention relates to compounds of formula I, which exhibit affinity for the farnesoid X receptor.

  本发明涉及I式化合物，该化合物具有与法尼索X受体的亲和力。
• Synthesis of Indolines by Copper-Mediated Intramolecular Aromatic C–H Amination
  作者：Kazutaka Takamatsu、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/acs.joc.5b00307

  日期：2015.3.20

  A Cu(OAc)2-mediated intramolecular aromatic C–H amination proceeds with the aid of a picolinamide-type bidentate coordination group to deliver the corresponding indolines in good yields. The reaction occurs smoothly even under noble-metal-free conditions, and in some cases the use of an MnO2 terminal oxidant renders the process catalytic in Cu. The mild oxidation aptitude of Cu(OAc)2 and/or MnO2 accommodates

  Cu（OAc）2介导的分子内芳族CH氨化反应通过吡啶甲酰胺型双齿配位基团进行，从而以高收率递送相应的二氢吲哚。即使在无贵金属的条件下，该反应也能顺利进行，在某些情况下，使用MnO 2末端氧化剂可使该过程在Cu中催化。Cu（OAc）2和/或MnO 2的适度氧化能力适合形成富电子的噻吩和吲哚稠合的吲哚类似物。铜基系统可以为制药和药物化学中各种潜在的二氢吲哚提供有效的方法。
• New indole derivatives as ACAT inhibitors: synthesis and structure-activity relationships
  作者：R Bellemin、J Decerprit、D Festal

  DOI：10.1016/0223-5234(96)80445-4

  日期：1996.1

  A series of ureas containing the indole group were synthesized and assessed for their ability to inhibit arterial and intestinal ACAT and to lower plasma total cholesterol in a cholesterol-fed rat model. The structural modulations carried out in this series led to compounds which proved to be very active in both the inhibition of aortic ACAT in vitro and the inhibition of rat cholesterol intestinal absorption in vivo. Several compounds from this series exhibit a remarkable hypocholesterolaemic effect with ED(25) less than 0.1 mg/kg po.