N-(1-(1H-indol-3-yl)propan-2-yl)acetamide | 19326-28-4

• 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: N-(1-(1H-indol-3-yl)propan-2-yl)acetamide
• 英文别名: N-[2-(1H-indol-3-yl)-1-methylethyl]acetamide；N-[1-(1H-indol-3-yl)propan-2-yl]acetamide
• CAS: 19326-28-4
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: CIJOGCKBIRFFKN-UHFFFAOYSA-N

物化性质

• 熔点：
  78 °C
• 沸点：
  479.0±28.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  44.9
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  DL-ALPHA-甲基色胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 sheep pineal supernatant (serotonin-N-acetyl transferase) 、 优降宁 作用下， 以 phosphate buffer 为溶剂， 反应 0.17h， 生成 N-(1-(1H-indol-3-yl)propan-2-yl)acetamide
  参考文献：
  名称：

  松果体5-羟基色胺-N-乙酰基转移酶的底物和抑制剂的结构活性关系：初步研究。

  摘要：

  色胺，（1-萘基）乙胺和苯乙胺衍生物作为绵羊松果体5-羟色胺-N-乙酰基转移酶（5-HT-NAT）的底物进行了测试，后者是褪黑素合成的关键酶。几乎所有的吲哚衍生物都具有与色胺类似的亲和力（Km = 0.05 mM），而取代的萘和苯基衍生物的效价较低。但是，Km值似乎受取代基的位阻和极性性质影响。萘和苯基衍生物的Vmax值通常比吲哚衍生物的Vmax值高10-20倍，并且未观察到明确的结构活性关系。褪黑激素和几种生物等位衍生物被证明是5-HT-N-乙酰基转移酶的抑制剂。初步数据表明，在5-50 microM的浓度范围内，褪黑激素是一种竞争性抑制剂（IC50 = 10 microM），对松果体自身的合成具有浓度依赖性的抑制作用。然而，生物等位萘衍生物被表征为混合抑制剂。公认的褪黑素能拮抗剂（1-萘基）乙基乙酰氨基也被证明是5-HT-N-乙酰基转移酶的抑制剂（IC50 = 8 microM），是调

  DOI：

  10.1016/0014-2999(96)00228-2

文献信息

• Observations concerning the synthesis of tryptamine homologues and branched tryptamine derivatives via the borrowing hydrogen process: synthesis of psilocin, bufotenin, and serotonin
  作者：Silvia Bartolucci、Michele Mari、Giovanni Di Gregorio、Giovanni Piersanti

  DOI：10.1016/j.tet.2016.03.007

  日期：2016.5

  Observations concerning the synthesis of substituted tryptamine derivatives starting from indoles and 1,n-amino alcohols via the borrowing hydrogen process are discussed. This catalytic, single-step, and modular approach to tryptamines and homotryptamines allows the synthesis of branched and nonbranched tryptamines as well as tryptamine-based natural products such as psilocin, bufotenin, and serotonin

  讨论了有关通过借位氢过程从吲哚和1，n-氨基醇开始合成取代的色胺衍生物的观察。这种催化，一步一步和模块化的类固醇胺和高类色胺胺方法可以合成支链和非支链的类固醇胺以及基于类固醇胺的天然产物，例如psilocin，丁苯丁宁和5-羟色胺。
• Substituted pyrazoles as p38 kinase inhibitors
  申请人：Naraian S. Ashok

  公开号：US20070078146A1

  公开（公告）日：2007-04-05

  A class of pyrazole derivatives is described for use in treating p38 kinase medicated disorders. Compounds of particular interest are defined by Formula IA wherein R 1 , R 2 , R 3 and R 4 are as described in the specification.

  描述了一类吡唑衍生物，用于治疗p38激酶介导的疾病。特别感兴趣的化合物由公式IA定义，其中R1、R2、R3和R4如规范中所述。
• COMPOUNDS FOR REDUCING CELLULAR MELANIN CONTENT
  申请人：Unilever N.V.

  公开号：EP3509566B1

  公开（公告）日：2020-11-04
• COMPOSITION FOR IMPROVING OIL RECOVERY INCLUDING N-LAUROYL AMINO ACID-BASED COMPOUNDS AND MICROBES
  申请人：Choban Eric R.

  公开号：US20120292022A1

  公开（公告）日：2012-11-22

  Chemical compounds that are N-lauroyl amino acids or derivatives thereof were found to have oil-releasing activity. Solutions containing these compounds and microorganisms having oil release and/or plugging biofilm formation properties may be introduced into oil reservoirs to improve oil recovery.
• OIL RELEASE WITH N-LAUROYL AMINO ACID-BASED COMPOUNDS
  申请人：Choban Eric R.

  公开号：US20120295823A1

  公开（公告）日：2012-11-22

  Chemical compounds that are N-lauroyl amino acids or derivatives thereof were found to have oil-releasing activity. Solutions containing these compounds may be introduced into oil reservoirs or onto oil-contaminated surface sites to release oil from oil-coated surfaces. The released oil may be recovered for further processing or waste disposal.