4-nitrobenzyl 2-(1H-indol-3-yl)ethylcarbamate | 153874-42-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-nitrobenzyl 2-(1H-indol-3-yl)ethylcarbamate
• 英文别名: (4-nitrophenyl)methyl N-[2-(1H-indol-3-yl)ethyl]carbamate
• CAS: 153874-42-1
• 化学式: C₁₈H₁₇N₃O₄
• mdl: MFCD00716936
• 分子量: 339.351
• InChiKey: YGFKKATUXMVCSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  99.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [Cp*Ru(CH3CN)3]OTf 、 4-nitrobenzyl 2-(1H-indol-3-yl)ethylcarbamate 以 四氢呋喃 为溶剂， 以91%的产率得到{(η5-C5Me5)(η6-N(b)-(p-NO2-CBZ)-tryptophane)ruthenium}OTf
  参考文献：
  名称：

  Lomenzo, Stacey A.; Nolan, Steven P.; Trudell, Mark L., Organometallics, 1994, vol. 13, # 2, p. 676 - 681

  摘要：

  DOI：
• 作为产物：
  描述：

  色胺 、 4-nitrobenzyl 4-nitrophenyl carbonate 在 4 A molecular sieve 、 1-羟基苯并三唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以98%的产率得到4-nitrobenzyl 2-(1H-indol-3-yl)ethylcarbamate
  参考文献：
  名称：

  2,4-Bis(hydroxymethyl)aniline as a Building Block for Oligomers with Self-Eliminating and Multiple Release Properties

  摘要：

  Linear self-eliminating (LSE) systems are oligomers of branched self-eliminating linkers that disassemble upon a single triggering event under complete degradation of the linear backbone, accompanied by the release of side-chain bound effector molecules. Enabling a controlled and almost simultaneous release of different effectors (drugs) in defined ratios, LSE systems may gain importance for the development of novel combination therapeutics. On the basis of the well-known self-eliminating p-aminobenzyloxycarbonyl (PABC) linker, 2 4-bis(hydroxymethyl)aniline was considered a suitable branched linker for building LSE systems that degrade by 1,6- and 1,4-benzyl elimination reactions. A first LSE model system based on this linker was prepared in a simple procedure and was shown to release its effector payload efficiently after activation. In addition, elimination model compounds were synthesized to study the release behavior of LSE systems based on 2,4-bis(hydroxymethyl)aniline. It was found that chain degrading 1,6-benzyl elimination occurs much faster than the effector releasing 1,4-elimination.

  DOI：

  10.1021/jo702484z

文献信息

• [EN] COMPOUNDS USEFUL AS ANXIOLYTIC, SEDATIVE, AND HYPNOTIC AGENTS<br/>[FR] COMPOSES UTILES COMME AGENTS ANXIOLYTIQUES, SEDATIFS ET HYPNOTIQUES
  申请人：DISCOVERY THERAPEUTICS, INC.

  公开号：WO1995025514A1

  公开（公告）日：1995-09-28

  (EN) Compounds of formula (1), where R1 is alkyl, aryl, alkaryl, aralkyl, arylalkoxy, heteroaryl, heteroarylalkyl or alkoxyalkyl; R2 is hydrogen or alkaryl; A is alkylene and X is an integer from 1 to 6. These compounds have anxiolytic and sedative or hypnotic activity, while minimizing side effects.(FR) On décrit des composés de formule (1) où R1 représente alkyle, aryle, alkaryle, aralkyle, arylalcoxy, hétéroaryle, hétéroarylalkyle ou alcoxy-alkyle; R2 représente hydrogène ou alcaryle; A représente alkylène et X est un nombre entier de 1 à 6. Ces composés présentent une activité anxiolytique et sédative ou hypnotique avec des effets secondaires réduits.
• 2,4-Bis(hydroxymethyl)aniline as a Building Block for Oligomers with Self-Eliminating and Multiple Release Properties
  作者：André Warnecke、Felix Kratz

  DOI：10.1021/jo702484z

  日期：2008.2.1

  Linear self-eliminating (LSE) systems are oligomers of branched self-eliminating linkers that disassemble upon a single triggering event under complete degradation of the linear backbone, accompanied by the release of side-chain bound effector molecules. Enabling a controlled and almost simultaneous release of different effectors (drugs) in defined ratios, LSE systems may gain importance for the development of novel combination therapeutics. On the basis of the well-known self-eliminating p-aminobenzyloxycarbonyl (PABC) linker, 2 4-bis(hydroxymethyl)aniline was considered a suitable branched linker for building LSE systems that degrade by 1,6- and 1,4-benzyl elimination reactions. A first LSE model system based on this linker was prepared in a simple procedure and was shown to release its effector payload efficiently after activation. In addition, elimination model compounds were synthesized to study the release behavior of LSE systems based on 2,4-bis(hydroxymethyl)aniline. It was found that chain degrading 1,6-benzyl elimination occurs much faster than the effector releasing 1,4-elimination.
• Lomenzo, Stacey A.; Nolan, Steven P.; Trudell, Mark L., Organometallics, 1994, vol. 13, # 2, p. 676 - 681
  作者：Lomenzo, Stacey A.、Nolan, Steven P.、Trudell, Mark L.

  DOI：——

  日期：——