N-(2-(苄基氨基)乙基)乙酰胺 | 124929-77-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(2-(苄基氨基)乙基)乙酰胺
• 英文名称: N-(2-(benzylamino)ethyl)acetamide
• 英文别名: N-[2-(benzylamino)ethyl]acetamide
• CAS: 124929-77-7
• 化学式: C₁₁H₁₆N₂O
• mdl: MFCD11162620
• 分子量: 192.261
• InChiKey: MBXRLNWPEMYVIV-UHFFFAOYSA-N

物化性质

• 沸点：
  382.6±25.0 °C(Predicted)
• 密度：
  1.030±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-(苄基氨基)乙基)乙酰胺 在 N-甲基吗啉 、 四(三苯基膦)钯 、 2,5-dimethoxylchlorotriazine 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 1.5h， 生成 N-(2-{N-benzyl-1-[8-(butan-2-yl)-1-methyl-1H,4H-chromeno[4,3-c]pyrazol-3-yl]formamido}ethyl)acetamide
  参考文献：
  名称：

  Nidufexor (LMB763), a Novel FXR Modulator for the Treatment of Nonalcoholic Steatohepatitis

  摘要：

  Farnesoid X receptor (FXR) agonists are emerging as important potential therapeutics for the treatment of nonalcoholic steatohepatitis (NASH) patients, as they exert positive effects on multiple aspects of the disease. FXR agonists reduce lipid accumulation in the liver, hepatocellular inflammation, hepatic injury, and fibrosis. While there are currently no approved therapies for NASH, the bile acid-derived FXR agonist obeticholic acid (OCA; 6-ethyl chenodeoxycholic acid) has shown promise in clinical studies. Previously, we described the discovery of tropifexor (LJN452), the most potent non-bile acid FXR agonist currently in clinical investigation. Here, we report the discovery of a novel chemical series of non-bile acid FXR agonists based on a tricyclic dihydrochromenopyrazole core from which emerged nidufexor (LMB763), a compound with partial FXR agonistic activity in vitro and FXR-dependent gene modulation in vivo. Nidufexor has advanced to Phase 2 human clinical trials in patients with NASH and diabetic nephropathy.

  DOI：

  10.1021/acs.jmedchem.9b01621
• 作为产物：
  描述：

  N-甲氧基二乙酰胺 以85%的产率得到
  参考文献：
  名称：

  KIKUGAWA, YASUO;MITSUI, KIMIYO;SAKAMOTO, TAKESHI;KAWASE, MASAMI;TAMIYA, H+, TETRAHEDRON LETT., 31,(1990) N, C. 243-246

  摘要：

  DOI：

文献信息

• General, Mild, and Metal-Free Synthesis of Phenyl Selenoesters from Anhydrides and Their Use in Peptide Synthesis
  作者：Andrea Temperini、Francesca Piazzolla、Lucio Minuti、Massimo Curini、Carlo Siciliano

  DOI：10.1021/acs.joc.7b00173

  日期：2017.5.5

  A mild, practical, and simple procedure for phenyl selenoesters synthesis from several anhydrides and diphenyl diselenide was developed. This transition-metal-free method provides a straightforward entry to storable Fmoc-amino acid selenoesters which are effective chemoselective acylating reagents. An application to oligopeptide synthesis was illustrated.

  开发了一种温和，实用和简单的方法，用于从几种酸酐和二苯基二硒化物合成苯基硒酸酯。这种无过渡金属的方法可以直接进入可存储的Fmoc-氨基酸硒酸酯，它们是有效的化学选择性酰化试剂。说明了在寡肽合成中的应用。
• N-methoxydiacetamide: A new selective acetylating agent
  作者：Yasuo Kikugawa、Kimiyo Mitsui、Takeshi Sakamoto、Masami Kawase、Hiroshi Tamiya

  DOI：10.1016/s0040-4039(00)94382-x

  日期：1990.1

  A simple and efficient method for the direct chemoselective acetylation of primary amines in the presence of alcohols or secondary amines using a new reagent N-methoxydiacetamide is described.

  描述了一种简单有效的方法，用于在醇或仲胺存在下使用新试剂N-甲氧基二乙酰胺对伯胺进行直接化学选择性乙酰化。
• Acetic acid as a catalyst for the N-acylation of amines using esters as the acyl source
  作者：Daniel D. Sanz Sharley、Jonathan M. J. Williams

  DOI：10.1039/c6cc09023k

  日期：——

  We report a cheap and simple method for the acetylation of a variety of amines using catalytic acetic acid and either ethyl acetate or butyl acetate as the acyl source....

  我们报告了一种廉价而简单的方法，该方法使用催化乙酸和乙酸乙酯或乙酸丁酯作为酰基源来乙酰化各种胺。
• [EN] FUSED TRICYCLIC PYRAZOLE DERIVATIVES USEFUL FOR MODULATING FARNESOID X RECEPTORS<br/>[FR] DÉRIVÉS DE PYRAZOLE TRICYCLIQUES FUSIONNÉS UTILES POUR MODULER DES RÉCEPTEURS FARNÉSOÏDES X
  申请人：NOVARTIS AG

  公开号：WO2016174616A1

  公开（公告）日：2016-11-03

  The present invention relates to compounds of Formula I, a stereoisomer, enantiomer, a pharmaceutically acceptable salt or an amino acid conjugate thereof; wherein variables are as defined herein; and their pharmaceutical compositions, which are useful as modulators of the activity of Farnesoid X receptors (FXR).

  本发明涉及公式I的化合物、立体异构体、对映体、药用可接受的盐或其氨基酸结合物；其中变量如本文所定义；以及它们的药用组合物，用作法尼索尔X受体（FXR）活性调节剂。
• Barbituric acid derivatives with antimetastatic and antitumor activity
  申请人：Roche Diagnostics GmbH

  公开号：US06335332B1

  公开（公告）日：2002-01-01

  The invention is directed to barbituric acid derivatives having inhibitory activity for matrix maetalloproteases comprised of formula (I): pharmaceutical compositions thereof, processes for preparing the derivatives, and methods for treating diseases associated with elevated or uncontrolled levels of matrix metalloprotease activity, e.g., cancer, specifically tumor progression and tumor metastasis, inflammation, or as a method of contraception.

  该发明涉及具有抑制基质金属蛋白酶活性的巴比妥酸衍生物，其化学式为(I)：其药物组合物、制备衍生物的方法以及治疗与基质金属蛋白酶活性升高或失控相关的疾病的方法，例如癌症、特别是肿瘤进展和肿瘤转移、炎症，或作为避孕方法。