4-[2-[Benzyl(methyl)amino]ethoxy]aniline | 47016-79-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[2-[Benzyl(methyl)amino]ethoxy]aniline
• CAS: 47016-79-5
• 化学式: C₁₆H₂₀N₂O
• 分子量: 256.348
• InChiKey: VQAWOAHMJCDEGE-UHFFFAOYSA-N

物化性质

• 沸点：
  402.6±30.0 °C(Predicted)
• 密度：
  1.099±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[2-[Benzyl(methyl)amino]ethoxy]aniline 、 N-苯基亚胺苄基氯 以 乙腈 为溶剂， 反应 8.0h， 生成 N'-[4-[2-[benzyl(methyl)amino]ethoxy]phenyl]-N-phenylbenzenecarboximidamide
  参考文献：
  名称：

  Chemistry and hypoglycemic activity of N-[[(dialkylamino)alkoxy]phenyl]benzamidines

  摘要：

  A series of N-[[(dialkylamino)alkoxyl]phenyl]benzamidines was synthesized and evaluated for hypoglycemic activity in the glucose-primed rat. Structure-activity relationship indicated that N'-phenyl-N-[4-[2(diisopropylamino)-ethoxy]phenyl]benzamidine dihydrobromide (7), N'-(4-chlorophenyl)-N-[4-[2-(diisopropylamino)ethoxy]phenyl]-benzamidine dihydrochloride (31), and N'-phenyl-N-[4-[(diisopropylamino)propoxy]phenyl]benzamidine dihydrobromide (11) are some of the more interesting compounds. A comparison of these hypoglycemic agents with classical standards (tolazamide, phenformin, and buformin) in several experimental models showed that the benzamidines seem to combine in one molecule some of the biological activities of the beta-cytotrophic sulfonylureas and some of the activities of the biguanides.

  DOI：

  10.1021/jm00346a006
• 作为产物：
  描述：

  4-硝基苯氧乙酸 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氯化亚砜 、 氢气 、 碳酸氢钠 作用下， 以 四氢呋喃 、 乙醇 、 丙酮 为溶剂， 25.0~60.0 ℃ 、101.33 kPa 条件下， 反应 11.0h， 生成 4-[2-[Benzyl(methyl)amino]ethoxy]aniline
  参考文献：
  名称：

  Synthesis and Activity against Multidrug Resistance in Chinese Hamster Ovary Cells of New Acridone-4-carboxamides

  摘要：

  A number of tricyclic carboxamides have been synthesized and tested to evaluate their ability to reverse multidrug resistance in the (CHC)-C-R/5 cell line. Among them the acridone derivatives were the most potent, A key feature is the presence of a dimethoxybenzyl or phenethylamine cationic site, separated from the tricyclic lipophilic part by a carbamoylphenyl chain. Optimization led to compounds 2 orders of magnitude more active than the prototype inhibitors verapamil and amiodarone. On the basis of in vitro and in vivo activities, 9,10-dihydro-5-methoxy- 9-oxo-N-[4-[2-(1,2,3,4-tetrahydro-6,7-dimethoxyisoquinol-2-yl)ethyl]phenyl]-4-acridinecarboxamide (84) has been selected for further development.

  DOI：

  10.1021/jm00013a017

文献信息

• DE2036181
  申请人：——

  公开号：——

  公开（公告）日：——
• SHROFF, J. R.;ELPERN, B.;KOBRIN, S.;CERVONI, P., J. MED. CHEM., 1982, 25, N 4, 359-362
  作者：SHROFF, J. R.、ELPERN, B.、KOBRIN, S.、CERVONI, P.

  DOI：——

  日期：——
• EP0494623A1
  申请人：——

  公开号：EP0494623A1

  公开（公告）日：1992-07-15
• ACRIDINE DERIVATIVES
  申请人：LABORATOIRES GLAXO SA

  公开号：EP0569380A1

  公开（公告）日：1993-11-18
• ANILIDE DERIVATIVES
  申请人：LABORATOIRES GLAXO SA

  公开号：EP0649410B1

  公开（公告）日：1997-05-02