2,2-二甲氧基-N-(2-甲基亚苄基)乙胺 | 54879-71-9

• 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: 2,2-二甲氧基-N-(2-甲基亚苄基)乙胺
• 英文名称: 2,2-Dimethoxy-N-[(2-methylphenyl)methylene]ethanamine
• 英文别名: N-(2,2-dimethoxyethyl)-1-(2-methylphenyl)methanimine
• CAS: 54879-71-9
• 化学式: C₁₂H₁₇NO₂
• 分子量: 207.272
• InChiKey: JNNTZXGOPXQUTE-UHFFFAOYSA-N

物化性质

• 沸点：
  283.0±40.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2-二甲氧基-N-(2-甲基亚苄基)乙胺 在 sodium hydride 作用下， 以 乙腈 为溶剂， 生成 (2R,3S,5R)-5-(8-methyl-1-oxoisoquinolin-2(1H)-yl)-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate
  参考文献：
  名称：

  Stable and Selective Hybridization of Oligonucleotides with Unnatural Hydrophobic Bases

  摘要：

  DOI：

  10.1002/1521-3773(20000818)39:16<2940::aid-anie2940>3.0.co;2-#
• 作为产物：
  描述：

  2-甲基苯甲醛 、 氨基乙醛缩二甲醇 以 苯 为溶剂， 反应 15.0h， 生成 2,2-二甲氧基-N-(2-甲基亚苄基)乙胺
  参考文献：
  名称：

  8,8′-Dialkyl-1,1′-biisoquinolines: preparation, absolute configuration and unexpected racemization behaviour †

  摘要：

  我们合成了一系列 8,8â²-二烷基-1,1â²-双喹啉，其中引入了甲基、乙基和异丙基基团以增强跨annular立体阻碍。异构体生物异喹啉被分离成两种对映体，并确定了它们的绝对构型和光学稳定性。与之前的预期相反，外消旋行为与烷基的立体尺寸成反比。

  DOI：

  10.1039/a905161i

文献信息

• 8,8′-Dialkyl-1,1′-biisoquinolines: preparation, absolute configuration and unexpected racemization behaviour †
  作者：Hirohito Tsue、Hideyuki Fujinami、Takeshi Itakura、Ryuta Tsuchiya、Kimiko Kobayashi、Hiroki Takahashi、Ken-ichi Hirao

  DOI：10.1039/a905161i

  日期：——

  A series of 8,8′-dialkyl-1,1′-biisoquinolines, in which methyl, ethyl and isopropyl groups are introduced for enhancing the transannular steric hindrance, are synthesized. The atropisomeric biisoquinolines are separated into both enantiomers, of which the absolute configurations and the optical stabilities are determined. Contrary to prior expectations, the racemization behaviour is inversely proportional to the steric size of the alkyl groups.

  我们合成了一系列 8,8â²-二烷基-1,1â²-双喹啉，其中引入了甲基、乙基和异丙基基团以增强跨annular立体阻碍。异构体生物异喹啉被分离成两种对映体，并确定了它们的绝对构型和光学稳定性。与之前的预期相反，外消旋行为与烷基的立体尺寸成反比。
• Multisubstrate inhibitors of dopamine .beta.-hydroxylase. 2. Structure-activity relationships at the phenethylamine binding site
  作者：Lawrence I. Kruse、Carl Kaiser、Walter E. DeWolf、James S. Frazee、Stephen T. Ross、Joyce Wawro、Merrie Wise、Kathryn E. Flaim、John L. Sawyer

  DOI：10.1021/jm00386a008

  日期：1987.3

  1-Aralkylimidazole-2-thiones have been shown to be potent multisubstrate inhibitors of dopamine beta-hydroxylase (DBH; EC 1.14.17.1). In the present study, a series of 1-benzylimidazole-2-thiones was prepared to explore the effects of substitution in the benzyl ring on the inhibition of DBH. A detailed structure-activity relationship for in vitro activity was discovered and this was shown by a modified Hansch analysis to correlate (r = 0.91) with four key structural features of the benzyl ring: the presence of a hydroxyl at the 4-position, molar refractivity at the 3-, 4-, and 5-positions, inductive effects of the substituents at the 3-, 4-, and 5-positions, and pi-electron density. The affinity (Kis) of eight substituted inhibitors for DBH was shown to correlate (r = 0.75) with the affinity (KD) of comparably substituted tyramines for the ternary DBH-oxygen-tyramine complex. This correlate is used to support the hypothesis that binding of inhibitor to DBH occurs in a fashion that mimics the binding of tyramine substrates. The most potent inhibitors were selected for study in vivo in the spontaneously hypertensive rat model of hypertension. The changes in vascular dopamine and norepinephrine levels that resulted from oral administration of the inhibitors corresponded to the observed reduction in mean arterial blood pressure. A divergence between in vitro potency and in vivo efficacy upon oral dosing was noted and is suggested to result from an in vivo metabolic conjugation of the phenolic group of inhibitor.
• Preparation of Optically Active 8,8’-Disubstituted 1,1’-Biisoquinoline
  作者：Ken-ichi Hirao、Ryuta Tsuchiya、Yasuhiro Yano、Hirohito Tsue

  DOI：10.3987/com-95-s60

  日期：——

  Synthesis of 1,1'-biisoquinolines having substituents in the 8,8'-positions and their resolution by hplc on a chiral column on a preparative scale are described.
• Stable and Selective Hybridization of Oligonucleotides with Unnatural Hydrophobic Bases
  作者：Markus Berger、Anthony K. Ogawa、Dustin L. McMinn、Yiqin Wu、Peter G. Schultz、Floyd E. Romesberg

  DOI：10.1002/1521-3773(20000818)39:16<2940::aid-anie2940>3.0.co;2-#

  日期：2000.8.18