4,5-dimethoxy-2-methylbenzyl cyanide | 7537-09-9

• 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: 4,5-dimethoxy-2-methylbenzyl cyanide
• 英文别名: 2-Methyl-4,5-dimethoxy-benzylcyanid；4.5-Dimethoxy-2-methylphenylacetonitril；4,5-dimethoxy-2-methyl-benzeneacetonitril；2-(4,5-Dimethoxy-2-methylphenyl)acetonitrile
• CAS: 7537-09-9
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: ZMGORDWGSBGHEQ-UHFFFAOYSA-N

物化性质

• 熔点：
  94.5-95 °C
• 沸点：
  320.1±37.0 °C(Predicted)
• 密度：
  1.062±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-dimethoxy-2-methylbenzyl cyanide 在 sodium tetrahydroborate 、 三氟乙酸 作用下， 以95%的产率得到2-Methyl-4.5-dimethoxyphenethylamin
  参考文献：
  名称：

  Photoreaction of Phthalimides Possessing an ortho-Methylphenyl Group in Their N-Side Chain. Synthesis of Tetracyclic Nitrogen Heterocycles

  摘要：

  DOI：

  10.3987/r-1987-10-2683
• 作为产物：
  描述：

  3,4-二甲氧基甲苯 在 苄基三乙基氯化铵 、 溶剂黄146 作用下， 以 水 、 苯 为溶剂， 生成 4,5-dimethoxy-2-methylbenzyl cyanide
  参考文献：
  名称：

  Photoreaction of Phthalimides Possessing an ortho-Methylphenyl Group in Their N-Side Chain. Synthesis of Tetracyclic Nitrogen Heterocycles

  摘要：

  DOI：

  10.3987/r-1987-10-2683

文献信息

• Some Nuclear-Substituted Derivatives of α-Methyldopa¹
  作者：Anilkumar Parulkar、Alfred Burger、Dorothea Aures

  DOI：10.1021/jm00323a022

  日期：1966.9
• 8-(4-Methoxyphenyl)pyrazolo[1,5-<i>a</i>]-1,3,5-triazines: Selective and Centrally Active Corticotropin-Releasing Factor Receptor-1 (CRF₁) Antagonists
  作者：Paul J. Gilligan、Liqi He、Todd Clarke、Parcharee Tivitmahaisoon、Snjezana Lelas、Yu-Wen Li、Karen Heman、Lawrence Fitzgerald、Keith Miller、Ge Zhang、Anne Marshall、Carol Krause、John McElroy、Kathyrn Ward、Helen Shen、Harvey Wong、Scott Grossman、Gregory Nemeth、Robert Zaczek、Stephen P. Arneric、Paul Hartig、David W. Robertson、George Trainor

  DOI：10.1021/jm9000242

  日期：2009.5.14

  This report describes the syntheses and structure-activity relationships of 8-(4-methoxyphenyl)pyrazolo[1,5-a]-1,3,5-triazine corticotropin releasing factor receptor-1 (CRF1) receptor antagonists. CRF1 receptor antagonists may be potential anxiolytic or antidepressant drugs. This research culminated in the discovery of analogue 12-3. which is a potent, selective CRF1 antagonist (hCRF(1) IC50 = 4.7 +/- 2.0 nM) with weak affinity for the CRF-binding protein and biogenic amine receptors. This compound also has a good pharmacokinetic profile in dogs. Analogue 12-3 is orally effective in two rat models of anxiety: the defensive withdrawal (situational anxiety) model and the elevated plus maze test. Analogue 12-3 has been advanced to clinical trials.
• Cooke,R.G.; Fletcher,R.A.H., Australian Journal of Chemistry, 1971, vol. 24, p. 873 - 880
  作者：Cooke,R.G.、Fletcher,R.A.H.

  DOI：——

  日期：——
• Photoreaction of Phthalimides Possessing an ortho-Methylphenyl Group in Their N-Side Chain. Synthesis of Tetracyclic Nitrogen Heterocycles
  作者：Minoru Machida、Mayumi Nakamura、Kazuaki Oda、Haruko Takechi、Kosei Ohno、Hideo Nakai、Yasuhiko Sato、Yuichi Kanaoka

  DOI：10.3987/r-1987-10-2683

  日期：——