4,5-二甲基-2-(吗啉-4-基甲基)苯酚 | 60372-42-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4,5-二甲基-2-(吗啉-4-基甲基)苯酚
• 英文名称: 4,5-dimethyl-2-(morpholinomethyl)phenol
• 英文别名: 4,5-Dimethyl-2-morpholinomethyl-phenol；Phenol, 4,5-dimethyl-2-(morpholinomethyl)-；4,5-dimethyl-2-(morpholin-4-ylmethyl)phenol
• CAS: 60372-42-1
• 化学式: C₁₃H₁₉NO₂
• mdl: MFCD01707477
• 分子量: 221.299
• InChiKey: AOXCBRQKKRUDBF-UHFFFAOYSA-N

物化性质

• 沸点：
  129 °C(Press: 0.4 Torr)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.538
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  吗啉 、 3,4-二甲基苯酚 、 聚合甲醛 反应 0.5h， 以92%的产率得到4,5-二甲基-2-(吗啉-4-基甲基)苯酚
  参考文献：
  名称：

  Synthesis and characterization of phenolic Mannich bases and effects of these compounds on human carbonic anhydrase isozymes I and II

  摘要：

  Mannich bases 2a-f derived from 3,4-dimethylphenol (1), formaldehyde and different amines are prepared and subjected to spectral (IR, H-1 and C-13 NMR) and elemental analyses. The inhibition of two human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes I and II, with 1 and synthesized Mannich bases 2a-f and acetazolamide (AAZ) as a control compound was investigated in vitro by using the hydratase and esterase assays. In relation to hydratase and esterase activities of the half maximal inhibitory concentration (IC50) and the inhibition equilibrium constants (K-i) values were determined. Only two compounds (2a and 2e)exhibit weak hCA II inhibitory effects on esterase activity. IC50 and Ki values for 2a and 2e with respect to esterase activity of hCA II are0.88 x 10(3) and 6.3-7.6 mu M and 0.44 x 10(3) and 19.0-96.4 mu M, respectively. On the contrary, compounds 2b and 2d might be used as CA activators due to increasing esterase activity of hCA I and hCA II isozymes.

  DOI：

  10.3109/14756366.2012.693919

文献信息

• Cohen et al., British Journal of Pharmacology and Chemotherapy, 1957, vol. 12, p. 194,206
  作者：Cohen et al.

  DOI：——

  日期：——
• Synthesis and characterization of phenolic Mannich bases and effects of these compounds on human carbonic anhydrase isozymes I and II
  作者：Nurgün Büyükkıdan、Bülent Büyükkıdan、Metin Bülbül、Salih Özer、Hatice Gonca Yalçın

  DOI：10.3109/14756366.2012.693919

  日期：2013.4.1

  Mannich bases 2a-f derived from 3,4-dimethylphenol (1), formaldehyde and different amines are prepared and subjected to spectral (IR, H-1 and C-13 NMR) and elemental analyses. The inhibition of two human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes I and II, with 1 and synthesized Mannich bases 2a-f and acetazolamide (AAZ) as a control compound was investigated in vitro by using the hydratase and esterase assays. In relation to hydratase and esterase activities of the half maximal inhibitory concentration (IC50) and the inhibition equilibrium constants (K-i) values were determined. Only two compounds (2a and 2e)exhibit weak hCA II inhibitory effects on esterase activity. IC50 and Ki values for 2a and 2e with respect to esterase activity of hCA II are0.88 x 10(3) and 6.3-7.6 mu M and 0.44 x 10(3) and 19.0-96.4 mu M, respectively. On the contrary, compounds 2b and 2d might be used as CA activators due to increasing esterase activity of hCA I and hCA II isozymes.