(3,4-Dimethylphenyl)methyl 4-methylbenzene-1-sulfonate | 128622-45-7

• 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: (3,4-Dimethylphenyl)methyl 4-methylbenzene-1-sulfonate
• 英文别名: (3,4-dimethylphenyl)methyl 4-methylbenzenesulfonate
• CAS: 128622-45-7
• 化学式: C₁₆H₁₈O₃S
• 分子量: 290.383
• InChiKey: FCEFBKAFTNGITH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-甲氧基苯基)-二甲胺 、 (3,4-Dimethylphenyl)methyl 4-methylbenzene-1-sulfonate 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  The Menschutkin reaction of benzylp-toluenesulfonates withN,N-dimethylanilines. Evidence for the duality ofSN1 andSN2 mechanisms

  摘要：

  The rate data for the Menschutkin reaction between strongly activated Z-substituted benzyl p-toluenesulfonates and Y-substituted N,N-dimethylanilines in acetonitrile at 35 degrees C fit the equation, k(obs) = k(1) + k(2) [DMA], which is consistent with concurrent first-and second-order processes. The k(1) and k(2) values for each substrate were separated based on the above equation. The S(N)1 rate constant, k(1), is unaffected by the nature of the nucleophile, whereas the S(N)2 rate constant, k(2), increased with the electron-donating substituent of the N,N-dimethylaniline. The substituent effect on the k(1) values is linearly correlated by the Yukawa-Tsuno equation with rho = -5.2 and r = 1.3. The unimolecular reaction can be regarded as a classical S(N)1 mechanism. In contrast, that on the k(2) values shows an upward curvature when analyzed by the Brown af treatment. These results are ascribed to the simultaneous and independent occurrence of S(N)1 and S(N)2 mechanisms in the present Menschutkin reaction. (C) 1998 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199804)11:4<254::aid-poc2>3.0.co;2-6

文献信息

• Anilides related to substituted benzamides. Potential antipsychotic activity of N-(4-amino-5-chloro-2-methoxyphenyl)-1-(phenylmethyl)-4-piperidinecarboxamide
  作者：Frank E. Blaney、Michael S. G. Clark、Derek V. Gardner、Michael S. Hadley、David Middleton、Trevor J. White

  DOI：10.1021/jm00366a017

  日期：1983.12

  The substituted benzamides are used clinically both as antipsychotics and as stimulants of gastric motility. The antipsychotic effects are considered to be a consequence of their central dopamine antagonist properties, but there is evidence that the gastric stimulatory effects may be mediated by other mechanisms. Clebopride (3) is a substituted benzamide that although marketed for its stimulatory effects

  取代的苯甲酰胺在临床上既用作抗精神病药，又用作胃动力的兴奋剂。抗精神病作用被认为是其中央多巴胺拮抗剂特性的结果，但是有证据表明，胃刺激作用可能是由其他机制介导的。Clebopride（3）是一种取代的苯甲酰胺，尽管因其对胃蠕动的刺激作用而上市，但它也是有效的中枢多巴胺拮抗剂。已合成了酰胺键已被逆转的相应的苯胺化物BRL 20596（4a），发现其缺乏胃刺激活性。但是，有效的中枢多巴胺拮抗剂活性得以保留，表明苯甲酰胺和苯胺对中枢多巴胺受体具有相似的亲和力。讨论了在这些受体上苯甲酰胺和苯甲酰胺采用的构象的含义。也有证据表明，在这类受体上还有一个亲脂性结合位点，N-苄基最适合。