N-Ethylcarbaminsaeure-p-tolylester | 17576-40-8

• 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: N-Ethylcarbaminsaeure-p-tolylester
• 英文别名: ethyl-carbamic acid p-tolyl ester；Aethyl-carbamidsaeure-p-tolylester；4-tolyl N-ethylcarbamate；Ethyl-carbamic acid p-tolyl ester；(4-methylphenyl) N-ethylcarbamate
• CAS: 17576-40-8
• 化学式: C₁₀H₁₃NO₂
• mdl: MFCD00027757
• 分子量: 179.219
• InChiKey: QITHMWRZZVHKPY-UHFFFAOYSA-N

物化性质

• 熔点：
  110-111 °C
• 沸点：
  257.9±23.0 °C(Predicted)
• 密度：
  1.062±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-Ethylcarbaminsaeure-p-tolylester 在 劳森试剂 作用下， 以 甲苯 为溶剂， 生成 O-(4-methylphenyl) N-ethylcarbamothioate
  参考文献：
  名称：

  芳基N-乙基硫代氨基甲酸酯的氨解：O和S对对反应性和机理的协同作用

  摘要：

  在30.0°C下研究了芳基N-乙基硫代氨基甲酸酯（ETNC / EtHN-C（S）-OC 6 H 4 Z）与苄胺（XC 6 H 4 CH 2 NH 2）的氨解反应。ETNC的速度减慢了大约两倍。与芳基N-乙基硫代氨基甲酸酯的相应氨解反应（AETC / EtHN-（C O）-SC 6 H 4 Z）相比，它的原子分解反应要比图3所示，这是根据原子对O和S对反应性和机理的协同作用来解释的。对于一致的过程，这些效应可预测速率序列-C（S）-S- <-C（S）-O- <-C-（O）-S- <-C-（O）-O-，并且当前结果与此顺序一致。负交叉相互作用常数，ρ XZ = -0.87，的幅度β Ž（= 0.36-0.50）和失败的RSP的是在与该协同机制一致。涉及氘化苄胺的正常动力学同位素效应k H / k D = 1.52-1.78表明存在氢键合的环状过渡态。还讨论了影响该机制的其他因素。

  DOI：

  10.1021/jo050606b
• 作为产物：
  描述：

  乙胺 、 氯甲酸对甲苯 以 水 、 苯 为溶剂， 生成 N-Ethylcarbaminsaeure-p-tolylester
  参考文献：
  名称：

  Shvetsova-Shilovskaya,K.D. et al., Journal of general chemistry of the USSR, 1962, vol. 32, p. 3176 - 3178

  摘要：

  DOI：

文献信息

• Modulation of anxiety through blockade of anandamide hydrolysis
  申请人：Piomelli Daniele

  公开号：US20090048337A1

  公开（公告）日：2009-02-19

  Fatty acid amide hydrolase inhibitors of the Formula: I. are provided wherein X is NH, CH 2 , O, or S; Q is O or S; Z is O or N; R is an aromatic moiety selected from the group consisting of substituted or unsubstituted aryl; substituted or unsubstituted biphenylyl, substituted or unsubstituted naphthyl, and substituted or unsubstituted phenyl; substituted or unsubstituted terphenylyl; substituted or unsubstituted cycloalkyl, heteroaryl, or alkyl; and R 1 and R 2 are independently selected from the group consisting of H, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, and substituted or unsubstituted phenyl, substituted or unsubstituted biphenylyl, substituted or unsubstituted aryl, and substituted or unsubstituted heteroaryl; with the proviso that if Z is O, one of R 1 and R 2 is absent, and that if Z is N, optionally R 1 and R 2 may optionally be taken together to form a substituted or unsubstituted N-heterocycle or substituted or unsubstituted heteroaryl with the N atom to which they are each attached. Pharmaceutical compositions comprising the compounds of Formula I and methods of using them to inhibit FAAH and/or treat appetite disorders, glaucoma, pain, insomnia, and neurological and psychological disorders including anxiety disorders, epilepsy, and depression are provided.

  提供了公式为I的脂肪酸酰胺水解酶抑制剂，其中X为NH，CH2，O或S; Q为O或S; Z为O或N; R为从取代或未取代芳基; 取代或未取代的联苯基; 取代或未取代的萘基; 取代或未取代的苯基; 取代或未取代的三苯基基; 取代或未取代的环烷基，杂环芳基或烷基中选择的芳香基；R1和R2独立地选择自H，取代或未取代的烷基，取代或未取代的杂环烷基，取代或未取代的苯基，取代或未取代的联苯基，取代或未取代的芳基，取代或未取代的杂环芳基的群体中；但如果Z为O，则R1和R2中的一个不存在，如果Z为N，则可选地将R1和R2结合在一起形成取代或未取代的N-杂环或取代或未取代的杂环芳基，与它们各自连接的N原子。提供了包含公式I化合物的药物组合物以及使用它们抑制FAAH和/或治疗食欲障碍，青光眼，疼痛，失眠以及神经和心理障碍，包括焦虑症，癫痫和抑郁症的方法。
• MODULATION OF ANXIETY THROUGH BLOCKADE OF ANANDAMIDE HYDROLYSIS
  申请人：Piomelli Daniele

  公开号：US20120010283A1

  公开（公告）日：2012-01-12

  Fatty acid amide hydrolase inhibitors of the Formula: are provided wherein X is NH, CH 2 , O, or S; Q is O or S; Z is O or N; R is an aromatic moiety selected from the group consisting of substituted or unsubstituted aryl; substituted or unsubstituted biphenylyl, substituted or unsubstituted naphthyl, and substituted or unsubstituted phenyl; substituted or unsubstituted terphenylyl; substituted or unsubstituted cycloalkyl, heteroaryl, or alkyl; and R 1 and R 2 are independently selected from the group consisting of H, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, and substituted or unsubstituted phenyl, substituted or unsubstituted biphenylyl, substituted or unsubstituted aryl, and substituted or unsubstituted heteroaryl; with the proviso that if Z is O, one of R 1 and R 2 is absent, and that if Z is N, optionally R 1 and R 2 may optionally be taken together to form a substituted or unsubstituted N-heterocycle or substituted or unsubstituted heteroaryl with the N atom to which they are each attached. Pharmaceutical compositions comprising the compounds of Formula I and methods of using them to inhibit FAAH and/or treat appetite disorders, glaucoma, pain, insomnia, and neurological and psychological disorders including anxiety disorders, epilepsy, and depression are provided.

  提供了公式为的脂肪酸酰胺水解酶抑制剂：其中X为NH，CH2，O或S；Q为O或S；Z为O或N；R为从取代或未取代芳基；取代或未取代联苯基；取代或未取代萘基；取代或未取代苯基；取代或未取代三苯基基；取代或未取代环烷基，杂环芳基或烷基中选择的芳香基；R1和R2分别选择自H，取代或未取代烷基，取代或未取代杂环烷基，取代或未取代苯基，取代或未取代联苯基，取代或未取代芳基和取代或未取代杂环芳基的群中；但是如果Z为O，则R1和R2中的一个不存在，如果Z为N，则可选地将R1和R2结合在一起形成取代或未取代的N-杂环或取代或未取代的杂环芳基，与它们各自连接的N原子。提供了包含公式I化合物的制药组合物以及使用它们来抑制FAAH和/或治疗食欲障碍，青光眼，疼痛，失眠以及神经和心理障碍，包括焦虑症，癫痫和抑郁症的方法。
• Insecticide Structure and Activity, Insecticidal Activity of Carbamate Cholinesterase Inhibitors
  作者：M. J. Kolbezen、R. L. Metcalf、T. R. Fukuto

  DOI：10.1021/jf60037a003

  日期：1954.8
• US7176201B2
  申请人：——

  公开号：US7176201B2

  公开（公告）日：2007-02-13
• US8003693B2
  申请人：——

  公开号：US8003693B2

  公开（公告）日：2011-08-23