phenyl N-(2,4-dimethoxyphenyl)carbamate | 20950-98-5

• 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: phenyl N-(2,4-dimethoxyphenyl)carbamate
• 英文别名: Phenyl 2,4-dimethoxyphenylcarbamate
• CAS: 20950-98-5
• 化学式: C₁₅H₁₅NO₄
• 分子量: 273.288
• InChiKey: WJUMGTNPMMUTKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  phenyl N-(2,4-dimethoxyphenyl)carbamate 在 一水合肼 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 1-氨基-3-(2,4-二甲氧基苯基)脲
  参考文献：
  名称：

  2,4-Dimethoxyphenylsemicarbazones with anticonvulsant activity against three animal models of seizures: Synthesis and pharmacological evaluation

  摘要：

  Various 2.4-dimethoxyphenylsemicarbazones were synthesized starting from 2,4-dimethoxyaniline via a phenylcarbamate intermediate. The structures were confirmed by spectral and elemental analyses. The anticonvulsant activity of the synthesized compounds was established after intraperitoneal administration in three seizure models in mice which include maximal electroshock seizure, Subcutaneous pentylenetetrazole, and subcutaneous strychnine-induced seizure screens. Nine Compounds exhibited protection in all the three seizure models, and N-1-(2,4-dimethoxyphenyl)-N-4-(propan-2-one)semicarbazone (17) emerged as the most active compound with no neurotoxicity. These compounds were found to elevate gamma-aminobutyric acid (GABA) levels in the midbrain and medulla oblongata regions equipotent to clobazam. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.041
• 作为产物：
  描述：

  氯甲酸苯酯 、 2,4-二甲氧基苯胺 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 5.0h， 生成 phenyl N-(2,4-dimethoxyphenyl)carbamate
  参考文献：
  名称：

  2,4-Dimethoxyphenylsemicarbazones with anticonvulsant activity against three animal models of seizures: Synthesis and pharmacological evaluation

  摘要：

  Various 2.4-dimethoxyphenylsemicarbazones were synthesized starting from 2,4-dimethoxyaniline via a phenylcarbamate intermediate. The structures were confirmed by spectral and elemental analyses. The anticonvulsant activity of the synthesized compounds was established after intraperitoneal administration in three seizure models in mice which include maximal electroshock seizure, Subcutaneous pentylenetetrazole, and subcutaneous strychnine-induced seizure screens. Nine Compounds exhibited protection in all the three seizure models, and N-1-(2,4-dimethoxyphenyl)-N-4-(propan-2-one)semicarbazone (17) emerged as the most active compound with no neurotoxicity. These compounds were found to elevate gamma-aminobutyric acid (GABA) levels in the midbrain and medulla oblongata regions equipotent to clobazam. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.041

文献信息

• Azetidine derivatives as ccr-3 receptor antagonists
  申请人：Le Grand Mark Darren

  公开号：US20050222118A1

  公开（公告）日：2005-10-06

  Compounds of formula I in free or salt form, wherein Ar, X, Y, R 1 , R 2 , R 3 , R 5 , m, n, p and q have the meanings as indicated in the specification, are useful for treating conditions mediated by CCR3. Pharmaceutical compositions that contain the compounds and processes for preparing the compounds are also described.

  公式I的化合物，无论是自由形式还是盐形式，其中Ar、X、Y、R1、R2、R3、R5、m、n、p和q的含义如规范所示，对于治疗由CCR3介导的疾病是有用的。还描述了包含这些化合物的制药组合物和制备这些化合物的过程。
• AZETIDINE DERIVATIVES AS CCR-3 RECEPTOR ANTAGONISTS
  申请人：Novartis AG

  公开号：EP1487435A1

  公开（公告）日：2004-12-22
• US7288537B2
  申请人：——

  公开号：US7288537B2

  公开（公告）日：2007-10-30
• [EN] AZETIDINE DERIVATIVES AS CCR-3 RECEPTOR ANTAGONISTS<br/>[FR] UTILISATION DE DERIVES D'AZETIDINE EN TANT QU'ANTAGONISTES DU RECEPTEUR CCR3
  申请人：NOVARTIS AG

  公开号：WO2003077907A1

  公开（公告）日：2003-09-25

  Compounds of formula (I) in free or salt form, wherein Ar, X, Y, R1, R2, R3, R5, m, n, p, and q have the meanings as indicated in the specification, are useful for treating conditions mediated by CCR3. Pharmaceutical compositions that contain the compounds and processes for preparing the compounds are also described.
• 2,4-Dimethoxyphenylsemicarbazones with anticonvulsant activity against three animal models of seizures: Synthesis and pharmacological evaluation
  作者：Rathinasabapathy Thirumurugan、Dharmarajan Sriram、Amrita Saxena、James Stables、Perumal Yogeeswari

  DOI：10.1016/j.bmc.2005.12.041

  日期：2006.5

  Various 2.4-dimethoxyphenylsemicarbazones were synthesized starting from 2,4-dimethoxyaniline via a phenylcarbamate intermediate. The structures were confirmed by spectral and elemental analyses. The anticonvulsant activity of the synthesized compounds was established after intraperitoneal administration in three seizure models in mice which include maximal electroshock seizure, Subcutaneous pentylenetetrazole, and subcutaneous strychnine-induced seizure screens. Nine Compounds exhibited protection in all the three seizure models, and N-1-(2,4-dimethoxyphenyl)-N-4-(propan-2-one)semicarbazone (17) emerged as the most active compound with no neurotoxicity. These compounds were found to elevate gamma-aminobutyric acid (GABA) levels in the midbrain and medulla oblongata regions equipotent to clobazam. (c) 2006 Elsevier Ltd. All rights reserved.