(4-Diethylamino-phenyl)-carbamic acid tert-butyl ester | 876360-92-8

• 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: (4-Diethylamino-phenyl)-carbamic acid tert-butyl ester
• 英文别名: Tert-butyl [4-(diethylamino)phenyl]carbamate；tert-butyl N-[4-(diethylamino)phenyl]carbamate
• CAS: 876360-92-8
• 化学式: C₁₅H₂₄N₂O₂
• mdl: MFCD07127703
• 分子量: 264.368
• InChiKey: JDSAJKACKWVLBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.533
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-Diethylamino-phenyl)-carbamic acid tert-butyl ester 在 sodium hydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成
  参考文献：
  名称：

  Development of N-4,6-pyrimidine-N-alkyl-N′-phenyl ureas as orally active inhibitors of lymphocyte specific tyrosine kinase

  摘要：

  A new class of lymphocyte specific tyrosine kinase (lck) inhibitors based on an N-4,6-pyrimidine-N-alkyl-N'-phenyl urea scaffold is described. Many of these compounds showed low-nanomolar inhibition of lck kinase activity as well as IL-2 synthesis from Jurkat cells. One of these analogs, 7i, was shown to be orally efficacious by in vivo testing in a rat adjuvant-induced arthritis study. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.072
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 N,N-二乙基对苯二胺 以 甲苯 为溶剂， 生成 (4-Diethylamino-phenyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Development of N-4,6-pyrimidine-N-alkyl-N′-phenyl ureas as orally active inhibitors of lymphocyte specific tyrosine kinase

  摘要：

  A new class of lymphocyte specific tyrosine kinase (lck) inhibitors based on an N-4,6-pyrimidine-N-alkyl-N'-phenyl urea scaffold is described. Many of these compounds showed low-nanomolar inhibition of lck kinase activity as well as IL-2 synthesis from Jurkat cells. One of these analogs, 7i, was shown to be orally efficacious by in vivo testing in a rat adjuvant-induced arthritis study. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.072

文献信息

• Guanidine and 2-Aminoimidazoline Aromatic Derivatives as α₂-Adrenoceptor Ligands: Searching for Structure−Activity Relationships
  作者：Fernando Rodriguez、Isabel Rozas、Jorge E. Ortega、Amaia M. Erdozain、J. Javier Meana、Luis F. Callado

  DOI：10.1021/jm800838r

  日期：2009.2.12

  In this paper, we report the synthesis of three new 2-aminoimidazoline (compounds 4b, 5b, and 6b) and three new guanidine derivatives (compounds 7b, 8b, and 9b) as potential alpha(2)-adrenoceptor antagonists for the treatment of depression. Their pharmacological profile was evaluated in vitro in human brain tissue and compared to the potential antidepressant 1 and the agonists 2 and 3. All new substrates were evaluated by in vitro functional [S-35]GTP gamma S binding assays in human prefrontal cortex to determine their agonistic or antagonistic activity. Compound 8b was found to be an antagonist in vitro and was subjected to in vivo microdialysis experiments in rats. Moreover, a new synthesis of the precursor amines for compounds 4b-9b is presented.
• Development of N-4,6-pyrimidine-N-alkyl-N′-phenyl ureas as orally active inhibitors of lymphocyte specific tyrosine kinase
  作者：Jennifer A. Maier、Todd A. Brugel、Mark Sabat、Adam Golebiowski、Matthew J. Laufersweiler、John C. VanRens、Corey R. Hopkins、Biswanath De、Lily C. Hsieh、Kimberly K. Brown、Vijayasurian Easwaran、Michael J. Janusz

  DOI：10.1016/j.bmcl.2006.04.072

  日期：2006.7

  A new class of lymphocyte specific tyrosine kinase (lck) inhibitors based on an N-4,6-pyrimidine-N-alkyl-N'-phenyl urea scaffold is described. Many of these compounds showed low-nanomolar inhibition of lck kinase activity as well as IL-2 synthesis from Jurkat cells. One of these analogs, 7i, was shown to be orally efficacious by in vivo testing in a rat adjuvant-induced arthritis study. (c) 2006 Elsevier Ltd. All rights reserved.