{5-[1-(tert-Butyl-dimethyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-(2,4-dichloro-phenyl)-carbamic acid tert-butyl ester | 474103-28-1

• 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: {5-[1-(tert-Butyl-dimethyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-(2,4-dichloro-phenyl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[5-[1-[tert-butyl(dimethyl)silyl]oxypent-4-en-2-yl]-6-chloro-2-methylpyrimidin-4-yl]-N-(2,4-dichlorophenyl)carbamate
• CAS: 474103-28-1
• 化学式: C₂₇H₃₈Cl₃N₃O₃Si
• 分子量: 587.062
• InChiKey: NVMSBSOUZBFQRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  {5-[1-(tert-Butyl-dimethyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-(2,4-dichloro-phenyl)-carbamic acid tert-butyl ester 在 triethylamine tris(hydrogen fluoride) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以74%的产率得到[6-Chloro-5-(1-hydroxymethyl-but-3-enyl)-2-methyl-pyrimidin-4-yl]-(2,4-dichloro-phenyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Substituted tetraazaacenaphthylenes as potent CRF1 receptor antagonists for the treatment of depression and anxiety

  摘要：

  Two isomers of the hexahydro-tetraazaacenaphthylene templates (1 and 2) are presented as novel, potent, and selective corticotropin releasing factor-1 (CRF1) receptor antagonists. In this paper, we report the affinity and SAR of a series of compounds, as well as pharmacokinetic characterization of a chosen set. The anxiolitic activity of a selected example (2ba) in the rat pup vocalization model is also presented. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.040
• 作为产物：
  描述：

  1,1,2-乙烷三羧酸三乙酯 在 咪唑 、 甲醇 、 4-二甲氨基吡啶 、 sodium 、 sodium hydride 、 二异丁基氢化铝 、 lithium hexamethyldisilazane 、 三氯氧磷 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 79.08h， 生成 {5-[1-(tert-Butyl-dimethyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-(2,4-dichloro-phenyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Substituted tetraazaacenaphthylenes as potent CRF1 receptor antagonists for the treatment of depression and anxiety

  摘要：

  Two isomers of the hexahydro-tetraazaacenaphthylene templates (1 and 2) are presented as novel, potent, and selective corticotropin releasing factor-1 (CRF1) receptor antagonists. In this paper, we report the affinity and SAR of a series of compounds, as well as pharmacokinetic characterization of a chosen set. The anxiolitic activity of a selected example (2ba) in the rat pup vocalization model is also presented. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.040