1,1-Dimethylethyl N-(4-oxocyclohexyl)-N-[2-(1-pyrrolidinyl)ethyl]carbamate | 877121-61-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1,1-Dimethylethyl N-(4-oxocyclohexyl)-N-[2-(1-pyrrolidinyl)ethyl]carbamate
• 英文别名: tert-butyl N-(4-oxocyclohexyl)-N-(2-pyrrolidin-1-ylethyl)carbamate
• CAS: 877121-61-4
• 化学式: C₁₇H₃₀N₂O₃
• 分子量: 310.437
• InChiKey: YIWCTLILTAHZQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  49.85
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,1-Dimethylethyl N-(4-oxocyclohexyl)-N-[2-(1-pyrrolidinyl)ethyl]carbamate 、 4-(2-Pyrrolidin-1-ylethylamino)cyclohexan-1-one 、 N-苯基双(三氟甲烷磺酰)亚胺 在 双(三甲基硅烷基)氨基钾 、 水 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 4.0h， 生成 、 [4-(2-Pyrrolidin-1-ylethylamino)cyclohexen-1-yl] trifluoromethanesulfonate
  参考文献：
  名称：

  [EN] HETEROCYCLYLS AS SELECTIVE MELANIN CONCENTRATING HORMONE RECEPTOR ANTAGONISTS FOR THE TREATMENT OF OBESITY AND RELATED DISORDERS
  [FR] NOUVEAUX HETEROCYCLYLES UTILISES EN TANT QU'ANTAGONISTES DU RECEPTEUR DE L'HORMONE CONCENTRANT LA MELANINE POUR LE TRAITEMENT DE L'OBESITE ET DE TROUBLES ASSOCIES

  摘要：

  公开号：

  WO2006019957A3
• 作为产物：
  描述：

  在 cerium(III) chloride 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 18.0h， 生成 1,1-Dimethylethyl N-(4-oxocyclohexyl)-N-[2-(1-pyrrolidinyl)ethyl]carbamate 、 4-(2-Pyrrolidin-1-ylethylamino)cyclohexan-1-one
  参考文献：
  名称：

  SAR study of bicyclo[4.1.0]heptanes as melanin-concentrating hormone receptor R1 antagonists: Taming hERG

  摘要：

  To improve the ex vivo potency of MCH inhibitor la and to address its hERG liability, a structure-activity study was carried out, focusing on three regions of the lead structure. Introduction of new side chains with basic nitrogen improved in vitro and ex vivo bindings. Many potent compounds with K-i < 10 nM were discovered (compounds 6a-j) and several Compounds (14-17) had excellent ex vivo binding at 6 h and 24 h. Attenuating the basicity of nitrogen on the side chain, and in particular, introduction of a polar group such as aminomethyl on the distal phenyl ring significantly lowered the hERG activity. Further replacement of the distal phenyl group with heteroaryl groups in the cyclohexene series provided compounds such as 281 with excellent ex vivo activity with much reduced hERG liability. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.05.068