Tert-butyl 4-[1-cyclohexyl-2-(1,3-dioxoisoindol-2-yl)ethyl]piperazine-1-carboxylate | 444896-37-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: Tert-butyl 4-[1-cyclohexyl-2-(1,3-dioxoisoindol-2-yl)ethyl]piperazine-1-carboxylate
• CAS: 444896-37-1
• 化学式: C₂₅H₃₅N₃O₄
• 分子量: 441.571
• InChiKey: YQFLEDGFNLINGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Tert-butyl 4-[1-cyclohexyl-2-(1,3-dioxoisoindol-2-yl)ethyl]piperazine-1-carboxylate 在 肼 作用下， 以 氯仿 为溶剂， 以99%的产率得到4-(2-Amino-1-cyclohexyl-ethyl)-piperazine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Privileged structure based ligands for melanocortin-4 receptors—Aliphatic piperazine derivatives

  摘要：

  Aliphatic carbocyclic replacement of the benzyl group of compound I yielded compounds with high affinity for the melanocortin-4 receptor (MC4R). Compounds with a cyclohexyl group showed a consistent high affinity, while different polar groups with less basicity were good replacements for the original diethyl amines. Substitution of the polar group found in these privileged structures with an aliphatic moiety produced compounds with high affinity for MC4R. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.002
• 作为产物：
  描述：

  环己基乙酸 在 N-溴代丁二酰亚胺(NBS) 、 lithium aluminium tetrahydride 、 氯化亚砜 、 氢溴酸 、 四丁基碘化铵 、 potassium carbonate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 生成 Tert-butyl 4-[1-cyclohexyl-2-(1,3-dioxoisoindol-2-yl)ethyl]piperazine-1-carboxylate
  参考文献：
  名称：

  Privileged structure based ligands for melanocortin-4 receptors—Aliphatic piperazine derivatives

  摘要：

  Aliphatic carbocyclic replacement of the benzyl group of compound I yielded compounds with high affinity for the melanocortin-4 receptor (MC4R). Compounds with a cyclohexyl group showed a consistent high affinity, while different polar groups with less basicity were good replacements for the original diethyl amines. Substitution of the polar group found in these privileged structures with an aliphatic moiety produced compounds with high affinity for MC4R. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.002

文献信息

• Melanocortin receptor agonists
  申请人：——

  公开号：US20040116699A1

  公开（公告）日：2004-06-17

  The present invention relates to melanocortin receptor agonist of the formula I useful in the treatment of obesity, diabetes, and male and/or female sexual dysfunction 1

  本发明涉及公式I的黑色素细胞激素受体激动剂，用于治疗肥胖症、糖尿病以及男性和/或女性性功能障碍。
• MELANOCORTIN RECEPTOR AGONISTS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1358163A1

  公开（公告）日：2003-11-05
• US7169777B2
  申请人：——

  公开号：US7169777B2

  公开（公告）日：2007-01-30
• [EN] MELANOCORTIN RECEPTOR AGONISTS<br/>[FR] AGONISTES DE RECEPTEURS DE MELANOCORTINE
  申请人：LILLY CO ELI

  公开号：WO2002059095A1

  公开（公告）日：2002-08-01

  The present invention relates to melanocortin receptor agonist of the formula I useful in the treatment of obesity, diabetes, and male and/or female sexual dysfunction.
• Privileged structure based ligands for melanocortin-4 receptors—Aliphatic piperazine derivatives
  作者：Karin Briner、Iván Collado、Matthew J. Fisher、Cristina García-Paredes、Saba Husain、Steven L. Kuklish、Ana I. Mateo、Thomas P. O’Brien、Paul L. Ornstein、John Zgombick、Óscar de Frutos

  DOI：10.1016/j.bmcl.2006.04.002

  日期：2006.7

  Aliphatic carbocyclic replacement of the benzyl group of compound I yielded compounds with high affinity for the melanocortin-4 receptor (MC4R). Compounds with a cyclohexyl group showed a consistent high affinity, while different polar groups with less basicity were good replacements for the original diethyl amines. Substitution of the polar group found in these privileged structures with an aliphatic moiety produced compounds with high affinity for MC4R. (c) 2006 Elsevier Ltd. All rights reserved.