4-环己基-4-(羟基甲基)-N-(叔-丁氧羰基)哌啶 | 312638-87-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 4-环己基-4-(羟基甲基)-N-(叔-丁氧羰基)哌啶
• 中文别名: 1-BOC-4-环己基-4-哌啶甲醇
• 英文名称: 4-cyclohexyl-4-hydroxymethylpiperidine-1-carboxylic acid tert-butyl ester
• 英文别名: 1-Boc-4-cyclohexyl-4-piperidinemethanol；alcohol；Tert-butyl 4-cyclohexyl-4-(hydroxymethyl)piperidine-1-carboxylate
• CAS: 312638-87-2
• 化学式: C₁₇H₃₁NO₃
• 分子量: 297.438
• InChiKey: MCWICGADBUTRHW-UHFFFAOYSA-N

物化性质

• 沸点：
  400.0±15.0 °C(Predicted)
• 密度：
  1.055±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-环己基-4-(羟基甲基)-N-(叔-丁氧羰基)哌啶 在 platinum(IV) oxide 4-二甲氨基吡啶 、 N-甲基吲哚酮 、 四丙基高钌酸铵 、 氢气 、 羟胺 、 三乙酰氧基硼氢化钠 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 4-Cyclohexyl-4-[(ethoxycarbonyl-isopropyl-amino)-methyl]-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Optimization of a privileged structure leading to potent and selective human melanocortin subtype-4 receptor ligands

  摘要：

  Design and synthesis of potent MC4 selective agonists based on cyclohexylpiperidine derived cyclic urea, oxazolidinones, and sulfonamide based privileged structures are disclosed. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.095
• 作为产物：
  描述：

  去甲哌替啶 在 Rh/Al₂O₃ 盐酸 、 lithium aluminium tetrahydride 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 4-环己基-4-(羟基甲基)-N-(叔-丁氧羰基)哌啶
  参考文献：
  名称：

  Design and Pharmacology of N-[(3R)-1,2,3,4-Tetrahydroisoquinolinium- 3-ylcarbonyl]-(1R)-1-(4-chlorobenzyl)- 2-[4-cyclohexyl-4-(1H-1,2,4-triazol- 1-ylmethyl)piperidin-1-yl]-2-oxoethylamine (1), a Potent, Selective, Melanocortin Subtype-4 Receptor Agonist

  摘要：

  Synthetic and natural peptides that act as nonselective melanocortin receptor agonists have been found to be anorexigenic and to stimulate erectile activity. We report the design and development-of 1, a potent, selective (1184-fold vs MC3R, 350-fold vs MC5R), small-molecule agonist of the MC4 receptor. Pharmacological testing confirms the food intake lowering effects of MC4R agonism and suggests another role for the receptor in the stimulation of erectile activity.

  DOI：

  10.1021/jm025539h

文献信息

• SUBSTITUTED PIPERIDINES AS MELANOCORTIN RECEPTOR AGONISTS
  申请人：——

  公开号：US20030236262A1

  公开（公告）日：2003-12-25

  Certain novel 4-substituted piperidine compounds are agonists of the human melanocortin receptor(s) and, in particular, are selective agonists of the human melanocortin-4 receptor (MC-4R). They are therefore useful for the treatment, control, or prevention of diseases and disorders responsive to the activation of MC-4R, such as obesity, diabetes, sexual dysfunction, including erectile dysfunction and female sexual dysfunction.

  某些新型的4-取代哌啶化合物是人类黑色素皮质素受体的激动剂，特别是人类黑色素皮质素-4受体（MC-4R）的选择性激动剂。因此，它们对于治疗、控制或预防对MC-4R激活敏感的疾病和疾病具有用处，如肥胖症、糖尿病、性功能障碍，包括勃起功能障碍和女性性功能障碍。
• [EN] PIPERAZINE UREA DERIVATIVES AS MELANOCORTIN-4 RECEPTOR AGONISTS<br/>[FR] DERIVES D'UREE DE PIPERAZINE UTILISES COMME AGONISTES DES RECEPTEURS DE MELANOCORTINE-4
  申请人：MERCK & CO INC

  公开号：WO2004024720A1

  公开（公告）日：2004-03-25

  Certain novel piperazine urea derivatives are agonists of the human melanocortin-4 receptor (MC-4R) and, in particular, are receptor-subtype selective agonists of MC-4R. They are useful for the treatment, control, or prevention of diseases and disorders responsive to the activation of MC-4R, such as obesity and diabetes.

  某些新型哌嗪脲衍生物是人类黑色素皮质素-4受体（MC-4R）的激动剂，特别是MC-4R的受体亚型选择性激动剂。它们对于治疗、控制或预防对MC-4R激活敏感的疾病和疾病是有用的，例如肥胖症和糖尿病。
• Substituted piperidines as melanocortin-4 receptor agonists
  申请人：Merck & Co., Inc.

  公开号：US06350760B1

  公开（公告）日：2002-02-26

  Certain novel substituted piperidine compounds are agonists of the human melanocortin receptor(s) and, in particular, are selective agonists of the human melanocortin-4 receptor (MC-4R). They are therefore useful for the treatment, control, or prevention of diseases and disorders responsive to the activation of MC-4R, such as obesity, diabetes, sexual dysfunction, including erectile dysfunction and female sexual dysfunction. Also provided are methods of treating sexual dysfunction with a compound that is a selective agonist of MC-4R over any other human melanocortin receptor.

  某些新型替代哌啶化合物是人类黑色素皮质素受体的激动剂，特别是人类黑色素皮质素-4受体（MC-4R）的选择性激动剂。因此，它们对于治疗、控制或预防对MC-4R激活敏感的疾病和紊乱是有用的，例如肥胖症、糖尿病、性功能障碍，包括勃起功能障碍和女性性功能障碍。还提供了使用对MC-4R具有选择性激动剂的化合物治疗性功能障碍的方法，而不是其他任何人类黑色素皮质素受体。
• [EN] MELANOCORTIN RECEPTOR AGONISTS<br/>[FR] AGONISTES DU RÉCEPTEUR DE LA MÉLANOCORTINE
  申请人：LG LIFE SCIENCES LTD

  公开号：WO2005047253A1

  公开（公告）日：2005-05-26

  The present invention relates a compound of formula 1, and pharmaceutically acceptable salt, hydrate, solvate, or isomer thereof effective as agonist of melanocortin receptor, and an agonistic composition of melanocortin receptor comprising the same as active ingredient.

  本发明涉及一种化合物1的公式，以及作为黑色素皮质素受体激动剂的药用盐、水合物、溶剂合物或同分异构体，以及包含该化合物作为活性成分的黑色素皮质素受体激动剂组合物。
• Melanocortin receptor ligands
  申请人：——

  公开号：US20040010010A1

  公开（公告）日：2004-01-15

  The present invention relates to compounds which comprise a 4-substituted piperidine ring linked to a substituted or unsubstituted hydrocarbyl ring. The compounds, including all enatiomeric and diasteriomeric forms and pharmaceutically acceptable salts thereof, have the formula: 1 wherein preferably R is substituted aryl, W 1 is a carbocyclic unit, and W 2 is a heteroatom comprising unit.

  本发明涉及包含一个与取代或未取代的烃基环相连的4-取代哌啶环的化合物。这些化合物，包括所有的对映异构体和二对映异构体形式以及其药用盐，具有以下公式：其中R最好是取代芳基，W1是一个碳环单元，W2是一个含有杂原子的单元。