Isopentyl caprylamide | 546098-90-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Isopentyl caprylamide
• 英文别名: N-(3-methylbutyl)octanamide
• CAS: 546098-90-2
• 化学式: C₁₃H₂₇NO
• mdl: MFCD03395454
• 分子量: 213.363
• InChiKey: REQCSZJUXVVNII-UHFFFAOYSA-N

物化性质

• 沸点：
  287.4±8.0 °C(Predicted)
• 密度：
  0.855±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.923
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Isopentyl caprylamide 在 水 、 Selectfluor 、 copper(I) bromide 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以79%的产率得到3-methyl-N-octanoyl-butyramide
  参考文献：
  名称：

  Copper mediated oxidation of amides to imides by Selectfluor

  摘要：

  The combination of Selectfluor and copper(I) bromide has shown a strong oxidation ability, readily oxidizing amides into the corresponding imides in acetonitrile at room temperature in less than 1 h. This transformation under mild conditions gives good to excellent chemical yields. A possible reaction mechanism is proposed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.059
• 作为产物：
  描述：

  异戊胺 、 辛酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 Isopentyl caprylamide
  参考文献：
  名称：

  Copper mediated oxidation of amides to imides by Selectfluor

  摘要：

  The combination of Selectfluor and copper(I) bromide has shown a strong oxidation ability, readily oxidizing amides into the corresponding imides in acetonitrile at room temperature in less than 1 h. This transformation under mild conditions gives good to excellent chemical yields. A possible reaction mechanism is proposed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.059

文献信息

• N-ACYL AMINO ACID DERIVATIVES FOR TREATING SKIN CONDITIONS SUCH AS CELLULITE
  申请人：Falla Timothy J.

  公开号：US20130096143A1

  公开（公告）日：2013-04-18

  The invention relates to small molecules having biological and therapeutic activity. Particularly, the invention relates to small molecules having lipolytic and anti-adipogenic activity. Two examples of such molecules are 4-methyl-2-(octanoylamino) pentanoic acid and N-isopentyloctanamide. The invention further relates to methods of preventing or treating skin conditions such as cellulite using small molecules having lipolytic and anti-adipogenic activity.

  本发明涉及具有生物和治疗活性的小分子化合物。特别地，本发明涉及具有脂肪分解和抗脂肪生成活性的小分子化合物。其中两个例子是4-甲基-2-(辛酰胺基)戊酸和N-异戊基辛酰胺。本发明还涉及使用具有脂肪分解和抗脂肪生成活性的小分子化合物预防或治疗诸如蜂窝组织炎等皮肤状况的方法。
• US9511042B2
  申请人：——

  公开号：US9511042B2

  公开（公告）日：2016-12-06
• [EN] N-ACYL AMINO ACID DERIVATIVES FOR TREATING SKIN CONDITIONS SUCH AS CELLULITE<br/>[FR] DÉRIVÉS N-ACYLE D'ACIDE AMINÉ POUR TRAITER DES AFFECTIONS CUTANÉES TELLES QUE LA CELLULITE
  申请人：FALLA TIMOTHY J

  公开号：WO2012003176A1

  公开（公告）日：2012-01-05

  The invention relates to small molecules having biological and therapeutic activity. Particularly, the invention relates to small molecules having lipolytic and anti-adipogenic activity. Two examples of such molecules are 4-methyl-2-(octanoylamino) pentanoic acid and N-isopentyloctanamide. The invention further relates to methods of preventing or treating skin conditions such as cellulite using small molecules having lipolytic and anti-adipogenic activity.
• Copper mediated oxidation of amides to imides by Selectfluor
  作者：Zhuang Jin、Bo Xu、Gerald B. Hammond

  DOI：10.1016/j.tetlet.2011.02.059

  日期：2011.4

  The combination of Selectfluor and copper(I) bromide has shown a strong oxidation ability, readily oxidizing amides into the corresponding imides in acetonitrile at room temperature in less than 1 h. This transformation under mild conditions gives good to excellent chemical yields. A possible reaction mechanism is proposed. (C) 2011 Elsevier Ltd. All rights reserved.
• Replacement of BF4− by PF6− makes Selectfluor greener
  作者：Zhuang Jin、Bo Xu、Stephen G. DiMagno、Gerald B. Hammond

  DOI：10.1016/j.jfluchem.2012.05.010

  日期：2012.11

  A combination of F-TEDA-PF6 and CuBr (0.1 equiv.) provides a potent oxidant that readily oxidizes amides to provide imides at room temperature. Replacement of BF4-, the anion of Selectfluor (F-TEDA-BF4), by PF6-, dramatically reduces CuBr loading in this oxidative reaction. A possible rationale for this dramatic counterion effect is provided. (C) 2012 Elsevier B.V. All rights reserved.