N-isobutyldecanamide | 73785-31-6

• 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: N-isobutyldecanamide
• 英文别名: decanoic acid isobutylamide；hexahydroaffinin；N-isobutyl-decanamide；N-Isobutyl-decanamid；Decansaeure-isobutylamid；Caprinsaeure-isobutylamid；n-Isobutyl decanamide；N-(2-methylpropyl)decanamide
• CAS: 73785-31-6
• 化学式: C₁₄H₂₉NO
• mdl: MFCD00069036
• 分子量: 227.39
• InChiKey: JIOJLCAPGHFHDI-UHFFFAOYSA-N

物化性质

• 熔点：
  35 °C
• 沸点：
  168-171 °C(Press: 14 Torr)
• 密度：
  0.855±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  16
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.928
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  千日菊酰胺 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 为溶剂， 反应 0.12h， 生成 N-isobutyldecanamide
  参考文献：
  名称：

  Fungistatic and Bacteriostatic Activities of Alkamides from Heliopsis longipes Roots:  Affinin and Reduced Amides

  摘要：

  This work demonstrates the fungistatic and bacteriostatic activities of affinin, the main alkamide of Heliopsis longipes (Gray) Blake (Asteraceae) roots and two alkamides obtained by catalytic reduction of affinin: N-isobutyl-2E-decenamide and N-isobutyl-decanamide. The bioactivity was tested against Rhizoctonia solani groups AG3 and AG5, Sclerotium rolfsii, Sclerotium cepivorum, Fusarium sp., Vertcillium sp., phytopathogenic fungi; Phytophthora infestans, a phytopathogenic Chromista; Saccharomyces cerevisiae, a nonphytopathogenic ascomycete; and Escherichia coli, Erwinia carotovora, and Bacillus subtilis, bacteria. Affinin, being the primary component of the lipidic fraction, is expected to be responsible for the fungitoxic activity observed in roots of this plant species. Four of the assayed fungi showed an important sensitivity to the presence of affinin: S. rolfsii, S. cepivorum, P. infestans, and R. solani AG-3 and AG-5, displaying a growth inhibition of 100%. S. cerevisiae showed a similar growth inhibition with affinin. None of the alkamides obtained by catalytic reduction of affinin showed a fungitoxic activity. Affinin had a definite negative effect on the growth of E. coli and B. subtilis, but E carotovora carotovora was not sensitive to the highest dose of affinin assayed. N-Isobutyl-2E-decenamide displayed a higher bacteriostatic activity against E coli and E carotovora carotovora. In both cases, this alkamide was more potent than affinin. On the other hand, only N-isobutyl-decanamide displayed a significant activity on the growth of B. subtilis.

  DOI：

  10.1021/jf034374y

文献信息

• [EN] ALKAMIDE COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS ALKAMIDE ET UTILISATIONS ASSOCIÉES
  申请人：UNIV NORTH CAROLINA STATE

  公开号：WO2019071093A1

  公开（公告）日：2019-04-11

  The present disclosure relates to alkamide compounds and compositions for treating allergic diseases, pain, or itch.

  本公开涉及烯酰胺化合物和用于治疗过敏性疾病、疼痛或瘙痒的组合物。
• Affinin and hexahydroaffinin: Chemistry and toxicological profile
  作者：Vianey Rosa‐Lugo、Myrna Déciga‐Campos、María Yolanda Ríos、Diana Saray Navarrete‐Herrera、Francisco Javier López‐Muñoz

  DOI：10.1002/ddr.21712

  日期：2020.12

  samples. Finally, the data from the genotoxicity assay showed micronuclei formation in 28%, 5%, and 3% of mice in the capsaicin, affinin, and hexahydroaffinin groups, respectively. With the results obtained in the present investigation, we suggest that affinin and hexahydroaffinin are not only useful candidates for possible new drugs but also safe compounds.

  目前的工作旨在确定两种具有抗伤害活性的新型烷酰胺阿菲宁和六氢阿菲宁的安全参数。为了预测初步的急性毒性，我们使用瑞士韦伯斯特小鼠的急性和亚慢性毒性（50 mg/kg，口服[po]）。通过分析小鼠股骨骨髓的细胞微核来测定遗传毒性；同时，从外周血样本中确定代谢参数。此外，为了排除神经药理学作用，我们评估了小鼠的行走活动以确定对中枢神经系统的可能影响。最后，我们使用辣椒素作为烷酰胺的阳性对照。根据我们的结果，六氢阿菲宁（LD 50  ≥ 5,000 mg/kg，口服）的毒性明显低于阿菲宁（LD 50 = 1,442.2 mg/kg，口服）或辣椒素（LD 50 = 489.9 mg/kg，口服）。在亚慢性给药中，我们没有观察到从外周血样本分析的任何化合物的血液学或生化参数有任何变化。最后，遗传毒性测定的数据显示，辣椒素组、阿菲宁组和六氢阿菲宁组中分别有 28%、5% 和 3% 的小鼠形成微核。根据本
• Synthesis and biological evaluation of a series of fatty acid amides from Echinacea
  作者：Yasamin Moazami、Travis V. Gulledge、Scott M. Laster、Joshua G. Pierce

  DOI：10.1016/j.bmcl.2015.06.024

  日期：2015.8

  Alkylamides are lipophilic constituents of Echinacea and possess numerous biological activities. Although significant effort has been focused on the study of crude Echinacea extracts, very little is known regarding the activities of the individual constituents that make up these herbal treatments. Herein we explore the SAR of simple alkylamides found in Echinacea extracts with respect to their ability to decrease the production of the pro-inflammatory mediator TNF-alpha. Our results have revealed the key structural requirements for activity and provide lead compounds for further investigation of these poorly understood molecules. (C) 2015 Elsevier Ltd. All rights reserved.
• Asahina; Asano, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1922, # 480, p. 2
  作者：Asahina、Asano

  DOI：——

  日期：——
• Adesina; Adebayo; Adesina, Pharmazie, 2002, vol. 57, # 9, p. 622 - 627
  作者：Adesina、Adebayo、Adesina、Groening

  DOI：——

  日期：——