6-dodecylcaprolactam | 6166-44-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 6-dodecylcaprolactam
• 英文别名: 7-Dodecylazepan-2-one
• CAS: 6166-44-5
• 化学式: C₁₈H₃₅NO
• 分子量: 281.482
• InChiKey: PURAXPWOXYQZEO-UHFFFAOYSA-N

物化性质

• 熔点：
  59-60 °C
• 沸点：
  424.6±14.0 °C(Predicted)
• 密度：
  0.881±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 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：

  6-dodecylcaprolactam 在 盐酸 、 sodium nitrite 作用下， 以 溶剂黄146 为溶剂， 反应 6.0h， 生成 DL-6-hydroxystearic acid
  参考文献：
  名称：

  Tanchuk, Yu. V.; Kotenko, S. I., Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, # 4, p. 661 - 665

  摘要：

  DOI：
• 作为产物：
  描述：

  2-dodecylcyclohexanone oxime 在 PPA 作用下， 反应 30.0h， 以86.6%的产率得到6-dodecylcaprolactam
  参考文献：
  名称：

  Tanchuk, Yu. V.; Kotenko, S. I., Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, # 4, p. 661 - 665

  摘要：

  DOI：

文献信息

• Inhibitors of acyl-CoA:cholesterol acyltransferase. 5. Identification and structure-activity relationships of novel .beta.-keto amides as hypocholesterolemic agents
  作者：Corinne E. Augelli-Szafran、C. John Blankley、Bruce D. Roth、Bharat K. Trivedi、Richard F. Bousley、Arnold D. Essenburg、Katherine L. Hamelehle、Brian R. Krause、Richard L. Stanfield

  DOI：10.1021/jm00072a014

  日期：1993.10

  A study of structure-activity relationships of substituted beta-ketoamide ACAT inhibitors I and II was performed. The results of this study suggest that whereas the beta-keto group was tolerated with no loss in activity, beta-hydroxy and oxime moieties led to significantly reduced activity in vitro and in vivo. The most potent inhibitor from the acyclic series (I) (11, IC50 = 0.006 muM) contained a C-13 alkyl chain. This compound reduced plasma total cholesterol by 38% and 66% at 3 and 30 mg/kg, respectively, in cholesterol-fed rats. Dimethylation alpha to the anilide core(5) and subsequent N-methylation of the amide NH (6) decreased in vitro potency significantly. It was also found that high potency was retained with inhibitors which incorporated the carbonyl into a lactam ring (II).
• TANCHUK YU. V.; KOTENKO S. I., ZH. ORGAN. XIMII, 1981, 17, HO 4, 758-762
  作者：TANCHUK YU. V.、 KOTENKO S. I.

  DOI：——

  日期：——