3α-[[3-(1-imidazolyl)propyl]amino]-5α-cholestan-7-one | 1206481-75-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3α-[[3-(1-imidazolyl)propyl]amino]-5α-cholestan-7-one
• 英文别名: (3R,5R,8R,9S,10S,13R,14S,17R)-3-(3-imidazol-1-ylpropylamino)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,5,6,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-7-one
• CAS: 1206481-75-5
• 化学式: C₃₃H₅₅N₃O
• 分子量: 509.819
• InChiKey: YQGTUXQZXKSQEQ-FMXUJUTNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  46.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(溴甲基)芘 、 3α-[[3-(1-imidazolyl)propyl]amino]-5α-cholestan-7-one 以 乙腈 为溶剂， 反应 1.0h， 以80%的产率得到1-(3-(((3R,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-7-oxohexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)amino)propyl)-3-(pyren-1-ylmethyl)-1H-imidazol-3-ium bromide
  参考文献：
  名称：

  Pyrenyl-appended imidazolium receptor for selective fluorescence sensing of oxalic acid

  摘要：

  A new fluorescent imidazolium-based cholestane receptor 4 bearing a pyrene moiety was synthesized. The binding ability of 4 toward various dicarboxylic acids was examined by UV-vis and fluorescence spectroscopy. Receptor 4 showed the highest binding constant for oxalic acid among all the tested dicarboxylic acids (K-a = 5.06 x 10(4) M-1). Oxalic acid formed a complex with 4 with a 1:2 ratio in ethanol. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.014
• 作为产物：
  描述：

  1-(3-氨基丙基)咪唑 、 5α-cholestane-3,7-dione 在 sodium triethoxyborohydride 作用下， 以 四氢呋喃 为溶剂， 生成 3α-[[3-(1-imidazolyl)propyl]amino]-5α-cholestan-7-one
  参考文献：
  名称：

  Synthesis and antimicrobial activity of imidazole and pyridine appended cholestane-based conjugates

  摘要：

  A series of 3 alpha-amino-5 alpha-cholestane and 3 alpha,7 alpha-diamino-5 alpha-cholestane derivatives containing imidazole and pyridine rings were synthesized by simple and effective reductive amination, and their in vitro activities against a range of Gram-positive and Gram-negative strains were evaluated. Most of the compound exhibited enhanced activity against MRSA pathogen. 3 alpha,7 alpha-Di(pyridylmethyl)amino-5 alpha-cholestane 10 showed the highest potency in these series toward the Gram-positive bacteria, Staphylococcus epidermidis 887E, with the lowest MIC value of 1 mu g/mL. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.05.098