(4R)-N-(2-dimethylaminoethyl)-4-[(3R,10S,13R,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14, 15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanamide | 140674-59-5

• 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: (4R)-N-(2-dimethylaminoethyl)-4-[(3R,10S,13R,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14, 15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanamide
• 英文别名: 3α-hydroxy-5β-cholan-24-(2-dimethylaminoethyl)amide
• CAS: 140674-59-5
• 化学式: C₂₈H₅₀N₂O₂
• 分子量: 446.717
• InChiKey: KIHBGPVPWXTPFY-WQKHHYSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  52.57
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (4R)-N-(2-dimethylaminoethyl)-4-[(3R,10S,13R,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14, 15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanamide 、 bis[4-(bromomethyl)phenyl]diazene 以 氯仿 为溶剂， 反应 23.0h， 以74%的产率得到bis{4-[dimethyl(3α-hydroxy-5β-cholan-24-amidoethyl)ammoniomethyl]phenyl}diazene dibromide
  参考文献：
  名称：

  Design, synthesis and spectral studies of novel bile acid-arene conjugates: Trans to cis isomerization of azobenzene core controlled by bile acid hydrophobicity

  摘要：

  Four bile acid-arene conjugates, 1,4-bis[dimethyl(3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cliolan-24-amidoethyl)ammoniomethyl]benzene dibromide (1), 1,3,5-tris[dimetliyl(3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholan-24-amidoethyl)ammoniomethyl]benzene tribromide (2), bis{4-[dimethyl-(3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholan-24-amidoethyl)ammoniomethyl]phenyl}diazene dibromide (3), and bis{4-[dimethyl(3 alpha-hydroxy-5 beta-cholan-24-amidoethyl)ammoniomethyl]phenyl}diazene dibromide (4), have been synthesized in good yields, and their structures have been characterized by H-1, C-13, C-13 DEPT-135, PFG H-1, C-13 HMQC, PFG H-1, C-13 HMBC, and PFG H-1, N-15 HMBC NMR spectra. Their molecular weights and elemental compositions have been determined by ESI-TOF mass spectrometry and elemental analyses. Trans to cis isomerization of azobenzene derivatives 3 and 4 have also been studied. It was found that by increasing the hydrophobicity of bile acid moiety (from cholyl to lithocholyl) the trans to cis photoinduced isomerization tendency is increased in a protic solvent. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2007.03.058
• 作为产物：
  描述：

  石胆酸 在 吡啶 作用下， 以 氯仿 为溶剂， 反应 26.0h， 生成 (4R)-N-(2-dimethylaminoethyl)-4-[(3R,10S,13R,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14, 15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanamide
  参考文献：
  名称：

  Synthesis, Characterization, and Saccharide Binding Studies of Bile Acid − Porphyrin Conjugates

  摘要：

  报告了胆汁酸-卟啉缀合物 (BAP) 的合成和表征。通过监测卟啉部分可见吸收光谱的变化，研究了甲醇水溶液中糖类与 BAP 的结合。尽管这些研究清楚地显示吸光度变化，表明如果非选择性结合则相当高，但质谱研究并没有明确支持这些结果。

  DOI：

  10.3390/12010013

文献信息

• [EN] COMPOUND FOR TREATING CLOSTRIDIUM DIFFICILE<br/>[FR] COMPOSÉ DESTINÉ AU TRAITEMENT CONTRE CLOSTRIDIUM DIFFICILE
  申请人：UNIV ASTON

  公开号：WO2016083819A1

  公开（公告）日：2016-06-02

  The invention relates to compounds, compositions and polymers comprising a first component adapted to promote germination of Clostridium difficile (C.diff) and a second component which acts as an antimicrobial agent. Said compounds, compositions and polymers are useful for destroying C.diff where conventional antimicrobial agents are unsuccessful. The compositions can be formulated as coating or materials which actively destroy C.diff which come into contact with it. The germination promotion is induced by bile salts. The invention also relates to the use of such materials as a treatment for C.diff associated diseases and toxic megacolon.

  这项发明涉及包含第一成分的化合物、组合物和聚合物，该第一成分适用于促进厌氧梭菌（C.diff）的萌发，并包含作为抗菌剂的第二成分。所述化合物、组合物和聚合物可用于在传统抗菌剂无效的情况下销毁C.diff。这些组合物可以制成涂层或材料的形式，主动破坏与其接触的C.diff。胆盐诱导促进萌发。该发明还涉及将这类材料用作治疗C.diff相关疾病和毒性巨结肠的用途。
• Novel bile acid conjugates with aryl/alkenyl linker: Synthesis and characterization
  作者：Juha Koivukorpi、Erkki Kolehmainen

  DOI：10.1016/j.molstruc.2008.01.050

  日期：2008.10

  Abstract Eight potential precursors for the design of bile acid derived receptors viz. 2,6-bis[dimethyl(3α-hydroxy-5β-cholan-24-amidoethyl)ammonio-methyl]naphthalene dibromide (1), 3,3′-bis[dimethyl(3α-hydroxy-5β-cholan-24-amidoethyl)ammoniomethyl]biphenyl dibromide (2), 3,3′-bis[dimethyl(3α,7α,12α-trihydroxy-5β-cholan-24-amidoethyl)ammoniomethyl]biphenyl dibromide (3), 4,4′-bis[dimethyl(3α-hydrox

  摘要 胆汁酸衍生受体设计的八种潜在前体，即。2,6-双[二甲基(3α-羟基-5β-cholan-24-酰胺乙基)氨甲基]萘二溴化物 (1), 3,3'-双[二甲基(3α-羟基-5β-cholan-24-酰胺乙基) )氨甲基]联苯二溴化物 (2), 3,3'-双[二甲基(3α,7α,12α-三羟基-5β-cholan-24-酰胺乙基)氨甲基]联苯二溴化物 (3), 4,4'-双[二甲基(3α-hydroxy-5β-cholan-24-amidoethyl)ammoniomethyl]stilbene dibromide (4), 4,4'-bis[dimethyl(3α,7α,12α-trihydroxy-5β-cholan-24-amidoethyl)ammoniomethyl]stilbene dibromide (5)、烯丙基-二甲基(3α,7α,12α-trihydroxy-5β-c