竹桃霉素 | 7060-74-4

• 物质功能分类: 原料药 - 抗生素类药物 - 大环内酯类药
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 竹桃霉素
• 中文别名: 磷酸竹桃霉素
• 英文名称: oleandomycin phosphate
• 英文别名: (3R,5S,6S,7R,8S,9R,12R,13R,14S,15R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-hydroxy-8-[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5,7,9,12,13,15-hexamethyl-1,11-dioxaspiro[2.13]hexadecane-10,16-dione;phosphoric acid
• CAS: 7060-74-4
• 化学式: C₃₅H₆₁NO₁₂*H₃O₄P
• 分子量: 785.864
• InChiKey: RLPCJGKQKFMBEI-UOBLTHIJSA-N

物化性质

• 熔点：
  145-147℃
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  53
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  244
• 氢给体数：
  6
• 氢受体数：
  17

安全信息

• 危险品标志：
  T+
• 安全说明：
  S22,S24/25,S28,S36/37,S45
• 危险类别码：
  R28
• 危险品运输编号：
  UN2811 6.1/PG 2
• 储存条件：
  一、贮存 应在0至6°C下保存。

制备方法与用途

磷酸竹桃霉素是一种大环内酯性抗菌素，分子式为C35H61NO12·H3PO4，是由抗菌素链霉菌生长时产生的。它在化学结构、作用和用法上与红霉素相似，但抗菌作用较弱。主要用于治疗对其他全身性抗菌素具有耐药性的链球菌和其他革兰氏阳性菌引起的感染。通常通过胃肠外给药。本信息由Chemicalbook晓楠编辑于2015-09-08。

反应信息

• 作为反应物：
  描述：

  竹桃霉素 在 chromium dichloride 作用下， 以 水 、 丙酮 为溶剂， 反应 0.75h， 生成 8-methylene-oleandomycin
  参考文献：
  名称：

  Deconstruction−Reconstruction Strategy for Accessing Valuable Polyketides. Preparation of the C15−C24 Stereopentad of Discodermolide

  摘要：

  An advanced, known intermediate for discodermolide synthesis was prepared by an efficient sequence from the readily available fermentation product oleandomycin. The scheme makes use of a new method for the direct cleavage of aminoglycosides, a critical double-bond isomerization, and a selective protection of two of three hydroxyl groups in a modified oleandolide. This synthesis illustrates a new strategy, "deconstruction-reconstruction", for accessing stereochemically complex polyketide building blocks.

  DOI：

  10.1021/ol702144u

文献信息

• NANOPARTICULATE CLARITHROMYCIN FORMULATIONS
  申请人：Elan Pharma International Limited

  公开号：EP1904041A2

  公开（公告）日：2008-04-02
• Nanoparticulate clarithromycin formulations
  申请人：Jenkins Scott

  公开号：US20070015719A1

  公开（公告）日：2007-01-18

  The present invention is directed to compositions comprising nanoparticulate macrolides such as clarithromycin, or a salt or derivative thereof, having improved bioavailability. The nanoparticulate macrolide particles of the composition have an effective average particle size of less than about 2000 nm and are useful in the treatment of infection and related diseases.
• [EN] NANOPARTICULATE CLARITHROMYCIN FORMULATIONS<br/>[FR] FORMULATIONS DE CLARITHROMYCINE NANOPARTICULAIRES
  申请人：ELAN PHARMA INT LTD

  公开号：WO2007008537A2

  公开（公告）日：2007-01-18

  [EN] The present invention is directed to compositions comprising nanoparticulate macrolides such as clarithromycin, or a salt or derivative thereof, having improved bioavailability. The nanoparticulate macrolide particles of the composition have an effective average particle size of less than about 2000 nm and are useful in the treatment of infection and related diseases.
  [FR] L'invention concerne des compositions comprenant des macrolides nanoparticulaires, notamment de la clarithromycine, ou un sel ou un dérivé de celle-ci, présentant une biodisponibilité améliorée. Les particules de macrolides nanoparticulaires de la composition présentent une taille particulaire moyenne effective inférieure à 2 000 nm environ et sont utiles pour traiter une infection et des maladies associées.
• Deconstruction−Reconstruction Strategy for Accessing Valuable Polyketides. Preparation of the C15−C24 Stereopentad of Discodermolide
  作者：Kathlyn A. Parker、Peng Wang

  DOI：10.1021/ol702144u

  日期：2007.11.1

  An advanced, known intermediate for discodermolide synthesis was prepared by an efficient sequence from the readily available fermentation product oleandomycin. The scheme makes use of a new method for the direct cleavage of aminoglycosides, a critical double-bond isomerization, and a selective protection of two of three hydroxyl groups in a modified oleandolide. This synthesis illustrates a new strategy, "deconstruction-reconstruction", for accessing stereochemically complex polyketide building blocks.