9,9-dihydro-erythromycin B | 87982-44-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9,9-dihydro-erythromycin B
• 英文别名: 9(S)-dihydroerythromycin B；9-dihydroerythromycin B；(3R,4S,5S,6R,7R,9R,10S,11S,12R,13R,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,10,12-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecan-2-one
• CAS: 87982-44-3
• 化学式: C₃₇H₆₉NO₁₂
• 分子量: 719.954
• InChiKey: XAIMOJXVMXMLSJ-HNNWCVKXSA-N

物化性质

• 沸点：
  808.5±65.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  50
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  177
• 氢给体数：
  5
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  9,9-dihydro-erythromycin B 在 戴斯-马丁氧化剂 作用下， 生成 红霉素B
  参考文献：
  名称：

  The Asymmetric Synthesis of Erythromycin B

  摘要：

  DOI：

  10.1021/ja963575y
• 作为产物：
  描述：

  红霉素B 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 9,9-dihydro-erythromycin B
  参考文献：
  名称：

  9-Dihydroerythromycins as non-antibiotic motilin receptor agonists

  摘要：

  A series of 9-dihydroerythromycin A and B analogues with modification of the desosamine nitrogen have been synthesized and screened for motilin agonist activity, antibiotic activity, tachyphylaxis and hERG channel current inhibition. Small alkyl groups resulted in the potency while compounds with a primary or secondary amine resulted in the low motilin agonist potency. Several compounds were identified as non-antibiotic motilin receptor agonists with minimal tachyphylaxis and low hERG interaction. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.030

文献信息

• Aglycon modifications of erythromycin A and erythromycin B - regiospecific nucleophilic ring opening of cyclic thionocarbonates
  作者：J. R. Hauske、M. Guadliana、G. Kostek

  DOI：10.1021/jo00173a075

  日期：1983.12
• US7582611B2
  申请人：——

  公开号：US7582611B2

  公开（公告）日：2009-09-01
• 9-Dihydroerythromycins as non-antibiotic motilin receptor agonists
  作者：Yaoquan Liu、Yong Li、Yue Chen、Hao Zheng、Mark Claypool、David C. Myles、Christopher W. Carreras

  DOI：10.1016/j.bmcl.2010.08.030

  日期：2010.10

  A series of 9-dihydroerythromycin A and B analogues with modification of the desosamine nitrogen have been synthesized and screened for motilin agonist activity, antibiotic activity, tachyphylaxis and hERG channel current inhibition. Small alkyl groups resulted in the potency while compounds with a primary or secondary amine resulted in the low motilin agonist potency. Several compounds were identified as non-antibiotic motilin receptor agonists with minimal tachyphylaxis and low hERG interaction. (C) 2010 Elsevier Ltd. All rights reserved.
• The Asymmetric Synthesis of Erythromycin B
  作者：Stephen F. Martin、Tsuneaki Hida、Philip R. Kym、Michael Loft、Anne Hodgson

  DOI：10.1021/ja963575y

  日期：1997.4.1