clarithromycin

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: clarithromycin
• 英文别名: 6-methyl erythromycin A；(3R,4S,5S,6R,7S,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-7-methoxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
• 化学式: C₃₈H₆₉NO₁₃
• 分子量: 747.965
• InChiKey: AGOYDEPGAOXOCK-HOANENNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  52
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  183
• 氢给体数：
  4
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  clarithromycin 在 乙酸肼 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 94.0h， 生成
  参考文献：
  名称：

  大环内酯类化合物、其制备方法、应用以及中 间体

  摘要：

  本发明公开了一类如式I所示的大环内酯类化合物、其制备方法、应用以及中间体。本发明的大环内酯类化合物对大部分受试G+菌都有很强的活性，其中两类化合物对部分革兰氏阳性菌的活性比阿奇霉素更高。

  公开号：

  CN102786570B

文献信息

• Chemical modification of erythromycin: Novel reaction observed by treatment with metalloporphyrins
  作者：Joseph E. Celebuski、Mukund S. Chorghade、Elaine C. Lee

  DOI：10.1016/s0040-4039(00)76680-9

  日期：1994.6

  Reaction of erythromycin and other macrolides with metalloporphyrins and exogenous co-oxidants leads to replacement of the N-dimethyl moiety in the desosamine sugar with complete retention of configuration. The resulting macrolides show antibacterial activity.

  红霉素和其他大环内酯类化合物与金属卟啉和外源性共氧化剂的反应导致脱氨糖中N-二甲基部分的置换，并完全保留了构型。所得的大环内酯类化合物显示抗菌活性。
• WO2008/23248
  申请人：——

  公开号：——

  公开（公告）日：——
• Anhydrolide Macrolides. 1. Synthesis and Antibacterial Activity of 2,3-Anhydro-6-<i>O</i>-methyl 11,12-Carbamate Erythromycin A Analogues
  作者：Richard L. Elliott、Daisy Pireh、George Griesgraber、Angela M. Nilius、Patty J. Ewing、Mai Ha Bui、Patti M. Raney、Robert K. Flamm、Ki Kim、Rodger F. Henry、Daniel T. W. Chu、Jacob J. Plattner、Yat Sun Or

  DOI：10.1021/jm970547x

  日期：1998.5.1

  A series of 3-descladinosyl-2,3-anhydro-6-O-methylerythromycin A 11,12-carbamate analogues have been synthesized and evaluated for antibacterial activity. These compounds were found to be potent antibacterial agents against Gram-positive organisms in vitro, many having MIC values below 1 mu g/mL for the macrolide-susceptible Staphylococcus aureus, Streptococcus pyogenes, and Streptococcus pneumoniae, as well as improved activity compared to erythromycin A against the inducibly MLS (macrolide, lincosamide, and streptogramin B)-resistant organisms. Structure-activity studies revealed that arylalkyl carbamates with two and four carbon atoms between the aromatic moiety and carbamate nitrogen have the best in vitro activity. All of the C-10 epi analogues evaluated were found to have substantially less activity than the corresponding natural C-10 isomer. Several analogues demonstrated moderate antibacterial activity against the constitutively resistant S. aureus A-5278, S. pneumoniae 5979, and S. pyogenes 930. However, despite potent in vitro activity, these analogues showed only moderate in vivo activity in mouse protection studies.
• A novel bicyclic ketolide derivative
  作者：Ying Zhao、Qidong You、Wenbin Shen

  DOI：10.1016/s0960-894x(03)00167-7

  日期：2003.5

  A novel bicyclic ketolide derivative, 10,11-didehydro-11-deoxy-3-O-descladinosyl-6-O-methyl-3-oxo-8,9-anhydro-erythromycin 9,12-hemiacetal(6) was obtained from 3-O-descladinosyl-6-O-methylerythromycin 2'-acetate. The structure and stereochemistry of this novel compound were elucidated and established by NMR and X-ray crystallography. (C) 2003 Elsevier Science Ltd. All rights reserved.
• ANTI-INFECTIVE PHOSPHONATE ANALOGS
  申请人：Boojamra Constantine G.

  公开号：US20080167270A1

  公开（公告）日：2008-07-10

  The invention is related to phosphorus substituted anti-infective compounds, compositions containing such compounds, and therapeutic methods that include the administration of such compounds, as well as to processes and intermediates useful for preparing such compounds.