(1r,4r)-4-(2-((1²S,1³R,1⁴R,2²Z,3²Z,5²Z,9²Z,13²Z,8S,12S,16S)-8-(2-amino-2-oxoethyl)-1⁴-hydroxy-12-((R)-hydroxy(phenyl)methyl)-16-(4-hydroxybenzyl)-1³,9⁵-dimethyl-6,10,14,17-tetraoxo-7,11,15-triaza-2,3,5,9,13(2,4)-pentathiazola-4(2,3)-pyridina-1(2,1)-pyrrolidinacycloheptadecaphane-4⁶-yl)thiazole-4-carboxamido)cyclohexane-1-carboxylic acid | 1092397-58-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: (1r,4r)-4-(2-((1²S,1³R,1⁴R,2²Z,3²Z,5²Z,9²Z,13²Z,8S,12S,16S)-8-(2-amino-2-oxoethyl)-1⁴-hydroxy-12-((R)-hydroxy(phenyl)methyl)-16-(4-hydroxybenzyl)-1³,9⁵-dimethyl-6,10,14,17-tetraoxo-7,11,15-triaza-2,3,5,9,13(2,4)-pentathiazola-4(2,3)-pyridina-1(2,1)-pyrrolidinacycloheptadecaphane-4⁶-yl)thiazole-4-carboxamido)cyclohexane-1-carboxylic acid
• CAS: 1092397-58-4
• 化学式: C₆₀H₅₅N₁₃O₁₁S₆
• 分子量: 1326.57
• InChiKey: QFXRFIVVDBKLBR-AEMYLCMBSA-N

反应信息

• 作为产物：
  描述：

  在 水 、 lithium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 以32%的产率得到(1r,4r)-4-(2-((1²S,1³R,1⁴R,2²Z,3²Z,5²Z,9²Z,13²Z,8S,12S,16S)-8-(2-amino-2-oxoethyl)-1⁴-hydroxy-12-((R)-hydroxy(phenyl)methyl)-16-(4-hydroxybenzyl)-1³,9⁵-dimethyl-6,10,14,17-tetraoxo-7,11,15-triaza-2,3,5,9,13(2,4)-pentathiazola-4(2,3)-pyridina-1(2,1)-pyrrolidinacycloheptadecaphane-4⁶-yl)thiazole-4-carboxamido)cyclohexane-1-carboxylic acid
  参考文献：
  名称：

  Antibacterial and Solubility Optimization of Thiomuracin A

  摘要：

  Synthetic studies of the antimicrobial secondary metabolite thiomuracin A (1) provided access to analogues in the Northern region (C2-C10). Selective hydrolysis of the C10 amide of lead compound 2 and subsequent derivatization led to novel carbon -and nitrogen-linked analogues (e.g., 3) which improved antibacterial potency across a panel of Gram-positive organisms. In addition, congeners with improved physicochemical properties were identified which proved efficacious in murine sepsis and hamster C. difficile models of disease. Optimal efficacy in the hamster model of C. difficile was achieved with compounds that possessed both potent antibacterial activity and high aqueous solubility.

  DOI：

  10.1021/acs.jmedchem.6b00726

文献信息

• Macrocycles and Their Uses
  申请人：Novartis AG

  公开号：US20130252883A1

  公开（公告）日：2013-09-26

  The present application describes a method of treating a bacterial infection comprising administering to a subject in need thereof a pharmaceutically acceptable amount of a defined macrocycle compound.

  本申请描述了一种治疗细菌感染的方法，包括向需要治疗的对象施用一定量的定义的大环化合物的药学可接受量。