(1R,3R,4R)-4-氨基-3-羟基环己烷甲酰胺 | 615569-09-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: (1R,3R,4R)-4-氨基-3-羟基环己烷甲酰胺
• 英文名称: (1R,3R,4R)-4-amino-3-hydroxycyclohexane-1-carboxamide
• CAS: 615569-09-0
• 化学式: C₇H₁₄N₂O₂
• 分子量: 158.2
• InChiKey: QNCHEEQTSQGFAJ-HSUXUTPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  89.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,3R,4R)-4-氨基-3-羟基环己烷甲酰胺 、 二碳酸二叔丁酯 在 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 16.0h， 生成 (1R,3R,4R)-3-hydroxy-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid amide
  参考文献：
  名称：

  Novel cyclohexyl-amides as potent antibacterials targeting bacterial type IIA topoisomerases

  摘要：

  As part of our wider efforts to exploit novel mode of action antibacterials, we have discovered a series of cyclohexyl-amide compounds that has good Gram positive and Gram negative potency. The mechanism of action is via inhibition of bacterial topoisomerases II and IV. We have investigated various subunits in this series and report advanced studies on compound 7 which demonstrates good PK and in vivo efficacy properties. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.114
• 作为产物：
  描述：

  依度沙班杂质80 在 sodium azide 、 palladium on activated charcoal 、 氨 、 氢气 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 20.0~60.0 ℃ 、101.33 kPa 条件下， 反应 61.5h， 生成 (1R,3R,4R)-4-氨基-3-羟基环己烷甲酰胺
  参考文献：
  名称：

  Novel cyclohexyl-amides as potent antibacterials targeting bacterial type IIA topoisomerases

  摘要：

  As part of our wider efforts to exploit novel mode of action antibacterials, we have discovered a series of cyclohexyl-amide compounds that has good Gram positive and Gram negative potency. The mechanism of action is via inhibition of bacterial topoisomerases II and IV. We have investigated various subunits in this series and report advanced studies on compound 7 which demonstrates good PK and in vivo efficacy properties. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.114

文献信息

• Compounds
  申请人：Axten Michael Jeffrey

  公开号：US20060189604A1

  公开（公告）日：2006-08-24

  Cyclohexane and cyclohexene derivatives and pharmaceutically acceptable derivatives thereof useful in methods of treatment of bacterial infections in mammals, particularly man.

  环己烷和环己烯衍生物及其药学上可接受的衍生物在哺乳动物中，特别是人类中用于治疗细菌感染的方法中具有用途。
• Nitrogen-containing bicyclic heterocycles for use as antibacterials
  申请人：——

  公开号：US20040171620A1

  公开（公告）日：2004-09-02

  Cyclohexane and cyclohexene derivatives and pharmaceutically acceptable derivatives hereof useful in methods of treatment of bacterial infections in mammals, particularly man.

  Cyclohexane和cyclohexene衍生物及其药学上可接受的衍生物在哺乳动物，特别是人类的治疗细菌感染的方法中是有用的。
• Nitrogen-containing bicycle heterocycles for use as antibacterials
  申请人：Brooks Gerald

  公开号：US20070135422A1

  公开（公告）日：2007-06-14

  Cyclohexane and cyclohexene derivatives and pharmaceutically acceptable derivatives thereof useful in methods of treatment of bacterial infections in mammals, particularly man.

  环己烷和环己烯衍生物及其药学上可接受的衍生物，可用于治疗哺乳动物，特别是人类的细菌感染的方法。
• Antimicrobial Compounds
  申请人：Axten Jeffrey Michael

  公开号：US20100081650A1

  公开（公告）日：2010-04-01

  Cyclohexane and cyclohexene derivatives and pharmaceutically acceptable derivatives thereof useful in methods of treatment of bacterial infections in mammals, particularly man.

  环己烷和环己烯衍生物及其药学上可接受的衍生物，可用于治疗哺乳动物，特别是人类的细菌感染方法。
• NITROGEN-CONTAINING BICYCLIC HETEROCYCLES FOR USE AS ANTIBACTERIALS
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP1399443B1

  公开（公告）日：2007-12-12