1-(2,4-二硝基咪唑-1-基)丁烷-2-醇 | 127692-28-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-(2,4-二硝基咪唑-1-基)丁烷-2-醇
• 英文名称: 1-(2'-hydroxybutyl)-2,4-dinitroimidazole
• 英文别名: 1H-Imidazole-1-ethanol, alpha-ethyl-2,4-dinitro-；1-(2,4-dinitroimidazol-1-yl)butan-2-ol
• CAS: 127692-28-8
• 化学式: C₇H₁₀N₄O₅
• 分子量: 230.18
• InChiKey: UBNORYZMBIELQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  130
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2,4-二硝基咪唑-1-基)丁烷-2-醇 在 sodium hydride 作用下， 以 1,4-二氧六环 、 kerosene 为溶剂， 生成 2-乙基-6-硝基-2,3-二氢咪唑并[2,1-b][1,3]恶唑
  参考文献：
  名称：

  Nitroimidazoles XXI 2,3-dihydro-6-nitroimidazo [2,1-b] oxazoles with antitubercular activity,

  摘要：

  DOI：

  10.1016/0223-5234(89)90034-2
• 作为产物：
  描述：

  1,2-环氧丁烷 、 2,4-二硝基咪唑 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以30%的产率得到1-(2,4-二硝基咪唑-1-基)丁烷-2-醇
  参考文献：
  名称：

  Nitroimidazoles XXI 2,3-dihydro-6-nitroimidazo [2,1-b] oxazoles with antitubercular activity,

  摘要：

  DOI：

  10.1016/0223-5234(89)90034-2

文献信息

• Nitroimidazole antibacterial compounds and methods of use thereof
  申请人：PathoGenesis Corporation

  公开号：US05668127A1

  公开（公告）日：1997-09-16

  Methods, compounds and compositions are provided for inhibiting the growth of pathogenic mycobacteria in vitro and of treatment of pathogenic bacterial infections, such as mycobacterial and clostridium infections, in vivo using bicyclic nitroimidazole compounds of the formula (II): ##STR1## wherein R.sub.1 is hydrogen, halogen, loweralkyl, haloloweralkyl, cycloalkyl, heterocycle, substituted heterocycle and heterocyclicalkyl; X is oxygen, sulfur or NK.sub.2, where R.sub.2 is hydrogen, loweralkyl, aryl, cycloalkyl, heterocycle, substituted heterocycle, heterocyclicalkyl, COR.sub.3 or SO.sub.2 R.sub.4 CONR.sub.4 R.sub.5, where R.sub.4 and R.sub.5 are independently selected from hydrogen, loweralkyl, aryl, alkylaryl, alkoxyalkyl, alkoxyaryl, alkoxyalkoxyaryl, alkylheterocycle, and alkoxyheterocycle; n is 1, 2 or 3; Y and Z are independently selected CH.sub.2, CO, CR.sub.4 R.sub.5 or NR.sub.4, where R.sub.4 and R.sub.5 are as defined above; provided that when n is 2 or 3, the compounds of formula II can be additionally substituted as follows: ##STR2## wherein R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are independently selected from hydrogen, loweralkyl, aryl, alkylaryl, alkoxyalkyl, alkoxyaryl, alkoxyalkoxyaryl, alkylheterocycle, and alkoxyheterocycle; and the pharmaceutically acceptable salts thereof. The methods, compounds and compositons are particularly useful for inhibiting the growth of Mycobacterium tuberculosis and Clostridium difficile.

  提供了用于体外抑制病原分枝杆菌生长以及体内治疗病原细菌感染（如分枝杆菌和梭菌感染）的方法、化合物和组合物，使用式（II）的双环硝基咪唑化合物：其中R.sub.1为氢、卤素、较低烷基、卤代较低烷基、环烷基、杂环、取代的杂环和杂环烷基；X为氧、硫或NK.sub.2，其中R.sub.2为氢、较低烷基、芳基、环烷基、杂环、取代的杂环、杂环烷基、COR.sub.3或SO.sub.2R.sub.4CONR.sub.4R.sub.5，其中R.sub.4和R.sub.5独立选择自氢、较低烷基、芳基、烷基芳基、烷氧基烷基、烷氧基芳基、烷氧基烷氧基芳基、烷基杂环和烷氧基杂环；n为1、2或3；Y和Z独立选择CH.sub.2、CO、CR.sub.4R.sub.5或NR.sub.4，其中R.sub.4和R.sub.5如上定义；但当n为2或3时，式II的化合物可以额外取代如下：其中R.sub.6、R.sub.7、R.sub.8和R.sub.9独立选择自氢、较低烷基、芳基、烷基芳基、烷氧基烷基、烷氧基芳基、烷氧基烷氧基芳基、烷基杂环和烷氧基杂环；及其药用可接受盐。这些方法、化合物和组合物特别适用于抑制结核分枝杆菌和难辨梭菌的生长。
• Nitro-[2,1-b]imidazopyran compounds and antibacterial uses thereof
  申请人：PathoGenesis Corporation

  公开号：US06087358A1

  公开（公告）日：2000-07-11

  Methods, compounds and compositions are provided for inhibiting the growth of pathogenic microbes in vitro and of treatment of pathogenic bacterial infections, such as mycobacterial, Clostridium, Cryptosporidium and Helicobacter infections, in vivo using bicyclic nitroimidazole compounds of the formula (II): ##STR1## wherein R.sub.1 is hydrogen, halogen, loweralkyl, haloloweralkyl, cycloalkyl, heterocycle, substituted heterocycle and heterocyclicalkyl; X is oxygen, sulfur or NR.sub.2, where R.sub.2 is hydrogen, loweralkyl, aryl, cycloalkyl, heterocycle, substituted heterocycle, heterocyclicalkyl, COR.sub.3 or SO.sub.2 R.sub.4 CONR.sub.4 R.sub.5, where R.sub.3, R.sub.4 and R.sub.5 are independently selected from hydrogen, loweralkyl, aryl, alkylaryl, alkoxyalkyl, alkoxyaryl, alloxyalkoxyaryl, alkylheterocycle, and alkoxyheterocycle; n is 1, 2 or 3; Y and Z are independently selected from oxygen, CH.sub.2, CO, CR.sub.4 R.sub.5 or NR.sub.4, where R.sub.4 and R.sub.5 are as defined above; provided that when n is 2 or 3, the compounds of formula II can be additionally substituted as follows: ##STR2## wherein R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are independently selected from hydrogen, loweralkyl, aryl, alkylaryl, alkoxyalkyl, alkoxyalkylaryl, alkoxyalkylheterocycle, alkylary2alkylaryl, alkylarylaryl, alkylcycloalkyl, alkoxyaryl, alkylheterocycle, and alkoxyheterocycle; and the pharmaceutically acceptable salts thereof.

  提供了一种方法、化合物和组合物，用于体外抑制病原微生物的生长以及治疗体内病原细菌感染，例如结核分枝杆菌、梭菌、隐孢子虫和幽门螺杆菌感染，使用式（II）的双环硝基咪唑化合物：其中R.sub.1为氢、卤素、较低烷基、卤代较低烷基、环烷基、杂环烷基、取代的杂环烷基和杂环烷基烷基；X为氧、硫或NR.sub.2，其中R.sub.2为氢、较低烷基、芳基、环烷基、杂环烷基、取代的杂环烷基、COR.sub.3或SO.sub.2 R.sub.4CONR.sub.4R.sub.5，其中R.sub.3、R.sub.4和R.sub.5独立地选择自氢、较低烷基、芳基、烷基芳基、烷氧基烷基、烷氧基芳基、烷氧基烷氧基芳基、烷基杂环烷基和烷氧基杂环烷基；n为1、2或3；Y和Z独立地选择自氧、CH.sub.2、CO、CR.sub.4R.sub.5或NR.sub.4，其中R.sub.4和R.sub.5如上所定义；但当n为2或3时，式II的化合物可以额外取代如下：其中R.sub.6、R.sub.7、R.sub.8和R.sub.9独立地选择自氢、较低烷基、芳基、烷基芳基、烷氧基烷基、烷氧基烷氧基芳基、烷氧基烷氧基杂环烷基、烷基芳基烷基芳基、烷基芳基芳基、烷基环烷基、烷氧基芳基、烷基杂环烷基和烷氧基杂环烷基；及其药用盐。
• US5668127A
  申请人：——

  公开号：US5668127A

  公开（公告）日：1997-09-16
• US6087358A
  申请人：——

  公开号：US6087358A

  公开（公告）日：2000-07-11
• Nitroimidazoles XXI 2,3-dihydro-6-nitroimidazo [2,1-b] oxazoles with antitubercular activity,
  作者：K Nagarajan

  DOI：10.1016/0223-5234(89)90034-2

  日期：1989.12