1-羟基咪唑盐酸盐 | 134561-81-2

• 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-羟基咪唑盐酸盐
• 英文名称: 1-hydroxyimidazole hydrochloride
• 英文别名: 3-hydroxy-1H-imidazol-3-ium;chloride
• CAS: 134561-81-2
• 化学式: C₃H₄N₂O*ClH
• mdl: MFCD08668468
• 分子量: 120.538
• InChiKey: IJCMNBNVJLUEOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.82
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-羟基咪唑盐酸盐 在 potassium hydrogencarbonate 作用下， 以 水 为溶剂， 反应 0.17h， 生成 反式羟基咪唑
  参考文献：
  名称：

  1-Hydroxyimidazole Derivatives III.^1,2Synthesis of 1-Alkyloxy-, 1-Arylalkyloxy-, and 1-Phenoxy-1H-imidazoles

  摘要：

  通过选择性氢化相应的 1-hydroxy-1H-imidazole 3-oxides 制备 1-羟基-1H-咪唑和 2-烷基-1-羟基-1H-咪唑，然后转化为 1-烷氧基、1-芳基烷氧基和 1-苯氧基衍生物。

  DOI：

  10.1055/s-1989-27392
• 作为产物：
  描述：

  1-hydroxyimidazole-3-oxide 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 25.0 ℃ 、100.0 kPa 条件下， 生成 1-羟基咪唑盐酸盐
  参考文献：
  名称：

  1-Hydroxyimidazole Derivatives III.^1,2Synthesis of 1-Alkyloxy-, 1-Arylalkyloxy-, and 1-Phenoxy-1H-imidazoles

  摘要：

  通过选择性氢化相应的 1-hydroxy-1H-imidazole 3-oxides 制备 1-羟基-1H-咪唑和 2-烷基-1-羟基-1H-咪唑，然后转化为 1-烷氧基、1-芳基烷氧基和 1-苯氧基衍生物。

  DOI：

  10.1055/s-1989-27392

文献信息

• Synthesis of 4- and 5-Substituted 1-Hydroxyimidazoles through Directed Lithiation and Metal−Halogen Exchange
  作者：Birgitte Langer Eriksen、Per Vedsø、Mikael Begtrup

  DOI：10.1021/jo001554n

  日期：2001.12.1

  regioselectively at the 4-position of 1-(benzyloxy)imidazole by bromine-lithium exchange of 4-bromo-2-chloro-1-(benzyloxy)imidazoles, protected at C-5 with chloro or trimethylsilyl groups, followed by reaction with an electrophile. The 5-(trimethylsilyl) group was removed via base-catalyzed desilylation. Chlorine at C-2 and O-benzyl groups were removed by palladium-catalyzed hydrogenolysis.

  在用氯或三甲基甲硅烷基保护C-2之后，通过在C-5锂化，将亲电试剂选择性地引入1-（苄氧基）咪唑的5-位。随后用亲电试剂处理，得到5-取代的1-（苄氧基）-2-氯咪唑8-13和5-取代的1-（苄氧基）咪唑3-5，在处理过程中失去了2-（三甲基甲硅烷基）基团。通过4-溴-2-氯-1-（苄氧基）咪唑的溴-锂交换将亲电试剂选择性引入1-（苄氧基）咪唑的4-位，然后在C-5处用氯或三甲基甲硅烷基保护，然后与亲电试剂反应。通过碱催化的甲硅烷基化除去5-（三甲基甲硅烷基）基团。通过钯催化的氢解除去C-2和O-苄基上的氯。
• Compounds and uses thereof for decreasing activity of hormone-sensitive lipase
  申请人：——

  公开号：US20030166644A1

  公开（公告）日：2003-09-04

  Use of compounds to inhibit hormone-sensitive lipase, pharmaceutical compositions comprising the compounds, methods of treatment employing these compounds and compositions, and novel compounds. The present compounds are inhibitors of hormone-sensitive lipase and may be useful in the treatment and/or prevention of medical disorders where a decreased activity of hormone-sensitive lipase is desirable.

  使用化合物抑制激素敏感脂肪酶，包含该化合物的制药组合物，使用这些化合物和组合物的治疗方法以及新型化合物。这些化合物是激素敏感脂肪酶的抑制剂，可用于治疗和/或预防需要降低激素敏感脂肪酶活性的医学疾病。
• Use of compounds for decreasing activity of hormone-sensitive
  申请人：——

  公开号：US20030166690A1

  公开（公告）日：2003-09-04

  Use of compounds to inhibit hormone-sensitive lipase, pharmaceutical compositions comprising the compounds, methods of treatment employing these compounds and compositions, and novel compounds. The present compounds are inhibitors of hormone-sensitive lipase and may be useful in the treatment and/or prevention of medical disorders where a decreased activity of hormone-sensitive lipase is desirable.

  使用化合物来抑制激素敏感性脂肪酶，包括这些化合物的制药组合物，使用这些化合物和组合物的治疗方法，以及新颖的化合物。这些化合物是激素敏感性脂肪酶的抑制剂，可用于治疗和/或预防需要降低激素敏感性脂肪酶活性的医学疾病。
• Use of compounds for decreasing activity of hormone-sensitive lipase
  申请人：Nero Nordisk A/S

  公开号：US07067517B2

  公开（公告）日：2006-06-27

  Use of compounds to inhibit hormone-sensitive lipase, pharmaceutical compositions comprising the compounds, methods of treatment employing these compounds and compositions, and novel compounds. The present compounds are inhibitors of hormone-sensitive lipase and may be useful in the treatment and/or prevention of medical disorders where a decreased activity of hormone-sensitive lipase is desirable.

  使用化合物抑制荷尔蒙敏感性脂肪酶，包括这些化合物的制药组合物，使用这些化合物和组合物的治疗方法，以及新型化合物。这些化合物是荷尔蒙敏感性脂肪酶的抑制剂，可能在需要降低荷尔蒙敏感性脂肪酶活性的医疗障碍的治疗和/或预防中有用。
• Synthesis of 2-Substituted 1-Hydroxyimidazoles through Directed Lithiation
  作者：Birgitte Langer Eriksen、Per Vedsø、Sandrine Morel、Mikael Begtrup

  DOI：10.1021/jo970355+

  日期：1998.1.1

  Benzylation of 3-hydroxyimidazole 1-oxide gave 3-(benzyloxy)imidazole 1-oxide, which was deoxygenated with phosphorous trichloride to produce 1-(benzyloxy)imidazole. 1-(Benzyloxy)imidazole was deprotonated selectively at C-2 by n-butyllithium. The anion formed was reacted with electrophiles to give 1-(benzyloxy)imidazoles with carbon; halogen, silicon, or sulfur substituents at the 2-position, Subsequent debenzylation afforded 2-substituted 1-hydroxaimidazoles which in turn could be deoxygenated to give 2-substituted imidazoles.