n-羟基-1-甲基-1H-咪唑-2-羧酰胺 | 468067-81-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: n-羟基-1-甲基-1H-咪唑-2-羧酰胺
• 英文名称: N'-hydroxy-1-methyl-1H-imidazole-2-carboximidamide
• 英文别名: N-Hydroxy-1-methyl-1H-imidazole-2-carboximidamide；N'-hydroxy-1-methylimidazole-2-carboximidamide
• CAS: 468067-81-4
• 化学式: C₅H₈N₄O
• 分子量: 140.145
• InChiKey: GCPLWHURMWIDSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  76.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  n-羟基-1-甲基-1H-咪唑-2-羧酰胺 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 5-hydroxy-2-(1-methylimidazol-2-yl)-6-oxo-N-propan-2-yl-1H-pyrimidine-4-carboxamide
  参考文献：
  名称：

  WO2020132071A5

  摘要：

  公开号：

  WO2020132071A5
• 作为产物：
  描述：

  1 -甲基- 1H-咪唑-2 -腈 在 盐酸羟胺 、 三乙胺 作用下， 以 甲醇 为溶剂， 生成 n-羟基-1-甲基-1H-咪唑-2-羧酰胺
  参考文献：
  名称：

  3-heterocyclylpropanohydroxamic acid PCP inhibitors

  摘要：

  式(I)的化合物及其盐、溶剂合物、水合物和前药是有用的PCP抑制剂，制备这些化合物的方法，包含这些化合物的组合物，以及使用这些化合物治疗PCP介导的疾病或病症的方法。

  公开号：

  US20030069291A1

文献信息

• Potent and Selective Nonpeptidic Inhibitors of Procollagen C-Proteinase
  作者：Paul V. Fish、Gillian A. Allan、Simon Bailey、Julian Blagg、Richard Butt、Michael G. Collis、Doris Greiling、Kim James、Jackie Kendall、Andrew McElroy、Dawn McCleverty、Charlotte Reed、Robert Webster、Gavin A. Whitlock

  DOI：10.1021/jm061010z

  日期：2007.7.1

  6-Cyclohexyl-N-hydroxy-3-(1,2,4-oxadiazol-5-yl)hexanamides were previously disclosed as inhibitors of procollagen C-proteinase (PCP) culminating in the identification of amide 1. Our objective was to discover a second inhibitor that would have improved affinity for PCP and to optimize properties for transepidermal delivery (TED) to intact skin. Further investigation of this template identified a number of potent PCP inhibitors (IC50 values of 2-6 nM) with improved TED flux. Sulfonamide 56 had excellent PCP enzyme activity when measured with a peptide substrate (K-i 8.7 nM) or with the endogenous substrate procollagen (IC50 3.4 nM) and demonstrates excellent selectivity over MMPs involved in wound healing (> 10 000-fold). In the fibroplasia model, 56 inhibited deposition of insoluble collagen by 76 +/- 2% at 10 mu M and was very effective at penetrating human skin in vitro with a TED flux of 1.5 mu g/cm(2)/h, which compares favorably with values for agents that are known to penetrate skin well in vivo. Based on this profile, 56 (UK-421,045) was selected as a candidate for further preclinical evaluation as a topically applied, dermal anti-scarring agent.