4-(1,2-二氨基乙基)苯-1,2-二醇 | 132261-26-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-(1,2-二氨基乙基)苯-1,2-二醇
• 中文别名: 1-(3,4-二羟基苯基)-1,2-二氨基乙烷
• 英文名称: 4-(1,2-diamino-ethyl)-pyrocatechol
• 英文别名: 4-(1,2-Diamino-aethyl)-brenzcatechin；4-(1,2-diaminoethyl)benzene-1,2-diol
• CAS: 132261-26-8
• 化学式: C₈H₁₂N₂O₂
• mdl: MFCD18706095
• 分子量: 168.195
• InChiKey: YGHYOKFGHPJEHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  92.5
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(1,2-二氨基乙基)苯-1,2-二醇 在 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 (6R,7R)-7-[4-(3,4-Dihydroxy-phenyl)-4,5-dihydro-1H-imidazol-2-ylamino]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and structure-activity relationship of new cephalosporins with amino heterocycles at C-7. Dependence of the antibacterial spectrum and .beta.-lactamase stability on the pKa of the C-7 heterocycle

  摘要：

  Cephalosporins with new aminobenzimidazole and aminoimidazoline heterocycles at C-7 have been synthesized starting with versatile C-7 isocyanide dihalide synthons. The aminobenzimidazoles have a broad spectrum of antibacterial activity, including Gram-positive and Gram-negative organisms, but possess limited beta-lactamase stability. In contrast, the aminoimidazolines have a narrow spectrum of antibacterial activity, limited to Gram-negative strains only, but possess outstanding beta-lactamase stability. Structure-activity relationships are discussed in terms of their dependence on the pK(a) of the C-7 amino heterocycle, basic C-7 residues giving cephalosporins with exceptional beta-lactamase stability.

  DOI：

  10.1021/jm00107a035
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 作用下， 生成 4-(1,2-二氨基乙基)苯-1,2-二醇
  参考文献：
  名称：

  二胺; 合成肾上腺素，肾上腺素和麻黄碱的氨基类似物。

  摘要：

  DOI：

  10.1021/ja01204a510

文献信息

• Synthesis and structure-activity relationship of new cephalosporins with amino heterocycles at C-7. Dependence of the antibacterial spectrum and .beta.-lactamase stability on the pKa of the C-7 heterocycle
  作者：F. Jung、C. Delvare、D. Boucherot、A. Hamon、N. Ackerley、M. J. Betts

  DOI：10.1021/jm00107a035

  日期：1991.3

  Cephalosporins with new aminobenzimidazole and aminoimidazoline heterocycles at C-7 have been synthesized starting with versatile C-7 isocyanide dihalide synthons. The aminobenzimidazoles have a broad spectrum of antibacterial activity, including Gram-positive and Gram-negative organisms, but possess limited beta-lactamase stability. In contrast, the aminoimidazolines have a narrow spectrum of antibacterial activity, limited to Gram-negative strains only, but possess outstanding beta-lactamase stability. Structure-activity relationships are discussed in terms of their dependence on the pK(a) of the C-7 amino heterocycle, basic C-7 residues giving cephalosporins with exceptional beta-lactamase stability.
• DIAMINES. I. THE SYNTHESIS OF AMINO ANALOGS OF ADRENALINE, ARTERENOL AND EPHEDRINE
  作者：R. Duschinsky、L. A. Dolan、L. O. Randall、G. Lehmann

  DOI：10.1021/ja01204a510

  日期：1947.12