2-氯-1H-咪唑并[4,5-b]吡啶盐酸盐 | 132261-24-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 中文名称: 2-氯-1H-咪唑并[4,5-b]吡啶盐酸盐
• 英文名称: 2-chloroimidazo<4,5-c>pyridine hydrochloride
• 英文别名: 2-Chloro-1H-imidazo[4,5-b]pyridine hydrochloride；2-chloro-1H-imidazo[4,5-b]pyridine;hydrochloride
• CAS: 132261-24-6
• 化学式: C₆H₄ClN₃*ClH
• 分子量: 190.032
• InChiKey: QOAXDAFCYWBWBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.6
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2-氯-1H-咪唑并[4,5-b]吡啶盐酸盐 在 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 3-(acetoxymethyl)-7-<(imidazo<4,5-c>pyridin-2-yl)amino>ceph-3-em-4-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：

  2-(甲基硫代)-3H-咪唑并[4,5-b]吡啶 在 盐酸 、 氯 作用下， 以55%的产率得到2-氯-1H-咪唑并[4,5-b]吡啶盐酸盐
  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

文献信息

• JUNG, F.;DELVARE, C.;BOUCHEROT, D.;HAMON, A.;ACKERLEY, N.;BETTS, M. J., J. MED. CHEM., 34,(1991) N, C. 1110-1116
  作者：JUNG, F.、DELVARE, C.、BOUCHEROT, D.、HAMON, A.、ACKERLEY, N.、BETTS, M. J.

  DOI：——

  日期：——