5-chloro-7-iodoimidazo[5,1-b]thiazole | 917919-12-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 5-chloro-7-iodoimidazo[5,1-b]thiazole
• 英文别名: 5-Chloro-7-iodoimidazo[5,1-b][1,3]thiazole
• CAS: 917919-12-1
• 化学式: C₅H₂ClIN₂S
• 分子量: 284.508
• InChiKey: FOBYFCHRGDNYLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  10
• 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：
  45.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-chloro-7-iodoimidazo[5,1-b]thiazole 在 manganese(IV) oxide 、 甲基溴化镁 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (5-Chloroimidazo[5,1-b][1,3]thiazol-7-yl)-pyridin-3-ylmethanone
  参考文献：
  名称：

  Synthesis and SAR study of novel 7-(pyridinium-3-yl)-carbonyl imidazo[5,1-b]thiazol-2-yl carbapenems

  摘要：

  A new series of 10-methyl carbapenems, possessing a 7-substituted imidazo[5, 1-b]thiazol-2-yl group directly attached to the C-2 position of the carbapenem nucleus, was synthesized and evaluated for antibacterial activity. These compounds showed potent activities against Gram-positive bacteria, in particular methicillin-resistant Staphylococcus aureus (MRSA) and penicillin-resistant Streptococcus pneumoniae (PRSP). They also exhibited potent activity against beta-lactamase-negative ampicillin-resistant Haemophilus influenzae (BLNAR). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.049
• 作为产物：
  描述：

  7-iodoimidazo[5,1-b]-thiazole 在 N-氯代丁二酰亚胺 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 90.0h， 以1.53 g的产率得到5-chloro-7-iodoimidazo[5,1-b]thiazole
  参考文献：
  名称：

  Synthesis and SAR study of novel 7-(pyridinium-3-yl)-carbonyl imidazo[5,1-b]thiazol-2-yl carbapenems

  摘要：

  A new series of 10-methyl carbapenems, possessing a 7-substituted imidazo[5, 1-b]thiazol-2-yl group directly attached to the C-2 position of the carbapenem nucleus, was synthesized and evaluated for antibacterial activity. These compounds showed potent activities against Gram-positive bacteria, in particular methicillin-resistant Staphylococcus aureus (MRSA) and penicillin-resistant Streptococcus pneumoniae (PRSP). They also exhibited potent activity against beta-lactamase-negative ampicillin-resistant Haemophilus influenzae (BLNAR). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.049