5-[(R)-1-aminoethyl]imidazo[5,1-b]thiazole | 165668-05-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-[(R)-1-aminoethyl]imidazo[5,1-b]thiazole
• 英文别名: (1R)-1-imidazo[5,1-b][1,3]thiazol-5-ylethanamine
• CAS: 165668-05-3
• 化学式: C₇H₉N₃S
• 分子量: 167.235
• InChiKey: UPWKDPXUUDETGH-RXMQYKEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-[(R)-1-aminoethyl]imidazo[5,1-b]thiazole 在 乙酸酐 、 三氟乙酸 作用下， 以 二氯甲烷 、 苯甲醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.75h， 生成 (6R,7R)-7-[(Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(fluoromethoxyimino)acetamido]-3-[5-[(R)-1-(formylamino)ethyl]imidazo[5,1-b]thiazolium-6-yl]methyl-3-cephem-4-carboxylate
  参考文献：
  名称：

  CP6679, a new injectable cephalosporin. Part1: Synthesis and structure–activity relationships

  摘要：

  A series of cephalosporins bearing a 5,5-fused ring system, an (imidazo/[5,1 -b]thiazolium-6-yl)methyl group, at the C-3 position were synthesized and evaluated for in vitro antibacterial activities. CP6679 (Is) and its analogues showed potent antibacterial activities against Gram-positive and Gram-negative bacteria, including Pseudomonas aeruginosa. They were also highly active against methicillin-resistant Staphylococcus aureus (MRSA). CP6679 (Is) showed more potent antibacterial activity than ceftazidime (CAZ) or cefpirome (CPR) against Pseudomonas aeruginosa and MRSA. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00214-5
• 作为产物：
  描述：

  2-[(N-tert-butoxycarbonyl-D-alanyl)amino]methylthiazole 在 盐酸 、 氢氧化钾 、 三乙胺 、 三氯氧磷 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成 5-[(R)-1-aminoethyl]imidazo[5,1-b]thiazole
  参考文献：
  名称：

  CP6679, a new injectable cephalosporin. Part1: Synthesis and structure–activity relationships

  摘要：

  A series of cephalosporins bearing a 5,5-fused ring system, an (imidazo/[5,1 -b]thiazolium-6-yl)methyl group, at the C-3 position were synthesized and evaluated for in vitro antibacterial activities. CP6679 (Is) and its analogues showed potent antibacterial activities against Gram-positive and Gram-negative bacteria, including Pseudomonas aeruginosa. They were also highly active against methicillin-resistant Staphylococcus aureus (MRSA). CP6679 (Is) showed more potent antibacterial activity than ceftazidime (CAZ) or cefpirome (CPR) against Pseudomonas aeruginosa and MRSA. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00214-5