tert-butyl N-[3-[2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]imidazo[4,5-b]pyridin-1-yl]propyl]-N-methylcarbamate | 864781-00-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: tert-butyl N-[3-[2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]imidazo[4,5-b]pyridin-1-yl]propyl]-N-methylcarbamate
• CAS: 864781-00-0
• 化学式: C₂₅H₃₉N₅O₆
• 分子量: 505.615
• InChiKey: FNQHGHVNQILXBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[3-[2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]imidazo[4,5-b]pyridin-1-yl]propyl]-N-methylcarbamate 、 4-methoxybenzyl(6R,7R)-7-{[(2Z)-2-{5-[(tert-butoxycarbonyl)amino]-1,2,4-thiadiazol-3-yl}-2-{[(1-tert-butoxy-2-methyl-1-oxopropan-2-yl)oxy]imino}acetyl]amino}-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 在 sodium bromide 、 potassium iodide 、 乙酰氯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成
  参考文献：
  名称：

  EP1721906

  摘要：

  公开号：
• 作为产物：
  描述：

  tert-butyl 3-(2-amino-1H-imidazo[4,5-b]pyridin-1-yl)propyl(methyl)carbamate 、 二碳酸二叔丁酯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 生成 tert-butyl N-[3-[2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]imidazo[4,5-b]pyridin-1-yl]propyl]-N-methylcarbamate 、
  参考文献：
  名称：

  A novel series of parenteral cephalosporins exhibiting potent activities against both Pseudomonas aeruginosa and other Gram-negative pathogens. Part 2: Synthesis and structure–activity relationships

  摘要：

  A novel series of 7 beta-[2-(2-amino-5-chloro-thiazol-4-yl)-2(Z)-((S)-1-carboxyethoxyimino)acetamido]cephalosporins bearing various pyridinium groups at the C-3' position were synthesized and their in vitro antibacterial activities against Gram-negative pathogens including Pseudomonas aeruginosa and several Gram-positive pathogens were evaluated. Among the cephalosporins prepared, we found that a cephalosporin bearing the 2- amino-1-(3-methylamino-propyl)-1H-imidazo[4,5-b] pyridinium group at the C-3' position (8a) showed potent and well-balanced antibacterial activities against P. aeruginosa and other Gram-negative pathogens including the strains which produce class C beta-lactamase and extended spectrum beta-lactamase (ESBL). Compound 8a also showed efficacious in vivo activity and high stability against AmpC beta-lactamase. These findings indicate that 2-aminoimidazopyridinium having an aminoalkyl group at the 1-position as a C-3' side chain is suitable for cephalosporins bearing an aminochlorothiazolyl moiety and a carboxyethoxyimino moiety on the C-7 side chain. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.028

文献信息

• 3-Pyridinium Methyl Cephem Compound
  申请人：Nishitani Yasuhiro

  公开号：US20070219191A1

  公开（公告）日：2007-09-20

  A compound of Formula 1: (wherein A is optionally substituted lower alkylene (substituent: mono- or di-lower alkyl, lower alkylidene, or lower alkylene having two or more carbons); Z + is either of the groups shown below: (wherein R 1 and R 2 are each independently hydrogen, optionally substituted amino lower alkyl, optionally substituted aminocycloalkyl, optionally substituted cyclic amino, or optionally substituted cyclic amino lower alkyl; R 9 is hydrogen or lower alkyl, or R 1 and R 9 taken together with an adjacent N atom may form optionally substituted cyclic amino; R 3 is hydrogen or amino; X is N or CR 4 (R 4 is hydrogen or optionally substituted lower alkyl)), a pharmaceutically acceptable salt or a solvate thereof.
• A novel series of parenteral cephalosporins exhibiting potent activities against both Pseudomonas aeruginosa and other Gram-negative pathogens. Part 2: Synthesis and structure–activity relationships
  作者：Kenji Yamawaki、Takashi Nomura、Tatsuro Yasukata、Norihiko Tanimoto、Koichi Uotani、Hideaki Miwa、Yoshinori Yamano、Kei Takeda、Yasuhiro Nishitani

  DOI：10.1016/j.bmc.2007.11.028

  日期：2008.2.15

  A novel series of 7 beta-[2-(2-amino-5-chloro-thiazol-4-yl)-2(Z)-((S)-1-carboxyethoxyimino)acetamido]cephalosporins bearing various pyridinium groups at the C-3' position were synthesized and their in vitro antibacterial activities against Gram-negative pathogens including Pseudomonas aeruginosa and several Gram-positive pathogens were evaluated. Among the cephalosporins prepared, we found that a cephalosporin bearing the 2- amino-1-(3-methylamino-propyl)-1H-imidazo[4,5-b] pyridinium group at the C-3' position (8a) showed potent and well-balanced antibacterial activities against P. aeruginosa and other Gram-negative pathogens including the strains which produce class C beta-lactamase and extended spectrum beta-lactamase (ESBL). Compound 8a also showed efficacious in vivo activity and high stability against AmpC beta-lactamase. These findings indicate that 2-aminoimidazopyridinium having an aminoalkyl group at the 1-position as a C-3' side chain is suitable for cephalosporins bearing an aminochlorothiazolyl moiety and a carboxyethoxyimino moiety on the C-7 side chain. (C) 2007 Elsevier Ltd. All rights reserved.
• EP1721906
  申请人：——

  公开号：——

  公开（公告）日：——