tert-butyl methyl(2-(N-(tert-butoxycarbonyl)-N-pyridin-4-ylamino)ethyl)carbamate | 864780-98-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: tert-butyl methyl(2-(N-(tert-butoxycarbonyl)-N-pyridin-4-ylamino)ethyl)carbamate
• 英文别名: Tert-butyl (2-((tert-butoxycarbonyl)(methyl)amino)ethyl)(pyridin-4-yl)carbamate；tert-butyl N-methyl-N-[2-[(2-methylpropan-2-yl)oxycarbonyl-pyridin-4-ylamino]ethyl]carbamate
• CAS: 864780-98-3
• 化学式: C₁₈H₂₉N₃O₄
• 分子量: 351.446
• InChiKey: ZBVXHBWKLMIUBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  72
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl methyl(2-(N-(tert-butoxycarbonyl)-N-pyridin-4-ylamino)ethyl)carbamate 、 在 sodium bromide 、 乙酰氯 、 potassium iodide 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：

  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
• 作为产物：
  描述：

  、 二碳酸二叔丁酯 以 四氢呋喃 为溶剂， 反应 1.0h， 以2.51 g的产率得到tert-butyl methyl(2-(N-(tert-butoxycarbonyl)-N-pyridin-4-ylamino)ethyl)carbamate
  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

• NOVEL CEPHEM COMPOUND HAVING CATECHOL OR PSEUDO-CATECHOL STRUCTURE
  申请人：Shionogi & Co., Ltd.

  公开号：EP2703406A1

  公开（公告）日：2014-03-05

  The present invention provides a novel compound which has a wide antimicrobial spectrum, and in particular exhibits potent antimicrobial activity against beta-lactamase producing Gram negative bacteria. Specifically, the present invention provides a compound of the formula (I): wherein each symbol is as defined in the specification, or an amino-protected compound when the amino group is present on the ring in the 7-side chain, or a pharmaceutically acceptable salt thereof, and a pharmaceutical composition comprising the same.

  本发明提供了一种新型化合物，它具有广泛的抗菌谱，特别是对β-内酰胺酶产生的革兰氏阴性菌具有强效抗菌活性。具体地说，本发明提供了一种式（I）化合物： 其中各符号如说明书中所定义、 或当氨基存在于 7 侧链的环上时的氨基保护化合物，或其药学上可接受的盐，以及由其组成的药物组合物。
• EP2703406
  申请人：——

  公开号：——

  公开（公告）日：——
• EP1721906
  申请人：——

  公开号：——

  公开（公告）日：——
• 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.
• US9334289B2
  申请人：——

  公开号：US9334289B2

  公开（公告）日：2016-05-10