[2-ethyl-2-(1-ethyl-1-formyl-propyldisulfanyl)-butylideneamino]-acetic acid methyl ester | 1350644-64-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [2-ethyl-2-(1-ethyl-1-formyl-propyldisulfanyl)-butylideneamino]-acetic acid methyl ester
• 英文别名: Methyl 2-[[2-ethyl-2-(3-formylpentan-3-yldisulfanyl)butylidene]amino]acetate
• CAS: 1350644-64-2
• 化学式: C₁₅H₂₇NO₃S₂
• 分子量: 333.516
• InChiKey: GYRXHSDGKQEHTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲氧基乙酰氯 、 [2-ethyl-2-(1-ethyl-1-formyl-propyldisulfanyl)-butylideneamino]-acetic acid methyl ester 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以40%的产率得到{2-[1-ethyl-1-(1-ethyl-1-formyl-propyldisulfanyl)-propyl]-3-methoxy-4-oxo-azetidin-1-yl}-acetic acid methyl ester
  参考文献：
  名称：

  C4-Alkylthiols with activity against Moraxella catarrhalis and Mycobacterium tuberculosis

  摘要：

  Antimicrobial resistance represents a global threat to healthcare. The ability to adequately treat infectious diseases is increasingly under siege due to the emergence of drug-resistant microorganisms. New approaches to drug development are especially needed to target organisms that exhibit broad antibiotic resistance due to expression of beta-lactamases which is the most common mechanism by which bacteria become resistant to beta-lactam antibiotics. We designed and synthesized 20 novel monocyclic beta-lactams with alkyl-and aryl-thio moieties at C4, and subsequently tested these for antibacterial activity. These compounds demonstrated intrinsic activity against serine beta-lactamase producing Mycobacterium tuberculosis wild type strain (Mtb) and multiple (n = 6) beta-lactamase producing Moraxella catarrhalis clinical isolates. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.09.030
• 作为产物：
  描述：

  2-乙基丁醛 在 二氯化二硫 、 magnesium sulfate 、 三乙胺 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 反应 72.0h， 生成 [2-ethyl-2-(1-ethyl-1-formyl-propyldisulfanyl)-butylideneamino]-acetic acid methyl ester
  参考文献：
  名称：

  C4-Alkylthiols with activity against Moraxella catarrhalis and Mycobacterium tuberculosis

  摘要：

  Antimicrobial resistance represents a global threat to healthcare. The ability to adequately treat infectious diseases is increasingly under siege due to the emergence of drug-resistant microorganisms. New approaches to drug development are especially needed to target organisms that exhibit broad antibiotic resistance due to expression of beta-lactamases which is the most common mechanism by which bacteria become resistant to beta-lactam antibiotics. We designed and synthesized 20 novel monocyclic beta-lactams with alkyl-and aryl-thio moieties at C4, and subsequently tested these for antibacterial activity. These compounds demonstrated intrinsic activity against serine beta-lactamase producing Mycobacterium tuberculosis wild type strain (Mtb) and multiple (n = 6) beta-lactamase producing Moraxella catarrhalis clinical isolates. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.09.030

文献信息

• C4-Alkylthiols with activity against Moraxella catarrhalis and Mycobacterium tuberculosis
  作者：Maya B. Kostova、Carey J. Myers、Tim N. Beck、Balbina J. Plotkin、Jacalyn M. Green、Helena I.M. Boshoff、Clifton E. Barry、Jeffrey R. Deschamps、Monika I. Konaklieva

  DOI：10.1016/j.bmc.2011.09.030

  日期：2011.11

  Antimicrobial resistance represents a global threat to healthcare. The ability to adequately treat infectious diseases is increasingly under siege due to the emergence of drug-resistant microorganisms. New approaches to drug development are especially needed to target organisms that exhibit broad antibiotic resistance due to expression of beta-lactamases which is the most common mechanism by which bacteria become resistant to beta-lactam antibiotics. We designed and synthesized 20 novel monocyclic beta-lactams with alkyl-and aryl-thio moieties at C4, and subsequently tested these for antibacterial activity. These compounds demonstrated intrinsic activity against serine beta-lactamase producing Mycobacterium tuberculosis wild type strain (Mtb) and multiple (n = 6) beta-lactamase producing Moraxella catarrhalis clinical isolates. (C) 2011 Elsevier Ltd. All rights reserved.