N-ethylidenebenzenesulfonamide | 586965-80-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-ethylidenebenzenesulfonamide
• CAS: 586965-80-2
• 化学式: C₈H₉NO₂S
• 分子量: 183.231
• InChiKey: WLTQLZQPTUXNOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  54.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 N-ethylidenebenzenesulfonamide 、 1-[(3-氟苯基)甲基]咪唑 以 1,2-二氯乙烷 为溶剂， 反应 13.0h， 生成
  参考文献：
  名称：

  High-Throughput-Screening-Based Identification and Structure–Activity Relationship Characterization Defined (S)-2-(1-Aminoisobutyl)-1-(3-chlorobenzyl)benzimidazole as a Highly Antimycotic Agent Nontoxic to Cell Lines

  摘要：

  Novel nontoxic (S)-2-aminoalkylbenzimidazole derivatives were found to be effective against Candida spp. at low micromolar concentrations using high-throughput screening with infected HeLa cells. A collection of analogues defined the chemical groups relevant for activity. The most active compound was characterized by transcriptional analysis of the response of C. albicans Sc5314. (S)-2-(1-Aminoisobutyl)-1-(3-chlorobenzyl)benzimidazole had a strong impact on membrane biosynthesis. Testing different clinically relevant pathogenic fungi showed the selectivity of the antimycotic activity against Candida species.

  DOI：

  10.1021/jm200571e
• 作为产物：
  描述：

  苯磺酰胺 、 乙醛 在 甲酸 、 sodium benzenesulfonate 作用下， 以 水 为溶剂， 反应 12.0h， 生成 N-ethylidenebenzenesulfonamide
  参考文献：
  名称：

  High-Throughput-Screening-Based Identification and Structure–Activity Relationship Characterization Defined (S)-2-(1-Aminoisobutyl)-1-(3-chlorobenzyl)benzimidazole as a Highly Antimycotic Agent Nontoxic to Cell Lines

  摘要：

  Novel nontoxic (S)-2-aminoalkylbenzimidazole derivatives were found to be effective against Candida spp. at low micromolar concentrations using high-throughput screening with infected HeLa cells. A collection of analogues defined the chemical groups relevant for activity. The most active compound was characterized by transcriptional analysis of the response of C. albicans Sc5314. (S)-2-(1-Aminoisobutyl)-1-(3-chlorobenzyl)benzimidazole had a strong impact on membrane biosynthesis. Testing different clinically relevant pathogenic fungi showed the selectivity of the antimycotic activity against Candida species.

  DOI：

  10.1021/jm200571e

文献信息

• High-Throughput-Screening-Based Identification and Structure–Activity Relationship Characterization Defined (<i>S</i>)-2-(1-Aminoisobutyl)-1-(3-chlorobenzyl)benzimidazole as a Highly Antimycotic Agent Nontoxic to Cell Lines
  作者：Jörg Bauer、Stephan Kinast、Anke Burger-Kentischer、Doris Finkelmeier、Gerald Kleymann、Walid Abu Rayyan、Klaus Schröppel、Anurag Singh、Günther Jung、Karl-Heinz Wiesmüller、Steffen Rupp、Holger Eickhoff

  DOI：10.1021/jm200571e

  日期：2011.10.13

  Novel nontoxic (S)-2-aminoalkylbenzimidazole derivatives were found to be effective against Candida spp. at low micromolar concentrations using high-throughput screening with infected HeLa cells. A collection of analogues defined the chemical groups relevant for activity. The most active compound was characterized by transcriptional analysis of the response of C. albicans Sc5314. (S)-2-(1-Aminoisobutyl)-1-(3-chlorobenzyl)benzimidazole had a strong impact on membrane biosynthesis. Testing different clinically relevant pathogenic fungi showed the selectivity of the antimycotic activity against Candida species.