targocil | 1200443-21-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: targocil
• 英文别名: 3-(4-chlorophenyl)sulfonyl-N,N-diethyl-7,8-dimethoxytriazolo[1,5-a]quinazolin-5-amine
• CAS: 1200443-21-5
• 化学式: C₂₁H₂₂ClN₅O₄S
• 分子量: 475.956
• InChiKey: TYNZGYMGTTUYKZ-UHFFFAOYSA-N

物化性质

• 溶解度：
  DMSO：33.33 mg/mL (70.03 mM)；水：< 0.1 mg/mL（不溶）

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  targocil 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以33%的产率得到2-(bromo-(4-chlorophenylsulfonyl)methyl)-N,N-diethyl-6,7-dimethoxyquinazolin-4-amine
  参考文献：
  名称：

  Development of improved inhibitors of wall teichoic acid biosynthesis with potent activity against Staphylococcus aureus

  摘要：

  A small molecule (1835F03) that inhibits Staphylococcus aureus wall teichoic acid biosynthesis, a proposed antibiotic target, has been discovered. Rapid, parallel, solution-phase synthesis was employed to generate a focused library of analogs, providing detailed information about structure-activity relationships and leading to the identification of targocil, a potent antibiotic. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.036
• 作为产物：
  描述：

  、 二乙胺 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 targocil
  参考文献：
  名称：

  Development of improved inhibitors of wall teichoic acid biosynthesis with potent activity against Staphylococcus aureus

  摘要：

  A small molecule (1835F03) that inhibits Staphylococcus aureus wall teichoic acid biosynthesis, a proposed antibiotic target, has been discovered. Rapid, parallel, solution-phase synthesis was employed to generate a focused library of analogs, providing detailed information about structure-activity relationships and leading to the identification of targocil, a potent antibiotic. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.036

文献信息

• METHODS AND COMPOUNDS FOR ANTIMICROBIAL INTERVENTION
  申请人：Kahne Suzanne Walker

  公开号：US20120046282A1

  公开（公告）日：2012-02-23

  The present invention provides Wall Teichoic Acid biosynthesis inhibitors such as compound 1835F03 (targocil) and related synthetic analogs. The invention also provides pharmaceutical compositions thereof and methods for treating bacterial infection and the suppression of growth of bacterial cells by administering a Wall Teichoic Acid biosynthesis inhibitor. The invention is particularly useful for the treatment of Methicillin-resistant Staphylococcus aureus (MRSA). The invention further provides procedures for the syntheses of Wall Teichoic Acid biosynthesis inhibitors. The invention also provides methods for the identification of antibacterial therapeutic agents.

  本发明提供了壁垂体酸生物合成抑制剂，例如化合物1835F03（targocil）和相关合成类似物。本发明还提供了其制药组合物和通过给予壁垂体酸生物合成抑制剂治疗细菌感染和抑制细菌细胞生长的方法。本发明特别适用于治疗甲氧西林耐药金黄色葡萄球菌（MRSA）感染。本发明还提供了壁垂体酸生物合成抑制剂的合成方法。本发明还提供了抗菌治疗剂的鉴定方法。
• COMPOUNDS FOR ANTIMICROBIAL INTERVENTION
  申请人：President and Fellows of Harvard College

  公开号：EP2303888B1

  公开（公告）日：2015-05-06
• [EN] METHODS AND COMPOUNDS FOR ANTIMICROBIAL INTERVENTION<br/>[FR] PROCÉDÉS ET COMPOSÉS POUR INTERVENTION ANTIMICROBIENNE
  申请人：HARVARD COLLEGE

  公开号：WO2009151561A2

  公开（公告）日：2009-12-17

  The present invention provides Wall Teichoic Acid biosynthesis inhibitors such as compound 1835F03 (targocil) and related synthetic analogs. The invention also provides pharmaceutical compositions thereof and methods for treating bacterial infection and the suppression of growth of bacterial cells by administering a Wall Teichoic Acid biosynthesis inhibitor. The invention is particularly useful for the treatment of Methicillin-resistant Staphylococcus aureus (MRSA). The invention further provides procedures for the syntheses of Wall Teichoic Acid biosynthesis inhibitors. The invention also provides methods for the identification of antibacterial therapeutic agents.
• Development of improved inhibitors of wall teichoic acid biosynthesis with potent activity against Staphylococcus aureus
  作者：Kyungae Lee、Jennifer Campbell、Jonathan G. Swoboda、Gregory D. Cuny、Suzanne Walker

  DOI：10.1016/j.bmcl.2010.01.036

  日期：2010.3

  A small molecule (1835F03) that inhibits Staphylococcus aureus wall teichoic acid biosynthesis, a proposed antibiotic target, has been discovered. Rapid, parallel, solution-phase synthesis was employed to generate a focused library of analogs, providing detailed information about structure-activity relationships and leading to the identification of targocil, a potent antibiotic. (C) 2010 Elsevier Ltd. All rights reserved.