N'-(1,3-benzoxazol-2-yl)propane-1,3-diamine | 1184746-40-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: N'-(1,3-benzoxazol-2-yl)propane-1,3-diamine
• CAS: 1184746-40-4
• 化学式: C₁₀H₁₃N₃O
• 分子量: 191.233
• InChiKey: BDBFDRPTPKUZCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  64.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N'-(1,3-benzoxazol-2-yl)propane-1,3-diamine 、 3,4-二氯苯甲醛 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.17h， 生成
  参考文献：
  名称：

  Preparation, antibacterial evaluation and preliminary structure–activity relationship (SAR) study of benzothiazol- and benzoxazol-2-amine derivatives

  摘要：

  In this study, a novel benzothiazol- and benzooxazol-2-amine scaffold with antibacterial activity was designed and synthesized. Preliminary structure-activity relationship analysis displayed that compound 8t with a 5,6-difluorosubstituted benzothiazole was found to be a potent inhibitor of Gram-positive pathogens, and exhibited some potential against drug-resistant bacteria and without cytotoxicity in therapeutic concentrations. In addition, molecular docking studies indicated that Staphylococcus aureus methionyl-tRNA synthetase might be the possible target of these compounds. Taken together, the present study provides an effective entry to the synthesis of a good lead for subsequent optimization and a new small molecule candidate drug for antibacterial therapeutics. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.079
• 作为产物：
  描述：

  2-氯苯并恶唑 在 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 N'-(1,3-benzoxazol-2-yl)propane-1,3-diamine
  参考文献：
  名称：

  Preparation, antibacterial evaluation and preliminary structure–activity relationship (SAR) study of benzothiazol- and benzoxazol-2-amine derivatives

  摘要：

  In this study, a novel benzothiazol- and benzooxazol-2-amine scaffold with antibacterial activity was designed and synthesized. Preliminary structure-activity relationship analysis displayed that compound 8t with a 5,6-difluorosubstituted benzothiazole was found to be a potent inhibitor of Gram-positive pathogens, and exhibited some potential against drug-resistant bacteria and without cytotoxicity in therapeutic concentrations. In addition, molecular docking studies indicated that Staphylococcus aureus methionyl-tRNA synthetase might be the possible target of these compounds. Taken together, the present study provides an effective entry to the synthesis of a good lead for subsequent optimization and a new small molecule candidate drug for antibacterial therapeutics. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.079

文献信息

• [EN] PHTHALIMIDE CARBOXYLIC ACID DERIVATIVES<br/>[FR] DERIVES D'ACIDES CARBOXYLIQUES PHTALIMIDIQUES
  申请人：OXFORD GLYCOSCIENCES UK LTD

  公开号：WO2003074516A1

  公开（公告）日：2003-09-12

  The present invention relates to phthalimide carboxylic acid derivatives of formula (I), methods for their preparation, pharmaceutical compositions containing them and their use in medicine, specifically in the treatment of cancer. (I), wherein X is O or S; R1 is a phthalimide carboxylic acid group of formula (II). R is hydrogen, C1-C6 alkyl, aryl or C1-C3 alkylaryl and R2, R3 and R4 represent various substituents.

  本发明涉及公式（I）的邻苯二甲酰亚胺羧酸衍生物，其制备方法，含有它们的药物组合物以及它们在医学中的应用，具体用于癌症治疗。在公式（I）中，X为O或S；R1为公式（II）的邻苯二甲酰亚胺羧酸基团。R为氢、C1-C6烷基、芳基或C1-C3烷基芳基，R2、R3和R4代表各种取代基。
• Phthalimide carboxylic acid derivatives
  申请人：Courtney Martin Stephen

  公开号：US20050203153A1

  公开（公告）日：2005-09-15

  The present invention relates to phthalimide carboxylic acid derivatives of formula (I), methods for their preparation, pharmaceutical compositions containing them and their use in medicine, specifically in the treatment of cancer. (I), wherein X is O or S; R 1 is a phthalimide carboxylic acid group of formula (II). R is hydrogen, C 1 -C 6 alkyl, aryl or C 1 -C 3 alkylaryl and R 2 , R 3 and R 4 represent various substituents.

  本发明涉及公式（I）的邻苯二甲酰亚胺羧酸衍生物，其制备方法，包含它们的制药组合物以及它们在医学上的用途，特别是在癌症治疗中。其中，X为O或S；R1是公式（II）的邻苯二甲酰亚胺羧酸基团。R为氢，C1-C6烷基，芳基或C1-C3烷基芳基，而R2，R3和R4代表各种取代基。
• PHTHALIMIDE CARBOXYLIC ACID DERIVATIVES
  申请人：Oxford GlycoSciences (UK) Ltd,Attn: Mary Gadsden

  公开号：EP1483261A1

  公开（公告）日：2004-12-08
• US7138425B2
  申请人：——

  公开号：US7138425B2

  公开（公告）日：2006-11-21
• Preparation, antibacterial evaluation and preliminary structure–activity relationship (SAR) study of benzothiazol- and benzoxazol-2-amine derivatives
  作者：Liang Ouyang、Yuhui Huang、Yuwei Zhao、Gu He、Yongmei Xie、Jie Liu、Jun He、Bo Liu、Yuquan Wei

  DOI：10.1016/j.bmcl.2012.03.079

  日期：2012.5

  In this study, a novel benzothiazol- and benzooxazol-2-amine scaffold with antibacterial activity was designed and synthesized. Preliminary structure-activity relationship analysis displayed that compound 8t with a 5,6-difluorosubstituted benzothiazole was found to be a potent inhibitor of Gram-positive pathogens, and exhibited some potential against drug-resistant bacteria and without cytotoxicity in therapeutic concentrations. In addition, molecular docking studies indicated that Staphylococcus aureus methionyl-tRNA synthetase might be the possible target of these compounds. Taken together, the present study provides an effective entry to the synthesis of a good lead for subsequent optimization and a new small molecule candidate drug for antibacterial therapeutics. (C) 2012 Elsevier Ltd. All rights reserved.