di-tert-butyl (((4-azido-1,2-phenylene)bis(oxy))bis(propane-3,1-diyl))dicarbamate | 1443619-94-0

• 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: di-tert-butyl (((4-azido-1,2-phenylene)bis(oxy))bis(propane-3,1-diyl))dicarbamate
• 英文别名: tert-butyl N-[3-[4-azido-2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propoxy]phenoxy]propyl]carbamate
• CAS: 1443619-94-0
• 化学式: C₂₂H₃₅N₅O₆
• 分子量: 465.55
• InChiKey: DEZQKHMYWUHYAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  33
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,3-二乙炔苯 、 di-tert-butyl (((4-azido-1,2-phenylene)bis(oxy))bis(propane-3,1-diyl))dicarbamate 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 19.0h， 生成
  参考文献：
  名称：

  Expedient Synthesis of SMAMPs via Click Chemistry

  摘要：

  A novel series of synthetic mimics of antimicrobial peptides (SMAMPs) containing triazole linkers were assembled using click chemistry. While only moderately active in buffer alone, an increase in antimicrobial activity against Staphylococcus aureus and Escherichia coli was observed when these SMAMPs were administered in the presence of mouse serum. One compound had minimum inhibitory concentrations (MICs) of 0.39 mu g/mL and 6.25 mu g/mL, respectively, and an HC50 of 693 mu g/mL. These values compared favorably to peptide-based antimicrobials. A correlation between the net positive charge and SMAMP antimicrobial activity was observed. The triazole linker, an amide surrogate, was found to provide better antimicrobial activity against both S. aureus and E. coli when compared to other analogues.

  DOI：

  10.1021/ml400155a
• 作为产物：
  描述：

  4-溴邻苯二酚 在 copper(l) iodide 、 sodium azide 、 potassium carbonate 、 L-脯氨酸 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 59.67h， 生成 di-tert-butyl (((4-azido-1,2-phenylene)bis(oxy))bis(propane-3,1-diyl))dicarbamate
  参考文献：
  名称：

  Expedient Synthesis of SMAMPs via Click Chemistry

  摘要：

  A novel series of synthetic mimics of antimicrobial peptides (SMAMPs) containing triazole linkers were assembled using click chemistry. While only moderately active in buffer alone, an increase in antimicrobial activity against Staphylococcus aureus and Escherichia coli was observed when these SMAMPs were administered in the presence of mouse serum. One compound had minimum inhibitory concentrations (MICs) of 0.39 mu g/mL and 6.25 mu g/mL, respectively, and an HC50 of 693 mu g/mL. These values compared favorably to peptide-based antimicrobials. A correlation between the net positive charge and SMAMP antimicrobial activity was observed. The triazole linker, an amide surrogate, was found to provide better antimicrobial activity against both S. aureus and E. coli when compared to other analogues.

  DOI：

  10.1021/ml400155a

文献信息

• [EN] CYCLIC COMPOUNDS AND METHODS OF MAKING AND USING THE SAME<br/>[FR] COMPOSÉS CYCLIQUES ET LEURS PROCÉDÉS DE FABRICATION ET D'UTILISATION
  申请人：POLYMEDIX INC

  公开号：WO2013090185A1

  公开（公告）日：2013-06-20

  The present invention provides compounds, or pharmaceutically acceptable salts thereof, for inhibiting the growth of a microbe; treating a mammal having a microbial infection, mucositis, an ophthalmic infection, an otic infection, a cancer, or a Mycobacterium infection; inhibiting the growth of a Mycobacterium species; modulating an immune response in a mammal; or antagonizing unfractionated heparin, low molecular weight heparin, or a heparin/low molecular weight heparin derivative.

  本发明提供了用于抑制微生物生长的化合物或其药学上可接受的盐；用于治疗患有微生物感染、口腔炎、眼科感染、耳科感染、癌症或结核分枝杆菌感染的哺乳动物；用于抑制结核分枝杆菌物种的生长；用于调节哺乳动物的免疫反应；或用于拮抗非分级肝素、低分子肝素或肝素/低分子肝素衍生物。
• CYCLIC COMPOUNDS AND METHODS OF MAKING AND USING THE SAME
  申请人：Cellceutix Corporation

  公开号：US20150031738A1

  公开（公告）日：2015-01-29

  The present invention provides compounds, or pharmaceutically acceptable salts thereof, for inhibiting the growth of a microbe; treating a mammal having a microbial infection, mucositis, an ophthalmic infection, an otic infection, a cancer, or a Mycobacterium infection; inhibiting the growth of a Mycobacterium species; modulating an immune response in a mammal; or antagonizing unfractionated heparin, low molecular weight heparin, or a heparin/low molecular weight heparin derivative.

  本发明提供化合物或其药学上可接受的盐，用于抑制微生物的生长；治疗患有微生物感染、口腔炎症、眼部感染、耳部感染、癌症或分枝杆菌感染的哺乳动物；抑制分枝杆菌属的生长；调节哺乳动物的免疫反应；或拮抗非分散肝素、低分子量肝素或肝素/低分子量肝素衍生物。
• US9469616B2
  申请人：——

  公开号：US9469616B2

  公开（公告）日：2016-10-18
• Expedient Synthesis of SMAMPs via Click Chemistry
  作者：Tsung-hao Fu、Yan Li、Hitesh D. Thaker、Richard W. Scott、Gregory N. Tew

  DOI：10.1021/ml400155a

  日期：2013.9.12

  A novel series of synthetic mimics of antimicrobial peptides (SMAMPs) containing triazole linkers were assembled using click chemistry. While only moderately active in buffer alone, an increase in antimicrobial activity against Staphylococcus aureus and Escherichia coli was observed when these SMAMPs were administered in the presence of mouse serum. One compound had minimum inhibitory concentrations (MICs) of 0.39 mu g/mL and 6.25 mu g/mL, respectively, and an HC50 of 693 mu g/mL. These values compared favorably to peptide-based antimicrobials. A correlation between the net positive charge and SMAMP antimicrobial activity was observed. The triazole linker, an amide surrogate, was found to provide better antimicrobial activity against both S. aureus and E. coli when compared to other analogues.