bis[2-(benzylamino)ethyl]carbamic acid tert-butyl ester | 1076203-23-0

• 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: bis[2-(benzylamino)ethyl]carbamic acid tert-butyl ester
• 英文别名: tert-butyl N,N-bis[2-(benzylamino)ethyl]carbamate
• CAS: 1076203-23-0
• 化学式: C₂₃H₃₃N₃O₂
• 分子量: 383.534
• InChiKey: WECGEGHVMZKYLF-UHFFFAOYSA-N

物化性质

• 沸点：
  510.8±45.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  53.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis[2-(benzylamino)ethyl]carbamic acid tert-butyl ester 、 苯乙酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以74%的产率得到bis{2-[benzyl(phenylacetyl)amino]ethyl}carbamic acid tert-butyl ester
  参考文献：
  名称：

  Achiral oligoamines as versatile tool for the development of aspartic protease inhibitors

  摘要：

  Due to the important role that aspartic proteases play in many patho-physiological processes, they have intensively been targeted by modern drug development. However, up to now, only for two family members, renin and HIV protease, approved drugs are available. Inhibitor development, mostly guided by mimicking the natural peptide substrates, resulted in very potent inhibitors for several targets, but the pharmacokinetic properties of these compounds were often not optimal. Herein we report a novel approach for lead structure discovery of non-peptidic aspartic protease inhibitors using easily accessible achiral linear oligoamines as starting point. An initial library comprising 11 inhibitors was developed and screened against six selected aspartic proteases. Several hits could be identified, among them selective as well as rather promiscuous inhibitors. The design concept was confirmed by determination of the crystal structure of two derivatives in complex with the HIV-1 protease, and represents a promising basis for the further inhibitor development. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.012
• 作为产物：
  描述：

  苯甲醛 、 N'-BOC,2,2-二氨基乙二胺 在 Pd-BaSO₄ 氢气 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以49%的产率得到bis[2-(benzylamino)ethyl]carbamic acid tert-butyl ester
  参考文献：
  名称：

  Achiral oligoamines as versatile tool for the development of aspartic protease inhibitors

  摘要：

  Due to the important role that aspartic proteases play in many patho-physiological processes, they have intensively been targeted by modern drug development. However, up to now, only for two family members, renin and HIV protease, approved drugs are available. Inhibitor development, mostly guided by mimicking the natural peptide substrates, resulted in very potent inhibitors for several targets, but the pharmacokinetic properties of these compounds were often not optimal. Herein we report a novel approach for lead structure discovery of non-peptidic aspartic protease inhibitors using easily accessible achiral linear oligoamines as starting point. An initial library comprising 11 inhibitors was developed and screened against six selected aspartic proteases. Several hits could be identified, among them selective as well as rather promiscuous inhibitors. The design concept was confirmed by determination of the crystal structure of two derivatives in complex with the HIV-1 protease, and represents a promising basis for the further inhibitor development. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.012

文献信息

• OLIGONUCLEOTIDE DECOYS AND METHODS OF USE
  申请人：Jones Walter Keith

  公开号：US20090099108A1

  公开（公告）日：2009-04-16

  The present invention describes reagents and methods for using a concatemerized double-stranded oligonucleotide molecules (CODN) for transcription factor decoys. In one embodiment, the concatemers consist of a variable number of end-to-end repeated copies of a short (more than 5, 10, 15, 20, 2, 3035, 40, 45, 50, 75, 100, or more by but generally less than about 3 kb) dsDNA containing a sequence or sequences that act as transcription factor decoys. The present invention also provides for the use of the polymers for CODN/polymer complexes to a specific cell type; thus the agent can be made organ, tissue and/or cell-type specific. In another embodiment, the present invention provides for use of the CODN's in vitro or in vivo, in isolated cells or intact animals in which specific blockade of transcription factors or delivery of DNA or other biological effector is desirable. In one embodiment, this includes use as a research tool, including studies of specific genes and studies to identify specific genes regulated by the transcription factors targeted. In another embodiment, the present invention provides for using polyamides for NF-kB-specific CODN delivery in the treatment of myocardial ischemia/reperfusion and myocardial infarction, heart failure and hypertrophy, cardioprotection, stroke, neuroprotection, sepsis, arthritis, asthma, heritable inflammatory disorders, cancer, heritable immune dysfunctions, inflammatory processes, whether caused by disease or injury or infection, oxidative stress to any organ whether caused by disease, surgery or injury. The decoys may be any transcription factors, including, but not limited to, NF-kB, AP-I, ATF2, ATF3, SP 1 and others.

  本发明描述了一种使用串联双链寡核苷酸分子（CODN）作为转录因子诱饵的试剂和方法。在一种实施例中，串联体由一种短的（大于5、10、15、20、25、30、35、40、45、50、75、100或更多，但通常小于约3 kb）双链DNA的端对端重复拷贝构成，其中包含作为转录因子诱饵的一个或多个序列。本发明还提供了将聚合物用于CODN/聚合物复合物对特定细胞类型的使用；因此，该试剂可以被制成特定的器官、组织和/或细胞类型。在另一种实施例中，本发明提供了在离体或体内、在孤立的细胞或完整的动物中使用CODN的方法，其中需要特定的转录因子阻断或DNA或其他生物效应物的递送。在一种实施例中，这包括用作研究工具，包括研究特定基因和研究识别被靶向的转录因子调控的特定基因。在另一种实施例中，本发明提供了使用聚酰胺进行NF-kB特异性CODN递送，用于治疗心肌缺血/再灌注和心肌梗死、心力衰竭和肥厚、心脏保护、中风、神经保护、败血症、关节炎、哮喘、遗传性炎症性疾病、癌症、遗传性免疫功能障碍、炎症过程，无论是由疾病、手术还是损伤或感染引起的，以及对任何器官的氧化应激。诱饵可以是任何转录因子，包括但不限于NF-kB、AP-I、ATF2、ATF3、SP1等。
• POLYAMIDES FOR NUCLEIC ACID DELIVERY
  申请人：Reineke Theresa M.

  公开号：US20090105115A1

  公开（公告）日：2009-04-23

  The present invention provides a new class of non-viral transduction vectors that can be used for both in vivo and in vitro applications. The present invention also provides a gene transfer vector that has comparable efficiency to a viral vector without the potential for a life-threatening immune response. Complexes according to the invention or portions thereof, can comprise a cellular delivery molecule or agent that can facilitate the translocation of the complex or portion thereof into cells. In some embodiments, cellular delivery molecules for use in the present invention may comprise one or more polymers of the present invention, e.g., polyamides, dendritic macromolecules and carbohydrate-containing degradable polyesters.
• Trehalose Click Polymers for Delivery of Biologically Active Molecules
  申请人：Reineke Theresa Marie

  公开号：US20090124534A1

  公开（公告）日：2009-05-14

  Novel trehalose click polymers have in vitro and in vivo application in the cellular delivery of biologically active molecules, including nucleic acids and polypeptides. The trehalose click polymers of the present invention provide increased stability in serum as compared with other non-viral vectors, and are particularly useful in protecting nucleic acids against degradation.
• US7927873B2
  申请人：——

  公开号：US7927873B2

  公开（公告）日：2011-04-19
• US8034619B2
  申请人：——

  公开号：US8034619B2

  公开（公告）日：2011-10-11