di-tert-butyl (((2-aminoethyl)azanediyl)bis(ethane-2,1-diyl))dicarbamate | 161038-11-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: di-tert-butyl (((2-aminoethyl)azanediyl)bis(ethane-2,1-diyl))dicarbamate
• 英文别名: bis-[2-(tert-butoxycarbonylamino)ethyl]-(2-aminoethyl)amine；{2-[(2-amino-ethyl)-(2-tert-butoxycarbonylamino-ethyl)-amino]-ethyl}-carbamic acid tert-butyl ester；tert-butyl N-[2-[2-aminoethyl-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]ethyl]carbamate
• CAS: 161038-11-5
• 化学式: C₁₆H₃₄N₄O₄
• 分子量: 346.47
• InChiKey: ZUGAZKZVINVODH-UHFFFAOYSA-N

物化性质

• 沸点：
  472.2±35.0 °C(Predicted)
• 密度：
  1.055±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  24
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  di-tert-butyl (((2-aminoethyl)azanediyl)bis(ethane-2,1-diyl))dicarbamate 在 咪唑 、 sulfur 、 mercury(II) oxide 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 1.0h， 生成 2-{2-[bis-(2-{tert-butoxycarbonylamino}ethyl)amino]ethylamino}-1H-benzimidazole-5-carboxylic acid methyl ester
  参考文献：
  名称：

  Metal-Free Catalysts for the Hydrolysis of RNA Derived from Guanidines, 2-Aminopyridines, and 2-Aminobenzimidazoles

  摘要：

  2-Aminopyridine and 2-aminobenzimidazole were chosen as structural analogues to substitute guanidinium groups in receptor molecules designed as phosphoryl transfer catalysts. Shifting the pK(a) of the guanidinium analogues toward 7 was expected to raise catalytic activities in aqueous buffer. Although the pK(a)'s of both heterocycles are similar (6.2 and 7.0), only 2-aminobenzimidazole led to active RNA cleavers. All cleavage assays were run with fluorescently labeled substrates and a DNA sequencer. RNase contaminations would degrade RNA enantioselectively. In contrast, achiral catalysts such as 9b and 10b necessarily induce identical cleavage patterns in RNA and its mirror image. This principle allowed us to safely rule out contamination effects in this study. The most active catalysts, tris(2-aminobenzimidazoles) 9b and 1 Ob, were shown by fluorescence correlation spectroscopy (FCS) to aggregate with oligonucleotides. However, at very low concentrations the compounds are still active in the nonaggregated state. Conjugates of 10b with antisense oligonucleotides or RNA binding peptides, therefore, will be promising candidates as site specific artificial ribonucleases.

  DOI：

  10.1021/ja0443934
• 作为产物：
  描述：

  三(2-氨基乙基)胺 、 2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile 以 四氢呋喃 为溶剂， 以53%的产率得到di-tert-butyl (((2-aminoethyl)azanediyl)bis(ethane-2,1-diyl))dicarbamate
  参考文献：
  名称：

  Metal-Free Catalysts for the Hydrolysis of RNA Derived from Guanidines, 2-Aminopyridines, and 2-Aminobenzimidazoles

  摘要：

  2-Aminopyridine and 2-aminobenzimidazole were chosen as structural analogues to substitute guanidinium groups in receptor molecules designed as phosphoryl transfer catalysts. Shifting the pK(a) of the guanidinium analogues toward 7 was expected to raise catalytic activities in aqueous buffer. Although the pK(a)'s of both heterocycles are similar (6.2 and 7.0), only 2-aminobenzimidazole led to active RNA cleavers. All cleavage assays were run with fluorescently labeled substrates and a DNA sequencer. RNase contaminations would degrade RNA enantioselectively. In contrast, achiral catalysts such as 9b and 10b necessarily induce identical cleavage patterns in RNA and its mirror image. This principle allowed us to safely rule out contamination effects in this study. The most active catalysts, tris(2-aminobenzimidazoles) 9b and 1 Ob, were shown by fluorescence correlation spectroscopy (FCS) to aggregate with oligonucleotides. However, at very low concentrations the compounds are still active in the nonaggregated state. Conjugates of 10b with antisense oligonucleotides or RNA binding peptides, therefore, will be promising candidates as site specific artificial ribonucleases.

  DOI：

  10.1021/ja0443934

文献信息

• Pyrimidine compounds
  申请人：Yen Chi-Feng

  公开号：US20060281712A1

  公开（公告）日：2006-12-14

  This invention relates to a method for treating inflammatory diseases or immune diseases, developmental or degenerative diseases, or tissue injuries. The method includes administering to a subject in need thereof an effective amount of one or more compounds of formula (I). Each variable in this formula is defined in the specification.

  这项发明涉及一种治疗炎症性疾病或免疫性疾病、发育性或退行性疾病或组织损伤的方法。该方法包括向需要的受试者施用一种或多种式(I)化合物的有效量。该式中的每个变量在说明书中有定义。
• Small Molecule Recognition Triggers Secondary and Tertiary Interactions in DNA Folding and Hammerhead Ribozyme Catalysis
  作者：Jie Mao、Chris DeSantis、Dennis Bong

  DOI：10.1021/jacs.7b05448

  日期：2017.7.26

  We have identified tris(2-aminoethyl)amine (tren)-derived scaffolds with two (t2M) or four (t4M) melamine rings that can target oligo T/U domains in DNA/RNA. Unstructured T-rich DNAs cooperatively fold with the tren derivatives to form hairpin-like structures. Both t2M and t4M act as functional switches in a family of hammerhead ribozymes deactivated by stem or loop replacement with a U-rich sequence

  我们已经确定了具有两个 (t2M) 或四个 (t4M) 三聚氰胺环的三 (2-氨基乙基) 胺 (tren) 衍生支架，可以靶向 DNA/RNA 中的寡聚 T/U 结构域。非结构化富含 T 的 DNA 与 tren 衍生物协同折叠形成发夹状结构。t2M 和 t4M 都作为锤头状核酶家族中的功能开关，通过用富含 U 的序列替换茎或环而失活。这些锤头状核酶中键断裂的催化作用可以通过茎二级结构的推定 t2M/t4M 重折叠或环和茎之间的三级桥接相互作用来恢复。t2M/t4M 结合位点的简单性能够在 RNA 中进行变构编程，将寡-U 结构域重新编码为二级结构或三级接触的潜在位点。
• Sequence-specific RNA cleavage by PNA conjugates of the metal-free artificial ribonuclease tris(2-aminobenzimidazole)
  作者：Friederike Danneberg、Alice Ghidini、Plamena Dogandzhiyski、Elisabeth Kalden、Roger Strömberg、Michael W Göbel

  DOI：10.3762/bjoc.11.55

  日期：——

  Tris(2-aminobenzimidazole) conjugates with antisense oligonucleotides are effective site-specific RNA cleavers. Their mechanism of action is independent of metal ions. Here we investigate conjugates with peptide nucleic acids (PNA). RNA degradation occurs with similar rates and substrate specificities as in experiments with DNA conjugates we performed earlier. Although aggregation phenomena are observed in some cases, proper substrate recognition is not compromised. While our previous synthesis of 2-aminobenzimidazoles required an HgO induced cyclization step, a mercury free variant is described herein.

  Tris(2-氨基苯并咪唑)与反义寡核苷酸结合物是有效的特异位点RNA切割酶。它们的作用机制与金属离子无关。在这里，我们研究了与肽核酸（PNA）结合物。RNA降解的速率和底物特异性与我们之前进行的DNA结合物实验中相似。尽管在某些情况下观察到聚集现象，但适当的底物识别并未受到影响。尽管我们之前合成2-氨基苯并咪唑需要HgO诱导的环化步骤，但本文描述了一种无汞的变种。
• ALPHA-EMITTING COMPLEXES
  申请人：Ramdahl Thomas

  公开号：US20130183235A1

  公开（公告）日：2013-07-18

  The present invention provides a tissue-targeting complex comprising a tissue targeting moiety, an octadentate hydroxypyridinone-containing ligand and the ion of an alpha-emitting thorium radionuclide. The invention additionally provides therapeutic methods employing such complexes, methods of their production and use, and kits and pharmaceutical compositions comprising such complexes.

  本发明提供了一种组织靶向复合物，包括一个组织靶向基团、一个含有八齿羟基吡啶酮的配体和一个α放射性钍放射性核素的离子。此外，本发明还提供了使用这种复合物的治疗方法、其生产和使用方法，以及包含这种复合物的试剂盒和药物组合物。
• [EN] OLIGONUCLEOTIDES CONJUGATED TO FATTY ACIDS<br/>[FR] OLIGONUCLÉOTIDES CONJUGUÉS À DES ACIDES GRAS
  申请人：ASTRAZENECA AB

  公开号：WO2022058386A1

  公开（公告）日：2022-03-24

  Provided are lipid conjugated oligonucleotides that allow for delivery of the oligonucleotides to specific tissues in the body. The lipid on the conjugated oligonucleotide comprises an acyl group having a free terminal carboxylic acid group. Also provided are methods for synthesizing lipid conjugated oligonucleotides having with a lipid comprising an acyl group having a free terminal carboxylic acid group, along with methods for delivering the lipid conjugated oligonucleotides and methods for using the lipid conjugated oligonucleotides for treating disease.

  提供了脂质共轭寡核苷酸，可实现将寡核苷酸传递到身体中特定组织。脂质共轭寡核苷酸上的脂质包括具有自由末端羧酸基团的酰基团。还提供了合成具有脂质（包括具有自由末端羧酸基团的酰基团）的脂质共轭寡核苷酸的方法，以及传递脂质共轭寡核苷酸的方法和利用脂质共轭寡核苷酸治疗疾病的方法。