N-monomethoxytritylaminoethanol | 113019-11-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-monomethoxytritylaminoethanol
• 英文别名: 2-(4-monomethoxytrityl)aminoethanol；N-(monomethoxytrityl)ethanolamine；2-(((4-methoxyphenyl)diphenylmethyl)amino)ethanol；2-(monomethoxytrityl)aminoethanol；2-[[(4-Methoxyphenyl)-diphenylmethyl]amino]ethanol
• CAS: 113019-11-7
• 化学式: C₂₂H₂₃NO₂
• 分子量: 333.43
• InChiKey: MDQSCUTUQCVWCM-UHFFFAOYSA-N

物化性质

• 沸点：
  499.1±45.0 °C(Predicted)
• 密度：
  1.125±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-monomethoxytritylaminoethanol 在 四氮唑 、 sodium hydroxide 、 碘 作用下， 以 吡啶 、 甲醇 、 水 为溶剂， 反应 0.17h， 生成 Phosphoric acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-ethyl ester methyl ester
  参考文献：
  名称：

  Polymer support synthesis of oligodeoxyribonucleotide with an aminoethyl or aminohexyl group at the 5' end by the phosphite-triester approach.

  摘要：

  在N-保护的3'-苯甲氧基脱氧核糖核苷的5'-磷酸基团上引入了N-单甲氧基三苯基氧乙基或六基团。经过3'-O-去苯甲酰化和磷酰化后，它们被转化为3'-磷酰胺衍生物。这些衍生物在合成具有氨基乙基或氨基己基的18个脱氧核苷酸的最后偶联反应中使用，采用磷酸三酯法在长链烷基胺控制的孔玻璃珠上进行。经过硫酚和氨处理的部分去保护寡聚物，通过利用单甲氧基三苯基基团的疏水性，迅速在反相C-18硅胶柱上分离。经过醋酸处理，获得了5'端带有氨基乙基或氨基己基的18聚体，随后与荧光化合物进行偶联。与互补寡核苷酸杂交后，测量了紫外-温度特征。

  DOI：

  10.1248/cpb.36.1386
• 作为产物：
  描述：

  C.I.酸性橙108 、 4-甲氧基三苯基氯甲烷 在 吡啶 、 三乙胺 作用下， 反应 1.0h， 以98%的产率得到N-monomethoxytritylaminoethanol
  参考文献：
  名称：

  具有高缀合活性的3'-氨基接头的开发及其在双链平末端的交联中的应用。

  摘要：

  氨基甲酸2-氨基乙基酯接头（ssH接头）在修饰寡核苷酸的5'-末端上表现出高活性；但是，ssH接头不适合3'-末端修饰，因为它在氨水条件下会发生分子内反式酰化反应。我们开发了一种N-（2-氨基乙基）氨基甲酸酯连接基（revH连接基），其中氨基甲酸酯的排列方向相对于氨基甲酸2-氨基乙基酯相反。revH接头对热碱条件具有耐受性，并在与外源分子结合时保持其高反应性。在具有双功能分子的互补双链末端，将3'-revH接头与5'-ssH接头有效连接，从而产生合成的环状结构。通过三链2'-O-甲基RNA的化学连接制备了抗microRNA寡核苷酸（AMO），具有两个烷基环的AMO对miRNA功能表现出高抑制活性。revH接头不仅可用于寡核苷酸的3'末端修饰，而且可与5'-ssH接头结合使用，扩大了应用范围。

  DOI：

  10.1016/j.bmc.2016.03.039

文献信息

• MELANIN PRODUCTION INHIBITOR
  申请人：Yokoyama Kouji

  公开号：US20110243865A1

  公开（公告）日：2011-10-06

  Disclosed is a melanin production inhibitor which has an excellent inhibitory activity on the production of melanin and is highly safe. The melanin production inhibitor comprises a compound represented by general formula (1) (excluding clotrimazole), and/or a pharmacologically acceptable salt thereof. In the formula, A1, A2 and A3 are independently selected from a hydrogen atom, an aryl group which may have a substituent, and an aromatic heterocyclic group which may have a substituent, wherein at least one of A1, A2 and A3 is selected from the aryl group and the aromatic heterocyclic group, the total number of carbon atoms contained in A1, A2 and A3 is 6 to 50 and, when at least two of A1, A2 and A3 represent the aryl groups or the aromatic heterocyclic groups, the adjacent two aryl or aromatic heterocyclic groups may be bound to each other via an alkyl chain or an alkenyl chain to form a ring; m represents an integer of 0 to 2; X represents a hetero atom, a hydrogen atom, or a carbon atom; R1 and R2 are independently selected from a hydrogen atom and an oxo group, wherein when one of R1 and R2 is an oxo group, the other is not present; and R3 is selected from a hydrogen atom, and a C 1-8 hydrocarbon group in which one or some of hydrogen atoms or carbon atoms may be substituted by a hetero atom or hetero atoms, wherein the number of R3's present in the compound corresponds to the number of X's and, when two or more R3's are present, the R3's are independently present and the adjacent two R3's may be bound to each other to form, together with X, a ring, and the terminal of R3 may be bound to a carbon atom to which A1, A2 and A3 are bound, thereby forming a ring.

  披露了一种黑色素生产抑制剂，它对黑色素的生产具有出色的抑制活性且高度安全。该黑色素生产抑制剂包括由通用公式（1）表示的化合物（不包括克霉唑）和/或其药理上可接受的盐。在公式中，A1、A2和A3独立地选自氢原子、可能带有取代基的芳基团和可能带有取代基的芳香杂环团，其中至少A1、A2和A3之一选自芳基团和芳香杂环团，A1、A2和A3中包含的碳原子总数为6至50，并且当至少两个A1、A2和A3表示芳基团或芳香杂环团时，相邻的两个芳基或芳香杂环团可以通过烷基链或烯基链相互连接形成环；m代表0至2的整数；X代表异原子、氢原子或碳原子；R1和R2独立地选自氢原子和氧代基，其中当R1和R2之一是氧代基时，另一个不出现；R3选自氢原子和C 1-8 碳氢化合物组，其中一些或所有的氢原子或碳原子可能被异原子或异原子取代，其中化合物中存在的R3的数量对应于X的数量，并且当存在两个或更多R3时，R3独立地存在，并且相邻的两个R3可以相互连接以与X一起形成环，并且R3的末端可以与A1、A2和A3连接的碳原子结合，从而形成环。
• Oligonucleotide probe
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：US07491857B2

  公开（公告）日：2009-02-17

  An aminated oligonucleotide probe is provided, in which the amino group possesses improved reactivity. The present invention relates to an oligonucleotide probe, which is represented by general formula 1: (wherein R1 is a hydrogen atom or a protecting group for an amino group, R2 and R3 are each independently a divalent organic group, and A is an oligonucleotide).

  提供了一种改进了反应性的氨基团的动画寡核苷酸探针。本发明涉及一种由一般式1表示的寡核苷酸探针：（其中R1是氢原子或氨基的保护基团，R2和R3各自独立地是二价有机基团，A是寡核苷酸）。
• SOLID-PHASE CARRIER FOR AMINATED OLIGONUCLEOTIDE
  申请人：Komatsu Yasuo

  公开号：US20140187724A1

  公开（公告）日：2014-07-03

  Provided are a solid-phase carrier for solid-phase synthesis of nucleic acid having improved amino group reactivity, and an aminated oligonucleotide to which an amino group has been attached. The present invention relates to an aminated oligonucleotide represented by formula (I).

  本发明提供了一种用于核酸固相合成的固相载体，其具有改善的氨基反应性，以及已附加氨基的氨基化寡核苷酸。本发明涉及一种由式(I)表示的氨基化寡核苷酸。
• OLIGONUCLEOTIDE PROBE
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：EP1908829A1

  公开（公告）日：2008-04-09

  An aminated oligonucleotide probe is provided, in which the amino group possesses improved reactivity. The present invention relates to an oligonucleotide probe, which is represented by general formula 1: (wherein R1 is a hydrogen atom or a protecting group for an amino group, R2 and R3 are each independently a divalent organic group, and A is an oligonucleotide).

  本发明提供了一种氨基化寡核苷酸探针，其中的氨基具有更好的反应活性。本发明涉及一种寡核苷酸探针，由通式 1 表示： (其中 R1 是氢原子或氨基的保护基团，R2 和 R3 各自独立地是二价有机基团，A 是寡核苷酸）。
• Melanin production inhibitor
  申请人：Pola Chemical Industries Inc.

  公开号：EP2845587A2

  公开（公告）日：2015-03-11

  Disclosed is a melanin production inhibitor which has an excellent inhibitory activity on the production of melanin and is highly safe. The melanin production inhibitor comprises a compound represented by general formula (1) (excluding clotrimazole) and/or a pharmacologically acceptable salt thereof. In the formula, A1, A2 and A3 are independently selected from a hydrogen atom, an aryl group which may have a substituent, and an aromatic heterocyclic group which may have a substituent, wherein at least one of A1, A2 andA3 is selected from the aryl group and the aromatic heterocyclic group, the total number of carbon atoms contained in A1, A2 and A3 is 6 to 50 and, when at least two of A1, A2 and A3 represent the aryl groups or the aromatic heterocyclic groups, the adjacent two aryl or aromatic heterocyclic groups may be bound to each other via an alkyl chain or an alkenyl chain to form a ring; m represents an integer of 0 to 2; X represents a hetero atom, a hydrogen atom, or a carbon atom; R1 and R2 are independently selected from a hydrogen atom and an oxo group, wherein when one of R1 and R2 is an oxo group, the other is not present; and R3 is selected from a hydrogen atom, and a C1-8 hydrocarbon group in which one or some of hydrogen atoms or carbon atoms may be substituted by a hetero atom or hetero atoms, wherein the number of R3's present in the compound corresponds to X and, when two or more R3' s are present, the R3' s are independently present and the adjacent two R3's may be bound to each other to form, together with X, a ring, and the terminal of R3 may be bound to a carbon atom to which A1, A2 and A3 are bound, thereby forming a ring.

  本发明公开了一种黑色素生成抑制剂，它对黑色素的生成具有极佳的抑制活性，且安全性高。黑色素生成抑制剂包括通式（1）代表的化合物（不包括克霉唑）和/或其药理上可接受的盐。式中，A1、A2 和 A3 独立选自氢原子、可具有取代基的芳基和可具有取代基的芳香杂环基团，其中 A1、A2 和 A3 中至少有一个选自芳基和芳香杂环基团、A1、A2 和 A3 所含的碳原子总数为 6 至 50，当 A1、A2 和 A3 中至少有两个代表芳基或芳香杂环基团时，相邻的两个芳基或芳香杂环基团可通过烷基链或烯基链相互结合形成一个环；m 代表 0 至 2 的整数； X 代表杂原子、氢原子或碳原子；R1 和 R2 分别独立地选自氢原子和氧代基团，其中当 R1 和 R2 中的一个是氧代基团时，另一个不存在；R3选自氢原子和C1-8烃基，其中一个或部分氢原子或碳原子可被一个或多个杂原子取代，其中化合物中存在的R3的数目与X相对应，当存在两个或多个R3's时，R3's独立存在，相邻的两个R3's可相互结合，与X一起形成一个环，R3的末端可与A1、A2和A3所结合的碳原子结合，从而形成一个环。