9-β-D-arabinofuranosyl-9H-purin-6-amine, monohydrate | 6055-76-1

• 物质功能分类: 生物化工 - 核酸类
• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 9-β-D-arabinofuranosyl-9H-purin-6-amine, monohydrate
• 英文别名: 8-Azatubercidinmonohydrat；Adenosine monohydrate；(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;hydrate
• CAS: 6055-76-1；24356-66-9
• 化学式: C₁₀H₁₃N₅O₄*H₂O
• 分子量: 285.26
• InChiKey: ZTHWFVSEMLMLKT-MCDZGGTQSA-N

物化性质

• 熔点：
  253 °C
• 沸点：
  427.69°C (rough estimate)
• 密度：
  1.3439 (rough estimate)
• 溶解度：
  溶于二甲基甲酰胺

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  141
• 氢给体数：
  5
• 氢受体数：
  9

制备方法与用途

生物活性

Vidarabine monohydrate 是一种腺嘌呤阿拉伯糖苷，也是一种抗病毒药。它对单纯疱疹病毒 (HSV) 和水痘带状疱疹病毒具有生物活性。

类别

有毒物品

毒性分级

低毒

急性毒性

• 腹腔注射 - 小鼠 LD50：4677 毫克/公斤
• 口服 - 小鼠 LD50：7950 毫克/公斤

可燃性危险特性

可燃；燃烧时会释放有毒氮氧化物烟雾

储运特性

应存放在通风、低温和干燥的库房中，并与食品原料分开存放

灭火剂

干粉、泡沫、砂土、二氧化碳，或使用雾状水

文献信息

• [EN] A METHOD FOR THE PREPARATION OF 2-[4-[(METHYLAMINO) CARBONYL] -1-H-PYRAZOL-1-YL] ADENOSINE MONOHYDRATE<br/>[FR] PROCÉDÉ DE PRÉPARATION DE MONOHYDRATE DE 2-[4-[(MÉTHYLAMINO)CARBONYL]-1-H-PYRAZOL-1-YL]ADÉNOSINE
  申请人：FARMAK A S

  公开号：WO2013026424A1

  公开（公告）日：2013-02-28

  A method for the' preparation of 2-[4-[(methylamino)carbonyl]-1-H-pyrazol-1- yl]adenosine monohydrate of formula I by reaction of 2-(4-methoxycarbonylpyrazol-1-yl) adenosine of formula III with a solution of methylamine in a non-aqueous solvent, optionally in combination with another inert solvent, to produce anhydrous 2-[4-[(methylamino)carbonyl]- 1-H-pyrazol-1-yl]adenosine, which is converted to 2-[4-[(methylamino)carbonyl]-1-H - pyrazol-1-yljadenosine monohydrate of formula I by addition of water.

  通过将式III的2-(4-甲氧羰基吡唑-1-基)腺苷与非水溶剂中的甲胺溶液反应，可制备式I的2-[4-[(甲基氨基)羰基]-1-H-吡唑-1-基]腺苷一水合物的方法，可选地与另一惰性溶剂结合，以产生无水的2-[4-[(甲基氨基)羰基]-1-H-吡唑-1-基]腺苷，通过加水转化为式I的2-[4-[(甲基氨基)羰基]-1-H-吡唑-1-基]腺苷一水合物。
• PHOSPHOROUS PROTECTING GROUPS AND METHODS OF PREPARATION AND USE THEREOF
  申请人：Agilent Technologies, Inc.

  公开号：US20150315227A1

  公开（公告）日：2015-11-05

  Aspects of the present disclosure include compositions that make use of phosphorus and/or nucleobase protecting groups which find use in the synthesis of long polynucleotides. Phosphorus protecting groups are provided that help increase the stepwise coupling yield and/or phosphorous protecting groups that can be removed during the oxidation step. Amidine nucleobase protecting groups are provided that find use in the subject compositions and methods which provides for e.g., increased resistance to depurination during polynucleotide synthesis. In some instances, the methods and compositions disclosed herein utilize a combination of the phosphorus and amidine nucleobase protecting groups in the synthesis of polynucleotides having a sequence of 200 or more monomeric units in length. Also provided are methods for synthesizing a polynucleotide (e.g., a DNA) using one or more compounds disclosed herein.

  本公开涉及的方面包括使用磷和/或核碱基保护基的组合物，这些组合物用于合成长的多核苷酸。提供了磷保护基，有助于增加逐步耦合产率和/或可以在氧化步骤中去除的磷保护基。提供了酰胺核碱基保护基，用于本主题的组合物和方法，例如在多核苷酸合成过程中提供了增加的去嘌呤作用的抵抗力。在某些情况下，本公开的方法和组合物利用磷和酰胺核碱基保护基的组合合成具有200个或更多单体单位长度序列的多核苷酸。还提供了使用本文所述的一种或多种化合物合成多核苷酸（例如DNA）的方法。
• Phosphorous protecting groups and methods of preparation and use thereof
  申请人：Agilent Technologies, Inc.

  公开号：US10196418B2

  公开（公告）日：2019-02-05

  Aspects of the present disclosure include compositions that make use of phosphorus and/or nucleobase protecting groups which find use in the synthesis of long polynucleotides. Phosphorus protecting groups are provided that help increase the stepwise coupling yield and/or phosphorous protecting groups that can be removed during the oxidation step. Amidine nucleobase protecting groups are provided that find use in the subject compositions and methods which provides for e.g., increased resistance to depurination during polynucleotide synthesis. In some instances, the methods and compositions disclosed herein utilize a combination of the phosphorus and amidine nucleobase protecting groups in the synthesis of polynucleotides having a sequence of 200 or more monomeric units in length. Also provided are methods for synthesizing a polynucleotide (e.g., a DNA) using one or more compounds disclosed herein.

  本公开的各个方面包括利用磷和/或核碱基保护基团的组合物，这些组合物可用于长多核苷酸的合成。所提供的磷保护基团有助于提高分步偶联产率和/或在氧化步骤中可去除的磷保护基团。脒基核碱基保护基团可用于相关组合物和方法中，从而提高多核苷酸合成过程中的抗去嘌呤能力。在某些情况下，本文公开的方法和组合物在合成长度为 200 个或更多单体单元序列的多核苷酸时使用磷和脒核碱基保护基团的组合。此外，还提供了使用本文公开的一种或多种化合物合成多核苷酸（如 DNA）的方法。
• [EN] PHOSPHOROUS PROTECTING GROUPS AND METHODS OF PREPARATION AND USE THEREOF<br/>[FR] GROUPES PROTECTEURS PHOSPHOREUX ET LEURS PROCÉDÉS DE PRÉPARATION ET D'UTILISATION
  申请人：AGILENT TECHNOLOGIES INC

  公开号：WO2015168461A2

  公开（公告）日：2015-11-05

  Aspects of the present disclosure include compositions that make use of phosphorus and/or nucleobase protecting groups which find use in the synthesis of long polynucleotides. Phosphorus protecting groups are provided that help increase the stepwise coupling yield and/or phosphorous protecting groups that can be removed during the oxidation step. Amidine nucleobase protecting groups are provided that find use in the subject compositions and methods which provides for e.g., increased resistance to depurination during polynucleotide synthesis. In some instances, the methods and compositions disclosed herein utilize a combination of the phosphorus and amidine nucleobase protecting groups in the synthesis of polynucleotides having a sequence of 200 or more monomeric units in length. Also provided are methods for synthesizing a polynucleotide (e.g., a DNA) using one or more compounds disclosed herein.
• [EN] NUCLEOSIDE SUPPLEMENTATION TO PROMOTE CELLULAR FUNCTION, GENETIC STABILITY AND AUGMENT TRANSGENIC EXPRESSION<br/>[FR] SUPPLÉMENTATION EN NUCLÉOSIDES POUR ACTIVER UNE FONCTION CELLULAIRE, LA STABILITÉ GÉNÉTIQUE ET AUGMENTER L'EXPRESSION TRANSGÉNIQUE
  申请人：UNIV CALIFORNIA

  公开号：WO2016168735A1

  公开（公告）日：2016-10-20

  In various embodiments, a cell culture medium, or a nucleoside cocktail transmission (NCT) medium for the culture of stem cells with improved genetic stability, cellular function and regeneration ability is provided. Illustrative culture media comprise a basal culture medium for stem cells, where the culture medium is supplemented with one or more nucleoside triphosphates (e.g., dNTPs and/or NPs) or one or more precursors thereof. Illustrative NCT media comprise a delivery vehicle (e.g. skin creams or other vehicle) containing one or more nucleoside triphosphates (e.g., dNTPs and/or NPs) or one or more precursors thereof. The NCT medium provides, inter alia, direct delivery of nucleoside cocktails into human tissues (such as skin) for regenerative, cosmetic and/or therapeutic purposes.