N-(1,6-二氢-6-氧代嘌呤-2-基)-苯甲酰胺 | 21323-87-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: N-(1,6-二氢-6-氧代嘌呤-2-基)-苯甲酰胺
• 英文名称: N²-benzoyl-guanine
• 英文别名: N-benzoylguanine；N2-Benzoylguanin；2-benzoylamino-1,7(9)-dihydro-purin-6-one；N-(6-oxo-3,7-dihydropurin-2-yl)benzamide；N-(6-oxo-1,7-dihydropurin-2-yl)benzamide
• CAS: 21323-87-5
• 化学式: C₁₂H₉N₅O₂
• 分子量: 255.236
• InChiKey: RZCVPJDHJYOZNP-UHFFFAOYSA-N

物化性质

• 密度：
  1.61±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  99.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(1,6-二氢-6-氧代嘌呤-2-基)-苯甲酰胺 在 sodium hydroxide 、 四氯化锡 作用下， 生成
  参考文献：
  名称：

  13 C标记单体的化学合成，用于固相和模板控制的DNA和RNA低聚物的酶促合成

  摘要：

  从[ 13 C 6 ]-葡萄糖1和相应的核碱基5a-e或6a-e（N 6-苯甲酰基-腺嘌呤，N 2-乙酰基-鸟嘌呤，N 4-苯甲酰基-胞嘧啶）开始制备13 C标记的核糖核苷（尿嘧啶和胸腺嘧啶）的总收率在47％至66％之间。它们随后转化为5'- O-二甲氧基三苯甲基保护的DNA-亚磷酰胺和5'- O-二甲氧基三苯甲基-2' - O-三烷基甲硅烷基保护的RNA-磷-酰胺，用于固相合成DNA-和RNA-低聚物，并转化为5' - Ø已经进行了用于模板控制的酶促合成（聚合酶-或逆转录酶反应）的-核糖核苷和-核糖核苷三磷酸。

  DOI：

  10.1016/s0040-4039(00)73458-7

文献信息

• METHOD FOR PREPARING OLIGONUCLEOTIDE
  申请人：Xi Zhen

  公开号：US20110237786A1

  公开（公告）日：2011-09-29

  A method for preparing oligonucleotide comprising reacting the compound of Formula (1) with the compound of Formula (2) in a liquid reaction medium under the condition of condensation reaction to obtain the compound of formula (3). In the method according to the present invention, the functional groups are protected by suitable protective groups to only expose the 5′-OH of the compound of Formula (1) (OH-component) and the 3′-phosphate of the compound of Formula (2) (P-component) which are to be connected, so that the condensation reaction is carried out in a liquid reaction medium to bond the OH-component and P-component to obtain DNA or RNA short chain. The method of the present invention does not need a solid phase column and can be carried out in a liquid reaction medium. Thus, oligonucleotides can be synthesized on a large scale.

  一种制备寡核苷酸的方法，包括在液体反应介质中，将化合物式（1）与化合物式（2）在缩合反应条件下反应，以获得化合物式（3）。根据本发明的方法，通过适当的保护基保护功能基团，仅暴露化合物式（1）的5'-OH（OH组分）和化合物式（2）的3'-磷酸酯（P组分），这两者将被连接，从而在液体反应介质中进行缩合反应，将OH组分和P组分连接以获得DNA或RNA短链。本发明的方法不需要固相柱，并且可以在液体反应介质中进行。因此，寡核苷酸可以大规模合成。
• PROCESS FOR PRODUCING NUCLEIC ACID DERIVATIVES
  申请人：——

  公开号：US20020045744A1

  公开（公告）日：2002-04-18

  There can be provided an excellent industrial process for producing compounds having sugar-moiety hydroxyl groups or halogen atoms reduced in nucleic acids or in derivatives thereof by allowing O-thiocarbonyl derivatives of sugar-moiety hydroxyl groups or allowing halogenated derivatives in the sugar-moiety, in the nucleic acids or in derivatives thereof to react with any one of hypophosphorous acids (including salts thereof) and phosphites (esters) which are inexpensive, non-toxic and safely usable as radical reducing agents in industrial scale, in the presence of a radical reaction initiator. The process of the present invention is an industrially useful and highly safe process for reducing sugar-moiety hydroxyl groups and halogen atoms in nucleic acids or derivatives thereof (including nucleic acid-related compounds) at low costs.

  可以提供一个出色的工业过程，用于通过允许具有糖基羟基或卤原子的化合物在核酸或其衍生物中减少，通过允许糖基羟基的O-硫酰衍生物或在核酸中或其衍生物中允许卤代衍生物与任何一种廉价、无毒且安全可用作工业规模中的自由基还原剂的次磷酸（包括其盐）和磷酸酯（酯）反应，在自由基反应引发剂的存在下。本发明的工艺是一种在低成本下减少核酸或其衍生物（包括核酸相关化合物）中的糖基羟基和卤原子的工业上有用且高度安全的过程。
• Modified oligonucleotides for telomerase inhibition
  申请人：Gryaznov Sergei

  公开号：US20050113325A1

  公开（公告）日：2005-05-26

  Compounds comprising an oligonucleotide moiety covalently linked to a lipid moiety are disclosed. The oligonucleotide moiety comprises a sequence that is complementary to the RNA component of human telomerase. The compounds inhibit telomerase activity in cells with a high potency and have superior cellular uptake characteristics.

  本文披露了一种包含寡核苷酸部分与脂质部分共价连接的化合物。寡核苷酸部分包括与人类端粒酶的RNA组分互补的序列。这些化合物在高效抑制细胞中的端粒酶活性，并具有出色的细胞摄取特性。
• Novel Use
  申请人：Nuclera Nucleics Ltd.

  公开号：US20190144905A1

  公开（公告）日：2019-05-16

  The invention relates to the use of an amine masked moiety in a method of enzymatic nucleic acid synthesis. The invention also relates to said amine masked moieties per se and a process for preparing nucleotide triphosphates comprising said amine masked moieties.

  该发明涉及在酶催化核酸合成方法中使用胺掩蔽基团。该发明还涉及该胺掩蔽基团本身以及制备包含该胺掩蔽基团的核苷酸三磷酸盐的方法。
• RNA AMIDATES AND THIOAMIDATES FOR RNAI
  申请人：Geron Corporation

  公开号：US20160130580A1

  公开（公告）日：2016-05-12

  The present disclosure relates to RNA amidates and thioamidates useful for RNA interference applications. The RNA amidates and thioamidates contain at least one internucleoside linkage chosen from ribo-N3′→P5′ phosphoramidate (NP) and ribo-N3′→P5′ thiophosphoramidate (NPS) linkages, and optionally further containing at least one covalently conjugated lipid moiety. Compositions comprising the amidates and thioamidates are disclosed, as are methods for their use in modulating gene expression.

  本公开涉及用于RNA干扰应用的RNA酰胺和硫酰胺。RNA酰胺和硫酰胺包含至少一种核苷酸之间的键，所述键选择自核酸-N3'→P5'磷酰胺酰胺（NP）和核酸-N3'→P5'硫磷酰胺酰胺（NPS）键，并且可选地进一步包含至少一个共价结合的脂质基团。公开了包含酰胺和硫酰胺的组合物，以及它们在调节基因表达方面的使用方法。