6-amino-1-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one | 5399-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: 6-amino-1-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one
• 英文别名: 6-Amino-1-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-on；6-Amino-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(7H)-one；6-amino-1-methyl-5H-pyrazolo[3,4-d]pyrimidin-4-one
• CAS: 5399-91-7
• 化学式: C₆H₇N₅O
• 分子量: 165.154
• InChiKey: KHAZXEOBCQIOSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  85.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  4-氯-1,6-二甲基-1H-吡唑并[3,4-d]嘧啶 在 sodium hydroxide 作用下， 生成 6-amino-1-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one
  参考文献：
  名称：

  Notes. Rearrangement of 4-Amino-6-chloro-1-methylpyrazolo (3,4-d)pyrimidine in Basic Solution

  摘要：

  DOI：

  10.1021/jo01092a606

文献信息

• HYBRIDIZATION AND MISMATCH DISCRIMINATION USING OLIGONUCLEOTIDES CONJUGATED TO MINOR GROOVE BINDERS
  申请人：HEDGPETH JOEL

  公开号：US20090048427A1

  公开（公告）日：2009-02-19

  Conjugates between a minor groove binding molecule, such as the trimer of 1,2-dihydro-(3H)-pyrrolo[3,2-e]indole-7-carboxylate (CDPI 3 ), and an oligonucleotide form unusually stable hybrids with complementary target sequences, in which the tethered CDPI 3 group resides in the minor groove of the duplex. These conjugates can be used as probes and primers. Due to their unusually high binding affinity, conjugates as short as 8-mers can be used as amplification primers with high specificity and efficiency. MGB conjugation also increases the discriminatory power of short oligonucleotides, providing enhanced detection of nucleotide sequence mismatches by short oligonucleotides. The MGB-conjugated probes and primers described herein facilitate various analytic and diagnostic procedures, such as amplification reactions, PCR, detection of single-nucleotide polymorphisms, gene hunting, differential display, fluorescence energy transfer, hydrolyzable probe assays and others; by allowing the use of shorter oligonucleotides, which have higher specificity and better discriminatory power.

  一种小沟结合分子（例如1,2-二氢-（3H）-吡咯并[3,2-e]吲哚-7-羧酸三聚体（CDPI3））与寡核苷酸之间的共轭体形成与互补靶序列异常稳定的杂交体，在其中，被拴在一起的CDPI3基团位于双链的小沟中。这些共轭体可用作探针和引物。由于它们的结合亲和力异常高，因此即使是长度为8个碱基的共轭体也可用作具有高特异性和效率的扩增引物。MGB共轭还增加了短寡核苷酸的鉴别能力，通过短寡核苷酸提供了更好的核苷酸序列不匹配检测。所述的MGB共轭探针和引物可促进各种分析和诊断过程，例如扩增反应，PCR，单核苷酸多态性检测，基因寻找，差异显示，荧光能量转移，可水解探针测定等；通过使用更短的寡核苷酸，从而具有更高的特异性和更好的鉴别能力。
• PNA monomer and precursor
  申请人：Panagene, Inc.

  公开号：EP2174936A1

  公开（公告）日：2010-04-14

  This application relates to monomers of the general formula (I) for the preparation PNA (peptide nucleic acid) oligomers and provides method for the synthesis of both predefined sequence PNA oligomers and random sequence PNA oligomers: (I) wherein E is nitrogen or C-R'; J is sulfur or oxygen; R', R1, R2, R3, R4 is independently H, halogen, alkyl, nitro, nitrile, alkoxy, halogenated alkyl, halogenated alkoxy, phenyl or halogenated phenyl, R5 is H or protected or unprotected side chain of natural or unnatural a-amino acid; and B is a natural or unnatural nucleobase, wherein when said nucleobase has an exocyclic amino function, said function is protected by protecting group which is labile to acids but stable to weak to medium bases in the presence of thiol.

  本申请涉及用于制备 PNA（肽核酸）寡聚体的通式（I）单体，并提供了预定序列 PNA 寡聚体和随机序列 PNA 寡聚体的合成方法：(I) 其中 E 是氮或 C-R'；J 是硫或氧；R'、R1、R2、R3、R4 独立地是 H、卤素、烷基、硝基、腈基、烷氧基、卤代烷基、卤代烷氧基、苯基或卤代苯基；R5 是 H 或天然或非天然 a-氨基酸的受保护或未受保护侧链；B 是天然或非天然核碱基，其中当所述核碱基具有外环氨基功能时，所述功能受保护基团保护，该保护基团对酸不稳定，但在硫醇存在下对弱碱至中碱稳定。
• Potential Purine Antagonists. XII. Synthesis of 1-Alkyl(aryl)-4,6-disubstituted Pyrazolo[3,4-d]pyrimidines¹
  作者：C. C. CHENG、ROLAND K. ROBINS

  DOI：10.1021/jo01100a025

  日期：1958.6
• PEPTIDE NUCLEIC ACID OLIGOMERS FROM 1-BENZENESULFONYL-3-AMINO ACID SIDE CHAIN-4-(2-NUCLEOBASE(ACETYL))-PIPERAZIN-2-ONES
  申请人：Panagene, Inc.

  公开号：EP1470114B1

  公开（公告）日：2009-08-19
• PNA MONOMER AND PRECURSOR
  申请人：Panagene, Inc.

  公开号：EP1501812B1

  公开（公告）日：2009-12-30