1-甲基-2H-吡唑并[3,4-d]嘧啶-4-硫酮 | 6014-06-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 中文名称: 1-甲基-2H-吡唑并[3,4-d]嘧啶-4-硫酮
• 英文名称: 1-Methyl-5H-pyrazolo<3,4-d>pyrimidinthion-(4)
• 英文别名: 1-Methyl-5H-pyrazolo<3,4-d>pyrymidin-4-thion；1-Methyl-pyrazolo<3,4.d>pyrimidin-4-thione；1-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidine-4-thione；1-Methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-thion；1-methyl-1H-pyrazolo[3,4-d]pyrimidine-4-thiol；1-methyl-7H-pyrazolo[3,4-d]pyrimidine-4-thione
• CAS: 6014-06-8
• 化学式: C₆H₆N₄S
• mdl: MFCD08691255
• 分子量: 166.206
• InChiKey: JFSLGAFJXFHPDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  74.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-甲基-2H-吡唑并[3,4-d]嘧啶-4-硫酮 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 4-tosyl-1-methyl-1H-pyrazolo[3,4-d]pyrimidine
  参考文献：
  名称：

  Electrophilic Cyanations. I. Synthesis of Thiocyanatoheteroarenes and Tosylheteroarenes from Mercaptoheteroarenes Using p-Toluenesulfonyl Cyanide

  摘要：

  Mercaptoheteroarenes (1) underwent electrophilic cyanation with p-toluenesulfonyl cyanide (TsCN) in THF in the presence of NaH to give the corresponding thiocyanatoheteroarenes (2) in moderate to good yields. In DMF, tosylheteroarenes (4) were formed by substitution with p-toluenesulfinate ion through thiocyanatoheteroarenes (2).

  DOI：

  10.3987/com-97-7740
• 作为产物：
  描述：

  1-甲基-4-氯吡唑并[3,4-d]嘧啶 在 硫脲 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以78%的产率得到1-甲基-2H-吡唑并[3,4-d]嘧啶-4-硫酮
  参考文献：
  名称：

  Electrophilic Cyanations. I. Synthesis of Thiocyanatoheteroarenes and Tosylheteroarenes from Mercaptoheteroarenes Using p-Toluenesulfonyl Cyanide

  摘要：

  Mercaptoheteroarenes (1) underwent electrophilic cyanation with p-toluenesulfonyl cyanide (TsCN) in THF in the presence of NaH to give the corresponding thiocyanatoheteroarenes (2) in moderate to good yields. In DMF, tosylheteroarenes (4) were formed by substitution with p-toluenesulfinate ion through thiocyanatoheteroarenes (2).

  DOI：

  10.3987/com-97-7740

文献信息

• 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。
• SCN9A antisense pain killer
  申请人：OliPass Corporation

  公开号：US11162104B2

  公开（公告）日：2021-11-02

  The current invention provides peptide nucleic acid derivatives targeting the 3′ splice site of exon 4 in the human SCN9A pre-mRNA. The peptide nucleic acid derivatives potently induce SCN9A mRNA splice variant(s) lacking the SCN9A exon 4 in cells, and are useful to safely treat pains or conditions involving Nav1.7 activity.

  本发明提供了靶向人 SCN9A 前 mRNA 第 4 外显子 3′剪接位点的多肽核酸衍生物。多肽核酸衍生物能有效诱导细胞中缺乏 SCN9A 第 4 号外显子的 SCN9A mRNA 剪接变体，可用于安全治疗涉及 Nav1.7 活性的疼痛或病症。
• Potential Purine Antagonists. VI. Synthesis of 1-Alkyl- and 1-Aryl-4-substituted Pyrazolo[3,4-d]pyrimidines^1,2
  作者：C. C. CHENG、ROLAND K. ROBINS

  DOI：10.1021/jo01117a010

  日期：1956.11
• BERGMANN F.; FRANK A.; NEIMAN Z., J. CHEM. SOC. PERKIN TRANS., PART 1, NO 11, 2795-2802
  作者：BERGMANN F.、 FRANK A.、 NEIMAN Z.

  DOI：——

  日期：——
• 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