9-Isopropyl-6-mercapto-9H-purin | 90953-36-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 9-Isopropyl-6-mercapto-9H-purin
• 英文别名: 9-isopropyl-1,9-dihydro-purine-6-thione；9-propan-2-yl-3H-purine-6-thione
• CAS: 90953-36-9
• 化学式: C₈H₁₀N₄S
• 分子量: 194.26
• InChiKey: WTCXEFRFVUGSIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  Langlois reagent 、 9-Isopropyl-6-mercapto-9H-purin 在 叔丁基过氧化氢 、 copper(l) iodide 作用下， 以 水 、 丙酮 为溶剂， 反应 1.0h， 以76%的产率得到9-isopropyl-6-((trifluoromethyl)thio)-9H-purine
  参考文献：
  名称：

  Chemoselective Perfluoromethylation of Thio- and Selenoamides

  摘要：

  A chemo- and regioselective perfluoromethylation using thioamides/selenoamides (prepared one step from corresponding lactams) as starting materials has been discovered. The reaction demonstrated complementary chemoselectivity to the C-H trifluoromethylation of (hetero)arenes as well as remarkable functional group compatibility especially toward radical sensitive olefin-, alkyne-, and arylhalide-bearing substrates. The examples of perfluorothio-/selenolated drug molecules indicated application potential of this strategy in drug modification and drug-analogue preparation.

  DOI：

  10.1021/acs.orglett.0c03241
• 作为产物：
  描述：

  6-氯-9-异丙基-9H-嘌呤 在 硫脲 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以98%的产率得到9-Isopropyl-6-mercapto-9H-purin
  参考文献：
  名称：

  Chemoselective Perfluoromethylation of Thio- and Selenoamides

  摘要：

  A chemo- and regioselective perfluoromethylation using thioamides/selenoamides (prepared one step from corresponding lactams) as starting materials has been discovered. The reaction demonstrated complementary chemoselectivity to the C-H trifluoromethylation of (hetero)arenes as well as remarkable functional group compatibility especially toward radical sensitive olefin-, alkyne-, and arylhalide-bearing substrates. The examples of perfluorothio-/selenolated drug molecules indicated application potential of this strategy in drug modification and drug-analogue preparation.

  DOI：

  10.1021/acs.orglett.0c03241

文献信息

• 3'3' CYCLIC DINUCLEOTIDES WITH AN ALKENYLENE
  申请人：Institute of Organic Chemistry and Biochemistry ASCR, V.V.I.

  公开号：EP3936514A1

  公开（公告）日：2022-01-12

  The present disclosure relates to 3'3' cyclic phosphonate dinucleotides of general formula (J), their pharmaceutically acceptable salts, their pharmaceutical composition and combinations of said substances and other medicaments or pharmaceuticals. The disclosure also relates to the use of said compounds for the treatment or prevention of diseases or conditions modifiable by STING protein modulation, such as cancer or viral, allergic and inflammatory diseases. In addition, these substances can be used as adjuvants in vaccines.

  本公开涉及一般式（J）的3'3'环磷酸二核苷酸，其药用盐，其药物组合物以及所述物质与其他药物或药品的组合物。该公开还涉及利用所述化合物治疗或预防可通过STING蛋白调节改变的疾病或症状，如癌症或病毒性、过敏性和炎症性疾病。此外，这些物质可用作疫苗的辅助剂。
• 3'3' CYCLIC DINUCLEOTIDES WITH PHOSPHONATE BOND ACTIVATING THE STING ADAPTOR PROTEIN
  申请人：INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY ASCR, V.V.I.

  公开号：US20190183917A1

  公开（公告）日：2019-06-20

  Provided herein are the 3′3′ cyclic phosphonate dinucleotides of general formula J, their pharmaceutically acceptable salts, a pharmaceutical composition containing them and combinations of said substances and other medicaments or pharmaceuticals. The disclosure also relates to the use of said compounds for the treatment or prevention of diseases or conditions modifiable by STING protein modulation, such as cancer or viral, allergic and inflammatory diseases. In addition, these substances can be used as adjuvants in vaccines.

  本文提供了一般式J的3′3′环磷酸二核苷酸及其药学上可接受的盐、包含它们的制药组合物以及与其他药物或制药品的混合物。本文还涉及使用这些化合物治疗或预防可通过STING蛋白调节改变的疾病或病症，例如癌症或病毒性、过敏性和炎症性疾病。此外，这些物质可以用作疫苗佐剂。
• 2'2' CYCLIC DINUCLEOTIDES WITH PHOSPHONATE BOND ACTIVATING THE STING ADAPTOR PROTEIN
  申请人：INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY ASCR, V.V.I.

  公开号：US20190185509A1

  公开（公告）日：2019-06-20

  Provided herein are 2′2′ cyclic phosphonate dinucleotides of formula (J), their pharmaceutically acceptable salts, hydrates or solvates, a pharmaceutical composition containing them and combinations of said substances and other medicaments or pharmaceuticals. The disclosure also relates to the use of said compounds for the treatment or prevention of diseases or conditions modifiable by STING protein modulation, such as cancer or viral, allergic and inflammatory diseases. In addition, the dinucleotides can be used as adjuvants in vaccines.

  本文提供了式（J）的2′2′环磷酸二核苷酸，它们的药学上可接受的盐、水合物或溶剂化物，以及含有它们的药物组合物和其他药物或制药品的组合物。本文还涉及使用这些化合物治疗或预防STING蛋白调节可改变的疾病或病情，如癌症或病毒性、过敏性和炎症性疾病。此外，这些二核苷酸可以用作疫苗佐剂。
• 3′3′ cyclic dinucleotides with phosphonate bond activating the sting adaptor protein
  申请人：INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY ASCR, V.V.I.

  公开号：US10966999B2

  公开（公告）日：2021-04-06

  Provided herein are the 3′3′ cyclic phosphonate dinucleotides of general formula J, their pharmaceutically acceptable salts, a pharmaceutical composition containing them and combinations of said substances and other medicaments or pharmaceuticals. The disclosure also relates to the use of said compounds for the treatment or prevention of diseases or conditions modifiable by STING protein modulation, such as cancer or viral, allergic and inflammatory diseases. In addition, these substances can be used as adjuvants in vaccines.

  本文提供了通式 J 的 3′3′环膦酸二核苷酸、它们的药学上可接受的盐、含有它们的药物组合物以及上述物质与其他药物或药品的组合物。本公开还涉及上述化合物用于治疗或预防可通过 STING 蛋白调节而改变的疾病或病症，如癌症或病毒性、过敏性和炎症性疾病。此外，这些物质还可用作疫苗佐剂。
• 3'3'-CYCLIC DINUCLEOTIDES AND PRODRUGS THEREOF
  申请人：INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY ASCR, V.V.I.

  公开号：US20220143061A1

  公开（公告）日：2022-05-12

  The present disclosure relates to 3′3′ cyclic phosphonate dinucleotides of general formula (I), their pharmaceutically acceptable salts, their pharmaceutical composition and combinations of the substances and other medicaments or pharmaceuticals. The disclosure also relates to compounds for the treatment or prevention of diseases or conditions modifiable by STING protein modulation, such as cancer or viral, allergic and inflammatory diseases.