7-(β-D-ribofuranosyl)pyrrolo[2,3-d]-4-pyrimidone-5-carboxamidine | 22242-93-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 吡咯并嘧啶核苷和核苷酸
• 英文名称: 7-(β-D-ribofuranosyl)pyrrolo[2,3-d]-4-pyrimidone-5-carboxamidine
• 英文别名: 4-oxo-7-β-D-ribofuranosyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carboximidic acid amide；7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-4-hydroxy-pyrrolo[2,3-d]pyrimidine-5-carboxamidine；7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-oxo-3H-pyrrolo[2,3-d]pyrimidine-5-carboximidamide
• CAS: 22242-93-9
• 化学式: C₁₂H₁₅N₅O₅
• 分子量: 309.282
• InChiKey: CQVSGRBPWUXLOH-JTFADIMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  166
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-氨基-5-氰基-7-(beta-d-呋喃核糖)吡咯并[2,3-d]嘧啶 在 镍 水 、 氢气 、 羟胺 、 溶剂黄146 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 7-(β-D-ribofuranosyl)pyrrolo[2,3-d]-4-pyrimidone-5-carboxamidine
  参考文献：
  名称：

  Synthesis of pyrrolo[2,3-d]pyrimidine nucleoside derivatives as potential anti-HCV agents

  摘要：

  Several Toyocamycin (4) analogues were examined for their ability to inhibit HCV RNA in a replicon assay. Among the compounds examined 4-methylthio (18) and 5-carboxamide oxime derivatives (23 and 27) of Toyocamycin were found to have good activity and selectivity. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2006.07.003

文献信息

• Nucleoside analogs with carboxamidine modified monocyclic base
  申请人：Tam Robert

  公开号：US20050159372A1

  公开（公告）日：2005-07-21

  Novel nucleoside analog compounds are disclosed. The novel compounds or pharmaceutically acceptable esters or salts thereof may be used in pharmaceutical compositions, and such compositions may be used to treat an infection, an infestation, a neoplasm, or an autoimmune disease. The novel compounds may also be used to modulate aspects of the immune system, including modulation of Type 1 and Type 2 activity.

  本发明揭示了新型核苷类似物化合物。这些新型化合物或其药学上可接受的酯或盐可以用于制备药物组合物，这样的组合物可以用于治疗感染、寄生虫感染、肿瘤或自身免疫性疾病。这些新型化合物还可以用于调节免疫系统的方面，包括调节1型和2型活性。
• Pyrrolo[2,3-d]pyrimidine nucleoside analogs
  申请人：——

  公开号：US20020035077A1

  公开（公告）日：2002-03-21

  Compositions and methods for pyrrolo[2,3-d]pyrimidine nucleoside analogs having substituents at the C4′ and C5′ positions of the ribofuranose moiety are presented. Contemplated compositions exhibit, among other things, anti-cancer and immunomodulating effects at reduced cytotoxicity.

  本发明提供了在核糖苷骨架的C4'和C5'位置具有取代基的吡咯[2,3-d]嘧啶核苷类似物的组合物和方法。考虑到的组合物在减少细胞毒性的情况下表现出抗癌和免疫调节等效果。
• NUCLEOSIDE ANALOGS WITH CARBOXAMIDINE MODIFIED MONOCYCLIC BASE
  申请人：ICN Pharmaceuticals, Inc.

  公开号：EP1257281A1

  公开（公告）日：2002-11-20
• EP1257281A4
  申请人：——

  公开号：EP1257281A4

  公开（公告）日：2003-03-19
• NUCLEOSIDE ANALOGS WITH CARBOXAMIDINE-MODIFIED BICYCLIC BASE
  申请人：ICN Pharmaceuticals, Inc.

  公开号：EP1278528A1

  公开（公告）日：2003-01-29