methyl 2-[2-[(1S)-1-[[2-(cyclopenten-1-yl)acetyl]amino]-2-methylpropyl]-1,3-thiazol-4-yl]-5-methyl-1,3-oxazole-4-carboxylate | 870702-95-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 2-[2-[(1S)-1-[[2-(cyclopenten-1-yl)acetyl]amino]-2-methylpropyl]-1,3-thiazol-4-yl]-5-methyl-1,3-oxazole-4-carboxylate
• CAS: 870702-95-7
• 化学式: C₂₀H₂₅N₃O₄S
• 分子量: 403.502
• InChiKey: KAYOUPPZYNZDRC-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  123
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 2-[2-[(1S)-1-[[2-(cyclopenten-1-yl)acetyl]amino]-2-methylpropyl]-1,3-thiazol-4-yl]-5-methyl-1,3-oxazole-4-carboxylate 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 生成 2-[2-[(1S)-1-[[2-(cyclopenten-1-yl)acetyl]amino]-2-methylpropyl]-1,3-thiazol-4-yl]-5-methyl-1,3-oxazole-4-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of novel bisheterocycle-containing compounds as potential anti-influenza virus agents

  摘要：

  A series of novel 4,2-bisheterocycle tandem derivatives consisting of a methyloxazole and thiazole subunit were synthesized. Many compounds were found to inhibit human influenza A virus. Several analogues exhibited moderate biological activity and could serve as leads for further optimizations for antivirus research. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.046
• 作为产物：
  描述：

  methyl 5-methyl-2-[2-[(1S)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]-1,3-thiazol-4-yl]-1,3-oxazole-4-carboxylate 在 N-甲基吗啉 、 三氟乙酸 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 methyl 2-[2-[(1S)-1-[[2-(cyclopenten-1-yl)acetyl]amino]-2-methylpropyl]-1,3-thiazol-4-yl]-5-methyl-1,3-oxazole-4-carboxylate
  参考文献：
  名称：

  Synthesis and biological evaluation of novel bisheterocycle-containing compounds as potential anti-influenza virus agents

  摘要：

  A series of novel 4,2-bisheterocycle tandem derivatives consisting of a methyloxazole and thiazole subunit were synthesized. Many compounds were found to inhibit human influenza A virus. Several analogues exhibited moderate biological activity and could serve as leads for further optimizations for antivirus research. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.046

文献信息

• Bisheterocycle Tandem Compounds Useful as Antiviral Agents, the Uses Thereof and the Compositions Comprising Such Compounds
  申请人：Nan Fajun

  公开号：US20080306121A1

  公开（公告）日：2008-12-11

  The present invention provides small molecule compounds of bisheterocycle in tandem having the structural formula of P1-P2, and the use thereof as well as a composition containing the compounds, each of P1 and P2 is an unsaturated 5-member heterocyclic ring having one or two heteroatoms. This compound may effectively inhibit the replication of influenza virus, the DNA replication of hepatitis B virus (HBV), and the formation of HBsAg and HBeAg. These compounds can be used for the preparation of a medicament for viral diseases, and may overcome the limitations of the known nucleosides drugs, including cytotoxicity, the requirement of other drugs having different structures for against the drug-resistant virus variants induced by long-term therapy. The structure of the compounds according to the invention is relatively simple and easy to be prepared.

  本发明提供了具有P1-P2结构式的串联双杂环小分子化合物，以及其用途和含有这些化合物的组合物，其中P1和P2分别是具有一个或两个杂原子的不饱和5元杂环。该化合物可以有效抑制流感病毒的复制、乙型肝炎病毒（HBV）的DNA复制以及HBsAg和HBeAg的形成。这些化合物可用于制备用于病毒性疾病的药物，并且可能克服已知核苷类药物的局限性，包括细胞毒性、长期治疗引起的对抗药物耐药病毒变异所需其他结构不同的药物。根据本发明的化合物结构相对简单且易于制备。
• US7741348B2
  申请人：——

  公开号：US7741348B2

  公开（公告）日：2010-06-22