2-[(S)-1-({2-[2-((S)-1-Amino-2-methyl-propyl)-thiazol-4-yl]-5-methyl-oxazole-4-carbonyl}-amino)-ethyl]-oxazole-4-carboxylic acid methyl ester | 870702-84-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[(S)-1-({2-[2-((S)-1-Amino-2-methyl-propyl)-thiazol-4-yl]-5-methyl-oxazole-4-carbonyl}-amino)-ethyl]-oxazole-4-carboxylic acid methyl ester
• 英文别名: methyl 2-[(1S)-1-[[2-[2-[(1S)-1-amino-2-methylpropyl]-1,3-thiazol-4-yl]-5-methyl-1,3-oxazole-4-carbonyl]amino]ethyl]-1,3-oxazole-4-carboxylate
• CAS: 870702-84-4
• 化学式: C₁₉H₂₃N₅O₅S
• 分子量: 433.488
• InChiKey: ANTZNOWFFINUIX-ZANVPECISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  175
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-[(S)-1-({2-[2-((S)-1-Amino-2-methyl-propyl)-thiazol-4-yl]-5-methyl-oxazole-4-carbonyl}-amino)-ethyl]-oxazole-4-carboxylic acid methyl ester 、 1-环己烯基乙酸 在 N-甲基吗啉 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 2-{(S)-1-[(2-{2-[(S)-1-(2-Cyclohex-1-enyl-acetylamino)-2-methyl-propyl]-thiazol-4-yl}-5-methyl-oxazole-4-carbonyl)-amino]-ethyl}-oxazole-4-carboxylic acid methyl ester
  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 2-[(1S)-1-[[5-methyl-2-[2-[(1S)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]-1,3-thiazol-4-yl]-1,3-oxazole-4-carbonyl]amino]ethyl]-1,3-oxazole-4-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 2-[(S)-1-({2-[2-((S)-1-Amino-2-methyl-propyl)-thiazol-4-yl]-5-methyl-oxazole-4-carbonyl}-amino)-ethyl]-oxazole-4-carboxylic acid methyl ester
  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。
• BISHETEROCYCLE TANDEM COMPOUNDS USEFUL AS ANTIVIRAL AGENTS, THE USES THEREOF AND THE COMPOSITIONS COMPRISING SUCH COMPOUNDS
  申请人：Shanghai Institute of Materia Medica, Chinese Academy of Sciences

  公开号：EP1889843A1

  公开（公告）日：2008-02-20

  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.

  本发明提供了结构式为P1-P2的串联双杂环小分子化合物及其用途以及含有该化合物的组合物，其中P1和P2各自为具有一个或两个杂原子的不饱和五元杂环。这种化合物可有效抑制流感病毒的复制、乙型肝炎病毒（HBV）DNA 的复制以及 HBsAg 和 HBeAg 的形成。这些化合物可用于制备治疗病毒性疾病的药物，并可克服已知核苷类药物的局限性，包括细胞毒性、需要使用其他不同结构的药物来对付长期治疗诱发的耐药病毒变种。本发明化合物的结构相对简单，易于制备。
• 2-Thiophen-2-yl-oxazole, 2-Thiophen-2-yl-thiazole and 2-Thiophen-2-yl-1H-imidazole derivatives as antiviral agents
  申请人：Shanghai Institute of Materia Medica, Chinese Academy of Sciences

  公开号：EP2223921A1

  公开（公告）日：2010-09-01

  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.

  本发明提供了结构式为P1-P2的串联双杂环小分子化合物及其用途以及含有该化合物的组合物，其中P1和P2各自为具有一个或两个杂原子的不饱和五元杂环。这种化合物可有效抑制流感病毒的复制、乙型肝炎病毒（HBV）DNA 的复制以及 HBsAg 和 HBeAg 的形成。这些化合物可用于制备治疗病毒性疾病的药物，并可克服已知核苷类药物的局限性，包括细胞毒性、需要使用其他不同结构的药物来对付长期治疗诱发的耐药病毒变种。本发明化合物的结构相对简单，易于制备。
• 2-2'-Bis-thiazole derivatives as antiviral agents
  申请人：Shanghai Institute Of Materia Medica Chinese Academy of Sciences

  公开号：EP2218720A1

  公开（公告）日：2010-08-18

  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.

  本发明提供了结构式为P1-P2的串联双杂环小分子化合物及其用途以及含有该化合物的组合物，其中P1和P2各自为具有一个或两个杂原子的不饱和五元杂环。这种化合物可有效抑制流感病毒的复制、乙型肝炎病毒（HBV）DNA 的复制以及 HBsAg 和 HBeAg 的形成。这些化合物可用于制备治疗病毒性疾病的药物，并可克服已知核苷类药物的局限性，包括细胞毒性、需要使用其他不同结构的药物来对付长期治疗诱发的耐药病毒变种。本发明化合物的结构相对简单，易于制备。
• EP1889843
  申请人：——

  公开号：——

  公开（公告）日：——