1-(2-deoxy-β-D-lyxofuranosyl)-5-ethyluracil | 105454-12-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 1-(2-deoxy-β-D-lyxofuranosyl)-5-ethyluracil
• 英文别名: 5-ethyl-1-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione；5-ethyl-1-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
• CAS: 105454-12-4
• 化学式: C₁₁H₁₆N₂O₅
• 分子量: 256.258
• InChiKey: XACKNLSZYYIACO-IWSPIJDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  99.1
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(2-deoxy-β-D-lyxofuranosyl)-5-ethyluracil 、 苯甲酰氯 生成 [(2R,3R,5R)-5-(5-ethyl-2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl benzoate
  参考文献：
  名称：

  MEHGURO, XIROMU;ORUI, XIROSI;FUDZITA, AKIRA

  摘要：

  DOI：
• 作为产物：
  描述：

  乙去氧尿啶 在 4-二甲氨基吡啶 、 水 、 溶剂黄146 、 sodium hydroxide 作用下， 以 吡啶 、 乙醇 、 水 为溶剂， 反应 0.5h， 生成 1-(2-deoxy-β-D-lyxofuranosyl)-5-ethyluracil
  参考文献：
  名称：

  Antimycobacterial activities of 5-alkyl (or halo)-3′-substituted pyrimidine nucleoside analogs

  摘要：

  Several 5-alkyl (or halo)-3'-azido (amino or halo) analogs of pyrimidine nucleosides have been synthesized and evaluated against Mycobacterium bovis, Mycobacterium tuberculosis and Mycobacterium avium. Among these compounds, 3'-azido-5-ethyl-2',3'-dideoxyuridine (3) was found to have significant antimycobacterial activities against M. bovis (MIC50 = 1 mu g/mL), M. tuberculosis (MIC50 = 10 mu g/mL) and M. avium (MIC50 = 10 mu g/mL). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.114

文献信息

• Antiviral Activity of Various 1-(2′-Deoxy-β-<scp>d</scp>-lyxofuranosyl), 1-(2′-Fluoro-β-<scp>d</scp>-xylofuranosyl), 1-(3′-Fluoro-β-<scp>d</scp>-arabinofuranosyl), and 2′-Fluoro-2′,3′-didehydro-2′,3′-dideoxyribose Pyrimidine Nucleoside Analogues against Duck Hepatitis B Virus (DHBV) and Human Hepatitis B Virus (HBV) Replication
  作者：Naveen C. Srivastav、Neeraj Shakya、Michelle Mak、Babita Agrawal、D. Lorne Tyrrell、Rakesh Kumar

  DOI：10.1021/jm100803c

  日期：2010.10.14

  3′-fluoroarabinofuranosyl, and 2′-fluoro-2′,3′-didehydro-2′,3′-dideoxyribose pyrimidine nucleoside analogues for antiviral activities against hepatitis B virus. Among the compounds examined, 1-(2-deoxy-β-d-lyxofuranosyl)thymine (23), 1-(2-deoxy-β-d-lyxofuranosyl)-5-trifluoromethyluracil (25), 1-(2-deoxy-2-fluoro-β-d-xylofuranosyl)uracil (38), 1-(2-deoxy-2-fluoro-β-d-xylofuranosyl)thymine (39), 2′,3′-dideoxy-2′,3′-d

  尽管存在成功的疫苗和抗病毒疗法，但乙型肝炎病毒（HBV）的感染仍然是急性和慢性肝病以及高死亡率的全球主要原因。我们合成并评估了几种lyxofuranosyl，2'-fluorooxylofuranosyl，3'-fluoroarabinofuranosyl和2'-fluoro-2'，3'-didehydro-2'，3'-dideoxyribose嘧啶核苷类似物对乙型肝炎病毒的抗病毒活性。在所检查的化合物中，1-（2-脱氧-β - d-呋喃呋喃糖基）胸腺嘧啶（23），1-（2-脱氧-β - d-呋喃呋喃糖基）-5-三氟甲基尿嘧啶（25），1-（2-脱氧-2-氟-β - d-木呋喃糖基）尿嘧啶（38），1-（2-脱氧-2-氟-β- d-二呋喃呋喃糖基）胸腺嘧啶（39），2'，3'-二脱氧-2'，3'-二脱氢-2'-氟胸苷（48）和2'，3'-二脱氧-2'，3'-二脱氢-2在原代鸭肝细胞中发现'
• Antimycobacterial activities of 5-alkyl (or halo)-3′-substituted pyrimidine nucleoside analogs
  作者：Naveen C. Srivastav、Neeraj Shakya、Sudha Bhavanam、Amogh Agrawal、Chris Tse、Nancy Desroches、Dennis Y. Kunimoto、Rakesh Kumar

  DOI：10.1016/j.bmcl.2011.11.114

  日期：2012.1

  Several 5-alkyl (or halo)-3'-azido (amino or halo) analogs of pyrimidine nucleosides have been synthesized and evaluated against Mycobacterium bovis, Mycobacterium tuberculosis and Mycobacterium avium. Among these compounds, 3'-azido-5-ethyl-2',3'-dideoxyuridine (3) was found to have significant antimycobacterial activities against M. bovis (MIC50 = 1 mu g/mL), M. tuberculosis (MIC50 = 10 mu g/mL) and M. avium (MIC50 = 10 mu g/mL). (C) 2011 Elsevier Ltd. All rights reserved.
• MEHGURO, XIROMU;ORUI, XIROSI;FUDZITA, AKIRA
  作者：MEHGURO, XIROMU、ORUI, XIROSI、FUDZITA, AKIRA

  DOI：——

  日期：——