5-[[(2R,5S)-5-(4-acetamido-2-oxopyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy]-5-oxopentanoic acid | 1058191-47-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: 5-[[(2R,5S)-5-(4-acetamido-2-oxopyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy]-5-oxopentanoic acid
• CAS: 1058191-47-1
• 化学式: C₁₅H₁₉N₃O₇S
• 分子量: 385.398
• InChiKey: SIFJNXMIDJFDNQ-SMDDNHRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  160
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5-[[(2R,5S)-5-(4-acetamido-2-oxopyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy]-5-oxopentanoic acid 、 2',3'-二脱氧肌苷 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 为溶剂， 生成 5-O-[[(2R,5S)-5-(4-acetamido-2-oxopyrimidin-1-yl)-1,3-oxathiolan-2-yl]methyl] 1-O-[[(2S,5R)-5-(6-oxo-1H-purin-9-yl)oxolan-2-yl]methyl] pentanedioate
  参考文献：
  名称：

  A Glutaric Acid Ester as Carrier System for Sustained Delivery of Lamuvidine (3TC) Dimers

  摘要：

  We report the synthesis of homo and helerodimers of 3TC conjugates. All new dimers were screened for their ability to inhibit HIV-1 in MT4 cell line and were compared to AZT alone and showed marked antiviral activity.

  DOI：

  10.1080/15257770701519452
• 作为产物：
  描述：

  戊二酸酐 、 N-acetyllamivudine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 5-[[(2R,5S)-5-(4-acetamido-2-oxopyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy]-5-oxopentanoic acid
  参考文献：
  名称：

  A Glutaric Acid Ester as Carrier System for Sustained Delivery of Lamuvidine (3TC) Dimers

  摘要：

  We report the synthesis of homo and helerodimers of 3TC conjugates. All new dimers were screened for their ability to inhibit HIV-1 in MT4 cell line and were compared to AZT alone and showed marked antiviral activity.

  DOI：

  10.1080/15257770701519452

文献信息

• A Glutaric Acid Ester as Carrier System for Sustained Delivery of Lamuvidine (3TC) Dimers
  作者：H. B. Lazrek、J. J. Vasseur、Jack Secrist、Joachim W. Engels

  DOI：10.1080/15257770701519452

  日期：2007.11.26

  We report the synthesis of homo and helerodimers of 3TC conjugates. All new dimers were screened for their ability to inhibit HIV-1 in MT4 cell line and were compared to AZT alone and showed marked antiviral activity.