1,3-dimethyl-2-thiophthalimidobarbituric acid | 404362-94-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 1,3-dimethyl-2-thiophthalimidobarbituric acid
• CAS: 404362-94-3
• 化学式: C₁₄H₁₁N₃O₅S
• 分子量: 333.324
• InChiKey: AWWLJKISTLILDF-UHFFFAOYSA-N

物化性质

• 沸点：
  522.9±60.0 °C(Predicted)
• 密度：
  1?+-.0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.35
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  95.07
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,3-dimethyl-2-thiophthalimidobarbituric acid 在 2,6-二甲基吡啶 、 3 A molecular sieve 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 168002.5h， 生成 2-thio-1-O,2-S-(1,2,3,6-tetrahydro-1,3-dimethyl-2,6-dioxo-4,5-pyrimidinediyl)-α-D-glucopyranose
  参考文献：
  名称：

  The Synthesis and Biological Evaluation of Novel Bridging Nucleoside Analogues

  摘要：

  Novel bridging nucleoside analogues were prepared by cycloaddition reactions between pyranose glycals and barbiturate-derived, reactive thionoimides in modest yields. In all of the reactions conducted, the major cycloadducts obtained were the bottom faced adducts resulting from endo addition to the glycal. The adducts were stable to a variety of acidic reaction conditions and several of the compounds showed moderate activities against HIV-1 in primary human lymphocytes. One compound displayed anti-herpes simplex virus type-1 activity in Vero cells. Cytotoxicity measurements were also obtained. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00278-4
• 作为产物：
  描述：

  1,3-二甲基巴比妥酸 、 phthalimidesulfenyl chloride 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 以92%的产率得到1,3-dimethyl-2-thiophthalimidobarbituric acid
  参考文献：
  名称：

  The Synthesis and Biological Evaluation of Novel Bridging Nucleoside Analogues

  摘要：

  Novel bridging nucleoside analogues were prepared by cycloaddition reactions between pyranose glycals and barbiturate-derived, reactive thionoimides in modest yields. In all of the reactions conducted, the major cycloadducts obtained were the bottom faced adducts resulting from endo addition to the glycal. The adducts were stable to a variety of acidic reaction conditions and several of the compounds showed moderate activities against HIV-1 in primary human lymphocytes. One compound displayed anti-herpes simplex virus type-1 activity in Vero cells. Cytotoxicity measurements were also obtained. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00278-4

文献信息

• Capozzi, Giuseppe; Dios, Angeles; Franck, Richard W., Angewandte Chemie, 1996, vol. 108, # 7, p. 805 - 807
  作者：Capozzi, Giuseppe、Dios, Angeles、Franck, Richard W.、Geer, Aloma、Marzabadi, Cecilia、et al.

  DOI：——

  日期：——
• [EN] FUCOSYLTRANSFERASE SPECIFIC INHIBITION USING FUCOSE MIMETICS<br/>[FR] INHIBITION SPÉCIFIQUE DE LA FUCOSYLTRANSFÉRASE À L'AIDE DE MIMÉTIQUES DU FUCOSE
  申请人：[en]THE FLORIDA INTERNATIONAL UNIVERSITY BOARD OF TRUSTEES

  公开号：WO2022146978A1

  公开（公告）日：2022-07-07

  Provided are compositions and methods for specific fucosyltransferase inhibition for treatment of a variety of diseases. The compositions of the invention comprise a glycomimetic of L-Fucose that selectively inhibits the generation of sialyl Lewis X by FTVI and FTVII but has no effect on the generation of Lewis X by FTIX.