5-butoxymethyl-1H-pyrimidine-2,4-dione | 90566-17-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-butoxymethyl-1H-pyrimidine-2,4-dione
• 英文别名: 5-Butoxymethyl-1H-pyrimidin-2,4-dion；5-Butyloxymethyl-uracil；5-(butoxymethyl)-1H-pyrimidine-2,4-dione
• CAS: 90566-17-9
• 化学式: C₉H₁₄N₂O₃
• 分子量: 198.222
• InChiKey: KGGMTDIKJACHMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-butoxymethyl-1H-pyrimidine-2,4-dione 在 硫酸氢铵 、 三氟甲磺酸三甲基硅酯 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 32.0h， 生成 5-butoxymethyl-1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis of various 5-alkoxymethyluracil analogues and structure–cytotoxic activity relationship study

  摘要：

  A number of 5-alkoxymethyluracil analogues were synthesized to evaluate their cytotoxic activity. 5-Alkoxymethyluracil derivatives 1 were prepared via known nucleophilic substitution of 5-chloromethyluracil 5 and subsequently transformed to their corresponding nucleosides 2. All prepared compounds were submitted to cytotoxic activity testing against drug sensitive and drug resistant leukaemia cells and solid tumour derived cell lines. In addition, the cytotoxic activity of 5-alkoxymethyluracil analogues 1 and 2 was compared with the previously published 5-[alkoxy(4-nitrophenyl)methyl]uracil analogues 3 and 4. Extensive structure-cytotoxic activity relationship studies are reported. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.07.026
• 作为产物：
  描述：

  5-(氯甲基)尿嘧啶 、 正丁醇 生成 5-butoxymethyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of various 5-alkoxymethyluracil analogues and structure–cytotoxic activity relationship study

  摘要：

  A number of 5-alkoxymethyluracil analogues were synthesized to evaluate their cytotoxic activity. 5-Alkoxymethyluracil derivatives 1 were prepared via known nucleophilic substitution of 5-chloromethyluracil 5 and subsequently transformed to their corresponding nucleosides 2. All prepared compounds were submitted to cytotoxic activity testing against drug sensitive and drug resistant leukaemia cells and solid tumour derived cell lines. In addition, the cytotoxic activity of 5-alkoxymethyluracil analogues 1 and 2 was compared with the previously published 5-[alkoxy(4-nitrophenyl)methyl]uracil analogues 3 and 4. Extensive structure-cytotoxic activity relationship studies are reported. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.07.026

文献信息

• [EN] NUCLEOTIDE AND NUCLEOSIDE THERAPEUTIC COMPOSITIONS AND USES RELATED THERETO<br/>[FR] COMPOSITIONS THÉRAPEUTIQUES RENFERMANT DES NUCLÉOTIDES ET DES NUCLÉOSIDES ET UTILISATIONS ASSOCIÉES
  申请人：UNIV EMORY

  公开号：WO2014124430A1

  公开（公告）日：2014-08-14

  This disclosure relates to nucleotide and nucleoside therapeutic compositions and uses related thereto. In certain embodiments, the disclosure relates to halogenated nucleosides optionally conjugated to a phosphorus oxide or pharmaceutically acceptable salts thereof. In certain embodiments, the disclosure relates to conjugate compounds or pharmaceutically acceptable salts thereof comprising an amino acid ester or a sphingolipid or derivative linked by a phosphorus oxide to a nucleotide or nucleoside. In certain embodiments, the disclosure contemplates pharmaceutical compositions comprising these compounds for uses in treating infectious diseases, viral infections, and cancer.

  这项披露涉及核苷酸和核苷类治疗组合物及其相关用途。在某些实施例中，该披露涉及卤代核苷，可选择地与磷氧化物或其药用可接受盐结合。在某些实施例中，该披露涉及结合物或其药用可接受盐，包括通过磷氧化物与核苷酸或核苷相连的氨基酸酯或鞘脂类或衍生物。在某些实施例中，该披露考虑了包括这些化合物的药用组合物，用于治疗传染病、病毒感染和癌症。
• Abdel-Megied, Ahmed E.-S.; Motawia, Mohammed S.; Pedersen, Erik B., Heterocycles, 1992, vol. 34, # 4, p. 713 - 722
  作者：Abdel-Megied, Ahmed E.-S.、Motawia, Mohammed S.、Pedersen, Erik B.、Nielsen, Carsten M.

  DOI：——

  日期：——
• Synthesis of various 5-alkoxymethyluracil analogues and structure–cytotoxic activity relationship study
  作者：Lucie Brulíková、Petr Džubák、Marián Hajdúch、Jan Hlaváč

  DOI：10.1016/j.carres.2011.07.026

  日期：2011.10

  A number of 5-alkoxymethyluracil analogues were synthesized to evaluate their cytotoxic activity. 5-Alkoxymethyluracil derivatives 1 were prepared via known nucleophilic substitution of 5-chloromethyluracil 5 and subsequently transformed to their corresponding nucleosides 2. All prepared compounds were submitted to cytotoxic activity testing against drug sensitive and drug resistant leukaemia cells and solid tumour derived cell lines. In addition, the cytotoxic activity of 5-alkoxymethyluracil analogues 1 and 2 was compared with the previously published 5-[alkoxy(4-nitrophenyl)methyl]uracil analogues 3 and 4. Extensive structure-cytotoxic activity relationship studies are reported. (C) 2011 Elsevier Ltd. All rights reserved.