1,3-bis(2-hydroxy-3-chloropropyl)-6-methyluracil | 195963-39-4

• 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: 1,3-bis(2-hydroxy-3-chloropropyl)-6-methyluracil
• 英文别名: 1,3-bis(3-chloro-2-hydroxypropyl)-6-methyluracil；1,3-bis(3-chloro-2-hydroxypropyl)-6-methylpyrimidine-2,4-dione
• CAS: 195963-39-4
• 化学式: C₁₁H₁₆Cl₂N₂O₄
• 分子量: 311.165
• InChiKey: SHMVBNRCLOJJDF-UHFFFAOYSA-N

物化性质

• 沸点：
  485.5±55.0 °C(Predicted)
• 密度：
  1.417±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  81.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-bis(2-hydroxy-3-chloropropyl)-6-methyluracil 在 potassium carbonate 、 硫酸肼 作用下， 以 乙醇 为溶剂， 以87%的产率得到1,3-bis(3-hydrazino-2-hydroxypropyl)-6-methyluracil
  参考文献：
  名称：

  摘要：

  A reaction was studied of newly synthesized 1,3-bis(2-hydroxy-3-chloropropyl)uracil and 1,3-bis(2-hydroxy-3-chloropropyl)-6-methyluracil with hydrazine hydrate followed by treating the compounds formed with ethyl acetoacetate. The hydrazones obtained cyclized into pyrazolones in the presence of sodium methylate.

  DOI：

  10.1023/a:1015542422938
• 作为产物：
  描述：

  6-甲基尿嘧啶 、 环氧氯丙烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以54%的产率得到1,3-bis(2-hydroxy-3-chloropropyl)-6-methyluracil
  参考文献：
  名称：

  摘要：

  A reaction was studied of newly synthesized 1,3-bis(2-hydroxy-3-chloropropyl)uracil and 1,3-bis(2-hydroxy-3-chloropropyl)-6-methyluracil with hydrazine hydrate followed by treating the compounds formed with ethyl acetoacetate. The hydrazones obtained cyclized into pyrazolones in the presence of sodium methylate.

  DOI：

  10.1023/a:1015542422938

文献信息

• Synthesis and immunotropic activity of pyrimidine derivatives. Part. IV. Synthesis and immunotropic and antiinflammatory activity of pyrimidine acyclonucleosides
  作者：V. P. Krivonogov、G. A. Tolstikov、Yu. I. Murinov、F. S. Zarudii、V. A. Davydova、A. F. Ismagilova、D. N. Lazareva、L. V. Spirikhin

  DOI：10.1007/bf02464119

  日期：1997.6

  Compounds I V (Table 1) were obtained by interaction of 6-methyluracil or 5-hydroxy-6-methylumcil with epichlorohydrin (ECI-I) in the presence of catalytic amounts of potassium carbonate in DMF at 7 0 80~ [ 4 9]. It was established that alkylation of 6-methyluracil by ECH leads to the formation, in addition to compound I, of 1-(2-hydroxy-3-chloropropyl)-6-methyluracil (I1) at a yield of 8%. The proposed

  化合物IV（表1）通过6-甲基尿嘧啶或5-羟基-6-甲基umcil与表氯醇（ECI-I）在DMF中催化量的碳酸钾存在下在7 0 80〜[ 4 9 ]的相互作用获得。已确定通过 ECH 对 6-甲基尿嘧啶的烷基化导致除了化合物 I 之外，还以 8% 的产率形成 1-(2-羟基-3-氯丙基)-6-甲基尿嘧啶 (I1)。取代基的建议位置由紫外光谱数据证实：pH 1，L~n = 245 nm，Lmax = 257 nm；pH 7，~min = 245 mat，Xmax = 260 nm；pH 值 12，。L~, = 247 nm, Xm~x = 265 边缘。当 pH 值从 1 变为 12 时，在化合物 1I 的紫外光谱中观察到的吸收最大值的微小变化表明 I 位被取代。
• ——
  作者：V. P. Krivonogov、G. G. Kozlova、G. A. Sivkova、I. R. Kil'metova、A. E. Belov、I. B. Abdrakhmanov、A. F. Ismagilova、L. V. Spirikhin、I. Yu. Kochurova

  DOI：10.1023/a:1015784321469

  日期：——
• ——
  作者：V. P. Krivonogov、G. A. Sivkova、Yu. I. Murinov、G. G. Kozlova、I. B. Abdrakhmanov'、L. V. Spirikhin、N. G. Afzaletdinova、R. A. Khisamutdinov

  DOI：10.1023/a:1013951329680

  日期：——

  A procedure was developed for synthesizing nitrogen-and-sulfur-containing pyrimidine derivatives by reactions of 1,3-bis(3-chloro-2-hydroxypropyl)-6-methyluracil with 1-butanethiol and chloroacetyl chloride, followed by treatment of the resulting 1,3-bis[3-chloro-2-(chloroacetoxy)propyl]-6-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione with 1-butanethiol, morpholine, and piperidine. Oxidation of the sulfur-containing products with NaIO4 gave the corresponding sulfoxides.
• ——
  作者：V. P. Krivonogov、G. G. Kozlova、G. A. Sivkova、L. V. Spirikhin、I. B. Abdrakhmanov、Yu. I. Murinov、G. A. Tolstikov

  DOI：10.1023/a:1025500621947

  日期：——

  A reaction was studied of previously unknown 1,3-bis(2-hydroxy-3-chloropropyl)uracil, 1,3-bis(2-hydroxy-3-chloropropyl)-6-methyluracil, and 1,3-bis(2-hydroxy-3-chloropropyl)-5-fluorouracil with 1,3-bis[3-(3-methyl-2H-5-pyrazolon-1-yl)-2-hydroxypropyl]-6-methyluracil.
• ——
  作者：V. P. Krivonogov、G. A. Sivkova、E. A. Belaya、N. V. Greben'kova、G. G. Kozlova、I. B. Abdrakhmanov、L. V. Spirikhin、R. T. Mannapova

  DOI：10.1023/a:1026029800973

  日期：——

  Reactions of 1,3-bis(3-chloro-2-hydroxypropyl)uracil, 1,3-bis(3-chloro-2-hydroxypropyl)-6-methyluracil, 1,3-bis(3-chloro-2-hydroxypropyl)-5-hydroxy-6-methyluracil, and 1,3-bis(3-chloro-2-hydroxypropyl)-5fluorouracil with 2-amino-4-methylthiobutanoic acid (methionine) were studied for the first time.