1-甲基-3-异丁基-4-氨基脲嘧啶 | 58481-39-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 1-甲基-3-异丁基-4-氨基脲嘧啶
• 中文别名: 4-氨基-3-异丁基-1-甲基嘧啶-2,6-二酮
• 英文名称: 6-amino-1-isobutyl-3-methyl-1H-pyrimidine-2,4-dione
• 英文别名: 6-Amino-1-isobutyl-3-methyl-1H-pyrimidin-2,4-dion；6-amino-1-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dione；6-amino-3-methyl-1-(2-methylpropyl)pyrimidine-2,4-dione
• CAS: 58481-39-3
• 化学式: C₉H₁₅N₃O₂
• mdl: MFCD02091061
• 分子量: 197.237
• InChiKey: LWFXPSLZADQSSL-UHFFFAOYSA-N

物化性质

• 熔点：
  146-148°C
• 沸点：
  285.5±43.0 °C(Predicted)
• 密度：
  1.150±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于乙腈（少许）、DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.555
• 拓扑面积：
  66.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  1-甲基-3-异丁基-4-氨基脲嘧啶 在 溶剂黄146 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 2.0h， 生成 6-氨基-1-异丁基-3-甲基-5-亚硝基尿嘧啶
  参考文献：
  名称：

  Structure-activity relationships in a series of xanthine derivatives with antibronchoconstrictory and bronchodilatory activities

  摘要：

  DOI：

  10.1016/0223-5234(90)90130-u
• 作为产物：
  描述：

  1-甲基-3-(2-甲基丙基)脲 、 氰乙酸 在 sodium hydroxide 、 乙酸酐 作用下， 生成 1-甲基-3-异丁基-4-氨基脲嘧啶
  参考文献：
  名称：

  Structure-activity relationships in a series of xanthine derivatives with antibronchoconstrictory and bronchodilatory activities

  摘要：

  DOI：

  10.1016/0223-5234(90)90130-u

文献信息

• Preparation of tetrasubstituted pyrimido[4,5-d]pyrimidine diones
  作者：Hui Wang、Chao Wang、Thomas D. Bannister

  DOI：10.1016/j.tetlet.2015.02.051

  日期：2015.4

  A novel synthetic route to 1,3,5,7-tetrasubstituted pyrimido[4,5-d]pyrimidine-2,4-diones, of interest for potential antitumor activity, is reported. The route uses 1,3-disubstituted 6-amino uracils as starting materials. The key step is a hydrazine-induced cyclization reaction to form the fused pyrimidine ring. By choosing different uracils, acylation reagents, and alkylation reagents, substituents

  报道了一种潜在的抗肿瘤活性感兴趣的1,3,5,7-四取代嘧啶[4,5 - d ]嘧啶-2,4-二酮的合成途径。该路线以1，3-二取代的6-氨基尿嘧啶为起始原料。关键步骤是肼诱导的环化反应，以形成稠合的嘧啶环。通过选择不同的尿嘧啶，酰化试剂和烷基化试剂，可以选择性地改变N-1，N-3，C-5和C-7处的取代基，以提供结构上多样化的一组化合物用于生物学评估。
• Synthesis of 1-Mono- and 1,3-Di-Substituted 6-Aminouracils. Diuretic Activity
  作者：Victor Papesch、Elmer F. Schroeder

  DOI：10.1021/jo50006a010

  日期：1951.12
• Inhibition of separated forms of cyclic nucleotide phosphodiesterase from pig coronary arteries by 1,3-disubstituted and 1,3,8-trisubstituted xanthines
  作者：Jack N. Wells、John E. Garst、George L. Kramer

  DOI：10.1021/jm00140a008

  日期：1981.8

  A series of xanthines with varied substituents in the 1, 3, and 8 positions were prepared in an attempt to understand the structure--activity relationship for alkylxanthines as inhibitors of two different forms of cyclic nucleotide phosphodiesterase. Polar substituents on the 1 or 3 position of the xanthine reduced the potency of the xanthines to inhibit both the calmodulin-sensitive and the "cyclic AMP specific" forms of phosphodiesterase. Polar substituents on the 8 position of the xanthine, other than a carboxylic acid, increased the potency to inhibit the calmodulin-sensitive form of phosphodiesterase, if they were capable of donating electrons to the xanthine nucleus. On the other hand, any substituent in the 8 position larger than H reduced the potency of the xanthines to inhibit the cyclic AMP specific form of phosphodiesterase. Topographical maps of the active sites of the two forms of phosphodiesterase are presented in summary.
• An approach to alicyclic ring-fused xanthines
  作者：Kostiantyn Liubchak、Andrey Tolmachev、Oleksandr O. Grygorenko、Kostiantyn Nazarenko

  DOI：10.1016/j.tet.2012.08.014

  日期：2012.10

  A convenient three-step approach to the synthesis of five to eight-membered alicyclic ring-fused xanthines was developed. The method included reaction of lactim or thiolactim ethers with 6-aminouracils, followed by bromination and copper-catalyzed arylation. The procedure allowed preparation of the title compounds in 21-36% overall yields. (C) 2012 Elsevier Ltd. All rights reserved.
• MERLOS, M.;GOMEZ, L.;VERICAT, M. L.;BARTROLI, J.;GARCIA-RAFANELL, J.;FORN+, EUR. J. MED. CHEM., 25,(1990) N, C. 653-658
  作者：MERLOS, M.、GOMEZ, L.、VERICAT, M. L.、BARTROLI, J.、GARCIA-RAFANELL, J.、FORN+

  DOI：——

  日期：——