6-hydrazinyl-1-methyluracil

• 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: 6-hydrazinyl-1-methyluracil
• 英文别名: 6-hydrazino-1-methyl-1H-pyrimidine-2,4-dione；6-Hydrazinyl-1-methylpyrimidine-2,4-dione
• 化学式: C₅H₈N₄O₂
• mdl: MFCD01208078
• 分子量: 156.144
• InChiKey: QANQNDOOETYHSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  87.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-hydrazinyl-1-methyluracil 以 乙醇 为溶剂， 反应 12.5h， 生成 5,7-dimethyl-2-(1-p-tolyl-vinyl)-2,7-dihydro-pyrazolo[3,4-d]pyrimidine-4,6-dione
  参考文献：
  名称：

  DMF acetals as alkylating and cyclizing agents: A facile route to substituted pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones

  摘要：

  Several 7-methyl-5-alkyl-2-vinylpyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones were prepared. The successful cyclization and alkylation of 6-(alpha-methylbenzylidenehydrazino)-1-methyluracils 2a-d using dimethylformamide acetals at high temperature provided 6a-d, 7a-d, and 8a-d. Treatment of 6a-d and 7a-d with acid afforded 7-methyl-5-alkylpyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones 9a, b; under the same conditions, 3a-d reacted to 7-methylpyrazolo[3,4-d]pyrimidine-4,6(5H)-dione (4) in good yield.

  DOI：

  10.1007/bf00806857
• 作为产物：
  描述：

  6-氯-1-甲基尿嘧啶 在 一水合肼 作用下， 以95%的产率得到6-hydrazinyl-1-methyluracil
  参考文献：
  名称：

  融合尿嘧啶的新型合成方法：用于抗菌和抗肿瘤评估的茚并嘧啶​​并哒嗪，嘧啶并哒嗪和吡唑并嘧啶。

  摘要：

  通过与茚三酮，靛红，亚苄基丙二腈，亚苄基氰基乙酸乙酯，苯甲酰和苯甲酰溴衍生物。完全筛选了新合成的化合物的抗微生物和抗肿瘤活性。

  DOI：

  10.3390/molecules21121714

文献信息

• Youssif, Shaker; Assy, Mohamed, Journal of Chemical Research, Miniprint, 1996, # 10, p. 2546 - 2559
  作者：Youssif, Shaker、Assy, Mohamed

  DOI：——

  日期：——
• On Condensation Reactions of Aceanthrene Quinone: Novel Heterocycles
  作者：Atef M. Amer、Medhat El-Mobayed、Abdel M. Ateya、Tarek S. Muhdi

  DOI：10.1007/s007060270008

  日期：2002.1

  It was found that aceanthrene quinone can be condensed with ethylenediamine, 1,2-diaminobenzene, 4-nitro-1,2-diaminobenzene, 1,2-diaminoanthrene quinone, and 4,5,6-triamino-pyrimidine derivatives to give aceanthryleno[1,2-b]pyrazine and aceanthryleno [1,2-g]pteridine derivatives. Condensation of aceanthrene quinone with 2-aminoguanidine, semicarbazide, and thiosemicarbazide yielded aceanthryleno[1,2-e]triazines, condensation with 6-hydrazinopyrimidine derivatives gave 3,4-aceanthrylenopyrimido[4,5-c]pyridazines. Reaction of aceanthrene quinone with 2-cyanoethanoic acid hydrazide afforded 10,11-dihydro-10-oxo-aceanthryleno[1,2-c]pyridazine-9-carbonitrile. Treatment of aceanthrene quinone with malononitrile and hydrazine hydrate resulted in 10-aminoaceanthryleno[1,2-c]pyridazine-9-carbonitrile. The antibacterial effects of the prepared compounds were tested. Three of the compounds were tested against 60 cancer types.
• HAHN W. E.; KOZLOWSKA-GRAMSZ E., POL. J. CHEM., 1978, 52, HO 1, 37-49
  作者：HAHN W. E.、 KOZLOWSKA-GRAMSZ E.

  DOI：——

  日期：——
• A Novel Synthesis of Fused Uracils: Indenopyrimidopyridazines, Pyrimidopyridazines, and Pyrazolopyrimidines for Antimicrobial and Antitumor Evalution
  作者：Samar El-Kalyoubi、Fatimah Agili

  DOI：10.3390/molecules21121714

  日期：——

  A variety of different compounds of fused uracils were prepared simply by the heating of 6-hydrazinyl-1-methyl-, 6-hydrazinyl-1-propyl-, or 6-hydrazinyl-1,3-dipropyluracil under reflux with ninhydrin, isatin, benzylidene malononitrile, benzylylidene ethyl cyanoacetate, benzil, and phenacyl bromide derivatives. The newly synthesized compounds were completely screened for antimicrobial and antitumor

  通过与茚三酮，靛红，亚苄基丙二腈，亚苄基氰基乙酸乙酯，苯甲酰和苯甲酰溴衍生物。完全筛选了新合成的化合物的抗微生物和抗肿瘤活性。
• DMF acetals as alkylating and cyclizing agents: A facile route to substituted pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones
  作者：S. Youssif

  DOI：10.1007/bf00806857

  日期：1997.5

  Several 7-methyl-5-alkyl-2-vinylpyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones were prepared. The successful cyclization and alkylation of 6-(alpha-methylbenzylidenehydrazino)-1-methyluracils 2a-d using dimethylformamide acetals at high temperature provided 6a-d, 7a-d, and 8a-d. Treatment of 6a-d and 7a-d with acid afforded 7-methyl-5-alkylpyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones 9a, b; under the same conditions, 3a-d reacted to 7-methylpyrazolo[3,4-d]pyrimidine-4,6(5H)-dione (4) in good yield.