[15N2]-丙二酰胺 | 69544-00-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 中文名称: [15N2]-丙二酰胺
• 英文名称: [15N2]malonodiamide
• 英文别名: [¹⁵N₂]-malonamide；<15N>-Malonamid；propanedi(15N2)amide
• CAS: 69544-00-9
• 化学式: C₃H₆N₂O₂
• 分子量: 104.079
• InChiKey: WRIRWRKPLXCTFD-MQIHXRCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  86.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [15N2]-丙二酰胺 在 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 4.25h， 以600 mg的产率得到(15N2)-malononitrile
  参考文献：
  名称：

  [EN] COMPOUNDS FOR THE MODULATION OF MYC ACTIVITY
  [FR] COMPOSÉS POUR LA MODULATION DE L'ACTIVITÉ DE MYC

  摘要：

  本发明提供了Formula（I）和Formula（II）的新化合物以及与之相关的药用盐、溶剂合物、水合物、互变异构体、立体异构体、同位素标记衍生物和组合物。还提供了涉及这些化合物或组合物的方法和试剂盒，用于治疗或预防增生性疾病，例如癌症（例如乳腺癌、前列腺癌、淋巴瘤、肺癌、胰腺癌、卵巢癌、神经母细胞瘤或结肠癌）、良性肿瘤、血管生成、炎症性疾病、纤维化（例如多囊肾病）、自身炎症性疾病和自身免疫性疾病。

  公开号：

  WO2016196910A1
• 作为产物：
  描述：

  丙二酸二乙酯 在 氢氧化铵-15N 作用下， 反应 12.0h， 生成 [15N2]-丙二酰胺
  参考文献：
  名称：

  [EN] COMPOUNDS FOR THE MODULATION OF MYC ACTIVITY
  [FR] COMPOSÉS POUR LA MODULATION DE L'ACTIVITÉ DE MYC

  摘要：

  本发明提供了Formula（I）和Formula（II）的新化合物以及与之相关的药用盐、溶剂合物、水合物、互变异构体、立体异构体、同位素标记衍生物和组合物。还提供了涉及这些化合物或组合物的方法和试剂盒，用于治疗或预防增生性疾病，例如癌症（例如乳腺癌、前列腺癌、淋巴瘤、肺癌、胰腺癌、卵巢癌、神经母细胞瘤或结肠癌）、良性肿瘤、血管生成、炎症性疾病、纤维化（例如多囊肾病）、自身炎症性疾病和自身免疫性疾病。

  公开号：

  WO2016196910A1

文献信息

• (¹⁵N₅)-Labeled Adenine Derivatives:  Synthesis and Studies of Tautomerism by ¹⁵N NMR Spectroscopy and Theoretical Calculations
  作者：Avital Laxer、Dan T. Major、Hugo E. Gottlieb、Bilha Fischer

  DOI：10.1021/jo010344n

  日期：2001.8.1

  Since the nitrogens of nucleosides and nucleotides play an important role in the molecular recognition of these compounds, N-15 NMR became a method of choice in this field. Fully N-15-labeled adenine, required in the latter studies, was obtained in four synthetic steps, in a good yield. Likewise, (N-15(5))-2-hexylthioether-adenine and (N-15(5))-8-Br-adenine were obtained in five synthetic steps from the relatively inexpensive N-15 sources: N-15-NH4Cl, N-15-NH4OH, N-15-NaNO2. Full N-15 labeling of these adenine prototypes enabled to obtain high-resolution 15N NMR spectra of these bases at 60.8 MHz. Furthermore, the spectra suggested the existence of the N3-H species in the tautomeric mixtures of these compounds in solution, in addition to the well-reported N9-H (major) and N7-H (minor) tautomers. These observations were also supported by quantum mechanical calculations of the tautomeric equilibria in the gas phase and in solution of the above-mentioned adenine compounds. The gas-phase tautomeric equilibria were estimated using density functional theory and second-order perturbation theory methods. Solvent effects were included by means of both continuum and discrete solvation models. The observation of the existence of the N3-H tautomer has a clear impact on the possible H-bonding patterns of these adenine prototypes and on their molecular recognition by various biological macromolecules. The above(15)N-labeled analogues are expected to find use as N-15 NMR probes for numerous biochemical studies.
• A facile synthesis of (15N2) malononitrile
  作者：Avital Laxer、Bilha Fischer

  DOI：10.1002/(sici)1099-1344(200001)43:1<47::aid-jlcr289>3.0.co;2-k

  日期：2000.1

  The first synthesis of doubly N-15-labelled malononitrile is described and its spectral properties are provided. A highly pure (N-15(2)) malononitrile is obtained in a facile and simple two-step synthesis which include reaction of diethyl malonate with 25% (NH4OH)-N-15 at room temperature overnight to form (N-15(2))-malonodiamide in 84% yield, and dehydration of the latter by POCl3 in acetonitrile to (N-15(2)) malononitrile (75%). The choice of reagents, and simple solutions for work-up, are discussed.