N-<2-(dimethylamino)ethyl>-1-methyl-4-nitropyrrole-2-carboxamide | 99180-54-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-<2-(dimethylamino)ethyl>-1-methyl-4-nitropyrrole-2-carboxamide
• 英文别名: 5-[2-(dimethylamino)ethylcarbamoyl]-1-methyl-3-nitropyrrole；4-nitro-1-methyl-1H-pyrrole-2-carboxylic acid (2-dimethylaminoethyl)amide；1H-Pyrrole-2-carboxamide, N-[2-(dimethylamino)ethyl]-1-methyl-4-nitro-；N-[2-(dimethylamino)ethyl]-1-methyl-4-nitropyrrole-2-carboxamide
• CAS: 99180-54-8
• 化学式: C₁₀H₁₆N₄O₃
• 分子量: 240.262
• InChiKey: AWEJRZRNZDXEOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-<2-(dimethylamino)ethyl>-1-methyl-4-nitropyrrole-2-carboxamide 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 22.5h， 生成 4-amino-N-[5-[2-(dimethylamino)ethylcarbamoyl]-1-methylpyrrol-3-yl]-1-methylpyrrole-2-carboxamide
  参考文献：
  名称：

  Lee; Roldan; Haskell, Journal of Medicinal Chemistry, 1994, vol. 37, # 8, p. 1208 - 1213

  摘要：

  DOI：
• 作为产物：
  描述：

  1-甲基-4-硝基吡咯-2-羧酸 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.41h， 生成 N-<2-(dimethylamino)ethyl>-1-methyl-4-nitropyrrole-2-carboxamide
  参考文献：
  名称：

  Lee; Roldan; Haskell, Journal of Medicinal Chemistry, 1994, vol. 37, # 8, p. 1208 - 1213

  摘要：

  DOI：

文献信息

• Synthesis of directly linked diazine isosteres of pyrrole-polyamide that photochemically cleave DNA
  作者：Chi Wi Ong、Ya-Ting Yang、Meng-Chi Liu、Keith R. Fox、Ping Hao Liu、Hung-Wei Tung

  DOI：10.1039/c1ob06803b

  日期：——

  photo-induced DNA damage upon iradiation with UV light (365 nm). Spectrophotometric and mass spectrometric identification suggest that the azo-linkage in I did not dissociate during irradiation. Moreover, compound I produced DNase I footprints with the HexB DNA fragment at AT sites, as well as some other mixed sequences (5′-ATGTCG-3′), indicative of the additional role of the diazine-linkage for interaction at

  一种 双霉素设计并合成了包含等排的二嗪连接的吡咯的模型。合成的关键步骤涉及成功的重氮化反应。4-氨基吡咯 衍生给 重氮 盐，它们与 N-甲基吡咯得到直接连接的二嗪化合物。酰胺是等位的二嗪吡咯 在紫外线（365 nm）照射下，我证明了光诱导的DNA损伤。分光光度法和质谱法鉴定表明I中的偶氮键在辐照期间未解离。此外，化合物I在AT位点的HexB DNA片段以及其他一些混合序列产生了DNase I足迹。5′-ATGTCG-3'），表明二嗪键对双链DNA相互作用的额外作用。
• 9-anilinoacridine alkylating agents
  申请人：Su Tsann-Long

  公开号：US20080176889A1

  公开（公告）日：2008-07-24

  This invention relates to 9-anilinoacridine alkylating agents, their synthesis and their use in pharmaceutical compositions for treating diseases.

  这项发明涉及9-苯胺基吖啶烷基化剂，它们的合成以及它们在治疗疾病的药物组合物中的应用。
• Antitumor Imidazotetrazines. 41. Conjugation of the Antitumor Agents Mitozolomide and Temozolomide to Peptides and Lexitropsins Bearing DNA Major and Minor Groove-Binding Structural Motifs
  作者：Jill Arrowsmith、Sharon A. Jennings、Alan S. Clark、Malcolm F. G. Stevens

  DOI：10.1021/jm020936d

  日期：2002.12.1

  Carboxylic acids derived from the amido groups of the antitumor agents mitozolomide and temozolomide have been conjugated to simple amino acids and peptides by carbodiimide coupling. Solid-state peptide synthesis has been applied to link the acids to DNA major groove-binding peptidic motifs known to adopt alpha-helical conformations. Attachment of the acids to pyrrole and imidazole polyamidic lexitropsins gave a series of potential DNA minor groove- binding ligands. In vitro biological evaluation of a limited number of these novel conjugates failed to demonstrate any enhanced growth-inhibitory activity compared to the unconjugated drugs; sites of alkylation at tracts of multiple guanines were also unaffected. Attachment of additional residues at C-8 of the imidazotetrazines did not perturb the chemistry of activation of the bicyclic nucleus, and biological sequelae can be rationalized by invoking the liberation of a common, diffusible, reactive chemical intermediate, the methanediazonium ion.