methyl 2'-(2-acetamidomethyl)-2,4'-bithiazole-4-carboxylate | 76275-97-3

• 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: methyl 2'-(2-acetamidomethyl)-2,4'-bithiazole-4-carboxylate
• 英文别名: Methyl 2-[2-(2-acetamidoethyl)-1,3-thiazol-4-yl]-1,3-thiazole-4-carboxylate
• CAS: 76275-97-3
• 化学式: C₁₂H₁₃N₃O₃S₂
• 分子量: 311.386
• InChiKey: IIDPJBDTKZYIEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(甲基三)丙烯酸呋喃 、 methyl 2'-(2-acetamidomethyl)-2,4'-bithiazole-4-carboxylate 反应 16.0h， 生成 3-<2'-(2-acetamidoethyl)-2,4'-bithiazole-4-carboxamido>propyl methyl sulfide
  参考文献：
  名称：

  Synthesis and DNA binding of [3-[2'-(2-acetamidoethyl)-2,4'-bithiazole-4-carboxamido]propyl]dimethylsulfonium chloride, a fragment of bleomycin A2

  摘要：

  [3-[2'-(2-Acetamidoethyl)-2,4'-bithiazole-4-carboxamido]propyl]dimethylsulfonium chloride (1), the acetyl derivative of the cationic terminal dipeptide of bleomycin A2, has been synthesized and its binding to DNA and poly(dA-dT) has been studied by proton NMR and fluorescence spectroscopy. The spectral perturbations which occur upon binding of the compound to either nucleic acid indicate that that portion of bleomycin which binds to the nucleic acid can, for the most part, be mimicked by the fragment. The data are discussed in terms of the structure of the drug and the drug-nucleic acid complex.

  DOI：

  10.1021/jm00135a008
• 作为产物：
  描述：

  3-乙酰氨基硫代丙酰胺 在 manganese(IV) oxide 、 溴 、 sodium methylate 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 methyl 2'-(2-acetamidomethyl)-2,4'-bithiazole-4-carboxylate
  参考文献：
  名称：

  Synthesis and DNA binding of [3-[2'-(2-acetamidoethyl)-2,4'-bithiazole-4-carboxamido]propyl]dimethylsulfonium chloride, a fragment of bleomycin A2

  摘要：

  [3-[2'-(2-Acetamidoethyl)-2,4'-bithiazole-4-carboxamido]propyl]dimethylsulfonium chloride (1), the acetyl derivative of the cationic terminal dipeptide of bleomycin A2, has been synthesized and its binding to DNA and poly(dA-dT) has been studied by proton NMR and fluorescence spectroscopy. The spectral perturbations which occur upon binding of the compound to either nucleic acid indicate that that portion of bleomycin which binds to the nucleic acid can, for the most part, be mimicked by the fragment. The data are discussed in terms of the structure of the drug and the drug-nucleic acid complex.

  DOI：

  10.1021/jm00135a008

文献信息

• Bleomycin analogs. Synthesis and proton nmr spectral assignments of thiazole amides related to bleomycin a₂
  作者：James M. Riordan、Ted T. Sakai

  DOI：10.1002/jhet.5570180629

  日期：1981.10

  The synthesis of a series of 2-substituted thiazole-4-carboxamides of 3-aminopropyldimethylsulfonium chloride is described and the proton nmr spectral assignments of these derivatives are made. The compounds, which are fragments and analogs of the DNA-binding portion of the antitumor antibiotic bleomycin A2, will serve as probes of structure-activity relationships in this family of drugs.

  描述了一系列3-氨基丙基二甲基s氯化物的2-取代的噻唑-4-羧酰胺的合成，并对这些衍生物的质子核磁共振谱进行了表征。该化合物是抗肿瘤抗生素博来霉素A 2的DNA结合部分的片段和类似物，将在该家族药物中用作构效关系的探针。