2,2,2-trichloro-N-methyl-acetamidine | 3334-79-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,2,2-trichloro-N-methyl-acetamidine
• 英文别名: 2,2,2-Trichlor-N-methyl-acetamidin；N-Methyl-trichloracetamidin；N-Methyltrichloracetamidin；2,2,2-trichloro-N'-methylethanimidamide
• CAS: 3334-79-0
• 化学式: C₃H₅Cl₃N₂
• 分子量: 175.445
• InChiKey: BRQINTRFSDJRLP-UHFFFAOYSA-N

物化性质

• 熔点：
  128-131 °C
• 沸点：
  129 °C(Press: 60 Torr)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  38.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,2,2-trichloro-N-methyl-acetamidine 在 五氯化磷 作用下， 生成 N-(Trichlor-N-methyl-acetimidoyl)-phosphonimidsaeure-trichlorid
  参考文献：
  名称：

  Derkach,G.I.; Rudavskii,V.P., Journal of general chemistry of the USSR, 1965, vol. 35, p. 1206 - 1209

  摘要：

  DOI：
• 作为产物：
  描述：

  三氯乙腈 、 甲胺 以 水 为溶剂， 反应 0.5h， 生成 2,2,2-trichloro-N-methyl-acetamidine
  参考文献：
  名称：

  通过一锅多组分反应在水中轻松高效地合成新型咪唑衍生物。

  摘要：

  有机靶分子的水促进多组分合成已被用作制备新型咪唑衍生物的关键方法。在水中存在茚三酮的情况下，伯胺与三氯乙腈的三组分缩合反应被开发为高效，清洁的绿色合成方法，用于高产率地制备咪唑。

  DOI：

  10.2174/13862073113169990046

文献信息

• REACTION OF TRICHLOROACETONITRILE WITH PRIMARY AND SECONDARY AMINES: PART I. PREPARATION OF SOME TRICHLOROACETAMIDINES
  作者：John C. Grivas、Alfred Taurins

  DOI：10.1139/v58-113

  日期：1958.5.1

  Trichloroacetonitrile reacts with primary and secondary aliphatic and primary aromatic amines to give N-substituted trichloroacetamidines. A series of N-mono- and N-di-substituted trichloroacetamid...

  三氯乙腈与伯、仲脂肪胺和伯芳香胺反应生成 N-取代的三氯乙脒。一系列N-单-和N-二-取代的三氯乙酰胺...
• Trichloroacetamidines, a new class of positive inotropic agents
  作者：Walfred S. Saari、Mark B. Freedman、Joel R. Huff、Stella W. King、Andrew W. Raab、Susan J. Bergstrand、Edward L. Engelhardt、Alexander Scriabine、George Morgan

  DOI：10.1021/jm00210a021

  日期：1978.12

  A series of trichloroacetamidine derivatives, obtained by addition of amines to trichloroacetonitrile, was evaluated for positive inotropic activity on isolated cat heart papillary muscles. Increased contractility, not antagonized by beta-adrenergic blockade with sotalol or reserpine pretreatment, was observed in this assay with a variety of N-substituted trichloroacetamidine derivatives. More extensive pharmacological studies with the 3-indolylmethyl analogue 2 showed that this amidine in dogs, 5 mg/kg iv, produced a positive inotropic effect more pronounced than that of ouabain, 50 microgram/kg iv. Several of the trichloroacetamidines were found to be inhibitors of guinea pig kidney and calf heart Na-K-dependent ATPase and to have specificity for these enzymes different from that of ouabain. Bacterial mutagenic activity was observed with three members, 2,3, and 12, of the series.
• Backer; Wanmaker, Recueil des Travaux Chimiques des Pays-Bas, 1951, vol. 70, p. 638,644
  作者：Backer、Wanmaker

  DOI：——

  日期：——
• Sinitsa, A. D.; Krishtal', V. S.; Kal'chenko, V. I., Journal of general chemistry of the USSR, 1980, vol. 50, # 10, p. 1947 - 1953
  作者：Sinitsa, A. D.、Krishtal', V. S.、Kal'chenko, V. I.、Markovskii, L. N.

  DOI：——

  日期：——
• Sinitsa, A. D.; Krishtal', V. S.; Kal'chenko, V. I., Journal of general chemistry of the USSR, 1980, vol. 50, # 10, p. 1943 - 1946
  作者：Sinitsa, A. D.、Krishtal', V. S.、Kal'chenko, V. I.、Markovskii, L. N.

  DOI：——

  日期：——