N-Allyltrichloracetamidin | 35434-93-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-Allyltrichloracetamidin
• 英文别名: 2,2,2-trichloro-N'-prop-2-enylethanimidamide
• CAS: 35434-93-6
• 化学式: C₅H₇Cl₃N₂
• 分子量: 201.483
• InChiKey: CIKIWZVYMSZUDT-UHFFFAOYSA-N

物化性质

• 沸点：
  99-100 °C(Press: 3 Torr)
• 密度：
  1.3817 g/cm3(Temp: 15 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  N-Allyltrichloracetamidin 在 吡啶 、 碘 作用下， 以 四氢呋喃 为溶剂， 以88%的产率得到4-Iodomethyl-2-trichloromethyl-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  烯丙基-和尿素的碘环化

  摘要：

  烯丙基-（1）和脲（4）的碘环化分别得到咪唑啉（2）和咪唑啉酮（5）；相反，idine（1a）的溴环化导致六元环（3）的形成。

  DOI：

  10.1016/0040-4039(88)85071-8
• 作为产物：
  描述：

  三氯乙腈 、 丙烯胺 以 苯 为溶剂， 生成 N-Allyltrichloracetamidin
  参考文献：
  名称：

  Trichloroacetamidines, a new class of positive inotropic agents

  摘要：

  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.

  DOI：

  10.1021/jm00210a021

文献信息

• Derkach,G.I.; Rudavskii,B.P., Journal of general chemistry of the USSR, 1967, vol. 37, p. 1803 - 1805
  作者：Derkach,G.I.、Rudavskii,B.P.

  DOI：——

  日期：——
• ERSHOVA I. I.; GEVAZA YU. I.; STANINETS V. I., UKR. XIM. ZH., 1977, 43, HO 8, 884-885
  作者：ERSHOVA I. I.、 GEVAZA YU. I.、 STANINETS V. I.

  DOI：——

  日期：——
• HUNT, PETER A.;MAY, CHRISTOPHER;MOODY, CHRISTOPHER J., TETRAHEDRON LETT., 29,(1988) N 24, 3001-3002
  作者：HUNT, PETER A.、MAY, CHRISTOPHER、MOODY, CHRISTOPHER J.

  DOI：——

  日期：——
• 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.
• Iodocyclisations of allyl- amidines and-ureas
  作者：Peter A. Hunt、Christopher May、Christopher J. Moody

  DOI：10.1016/0040-4039(88)85071-8

  日期：1988.1

  Iodocyclisation of allyl-amidines (1) and-ureas (4) gives imidazolines (2) and imidazolinones (5) respectively; in contrast, bromocyclisation of the amidine (1a) results in formation of the six-membered ring (3).

  烯丙基-（1）和脲（4）的碘环化分别得到咪唑啉（2）和咪唑啉酮（5）；相反，idine（1a）的溴环化导致六元环（3）的形成。