N1-(2,4-dichlorophenyl)-1-benzenecarboximidamide | 89983-61-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N1-(2,4-dichlorophenyl)-1-benzenecarboximidamide
• 英文别名: Benzenecarboximidamide, N-(2,4-dichlorophenyl)-；N'-(2,4-dichlorophenyl)benzenecarboximidamide
• CAS: 89983-61-9
• 化学式: C₁₃H₁₀Cl₂N₂
• 分子量: 265.142
• InChiKey: REVJSTOSDOOFCK-UHFFFAOYSA-N

物化性质

• 熔点：
  114-115 °C(Solv: chloroform (67-66-3))
• 沸点：
  352.5±52.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  N1-(2,4-dichlorophenyl)-1-benzenecarboximidamide 在 二氯化硫 、 4-氯苯硫酚 作用下， 以 四氯化碳 、 1,2-二氯乙烷 为溶剂， 反应 35.0h， 生成 5,6,7-trichloro-3-phenyl-2H-1,2,4-benzothiadiazine
  参考文献：
  名称：

  Levchenko, E. S.; Borovikova, G. S.; Borovik, E. I., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 176 - 181

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-二氯苯胺 、 苯甲腈 在 三甲基铝 作用下， 以 甲苯 为溶剂， 以50%的产率得到N1-(2,4-dichlorophenyl)-1-benzenecarboximidamide
  参考文献：
  名称：

  Synthesis, Structure−Activity Relationships at the GABA_A Receptor in Rat Brain, and Differential Electrophysiological Profile at the Recombinant Human GABA_A Receptor of a Series of Substituted 1,2-Diphenylimidazoles

  摘要：

  A series of new 1,2-diphenylimidazole derivatives (la-x) were synthesized and evaluated for their ability to potentiate gamma-aminobutyric acid (GABA)-evoked currents in Xenopus laevis oocytes expressing recombinant human GABAA receptors. Many of these compounds enhanced GABA action with potencies (EC50 = 0.19-19,mu M) and efficacies (maximal efficacies of up to 640%) similar to or greater than those of anesthetics such as etomidate, propofol, and alphaxalone. Structure- activity relationship analysis revealed that the presence of an ester moiety in the imidazole ring was required for full agonist properties, while modifications made in the phenyl rings affected potency and efficacy, with ethyl 2-(4-bromophenyl)-l-(2,4-dichlorophenyl)-1H4-imidazolecarboxylate showing the highest potency. These compounds potentiated the [H-3]GABA binding to rat brain membranes, suggesting a site of interaction different from that of GABA. As for etomidate, mutation of asparagine-265 in the beta 2 subunit of the GABA(A) receptor into serine reduced the ability of derivative 1i to modulate the GABA function.

  DOI：

  10.1021/jm049120y

文献信息

• Kresze,G. et al., Justus Liebigs Annalen der Chemie, 1968, vol. 715, p. 223 - 237
  作者：Kresze,G. et al.

  DOI：——

  日期：——
• LEVCHENKO, E. S.;BOROVIKOVA, G. S.;BOROVIK, E. I.;KALININ, V. N., ZH. ORGAN. XIMII, 1984, 20, N 1, 196-201
  作者：LEVCHENKO, E. S.、BOROVIKOVA, G. S.、BOROVIK, E. I.、KALININ, V. N.

  DOI：——

  日期：——
• [EN] ARTHROPODICIDAL 1,4-DIHYDROPYRIDINES AND 1,4-DIHYDROPYRIMIDINES<br/>[FR] 1,4-DIHYDROPYRIDINES ET 1,4-DIHYDROPYRIMIDINES ARTHROPODICIDES
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：WO1997011057A1

  公开（公告）日：1997-03-27

  (EN) Arthropodicidal compounds, compositions and method of use of compounds of Formula (I) or Formula (II) or mixtures of compounds of Formula (I) and Formula (II) are disclosed, wherein each X is F or C1 and Q, Q1, Q2, A, R1, R3, R4 and R10 are as defined in the specification.(FR) L'invention porte sur des composés et des compositions arthropodicides, et sur un procédé d'utilisation de composés de formule (I) ou de formule (II), ou de mélanges de composés de formule (I) et de formule (II), où chaque X est représenté par F ou C1, et Q, Q1, Q2, A, R1, R3, R4 et R10 sont tels qu'ils sont définis dans la spécification.
• Synthesis, Structure−Activity Relationships at the GABA_A Receptor in Rat Brain, and Differential Electrophysiological Profile at the Recombinant Human GABA_A Receptor of a Series of Substituted 1,2-Diphenylimidazoles
  作者：Battistina Asproni、Giuseppe Talani、Fabio Busonero、Amedeo Pau、Sebastiano Sanna、Riccardo Cerri、Maria Paola Mascia、Enrico Sanna、Giovanni Biggio

  DOI：10.1021/jm049120y

  日期：2005.4.1

  A series of new 1,2-diphenylimidazole derivatives (la-x) were synthesized and evaluated for their ability to potentiate gamma-aminobutyric acid (GABA)-evoked currents in Xenopus laevis oocytes expressing recombinant human GABAA receptors. Many of these compounds enhanced GABA action with potencies (EC50 = 0.19-19,mu M) and efficacies (maximal efficacies of up to 640%) similar to or greater than those of anesthetics such as etomidate, propofol, and alphaxalone. Structure- activity relationship analysis revealed that the presence of an ester moiety in the imidazole ring was required for full agonist properties, while modifications made in the phenyl rings affected potency and efficacy, with ethyl 2-(4-bromophenyl)-l-(2,4-dichlorophenyl)-1H4-imidazolecarboxylate showing the highest potency. These compounds potentiated the [H-3]GABA binding to rat brain membranes, suggesting a site of interaction different from that of GABA. As for etomidate, mutation of asparagine-265 in the beta 2 subunit of the GABA(A) receptor into serine reduced the ability of derivative 1i to modulate the GABA function.
• Levchenko, E. S.; Borovikova, G. S.; Borovik, E. I., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 176 - 181
  作者：Levchenko, E. S.、Borovikova, G. S.、Borovik, E. I.、Kalinin, V. N.

  DOI：——

  日期：——