N-(3-phenylpropyl)cyanamide | 82485-78-7

• 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: N-(3-phenylpropyl)cyanamide
• 英文别名: 3-phenylpropylcyanamide
• CAS: 82485-78-7
• 化学式: C₁₀H₁₂N₂
• 分子量: 160.219
• InChiKey: GTKZYJDXZLERHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(3-phenylpropyl)cyanamide 在 盐酸 作用下， 以91%的产率得到N-(3-Phenylpropyl)harnstoff
  参考文献：
  名称：

  Malik, Abdul; Afza, Nighat; Siddiqui, Salimuzzaman, Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1982, vol. 37, # 4, p. 512 - 518

  摘要：

  DOI：
• 作为产物：
  描述：

  溴化氰 、 3-苯基-1-丙胺 以 乙醚 、 氯仿 为溶剂， 反应 1.0h， 生成 N-(3-phenylpropyl)cyanamide
  参考文献：
  名称：

  Malik, Abdul; Afza, Nighat; Siddiqui, Salimuzzaman, Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1982, vol. 37, # 4, p. 512 - 518

  摘要：

  DOI：

文献信息

• From phenylalkylcyanamides to heterocyclic selenazadiphospholaminediselenides and carbamidoyl(phenyl)phosphinodiselenoic acids
  作者：Guoxiong Hua、Qingzhi Zhang、Yang Li、Alexandra M. Z. Slawin、J. Derek Woollins

  DOI：10.1039/b813406p

  日期：——

  The reaction of 2,4-bis(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide (Woollins’ Reagent, WR) with phenylalkylcyanamides (RR′NCN, R = PhCH2CH2, R′ = CH3 and R = PhCH2CH2CH2, R′ = H) in refluxing toluene led to novel heterocyclic selenazadiphospholaminediselenides 1 and 2 (43% and 42% yields), the latter being hydrolyzed to the unusual zwitterionic carbamidoyl(phenyl)phosphinodiselenoic acids 3 and 4 in excellent yields (96% and 98%).

  2,4-双（苯基）-1,3-二硒二磷杂环丁烷-2,4-二硒化物（Woollins试剂，WR）与苯基烷基氰酰胺（RR′NCN，R = PhCH2CH2，R′ = CH3和R = PhCH2CH2CH2，R′ = H）在回流甲苯中的反应产生了新型杂环硒氮杂二磷杂环胺二硒化物1和2（产率分别为43%和42%），后者水解为罕见的两性离子氨基甲酰（苯基）膦二硒酸3和4，产率极高（分别为96%和98%）。
• Development and Characterization of Glutamyl-Protected <i>N</i>-Hydroxyguanidines as Reno-Active Nitric Oxide Donor Drugs with Therapeutic Potential in Acute Renal Failure
  作者：Qingzhi Zhang、Philip Milliken、Agnieszka Kulczynska、Alex M. Z. Slawin、Adele Gordon、Nicholas S. Kirkby、David J. Webb、Nigel P. Botting、Ian L. Megson

  DOI：10.1021/jm400146r

  日期：2013.7.11

  Acute renal failure (ARF) has high mortality and no effective treatment. Nitric oxide (NO) delivery represents a credible means of preventing the damaging effects of vasoconstriction, central to ARF, but design of drugs with the necessary renoselectivity is challenging. Here, we developed N-hydroxyguanidine NO donor drugs that were protected against spontaneous NO release by linkage to glutamyl adducts that could be cleaved by gamma-glutamyl transpeptidase (gamma-GT), found predominantly in renal tissue. Parent NO donor drug activity was optimized in advance of glutamyl adduct prodrug design. A lead compound that was a suitable substrate for gamma-GT-mediated deprotection was identified. Metabolism of this prodrug to the active parent compound was confirmed in rat kidney homogenates, and the prodrug was shown to be an active vasodilator in rat isolated perfused kidneys (EC50 similar to 50 mu M). The data confirm that glutamate protection of N-hydroxyguanidines is an approach that might hold promise in ARF.
• Novel heterocyclic selenazadiphospholaminediselenides, zwitterionic carbamidoyl(phenyl)-phosphinodiselenoic acids and selenoureas derived from cyanamides
  作者：Guoxiong Hua、Qingzhi Zhang、Yang Li、Alexandra M.Z. Slawin、J. Derek Woollins

  DOI：10.1016/j.tet.2009.05.056

  日期：2009.8

  2,4-Bis(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide (Woollins' reagent, WR) reacts with cyanamides (1a-h) in refluxing toluene to afford a series of novel selenazadiphospholaminediselenides (RR'NC=N(PhP(Se)SeP(Se)Ph, R=C6H5(CH2)(1-3), 4-n-C10H21C6H4 and 4-BrC6H4CH2; R'=H, CH3, C2H5 and C(O)OC2H5 2a-g). Post-treatment of the reaction mixture with water led to the formation of carbamidoyl(phenyl)phosphinodiselenoic acids (RR'NC(NH2)P(SeH)(2)Ph, R=C6H5(CH2)(2-3), 4-n-C10H21C6H4 and 4-BrC6H4CH2; R'=H and CH3, 3b, 3c, 3e and 3f) and selenoureas (RR'NC(Se)NH2, R=C6H5(CH)(1-2); R'=CH3 and OC(O)C2H5, 4f and 4h) in moderate to excellent yields. All new compounds are characterised spectroscopically and five X-ray crystal structures are reported. (C) 2009 Elsevier Ltd. All rights reserved.