N-cyano-N’-propylguanidine | 41410-37-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-cyano-N’-propylguanidine
• 英文别名: N-cyano-N′-propylguanidine；N-cyano-N'-propyl-guanidine；N-Cyan-N'-propyl-guanidin；Propyldicyandiamid；1-Cyan-3-n-propylguanidin；1-Cyano-3-propylguanidine；1-cyano-2-propylguanidine
• CAS: 41410-37-1
• 化学式: C₅H₁₀N₄
• mdl: MFCD19217134
• 分子量: 126.161
• InChiKey: QIGXZTUCWRZELB-UHFFFAOYSA-N

物化性质

• 熔点：
  92-93 °C
• 沸点：
  166.7±23.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  74.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-cyano-N’-propylguanidine 在 盐酸 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Tari, Peter; Gajary, Antal, Organic Preparations and Procedures International, 1995, vol. 27, # 6, p. 697 - 700

  摘要：

  DOI：
• 作为产物：
  描述：

  N-Cyan-S-methyl-N'-propyl-isothioharnstoff 在 乙醇 、 氨 作用下， 生成 N-cyano-N’-propylguanidine
  参考文献：
  名称：

  Curd et al., Journal of the Chemical Society, 1948, p. 1630,1634

  摘要：

  DOI：

文献信息

• On the anomalous sorption behaviour of chlorhexidine with poly(2-hydroxyethyl methacrylate)
  作者：B S Plaut、B J Meakin、D J G Davies

  DOI：10.1111/j.2042-7158.1980.tb12989.x

  日期：2011.4.12

  General observations of solute: plastic interactions would suggest that the sorption of the cationic preservative, chlorhexidine, with poly (2-hydroxyethyl methacrylate) (PHEMA) is not only unexpected but also atypical in its properties. The polymer and preservative were investigated independently and the sorption of PHEMA with simple solutes, namely benzoic acid, benzocaine and aniline found to exhibit conventional properties. The single exception was the uptake of small amounts of benzocaine and aniline cations at acidic pH's. In order to elucidate the sorption characteristics of chlorhexidine a series of N1-(p-chlorophenyl)-N5-alkylbiguanide acetates were synthesized. The anomalous sorption behaviour observed between PHEMA and the bis biguanide, chlorhexidine, was also found to be characteristic of these monofunctional biguanide derivatives. The extent of the interactions increased with increasing alkyl chain length (R = methyl to n-octyl), this being interpreted in terms of an interaction binding mechanism via the biguanide functional group stabilized by van der Waal's forces between the alkyl chain and the polymer backbone. Atypical sorption behaviour was observed for simple organic cations, biguanide and N1-phenylbiguanide acetate with PHEMA, a possible inference being that this is a general characteristic of all cationic sorption with PHEMA.

  关于溶质：塑料相互作用的总体观察表明，阳离子防腐剂氯己定的吸附与聚（2-羟基乙基甲基丙烯酸酯）（PHEMA）的吸附不仅是出乎意料的，而且在其性质上也是非典型的。研究了聚合物和防腐剂，发现PHEMA与简单溶质（即苯甲酸、苯佐卡因和苯胺）的吸附表现出常规性质。唯一的例外是在酸性pH下，苯佐卡因和苯胺阳离子的小量吸收。为了阐明氯己定的吸附特性，合成了一系列N1-（对氯苯基）-N5-烷基双胍醋酸盐。在PHEMA与双胍，氯己定之间的异常吸附行为也发现是这些单功能双胍衍生物的特征。随着烷基链长（R =甲基至正辛基）的增加，相互作用的程度增加，这被解释为通过双胍功能团介导的相互作用结合机制，该机制通过烷基链与聚合物主链之间的范德华力得到稳定。简单有机阳离子、双胍和N1-苯基双胍醋酸盐与PHEMA的吸附表现出非典型的吸附行为，可能的推断是这是所有阳离子与PHEMA吸附的一般特征。

• Synthesis of Novel 4,6-Di(substituted)amino-1,2-dihydro-1,3,5-triazine Derivatives as Topical Antiseptic Agents
  作者：Shirou Maeda、Toshiko Kita、Kanji Meguro

  DOI：10.1021/jm8014712

  日期：2009.2.12

  A series of novel 4,6-di(substituted)amino-1,2-dihydro-1,3,5-triazine derivatives designed to have ClogP of 5.1-7.5 was synthesized and evaluated for their antiseptic properties by MIC and MBC tests against Gram-positive and Gram-negative bacteria, including MRSA, VRE, and P. aeruginosa. Among these compounds, 4-alkyl-6-aralkyl derivatives having ClogP of 6.6-7.1 and 4-alkyl-6-aryl or 4,6-dialkyl derivatives with ClogP of 6.0-6.4 showed pronounced antibacterial activities in both tests.
• Crowther et al., Journal of the Chemical Society, 1951, p. 1774,1778
  作者：Crowther et al.

  DOI：——

  日期：——
• 3,4-Dihydro-1,3,5-triazin-2(1<i>H</i>)-ones as the First Dual BACE-1/GSK-3β Fragment Hits against Alzheimer’s Disease
  作者：Federica Prati、Angela De Simone、Andrea Armirotti、Maria Summa、Daniela Pizzirani、Rita Scarpelli、Sine Mandrup Bertozzi、Daniel I. Perez、Vincenza Andrisano、Ana Perez-Castillo、Barbara Monti、Francesca Massenzio、Letizia Polito、Marco Racchi、Piera Sabatino、Giovanni Bottegoni、Ana Martinez、Andrea Cavalli、Maria L. Bolognesi

  DOI：10.1021/acschemneuro.5b00121

  日期：2015.10.21

  One of the main obstacles toward the discovery of effective anti-Alzheimer drugs is the multifactorial nature of its etiopathology. Therefore, the use of multitarget-directed ligands has emerged as particularly suitable. Such ligands, able to modulate different neurodegenerative pathways, for example, amyloid and tau cascades, as well as cognitive and neurogenic functions, are fostered to come. In this respect, we report herein on the first class of BACE-1/GSK-3 beta dual inhibitors based on a 3,4-dihydro-1,3,5-triazin-2(1H)-one skeleton, whose hit compound 1 showed interesting properties in a preliminary investigation. Notably, compound 2, endowed with well-balanced potencies against the two isolated enzymes (IC50 of 16 and 7 mu M against BACE-1 and GSK-3 beta, respectively), displayed effective neuroprotective and neurogenic activities and no neurotoxicity in cell-based assays. It also showed good brain permeability in a pharmacokinetic assessment in mice. Overall, triazinone derivatives, thanks to the simultaneous modulation of multiple points of the diseased network, might emerge as suitable candidates to be tested in in vivo Alzheimer's disease models.
• Curd et al., Journal of the Chemical Society, 1948, p. 1630,1634
  作者：Curd et al.

  DOI：——

  日期：——