1,5-diamino-3-n-octyl-3-azapentane | 93839-35-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,5-diamino-3-n-octyl-3-azapentane
• 英文别名: N,N-bis(2-aminoethyl)-n-octylamine；1,5-diamino-3-octyl-3-azapentane；N-(2-aminoethyl)-N-octylethylenediamine；Octyl-bis-<2-amino-aethyl>-amin；N²-Octyl-diethylentriamin；N'-(2-aminoethyl)-N'-octylethane-1,2-diamine
• CAS: 93839-35-1
• 化学式: C₁₂H₂₉N₃
• 分子量: 215.382
• InChiKey: NAPBLZKQMLMWHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,5-diamino-3-n-octyl-3-azapentane 在 盐酸 、 sodium tetrahydroborate 作用下， 以 甲醇 、 水 为溶剂， 反应 26.0h， 生成 6,19-di-n-octyl-3,6,9,12,13,16,19,22,25,26-decaazatricyclo[22.2.1.1^11,14]octacosa-1(27),11,14(28),24-tetraene hexahydrochloride
  参考文献：
  名称：

  In Vitro and in Vivo Trypanosomicidal Activity of Pyrazole-Containing Macrocyclic and Macrobicyclic Polyamines: Their Action on Acute and Chronic Phases of Chagas Disease

  摘要：

  The in vitro and in vivo anti-Trypanosoma cruzi activity of the pyrazole-containing macrobicyclic polyamine 1 and N-methyl- and N-benzyl-substituted monocyclic polyamines 2 and 3 was studied. Activity against both the acute and chronic phases of Chagas disease was considered. The compounds were more active against the parasite and less toxic against Vero cells than the reference drug benznidazole, but 1 and 2 were especially effective, where cryptand 1 was the most active, particularly in the chronic phase. The activity results found for these compounds were complemented and discussed by considering their inhibitory effect on the iron superoxide dismutase enzyme of the parasite, the nature of the metabolites excreted after treatment, and the ultrastructural alterations produced. A complementary histopathological analysis confirmed that the compounds tested were significantly less toxic to mammals than the reference drug and that 1 and 2 exhibited lower levels of damage than 3.

  DOI：

  10.1021/jm2017144
• 作为产物：
  描述：

  3-octyl-1,5-diphthalimido-3-azapentane 在 肼 作用下， 以 乙醇 为溶剂， 生成 1,5-diamino-3-n-octyl-3-azapentane
  参考文献：
  名称：

  单，双和三脚形受体在其外配位球上提取[PtCl 6 ] 2–的选择性的比较

  摘要：

  [PtCl 6 ] 2–的提取和结合研究报道了24种含有三（2-氨基乙基）胺（TREN）或三（3-氨基丙基）胺（TRPN）支架的单，双和三脚架提取剂。这些试剂旨在识别[PtCl 6 ] 2–的外部配位域，并在酸性条件下显示出对氯离子的选择性。从0.6 M HCl提取涉及到含有1、2或3个尿素，酰胺或磺酰胺氢键供体的叔胺中N中心的质子化，以建立以下平衡：2L （org） + 2H + + [PtCl 6 ] 2 –⇌[（LH）2 PtCl6 ] （org）。所有试剂均显示出比三辛胺更高的Pt负载量，三辛胺被用作代表商业三烷基胺试剂的阳性对照。[PtCl 6 ] 2–的负载量取决于萃取剂中酰胺的侧基数量，并遵循三脚架>双足>单足的顺序，含尿素的萃取剂的性能优于酰胺和磺酰胺类似物。不同系列的试剂，其中Tris-2-ethylhexylamine中的一个，两个或三个烷基被3- N'-己基丙酰胺基取代，它们对[PtCl

  DOI：

  10.1021/acs.inorgchem.6b00848

文献信息

• Vasil'eva,V.F. et al., Journal of general chemistry of the USSR, 1966, vol. 36, p. 1720 - 1723
  作者：Vasil'eva,V.F. et al.

  DOI：——

  日期：——
• New 1<i>H</i>-Pyrazole-Containing Polyamine Receptors Able To Complex <scp>l</scp>-Glutamate in Water at Physiological pH Values
  作者：Carlos Miranda、Francisco Escartí、Laurent Lamarque、María J. R. Yunta、Pilar Navarro、Enrique García-España、M. Luisa Jimeno

  DOI：10.1021/ja035671m

  日期：2004.1.28

  The interaction of the pyrazole-containing macrocyclic receptors 3,6,9,12,13,16,19,22,25,26-decaazatricyclo-[22.2.1.1(11,14)]-octacosa-1(27),11,14(28),24-tetraene 1 [L-1], 13,26-dibenzyl-3,6,9,12,13,16,19,22,25,26-decaazatricyclo-[22.2.1.111, 14] -octacosa-1(27),11,14(28),24-tetraene 2[L-2], 3,9,12,13,16,22,25,26-octaazatricyclo-[22.2.1.1(11,14)]-octacosa-1 (27),11,14(28),24-tetraene 3[L-3], 6,19-dibenzyl-3,6,9,12,13,16,19,22,25,26-decaazatricyclo-[22.2.1.1(11,14)]-octacosa-1 (27),11,14(28),24-tetraene 4[L-4], 6,19-diphenethyl-3,6,9,12,13,16,19,22,25,26-decaazatricyclo-[22.2.1.1(11,14)]-octacosa-1 (27),11,14(28),24-tetraene 5[L-5], and 6,19-dioctyl-3,6,9,12,13,16,19,22,25,26-decaazatricyclo-[22.2.1.1(11,14)]-octacosa-1 (27),11,14(28),24-tetraene 6[L-6] with L-glutamate in aqueous solution has been studied by potentiometric techniques. The synthesis of receptors 3-6[L-3-L-6] is described for the first time. The potentiometric results show that 4[L-4] containing benzyl groups in the central nitrogens of the polyamine side chains is the receptor displaying the larger interaction at pH 7.4 (K-eff = 2.04 x 10(4)). The presence of phenethyl 5[L-5] or octyl groups 6[L-6] instead of benzyl groups 4[L-4] in the central nitrogens of the chains produces a drastic decrease in the stability [K-eff = 3.51 X 10(2) (5), K-eff = 3.64 x 10(2) (6)]. The studies show the relevance of the central polyaminic nitrogen in the interaction with glutamate. 1[L-1] and 2[L-2] with secondary nitrogens in this position present significantly larger interactions than 3[L-3], which lacks an amino group in the center of the chains. The NMR and modeling studies suggest the important contribution of hydrogen bonding and pi-cation interaction to adduct formation.
• DOHNO, REIZO;OHOFUCHI, SHINICHI;MIURA, TOMOHIRO;KASEDA, SADAMICHI;HAKUSHI+, NIPPON KAGAKU KAJSI,(1990) N, S. 676-681
  作者：DOHNO, REIZO、OHOFUCHI, SHINICHI、MIURA, TOMOHIRO、KASEDA, SADAMICHI、HAKUSHI+

  DOI：——

  日期：——
• Dohno Reizo, Goto Shin-ichiro, Tanigawa Akira, Hakushi Tadao, Nippon kagaku kaishi (J. Chem. Soc. Jap), (1994) N 5, S 435-441
  作者：Dohno Reizo, Goto Shin-ichiro, Tanigawa Akira, Hakushi Tadao

  DOI：——

  日期：——
• DEVINSKY, F.;BITTEREROVA, F.;LACKO, I.;MLYNARCIK, D., CHEM. ZVESTI, 1985, 39, N 1, 125-134
  作者：DEVINSKY, F.、BITTEREROVA, F.、LACKO, I.、MLYNARCIK, D.

  DOI：——

  日期：——