4',4',6',6'-tetra(1-pyrrolidinyl)-3-(2-furanylmethyl)-6-(methoxy)-3H,4H-spiro{[1,3,2-benzoxazaphosphinine-2,2'-[1,3,5,2,4,6]triazatriphosphinine]} | 1353755-21-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4',4',6',6'-tetra(1-pyrrolidinyl)-3-(2-furanylmethyl)-6-(methoxy)-3H,4H-spiro{[1,3,2-benzoxazaphosphinine-2,2'-[1,3,5,2,4,6]triazatriphosphinine]}
• 英文别名: 3'-(furan-2-ylmethyl)-6'-methoxy-2,2,4,4-tetrapyrrolidin-1-ylspiro[1,3-diaza-5-azanida-2lambda5,4lambda5-diphospha-6-phosphoniacyclohexa-1,3-diene-6,2'-4H-1,3,2-benzoxazaphosphinin-2-ium]；3'-(furan-2-ylmethyl)-6'-methoxy-2,2,4,4-tetrapyrrolidin-1-ylspiro[1,3-diaza-5-azanida-2λ5,4λ5-diphospha-6-phosphoniacyclohexa-1,3-diene-6,2'-4H-1,3,2-benzoxazaphosphinin-2-ium]
• CAS: 1353755-21-1
• 化学式: C₂₉H₄₅N₈O₃P₃
• 分子量: 646.649
• InChiKey: IJHPTHYPCZOFOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  43
• 可旋转键数：
  7
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  73.5
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  2-{(E)-[(2-furanylmethyl)imino]methyl}-4-(methoxy)phenol 在 sodium tetrahydroborate 、 六氯环三磷腈 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 55.0h， 生成 4',4',6',6'-tetra(1-pyrrolidinyl)-3-(2-furanylmethyl)-6-(methoxy)-3H,4H-spiro{[1,3,2-benzoxazaphosphinine-2,2'-[1,3,5,2,4,6]triazatriphosphinine]}
  参考文献：
  名称：

  Phosphorus–nitrogen compounds. Part 23: Syntheses, structural investigations, biological activities, and DNA interactions of new N/O spirocyclotriphosphazenes

  摘要：

  The Schiff base compounds (1 and 2) are synthesized by the condensation reactions of 2-furan-2-yl-methylamine with 2-hydroxy-3-methoxy- and 2-hydroxy-5-methoxy-benzaldehydes and reduced with NaBH4 to give the new N/O-donor-type ligands (3 and 4). The monospirocyclotriphosphazenes containing 1,3,2-oxazaphosphorine rings (5 and 6) are prepared from the reactions of N3P3Cl6 with 3 and 4, respectively. The reactions of 5 and 6 with excess pyrrolidine, morpholine, and 1,4-dioxa-8-azaspiro [4,5] decane (DASD) produce tetrapyrrolidino (5a and 6a), morpholino (5b and 6b), and 1,4-dioxa-8-azaspiro [4,5] deca (5c and 6c) spirocyclotriphosphazenes. The structural investigations of the compounds are examined by H-1, C-13, P-31 NMR, DEPT, HSQC, and HMBC techniques. The solid-state structures of 5, 5a, and 6 are determined using X-ray crystallography. The compounds 5a, 5b, 5c, 6a, 6b, and 6c are subjected to antimicrobial activity against six patojen bacteria and two yeast strains. In addition, interactions between these compounds and pBR322 plasmid DNA are presented by agarose gel electrophoresis. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2011.10.027

文献信息

• Phosphorus–nitrogen compounds. Part 23: Syntheses, structural investigations, biological activities, and DNA interactions of new N/O spirocyclotriphosphazenes
  作者：Nuran Asmafiliz、Zeynel Kılıç、Zeliha Hayvalı、Leyla Açık、Tuncer Hökelek、Hakan Dal、Yağmur Öner

  DOI：10.1016/j.saa.2011.10.027

  日期：2012.2

  The Schiff base compounds (1 and 2) are synthesized by the condensation reactions of 2-furan-2-yl-methylamine with 2-hydroxy-3-methoxy- and 2-hydroxy-5-methoxy-benzaldehydes and reduced with NaBH4 to give the new N/O-donor-type ligands (3 and 4). The monospirocyclotriphosphazenes containing 1,3,2-oxazaphosphorine rings (5 and 6) are prepared from the reactions of N3P3Cl6 with 3 and 4, respectively. The reactions of 5 and 6 with excess pyrrolidine, morpholine, and 1,4-dioxa-8-azaspiro [4,5] decane (DASD) produce tetrapyrrolidino (5a and 6a), morpholino (5b and 6b), and 1,4-dioxa-8-azaspiro [4,5] deca (5c and 6c) spirocyclotriphosphazenes. The structural investigations of the compounds are examined by H-1, C-13, P-31 NMR, DEPT, HSQC, and HMBC techniques. The solid-state structures of 5, 5a, and 6 are determined using X-ray crystallography. The compounds 5a, 5b, 5c, 6a, 6b, and 6c are subjected to antimicrobial activity against six patojen bacteria and two yeast strains. In addition, interactions between these compounds and pBR322 plasmid DNA are presented by agarose gel electrophoresis. (C) 2011 Elsevier B.V. All rights reserved.