Abstract The nucleophilic substitution reactions of cylochlorotriphosphazene (N3P3Cl6) with N-(1-Naphthyl)ethylenediamine resulted in the following formation of partially and fully substituted cyclotriphosphazene derivatives: 2,4,4,6,6-pentachloro-2-open-chain-N-(1-Naphthyl) ethylendiamino-cyclotriphosphazatriene (3); 4,4,6,6-tetrachloro-2,2-spiro-N-(1-Naphthyl) ethylendiamino-cyclotriphosphazatriene (4); 2,6,6-trichloro-2-open-chain-4,4-spiro-N-(1-Naphthyl)ethylendiamino-cyclotriphosphazatriene (5); 2,4-dichloro-2,4-ansa-6,6-spiro-N-(1-Naphthyl)ethylendiamino)-cyclotriphosphazatriene (6); and 2,4,6-trichloro-2,4,6-non-gem-open-chain-N-(1-Naphthyl)ethylendiamino)-cyclotriphosphazatriene (7); 2,2,4,4,6,6-tri-spiro-N-(1-Naphthyl)ethylendiamino)-cyclotriphosphazatriene (8); 2,4-dichloro-2,4-cis-open-chain-6,6-spiro-N-(1-Naphthyl)ethylendiamino)-cyclotriphosphazatriene (9); and 2,4,6,6-tetrachloro -2,4-ansa-N-(1-Naphthyl)ethylendiamino)-cyclotriphosphazatriene (10). The reactions produced the 4,4,6,6-tetrachloro-2,2-spiro-N-(1-Naphthyl) ethylendiamino-cyclotriphosphazatriene (4) and 2,4,6,6-tetrachloro-2,4-ansa-N-(1-Naphthyl)ethylendiamino)-cyclotriphosphazatriene (10) derivatives as the major products in this system. The structures of the compounds were characterized by FT-IR, elemental analysis, TLC-MS, FT-IR, 1H, and 31P NMR spectral data. All the derived compounds (3–10) were screened for antimicrobial activity by using the broth-agar microdilution technique for the determination of MIC and MCC values. In this context, the compounds were examined against three different human pathogens; Escherichia coli W3110, Staphylococcus aureus ATCC 25923 and Candida albicans ATCC 10231. Except compounds 6 and 9, the rest of the compounds exhibited significant antimicrobial activity on E. coli (W3110), S. aureus (ATCC 25923) and C. albicans (ATCC 1023). Among the synthesized derivatives, compound 4 is the most active agent against the referenced bacteria. Graphical Abstract

中文翻译：

---

N-(1-萘基)乙二胺衍生的环氯三磷腈衍生物的合成、结构表征和抗菌活性

摘要 环氯三磷腈 (N3P3Cl6) 与 N-(1-萘基) 乙二胺的亲核取代反应导致以下部分和完全取代的环三磷腈衍生物的形成：2,4,4,6,6-五氯-2-开链- N-(1-萘基)乙二氨基-环三磷氮杂三烯(3)；4,4,6,6-四氯-2,2-螺-N-(1-萘基)乙二氨基-环三磷氮杂三烯(4)；2,6,6-三氯-2-开链-4,4-螺-N-(1-萘基)乙二氨基-环三磷氮杂三烯(5)；2,4-二氯-2,4-ansa-6,6-螺-N-(1-萘基)亚乙基二氨基)-环三磷氮杂三烯(6)；和 2,4,6-三氯-2,4,6-非宝石开链-N-(1-萘基)乙二氨基)-环三磷氮杂三烯(7)；2,2,4,4,6,6-三-螺-N-(1-萘基)乙二氨基)-环三磷氮杂三烯(8)；2,4-dichloro-2,4-cis-open-chain-6, 6-螺-N-(1-萘基)乙二氨基)-环三磷氮杂三烯(9)；和2,4,6,6-四氯-2,4-ansa-N-(1-萘基)亚乙基二氨基)-环三磷氮杂三烯(10)。该反应产生了 4,4,6,6-四氯-2,2-螺-N-(1-萘基) 乙二氨基-环三磷氮杂三烯 (4) 和 2,4,6,6-四氯-2,4-ansa- N-(1-萘基)亚乙基二氨基)-环三磷氮杂三烯(10)衍生物作为该系统中的主要产物。化合物的结构通过FT-IR、元素分析、TLC-MS、FT-IR、1H和31P NMR光谱数据表征。通过使用肉汤琼脂微量稀释技术测定 MIC 和 MCC 值，筛选所有衍生化合物 (3-10) 的抗菌活性。在这种情况下，针对三种不同的人类病原体检查了化合物；大肠杆菌W3110，金黄色葡萄球菌 ATCC 25923 和白色念珠菌 ATCC 10231。除化合物 6 和 9 外，其余化合物对大肠杆菌（W3110）、金黄色葡萄球菌（ATCC 25923）和白色念珠菌（ATCC 1023）表现出显着的抗菌活性。在合成的衍生物中，化合物 4 是对参考细菌最有效的药物。图形概要