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5-[4-(ω-二烷基氨基烷氧基)亚苄基]-1,3,3-三甲基-2-氧杂双环[2.2.2]辛烷-6-酮季铵盐的合成作为潜在的紫外线防晒剂。

Synthesis of quaternary ammonium bromides of 5-[4-(omega-dialkylaminoalkoxy)phenyl-methylene]-1, 3, 3-trimethyl-2-oxabicyclo [2.2.2]octan-6-ones as potential UV sunscreens.

机构信息

Istituto di Scienze Farmaceutiche dell'Università, Viale Benedetto XV, 3-I - 16132 Genova, Italy.

出版信息

Int J Cosmet Sci. 1994 Aug;16(4):171-80. doi: 10.1111/j.1467-2494.1994.tb00095.x.

DOI:10.1111/j.1467-2494.1994.tb00095.x
PMID:19250486
Abstract

Synopsis Materials and methods for the synthesis of eight quaternary ammonium bromides of 5-[4-(omega-dialkylaminoalkoxy)phenylmethylene]-1,3,-trimethyl-2-oxabicyclo[2.2.2]octan-6-ones are illustrated. They were routinely prepared starting from cineole aminoethers by reaction with primary alkyl bromides and their physico-chemical data are reported. These substances have been tested for UV filtering and/or microbiological activity. The substances have their UV absorption maxima at 315-322 nm. Tests on antimicrobial activity were performed using benzalkonium chloride as reference standard. All quaternary ammonium bromides were totally inactive against Escherichia coli (Gram -) and partially active on Staphylococcus aureus (Gram +). These preliminary findings seem to indicate that these new quaternary ammonium bromides could be considered as potential UV sunscreens.

摘要

摘要

本文介绍了合成 8 种 5-[4-(ω-二烷基氨基烷氧基)亚苄基]-1,3,3-三甲基-2-氧杂二环[2.2.2]辛-6-酮季铵盐的材料和方法。这些物质通常是从桉树脑氨基醚出发,与伯烷基溴反应制备的,并报告了它们的物理化学数据。这些物质已被测试其具有 UV 过滤和/或微生物活性。这些物质的 UV 吸收最大值在 315-322nm 处。抗菌活性测试使用苯扎氯铵作为参考标准。所有的季铵盐溴化物对大肠杆菌(革兰氏阴性)完全没有活性,对金黄色葡萄球菌(革兰氏阳性)部分有活性。这些初步发现似乎表明,这些新的季铵盐溴化物可以被认为是潜在的 UV 防晒霜。

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