Determination of pKa Values of Some Benzoxazoline Derivatives and the Structure-Activity Relationship

被引：10

作者：

Celik, Hayati ^{[1
]}

Buyukaga, Mahmure ^{[2
]}

Celebier, Mustafa ^{[3
]}

Acar, Ebru Turkoz ^{[1
]}

Baymak, Melek Sirin ^{[4
]}

Gokhan-Kelekci, Nesrin ^{[5
]}

Palaska, Erhan ^{[5
]}

Erdogan, Hakki ^{[2
]}

机构：

[1] Yeditepe Univ, Fac Pharm, Dept Analyt Pharmaceut Chem, Istanbul, Turkey

[2] Near East Univ, Fac Pharm, Dept Analyt Pharmaceut Chem, Mersin, Turkey

[3] Hacettepe Univ, Fac Pharm, Dept Analyt Chem, TR-06100 Ankara, Turkey

[4] Marmara Univ, Fac Arts & Sci, Dept Chem, Istanbul, Turkey

[5] Hacettepe Univ, Fac Pharm, Dept Pharmaceut Chem, TR-06100 Ankara, Turkey

来源：

JOURNAL OF CHEMICAL AND ENGINEERING DATA | 2013年 / 58卷 / 06期

关键词：

ANALGESIC ACTIVITY; MANNICH-BASES; ELECTROPHORESIS; DAMAGE;

D O I：

10.1021/je3012919

中图分类号：

O414.1 [热力学];

学科分类号：

摘要：

The acid ionization constant (pK(a)) values of 2-(3H)-benzoxazolinone and its 17 derivatives were determined in buffered solutions by UV-vis spectrophotometry, potentiometry, and capillary zone electrophoresis techniques. The pK(a) values of the studied compounds are found to be in the range of 9.01 to 7.15. The advantages and limitations of each technique are discussed. The results suggest that the removal of a proton from the molecule occurred on the nitrogen atom of the 2-(3H)-benzoxazolinone ring and the analgesic/anti-inflammatory activities of the benzoxazolinone derivatives decrease when the pK(a) values of the compounds increase.

引用

页码：1589 / 1596

页数：8

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