Determination of pK(a) Values of Some Benzoxazoline Derivatives and the Structure-Activity Relationship

Celik, Hayati; Buyukaga, Mahmure; ÇELEBİER, MUSTAFA; TÜRKÖZ ACAR, EBRU; Baymak, MELEK; GÖKHAN KELEKÇİ, NESRİN; PALASKA, ERHAN; Erdogan, Hakki

doi:10.1021/je3012919

Determination of pK(a) Values of Some Benzoxazoline Derivatives and the Structure-Activity Relationship

Atıf İçin Kopyala

Celik H., Buyukaga M., ÇELEBİER M., TÜRKÖZ ACAR E., Baymak M. Ş., GÖKHAN KELEKÇİ N., ...Daha Fazla

JOURNAL OF CHEMICAL AND ENGINEERING DATA, cilt.58, sa.6, ss.1589-1596, 2013 (SCI-Expanded)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 58 Sayı: 6
Basım Tarihi: 2013
Doi Numarası: 10.1021/je3012919
Dergi Adı: JOURNAL OF CHEMICAL AND ENGINEERING DATA
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.1589-1596
Marmara Üniversitesi Adresli: Evet

Özet

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.