Synthesis and preliminary evaluation of new 5-pyrazolinone derivatives as analgesic agents
European Journal of Medicinal Chemistry, cilt.35, sa.3, ss.359-364, 2000 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 35 Sayı: 3
- Basım Tarihi: 2000
- Doi Numarası: 10.1016/s0223-5234(00)00117-3
- Dergi Adı: European Journal of Medicinal Chemistry
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.359-364
- Anahtar Kelimeler: Analgesic activity, Oxazole, Pyrazolin-5-one, Synthesis
- Kütahya Sağlık Bilimleri Üniversitesi Adresli: Evet
Özet
New 4-(aroyloxyalkanoyl)-2,3-dimethyl-1-phenyl-3-pyrazolin-5-ones (5) were cyclized to 4-(2-aryl-5-unsubstituted/substituted oxazol-4-yl)-2,3- dimethyl-1-phenyl-3-pyrazolin-5-ones (6) employing the Davidson procedure. Preliminary evaluation of analgesic activity revealed that the effect of 4- (2-phenyl-5-ethyloxazol-4-yl)-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one and 4- [2-(4-chlorophenyl)-5-ethyloxazol-4-yl]-2,3-dimethyl-1-phenyl-3-pyrazoline-5- one on acetic acid induced writhing was superior to that of antypyrine and aminopyrine. 4-[2-(4-Chlorophenyl)-5-methyloxazol-4-yl]-2,3-dimethyl-1- phenyl-3-pyrazolin-5-one and 4-[2-(4-methoxyphenyl)-5-ethyloxazol-4-yl]-2,3- dimethyl-1-phenyl-3-pyrazolin-5-one were more potent than aminopyrine, whereas 4-(2-phenyl-5-methyloxazol-4-yl)-2,3-dimethyl-1-phenyl-3-pyrazolin-5- one and 4-[2-(4-methoxyphenyl)-5-methyl-oxazol-4-yl]-2,3-dimethyl-1-phenyl-3- pyrazolin-5-one were not as active (modified Koster's Test; 0.19-0.21 mmol.kg-1). None of the selected entries showed inhibition of formaldehyde- induced paw oedema. (C) 2000 Editions scientifiques et medicales Elsevier SAS.