Synthesis of some novel azo derivatives of 3,5-dimethly-1-(2-hydroxyethyl)pyrazole as potent analgesic agents

Oruc E. E., Kocyigit-Kaymakcioglu B., Oral B., Altunbas-Toklu H. Z., Kabasakal L., Rollas S.

ARCHIV DER PHARMAZIE, cilt.339, sa.5, ss.267-272, 2006 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 339 Sayı: 5
  • Basım Tarihi: 2006
  • Doi Numarası: 10.1002/ardp.200500202
  • Dergi Adı: ARCHIV DER PHARMAZIE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.267-272
  • Anahtar Kelimeler: phenylazo compounds, pyrazoles, thiadiazoles, triazoles, analgesic activity, ANTICONVULSANT ACTIVITY, BIOLOGICAL EVALUATION, ANTITUBERCULOSIS ACTIVITY, 1,3,4-THIADIAZOLE, 1,2,4-TRIAZOLE, ANALOGS, INDOLE, RATS, MICE
  • Marmara Üniversitesi Adresli: Evet

Özet

A series of 1-(2-hydroxyethyl)-3,5-dimethylpyrazolylazo derivatives, incorporating thiosemicarbazide 2a-c, 1,3,4-thiadiazole 3a-c, and 1,2,4-triazole-3-thione 4a-c were synthesized. The structure of these novel synthesized compounds 2a-c, 3a-c, and 4a-c was confirmed by spectral analysis. All these compounds were screened for their analgesic activity. Hot-plate and tail-immersion tests were used for the determination of the analgesic activity. Morphine, an analgesic through both spinal and supraspinal pathways, was used as a standard test drug. All compounds were administered at a dose of 100 mg/kg i.p. Among the compounds, 2-(butylamino)-5-[((1-(2-hydroxyethyl)-3,5-dimethylpyrazole-4-yl)azo)phenyl]-1,3,4-thiadiazole 3a and 4-[((1-(2-hydroxyethyl)-3,5dimethylpyrazole-4-yl)azo)phenyl]-4-(2-phenethyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 4c showed analgesic effects in both tests. Especially 4c exerted strong analgesia starting at 30 min after injection.