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Synthesis of Some Novel Azo Derivatives of 3,5‐Dimethly‐1‐(2‐hydroxyethyl)pyrazole as Potent Analgesic Agents
Author(s) -
Oruç E. E.,
KoçyigitKaymakçioglu B.,
Oral B.,
AltunbasToklu H. Z.,
Kabasakal L.,
Rollas S.
Publication year - 2006
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.200500202
Subject(s) - analgesic , chemistry , analgesic agents , pyrazole , stereochemistry , hot plate , morphine , pharmacology , medicine , materials science , composite material
Abstract 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)‐3,5‐dimethylpyrazole‐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.