Synthesis, anti-inflammatory and analgesic activities evaluation of some mono, bi and tricyclic pyrimidine derivatives
| Autor: | Sham M. Sondhi, Monika Johar, Nirupma Singh, Ashok Kumar |
|---|---|
| Rok vydání: | 2005 |
| Předmět: |
Pyrimidine
Hydrochloride Clinical Biochemistry Anti-Inflammatory Agents Drug Evaluation Preclinical Nitro compound Pharmaceutical Science Ibuprofen Biochemistry Chemical synthesis Mice chemistry.chemical_compound Diaminomaleonitrile Drug Discovery Animals Organic chemistry Imidazole Thiazole Molecular Biology chemistry.chemical_classification Analgesics Bicyclic molecule Organic Chemistry Rats Pyrimidines chemistry Molecular Medicine Female |
| Zdroj: | Bioorganic & Medicinal Chemistry. 13:6158-6166 |
| ISSN: | 0968-0896 |
| DOI: | 10.1016/j.bmc.2005.06.063 |
| Popis: | 3-Aminobenzonitrile and 2-amino-4-phenyl thiazole on condensation with 4-isothiocyanato-4-methyl pentane-2-one gave condensed monocyclic pyrimidine derivatives 1 and 2, 3, respectively. Condensation of 3-aminopropyl imidazole with 3-isothiocyantobutanal gave condensed monocyclic pyrimidine derivative 4. Bicyclic pyrimidine derivatives 5a and 5b have been synthesized by the condensation of diaminomaleonitrile with 4-isothiocyanto-4-methylpentane-2-one and 3-isothiocyanatobutanal, respectively. Condensation of 4-isothiocyanato-4-methyl pentane-2-one with 2,3-diaminopropionic acid hydrochloride yielded another bicyclic compound 7. 4-Isothiocyanato-4-methyl pentane-2-one, 3-isothiocyanatobutanal and 4-isothiocyanatobutan-2-one on condensation with 2-amino-4-nitro phenol gave tricyclic pyrimidine derivatives 8a, 8b and 8c, respectively. Structures of all the synthesized pyrimidine derivatives are supported by correct IR, 1H NMR and mass spectral data. The anti-inflammatory activity evaluation was carried out using carrageenin-induced paw oedema assay, and compounds 1, 3 and 5b exhibited good anti-inflammatory activity, that is, 27.9, 34.5 and 34.3% at 50 mg/kg po, respectively. Analgesic activity evaluation was carried out using phenylquinone writhing assay and compounds 5a, 5b and 8b showed good analgesic activity, that is, 50, 70 and 50% at 50 mg/kg po, respectively. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect