189699-82-9
189699-82-9 structure
- Name: FR-188582
- Chemical Name: 3-chloro-5-(4-methylsulfonylphenyl)-1-phenylpyrazole
- CAS Number: 189699-82-9
- Molecular Formula: C16H13ClN2O2S
- Molecular Weight: 332.80500
- Catalog: Research Areas Inflammation/Immunology
- Create Date: 2017-12-29 08:55:23
- Modify Date: 2024-01-08 13:15:47
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FR-188582 is a highly selective inhibitor of cyclooxygenase (COX)-2, with an IC50 value of 17 nM.
| Name | 3-chloro-5-(4-methylsulfonylphenyl)-1-phenylpyrazole |
|---|---|
| Synonyms |
1H-Pyrazole,3-chloro-5-(4-(methylsulfonyl)phenyl)-1-phenyl
FR-188582 |
| Description | FR-188582 is a highly selective inhibitor of cyclooxygenase (COX)-2, with an IC50 value of 17 nM. |
|---|---|
| Related Catalog | |
| Target |
COX-2:17 nM (IC50) |
| In Vitro | In a recombinant human cyclooxygenase (COX) enzyme activity, FR-188582 (FR188582) inhibits COX-2 with an IC50 value of 17 nM, and the inhibition of prostaglandin (PG) E2 formation by FR188582 isover 6000 times more selective for COX-2 than COX-1[1]. |
| In Vivo | Oral administration of FR-188582 (0.01-3.2 mg/kg) reverses paw edema in adjuvant arthritic rats and shows a therapeutic effect in a dose-dependent manner with ED50 values (95% C.L.) of 0.074 (0.00021-0.53) and 0.063 (0.0039-0.31) mg/kg for adjuvant-injected paws and adjuvant-uninjected paws, respectively. The anti-inflammatory effect of FR-188582 (FR188582) is threefold more potent than that of Indomethacin with ED50 values (95% C.L.) of 0.24 (0.047-1.8) and 0.20 (0.021-0.79) mg/kg for adjuvant-injected paws and adjuvant-uninjected paws, respectively[1]. |
| Kinase Assay | Human recombinant COX-1 and COX-2 are expressed in Chinese hamster ovary cells. The appropriate COX enzyme (1 μg for COX-1 and/or 3 μg for COX-2) is preincubated in 100 mM Tris-HCl buffer (pH 7.3) containing hematin (2 μM) and tryptophan (5 mM) with drugs (0.0001-100 μM) dissolved in 1% DMSO for 5 min at 37°C prior to the addition of Arachidonic acid (10 μM) for 5 min at 37°C. Reactions are terminated by the addition of 1N HCl, and PGE2 production is measured by radioimmunoassay[1]. |
| Animal Admin | Rats[1] Female Lewis rats (140-180g) at the age of 8 weeks are used. Adjuvant arthritis is induced in female Lewis rats by intradermal injection into the plantar suface of the right hind paw of 0.5 mg of a suspension of heat-killed and dried Mycobacterium tuberculosis H37 RA in 0.05 mL of liquid Paraffin (day 0). The drugs, suspended and diluted on 0.5% methylcellulose, are given orally once a day therapeutically from day 15 to day 24 after adjuvant injection. Paw volume is measured before and 15,18,21,24 days after adjuvant injection with the Volume Meter TK-105, and edema is expressed as the increase in paw volume after adjuvant injection relative to the pre-injection value for each animal.The anti-inflammatory effect is expressed as the difference in paw edema compared with that of vehicle-treated adjuvant-control rats. |
| References |
| Molecular Formula | C16H13ClN2O2S |
|---|---|
| Molecular Weight | 332.80500 |
| Exact Mass | 332.03900 |
| PSA | 60.34000 |
| LogP | 4.67700 |
| Storage condition | 2-8℃ |