| Identification | Back Directory | [Name]
SC-560 | [CAS]
188817-13-2 | [Synonyms]
SC SC
SC-560
CS-1042
5-(4-Chlorophenyl)
SC-560;SC 560;SC560
SC-560 Assay Reagent
SC-560 - CAS 188817-13-2 - Calbiochem
5-(4-CHLOROPHENYL)-1-(4-METHOXYPHENYL)-3-TRIFLUOROMETHYLPYRAZOLE
5-(4-Chlorophenyl)-3-(trifluoromethyl)-1-(4-methoxyphenyl)-1H-pyrazole
5-(4-CHLOROPHENYL)-1-(4-METHOXYPHENYL)-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE
1H-Pyrazole, 5-(4-chlorophenyl)-1-(4-Methoxyphenyl)-3-(trifluoroMethyl)- | [Molecular Formula]
C17H12ClF3N2O | [MDL Number]
MFCD02179214 | [MOL File]
188817-13-2.mol | [Molecular Weight]
352.74 |
| Chemical Properties | Back Directory | [Melting point ]
63 °C | [Boiling point ]
440.6±45.0 °C(Predicted) | [density ]
1.33 | [storage temp. ]
2-8°C
| [solubility ]
DMSO: >20mg/mL | [form ]
Off-white solid | [pka]
-3?+-.0.10(Predicted) | [color ]
White to Light yellow to Light orange |
| Hazard Information | Back Directory | [Uses]
Selective COX-1 inhibitor (IC50=9nM). Shows 700-fold more selectivity over COX-2 (IC50=6.3μM). Inhibits COX-1-derived platelet thromboxane B2, gastric PGE2, and dermal PGE2 production. Orally active in rat. | [Definition]
ChEBI: A member of the class of pyrazoles that is 1H-pyrazole which is substituted at positions 1, 3 and 5 by 4-methoxyphenyl, trifluoromethyl and 4-chlorophenyl groups, respectively. Unlike many members of the diaryl heterocycle class of cyclo
xygenase (COX) inhibitors, SC-560 is selective for COX-1. | [Biological Activity]
Highly selective cyclooxygenase-1 (COX-1) inhibitor (IC 50 values are 0.009 and 6.3 μ M for COX-1 and COX-2 respectively). Inhibits COX-1-derived platelet thromboxane B 2 , gastric PGE 2 and dermal PDE 2 production. Significantly reduces ovarian surface epithelial tumor growth in vivo . Orally active. | [Biochem/physiol Actions]
SC-560 (5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazole) is a non-steroidal anti-inflammatory drug (NSAID). It is a lipophilic, diaryl heterocyclic compound. SC-560 acts as an effective antiviral agent against hepatitis C virus (HCV). It also has a potential to hinder prostaglandin E2 synthesis in neurons at nanomolar concentrations. | [in vitro]
preincubation of cox-1 with sc-560 inhibited the conversion of arachidonic acid to pge2 in a concentration-dependent manner [1]. sc-560 was necessary to sustain a reduced basal level of pgi2 for an extended period. sc-560 inhibits cell proliferation and accelerates apoptosis which results in attenuated tumor growth [2]. | [in vivo]
oral dosing with either 10 or 30 mg/kg sc-560 1 hr before assay completely inhibited cox-1-derived platelet thromboxane b2, gastric pge2, and dermal pge2 production [1]. sc-560 can suppress ovarian surface epithelial tumor growth. tumor growth was suppressed in allografted mice treated with sc-560 for a longer period, but the reduction in tumor growth was less dramatic than the short-term treated [2]. | [IC 50]
0.009 μm for cox-1; 6.3 μm for cox-2 | [storage]
Store at +4°C | [References]
[1] daikoku t, wang d, tranguch s, morrow jd, orsulic s, dubois rn, dey sk. cyclooxygenase-1 is a potential target for prevention and treatment of ovarian epithelial cancer. cancer res. 2005 may 1;65(9):3735-44.
[2] christopher j. smith, yan zhang, carol m. koboldt, jerry muhammad, ben s. zweifel, alex shaffer, john j. talley, jaime l. masferrer, karen seibert, peter c. isakson. pharmacological analysis of cyclooxygenase-1 in inflammation. proc natl acad sci u s a. 1998 oct 27; 95(22): 13313–13318. |
|
|