S2064
SC-560
≥98% (HPLC)
别名:
5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-trifluoromethyl pyrazole
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关于此项目
经验公式（希尔记法）:
C17H12ON2ClF3
化学文摘社编号:
分子量:
352.74
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
MDL number:
产品名称
SC-560, ≥98% (HPLC)
InChI key
PQUGCKBLVKJMNT-UHFFFAOYSA-N
SMILES string
COc1ccc(cc1)-n2nc(cc2-c3ccc(Cl)cc3)C(F)(F)F
InChI
1S/C17H12ClF3N2O/c1-24-14-8-6-13(7-9-14)23-15(10-16(22-23)17(19,20)21)11-2-4-12(18)5-3-11/h2-10H,1H3
assay
≥98% (HPLC)
solubility
DMSO: >20 mg/mL
storage temp.
2-8°C
Quality Level
Gene Information
human ... PTGS1(5742), PTGS2(5743)
Application
SC-560 has been used as a cyclooxygenase-1 (COX-1) inhibitor to study its effects on prostaglandin E-2 (PGE2) signaling in ciliogenesis in zebrafish embryos. It has also been used as a selective inhibitor of COX-1 to study its role in PM10-induced endothelial dysfunction.
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.
SC-560 belongs to the diaryl heterocycle class of cyclooxygenase (COX) inhibitors. It exhibits anti-tumor and anti-proliferative activities.
Selective cyclooxygenase-1 (COX-1) inhibitor, exhibiting 700-fold selectivity for COX-1 over COX-2.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Prostaglandin signalling regulates ciliogenesis by modulating intraflagellar transport
Jin D, et al.
Nature Cell Biology, 16(9), 841-851 (2014)
Edwin S L Chan et al.
Arthritis research & therapy, 9(1), R4-R4 (2007-01-25)
Both selective cyclooxygenase (COX)-2 inhibitors and non-steroidal anti-inflammatory drugs (NSAIDs) have been beneficial pharmacological agents for many patients suffering from arthritis pain and inflammation. However, selective COX-2 inhibitors and traditional NSAIDs are both associated with heightened risk of myocardial infarction.
Inhibition of prostaglandin E2 synthesis by SC-560 is independent of cyclooxygenase 1 inhibition
Brenneis C, et al.
Faseb Journal, 20(9), 1352-1360 (2006)
Cyclooxygenase-1 (COX-1) and COX-1 inhibitors in cancer: a review of oncology and medicinal chemistry literature
Pannunzio A and Coluccia M
Pharmaceuticals (Basel, Switzerland), 11(4), 101-101 (2018)
Alessandra Pannunzio et al.
Pharmaceuticals (Basel, Switzerland), 11(4) (2018-10-14)
Prostaglandins and thromboxane are lipid signaling molecules deriving from arachidonic acid by the action of the cyclooxygenase isoenzymes COX-1 and COX-2. The role of cyclooxygenases (particularly COX-2) and prostaglandins (particularly PGE₂) in cancer-related inflammation has been extensively investigated. In contrast
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