Skip to Content
Merck

S2064

SC-560

≥98% (HPLC)

Synonym(s):

5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-trifluoromethyl pyrazole

Sign In to View Organizational & Contract Pricing.

Select a Size

All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C17H12ON2ClF3
CAS Number:
188817-13-2
Molecular Weight:
352.74
NACRES:
NA.77
PubChem Substance ID:
24278696
UNSPSC Code:
51111800
MDL number:
MFCD02179214

Product Name

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

100

Gene Information

human ... PTGS1(5742), PTGS2(5743)

Related Categories

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000391167
0000391167
0000143804
0000106339
0000067682

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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)
Synthesis of Celecoxib, Mavacoxib, SC-560, Fluxapyroxad, and Bixafen Enabled by Continuous Flow Reaction Modules
Britton J, et al.
European Journal of Organic Chemistry, 2017(44), 6566-6574 (2017)
Formulation dependent pharmacokinetics, bioavailability and renal toxicity of a selective cyclooxygenase-1 inhibitor SC-560 in the rat
Teng XW, et al.
Toxicology and Applied Pharmacology, 272(1), 205-210 (2003)
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)
View All Related Papers

Related Content

Data Sheet - S2064

Instructions

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service