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Merck

S2064

SC-560

≥98% (HPLC)

Synonym(s):

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

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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

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Certificates of Analysis (COA)

Lot/Batch Number
0000391167
0000391167
0000143804
0000106339
0000067682

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Dan Wang et al.
Antioxidants (Basel, Switzerland), 11(5) (2022-05-29)
Nuclear factor erythroid factor E2-related factor 2 (Nrf2) transcribes antioxidant genes that reduce the blood pressure (BP), yet its activation with tert-butylhydroquinone (tBHQ) in mice infused with angiotensin II (Ang II) increased mean arterial pressure (MAP) over the first 4
G O'Callaghan et al.
British journal of cancer, 99(3), 502-512 (2008-07-24)
Fas ligand (FasL/CD95L) is a member of the tumour necrosis factor superfamily that triggers apoptosis following crosslinking of the Fas receptor. Despite studies strongly implicating tumour-expressed FasL as a major inhibitor of the anti-tumour immune response, little is known about
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.
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)
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Related Content

Data Sheet - S2064

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