SC-560

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CAS:188817-13-2
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SC-560 Basic information
Product Name:SC-560
Synonyms:SC-560;5-(4-CHLOROPHENYL)-1-(4-METHOXYPHENYL)-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE;5-(4-CHLOROPHENYL)-1-(4-METHOXYPHENYL)-3-TRIFLUOROMETHYLPYRAZOLE;SC-560 Assay Reagent;1H-Pyrazole, 5-(4-chlorophenyl)-1-(4-Methoxyphenyl)-3-(trifluoroMethyl)-;5-(4-Chlorophenyl)-3-(trifluoromethyl)-1-(4-methoxyphenyl)-1H-pyrazole;5-(4-Chlorophenyl);SC-560 - CAS 188817-13-2 - Calbiochem
CAS:188817-13-2
MF:C17H12ClF3N2O
MW:352.74
EINECS:
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Mol File:188817-13-2.mol
SC-560 Structure
SC-560 Chemical Properties
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
InChI1S/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
InChIKeyPQUGCKBLVKJMNT-UHFFFAOYSA-N
SMILESCOc1ccc(cc1)-n2nc(cc2-c3ccc(Cl)cc3)C(F)(F)F
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HS Code 2933199090
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
SC-560 Usage And Synthesis
Uses5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazole is used as a cyclooxygenase inhibitors on the angiogenesis and apoptosis.
UsesSC-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.
DefinitionChEBI: 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 ActivityHighly 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 ActionsSC-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 vitropreincubation 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 vivooral 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 500.009 μm for cox-1; 6.3 μm for cox-2
storageStore 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.
SC-560 Preparation Products And Raw materials
Tag:SC-560(188817-13-2) Related Product Information
NS-398 Indometacin Piroxicam (S)-(+)-Ibuprofen Ibuprofen Phenidone (R)-(-)-IBUPROFEN 4-[5-(4-CHLOROPHENYL)-3-(TRIFLUOROMETHYL)-1H-PYRAZOL-1-YL]BENZENESULFONAMIDE Meloxicam α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile MECLOFENAMATE SODIUM Sulindac sulfide SC-1 4-ThiazolecarboxaMide, N-(6-benzoyl-1H-benziMidazol-2-yl)-2-(1-thieno[3,2-d]pyriMidin-4-yl-4-piperidinyl)- SC-43 APHS N-(2-PHENYLETHYL)-INDOMETHACIN AMIDE 3-TRIFLUOROMETHYL-5-METHYL-1-(PHENYL)PYRAZOLE

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