SC-560 Property

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

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

2933199090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

SC-560 Chemical Properties,Usage,Production

Uses

5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazole is used as a cyclooxygenase inhibitors on the angiogenesis and apoptosis.

Uses

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.

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.