Terutroban Property

Melting point:

189 - 192°C

Boiling point:

591.8±60.0 °C(Predicted)

Density 

1.38±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly, Sonicated)

pka

4.60±0.10(Predicted)

form 

Solid

color 

White to Off-White

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.

Terutroban Chemical Properties,Usage,Production

Description

The lipid mediator thromboxane A₂ (TXA₂) plays a key role in platelet aggregation and vascular and bronchial smooth muscle constriction. The actions of TXA₂ are mediated by its specific G protein coupled-receptor, referred to as the TXA₂ receptor or TP. S18886 is an orally active, long-acting antagonist of the TP receptor with an IC₅₀ value of 16.4 nM. It inhibits TP receptor-mediated vascular contractions, platelet aggregation, and adhesion and infiltration of monocytes/macrophages in various pre-clinical and clinical models of thrombosis or atherosclerosis. S18886 is the active isomer of the potent TP receptor antagonist, S18204. Antagonists of TP receptors have advantages over aspirin as they not only block the effect of TXA₂ on platelets, but also inhibit other ligands such as prostaglandin endoperoxides and isoprostanes.

Uses

Terutroban functions as an anti-platelets therapies for patients with ischemic stroke or transient ischemic attack. Also used in the research process of anti-coagulant drugs in preventing and controlling cerebral stroke.

in vitro

s18886 was identified as the active isomer of the potent tp receptor antagonist s18204. s18886 was also found to be a selective antagonist of thromboxaneprostaglandin receptors in platelets and in the vessel wall [1].

in vivo

in a previous animal study, it was found that s18886 treatment could reduce the portal pressure in both animal models without producing significant changes in portal blood flow, indicating a reduction in hepatic vascular resistance. s18886 could not significantly change arterial pressure in ccl4 -cirrhotic rats but could significantly decrease it in bdl-cirrhotic rats [2].

IC 50

16.4 nm for tp receptor

storage

Store at -20°C

References

[1] cimetière b, dubuffet t, landras c, descombes jj, simonet s, verbeuren tj, lavielle g. new tetrahydronaphthalene derivatives as combined thromboxane receptor antagonists and thromboxane synthase inhibitors. bioorg med chem lett. 1998 jun 2;8(11):1381-6.
[2] rosado e, rodríguez-vilarrupla a, gracia-sancho j, tripathi d, garcía-calderó h, bosch j, garcía-pagán jc. terutroban, a tp-receptor antagonist, reduces portal pressure in cirrhotic rats. hepatology. 2013 oct;58(4):1424-35.
[3] bousser mg, amarenco p, chamorro a, fisher m, ford i, fox km, hennerici mg, mattle hp, rothwell pm, de cordoüe a, fratacci md; perform study investigators. terutroban versus aspirin in patients with cerebral ischaemic events (perform): a randomised, double-blind, parallel-group trial. lancet. 2011 jun 11;377(9782):2013-22.