CAS 142373-60-2|Tirofiban hydrochloride

Introduction:Basic information about CAS 142373-60-2|Tirofiban hydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameTirofiban hydrochloride
CAS Number142373-60-2Molecular Weight495.073
Density/Boiling Point611.7ºC at 760mmHg
Molecular FormulaC22H39ClN2O6SMelting Point223-225ºC
MSDS/Flash Point323.7ºC

Names

Nametirofiban hydrochloride monohydrate
SynonymMore Synonyms

Tirofiban hydrochloride BiologicalActivity

DescriptionTirofiban (L700462) hydrochloride is a Gp IIb/IIIa receptor antagonist of nonpeptide derivative of tyrosine. Tirofiban hydrochloride induces proliferation and migration on endothelial cell by inducing production of VEGF. Tirofiban hydrochloride can significantly reduces myocardial no-reflow and ischemia-reperfusion injury by alleviating myocardial microvascular structural and endothelial dysfunction in the ischemic area[1][2].
Related CatalogResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>Cytoskeleton >>Integrin
Target

Gp IIb/IIIa receptor[1].

In VitroTirofiban hydrochloride (0.25, 1, 3 μg/mL; 72 hours) increases proliferation of HAEC cells[1]. Tirofiban hydrochloride (24 hours) closes the scratch of HUVECs migration within 18 hours[1]. Tirofiban hydrochloride (0.25, 1 μg/mL; 1 hour) induces production of VEGF after 30 minutes which can stimulates proliferation of endothelial cells[1]. Cell Proliferation Assay[1] Cell Line: HAEC Concentration: 0.25, 1, 3 μg/mL Incubation Time: 72 hours Result: Increased proliferation of HAEC cells. Cell Migration Assay [1] Cell Line: HUVEC Concentration: Incubation Time: 24 hours Result: Stimulated the migratory capacity of endothelial cells. Western Blot Analysis[1] Cell Line: HAEC Concentration: 0.05, 0.12, 0.25, 1 μg/mL Incubation Time: 1 hour Result: Induced production of VEGF which stimulated proliferation of endothelial cells.
In VivoTirofiban hydrochloride (60 μg/kg; i.v.; once) shows activity of increasing contraction force, ventricular compliance, and improving heart function by increasing HR, LVESP, dp/dtmax, and reducing LVEDP[2]. Tirofiban hydrochloride (60 μg/kg; i.v.; once) enhances eNOS activity, decreases iNOS activity and reduces area of no-reflow after reperfusion following AMI[2]. Animal Model: Male Sprague-Dawley rats (10 to 15-week-age; 270-330 g)[2]. Dosage: 60 μg/kg Administration: Intravenous injection; once Result: Increased contraction force, ventricular compliance, and improved heart function.< br/>Reduced the size of no-reflow and infarct.
References

[1]. Giordano A, Tirofiban induces VEGF production and stimulates migration and proliferation of endothelial cells. Vascul Pharmacol. 2014 May-Jun;61(2-3):63-71.

[2]. Liu X, Effects of tirofiban on the reperfusion-related no-reflow in rats with acute myocardial infarction. J Geriatr Cardiol. 2013 Mar;10(1):52-8.

Chemical & Physical Properties

Boiling Point611.7ºC at 760mmHg
Melting Point223-225ºC
Molecular FormulaC22H39ClN2O6S
Molecular Weight495.073
Flash Point323.7ºC
Exact Mass494.221741
PSA122.34000
LogP5.48870
Vapour Pressure8.09E-16mmHg at 25°C
InChIKeyKPKFFYOMPGOQRP-BOXHHOBZSA-N
SMILESCCCCS(=O)(=O)NC(Cc1ccc(OCCCCC2CCNCC2)cc1)C(=O)O.Cl

Synonyms

Tirofibanhydrochloride
N-(butylsulfonyl)- O-[4-(4-piperidinyl)butyl]-L-tyrosine monohydrochloride monohydrate
N-(Butylsulfonyl)-O-[4-(4-piperidinyl)butyl]tyrosine hydrochloride hydrate
N-(Butylsulfonyl)-O-[4-(piperidin-4-yl)butyl]-L-tyrosine hydrochloride hydrate
Tirofiban hydrochloride
tirofiban hydrochloride anhydrous
Tyrosine, N-(butylsulfonyl)-O-[4-(4-piperidinyl)butyl]-, hydrochloride, hydrate (1:1:1)
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