A potent GPIIb/IIIa antagonist
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Eptifibatide (acetate)

Item No. 21578

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-L-α-aspartyl-L-tryptophyl-L-prolyl-L-cysteinamide, cyclic (1→6)-disulfide, acetate
CAS Number
881997-86-0
Molecular Formula
C35H49N11O9S2 • XC2H4O2
Formula Weight
832.0
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 14 mg/mlEthanol: 5 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
222, 283 nm
SMILES
O=C([C@H](CC1=CNC2=C1C=CC=C2)N3)N4[C@](CCC4)([H])C(N[C@H](C(N)=O)CSSCCC(N[C@@H](CCCCNC(N)=N)C(NCC(N[C@@H](CC(O)=O)C3=O)=O)=O)=O)=O.CC(O)=O
InChi Code
InChI=1S/C35H49N11O9S2.C2H4O2/c36-30(51)25-18-57-56-13-10-27(47)42-22(8-3-4-11-39-35(37)38)31(52)41-17-28(48)43-23(15-29(49)50)32(53)44-24(14-19-16-40-21-7-2-1-6-20(19)21)34(55)46-12-5-9-26(46)33(54)45-25;1-2(3)4/h1-2,6-7,16,22-26,40H,3-5,8-15,17-18H2,(H2,36,51)(H,41,52)(H,42,47)(H,43,48)(H,44,53)(H,45,54)(H,49,50)(H4,37,38,39);1H3,(H,3,4)/t22-,23-,24-,25-,26-;/m0./s1
InChi Key
KWKBRYJYRIUYEI-QMYFOHRPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    5 mg

    $52

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    10 mg

    $96

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    25 mg

    $227

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    50 mg

    $396

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    Product Description

    Eptifibatide is a potent glycoprotein IIb/IIIa antagonist (GPIIb/IIIa; Kd = 120 nM) that inhibits platelet aggregation.1,2 Eptifibatide prevents binding of the adhesion proteins fibrinogen and von Willebrand factor to GPIIb/IIIa on the surface of activated platelets to prevent aggregation and thrombus formation.3 It inhibits ADP-induced citrated blood aggregation (IC50 = 0.11-0.22 μg/ml) in vitro and in vivo (IC50 = 52 μg/ml in porcine plasma).1,4 Formulations containing eptifibatide have been used to reduce risk of thrombolysis in myocardial infarction in patients undergoing percutaneous coronary intervention.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Harder, S., Klinkhardt, U., Graff, J., et al. In vitro dose response to different GPIIb/IIIa-antagonists: Inter-laboratory comparison of various platelet function tests. Thromb. Res. 102(1), 39-48 (2001).

    2. Moser, M., Bertram, U., Peter, K., et al. Abciximab, eptifibatide, and tirofiban exhibit dose-dependent potencies to dissolve platelet aggregates. J. Cardiovasc. Pharmacol. 41(4), 586-592 (2003).

    3. Scarborough, R.M. Development of eptifibatide. Am. Heart J. 138(6 Pt 1), 1093-1104 (1999).

    4. Ciborowski, M., and Tomasiak, M. The in vitro effect of eptifibatide, a glycoprotein IIb/IIIa antagonist, on various responses of porcine blood platelets. Acta Pol. Pharm. 66(3), 235-242 (2009).

    5. Zhou, X., Wu, X., Sun, H., et al. Efficacy and safety of eptifibatide versus tirofiban in acute coronary syndrome patients: A systematic review and meta-analysis. J. Evid. Based Med. 10(2), 136-144 (2017).