Eptifibatide

Product Name: Eptifibatide
CAS No.: 188627-80-7
Chemical Name: Eptifibatide
Synonyms: Intrifiban;INTEGRELIN;Eptifibatide;Eptifitatide;Eptifibatide USP/EP/BP;Eptifibatide (free base);Integrilin(Eptifibatide);Eptifibatide acetate salt;MAP-LYS-GLY-ASP-TRP-PRO-CYS-NH2;3-Mercaptopropionyl-HoMoarg-Gly-Asp-Trp-Pro-Cys-NH2
CBNumber: CB0416566
Molecular Formula: C35H49N11O9S2
Formula Weight: 831.97
MOL File: 188627-80-7.mol

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Eptifibatide Property

Density: 1.60±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,Store in freezer, under -20°C
solubility: DMF: 30 mg/ml,DMSO: 14 mg/ml,Ethanol: 5 mg/ml,PBS (pH 7.2): 5 mg/ml
form: A crystalline solid
pka: 4.01±0.10(Predicted)
color: White to off-white
Water Solubility: Soluble to 5 mg/ml in water
InChI: InChI=1/C35H49N11O9S2/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/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)/t22-,23-,24-,25-,26-/s3
InChIKey: CZKPOZZJODAYPZ-ITVGJGJRNA-N
SMILES: N12CCC[C@H]1C(=O)N[C@@H](CSSCCC(=O)N[C@@H](CCCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC1C3C=CC=CC=3NC=1)C2=O)C(N)=O |&1:4,8,17,33,41,r|
CAS DataBase Reference: 188627-80-7

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Safety

HS Code: 2933299090
Hazardous Substances Data: 188627-80-7(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

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

P314Get medical advice/attention if you feel unwell.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 21578
Product name: Eptifibatide
Purity: ≥95%
Packaging: 5mg
Price: $47
Updated: 2024/03/01

Cayman Chemical

Product number: 21578
Product name: Eptifibatide
Purity: ≥95%
Packaging: 10mg
Price: $87
Updated: 2024/03/01

Cayman Chemical

Product number: 21578
Product name: Eptifibatide
Purity: ≥95%
Packaging: 25mg
Price: $206
Updated: 2024/03/01

Cayman Chemical

Product number: 21578
Product name: Eptifibatide
Purity: ≥95%
Packaging: 50mg
Price: $360
Updated: 2024/03/01

Tocris

Product number: 4725
Product name: Eptifibatide
Packaging: 1
Price: $85
Updated: 2021/12/16

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Eptifibatide Chemical Properties,Usage,Production

Description

Eptifibatide is a reversible antagonist of the glycoprotein llb/llla complex, a specific platelet adhesion receptor that plays a central role in the cascade of thrombus formation by allowing mediators such as fibrinogen or von Willbrand factor to cross-link adjacent platelets and to give rise to aggregation. In diverse animal experimental models of arterial thrombosis, treatment with Eptifibatide resulted in an enhanced lysis of occlusive thrombus and a restoration of arterial blood flow. In clinical trials involving patients with acute coronary syndromes, Eptifibatide demonstrated a significant decrease in the incidence of death or nonfatal myocardial infarction at 30 days. In other trials in patients undergoing percutaneous coronary intervention (PCI), it showed a positive trend. Eptifibatide has the advantage of being short acting, its antiplatelet effect being rapidly reversible.

Originator

Cor Therapeutics (US)

Uses

Eptifibatide is a cyclical heptapeptide with anticoagulant activity. Eptifibatide selectively and reversibly binds to and blocks the platelet glycoprotein IIb/IIIa receptor. This prevents the binding of fibrinogen, von Willebrand factor, and other adhesive ligands and leads to an inhibition of platelet aggregation and prevents thrombus development. It is an efficient peptide drug to reduce the risk of cardiac ischemic events, however has a short half-life. Therefore, antithrombotic agents like eptifibatide are required to become improved with a protected and targeted delivery system such as using nano-liposomes to the site of thrombus.

Definition

ChEBI: Eptifibatide is a synthetic homodetic cyclic peptide comprising N(alpha)-(3-sulfanylpropanoyl)homoarginyl, glycyl, aspartyl, tryptophyl, prolyl and cysteinamide residues connected in sequence and cyclised via a disulfide bond. Derived from a protein found in the venom of the southeastern pygmy rattlesnake, Sistrurus miliarus barbouri, eptifibatide is an anti-coagulant that inhibits platelet aggregation by selectively blocking the platelet glycoprotein IIb/IIIa receptor, so preventing the binding of fibrinogen, von Willebrand factor, and other adhesive ligands. It is used in the management of unstable angina and in patients undergoing coronary angioplasty and stenting procedures. It has a role as a platelet aggregation inhibitor and an anticoagulant. It is an organic disulfide, a macrocycle and a homodetic cyclic peptide.

brand name

Integrilin

General Description

Eptifibatide (188627-80-7) is a syntheticcyclic heptapeptide that acts as a GPIIb/IIIa receptor antagonist,thus causing inhibition of platelet aggregation. Itsstructure is based on the natural product barbourin, a peptideisolated from the venom of a pygmy rattlesnake (Sistrurusmilarud barbouri). As part of the structure, there is a sequenceRGD that can bind to the RGD receptor found onplatelets and block its ability to bind with fibrinogen. Thisagent is used in the treatment of unstable angina and for angioplasticcoronary interventions.

Biological Activity

Eptifibatide is a potent glycoprotein IIb/IIIa antagonist (GPIIb/IIIa; Kd = 120 nM) that inhibits platelet aggregation. 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. 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). Formulations containing eptifibatide have been used to reduce risk of thrombolysis in myocardial infarction in patients undergoing percutaneous coronary intervention.

Mechanism of action

Eptifibatide reversibly inhibits platelet aggregation by preventing the binding of fibrinogen, von Willebrand factor and other adhesive ligands to the glycoprotein (GP) IIb/IIIa receptors. When administered intravenously, eptifibatide inhibits ex vivo platelet aggregation in a dose- and concentration-dependent manner.
www.accessdata.fda.gov

Clinical Use

Eptifibatide is a cyclic heptapeptide composed of six amino acids and one mercaptopropionyl residue. The cyclization is completed via a disulfide linkage between the cysteine and the mercaptopropionyl moieties. The lysine-glycine-aspartate component of eptifibatide is highly specific for the GPIIb/IIIa receptor, with low binding affinity, as indicated by the rapid dissociation constant. Because of this, eptifibatide is a reversible, parenterally administered antagonist of platelet aggregation.

Drug interactions

Potentially hazardous interactions with other drugs Iloprost: increased risk of bleeding.

Metabolism

Renal excretion accounts for approximately 50% of total body clearance of eptifibatide; approximately 50% of the amount cleared is excreted unchanged in the urine.

storage

Store at -20°C

Eptifibatide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Eptifibatide manufacturers

Shandong Huizhihan Supply Chain Co., Ltd

Product: Eptifibatide 188627-80-7
Price: US $0.00-0.00/BOX
Min. Order: 1BOX
Purity: 99%
Supply Ability: 20T
Release date: 2024-11-12

Shandong Huizhihan Supply Chain Co., Ltd

Product: Eptifibatide 188627-80-7
Price: US $0.00-0.00/box
Min. Order: 1box
Purity: 99%
Supply Ability: 2000
Release date: 2024-10-29

Shanghai Affida new material science and technology center

Product: Eptifibatide 188627-80-7
Price: US $0.00-0.00/Box
Min. Order: 1Box
Purity: 99
Supply Ability: 50000KG/month
Release date: 2024-04-12

188627-80-7, EptifibatideRelated Search:

Deslorelin Sermorelin Nesiritide acetate Triptorelin acetate Pramlintide acetate GLP-1 (7-37) Thymalfasin Alteplase Octreotide Tigecycline Ticlopidine Thymopentin Abciximab Thymosin α1 Eptifibatide Acetate Malathion EPTIFIBATIDE,HUMAN Eptifibatide

Eptifibatide acetate salt

Eptifibatide,MPA-HAR-Gly-Asp-Trp-Pro-Cys-NH2,MPAHARGDWPC-NH2, >99%

MAP-LYS-GLY-ASP-TRP-PRO-CYS-NH2

INTEGRELIN

Eptifibatide

N6-(Aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl-L-lysylglycyl-L-a-aspartyl-L-tryptophyl-L-prolyl-L-cysteinamide

MPA-HAR-GLY-ASP-TRP-PRO-CYS-NH2(DISULFIDE BRIDGE, MPA1-CYS6)

Intrifiban

N6-(AMinoiMinoMethyl)-N2-(3-Mercapto-1-oxopropyl)-L-lysylglycyl-L-.alpha.-aspartyl-L-tryptophyl-L-prolyl-L-cysteinaMide Cyclic (16)-Disulfide

3-Mercaptopropionyl-HoMoarg-Gly-Asp-Trp-Pro-Cys-NH2

Eptifibatide，MPA-HAR-Gly-Asp-Trp-Pro-Cys-NH2，{MPA}{HAR}GDWPC-NH2

L-Cysteinamide, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-L-α-aspartyl-L-tryptophyl-L-prolyl-, cyclic (1→6)-disulfide

Eptifibatide USP/EP/BP

Eptifibatide (free base)

EptifibatideQ: What is Eptifibatide Q: What is the CAS Number of Eptifibatide Q: What is the storage condition of Eptifibatide Q: What are the applications of Eptifibatide

2-((3R,11S,17S,20S,25aS)-20-((1H-Indol-3-yl)methyl)-3-carbamoyl-11-(4-guanidinobutyl)-1,9,12,15,18,21-hexaoxodocosahydro-1H-pyrrolo[2,1-g][1,2,5,8,11,14,17,20]dithiahexaazacyclotricosin-17-yl)acetic acid

Eptifitatide

Integrilin(Eptifibatide)

L-Cysteinamide, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-L-α-aspartyl-L-tryptophyl-L-prolyl-, cyclic (1→6)-disulfide

2-[(3R,11S,17S,20S,25aS)-11-(4-carbamimidamidobutyl)-3-carbamoyl-20-[(1H-indol-3-yl)methyl]-1,9,12,15,18,21-hexaoxo-docosahydro-1H-pyrrolo[2,1-g]1,2-dithia-5,8,11,14,17,20-hexaazacyclotricosan-17-yl]acetic acid

deamino-Cys(1)-D-hArg-Gly-D-Asp-Trp-Pro-D-Cys(1)-NH2

188627-80-7

C35H49N11O9S2

Intermediates & Fine Chemicals

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188627-80-7