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Eptifibatide information


Eptifibatide
Clinical data
Trade namesIntegrilin
AHFS/Drugs.comMonograph
MedlinePlusa601210
License data
  • EU EMA: by INN
  • US DailyMed: Eptifibatide
  • US FDA: Eptifibatide
Routes of
administration
Intravenous
ATC code
  • B01AC16 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
  • EU: Rx-only
Pharmacokinetic data
Bioavailabilityn/a
Protein binding~25%
Elimination half-life~2.5 hours
ExcretionKidney
Identifiers
IUPAC name
  • N6-(Aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-L-α-aspartyl-L-tryptophyl-L-prolyl-L-cysteinamide, cyclic (1→6)disulfide
CAS Number
  • 188627-80-7 checkY
PubChem CID
  • 123610
IUPHAR/BPS
  • 6585
DrugBank
  • DB00063 checkY
ChemSpider
  • 10482060 checkY
UNII
  • NA8320J834
KEGG
  • D06888 checkY
ChEBI
  • CHEBI:291902 checkY
ChEMBL
  • ChEMBL1174 checkY
CompTox Dashboard (EPA)
  • DTXSID7046673 Edit this at Wikidata
ECHA InfoCard100.169.160 Edit this at Wikidata
Chemical and physical data
FormulaC35H49N11O9S2
Molar mass831.97 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • [H][C@@]14CCCN1C(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](CCCCNC(=N)N)NC(=O)CCSSC[C@@H](C(N)=O)NC4=O
InChI
  • InChI=1S/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-/m0/s1 checkY
  • Key:CZKPOZZJODAYPZ-LROMGURASA-N checkY
  (verify)

Eptifibatide (Integrilin, Millennium Pharmaceuticals, also co-promoted by Schering-Plough/Essex), is an antiplatelet drug of the glycoprotein IIb/IIIa inhibitor class.[1] Eptifibatide is a cyclic heptapeptide derived from a disintegrin protein (P22827) found in the venom of the southeastern pygmy rattlesnake (Sistrurus miliarius barbouri). It belongs to the class of the arginin-glycin-aspartat-mimetics and reversibly binds to platelets. Eptifibatide has a short half-life. The drug is the third inhibitor of GPIIb/IIIa that has found broad acceptance after the specific antibody abciximab and the non-peptide tirofiban entered the global market.

  1. ^ Gribble GW (15 December 2010). Heterocyclic Scaffolds II: Indoles: Synthesis, Properties and Applications. Springer. pp. 11–. ISBN 978-3-642-15732-5. Retrieved 12 November 2010.

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Eptifibatide

Last Update:

Eptifibatide (Integrilin, Millennium Pharmaceuticals, also co-promoted by Schering-Plough/Essex), is an antiplatelet drug of the glycoprotein IIb/IIIa...

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Venoms in medicine

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blocking the receptors of this channel with high selectivity and affinity, Eptifibatide was modeled after a component in southeastern pygmy rattlesnake venom...

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Arginylglycylaspartic acid

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monitoring. Eptifibatide and tirofiban are anti-clotting drugs indicated to prevent thrombosis in acute ischemic coronary syndromes. Eptifibatide is additionally...

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Antiplatelet drug

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Glycoprotein IIB/IIIA inhibitors (intravenous use only) Abciximab (ReoPro) Eptifibatide (Integrilin) Tirofiban (Aggrastat) Irreversible cyclooxygenase inhibitors...

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Myocardial infarction

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scenarios, inhibitors of the platelet glycoprotein αIIbβ3a receptor such as eptifibatide or tirofiban may be used. There is varying evidence on the mortality...

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Ketorolac

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concurrent medications clopidogrel, cefoperazone, valproic acid, cefotetan, eptifibatide, tirofiban, and ticlopidine. Anticoagulants and thrombolytic medications...

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Platelet

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Ticlopidine Desmopressin Factor VIIa Thrombopoietin mimetics Abciximab Eptifibatide Tirofiban Others: oprelvekin, romiplostim, eltrombopag, argatroban Platelet...

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List of GSK plc products

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Imitrex (sumatriptan succinate) Incruse Ellipta (umeclidinium) Integrilin (eptifibatide) (Europe) Jalyn (dutasteride-tamsulosin hydrochloride) Jemperli (dostarlimab)...

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Sistrurus miliarius

Last Update:

neurotoxins. The venom was the basis for the development of the drug eptifibatide, which is used to prevent clotting during a heart attack. The venom is...

Word Count : 2206

Toxicofera

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already provided the basis for medications such as Ancrod, Captopril, Eptifibatide, Exenatide and Tirofiban.[citation needed] The world's largest venomous...

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ATC code B01

Last Update:

Indobufen B01AC11 Iloprost B01AC13 Abciximab B01AC15 Aloxiprin B01AC16 Eptifibatide B01AC17 Tirofiban B01AC18 Triflusal B01AC19 Beraprost B01AC21 Treprostinil...

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Schedule H

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ENALAPRIL MELEATE 174. ENFENAMIC ACID 175. EPINEPHRINE 176. EPIRUBICINE 177. EPTIFIBATIDE 178. ERGOT, ALKALOIDS OF WHETHER HYDROGENATED OR NOT, THEIR HOMOLOGOUES...

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List of cardiac pharmaceutical agents

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Spironolactone Antiplatelet drug Abciximab Aspirin Cangrelor Clopidogrel Eptifibatide Prasugrel Ticagrelor Tirofiban Anticoagulant Apixaban Bivalirudin Dabigatran...

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Percutaneous coronary intervention

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undergoing percutaneous intervention. IMPACT-II Investigators. Integrilin (eptifibatide) to Minimize Platelet Aggregation and Coronary Thrombosis-II". J Am Coll...

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Venomics

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Congestive heart failure ACE inhibitor Pit viper (Bothrops jararaca) Approved Eptifibatide Antiplatelet drug Circulatory system Pygmy rattlesnake (Sistrurus miliarius...

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Takeda Oncology

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areas: oncology and inflammation. The merger also brought Integrilin (eptifibatide) Injection, an intravenous anti-platelet drug for patients with severe...

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Management of acute coronary syndrome

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undergoing percutaneous coronary intervention, consisting of abciximab, eptifibatide and tirofiban. Patients presenting with ST elevation that will be reperfused...

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Pseudoproline

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In recent years, several peptides, such as T-20 (also called DP178), Eptifibatide, Ziconotide, Pramlintide, Exenatide, and Bivalirudin, have been approved...

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Multiple electrode aggregometry

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platelet aggregation. Drugs that inhibit the GPIIb/IIIa receptor, e.g. eptifibatide, can also reduce or eliminate the ADP-induced platelet response. In the...

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George Stouffer

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Zhao, Renyi; Huang, Jianhua; Stouffer, George A. (December 23, 2008). "Eptifibatide and abciximab inhibit insulin-induced focal adhesion formation and proliferative...

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Cerebroprotectant

Last Update:

- Now owned by Pfizer, but no longer on Pfizer's pipeline. - - - 116 Eptifibatide (cromafiban; Integrilin) 2003 Antiplatelet: glycoprotein inhibitor —...

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