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Chemical Structure| 188627-80-7 Chemical Structure| 188627-80-7

Structure of Eptifibatide
CAS No.: 188627-80-7

Chemical Structure| 188627-80-7

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Eptifibatide is a selective platelet glycoprotein IIb/IIIa receptor antagonist with significant inhibitory effects on platelet adhesion. Eptifibatide is primarily used in the treatment of acute coronary syndrome and for antithrombotic management during cardiac interventional procedures.

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Product Citations

Product Citations

Herr, Kevin ; Fleckenstein, Max ; Brodrecht, Martin ; Hoefler, Mark V. ; Heise, Henrike ; Aussenac, Fabien , et al.

Abstract: A novel specific spin-labeling strategy for bioactive mols. is presented for eptifibatide (integrilin) an antiplatelet aggregation inhibitor, which derives from the venom of certain rattlesnakes. By specifically labeling the disulfide bridge this mol. becomes accessible for anal. techniques such as ESR (EPR) and solid state Dynamic Nuclear Polarization (DNP). The necessary spin-label was synthesized and inserted into the disulfide bridge of eptifibatide via reductive followed by insertion by a double Michael addition under physiol. conditions. This procedure is universally applicable for disulfide containing biomols. and is expected to preserve their tertiary structure with minimal change due to the small size of the label and restoring of the previous disulfide connection. HPLC and MS anal. show the successful introduction of the spin label and EPR spectroscopy confirms its activity. DNP-enhanced solid state NMR experiments show signal enhancement factors of up to 19 in 13C CP MAS experiments which corresponds to time saving factors of up to 361. This clearly shows the high potential of our new spin labeling strategy for the introduction of site selective radical spin labels into biomols. and biosolids without compromising its conformational integrity for structural investigations employing solid-state DNP or advanced EPR techniques.

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Product Details of Eptifibatide

CAS No. :188627-80-7
Formula : C35H49N11O9S2
M.W : 831.96
SMILES Code : O=C(O)C[C@H](NC(CNC([C@H](CCCCNC(N)=N)N1)=O)=O)C(N[C@@H](CC2=CNC3=C2C=CC=C3)C(N4[C@](CCC4)([H])C(N[C@H](C(N)=O)CSSCCC1=O)=O)=O)=O
MDL No. :MFCD05662245
InChI Key :CZKPOZZJODAYPZ-LROMGURASA-N
Pubchem ID :448812

Safety of Eptifibatide

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H373
Precautionary Statements:P260-P314-P501

Related Pathways of Eptifibatide

cytoskeleton

Isoform Comparison

Biological Activity

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT01994941 Acute Coronary Syndrome Phase 4 Completed - Hong Kong ... More >> Department of Medicine, the University of Hong Kong, Queen Mary Hospital, Hospital Authority Hong Kong, Hong Kong Less <<
NCT01087723 Acute Coronary Syndrome Phase 3 Completed - -
NCT01103440 Stable Angina Phase 2 Completed - United States, New York ... More >> Mount Sinai Medical Center New York, New York, United States, 10029 Less <<
NCT01087723 - Completed - -
NCT00476944 Coronary Artery Disease Phase 4 Unknown - United States, Massachusetts ... More >> Massachusetts General Hospital Recruiting Boston, Massachusetts, United States, 02114 Principal Investigator: Herman K Gold, MD          Sub-Investigator: Aloke V Finn, MD          Sub-Investigator: Igor F Palacios, MD          Sub-Investigator: Robert C. Leinbach, MD          Sub-Investigator: Kenneth Rosenfield, MD          Sub-Investigator: Joseph Garasic, MD          Sub-Investigator: Eugene Pomerantsev, MD, PhD          Sub-Investigator: Ignacio Inglessis, MD          Sub-Investigator: Farouc A Jaffer, MD, PhD          Sub-Investigator: Andrew Maree, MD          Sub-Investigator: George T Lau, MD          Sub-Investigator: Owen C Raffel, MD          Sub-Investigator: Leon M Ptaszek, MD          Sub-Investigator: Vishal Gupta, MD          Sub-Investigator: Maureen Daher, RN          Sub-Investigator: Jae S Oh, BSc Less <<
NCT00250471 Unstable Angina Phase 3 Completed - -
NCT03383393 - Recruiting December 5, 2019 Bulgaria ... More >> Alexandrovska University Hospital Recruiting Sofia, Bulgaria, 1413 Contact: Liubomir Dosev, MD    +359887493695    liubodosev@gmail.com Less <<
NCT03735979 Acute Ischemic Stroke Phase 3 Not yet recruiting April 2023 United States, Ohio ... More >> University of Cincinnati Medical Center Not yet recruiting Cincinnati, Ohio, United States, 45267 Contact: Natalie Kreitzer, MD       kreitzne@UCMAIL.UC.EDU Less <<
NCT01103440 - Completed - -
NCT01433627 Acute Coronary Syndromes ... More >> STEMI NSTEMI Less << Phase 3 Unknown December 2015 -
NCT00289601 Angioplasty Phase 4 Terminated(Sponsor support wit... More >>hdrawn) Less << - United States, Massachusetts ... More >> Brigham and Women's Hospital Boston, Massachusetts, United States, 02115 Less <<
NCT00317395 Coronary Disease Phase 2 Completed - -
NCT00250991 Stroke Phase 1 Phase 2 Completed - United States, Arizona ... More >> Barrow Neurologic Institute, St. Joseph's Hospital and Medical Center, 350 West Thomas Rd Phoenix, Arizona, United States, 85013 United States, California University of California, Los Angeles, UCLA Medical Center, 10833 Le Conte Ave. Los Angeles, California, United States, 90024 Santa Monica-UCLA Medical Center, 1250 16th Street Santa Monica, California, United States, 90404 St. John's Health Center, 1328 22nd St Santa Monica, California, United States, 90404 United States, Kentucky St. Elizabeth Medical Center South, One Medical Village Drive Edgewood, Kentucky, United States, 41017 Jewish Hospital Louisville, Jewish Hospital Healthcare Services Inc., 200 Abraham Flexner Way Louisville, Kentucky, United States, 40202 United States, Michigan University of Michigan, University of Michigan Health System, 1500 E. Medical Center Drive, TC B1354, Box 0303 Ann Arbor, Michigan, United States, 48109-0303 United States, New York Long Island Jewish, North Shore-Long Island Jewish Health System, 270-05 76 Avenue New Hyde Park, New York, United States, 11040 United States, Ohio The Christ Hospital, 2139 Auburn Ave. Cincinnati, Ohio, United States, 45219 University of Cincinnati, University Hospital, 234 Goodman Ave. Cincinnati, Ohio, United States, 45219 Good Samaritan Hospital, 375 Dixmyth Ave., Cincinnati, Ohio, United States, 45220-2489 The Jewish Hospital of Cincinnati, 4777 East Galbraith Rd, Cincinnati, Ohio, United States, 45236 Mercy Hospital, Western Hills, 3131 Queen City Ave. Cincinnati, Ohio, United States, 45238 Mercy Hospital, Mt Airy, 2446 Kipling Ave. Cincinnati, Ohio, United States, 45239 Bethesda North Hospital, 10500 Montgomery Rd Montgomery, Ohio, United States, 45242 United States, Pennsylvania Lehigh Valley Hospital, 1200 South Cedar Crest Blvd Allentown, Pennsylvania, United States, 18103 University of Pennsylvania, University of Pennsylvania Medical Center, 3400 Spruce Street Philadelphia, Pennsylvania, United States, 19104 United States, Rhode Island Brown University, Rhode Island Hospital, 593 Eddy St. Providence, Rhode Island, United States, 02903 United States, Tennessee Vanderbilt University, University Hospital, 1211 22nd Ave. S. Nashville, Tennessee, United States, 37232 Less <<
NCT00061373 Ischemic Stroke Phase 2 Completed - United States, District of Col... More >>umbia Washington Hospital Center Washington, District of Columbia, United States, 20010 United States, Maryland National Institutes of Health Clinical Center Bethesda, Maryland, United States, 20892 Suburban Hospital Bethesda, Maryland, United States, 20892 Less <<
NCT00251823 Myocardial Infarction Phase 3 Completed - Canada, Ontario ... More >> University of Ottawa Heart Institute Ottawa, Ontario, Canada, K1Y 4W7 Less <<
NCT01076764 Acute Coronary Syndrome Phase 3 Completed - -
NCT00089895 Myocardial Ischemia ... More >> Acute Coronary Syndrome Less << Phase 3 Completed - -
NCT00061373 - Completed - -
NCT00370045 Coronary Artery Disease Phase 4 Unknown - United States, Maryland ... More >> Sinai Hospital Recruiting Baltimore, Maryland, United States, 21215 Contact: Kevin P Bliden, BS    410-601-4795    kbliden@lifebridgehealth.org    Principal Investigator: Paul A Gurbel, MD          Sub-Investigator: William Herzog, MD          Sub-Investigator: Charles Cummings, MD          Sub-Investigator: Ashwani Bassi, MD          Sub-Investigator: Benjamin Dubois, MD Less <<
NCT01991366 - Unknown - United States, District of Col... More >>umbia Washington Hospital Center Washington, District of Columbia, United States, 20010 Less <<
NCT01532544 Pneumonia Phase 2 Terminated(Difficulty recruiti... More >>ng patients, company closed down) Less << - Denmark ... More >> University hospital Copenhagen Copenhagen, Denmark, 2100 Vejle hospital Vejle, Denmark Finland Kuopio University Hospital Kuopio, Finland Tampere University Hospital Tampere, Finland, 33521 Less <<
NCT00638976 Cardiovascular Disease Phase 3 Completed - Italy ... More >> Mediolanum Cardio Research Milan, Italy, 20144 Less <<
NCT00111566 Coronary Artery Disease ... More >> Myocardial Infarction Less << Phase 4 Completed - Canada, British Columbia ... More >> Vancouver General Hospital Vancouver, British Columbia, Canada, V5Z 1L8 Less <<
NCT00426751 Infarction, Myocardial Phase 3 Completed - France ... More >> GSK Investigational Site Alençon, France, 61014 GSK Investigational Site Bordeaux, France, 33076 GSK Investigational Site Caen Cedex 5, France, 14033 GSK Investigational Site Créteil, France, 94010 GSK Investigational Site Lille, France, 59037 GSK Investigational Site Melun, France, 77000 GSK Investigational Site Melun, France, 77007 GSK Investigational Site Nancy, France, 54000 GSK Investigational Site Ollioules, France, 83190 GSK Investigational Site Pau, France, 64046 GSK Investigational Site Perpignan, France, 66000 GSK Investigational Site Pessac Cedex, France, 33604 GSK Investigational Site Toulon, France, 83056 GSK Investigational Site Vandoeuvre Les Nancy, France, 54511 Germany GSK Investigational Site Freiburg, Baden-Wuerttemberg, Germany, 79106 GSK Investigational Site Heidelberg, Baden-Wuerttemberg, Germany, 69120 GSK Investigational Site Wuerzburg, Bayern, Germany, 97080 GSK Investigational Site Offenbach, Hessen, Germany, 63069 GSK Investigational Site Aachen, Nordrhein-Westfalen, Germany, 52074 GSK Investigational Site Dortmund, Nordrhein-Westfalen, Germany, 44137 GSK Investigational Site Moenchengladbach, Nordrhein-Westfalen, Germany, 41063 GSK Investigational Site Neuss, Nordrhein-Westfalen, Germany, 41464 GSK Investigational Site Ludwigshafen, Rheinland-Pfalz, Germany, 67063 GSK Investigational Site Homburg, Saarland, Germany, 66421 Less <<
NCT00089895 - Completed - -
NCT01863134 Non ST Elevation Myocardial In... More >>farction Less << Phase 4 Completed - United States, New York ... More >> Albert Einstein College of Medicine New York, New York, United States Poland First Department of Cardiac Surgery, Medical University of Silesia Katowice, Slaskie, Poland, 40-635 Center for Cardiovascular Research and Development, American Heart of Poland Katowice, Poland Department of Internal Medicine and Clinical Pharmacology Katowice, Poland First Department of Cardiology, Medical University of Silesia Katowice, Poland Division of Molecular Biology and Clinical Genetics, Jagiellonian University Medical College Krakow, Poland Less <<
NCT00426751 - Completed - -
NCT01522417 Myocardial Infarction ... More >> Acute Coronary Syndromes Unstable Angina Less << Phase 2 Recruiting July 2019 United States, Florida ... More >> Osceola Regional Medical Center Completed Kissimmee, Florida, United States, 34741 Northside Hospital Completed Saint Petersburg, Florida, United States, 33709 United States, Georgia Emory University Hospital Midtown Completed Atlanta, Georgia, United States, 30308 Emory University Hospital Completed Atlanta, Georgia, United States, 30322 North Georgia Heart Center Completed Gainesville, Georgia, United States, 30501 Redmond Regional Medical Center Recruiting Rome, Georgia, United States, 30165 Principal Investigator: Hector R Picon, MD          Archbold Medical Center Completed Thomasville, Georgia, United States, 31792 United States, New York Lenox Hill Hospital Completed New York, New York, United States, 10075 United States, Oklahoma University of Oklahoma Health Sciences Center Recruiting Oklahoma City, Oklahoma, United States, 73104 Principal Investigator: Mazen Abu-Fadel, MD          United States, Pennsylvania Doylestown Hospital Completed Doylestown, Pennsylvania, United States, 18901 Penn Presbyterian Medical Center Completed Philadelphia, Pennsylvania, United States, 19104 United States, Tennessee Centennial Heart Recruiting Nashville, Tennessee, United States, 37203 Principal Investigator: Brian K Jefferson, MD          United States, Virginia Chippenham Hospital Recruiting Richmond, Virginia, United States, 23225 Principal Investigator: Michael L Arcarese, MD Less <<
NCT00719914 ST-Elevation Myocardial Infarc... More >>tion Less << Phase 2 Terminated(Poor enrollment) - United States, Florida ... More >> Cardiology Research Associates Ormond Beach, Florida, United States, 32174 United States, Michigan Crittenton Hospital Medical Center Rochester, Michigan, United States, 48307 United States, Ohio Mid Ohio Heart Clinic Mansfield, Ohio, United States, 44906 Less <<
NCT00719914 - Terminated(Poor enrollment) - -
NCT00812435 Myocardial Infarction Phase 3 Terminated - United States, District of Col... More >>umbia Washington Hospital Center Washington, District of Columbia, United States, 20010 Less <<
NCT00945308 Acute Myocardial Infarction Phase 2 Unknown February 2010 Israel ... More >> Assaf Harofeh Medical Center Not yet recruiting Beer Yakov, Israel, 70300 Contact: Alberto Hendler, MD    +9726467757    ahendler@asaf.health.gov.il    Principal Investigator: Alberto Hendler, MD Less <<
NCT00894803 Ischemic Stroke ... More >> Stroke Brain Infarction Less << Phase 2 Completed - United States, California ... More >> UCLA Ronald Reagan Medical Center Los Angeles, California, United States, 90024 University of California San Diego San Diego, California, United States, 92103 UCLA Medical Center Santa Monica Santa Monica, California, United States, 90404 United States, District of Columbia Washington Hospital Center Washington, District of Columbia, United States, 20010 United States, Kentucky St. Elizabeth Healthcare Edgewood Edgewood, Kentucky, United States, 41017 St. Elizabeth Healthcare Florence Florence, Kentucky, United States, 41042 St. Elizabeth Healthcare Ft. Thomas Ft. Thomas, Kentucky, United States, 41075 United States, Maryland Suburban Hospital Bethesda, Maryland, United States, 20814 United States, Michigan University of Michigan Medical Center Ann Arbor, Michigan, United States, 48109 United States, New Jersey Robert Wood Johnson University Hospital New Brunswick, New Jersey, United States, 08903 United States, North Carolina Mission Hospital, Inc. Asheville, North Carolina, United States, 28801 United States, Ohio The Christ Hospital Cincinnati, Ohio, United States, 45219 University Hospital Cincinnati, Ohio, United States, 45219 Good Samaritan Hospital Cincinnati, Ohio, United States, 45220-2489 The Jewish Hospital Cincinnati, Ohio, United States, 45236 Mercy Hospital, Western Hills Cincinnati, Ohio, United States, 45238 Mercy Hospital Mt Airy Cincinnati, Ohio, United States, 45239 Bethesda North Hospital Cincinnati, Ohio, United States, 45242 United States, Pennsylvania Hospital of the University of Pennsylvania Philadelphia, Pennsylvania, United States, 19104 United States, West Virginia West Virginia University Hospital Morgantown, West Virginia, United States, 26506 Less <<
NCT00894803 - Completed - -
NCT00834899 Sickle Cell Disease Phase 1 Phase 2 Terminated(Slow accrual and no... More >> cost extension not approved by NHLBI) Less << - United States, North Carolina ... More >> University of North Carolina Chapel Hill, North Carolina, United States, 27599-7305 Less <<
NCT02204852 Septic Shock Phase 2 Completed - Denmark ... More >> Department of Anesthesia and Intensive Care, Nordsjællands Hospital Hillerød, Capital Region, Denmark, DK-3400 Less <<
NCT01863134 - Completed - -
NCT02925923 Acute Coronary Syndrome ... More >> Angina, Unstable Less << Phase 2 Recruiting December 2023 United States, Alabama ... More >> University of Alabama Recruiting Birmingham, Alabama, United States, 35294 Principal Investigator: Massoud Leesar, MD Less <<
NCT00834899 - Terminated(Slow accrual and no... More >> cost extension not approved by NHLBI) Less << - -
NCT01919723 Acute Coronary Syndrome Phase 2 Completed - United States, Alabama ... More >> University of Alabama Birmingham, Alabama, United States, 35294 United States, Ohio University of Cincinnati Cincinnati, Ohio, United States, 45267 Less <<
NCT01919723 - Completed - -
NCT01454440 Coronary Artery Disease Phase 4 Terminated(The study was stopp... More >>ed prematurely due to slow enrolment without code breaking.) Less << - Italy ... More >> University of Turin Turin, TO, Italy, 10126 Less <<
NCT01977456 Stroke Brain ... More >>Infarction Less << Phase 2 Completed - United States, Kentucky ... More >> St. Elizabeth Healthcare System Edgewood Edgewood, Kentucky, United States, 41017 St. Elizabeth Healthcare Florence Florence, Kentucky, United States, 41042 St. Elizabeth Healthcare Ft. Thomas Ft. Thomas, Kentucky, United States, 41075 United States, Ohio The Christ Hospital Cincinnati, Ohio, United States, 45219 University of Cincinnati Medical Center Cincinnati, Ohio, United States, 45219 Good Samaritan Hospital Cincinnati, Ohio, United States, 45220 Jewish Hospital Cincinnati, Ohio, United States, 45236 Bethesda North Hospital Cincinnati, Ohio, United States, 45242 Less <<
NCT01977456 - Completed - -

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

1.20mL

0.24mL

0.12mL

6.01mL

1.20mL

0.60mL

12.02mL

2.40mL

1.20mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2
The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1

References

 

Historical Records

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