Eptifibatide
Also known as Integrelin, Integrilin, Eptifibatida
Key facts
What buyers check first
- CAS number
- 188627-80-7
- Formula
- C35H49N11O9S2
- Molar mass
- 831.98 g/mol
- EC number
- 641-366-7
- HS code
- 293499
- Category
- Cardiovascular and metabolic drugs
What is Eptifibatide?
Plain description, key identifiers and synonyms
Eptifibatide is a synthetic homodetic cyclic peptide comprising Nalpha-(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 an anticoagulant and a platelet aggregation inhibitor. It is a homodetic cyclic peptide, an organic disulfide and a macrocycle.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 2-[(3S,6S,12S,20R,23S)-20-carbamoyl-12-[4-(diaminomethylideneamino)butyl]-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,22-hexaoxo-17,18-dithia-1,4,7,10,13,21-hexazabicyclo[21.3.0]hexacosan-6-yl]acetic acid
- CAS number
- 188627-80-7 CAS number cross-checkedOther or deprecated CAS: 1248559-53-6, 148031-34-9, 157630-07-4
- EC number
- 641-366-7
- Molecular formula
- C35H49N11O9S2
- UNII
- NA8320J834
- MDL number
- MFCD05662245
- InChIKey
- CZKPOZZJODAYPZ-LROMGURASA-N
- 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
- Canonical SMILES
- NC(=O)C1CSSCCC(=O)NC(CCCCN=C(N)N)C(=O)NCC(=O)NC(CC(=O)O)C(=O)NC(Cc2c[nH]c3ccccc23)C(=O)N2CCCC2C(=O)N1
- Isomeric SMILES
- C1C[C@H]2C(=O)N[C@@H](CSSCCC(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N2C1)CC3=CNC4=CC=CC=C43)CC(=O)O)CCCCN=C(N)N)C(=O)N
Synonyms
- Integrelin
- Integrilin
- Eptifibatida
- N(sup 6)-Amidino-N(sup 2)-(3-mercaptopropionyl)-L-lysylglycyl-L-alpha-aspartyl-L-tryptophyl-L-prolyl-L-cysteinamide, cyclic(1-6)-disulfide
- epifibatide
- epifibratide
- eptifibatidum
- L-Cysteinamide, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-L-alpha-aspartyl-L-tryptophy-L-prolyl-, cyclic(1-6)-disulfide
- Intrifiban
- Eptifibatide acetate salt
- L-Cysteinamide, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-L-alpha-aspartyl-L-tryptophyl-L-prolyl-, cyclic (1-->6)-disulfide
- N(6)-amidino-N(2)-(3-mercaptopropionyl)-L-lysylglycyl-L-alpha-aspartyl-L-tryptophyl-L-prolyl-L-cysteinamide, cyclic(1-6)-disulfide
- S(1),S(6)-cyclo[N(6)-carbamimidoyl-N(2)-(3-sulfanylpropanoyl)-L-lysylglycyl-L-alpha-aspartyl-L-tryptophyl-L-prolyl-L-cysteinamide]
- Eptifibatide acetate?
- Eptifibatide Accord (generic)
- L-Cysteinamide, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-L-alpha-aspartyl-L-tryptophy-L-prolyl-, cyclic (1-6)-disulfide
- n6-(aminoiminomethyl)-n2-(3-mercapto-1-oxopropyl-l-lysylglycyl-l-a-aspartyl-l-tryptophyl-l-prolyl-l-cysteinamide
- Eptifibatide,MPA-HAR-Gly-Asp-Trp-Pro-Cys-NH2,MPAHARGDWPC-NH2, >99%
- Mpa-har-gly-asp-trp-pro-cys-nh2(disulfide bridge, mpa1-cys6)
- N(sup 6)-amidino-n(sup 2)-(3-mercaptopropionyl)-l-lysylglycyl-l-alpha-aspartyl-l-tryptophyl-l-prolyl-l-cysteinamide, cyclic(1-6)-disulphide
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 831.98 g/molcalc.Computed value |
|---|---|
| Exact mass | 831.3156 Dacalc.Computed value |
| LogP (octanol/water) | -2.05calc.Computed value |
| Topological polar surface area | 326.4 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 10calc.Computed value |
| Hydrogen bond acceptors | 11calc.Computed value |
| Rotatable bonds | 10calc.Computed value |
| Heavy atoms | 57calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.51calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 5calc.Computed value |
| Lipinski rule of five | Fails (3 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1CCSSCCNC(=O)C2CCCN2C(=O)C(Cc2c[nH]c3ccccc23)NC(=O)CNC(=O)CNC(=O)CN1
4 rings, 42 atoms.
8 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H370Causes damage to organs.
- H373May cause damage to organs through prolonged or repeated exposure.
Precautionary statements (8)
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P308 + P316If exposed or concerned: Get emergency medical help immediately.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidEptifibatide suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, Chengdu ManufacturerUnclaimed profileEptifibatideGrade, purity and minimum order on requestPrice on request
- China, Beijing ManufacturerUnclaimed profileEptifibatideGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileEptifibatideGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileEptifibatideGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileEptifibatideGrade, purity and minimum order on requestPrice on request
- India, Navi MumbaiUnclaimed profileEptifibatideGrade, purity and minimum order on requestPrice on request
- India, BengaluruUnclaimed profileEptifibatideGrade, purity and minimum order on requestPrice on request
- China, HangzhouUnclaimed profileEptifibatideGrade, purity and minimum order on requestPrice on request
- India, Mumbai ManufacturerUnclaimed profileEptifibatideGrade, purity and minimum order on requestPrice on request
- China, Harbin City ManufacturerUnclaimed profileEptifibatideGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
89 suppliers in 14 countries
- China34
- United States28
- India6
- Germany3
- Spain3
- United Kingdom3
- and 8 more countries
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Eptifibatide price
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Uses and applications
What the substance is used for, by industry and function
Platelet Aggregation Inhibitors.
Industries and functions
Pharmacological actions
- Platelet Aggregation Inhibitors
Roles
- anticoagulant
- hematologic agent
- pharmaceutical
- platelet aggregation inhibitor
Pharmacology
Eptifibatide is a Platelet Aggregation Inhibitor. The physiologic effect of eptifibatide is by means of Decreased Platelet Aggregation.
How it is made
Preparation: R. M. Scarborough et al., United States of America patent 5686570 (1997 to COR therapeutics).
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Eptifibatide is traded under.
Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934
- United States24.5%
- Germany23.1%
- Japan4.5%
The HS code shown for Eptifibatide is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Eptifibatide, based on the data on this page
What is Eptifibatide?
What is the CAS number of Eptifibatide?
What is the molecular formula and weight of Eptifibatide?
What is Eptifibatide used for?
Is Eptifibatide hazardous?
What is the HS code of Eptifibatide?
Where can I buy Eptifibatide?
Where can I buy Eptifibatide in India?
What is the price of Eptifibatide?
Guides for buyers
Practical guides that help when you source, ship or handle Eptifibatide
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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