Vorapaxar sulfate - ≥99% , Proteinase-activated receptor 1 antagonist, CAS No.705260-08-8, Proteinase-activated receptor 1 antagonist

CAS: 705260-08-8 Cat. No.: V651071 Molecular Weight: 590.66 EC Number: 686-297-3 PubChem CID: 10077129

GRADE & PURITY ≥99%

Synonyms

DTXSID60990731 | Zontivity | 2-((E)-2-((3R,3aS,4S,4aR,7R,8aR,9aR)-7-((ethoxycarbonyl)amino)-3-methyl-1-oxododecahydronaphtho(2,3-c)furan-4-yl)ethenyl)-5-(3-fluorophenyl)pyridinium hydrogen sulfate | ethyl ((1R,3aR,4aR,6R,8aR,9S,9aS)-9-((E)-2-(5-(3-fluorop

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Overview

Vorapaxar sulfate (SCH 530348 sulfate), an antiplatelet agent, is a selective, orally active, and competitive thrombin receptor protease-activated receptor (PAR-1) antagonist ( K i =8.1 nM). Vorapaxar sulfate inhibits thrombin receptor-activating peptide (TRAP)-induced platelet aggregation in a dose-dependent manner

In Vitro

Vorapaxar sulfate (SCH 530348 sulfate) shows potent inhibition of thrombin-induced platelet aggregation with an IC 50 of 47 nM and haTRAP-induced platelet aggregation with an IC 50 of 25 nM. Vorapaxar sulfate (SCH 530348 sulfate) inhibits thrombininduced calcium transient in human coronary artery smooth muscle cells (HCASMC) with a K i of 1.1 nM. It also inhibits thrombin-stimulated thymidine incorporation in HCASMC with a Ki of 13 nM. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:PAR1

Specifications

Synonyms

DTXSID60990731 | Zontivity | 2-((E)-2-((3R, 3aS, 4S, 4aR, 7R, 8aR, 9aR)-7-((ethoxycarbonyl)amino)-3-methyl-1-oxododecahydronaphtho(2, 3-c)furan-4-yl)ethenyl)-5-(3-fluorophenyl)pyridinium hydrogen sulfate | ethyl ((1R, 3aR, 4aR, 6R, 8aR, 9S, 9aS)-9-((E)-2-(5-(3-fluorop

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Vorapaxar sulfate (SCH 530348 sulfate), an antiplatelet agent, is a selective, orally active, and competitive thrombin receptor protease-activated receptor (PAR-1) antagonist ( K i =8.1 nM). Vorapaxar sulfate inhibits thrombin receptor-activating peptide

Storage

Store at 2-8°C, Desiccated

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ANTAGONIST

Mechanism of action

Proteinase-activated receptor 1 antagonist

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CCOC(=O)NC1CCC2C(C1)CC3C(C2C=CC4=NC=C(C=C4)C5=CC(=CC=C5)F)C(OC3=O)C.OS(=O)(=O)O
• IUPAC Name: ethyl N-[(1R,3aR,4aR,6R,8aR,9S,9aS)-9-[(E)-2-[5-(3-fluorophenyl)pyridin-2-yl]ethenyl]-1-methyl-3-oxo-3a,4,4a,5,6,7,8,8a,9,9a-decahydro-1H-benzo[f][2]benzofuran-6-yl]carbamate;sulfuric acid
• InChIKey: NQRYCIGCIAWEIC-CKLVGUEFSA-N
• INCHI: 1S/C29H33FN2O4.H2O4S/c1-3-35-29(34)32-23-10-11-24-20(14-23)15-26-27(17(2)36-28(26)33)25(24)12-9-22-8-7-19(16-31-22)18-5-4-6-21(30)13-18;1-5(2,3)4/h4-9,12-13,16-17,20,23-27H,3,10-11,14-15H2,1-2H3,(H,32,34);(H2,1,2,3,4)/b12-9+;/t17-,20+,23-,24-,25+,26-,27+;/m1./s1
• Isomeric SMILES: CCOC(=O)N[C@@H]1CC[C@@H]2[C@@H](C1)C[C@@H]3[C@H]([C@H]2/C=C/C4=NC=C(C=C4)C5=CC(=CC=C5)F)[C@H](OC3=O)C.OS(=O)(=O)O
• Alternate CAS: 705260-08-8
• PubChem CID: 10077129
• MeSH Entry Terms: SCH 530348;SCH-530348;SCH530348;vorapaxar;Zontivity
• Molecular Weight: 590.66

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Naphthofurans

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Naphthofurans
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthofurans
• Alternative Parents: Phenylpyridines Fluorobenzenes Aryl fluorides Organic sulfuric acids Gamma butyrolactones Tetrahydrofurans Carbamate esters Heteroaromatic compounds Carboxylic acid esters Organic carbonic acids and derivatives Oxacyclic compounds Azacyclic compounds Monocarboxylic acids and derivatives Organofluorides Organonitrogen compounds Carbonyl compounds Organic oxides Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Naphthofuran - 3-phenylpyridine - Fluorobenzene - Halobenzene - Sulfuric acid - Aryl fluoride - Aryl halide - Monocyclic benzene moiety - Gamma butyrolactone - Pyridine - Benzenoid - Heteroaromatic compound - Carbamic acid ester - Tetrahydrofuran - Organic sulfuric acid or derivatives - Carboxylic acid ester - Lactone - Carbonic acid derivative - Oxacycle - Azacycle - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organooxygen compound - Organic oxygen compound - Organic nitrogen compound - Organofluoride - Hydrocarbon derivative - Carbonyl group - Organonitrogen compound - Organopnictogen compound - Organic oxide - Organohalogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthofurans. These are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.
• External Descriptors: organic sulfate salt

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: DMSO : 125 mg/mL (211.63 mM; Need ultrasonic) H2O : <0.1 mg/mL (ultrasonic;warming;heat to 60°C) (insoluble)
• Molecular Weight: 590.700 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 590.21 Da
• Monoisotopic Mass: 590.21 Da
• Topological Polar Surface Area: 161.000 Ų
• Heavy Atom Count: 41
• Formal Charge: 0
• Complexity: 902.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 2

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