5-[2-(2H5)cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4H,5H,6H,7H-thieno[3,2-c]pyridin-2-yl acetate

• ChemBase ID: 176861
• Molecular Formular: C20H20FNO3S
• Molecular Mass: 373.4411032
• Monoisotopic Mass: 373.11479273
• SMILES: c1ccc(c(c1)C(N1CCc2c(C1)cc(s2)OC(=O)C)C(=O)C1CC1)F
• Canonical SMILES: CC(=O)Oc1sc2c(c1)CN(CC2)C(c1ccccc1F)C(=O)C1CC1
• InChI: InChI=1S/C20H20FNO3S/c1-12(23)25-18-10-14-11-22(9-8-17(14)26-18)19(20(24)13-6-7-13)15-4-2-3-5-16(15)21/h2-5,10,13,19H,6-9,11H2,1H3
• InChIKey: DTGLZDAWLRGWQN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[2-(^2H₅)cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4H,5H,6H,7H-thieno[3,2-c]pyridin-2-yl acetate
• IUPAC Traditional name: 5-[2-(^2H₅)cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4H,6H,7H-thieno[3,2-c]pyridin-2-yl acetate
• Synonyms: 2-[2-(Acetyloxy)-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl]-1-(cyclopropyl-d5)-2-(2-fluorophenyl)ethanone; CS 747-d5; Effient-d5; LY 640315-d5; Prasugrel-d5

Database IDs

• PubChem SID: 164232771
• PubChem CID: 25222363

CALCULATED PROPERTIES

• Acid pKa: 14.248824
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.0139766
• LogD (pH = 7.4): 4.3019633
• Log P: 4.3072057
• Molar Refractivity: 96.8121 cm^3
• Polarizability: 37.506588 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: N/A

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - P701152

A novel labelled antiplatelet agent; it is a third-generation thienopyridine. Antiplatelet agent Prasugrel showed greater platelet inhibition and decreased incidence of ischemic events than Clopidogrel but may induce increased incidence of bleeding in pat

REFERENCES

• Von Beckerath, N., et al.: Circulation, 112, 2946 (2005)
• Jernberg, T., et al.: Eur. Heart J., 27, 1166 (2005)
• Farid, N., et al.: Drug Metab. Dispos., 35, 1096 (2005)
• Farid, N., et al.: Clin. Pharmacol. Ther., 81, 735 (2005)
• Jakubowski, J., et al.: J.