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Details

Stereochemistry EPIMERIC
Molecular Formula C16H16ClNO3S.H2O4S
Molecular Weight 435.9
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-OXO-CLOPIDOGREL SULFATE

SMILES

OS(O)(=O)=O.COC(=O)[C@@H](N1CCC2SC(=O)C=C2C1)C3=CC=CC=C3Cl

InChI

InChIKey=UNHVSUGSGIXYQF-LDCKTULKSA-N
InChI=1S/C16H16ClNO3S.H2O4S/c1-21-16(20)15(11-4-2-3-5-12(11)17)18-7-6-13-10(9-18)8-14(19)22-13;1-5(2,3)4/h2-5,8,13,15H,6-7,9H2,1H3;(H2,1,2,3,4)/t13?,15-;/m0./s1

HIDE SMILES / InChI
Clopidogrel is first activated to its thiolactone intermediate, 2-oxo-clopidogrel via CYP3A oxidation. 2-oxo-clopidogrel is a key intermediate metabolite from which the active metabolite is formed. 2-oxo-clopidogrel inhibited the activity of CYP2C19 and moderately activity of CYP2B6.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.995 µM [IC50]
1.3 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Identification of the human cytochrome P450 enzymes involved in the two oxidative steps in the bioactivation of clopidogrel to its pharmacologically active metabolite.
2010 Jan
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
2-oxo-clopidogrel (SR121682) is the essential key intermediate metabolite from which the active metabolite is formed. This was approved using enzymatic assay with human liver microsomes. SR121682 was added at a final concentration of 0.1 mM, and the reaction was initiated with 1 mM NADPH
Name Type Language
2-OXO-CLOPIDOGREL SULFATE
Common Name English
THIENO(3,2-C)PYRIDINE-5(4H)-ACETIC ACID, .ALPHA.-(2-CHLOROPHENYL)-2,6,7,7A-TETRAHYDRO-2-OXO-, (.ALPHA.S,7ARS)-, METHYL ESTER, SULFATE (1:1)
Systematic Name English
2-OXO CLOPIDOGREL BISULFATE
Common Name English
Code System Code Type Description
FDA UNII
R98IO5OIG5
Created by admin on Sat Dec 16 14:36:19 GMT 2023 , Edited by admin on Sat Dec 16 14:36:19 GMT 2023
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PUBCHEM
72206114
Created by admin on Sat Dec 16 14:36:19 GMT 2023 , Edited by admin on Sat Dec 16 14:36:19 GMT 2023
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