Page last updated: 2024-11-13
2-oxo-clopidogrel
Description
Research Excerpts
Clinical Trials
Roles
Classes
Pathways
Study Profile
Bioassays
Related Drugs
Related Conditions
Protein Interactions
Research Growth
Market Indicators
Description
2-oxo-clopidogrel: metabolite of clopidogrel [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
ID Source | ID |
---|---|
PubMed CID | 56848893 |
CHEMBL ID | 2042272 |
SCHEMBL ID | 10021031 |
MeSH ID | M0536054 |
Synonyms (43)
Synonym |
---|
2-oxo-clopidogrel |
thieno(3,2-c)pyridine-5(4h)-acetic acid, alpha-(2-chlorophenyl)-2,6,7,7a-tetrahydro-2-oxo-, methyl ester, (alphas)- |
2-oxoclopidogrel |
CHEMBL2042272 |
clopidogrel thiolactone |
CS-4888 |
(2s)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno[3.2-c]pyridin-5(2h, 4h, 6h)-yl)-acetate |
JBSAZVIMJUOBNB-WUJWULDRSA-N |
(2s)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno[3,2-c]pyridin-5 (2h,4h, 6h)-yl)-acetate |
(2s)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno[3.2-c]pyridine-5(2h,4h,6h)-yl)-acetate |
(2s)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7, 7a-dihydrothieno[3,2-c]pyridin-5(2h,4h,6h)-yl)-acetate |
(2s)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno[3,2-c]pyridine-5(2h,4h, 6h)-yl)-acetate |
(2s)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno[3.2-c]pyridine-5(2h, 4h, 6h)-yl)-acetate |
(2s)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno[3,2-c]pyridin-5(2h,4h,6h)-yl)-acetate |
(2s)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno[3.2-c]pyridin-5 (2h,4h, 6h)-yl)-acetate |
(2s)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno[3.2-c]pyridin-5(2h,4h,6h)-yl)-acetate |
AKOS016844921 |
1147350-75-1 |
SCHEMBL10021031 |
(2s)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7, 7a-dihydrothieno(3,2-c)pyridin-5(2h,4h,6h)-yl)-acetate |
(.alpha.s)-.alpha.-(2,4,5,6,7,7a-hexahydro-2-oxothieno(3,2-c)pyridine 5-yl)-2-chlorobenzeneacetic acid methyl ester |
methyl (2s)-2-(2-chlorophenyl)-2-(2-oxo-4,6,7,7a-tetrahydrothieno(3,2-c)pyridin-5-yl)acetate |
thieno(3,2-c)pyridine-5(4h)-acetic acid, .alpha.-(2-chlorophenyl)-2,6,7,7a-tetrahydro-2-oxo-, methyl ester, (.alpha.s)- |
methyl (2s)-(2-chlorophenyl)(2-oxo-2,6,7,7a-tetrahydrothieno(3,2-c)pyridin-5(4h)-yl)acetate |
(7s)-sr121683 |
j3.292.123j , |
sr-121683 |
0IX303KU54 , |
(alphas)-alpha-(2,4,5,6,7,7a-hexahydro-2-oxothieno(3,2-c)pyridine 5-yl)-2-chlorobenzeneacetic acid methyl ester |
unii-0ix303ku54 |
(2s)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno[3,2-c]pyridin-5(2h,4h,6h)-yl)acetate |
HY-15876 |
methyl (2s)-2-(2-chlorophenyl)-2-{2-oxo-2h,4h,5h,6h,7h,7ah-thieno[3,2-c]pyridin-5-yl}acetate |
methyl (2s)-(2-chlorophenyl)(2-oxo-2,6,7,7a-tetrahydrothieno[3,2-c]pyridin-5(4h)-yl)acetate |
DTXSID00718734 |
NCGC00484086-01 |
methyl (2s)-2-(2-chlorophenyl)-2-(2-oxo-2,6,7,7a-tetrahydrothieno[3,2-c]pyridin-5(4h)-yl)acetate |
thieno[3,2-c]pyridine-5(4h)-acetic acid, alpha-(2-chlorophenyl)-2,6,7,7a-tetrahydro-2-oxo-, methyl ester, (alphas)- |
Q27236838 |
methyl (2s)-2-(2-chlorophenyl)-2-(2-oxo-4,6,7,7a-tetrahydrothieno[3,2-c]pyridin-5-yl)acetate |
F85263 |
MS-25134 |
XVB35075 |
Research Excerpts
Pharmacokinetics
Excerpt | Reference | Relevance |
---|---|---|
" In the present study, a dynamic physiologically based pharmacokinetic (PBPK) model was developed in Simcyp for clopidogrel and clopi-H4 using a specific sequential metabolite module in four populations with phenotypically different CYP2C19 activity (poor, intermediate, extensive, and ultrarapid metabolizers) receiving a loading dose of 300 mg followed by a maintenance dose of 75 mg." | ( Physiologically based pharmacokinetic modeling for sequential metabolism: effect of CYP2C19 genetic polymorphism on clopidogrel and clopidogrel active metabolite pharmacokinetics. Boulenc, X; Djebli, N; Fabre, D; Fabre, G; Hurbin, F; Sultan, E, 2015) | 0.42 |
Compound-Compound Interactions
Excerpt | Reference | Relevance |
---|---|---|
" Accordingly, potential drug-drug interactions associated with the concomitant use of these agents present an area of concern." | ( Carboxylesterase 1-mediated drug-drug interactions between clopidogrel and simvastatin. Markowitz, JS; Wang, X; Zhu, HJ, 2015) | 0.42 |
Bioavailability
Excerpt | Reference | Relevance |
---|---|---|
" Preliminary pharmacokinetic study results showed that the bioavailability of clopidogrel thiolactone generated from 9a was 6-fold higher than that generated from clopidogrel, implying a much lower clinically effective dose for 9a in comparison with clopidogrel." | ( Overcoming clopidogrel resistance: discovery of vicagrel as a highly potent and orally bioavailable antiplatelet agent. Gong, Y; Jiao, B; Lv, F; Qi, X; Shan, J; Sun, H; Yuan, F; Zhang, B; Zheng, W; Zhu, Y, 2012) | 0.38 |
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs." | ( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019) | 0.51 |
Dosage Studied
Excerpt | Relevance | Reference |
---|---|---|
" Additionally, CES1 genetic variants have the potential to serve as a biomarker to predict clopidogrel response and individualize clopidogrel dosing regimens in clinical practice." | ( Carboxylesterase 1 as a determinant of clopidogrel metabolism and activation. Angiolillo, DJ; Brinda, BJ; Gawronski, BE; Markowitz, JS; Wang, X; Zhu, HJ, 2013) | 0.39 |
" Therefore, the ABCB1 C3435T genotyping should be one of the parameters taken into account when deciding about the dosing regimen of clopidogrel." | ( P-Glycoprotein Polymorphism C3435T Is Associated with Dose-Adjusted Clopidogrel and 2-Oxo-Clopidogrel Concentration. Apostolovic, SR; Jankovic, SM; Jevtovic-Stoimenov, T; Konstantinovic, SS; Lilic, J; Nikolic, VN; Pavlovic, M; Stokanovic, D; Zivkovic, VS; Zvezdanovic, JB, 2016) | 0.66 |
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
Pathways (2)
Pathway | Proteins | Compounds |
---|---|---|
Clopidogrel Action Pathway | 9 | 8 |
Clopidogrel Metabolism Pathway | 9 | 8 |
Bioassays (9)
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID1296008 | Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening | 2020 | SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1 | Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening. |
AID1347159 | Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay | 2020 | Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49 | Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors. |
AID1347160 | Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors | 2020 | Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49 | Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors. |
AID1346986 | P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen | 2019 | Molecular pharmacology, 11, Volume: 96, Issue:5 | A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. |
AID1346987 | P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen | 2019 | Molecular pharmacology, 11, Volume: 96, Issue:5 | A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. |
AID1211557 | Drug metabolism in human liver microsome assessed as (2S)-2-amino-5-((2R)-1-(carboxymethylamino)-3-(((E)-3-(carboxymethylene)-1-((S)-1-(2-chlorophenyl)-2-methoxy-2-oxoethyl)piperidin-4-yl)disulfanyl)-1-oxopropan-2-ylamino)-5-oxopentanoic acid formation at | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Sep, Volume: 40, Issue:9 | Glutaredoxin is involved in the formation of the pharmacologically active metabolite of clopidogrel from its GSH conjugate. |
AID667513 | Antiplatelet activity in Wistar rat assessed as inhibition of ADP-induced platelet aggregation at 3 mg/kg, po measured after 2 hrs by Born's method | 2012 | Journal of medicinal chemistry, Apr-12, Volume: 55, Issue:7 | Overcoming clopidogrel resistance: discovery of vicagrel as a highly potent and orally bioavailable antiplatelet agent. |
AID1211560 | Drug metabolism in human liver microsome assessed as (2S)-2-amino-5-((2R)-1-(carboxymethylamino)-3-(((E)-3-(carboxymethylene)-1-((S)-1-(2-chlorophenyl)-2-methoxy-2-oxoethyl)piperidin-4-yl)disulfanyl)-1-oxopropan-2-ylamino)-5-oxopentanoic acid formation at | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Sep, Volume: 40, Issue:9 | Glutaredoxin is involved in the formation of the pharmacologically active metabolite of clopidogrel from its GSH conjugate. |
AID1211558 | Drug metabolism in human liver microsome assessed as (E)-2-(1-((S)-1-(2-chlorophenyl)-2-methoxy-2-oxoethyl)-4-mercaptopiperidin-3-ylidene)acetic acid formation at 5 uM by LC-MS/MS analysis in presence of 5 mM GSH | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Sep, Volume: 40, Issue:9 | Glutaredoxin is involved in the formation of the pharmacologically active metabolite of clopidogrel from its GSH conjugate. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Research
Studies (20)
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 1 (5.00) | 29.6817 |
2010's | 17 (85.00) | 24.3611 |
2020's | 2 (10.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Market Indicators
Research Demand Index: 24.12
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.
| This Compound (24.12) All Compounds (24.57) |
Study Types
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 2 (10.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 18 (90.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |