R-138727: an active metabolite of CS-747 (prasugrel, LY640315) and P2Y12 receptor inhibitor; structure in first source
ID Source | ID |
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PubMed CID | 10405534 |
CHEMBL ID | 3526431 |
CHEBI ID | 172573 |
SCHEMBL ID | 1166529 |
MeSH ID | M0498545 |
Synonym |
---|
CHEBI:172573 |
(2z)-2-[1-[2-cyclopropyl-1-(2-luorophenyl)-2-oxoethyl]-4-sulanylpiperidin-3-ylidene]acetic acid |
r-138727 |
r 138727 |
(2z)-2-[1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4-sulfanylpiperidin-3-ylidene]acetic acid |
gtpl1771 |
r138727 , |
239466-74-1 |
prasugrel metabolite |
204204-73-9 |
acetic acid, 2-(1-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-4-mercapto-3-piperidinylidene)-, (2z)- |
(2z)-2-(1-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-4-mercapto-3-piperidinylidene) acetic acid |
FLN02B3F1J , |
r-138727 [mi] |
SCHEMBL1166529 |
AKOS025149434 |
prasugrel metabolite r-138727 |
(z)-2-(1-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-4-mercaptopiperidin-3-ylidene)acetic acid |
DTXSID50439427 |
(2z)-{1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4-sulfanylpiperidin-3-ylidene}acetic acid |
CHEMBL3526431 |
{1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4-sulfanylpiperidin-3-ylidene}acetic acid |
unii-fln02b3f1j |
prasugrel, r-138727 [mi] |
Q27088504 |
prasugrel active metabolite |
(2z)-{1-[(1rs)-2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4-sulfanylpiperidin-3-ylidene}ethanoic acid |
(z)-2-(1-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-4-mercaptopiperidin-3-ylidene)aceticacid |
prasugrel metabolite r- |
CS-0084173 |
HY-123669 |
Plasma concentration of its active metabolite, R-138727, and pharmacokinetic parameters were determined on days 1 and 7 after dosing.
Excerpt | Reference | Relevance |
---|---|---|
"Serial pharmacokinetic (PK) sampling in 1159 patients from TRITON-TIMI 38 was undertaken." | ( Population pharmacokinetic analyses to evaluate the influence of intrinsic and extrinsic factors on exposure of prasugrel active metabolite in TRITON-TIMI 38. Antman, EM; Braunwald, E; Ernest, CS; Li, YG; Macias, WL; Ni, L; Riesmeyer, JR; Rohatagi, S; Salazar, DE; Small, DS; Weerakkody, GJ; Wiviott, SD; Wrishko, RE, 2009) | 0.35 |
"An integrated analysis of pharmacokinetic (PK) parameter estimates for prasugrel, from 16 phase I clinical pharmacology studies, consolidated exposure estimates from 506 healthy male and female participants and evaluated the effect of specific intrinsic and extrinsic factors on exposure to prasugrel's active metabolite (AM, R-138727)." | ( Integrated analysis of pharmacokinetic data across multiple clinical pharmacology studies of prasugrel, a new thienopyridine antiplatelet agent. April, JH; Ernest, CS; Farid, NA; Li, YG; Ni, L; Payne, CD; Rohatagi, S; Small, DS; Winters, KJ, 2011) | 0.54 |
" We assessed the pharmacokinetic and pharmacodynamic effects of prasugrel at the clinical dose used in Japan in healthy Japanese elderly subjects compared with non-elderly subjects." | ( Evaluation of the Pharmacokinetics and Pharmacodynamics of Prasugrel in Japanese Elderly Subjects. Fukase, H; Hasunuma, T; Miyazaki, A; Nishikawa, Y, 2017) | 0.46 |
" Plasma concentration of its active metabolite, R-138727, and pharmacokinetic parameters were determined on days 1 and 7 after dosing." | ( Evaluation of the Pharmacokinetics and Pharmacodynamics of Prasugrel in Japanese Elderly Subjects. Fukase, H; Hasunuma, T; Miyazaki, A; Nishikawa, Y, 2017) | 0.71 |
" There was no statistically significant difference in pharmacokinetic parameters between groups: area under the plasma concentration-time curve up to the last quantifiable time and maximum plasma concentration were about 174-175 ng·h/mL and 134-153 ng/mL, respectively, after the loading dose; and about 25-26 ng·h/mL and 25 ng/mL, respectively, after the maintenance dose." | ( Evaluation of the Pharmacokinetics and Pharmacodynamics of Prasugrel in Japanese Elderly Subjects. Fukase, H; Hasunuma, T; Miyazaki, A; Nishikawa, Y, 2017) | 0.46 |
Excerpt | Reference | Relevance |
---|---|---|
"We evaluated the pharmacokinetics and pharmacodynamics of prasugrel used in combination with aspirin in healthy Japanese subjects." | ( Platelet Aggregation Inhibitory Effects and Pharmacokinetics of Prasugrel Used in Combination With Aspirin in Healthy Japanese Subjects. Ikeda, Y; Kondo, K; Matsushima, N; Umemura, K, 2017) | 0.46 |
Excerpt | Reference | Relevance |
---|---|---|
" The relative bioavailability of the active metabolites of prasugrel and clopidogrel calculated by the ratio of active metabolite AUC (prodrug oral administration/active metabolite intravenous administration) were 25% and 7%, respectively, in rats, and 25% and 10%, respectively, in dogs." | ( Comparison of formation of thiolactones and active metabolites of prasugrel and clopidogrel in rats and dogs. Farid, NA; Fusegawa, K; Hagihara, K; Ikeda, T; Ikenaga, H; Kazui, M; Kurihara, A; Nanba, T; Okazaki, O; Takahashi, M, 2009) | 0.35 |
Class | Description |
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organofluorine compound | An organofluorine compound is a compound containing at least one carbon-fluorine bond. |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID1215196 | AUC (0 to 2 hrs) in beagle dog treated with 1 mg/kg, hepatic vein prasugrel | 2011 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 39, Issue:4 | The intestine as an important contributor to prasugrel active metabolite formation in vivo. |
AID1215199 | Drug level in human intestinal S9 fraction treated with 250 uM prasugrel upto 60 mins incubation | 2011 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 39, Issue:4 | The intestine as an important contributor to prasugrel active metabolite formation in vivo. |
AID1215106 | Drug metabolism in potassium phosphate buffer treated with R-133490 at 1 uM after 1 to 10 mins by LC-MS/MS analysis in presence of human liver cytosol and glutathione | 2011 | Drug metabolism and disposition: the biological fate of chemicals, Feb, Volume: 39, Issue:2 | Glutaredoxin and thioredoxin can be involved in producing the pharmacologically active metabolite of a thienopyridine antiplatelet agent, prasugrel. |
AID1215118 | Drug metabolism in human liver cytosol treated with R-133490 at 0.1 to 0.05 mM after 5 mins by HPLC analysis in presence of dithiothreitol and 67 ug/ml anti-human thioredoxin antibody | 2011 | Drug metabolism and disposition: the biological fate of chemicals, Feb, Volume: 39, Issue:2 | Glutaredoxin and thioredoxin can be involved in producing the pharmacologically active metabolite of a thienopyridine antiplatelet agent, prasugrel. |
AID1215107 | Drug metabolism in human liver microsomes treated with R-133490 at 1 uM after 1 to 10 mins by LC-MS/MS analysis in presence of human liver cytosol and glutathione | 2011 | Drug metabolism and disposition: the biological fate of chemicals, Feb, Volume: 39, Issue:2 | Glutaredoxin and thioredoxin can be involved in producing the pharmacologically active metabolite of a thienopyridine antiplatelet agent, prasugrel. |
AID1215195 | AUC (0 to 2 hrs) in beagle dog treated with 1 mg/kg, portal vein prasugrel | 2011 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 39, Issue:4 | The intestine as an important contributor to prasugrel active metabolite formation in vivo. |
AID1215197 | AUC (0 to 2 hrs) in beagle dog treated with 1 mg/kg, systemic vein prasugrel | 2011 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 39, Issue:4 | The intestine as an important contributor to prasugrel active metabolite formation in vivo. |
AID1215198 | Drug level in dog intestinal S9 fraction treated with 250 uM prasugrel upto 60 mins incubation | 2011 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 39, Issue:4 | The intestine as an important contributor to prasugrel active metabolite formation in vivo. |
AID1215108 | Drug metabolism in potassium phosphate buffer treated with R-133490 at 1 uM after 1 to 10 mins by LC-MS/MS analysis | 2011 | Drug metabolism and disposition: the biological fate of chemicals, Feb, Volume: 39, Issue:2 | Glutaredoxin and thioredoxin can be involved in producing the pharmacologically active metabolite of a thienopyridine antiplatelet agent, prasugrel. |
AID1346320 | Human P2Y12 receptor (P2Y receptors) | 2005 | Thrombosis and haemostasis, Sep, Volume: 94, Issue:3 | Stereoselective inhibition of human platelet aggregation by R-138727, the active metabolite of CS-747 (prasugrel, LY640315), a novel P2Y12 receptor inhibitor. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 12 (37.50) | 29.6817 |
2010's | 20 (62.50) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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 weak demand-to-supply ratio for research on this compound.
| This Compound (10.82) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 7 (21.88%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 25 (78.13%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |