fimasartan: an angiotensin II receptor antagonist
ID Source | ID |
---|---|
PubMed CID | 9870652 |
CHEMBL ID | 1951143 |
CHEBI ID | 136044 |
SCHEMBL ID | 2229436 |
SCHEMBL ID | 20126833 |
MeSH ID | M0558574 |
Synonym |
---|
L019170 |
CHEBI:136044 |
fimasartan |
bdbm50364573 |
AKOS016011331 |
CHEMBL1951143 , |
kanarb |
247257-48-3 |
fimasartan [inn] |
p58222188p , |
br-a-657.k |
5-pyrimidineethanethioamide, 2-butyl-1,6-dihydro-n,n,4-trimethyl-6-oxo-1-((2'-(2h-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl)- |
unii-p58222188p |
S4975 |
fimasartan [who-dd] |
2-((2-butyl-4-methyl-6-oxo-1-((2'-(1h-tetrazol-5-yl)biphenyl-4-yl)methyl)-1,6-dihydropyrimidin-5-yl))-n,n-dimethylthioacetamide |
CS-3509 |
SCHEMBL2229436 |
fimasartan (inn) |
D10556 |
AC-30631 |
HY-B0780 |
2-(1-((2'-(2h-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-2-butyl-4-methyl-6-oxo-1,6-dihydropyrimidin-5-yl)-n,n-dimethylethanethioamide |
DTXSID80179460 |
br-a657 |
DB09279 |
mfcd13194795 |
2-[2-butyl-4-methyl-6-oxo-1-[[4-[2-(2h-tetrazol-5-yl)phenyl]phenyl]methyl]pyrimidin-5-yl]-n,n-dimethylethanethioamide |
NCGC00390600-01 |
AS-35179 |
EX-A3997 |
BCP11616 |
Q8563179 |
SCHEMBL20126833 |
5-pyrimidineethanethioamide, 2-butyl-1,6-dihydro-n,n,4-trimethyl-6-oxo-1-[[2'-(2h-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]- |
CCG-269705 |
2-(2-butyl-4-methyl-6-oxo-1-{[2'-(1h-tetrazol-5-yl)-4-biphenylyl]methyl}-1,6-dihydro-5-pyrimidinyl)-n,n-dimethylethanethioamide |
ZB1816 |
AKOS037643761 |
2-butyl-5-dimethylaminothiocarbonylmethyl-6-methyl-3-[[2'-(1h-tetrazol-5-yl)biphenyl-4-yl]methyl]pyrimidin-4(3h)-one |
A919293 |
2-(1-((2'-(1h-tetrazol-5-yl)biphenyl-4-yl)methyl)-2-butyl-4-methyl-6-oxo-1,6-dihydropyrimidin-5-yl)-n,n-dimethylethanethioamide |
2-[2-butyl-4-methyl-6-oxo-1-[[4-[2-(2h-tetrazol-5-yl)phenyl]phenyl]met hyl]pyrimidin-5-yl]-n,n-dimethylethanethioamide |
Fimasartan is an angiotensin type 1 receptor blocker (ARB) which has comparable efficacy and tolerability with other ARBs. It is a derivative of losartan in which the imidazole ring has been replaced. Fim asartan may have protective effects during myocardial infarction or atherosclerosis.
Excerpt | Reference | Relevance |
---|---|---|
"Fimasartan has been approved for use in patients with hypertension in South Korea and has been evaluated in three phase III clinical trials (i.e." | ( Fimasartan. , 2011) | 2.53 |
Excerpt | Reference | Relevance |
---|---|---|
"Fimasartan can cause headache, dizziness, itching, and coughing." | ( Fimasartan-induced liver injury in a patient with no adverse reactions on other types of angiotensin II receptor blockers: A case report. Eun, HS; Joo, JS; Kang, SH; Kim, JS; Kim, KH; Kim, SH; Lee, BS; Lee, ES; Moon, HS; Park, DH; Yun, GY, 2017) | 2.62 |
Fimasartan significantly increased median (range) homeostatic assessment of β-cell function values. insulinogenic index at 60 minutes (19.7 [3.0-131.2] vs 15.0 [2.4-103.8] pmol/mmol) compared with those with amlodipine (all P < .05) acute insulin response and insulin resistance indices were similar for both agents.
Fimasartan/amlodipine combination therapy exhibited superior efficacy in reducing blood pressure, with no increase in adverse drug reactions. During the study period, 82 adverse events were reported in 52 patients, 40 in the fim asartan group and 42 in the perindopril group (P = 0.0).
The study aimed to develop a population pharmacokinetic model that can simultaneously characterize the extent and time-course of EHC in three species. The maximum plasma concentration (C(max), time to reach C(max) and elimination half-life for fimasartan did not differ significantly between the older and young groups.
Fimasartan administered alone or in combination with HCTZ was well tolerated at the described dosages.
Excerpt | Reference | Relevance |
---|---|---|
"Fimasartan administered alone or in combination with HCTZ was well tolerated at the described dosages." | ( Assessment of the drug-drug interactions between fimasartan and hydrochlorothiazide in healthy volunteers. Cho, JY; Jang, IJ; Jeon, H; Kim, J; Lim, KS; Shin, KH; Shin, SG; Yoon, SH; Yu, KS, 2012) | 2.08 |
"To build a physiologically based pharmacokinetic (PBPK) model for fimasartan, amlodipine, and hydrochlorothiazide, and to investigate the drug-drug interaction (DDI) potentials." | ( Physiologically Based Pharmacokinetic Modeling of Fimasartan, Amlodipine, and Hydrochlorothiazide for the Investigation of Drug-Drug Interaction Potentials. Jeon, I; Kim, E; Lee, HA; Lee, S; Rhee, SJ; Song, IS; Yu, KS, 2018) | 0.97 |
The present study was conducted to determine the absolute bioavailability of fimasartan (FMS; Kanarb(®) after the single oral administration of a 60-mg tablet or a single 30-mg intravenous (IV) infusion. Subjects with mild hepatic impairment exhibited similar bioavailability compared with healthy subjects.
Once-daily fimasartan effectively maintained a BP-reduction profile over the full 24-hour dosing interval. This profile was comparable to or slightly better than that of once-daily valsartan.
Class | Description |
---|---|
biphenyls | Benzenoid aromatic compounds containing two phenyl or substituted-phenyl groups which are joined together by a single 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] |
Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
cytochrome P450 family 3 subfamily A polypeptide 4 | Homo sapiens (human) | Potency | 37.9083 | 0.0123 | 7.9835 | 43.2770 | AID1645841 |
G | Vesicular stomatitis virus | Potency | 9.5221 | 0.0123 | 8.9648 | 39.8107 | AID1645842 |
Interferon beta | Homo sapiens (human) | Potency | 9.5221 | 0.0033 | 9.1582 | 39.8107 | AID1645842 |
HLA class I histocompatibility antigen, B alpha chain | Homo sapiens (human) | Potency | 9.5221 | 0.0123 | 8.9648 | 39.8107 | AID1645842 |
Inositol hexakisphosphate kinase 1 | Homo sapiens (human) | Potency | 9.5221 | 0.0123 | 8.9648 | 39.8107 | AID1645842 |
cytochrome P450 2C9, partial | Homo sapiens (human) | Potency | 9.5221 | 0.0123 | 8.9648 | 39.8107 | AID1645842 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Type-1 angiotensin II receptor | Homo sapiens (human) | IC50 (µMol) | 0.0045 | 0.0002 | 0.0932 | 3.6000 | AID1420506 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID1698000 | Apparent permeability in dog MDCKII-LE cells at pH 7.4 | |||
AID1698001 | Lipophilicity, log D of the compound at pH 7.4 by by shake flask method | |||
AID1697999 | Dissociation constant, acidic pKa of compound measured up to 18 mins by capillary electrophoresis | |||
AID1420506 | Antagonist activity at type-1 angiotensin 2 receptor (unknown origin) by calcium mobilizing assay | 2018 | Bioorganic & medicinal chemistry letters, 10-15, Volume: 28, Issue:19 | Discovery of the bifunctional modulator of angiotensin II type 1 receptor (AT1R) and PPARγ derived from the AT1R antagonist, Fimasartan. |
AID1698010 | Hepatic clearance in human administered through iv dosing | |||
AID1698007 | Ratio of drug level in human blood to plasma administered through iv dosing by LC-MS/MS analysis | |||
AID645200 | Antihypertensive activity in iv dosed pithed rat model assessed as inhibition of angiotensin 2-induced pressor response by gould pressure transducer-coupled grass polygraphy | 2012 | Bioorganic & medicinal chemistry letters, Feb-15, Volume: 22, Issue:4 | Synthesis and antihypertensive activity of pyrimidin-4(3H)-one derivatives as losartan analogue for new angiotensin II receptor type 1 (AT1) antagonists. |
AID1918193 | Dissociation constant, pKa of the compound | 2022 | Journal of medicinal chemistry, 11-10, Volume: 65, Issue:21 | Identification of Organic Anion Transporter 2 Inhibitors: Screening, Structure-Based Analysis, and Clinical Drug Interaction Risk Assessment. |
AID645204 | Antagonist activity at angiotensin 2 receptor type 1 in New Zealand White rabbit descending thoracic aorta rings assessed as inhibition of KCl-induced contraction preincubated for 30 mins prior KCl challenge | 2012 | Bioorganic & medicinal chemistry letters, Feb-15, Volume: 22, Issue:4 | Synthesis and antihypertensive activity of pyrimidin-4(3H)-one derivatives as losartan analogue for new angiotensin II receptor type 1 (AT1) antagonists. |
AID1698006 | Ratio of drug level in cynomolgus monkey blood to plasma administered through iv dosing by LC-MS/MS analysis | |||
AID1420533 | Cmax in mouse at 20 mg/kg, po | 2018 | Bioorganic & medicinal chemistry letters, 10-15, Volume: 28, Issue:19 | Discovery of the bifunctional modulator of angiotensin II type 1 receptor (AT1R) and PPARγ derived from the AT1R antagonist, Fimasartan. |
AID1698016 | Dissociation constant, basic pKa of compound measured up to 18 mins by capillary electrophoresis | |||
AID1420508 | Agonist activity at PPARgamma (unknown origin) at 1 uM relative to telmisartan | 2018 | Bioorganic & medicinal chemistry letters, 10-15, Volume: 28, Issue:19 | Discovery of the bifunctional modulator of angiotensin II type 1 receptor (AT1R) and PPARγ derived from the AT1R antagonist, Fimasartan. |
AID1420535 | AUClast in mouse at 20 mg/kg, po | 2018 | Bioorganic & medicinal chemistry letters, 10-15, Volume: 28, Issue:19 | Discovery of the bifunctional modulator of angiotensin II type 1 receptor (AT1R) and PPARγ derived from the AT1R antagonist, Fimasartan. |
AID645197 | Antagonist activity at angiotensin 2 receptor type 1 in New Zealand White rabbit descending thoracic aorta rings assessed as inhibition of angiotensin 2-induced contraction preincubated for 30 mins prior angiotensin 2 challenge | 2012 | Bioorganic & medicinal chemistry letters, Feb-15, Volume: 22, Issue:4 | Synthesis and antihypertensive activity of pyrimidin-4(3H)-one derivatives as losartan analogue for new angiotensin II receptor type 1 (AT1) antagonists. |
AID1420537 | Antihypertensive activity in angiotensin 2 induced hypertension rat model at 3 mg/kg, po measured until 8 hrs post dose | 2018 | Bioorganic & medicinal chemistry letters, 10-15, Volume: 28, Issue:19 | Discovery of the bifunctional modulator of angiotensin II type 1 receptor (AT1R) and PPARγ derived from the AT1R antagonist, Fimasartan. |
AID1918194 | Lipophilicity, log D of the compound | 2022 | Journal of medicinal chemistry, 11-10, Volume: 65, Issue:21 | Identification of Organic Anion Transporter 2 Inhibitors: Screening, Structure-Based Analysis, and Clinical Drug Interaction Risk Assessment. |
AID1698009 | Hepatic clearance in cynomolgus monkey at < 1 mg/kg, iv administered as cassette dosing | |||
AID645202 | Ratio of losartan IC50 to compound IC50 for displacement of [125I]angiotensin 2 from angiotensin 2 receptor type 1 in Sprague-Dawley rat adrenal cortex membranes | 2012 | Bioorganic & medicinal chemistry letters, Feb-15, Volume: 22, Issue:4 | Synthesis and antihypertensive activity of pyrimidin-4(3H)-one derivatives as losartan analogue for new angiotensin II receptor type 1 (AT1) antagonists. |
AID1420540 | Antihypertensive activity in angiotensin 2 induced hypertension rat model assessed as time required for 50% reduction in blood pressure at 3 mg/kg, po | 2018 | Bioorganic & medicinal chemistry letters, 10-15, Volume: 28, Issue:19 | Discovery of the bifunctional modulator of angiotensin II type 1 receptor (AT1R) and PPARγ derived from the AT1R antagonist, Fimasartan. |
AID645205 | Antagonist activity at angiotensin 2 receptor type 1 in New Zealand White rabbit descending thoracic aorta rings assessed as inhibition of noradrenaline-induced contraction preincubated for 30 mins prior noradrenaline challenge | 2012 | Bioorganic & medicinal chemistry letters, Feb-15, Volume: 22, Issue:4 | Synthesis and antihypertensive activity of pyrimidin-4(3H)-one derivatives as losartan analogue for new angiotensin II receptor type 1 (AT1) antagonists. |
AID1698011 | Fraction unbound in human plasma | |||
AID1420534 | AUClast in rat at 10 mg/kg, po | 2018 | Bioorganic & medicinal chemistry letters, 10-15, Volume: 28, Issue:19 | Discovery of the bifunctional modulator of angiotensin II type 1 receptor (AT1R) and PPARγ derived from the AT1R antagonist, Fimasartan. |
AID1698004 | Fraction unbound in cynomolgus monkey plasma | |||
AID645203 | Ratio of losartan ED50 to compound ED50 for antihypertensive activity in iv dosed pithed rat model assessed as inhibition of angiotensin 2-induced pressor response | 2012 | Bioorganic & medicinal chemistry letters, Feb-15, Volume: 22, Issue:4 | Synthesis and antihypertensive activity of pyrimidin-4(3H)-one derivatives as losartan analogue for new angiotensin II receptor type 1 (AT1) antagonists. |
AID645201 | Ratio of losartan IC50 to compound IC50 for antagonist activity at angiotensin 2 receptor type 1 in New Zealand White rabbit descending thoracic aorta rings | 2012 | Bioorganic & medicinal chemistry letters, Feb-15, Volume: 22, Issue:4 | Synthesis and antihypertensive activity of pyrimidin-4(3H)-one derivatives as losartan analogue for new angiotensin II receptor type 1 (AT1) antagonists. |
AID1420530 | Half life in rat at 10 mg/kg, po | 2018 | Bioorganic & medicinal chemistry letters, 10-15, Volume: 28, Issue:19 | Discovery of the bifunctional modulator of angiotensin II type 1 receptor (AT1R) and PPARγ derived from the AT1R antagonist, Fimasartan. |
AID1918192 | Inhibition of human OAT2 tv.1 variant expressed in HEK293 cells assessed as inhibition of [3H]cGMP uptake by scintillation analysis | 2022 | Journal of medicinal chemistry, 11-10, Volume: 65, Issue:21 | Identification of Organic Anion Transporter 2 Inhibitors: Screening, Structure-Based Analysis, and Clinical Drug Interaction Risk Assessment. |
AID1420532 | Cmax in rat at 10 mg/kg, po | 2018 | Bioorganic & medicinal chemistry letters, 10-15, Volume: 28, Issue:19 | Discovery of the bifunctional modulator of angiotensin II type 1 receptor (AT1R) and PPARγ derived from the AT1R antagonist, Fimasartan. |
AID1698002 | Intrinsic clearance in cryopreserved human hepatocytes at 1 uM measured up to 120 mins by LC-MS/MS analysis | |||
AID645198 | Displacement of [125I]angiotensin 2 from angiotensin 2 receptor type 1 in Sprague-Dawley rat adrenal cortex membranes after 60 mins by gamma counting | 2012 | Bioorganic & medicinal chemistry letters, Feb-15, Volume: 22, Issue:4 | Synthesis and antihypertensive activity of pyrimidin-4(3H)-one derivatives as losartan analogue for new angiotensin II receptor type 1 (AT1) antagonists. |
AID1420531 | Tmax in rat at 10 mg/kg, po | 2018 | Bioorganic & medicinal chemistry letters, 10-15, Volume: 28, Issue:19 | Discovery of the bifunctional modulator of angiotensin II type 1 receptor (AT1R) and PPARγ derived from the AT1R antagonist, Fimasartan. |
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. |
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. |
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. |
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. |
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. |
[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 | 0 (0.00) | 29.6817 |
2010's | 71 (78.89) | 24.3611 |
2020's | 19 (21.11) | 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 very strong demand-to-supply ratio for research on this compound.
| This Compound (53.32) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 42 (46.15%) | 5.53% |
Reviews | 6 (6.59%) | 6.00% |
Case Studies | 1 (1.10%) | 4.05% |
Observational | 3 (3.30%) | 0.25% |
Other | 39 (42.86%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |