Page last updated: 2024-12-05

hydroquinidine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

hydroquinidine: urinary quinine metabolite; RN given refers to (9S)-isomer; structure in Merck Index, 9th ed, #4703 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID121515
CHEMBL ID588934
CHEBI ID135994
SCHEMBL ID109600
MeSH IDM0063018

Synonyms (49)

Synonym
unii-31j3q51t6l
quinine, 10,11-dihydro-
31j3q51t6l ,
nsc 41799
cinchonan-9-ol, 10,11-dihydro-6'-methoxy-, (8alpha,9r)-
einecs 208-334-0
cinchonan-9-ol, 10,11-dihydro-6'-methoxy-, (8.alpha.,9r)-
c20h26n2o2
MEGXP0_001893
NCGC00179825-01
ACON1_002104
hydroquinidine
1435-55-8
hydroquinine, 98%
CHEBI:135994
BRD-K13794225-001-01-5
(1r)-((2s,4s,5r)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methanol
CHEMBL588934
AKOS015920285
quinine bisulfate heptahydrate impurity c [who-ip]
quinine bisulfate impurity c [who-ip]
(r)-((2s,4s,5r)-5-ethyl-1-azabicyclo(2.2.2)oct-2-yl)(6-methoxyquinolin-4-yl)methanol [who-ip]
hydroquinine [mi]
quinidine sulfate impurity c [who-ip]
quinine hydrochloride impurity c [ep impurity]
dihydroquinine [who-ip]
hydroquinine [who-dd]
(8.alpha.,9r)-10,11-dihydro-6'-methoxycinchonan-9-ol
quinine sulfate impurity c [ep impurity]
SCHEMBL109600
(8a,9r)-10,11-dihydro-6'-methoxycinchonan-9-ol
LJOQGZACKSYWCH-WZBLMQSHSA-N
AC-30190
mfcd00151107
(-)-dihydroquinine, analytical standard
D70296
hydrochinin
NCGC00385355-01
(-)-dihydroquinine
Q5276450
(r)-((1s,2s,4s,5r)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methanol
DB13718
(r)-((2s,4s,5r)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methanol
dihydroquinidine;(+)-hydroquinidine;hydroconquinine
(8alpha,9r)-10,11-dihydro-6'-methoxycinchonan-9-ol
DTXSID70878516
EN300-1710087
(r)-[(2s,4s,5r)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol
Z3234911758

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Oral quinidine was safe and effective in the conversion of persistent atrial fibrillation to sinus rhythm."( Safety and effectiveness of oral quinidine in cardioversion of persistent atrial fibrillation.
Boudoulas, H; Geleris, P; Kirpizidis, C; Stavrati, A, 2001
)
0.31

Pharmacokinetics

ExcerptReferenceRelevance
" There were no statistically significant differences between EM and PM in any of these pharmacokinetic parameters."( Lack of relationship between quinidine pharmacokinetics and the sparteine oxidation polymorphism.
Brøsen, K; Nielsen, F; Rosholm, JU, 1995
)
0.29

Bioavailability

ExcerptReferenceRelevance
"The absolute bioavailability of dihydroquinidine chloride (normal tablet and sustained-release capsule) was studied in 12 hospitalized patients with heart disease."( The bioavailability and kinetics of dihydroquinidine in patients with heart disease.
Chimienti, M; Cristiani, D; Regazzi Bonora, M; Rondanelli, R; Salerno, JA, 1982
)
0.26
"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

ExcerptRelevanceReference
"Blood quinidine levels obtained by single and multiple dosage schedules of all available quinidine preparations were ascertained."( THE RELATIONSHIP OF DOSAGE SCHEDULE TO THE BLOOD LEVEL OF QUINIDINE, USING ALL AVAILABLE QUINIDINE PREPARATIONS.
CHAKRABARTI, SG; GOLDBERG, WM, 1964
)
0.24
" Real plasma samples from hypertensive patients receiving a dosing of 5mg antagonists were examined by using the proposed method."( Determination of nicardipine and amlodipine in human plasma using on-line solid-phase extraction with a monolithic weak cation-exchange column.
Chen, Y; Qi, L; Wei, X; Yang, G, 2009
)
0.35
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
cinchona alkaloidAn alkaloid based on a cinchonan skeleton.
[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]

Bioassays (11)

Assay IDTitleYearJournalArticle
AID1873782Cytotoxicity against multidrug resistance human MES-SA/Dx5 cells assessed as cell growth inhibition incubated for 144 hrs by fluorescence microplate reader assay2022Bioorganic & medicinal chemistry, 08-01, Volume: 67Cytotoxicity of cinchona alkaloid organocatalysts against MES-SA and MES-SA/Dx5 multidrug-resistant uterine sarcoma cell lines.
AID1873783Resistance ratio of IC50 for cytotoxicity against multidrug resistance human MES-SA/Dx5 cells to IC50 for cytotoxicity against human MES-SA cells2022Bioorganic & medicinal chemistry, 08-01, Volume: 67Cytotoxicity of cinchona alkaloid organocatalysts against MES-SA and MES-SA/Dx5 multidrug-resistant uterine sarcoma cell lines.
AID1602676Cytotoxicity against human HepG2 cells assessed as reduction in cell viability after 48 hrs by Alamar Blue assay2019Journal of medicinal chemistry, 03-14, Volume: 62, Issue:5
A Cinchona Alkaloid Antibiotic That Appears To Target ATP Synthase in Streptococcus pneumoniae.
AID1873781Cytotoxicity against human MES-SA cells assessed as cell growth inhibition incubated for 144 hrs by fluorescence microplate reader assay2022Bioorganic & medicinal chemistry, 08-01, Volume: 67Cytotoxicity of cinchona alkaloid organocatalysts against MES-SA and MES-SA/Dx5 multidrug-resistant uterine sarcoma cell lines.
AID1123507Antimalarial activity against Plasmodium berghei1979Journal of medicinal chemistry, Apr, Volume: 22, Issue:4
Quantitative structure-activity relationships in 1-aryl-2-(alkylamino)ethanol antimalarials.
AID1602675Antibacterial activity against Streptococcus pneumoniae D39 after 20 hrs by CLSI-based microdilution method2019Journal of medicinal chemistry, 03-14, Volume: 62, Issue:5
A Cinchona Alkaloid Antibiotic That Appears To Target ATP Synthase in Streptococcus pneumoniae.
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings 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.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings 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.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (120)

TimeframeStudies, This Drug (%)All Drugs %
pre-199041 (34.17)18.7374
1990's24 (20.00)18.2507
2000's15 (12.50)29.6817
2010's30 (25.00)24.3611
2020's10 (8.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials21 (16.28%)5.53%
Reviews0 (0.00%)6.00%
Case Studies8 (6.20%)4.05%
Observational0 (0.00%)0.25%
Other100 (77.52%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Clinical Trials (1)

Trial Overview

TrialPhaseEnrollmentStudy TypeStart DateStatus
"BRD 06/2-D (Quidam) Evaluation of the Interest of Oral Hydroquinidine Administration to Treat Patients With Brugada Syndrome, High Cardiac Arrhythmic Risk and Implanted With an Implantable Cardioverter Defibrillator" [NCT00927732]Phase 364 participants (Actual)Interventional2009-02-28Terminated(stopped due to insufficient recruitment, a lot of premature study discontinuations)
[information is prepared from clinicaltrials.gov, extracted Sep-2024]