Page last updated: 2024-12-11

imidafenacin

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

Description

imidafenacin: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6433090
CHEMBL ID53366
CHEBI ID134720
SCHEMBL ID929680
MeSH IDM0331494

Synonyms (53)

Synonym
imidafenacin
uritos (tn)
D06273
staybla (tn)
170105-16-5
imidafenacin (jan/inn)
CHEBI:134720
uritos
ono-8025
CHEMBL53366
krp-197
staybla
L001601
4-(2-methyl-1-imidazolyl)-2,2-diphenylbutanamide
4-(2-methylimidazol-1-yl)-2,2-diphenylbutanamide
NCGC00183110-01
4-(2-methyl-1h-imidazol-1-yl)-2,2-diphenylbutanamide
imidafenacin [inn]
xjr8y07ljo ,
ono 8025
krp 197
unii-xjr8y07ljo
1h-imidazole-1-butanamide, 2-methyl-alpha,alpha-diphenyl-
FT-0670290
AM84591
imidafenacin [mart.]
imidafenacin [who-dd]
imidafenacin [mi]
imidafenacin [jan]
S5385
CS-3681
SQKXYSGRELMAAU-UHFFFAOYSA-N
SCHEMBL929680
imidafenacin hydrochloride, >=95% (hplc)
HY-B0662
DB09262
J-521484
AKOS030526649
4-(2-methyl-1h-imidazol-1-yl)-2,2-diphenylbutanamide, aldrichcpr
mfcd09833703
4-(2-methyl-1-imidazolyl)-2,2-diphenylbutanamide hydrochloride
2-methyl-|a,|a-diphenyl-1h-imidazole-1-butanamide hydrochloride
Q6003989
AS-47648
krp-197;ono-8025
BCP10054
HMS3886C04
CCG-267694
NCGC00183110-02
EX-A4417
F14841
A882053
DTXSID00870104

Research Excerpts

Overview

Imidafenacin is a potent and selective antagonist of M. It may improve the urodynamic parameters of patients with SCI, and it possibly alleviates bladder complications.

ExcerptReferenceRelevance
"Imidafenacin is an AM drug with excellent efficacy, tolerability, and safety. "( Imidafenacin for the treatment of overactive bladder.
Ferrero, S; Leone Roberti Maggiore, U; Scala, C; Venturini, PL, 2013
)
3.28
"Imidafenacin is a potent and selective antagonist of M"( Urinary Excretion Contributes to Long-Lasting Blockade of Bladder Muscarinic Receptors by Imidafenacin: Effect of Bilateral Ureteral Ligation.
Endo, S; Ito, Y; Kuraoka, S; Onoue, S; Takahashi, A; Yamada, S, 2017
)
2.12
"Imidafenacin is a safe drug that may improve the urodynamic parameters of patients with SCI, and it possibly alleviates bladder complications."( Effect of imidafenacin on the urodynamic parameters of patients with indwelling bladder catheters due to spinal cord injury.
Liu, M; Mori, T; Okisio, N; Sugiyama, H; Uemura, O; Unai, K, 2017
)
2.3
"Imidafenacin (KRP-197) is a novel antimuscarinic agent for overactive bladder treatment. "( In vivo bladder selectivity of imidafenacin, a novel antimuscarinic agent, assessed by using an effectiveness index for bladder capacity in rats.
Anraku, T; Muraki, Y; Yamazaki, T, 2011
)
2.1

Treatment

ExcerptReferenceRelevance
"Treatment with imidafenacin significantly improved OAB symptoms. "( Effect of imidafenacin on nocturia and sleep disorder in patients with overactive bladder.
Fujisawa, M; Hou, K; Iuchi, H; Kakizaki, H; Kita, M; Kunieda, M; Kura, T; Matsumoto, S; Nakata, Y; Niibori, D; Numata, A; Osanai, H; Saga, Y; Taniguchi, A; Wada, N; Watanabe, M; Yamaguchi, S, 2012
)
1.13

Toxicity

The overall incidence of adverse events and the incidence of dry mouth were significantly higher in the imidafenacin group than in the mirabegron group. The most common adverse event was a dry mouth (40%)

ExcerptReferenceRelevance
" Imidafenacin was well tolerated, the most common adverse event being a dry mouth (40."( Long-term safety, tolerability, and efficacy of the novel anti-muscarinic agent imidafenacin in Japanese patients with overactive bladder.
Homma, Y; Yamaguchi, O, 2008
)
1.48
" The AMs used to treat OAB differ in their pharmacological profiles, which may affect their potential for causing adverse effects (AEs)."( Pharmacokinetics and toxicity of antimuscarinic drugs for overactive bladder treatment in females.
Alessandri, F; Candiani, M; Ferrero, S; Leone Roberti Maggiore, U; Origoni, M; Remorgida, V; Salvatore, S; Venturini, PL, 2012
)
0.38
"5%) patients discontinued treatment due to adverse events in group I and group S, respectively."( Long-term safety and efficacy of two different antimuscarinics, imidafenacin and solifenacin, for treatment of overactive bladder: a prospective randomized controlled study.
Fukumoto, K; Hara, R; Koide, T; Miyaji, Y; Nagai, A; Yokoyama, T, 2013
)
0.63
"Combined tamsulosin and imidafenacin treatment is effective and safe in patients with BPH with persistent OAB symptoms after tamsulosin monotherapy."( Clinical efficacy and safety of imidafenacin as add-on treatment for persistent overactive bladder symptoms despite α-blocker treatment in patients with BPH: the ADDITION study.
Gotoh, M; Masumori, N; Nishizawa, O; Takahashi, S; Takeda, M; Yoshida, M, 2013
)
0.98
" Safety assessments included adverse events, vital signs, post-void residual volume and patient-reported incidence, and severity of distinctive symptoms related to adverse events."( Comparison of mirabegron and imidafenacin for efficacy and safety in Japanese female patients with overactive bladder: A randomized controlled trial (COMFORT study).
Furuse, H; Kageyama, S; Kitagawa, M; Matsumoto, R; Nagae, H; Otsuka, A; Ozono, S; Suzuki, T, 2016
)
0.73
" The overall incidence of adverse events and the incidence of dry mouth were significantly higher in the imidafenacin group than in the mirabegron group."( Comparison of mirabegron and imidafenacin for efficacy and safety in Japanese female patients with overactive bladder: A randomized controlled trial (COMFORT study).
Furuse, H; Kageyama, S; Kitagawa, M; Matsumoto, R; Nagae, H; Otsuka, A; Ozono, S; Suzuki, T, 2016
)
0.94
"Treatment with 50 mg mirabegron once daily effectively relieves overactive bladder symptoms in women with fewer adverse events than treatment with antimuscarinics."( Comparison of mirabegron and imidafenacin for efficacy and safety in Japanese female patients with overactive bladder: A randomized controlled trial (COMFORT study).
Furuse, H; Kageyama, S; Kitagawa, M; Matsumoto, R; Nagae, H; Otsuka, A; Ozono, S; Suzuki, T, 2016
)
0.73
"Tamsulosin, dutasteride and imidafenacin combination therapy improves overactive bladder symptoms and quality of life without causing serious adverse drug reactions in patients with enlarged prostate not responding to tamsulosin."( Efficacy and safety of combination therapy with tamsulosin, dutasteride and imidafenacin for the management of overactive bladder symptoms associated with benign prostatic hyperplasia: A multicenter, randomized, open-label, controlled trial (DIrecT Study)
Asakura, H; Seki, N; Tokunaga, S; Yamanishi, T, 2017
)
0.98
" Safety assessments included treatment-emergent adverse events, vital signs, 12-lead electrocardiograms, post-void residual volume, and laboratory evaluations."( Long-term safety and efficacy of antimuscarinic add-on therapy in patients with overactive bladder who had a suboptimal response to mirabegron monotherapy: A multicenter, randomized study in Japan (MILAI II study).
Gotoh, M; Hamada, T; Homma, Y; Igawa, Y; Kakizaki, H; Kobayashi, A; Kuroishi, K; Nishizawa, O; Okitsu, A; Seki, N; Takeda, M; Yamaguchi, O; Yokoyama, O; Yoshida, M, 2019
)
0.51
"1% women, mean age 65 years) experienced at least one treatment-emergent adverse event, with similar rates for all treatments."( Long-term safety and efficacy of antimuscarinic add-on therapy in patients with overactive bladder who had a suboptimal response to mirabegron monotherapy: A multicenter, randomized study in Japan (MILAI II study).
Gotoh, M; Hamada, T; Homma, Y; Igawa, Y; Kakizaki, H; Kobayashi, A; Kuroishi, K; Nishizawa, O; Okitsu, A; Seki, N; Takeda, M; Yamaguchi, O; Yokoyama, O; Yoshida, M, 2019
)
0.51
" CV safety was assessed using treatment-emergent adverse events (TEAEs), vital signs, and 12-lead electrocardiograms (ECGs)."( Cardiovascular safety of antimuscarinic add-on therapy in patients with overactive bladder who had a suboptimal response to mirabegron monotherapy: A post hoc analysis from the Japanese MILAI II study.
Hamada, T; Igawa, Y; Kato, D; Katoh, T; Kuroishi, K; Yamaguchi, O, 2020
)
0.56
" Adverse events were reported in 35 subjects (44."( A double-blind, randomized, placebo-controlled, parallel study to evaluate the efficacy and safety of imidafenacin in patients with overactive bladder in Taiwan.
Chou, CL; Chow, PM; Chuang, YC; Kuo, HC; Lee, HY; Lien, CS; Lin, CC; Meng, E; Tsui, KH, 2021
)
0.84

Pharmacokinetics

This study was designed to update the population pharmacokinetic model and investigate the exposure-response (efficacy and safety) and concentration-QT relationships for imidafenacin. Pharmacokinetic parameters were estimated from measurements of the concentration of imidahfenacin in serum, the bladder, and the submaxillary gland.

ExcerptReferenceRelevance
"The objectives of this study were to develop a population pharmacokinetic model of imidafenacin and to explore the factors that affect the pharmacokinetics of imidafenecin."( Population pharmacokinetic analysis of a novel muscarinic receptor antagonist, imidafenacin, in healthy volunteers and overactive bladder patients.
Kitagawa, J; Konomi, T; Miyabe, H; Miyata, Y; Nakade, S; Nakayama, K; Ohno, T, 2008
)
0.8
" Pharmacokinetic parameters were estimated from measurements of the concentration of imidafenacin in serum, the bladder, and the submaxillary gland by liquid chromatography-mass spectrometry/mass spectrometry."( Selective binding of bladder muscarinic receptors in relation to the pharmacokinetics of a novel antimuscarinic agent, imidafenacin, to treat overactive bladder.
Fukata, A; Ito, Y; Nakamura, M; Ogoda, M; Seki, M; Yamada, S, 2011
)
0.8
"This study was designed to update the population pharmacokinetic model and investigate the exposure-response (efficacy and safety) and concentration-QT relationships for imidafenacin, a synthetic orally active muscarinic receptor antagonist."( Population pharmacokinetics and exposure-response relationship of a muscarinic receptor antagonist, imidafenacin.
Hasegawa, C; Miyabe, H; Nakade, S; Ogawa, M; Ohno, T; Ouchi, T; Shibakawa, K, 2013
)
0.8

Bioavailability

Imidafenacin is rapidly and well absorbed (at least 65% of dose recovered in urine) after oral administration. Circulates in human plasma as the unchanged form, its glucuronide, and other metabolites. Then excreted in urine and feces as the oxidized metabolites of 2-methylimidazole moiety.

ExcerptReferenceRelevance
" These findings indicate that imidafenacin is rapidly and well absorbed (at least 65% of dose recovered in urine) after oral administration, circulates in human plasma as the unchanged form, its glucuronide, and other metabolites, and is then excreted in urine and feces as the oxidized metabolites of 2-methylimidazole moiety."( Absorption, metabolism, and excretion of [14C]imidafenacin, a new compound for treatment of overactive bladder, after oral administration to healthy male subjects.
Miura, M; Ohmori, S; Ooie, T; Satoh, Y; Toriumi, C, 2007
)
0.89
"The absolute bioavailability of imidafenacin in human is 57."( Absolute bioavailability of imidafenacin after oral administration to healthy subjects.
Kitagawa, J; Masuda, Y; Miyabe, H; Miyata, Y; Nakade, S; Nakayama, K; Ohno, T; Ueda, S, 2008
)
0.92
"The absolute oral bioavailability of imidafenacin was 57."( Absolute bioavailability of imidafenacin after oral administration to healthy subjects.
Kitagawa, J; Masuda, Y; Miyabe, H; Miyata, Y; Nakade, S; Nakayama, K; Ohno, T; Ueda, S, 2008
)
0.91
"The absolute mean oral bioavailability of imidafenacin was determined to be 57."( Absolute bioavailability of imidafenacin after oral administration to healthy subjects.
Kitagawa, J; Masuda, Y; Miyabe, H; Miyata, Y; Nakade, S; Nakayama, K; Ohno, T; Ueda, S, 2008
)
0.9
" The results of the population pharmacokinetic analysis demonstrated that oral clearance was decreased with advancing age, increasing hepatic function parameters (AST and ALP), food intake, and itraconazole coadministration, while the first-order absorption rate constant was decreased with food intake."( Population pharmacokinetic analysis of a novel muscarinic receptor antagonist, imidafenacin, in healthy volunteers and overactive bladder patients.
Kitagawa, J; Konomi, T; Miyabe, H; Miyata, Y; Nakade, S; Nakayama, K; Ohno, T, 2008
)
0.57

Dosage Studied

The objective of this study was to formulate once-a-day extended-release (ER) pellet system of imidafenacin (IDN), a recently approved urinary antispasmodic agent.

ExcerptRelevanceReference
"To evaluate the efficacy, safety/tolerability, and dose-response relationship of imidafenacin in Japanese patients with overactive bladder."( A randomized, double-blind, placebo-controlled phase II dose-finding study of the novel anti-muscarinic agent imidafenacin in Japanese patients with overactive bladder.
Homma, Y; Yamaguchi, O; Yamaguchi, T, 2008
)
0.78
"The objective of this study was to formulate once-a-day extended-release (ER) pellet system of imidafenacin (IDN), a recently approved urinary antispasmodic agent with twice-a-day dosing regimen."( Novel Extended-Release Multiple-Unit System of Imidafenacin Prepared by Fluid-Bed Coating Technique.
Choi, YW; Goh, MS; Ho, MJ; Im, SH; Kang, MJ; Kim, CH; Lee, ES; Shin, TH, 2018
)
0.96
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
diarylmethaneAny compound containing two aryl groups connected by a single C atom.
[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 Targets (7)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Spike glycoproteinSevere acute respiratory syndrome-related coronavirusPotency39.81070.009610.525035.4813AID1479145
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Muscarinic acetylcholine receptor M2Homo sapiens (human)Kb0.00410.00150.05940.4100AID142744; AID142745
Muscarinic acetylcholine receptor M1Rattus norvegicus (Norway rat)Kb0.00410.00410.00630.0085AID142744
Muscarinic acetylcholine receptor M3Rattus norvegicus (Norway rat)Kb0.00410.00410.00630.0085AID142744
Muscarinic acetylcholine receptor M4Rattus norvegicus (Norway rat)Kb0.00410.00410.00630.0085AID142744
Muscarinic acetylcholine receptor M5Rattus norvegicus (Norway rat)Kb0.00410.00410.00630.0085AID142744
Muscarinic acetylcholine receptor M2Rattus norvegicus (Norway rat)Kb0.00410.00150.00540.0085AID142744
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
G protein-coupled receptor signaling pathwayMuscarinic acetylcholine receptor M2Homo sapiens (human)
adenylate cyclase-modulating G protein-coupled receptor signaling pathwayMuscarinic acetylcholine receptor M2Homo sapiens (human)
phospholipase C-activating G protein-coupled acetylcholine receptor signaling pathwayMuscarinic acetylcholine receptor M2Homo sapiens (human)
G protein-coupled acetylcholine receptor signaling pathwayMuscarinic acetylcholine receptor M2Homo sapiens (human)
nervous system developmentMuscarinic acetylcholine receptor M2Homo sapiens (human)
regulation of heart contractionMuscarinic acetylcholine receptor M2Homo sapiens (human)
response to virusMuscarinic acetylcholine receptor M2Homo sapiens (human)
G protein-coupled serotonin receptor signaling pathwayMuscarinic acetylcholine receptor M2Homo sapiens (human)
presynaptic modulation of chemical synaptic transmissionMuscarinic acetylcholine receptor M2Homo sapiens (human)
regulation of smooth muscle contractionMuscarinic acetylcholine receptor M2Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled acetylcholine receptor signaling pathwayMuscarinic acetylcholine receptor M2Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerMuscarinic acetylcholine receptor M2Homo sapiens (human)
chemical synaptic transmissionMuscarinic acetylcholine receptor M2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (3)

Processvia Protein(s)Taxonomy
G protein-coupled acetylcholine receptor activityMuscarinic acetylcholine receptor M2Homo sapiens (human)
arrestin family protein bindingMuscarinic acetylcholine receptor M2Homo sapiens (human)
G protein-coupled serotonin receptor activityMuscarinic acetylcholine receptor M2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (14)

Processvia Protein(s)Taxonomy
plasma membraneMuscarinic acetylcholine receptor M2Homo sapiens (human)
membraneMuscarinic acetylcholine receptor M2Homo sapiens (human)
clathrin-coated endocytic vesicle membraneMuscarinic acetylcholine receptor M2Homo sapiens (human)
asymmetric synapseMuscarinic acetylcholine receptor M2Homo sapiens (human)
symmetric synapseMuscarinic acetylcholine receptor M2Homo sapiens (human)
presynaptic membraneMuscarinic acetylcholine receptor M2Homo sapiens (human)
neuronal cell bodyMuscarinic acetylcholine receptor M2Homo sapiens (human)
axon terminusMuscarinic acetylcholine receptor M2Homo sapiens (human)
postsynaptic membraneMuscarinic acetylcholine receptor M2Homo sapiens (human)
glutamatergic synapseMuscarinic acetylcholine receptor M2Homo sapiens (human)
cholinergic synapseMuscarinic acetylcholine receptor M2Homo sapiens (human)
plasma membraneMuscarinic acetylcholine receptor M2Homo sapiens (human)
synapseMuscarinic acetylcholine receptor M2Homo sapiens (human)
dendriteMuscarinic acetylcholine receptor M2Homo sapiens (human)
virion membraneSpike glycoproteinSevere acute respiratory syndrome-related coronavirus
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID229681Selectivity ratio for Kb values at M1 and M3 receptors1998Bioorganic & medicinal chemistry letters, Jul-21, Volume: 8, Issue:14
Novel imidazole derivatives with subtype-selective antimuscarinic activity (1).
AID140994Antimuscarinic activity against muscarinic acetylcholine M3-receptor in guinea pig ileum1999Bioorganic & medicinal chemistry letters, Oct-18, Volume: 9, Issue:20
Design, synthesis and antimuscarinic activity of some imidazolium derivatives.
AID229682Selectivity ratio for Kb values at M2 and M3 receptors1998Bioorganic & medicinal chemistry letters, Jul-21, Volume: 8, Issue:14
Novel imidazole derivatives with subtype-selective antimuscarinic activity (1).
AID419509Volume of distribution at steady state in human at 0.1 mg/kg administered 15 mins infusion2009Journal of medicinal chemistry, Jul-23, Volume: 52, Issue:14
In silico prediction of volume of distribution in human using linear and nonlinear models on a 669 compound data set.
AID140996Antimuscarinic activity against M3 receptor of guinea pig ileum1998Bioorganic & medicinal chemistry letters, Aug-18, Volume: 8, Issue:16
Novel imidazole derivatives with subtype-selective antimuscarinic activity (2).
AID142744Antimuscarinic activity against muscarinic acetylcholine M2-receptor in guinea pig atria1999Bioorganic & medicinal chemistry letters, Oct-18, Volume: 9, Issue:20
Design, synthesis and antimuscarinic activity of some imidazolium derivatives.
AID142610Antimuscarinic activity against muscarinic M1 receptor in rabbit vas deferens1998Bioorganic & medicinal chemistry letters, Jul-21, Volume: 8, Issue:14
Novel imidazole derivatives with subtype-selective antimuscarinic activity (1).
AID419510Total clearance in human at 0.1 mg/kg administered 15 mins infusion2009Journal of medicinal chemistry, Jul-23, Volume: 52, Issue:14
In silico prediction of volume of distribution in human using linear and nonlinear models on a 669 compound data set.
AID142746Antimuscarinic activity against M2 receptor of guinea pig atrium1998Bioorganic & medicinal chemistry letters, Aug-18, Volume: 8, Issue:16
Novel imidazole derivatives with subtype-selective antimuscarinic activity (2).
AID140995Antimuscarinic activity was evaluated against muscarinic M3 receptor in Guinea-Pig ileum1998Bioorganic & medicinal chemistry letters, Jul-21, Volume: 8, Issue:14
Novel imidazole derivatives with subtype-selective antimuscarinic activity (1).
AID142745Antimuscarinic activity was evaluated against muscarinic M2 receptor in Guinea-Pig atria1998Bioorganic & medicinal chemistry letters, Jul-21, Volume: 8, Issue:14
Novel imidazole derivatives with subtype-selective antimuscarinic activity (1).
AID232448Selectivity ratio between Kb values of M2-receptor (atria) and M3-receptor (ileum)1999Bioorganic & medicinal chemistry letters, Oct-18, Volume: 9, Issue:20
Design, synthesis and antimuscarinic activity of some imidazolium derivatives.
AID229680Selectivity ratio was calculated between Kb values at M2 and M3 muscarinic receptors1998Bioorganic & medicinal chemistry letters, Aug-18, Volume: 8, Issue:16
Novel imidazole derivatives with subtype-selective antimuscarinic activity (2).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (78)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (5.13)18.2507
2000's20 (25.64)29.6817
2010's50 (64.10)24.3611
2020's4 (5.13)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 45.69

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 strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index45.69 (24.57)
Research Supply Index4.66 (2.92)
Research Growth Index5.25 (4.65)
Search Engine Demand Index67.93 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (45.69)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials27 (34.62%)5.53%
Reviews6 (7.69%)6.00%
Case Studies1 (1.28%)4.05%
Observational0 (0.00%)0.25%
Other44 (56.41%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]