Page last updated: 2024-12-06

miramistin

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

Description

miramistin: do not confuse with alkamides [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID72949
CHEMBL ID4650346
SCHEMBL ID2236560
MeSH IDM0162089

Synonyms (37)

Synonym
miramistin
myramistin
miramystin
126338-77-0
15809-19-5
benzyldimethyl(3-tetradecamidopropyl)ammonium chloride
ammonium, benzyldimethyl(3-myristamidopropyl)-, chloride
dt 2 (surfactant)
benzyldimethyl(3-((1-oxotetradecyl)amino)propyl)ammonium chloride
unii-ql5j8f55lh
einecs 239-908-9
benzenemethanaminium, n,n-dimethyl-n-(3-((1-oxotetradecyl)amino)propyl)-, chloride
ql5j8f55lh ,
SCHEMBL2236560
miramistin [who-dd]
benzenemethanaminium, n,n-dimethyl-n-(3-((1-oxotetradecyl)amino)propyl)-, chloride (1:1)
benzyldimethyl(3-myristoylamino)propyl) ammonium chloride
miramistin [mart.]
dt 2
AKOS030524146
D71059
benzyldimethyl[3-[(1-oxotetradecyl)amino]propyl]ammonium chloride
myristamidopropyldimethylbenzylammonium chloride
c26h47cln2o
DTXSID20925509
Q4295526
DS-19584
n-benzyl-n,n-dimethyl-3-tetradecanamidopropan-1-aminium chloride
benzyl-dimethyl-[3-(tetradecanoylamino)propyl]azanium;chloride
n-benzyl-n,n-dimethyl-3-tetradecanamidopropan-1-aminiumchloride
myramistin;miramistin
BCP26374
CHEMBL4650346
CS-0029304
benzyldimethyl(3-tetradecanamidopropyl)azanium chloride
EN300-26515790
Z3247509968

Research Excerpts

Overview

Miramistin is a topical antiseptic with broad antimicrobial action, including activity against biofilms and a clinical profile showing good tolerability. It was developed in the Soviet Union during the Cold War.

ExcerptReferenceRelevance
"Miramistin is a topical antiseptic with broad antimicrobial action, including activity against biofilms and a clinical profile showing good tolerability. "( The antiseptic Miramistin: a review of its comparative in vitro and clinical activity.
Denning, DW; Farooq, Z; Osmanov, A; Richardson, MD, 2020
)
2.35
"Miramistin is a topical antiseptic with broad antimicrobial activity that was developed in the Soviet Union during the Cold War."( In vitro and in vivo efficacy of miramistin against drug-resistant fungi.
Denning, DW; Osmanov, A; Wise, A, 2019
)
2.24

Treatment

ExcerptReferenceRelevance
"Treatment with Miramistin inhibited biofilm formation by 2-3 times compared to the control."( Effects of Miramistin and Phosprenil on Microbial Biofilms.
Adzhieva, AA; Danilina, GA; Danilova, TA; Minko, AG; Nikolaeva, TN; Pronin, AV; Zhukhovitskii, VG, 2017
)
1.18

Compound-Compound Interactions

ExcerptReferenceRelevance
"Experience of clinical treatment of 9 patients with diabetes mellitus and diabetic angiopathy using alprostan in combination with rays "Bioptron-II" and iruxol-miramistinum in conditions of polyclinic was summarized."( [Clinical efficacy of alprostan in combination with "Bioptron-II" rays and iruxol-miramistin in the treatment of the diabetic foot complicated by atherosclerosis].
Tomashuk, II; Tomashuk, IP, 2001
)
0.73

Dosage Studied

ExcerptRelevanceReference
"1 mg dosage in 150-200 ml isotonic solution of sodium chloride during 15 days."( [Clinical efficacy of alprostan in combination with "Bioptron-II" rays and iruxol-miramistin in the treatment of the diabetic foot complicated by atherosclerosis].
Tomashuk, II; Tomashuk, IP, 2001
)
0.54
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (67)

Assay IDTitleYearJournalArticle
AID1684364Antibacterial activity against methicillin- resistant Staphylococcus intermedius 1143 clinical isolate assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1761373Antibacterial activity against clinical isolate Serratia marcescens 1966 measured after 24 hrs by broth microdilution method
AID1684355Antibacterial activity against methicillin- resistant Pseudomonas spp. clinical isolate 6 assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684398Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684369Selectivity index, ratio of CC50 for human HSF cells to MIC for Klebsiella pneumoniae ATCC 18132021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1761358Antibacterial activity against clinical isolate methicillin-resistant Staphylococcus intermedius 1061 measured after 24 hrs by broth microdilution method
AID1761356Antibacterial activity against clinical isolate methicillin-resistant Staphylococcus aureus 983 measured after 24 hrs by broth microdilution method
AID1761364Antibacterial activity against clinical isolate Enterococcus faecalis 3063 measured after 24 hrs by broth microdilution method
AID1684362Antibacterial activity against methicillin- resistant Staphylococcus aureus 25 clinical isolate assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684374Cytotoxicity against human HSF cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1761379Antibacterial activity against Escherichia coli assessed as fold increase in MIC after 4 passages by serial dilution method
AID1761340Antibacterial activity against Escherichia coli MG 1655 measured after 24 hrs by broth microdilution method
AID1761343Cytotoxicity against human mesenchymal stem cells assessed as cell viability measured after 72 hrs by MTT assay
AID1761362Antibacterial activity against clinical isolate Staphylococcus aureus 25 measured after 24 hrs by broth microdilution method
AID1684379Bactericidal activity against Staphylococcus epidermidis assessed as reduction in bacterial growth incubated for 24 hrs followed by replating on MH broth and further incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684372Selectivity index, ratio of CC50 for human HSF cells to MIC for Staphylococcus epidermidis2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684391Antibacterial activity against Escherichia coli ATCC 25922 assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684366Antibacterial activity against methicillin- resistant Staphylococcus aureus 967 clinical isolate assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1761337Antibacterial activity against Staphylococcus aureus ATCC 29213 measured after 24 hrs by broth microdilution method
AID1761371Antibacterial activity against clinical isolate Klebsiella pneumoniae 1813 measured after 24 hrs by broth microdilution method
AID1684394Antibacterial activity against Staphylococcus aureus ATCC 29213 assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684352Antibacterial activity against methicillin- resistant Proteus sp. clinical isolate 17 assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684354Antibacterial activity against methicillin- resistant Klebsiella sp. clinical isolate 11 assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1761372Antibacterial activity against clinical isolate Pseudomonas aeruginosa 1945 measured after 24 hrs by broth microdilution method
AID1761385Acute toxicity in po dosed C57BL/6CBA mouse measured upto 7 days
AID1684357Antibacterial activity against methicillin- resistant Acinetobacter spp. clinical isolate 3 assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684353Antibacterial activity against methicillin- resistant Klebsiella sp. clinical isolate 12 assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1761342Cytotoxicity against human HEK293 cells assessed as cell viability measured after 72 hrs by MTT assay
AID1761363Antibacterial activity against clinical isolate Enterococcus faecalis 23 measured after 24 hrs by broth microdilution method
AID1761366Antibacterial activity against clinical isolate Pseudomonas sp. 5 measured after 24 hrs by broth microdilution method
AID1761369Antibacterial activity against clinical isolate Escherichia coli 718 measured after 24 hrs by broth microdilution method
AID1761355Antibacterial activity against clinical isolate methicillin-resistant Staphylococcus aureus 713 measured after 24 hrs by broth microdilution method
AID1761359Antibacterial activity against clinical isolate methicillin-resistant Staphylococcus aureus 1065 measured after 24 hrs by broth microdilution method
AID1761341Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 measured after 24 hrs by broth microdilution method
AID1684395Antibacterial activity against Staphylococcus epidermidis assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684376Bactericidal activity against Klebsiella pneumoniae ATCC 1813 assessed as reduction in bacterial growth incubated for 24 hrs followed by replating on MH broth and further incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684363Antibacterial activity against methicillin- resistant Staphylococcus aureus 2020 clinical isolate assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684397Antibacterial activity against Klebsiella pneumoniae ATCC 1813 assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684375Bactericidal activity against Pseudomonas aeruginosa ATCC 27853 assessed as reduction in bacterial growth incubated for 24 hrs followed by replating on MH broth and further incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1761344Cytotoxicity against human skin fibroblasts assessed as cell viability measured after 72 hrs by MTT assay
AID1684358Antibacterial activity against methicillin- resistant Acinetobacter spp. clinical isolate 1 assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684359Antibacterial activity against methicillin- resistant Moraxella sp.829 clinical isolate assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1761368Antibacterial activity against clinical isolate Proteus sp. 17 measured after 24 hrs by broth microdilution method
AID1761339Antibacterial activity against Micrococcus luteus clinical isolate measured after 24 hrs by broth microdilution method
AID1684365Antibacterial activity against methicillin- resistant Staphylococcus aureus 983 clinical isolate assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684360Antibacterial activity against methicillin- resistant Moraxella sp.765 clinical isolate assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1761357Antibacterial activity against clinical isolate methicillin-resistant Staphylococcus aureus 1053 measured after 24 hrs by broth microdilution method
AID1761361Antibacterial activity against clinical isolate methicillin-resistant Staphylococcus intermedius 1143 measured after 24 hrs by broth microdilution method
AID1761360Antibacterial activity against clinical isolate methicillin-resistant Staphylococcus aureus 1131 measured after 24 hrs by broth microdilution method
AID1684377Bactericidal activity against Escherichia coli ATCC 25922 assessed as reduction in bacterial growth incubated for 24 hrs followed by replating on MH broth and further incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1761336Antibacterial activity against clinical isolate Staphylococcus ureilyticus 1972 measured after 24 hrs by broth microdilution method
AID1761393Lipophilicity, logP of the compound
AID1684380Bactericidal activity against Staphylococcus aureus ATCC 29213 assessed as reduction in bacterial growth incubated for 24 hrs followed by replating on MH broth and further incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684370Selectivity index, ratio of CC50 for human HSF cells to MIC for Escherichia coli ATCC 259222021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684373Selectivity index, ratio of CC50 for human HSF cells to MIC for Staphylococcus aureus ATCC 292132021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1761378Antibacterial activity against Staphylococcus aureus assessed as fold increase in MIC after 8 passages by serial dilution method
AID1684378Bactericidal activity against Bacillus subtilis 168 assessed as reduction in bacterial growth incubated for 24 hrs followed by replating on MH broth and further incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684356Antibacterial activity against methicillin- resistant Acinetobacter spp. clinical isolate 5 assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684396Antibacterial activity against Bacillus subtilis 168 assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684368Selectivity index, ratio of CC50 for human HSF cells to MIC for Pseudomonas aeruginosa ATCC 278532021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1761365Antibacterial activity against clinical isolate Acinetobacter sp. 3 measured after 24 hrs by broth microdilution method
AID1684367Antibacterial activity against methicillin- resistant Staphylococcus haemolyticus 837 assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1684371Selectivity index, ratio of CC50 for human HSF cells to MIC for Bacillus subtilis 1682021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
AID1761370Antibacterial activity against clinical isolate Moraxella 765 measured after 24 hrs by broth microdilution method
AID1761367Antibacterial activity against clinical isolate Klebsiella sp. 11 measured after 24 hrs by broth microdilution method
AID1761338Antibacterial activity against Bacillus subtilis 168 measured after 24 hrs by broth microdilution method
AID1684361Antibacterial activity against methicillin- resistant Moraxella sp.764 clinical isolate assessed as reduction in bacterial growth incubated for 24 hrs by CLSI broth microdilution method2021Bioorganic & medicinal chemistry, 01-01, Volume: 29Thiacalixarene based quaternary ammonium salts as promising antibacterial agents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (31)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (3.23)18.7374
1990's8 (25.81)18.2507
2000's8 (25.81)29.6817
2010's8 (25.81)24.3611
2020's6 (19.35)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 46.04

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 Index46.04 (24.57)
Research Supply Index3.74 (2.92)
Research Growth Index5.36 (4.65)
Search Engine Demand Index101.79 (26.88)
Search Engine Supply Index3.02 (0.95)

This Compound (46.04)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (2.50%)5.53%
Reviews2 (5.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational1 (2.50%)0.25%
Other36 (90.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]