Compounds > dibenzo-24-crown-8
Page last updated: 2024-12-07

dibenzo-24-crown-8

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

Dibenzo-24-crown-8 is a macrocyclic polyether known for its ability to bind cations, particularly alkali metals. It is synthesized through a multi-step process involving the condensation of catechol with a polyethylene glycol derivative. Dibenzo-24-crown-8 exhibits strong complexation with alkali metal cations, with a particular preference for potassium ions. This selectivity makes it useful in various applications, including ion-selective electrodes, liquid-liquid extraction, and ion-exchange chromatography. Its ability to bind cations has led to its use in studying ion transport, membrane permeability, and the design of novel materials with ion-conducting properties.'

Cross-References

ID SourceID
PubMed CID84238
CHEMBL ID154420
SCHEMBL ID35801
MeSH IDM0193250

Synonyms (39)

Synonym
6,7,9,10,12,13,20,21,23,24,26,27-dodecahydrodibenz(b,n)(1,4,7,10,13,16,19,22)octaoxacyclotetracosin
nsc-244972
nsc244972
dibenz[b,4,7,10,13,16,19,22]octaoxacyclotetracosin, 6,7,9,10,12,13,20,21,23,24,26,27-dodecahydro-
dibenzo-24-crown-8
14174-09-5
crown ether dibenzo-24-crown-8
dibenzo-24-crown-8, 98%
CHEMBL154420
D1830
dibenzo-24-crown 8-ether
6,7,9,10,12,13,20,21,23,24,26,27-dodecahydrodibenzo[b,n][1,4,7,10,13,16,19,22]octaoxacyclotetracosine
STK802312
AKOS005622526
dibenzo(24)crown-8
einecs 238-027-7
6,7,9,10,12,12,20,21,23,24,26,27-dodecahydrodibenzo(b,n)-(1,4,7,10,13,16,19,22)octaoxacyclotetracosin
nsc 244972
FT-0624632
AB01334346-02
BBL027495
SCHEMBL35801
UNTITLLXXOKDTB-UHFFFAOYSA-N
2,3,14,15-dibenzo-1,4,7,10,13,16,19,22-octaoxacyclotetracosa-2,14-diene
.beta.-dibenzo-24-crown-8
6,7,9,10,12,13,20,21,23,24,26,27-dodecahydrodibenzo[b,n][1,4,7,10,13,16,19,22]octaoxacyclotetracosine #
dibenz[b,n][1,4,7,10,13,16,19,22]octaoxacyclotetracosin, 6,7,9,10,12,13,20,21,23,24,26,27-dodecahydro-
DTXSID50161817
mfcd00005101
AS-74781
2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.0(1)(2),(1)?]dotriaconta-1(28),12,14,16,29,31-hexaene
J-007543
2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.0^{12,17]dotriaconta-1(32),12,14,16,28,30-hexaene
CS-0106842
dibenzo[24]crown-8
dibenzo-24-crown-8 ether
2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12,14,16,28,30-hexaene
NCGC00342464-01
dibenzo-24-crown-8-ether
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (6)

Assay IDTitleYearJournalArticle
AID280246Antiproliferative activity against HeLa cells after 72 hrs by MTT assay2007Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5
Antitumor potential of crown ethers: structure-activity relationships, cell cycle disturbances, and cell death studies of a series of ionophores.
AID280245Antiproliferative activity against H460 cells after 72 hrs by MTT assay2007Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5
Antitumor potential of crown ethers: structure-activity relationships, cell cycle disturbances, and cell death studies of a series of ionophores.
AID280248Antiproliferative activity against SW620 cells after 72 hrs by MTT assay2007Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5
Antitumor potential of crown ethers: structure-activity relationships, cell cycle disturbances, and cell death studies of a series of ionophores.
AID280249Antiproliferative activity against MCF7 cells after 72 hrs by MTT assay2007Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5
Antitumor potential of crown ethers: structure-activity relationships, cell cycle disturbances, and cell death studies of a series of ionophores.
AID280247Antiproliferative activity against MiaPaCa2 cells after 72 hrs by MTT assay2007Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5
Antitumor potential of crown ethers: structure-activity relationships, cell cycle disturbances, and cell death studies of a series of ionophores.
AID50775In vitro lethal dose of compound against Eimeria tenella in chicken kidney cell cultures1983Journal of medicinal chemistry, Apr, Volume: 26, Issue:4
Anticoccidial activity of crown polyethers.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (20)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (5.00)18.7374
1990's1 (5.00)18.2507
2000's6 (30.00)29.6817
2010's10 (50.00)24.3611
2020's2 (10.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 25.74

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

MetricThis Compound (vs All)
Research Demand Index25.74 (24.57)
Research Supply Index3.04 (2.92)
Research Growth Index5.24 (4.65)
Search Engine Demand Index22.84 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (25.74)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other20 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
pyridine
azine : An organonitrogen compound of general structure RCH=N-N=CHR or RR'C=N-N=CRR'.		7.7830azaarene;
mancude organic heteromonocyclic parent;
monocyclic heteroarene;
pyridines		environmental contaminant;
NMR chemical shift reference compound
2,2'-dipyridyl
2,2'-Dipyridyl: A reagent used for the determination of iron.. 2,2'-bipyridine : A bipyridine in which the two pyridine moieties are linked by a bond between positions C-2 and C-2'.		2.0510bipyridinechelator;
ferroptosis inhibitor
trifluoroacetic acid
Trifluoroacetic Acid: A very strong halogenated derivative of acetic acid. It is used in acid catalyzed reactions, especially those where an ester is cleaved in peptide synthesis.. trifluoroacetic acid : A monocarboxylic acid that is the trifluoro derivative of acetic acid.		2.3110fluoroalkanoic acidhuman xenobiotic metabolite;
NMR chemical shift reference compound;
reagent
picric acid
picric acid: used as antiseptic, astringent & stimulant for epitheliazation; structure. picric acid : A C-nitro compound comprising phenol having three nitro substtituents at the 2-, 4- and 6-positions.		1.9710C-nitro compoundantiseptic drug;
explosive;
fixative
p-tert-butyl catechol
[no description available]		2.0310
benzylamine
aminotoluene : Any member of the class of toluenes carrying one or more amino groups.		2.1110aralkylamine;
primary amine		allergen;
EC 3.5.5.1 (nitrilase) inhibitor;
plant metabolite
diethylhexyl phthalate
Diethylhexyl Phthalate: An ester of phthalic acid. It appears as a light-colored, odorless liquid and is used as a plasticizer for many resins and elastomers.. bis(2-ethylhexyl) phthalate : A phthalate ester that is the bis(2-ethylhexyl) ester of benzene-1,2-dicarboxylic acid.		2.0710diester;
phthalate ester		androstane receptor agonist;
apoptosis inhibitor;
plasticiser
tetraphenylborate
Tetraphenylborate: An anionic compound that is used as a reagent for determination of potassium, ammonium, rubidium, and cesium ions. It also uncouples oxidative phosphorylation and forms complexes with biological materials, and is used in biological assays.		2.0710
paraquat
Paraquat: A poisonous dipyridilium compound used as contact herbicide. Contact with concentrated solutions causes irritation of the skin, cracking and shedding of the nails, and delayed healing of cuts and wounds.. paraquat : An organic cation that consists of 4,4'-bipyridine bearing two N-methyl substituents loctated at the 1- and 1'-positions.		2.7330organic cationgeroprotector;
herbicide
mannose
mannopyranose : The pyranose form of mannose.		2.0510D-aldohexose;
D-mannose;
mannopyranose		metabolite
palladium
Palladium: A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.. palladium : Chemical element (nickel group element atom) with atomic number 46.		2.110metal allergen;
nickel group element atom;
platinum group metal atom
platinum
Platinum: A heavy, soft, whitish metal, resembling tin, with atomic number 78, atomic weight 195.084, symbol Pt. It is used in manufacturing equipment for laboratory and industrial use. It occurs as a black powder (platinum black) and as a spongy substance (spongy platinum) and may have been known in Pliny's time as alutiae.		2.3110elemental platinum;
nickel group element atom;
platinum group metal atom
dibenzo-18-crown-6
dibenzo-18-crown-6: structure. dibenzo-18-crown-6 : A crown ether that is 18-crown-6 ortho-fused to two benzene rings at positions 8-9 and 17-18.		2.3920benzenes;
crown ether		phase-transfer catalyst
18-crown-6
18-crown-6 : A crown ether that is cyclooctadecane in which the carbon atoms at positions 1, 4, 7, 10, 13 and 16 have been replaced by oxygen atoms.		2.3920crown ether;
saturated organic heteromonocyclic parent		phase-transfer catalyst
15-crown-5
15-crown-5 : A saturated organic heteromonocyclic parent that is cyclopentadecane in which the carbon atoms at positions 1, 4, 7, 10 and 13 have been replaced by oxygen atoms to give a crown ether.		1.9610crown ether;
saturated organic heteromonocyclic parent
trifluoromethanesulfonic acid
trifluoromethanesulfonic acid: deblocking reagent for peptide synthesis; RN given refers to parent cpd. triflic acid : A one-carbon compound that is methanesulfonic acid in which the hydrogens attached to the methyl carbon have been replaced by fluorines.		2.520one-carbon compound;
perfluoroalkanesulfonic acid
triazoles
Triazoles: Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3.. triazoles : An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.		2.5201,2,3-triazole
n-hydroxysuccinimide
N-hydroxysuccinimide: structure		2.110
dicyclohexyl-18-crown-6
[no description available]		2.3920
dibenzo-30-crown-10
dibenzo-30-crown-10: structure		2.3920
triptycene
triptycene: structure in first source		2.0410anthracenes
dibenzyldimethylammonium
[no description available]		2.0310
fullerene c60
Fullerenes: A polyhedral CARBON structure composed of around 60-80 carbon atoms in pentagon and hexagon configuration. They are named after Buckminster Fuller because of structural resemblance to geodesic domes. Fullerenes can be made in high temperature such as arc discharge in an inert atmosphere.. fullerene : A compound composed solely of an even number of carbon atoms, which form a cage-like fused-ring polycyclic system with twelve five-membered rings and the rest six-membered rings. The term has been broadened to include any closed cage structure consisting entirely of three-coordinate carbon atoms.		2.0610fullerenegeroprotector
benzylaza-15-crown-5
benzylaza-15-crown-5: structure given in first source		2.0310
valinomycin
Valinomycin: A cyclododecadepsipeptide ionophore antibiotic produced by Streptomyces fulvissimus and related to the enniatins. It is composed of 3 moles each of L-valine, D-alpha-hydroxyisovaleric acid, D-valine, and L-lactic acid linked alternately to form a 36-membered ring. (From Merck Index, 11th ed) Valinomycin is a potassium selective ionophore and is commonly used as a tool in biochemical studies.. valinomycin : A twelve-membered cyclodepsipeptide composed of three repeating D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl units joined in sequence. An antibiotic found in several Streptomyces strains.		2.0310cyclodepsipeptide;
macrocycle		antimicrobial agent;
antiviral agent;
bacterial metabolite;
potassium ionophore
lasalocid
Lasalocid: Cationic ionophore antibiotic obtained from Streptomyces lasaliensis that, among other effects, dissociates the calcium fluxes in muscle fibers. It is used as a coccidiostat, especially in poultry.. lasalocid : A polyether antibiotic used for prevention and treatment of coccidiosis in poultry.		1.9610beta-hydroxy ketone;
monocarboxylic acid;
monohydroxybenzoic acid;
oxanes;
oxolanes;
polyether antibiotic;
secondary alcohol;
tertiary alcohol		bacterial metabolite;
coccidiostat;
ionophore
ConditionIndicatedRelationship StrengthStudiesTrials
Besnoitiasis
[description not available]		01.9610