Page last updated: 2024-12-04

dapi

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

Description

DAPI: RN given refers to parent cpd. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID2954
CHEMBL ID48217
CHEBI ID51231
SCHEMBL ID235865
MeSH IDM0050398

Synonyms (31)

Synonym
2-(4-carbamimidoylphenyl)-1h-indole-6-carboximidamide
CHEBI:51231 ,
4',6-diamidinophenyl-indole
brn 3557399
ccris 3826
2-(4-(aminoiminomethyl)phenyl)-1h-indole-6-carboximidamide
1h-indole-6-carboximidamide, 2-(4-(aminoiminomethyl)phenyl)-
dati
4',6-diamino-2-phenylindol
indole-6-carboximidamide, 2-(4-(aminoiminomethyl)phenyl)-
4',6-diamidino-2-phenylindole
2-(4-carbamimidoylphenyl)-1h-indole-6-carboxamidine
dapi
47165-04-8
1h-indole-6-carboximidamide, 2-[4-(aminoiminomethyl)phenyl]-
SMP1_000093
6-amidine-2-(4-amidino-phenyl)indole
MOLMAP_000017
CHEMBL48217
bdbm50010058
A827164
unii-k9w25z7roh
k9w25z7roh ,
gtpl5498
antifade
SCHEMBL235865
FWBHETKCLVMNFS-UHFFFAOYSA-N
AKOS025213592
npe759
Q238382
DTXSID50963757

Research Excerpts

Overview

DAPI proved to be an excellent fluorescent probe for the investigation of the competitive binding of ionic liquids, surfactants, and biologically important compounds to CB7. DAPI is a drug that interacts with double-stranded nucleic acids, binding preferentially to A + T base pairs.

ExcerptReferenceRelevance
"3) DAPI is a reliable marker for RFs and can be used with immunolabeling."( The origin of Rosenthal fibers and their contributions to astrocyte pathology in Alexander disease.
Goldman, JE; McKhann, GM; Sosunov, AA, 2017
)
0.97
"DAPI proved to be an excellent fluorescent probe for the investigation of the competitive binding of ionic liquids, surfactants, and biologically important compounds to CB7."( Inclusion complex formation of ionic liquids and other cationic organic compounds with cucurbit[7]uril studied by 4',6-diamidino-2-phenylindole fluorescent probe.
Biczók, L; Jablonkai, I; Megyesi, M; Miskolczy, Z, 2009
)
1.07
"DAPI is a fluorescent dye which appears to complex specifically with DNA. "( Rapid detection of malaria and other bloodstream parasites by fluorescence microscopy with 4'6 diamidino-2-phenylindole (DAPI).
Hyman, BC; Macinnis, AJ, 1979
)
1.91
"DAPI is a non-intercalating compound which binds specifically to the AT bases of DNA. "( The effect of caffeine on DAPI-inducible fragile sites.
Pelliccia, F; Rocchi, A, 1992
)
2.03
"DAPI is a drug that interacts with double-stranded nucleic acids, binding preferentially to A + T base pairs. "( DNA-4'-6-diamidine-2-phenylindole interactions: a comparative study employing fluorescence and ultraviolet spectroscopy.
Avitabile, M; Barcellona, ML; Favilla, R; Masotti, L; Ragusa, N; von Berger, J, 1986
)
1.71

Effects

The DAPI structure has been modified by replacing the phenyl group with substituted phenyl or heteroaryl rings. DAPI has very different effects on the bleomycin-catalyzed cleavage of the AT and GC polymers.

ExcerptReferenceRelevance
"The DAPI structure has been modified by replacing the phenyl group with substituted phenyl or heteroaryl rings. "( Exploration of DAPI analogues: Synthesis, antitrypanosomal activity, DNA binding and fluorescence properties.
Boykin, DW; Brun, R; Farahat, AA; Kumar, A; Paul, A; Say, M; Wenzler, T; Wilson, WD, 2017
)
1.37
"DAPI has very different effects on the bleomycin-catalyzed cleavage of the AT and GC polymers, a strong inhibition with the AT polymer but enhanced cleavage with the GC polymer."( DNA sequence dependent binding modes of 4',6-diamidino-2-phenylindole (DAPI).
Barton, HJ; Fox, K; Jones, RL; Strekowski, L; Tanious, FA; Wilson, WD; Wydra, RL, 1990
)
1.23

Treatment

ExcerptReferenceRelevance
"So, DAPI treatment did not change cell viability and proliferation during osteogenic differentiation of mesenchymal stem cells."( Behavior of mesenchymal stem cells stained with 4', 6-diamidino-2-phenylindole dihydrochloride (DAPI) in osteogenic and non osteogenic cultures.
Bozzi, A; Breyner, NM; Castanheira, P; Goes, AM; Ocarino, NM; Pereira, RD; Serakides, R; Silva, VL, 2008
)
1.04

Toxicity

ExcerptReferenceRelevance
" Distamycin A readily inhibited nucleic acid and protein synthesis and was more toxic to the ring stage than to the trophozoite stage in various parasite strains, irrespective of their susceptibility to chloroquine."( Selective toxicity to malaria parasites by non-intercalating DNA-binding ligands.
Ginsburg, H; Krugliak, M; Nissani, E; Williamson, DH, 1993
)
0.29
" In conclusion, the considered in vitro cytotoxicity assays have shown to be sensitive enough to highlight a variety of toxic effects at the cellular level, which can be rather different between chemically closely related compounds, such as isomers."( Toxicity of selected plant volatiles in microbial and mammalian short-term assays.
Alakomi, HL; Bonsi, P; Moezelaar, R; Stammati, A; von Wright, A; Zucco, F, 1999
)
0.3
" Here, we show that 5% BSA is toxic to reconstructed epidermis and keratinocytes which was consistent with the earlier findings."( The impact of skin viability on drug metabolism and permeation -- BSA toxicity on primary keratinocytes.
Haberland, A; Kleuser, B; Korting, HC; Maia, CS; Rübbelke, MK; Schäfer-Korting, M; Schaller, M; Schimke, I; Schreiber, S, 2006
)
0.33
" The possible toxic factor(s) and the exact mode of action (e."( Protective effect of metabotropic glutamate receptor inhibition on amyotrophic lateral sclerosis-cerebrospinal fluid toxicity in vitro.
Anneser, JM; Borasio, GD; Chahli, C, 2006
)
0.33
" Therefore, anti-VEGF eyedrops seem to be a relatively safe option to treat corneal neovascularization."( Safety profile of topical VEGF neutralization at the cornea.
Bachmann, B; Bock, F; Cursiefen, C; Dietrich, T; Kruse, FE; Onderka, J; Rummelt, C; Schlötzer-Schrehardt, U, 2009
)
0.35
" The characterization of toxic cascades produced by QUIN during the first hours after its striatal infusion is relevant for understanding toxic mechanisms."( On the early toxic effect of quinolinic acid: involvement of RAGE.
Ali, SF; Cuevas, E; Divine, B; Lantz, S; Newport, G; Paule, MG; Santamaría, A; Tobón-Velasco, JC; Wu, Q, 2010
)
0.36
" We propose that association of Tollip with polyubiquitin accelerates aggregation of toxic htt species into inclusions and thus provides a cell protective role by sequestration."( Protective role of the ubiquitin binding protein Tollip against the toxicity of polyglutamine-expansion proteins.
Atomi, Y; Ishiura, S; Kubota, H; Oguro, A; Shimizu, M, 2011
)
0.37

Compound-Compound Interactions

ExcerptReferenceRelevance
"Catalyzed reporter deposition fluorescence in situ hybridization combined with microautoradiography (MICRO-CARD-FISH) is increasingly being used to obtain qualitative information on substrate uptake by individual members of specific prokaryotic communities."( Quantifying substrate uptake by individual cells of marine bacterioplankton by catalyzed reporter deposition fluorescence in situ hybridization combined with microautoradiography.
Herndl, GJ; Sintes, E, 2006
)
0.33
"We, for the first time, quantitatively determined cell specific uptake activities of microbial products (bacterial cell detritus and extracellular polymeric substances, EPS) by the member of uncultured Chloroflexiby using a microautoradiography combined with fluorescence in situ hybridization (MAR-FISH) technique."( Quantification of cell specific uptake activity of microbial products by uncultured Chloroflexi by microautoradiography combined with fluorescence in situ hybridization.
Miura, Y; Okabe, S, 2008
)
0.35

Bioavailability

ExcerptReferenceRelevance
" Bioavailability study indicated a rapid increase in curcumin in plasma and brain within 1 hr after treatment."( Neuroprotective mechanisms of curcumin against cerebral ischemia-induced neuronal apoptosis and behavioral deficits.
Jensen, MD; Lubahn, DE; MacDonald, RS; Miller, DK; Rottinghaus, GE; Shelat, PB; Simonyi, A; Sun, AY; Sun, GY; Wang, Q; Weisman, GA, 2005
)
0.33

Dosage Studied

No inhibitory effects on cell growth were found at 1 mM propamidine, phenamidine and amicarbalide. Comparisons between visual (Giemsa stained) and automated (DAPI stained) MN frequencies and dose-response curves were highly correlated.

ExcerptRelevanceReference
" Methyl methanesulfonate (MMS) (10 microliters) was applied to the anal lips of day-old chicks to study dose-response kinetics for mutagen targeting to DNA of dividing B-lymphocytes in the bursa."( Targeting of chemical mutagens to differentiating B-lymphocytes in vivo: detection by direct DNA labeling and sister chromatid exchange induction.
Bloom, SE; Dietert, RR; Nanna, UC, 1987
)
0.27
" The EC50 values calculated by means of dose-response curves were 45, 80, 165, 259 and 600 microM for 4', 6-diamidino-2-phenylindole (DAPI), dibromo propamidine, pentamidine 2-hydroxy stilbamidine and stilbamidine, respectively, although no inhibitory effects on cell growth were found at 1 mM propamidine, phenamidine and amicarbalide."( Putrescine uptake inhibition by aromatic diamidines in Leishmania infantum promastigotes.
Alvarez Bujidos, ML; Balaña Fouce, R; Cubria, JC; Ordoñez, D; Reguera, R, 1994
)
0.49
"In male Drosophila, histone H4 acetylated at Lys16 is enriched on the X chromosome, and most X-linked genes are transcribed at a higher rate than in females (thus achieving dosage compensation)."( MSL1 plays a central role in assembly of the MSL complex, essential for dosage compensation in Drosophila.
Cleland, SB; Heinrich, J; Knox, AL; Pan, LL; Scott, MJ, 2000
)
0.31
" These cells displayed high levels of immunoreactivity with pSTAT5 probes that could be inhibited uniformly with imatinib mesylate in a dose-response and time-dependent manner."( Immunoreactivity of Stat5 phosphorylated on tyrosine as a cell-based measure of Bcr/Abl kinase activity.
Frisa, PS; Goolsby, CL; Gottlieb, MA; Hedley, DW; Jacobberger, JW; Paniagua, M; Shankey, TV; Smith, BL; Sramkoski, RM; Ye, PP, 2003
)
0.32
" A dose-response graph is automatically generated by comparing the number of cells in drug-treated wells with those in control wells."( The ChemoFx assay: an ex vivo cell culture assay for predicting anticancer drug responses.
Burholt, D; Kornblith, P; Ochs, RL, 2005
)
0.33
" The marine bacterial adhesion inhibition rate depending on the agent concentration showed a sigmoid shaped dose-response curve."( A marine bacterial adhesion microplate test using the DAPI fluorescent dye: a new method to screen antifouling agents.
Combes, D; Compère, C; Delbarre-Ladrat, C; Ghillebaert, F; Leroy, C; Rochet, MJ, 2007
)
0.59
" Hence, a tight regulation of Sema3a dosage is required for the establishment of a normal glomerular filtration barrier."( Semaphorin3a regulates endothelial cell number and podocyte differentiation during glomerular development.
Jimenez, J; Reidy, KJ; Shen, W; Teichman, J; Thomas, D; Tufro, A; Veron, D; Villegas, G, 2009
)
0.35
" We therefore concluded that the gene dosage of homeodomain protein genes is important for clamp formation."( A-mating-type gene expression can drive clamp formation in the bipolar mushroom Pholiota microspora (Pholiota nameko).
Aimi, T; Mukaiyama, H; Shimomura, N; Tachikawa, T; Yi, R, 2010
)
0.36
" This may result in great improvement in consumer compliance, avoid frequent dosing and enhance the therapeutic effectiveness."( Smart polymeric nanofibers for topical delivery of levothyroxine.
Azarbayjani, AF; Chan, SY; Chan, YW; Lim, PF; Ramakrishna, S; Venugopal, JR, 2010
)
0.36
" As with RNF212, dosage sensitivity for HEI10 indicates that it is a limiting factor for crossing over."( Antagonistic roles of ubiquitin ligase HEI10 and SUMO ligase RNF212 regulate meiotic recombination.
Cloutier, JM; Cohen, PE; Deacon, DC; Fong, JH; Holloway, JK; Hunter, N; Nagel, KE; Prasada Rao, HB; Qiao, H; Schimenti, J; Strong, E; Swartz, RK; Ward, J; Yang, Y, 2014
)
0.4
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
fluorochromeA fluorescent dye used to stain biological specimens.
[role 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]

Drug Classes (1)

ClassDescription
indolesAny compound containing an indole 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]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Prothrombin Bos taurus (cattle)Ki8.37000.00112.06948.3700AID1132851
Glandular kallikreinSus scrofa (pig)Ki2.70002.70007.10339.5300AID1132853
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cell division protein FtsZEscherichia coli K-12Kd16.60000.02300.02300.0230AID1201500
[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)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (8)

Processvia Protein(s)Taxonomy
proteolysisProthrombin Bos taurus (cattle)
acute-phase responseProthrombin Bos taurus (cattle)
positive regulation of blood coagulationProthrombin Bos taurus (cattle)
protein polymerizationProthrombin Bos taurus (cattle)
protein polymerizationCell division protein FtsZEscherichia coli K-12
cell divisionCell division protein FtsZEscherichia coli K-12
division septum assemblyCell division protein FtsZEscherichia coli K-12
FtsZ-dependent cytokinesisCell division protein FtsZEscherichia coli K-12
protein polymerizationCell division protein FtsZEscherichia coli K-12
cell divisionCell division protein FtsZEscherichia coli K-12
cell septum assemblyCell division protein FtsZEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (7)

Processvia Protein(s)Taxonomy
serine-type endopeptidase activityProthrombin Bos taurus (cattle)
calcium ion bindingProthrombin Bos taurus (cattle)
protein bindingProthrombin Bos taurus (cattle)
fibrinogen bindingProthrombin Bos taurus (cattle)
GTPase activityCell division protein FtsZEscherichia coli K-12
protein bindingCell division protein FtsZEscherichia coli K-12
GTP bindingCell division protein FtsZEscherichia coli K-12
identical protein bindingCell division protein FtsZEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
cytoplasmCell division protein FtsZEscherichia coli K-12
cell division siteCell division protein FtsZEscherichia coli K-12
plasma membraneCell division protein FtsZEscherichia coli K-12
divisome complexCell division protein FtsZEscherichia coli K-12
cytoplasmCell division protein FtsZEscherichia coli K-12
cell division siteCell division protein FtsZEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (73)

Assay IDTitleYearJournalArticle
AID598106Cytotoxicity against rat L6 cells2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Synthesis, DNA binding, fluorescence measurements and antiparasitic activity of DAPI related diamidines.
AID1132851Competitive reversible inhibition of bovine thrombin using alpha-N-benzoyl-DL-arginine-p-nitroanilide hydrochloride as substrate after 15 to 40 mins by Michaelis-Menten plot analysis1978Journal of medicinal chemistry, Jul, Volume: 21, Issue:7
Diarylamidine derivatives with one or both of the aryl moieties consisting of an indole or indole-like ring. Inhibitors of arginine-specific esteroproteases.
AID31892Thermal denaturation in alternating poly(dA-dT)poly(dA-dT) homopolymer (AT)1993Journal of medicinal chemistry, Jun-11, Volume: 36, Issue:12
Structure, DNA minor groove binding, and base pair specificity of alkyl- and aryl-linked bis(amidinobenzimidazoles) and bis(amidinoindoles).
AID54426Denaturation temperature change on binding to calf thymus DNA1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Structure and DNA binding activity of analogues of 1,5-bis(4-amidinophenoxy)pentane (pentamidine)
AID1330244Cytotoxicity against rat L6 cells assessed as reduction in cell viability after 70 hrs by Alamar blue assay2016Bioorganic & medicinal chemistry letters, 12-15, Volume: 26, Issue:24
Synthesis, DNA binding and antitrypanosomal activity of benzimidazole analogues of DAPI.
AID644953Binding affinity to human pre-hsa-mir-155 miRNA assessed as inhibition of dicer-catalysed (33P)-labelled pre-miRNA processing at 1 mM after 1 hr by PAGE analysis2012Bioorganic & medicinal chemistry letters, Feb-15, Volume: 22, Issue:4
Pre-microRNA binding aminoglycosides and antitumor drugs as inhibitors of Dicer catalyzed microRNA processing.
AID1132852Competitive reversible inhibition of bovine trypsin using alpha-N-benzoyl-DL-arginine-p-nitroanilide hydrochloride as substrate after 15 to 30 mins by Michaelis-Menten plot analysis1978Journal of medicinal chemistry, Jul, Volume: 21, Issue:7
Diarylamidine derivatives with one or both of the aryl moieties consisting of an indole or indole-like ring. Inhibitors of arginine-specific esteroproteases.
AID572061Ratio of MIC for Acinetobacter baumannii AC0037 to MIC for abeS-deficient Acinetobacter baumannii AC00372009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
Role of AbeS, a novel efflux pump of the SMR family of transporters, in resistance to antimicrobial agents in Acinetobacter baumannii.
AID598110Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Plasmodium falciparum K12010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Synthesis, DNA binding, fluorescence measurements and antiparasitic activity of DAPI related diamidines.
AID430747Inhibition of ASIC3 at 1 uM by patch-clamp electrophysiology assay relative to baseline peak current2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
Amidine derived inhibitors of acid-sensing ion channel-3 (ASIC3).
AID1438371Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900 bloodstream forms after 70 hrs by Alamar blue assay2017European journal of medicinal chemistry, Mar-10, Volume: 128Exploration of DAPI analogues: Synthesis, antitrypanosomal activity, DNA binding and fluorescence properties.
AID1438367Binding affinity to poly(dA-dT)n DNA (unknown origin) assessed as change in melting temperature at 0.3 molar ratio of compound:DNA by spectrophotometric analysis2017European journal of medicinal chemistry, Mar-10, Volume: 128Exploration of DAPI analogues: Synthesis, antitrypanosomal activity, DNA binding and fluorescence properties.
AID571884Antibacterial activity against Escherichia coli KAM32 harboring recombinant plasmid pVBS1 encoding Acinetobacter baumannii abeS gene by CLSI broth microdilution method2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
Role of AbeS, a novel efflux pump of the SMR family of transporters, in resistance to antimicrobial agents in Acinetobacter baumannii.
AID54984Thermal denaturation in sonicated calf thymus DNA (CT DNA)1993Journal of medicinal chemistry, Jun-11, Volume: 36, Issue:12
Structure, DNA minor groove binding, and base pair specificity of alkyl- and aryl-linked bis(amidinobenzimidazoles) and bis(amidinoindoles).
AID593471Antiparasitic activity against Trypanosoma brucei rhodesiense STIB900 infected in mouse assessed as mean relapse day of parasitemia at 5 mg/kg, ip for 4 days2011Bioorganic & medicinal chemistry, Apr-01, Volume: 19, Issue:7
Exploration of larger central ring linkers in furamidine analogues: synthesis and evaluation of their DNA binding, antiparasitic and fluorescence properties.
AID572062Antibacterial activity against abeS sigma abeS-deficient Acinetobacter baumannii AC0037 by CLSI broth microdilution method2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
Role of AbeS, a novel efflux pump of the SMR family of transporters, in resistance to antimicrobial agents in Acinetobacter baumannii.
AID572060Antibacterial activity against abeS-deficient Acinetobacter baumannii AC0037 by CLSI broth microdilution method2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
Role of AbeS, a novel efflux pump of the SMR family of transporters, in resistance to antimicrobial agents in Acinetobacter baumannii.
AID571882Antibacterial activity against Escherichia coli KAM32 harboring plasmid pUC18 by CLSI broth microdilution method2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
Role of AbeS, a novel efflux pump of the SMR family of transporters, in resistance to antimicrobial agents in Acinetobacter baumannii.
AID598109Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Trypanosoma brucei rhodesiense STIB9002010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Synthesis, DNA binding, fluorescence measurements and antiparasitic activity of DAPI related diamidines.
AID1330242Binding affinity to poly(dA-dT)n DNA (unknown origin) assessed as change in melting temperature at 0.3 molar ratio of compound:DNA by spectrophotometric analysis2016Bioorganic & medicinal chemistry letters, 12-15, Volume: 26, Issue:24
Synthesis, DNA binding and antitrypanosomal activity of benzimidazole analogues of DAPI.
AID31893Thermal denaturation in sonicated poly(dA)-poly(dT) homopolymer (AT)1993Journal of medicinal chemistry, Jun-11, Volume: 36, Issue:12
Structure, DNA minor groove binding, and base pair specificity of alkyl- and aryl-linked bis(amidinobenzimidazoles) and bis(amidinoindoles).
AID212902Inhibition of human telomerase after assembly using recombinant hTR and hTERT at 50 uM2004Bioorganic & medicinal chemistry letters, Jul-05, Volume: 14, Issue:13
Nucleic acid-binding ligands identify new mechanisms to inhibit telomerase.
AID477816Dissociation constant, pKa of the compound2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
Efflux-mediated bis-indole resistance in Staphylococcus aureus reveals differential substrate specificities for MepA and MepR.
AID1330241Selectivity index, ratio OF IC50 for rat L6 cells to IC50 for bloodstream form of Trypanosoma brucei rhodesiense STIB9002016Bioorganic & medicinal chemistry letters, 12-15, Volume: 26, Issue:24
Synthesis, DNA binding and antitrypanosomal activity of benzimidazole analogues of DAPI.
AID572058Ratio of MIC for Escherichia coli KAM32 harboring plasmid pUC18 to MIC for Escherichia coli KAM32 harboring recombinant plasmid pVBS1 encoding Acinetobacter baumannii abeS gene2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
Role of AbeS, a novel efflux pump of the SMR family of transporters, in resistance to antimicrobial agents in Acinetobacter baumannii.
AID233024Thermal melting temperature for poly(A).poly(U) at a concentration of 5*10e-5) M base pairs at a ratio of 0.6 compound per base pair1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Synthesis and DNA interactions of benzimidazole dications which have activity against opportunistic infections.
AID389458Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB 900 infected acute mouse model assessed as cured mouse at 5 mg/kg, ip daily for 4 days2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans.
AID1132858Anticoagulant activity in human plasma assessed as prolongation of partial thromboplastin time at 5 x 10'-6 M incubated for 30 secs (Rvb = 59 +/- 5.4 secs)1978Journal of medicinal chemistry, Jul, Volume: 21, Issue:7
Diarylamidine derivatives with one or both of the aryl moieties consisting of an indole or indole-like ring. Inhibitors of arginine-specific esteroproteases.
AID389453Selectivity index, ratio of IC50 for rat L6 cells to IC50 for chloroquine-resistant Plasmodium falciparum K12008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans.
AID389449Cytotoxicity against rat L6 cells2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans.
AID389461Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB 900 infected acute mouse model assessed as cured mouse at 20 mg/kg, ip daily for 4 days2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans.
AID1124807Inhibition of mouse hippocampal neurons ASIC transfected in CHO cells assessed as inhibition of acid-evoked current at -60 mV holding potential by two-electrode voltage-clamp electrophysiology assay2014Bioorganic & medicinal chemistry, Apr-01, Volume: 22, Issue:7
Some non-conventional biomolecular targets for diamidines. A short survey.
AID389450Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB 900 bloodstream trypomastigotes2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans.
AID1330243Antitrypanosomal activity against bloodstream form of Trypanosoma brucei rhodesiense STIB900 after 70 hrs by Alamar blue assay2016Bioorganic & medicinal chemistry letters, 12-15, Volume: 26, Issue:24
Synthesis, DNA binding and antitrypanosomal activity of benzimidazole analogues of DAPI.
AID233025Thermal melting temperature determined for poly(dA).poly(dT) at a concentration of 5*10e-5) M base pairs at a ratio of 0.6 compound per base pair1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Synthesis and DNA interactions of benzimidazole dications which have activity against opportunistic infections.
AID54427DNA binding activity as denaturation temperatures on AT to poly (dA)-poly(dT) normalized to ethidium bromide1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Structure and DNA binding activity of analogues of 1,5-bis(4-amidinophenoxy)pentane (pentamidine)
AID212903Inhibition of human telomerase before assembly using recombinant hTR and hTERT at 50 uM2004Bioorganic & medicinal chemistry letters, Jul-05, Volume: 14, Issue:13
Nucleic acid-binding ligands identify new mechanisms to inhibit telomerase.
AID1438372Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Trypanosoma brucei rhodesiense STIB900 bloodstream forms2017European journal of medicinal chemistry, Mar-10, Volume: 128Exploration of DAPI analogues: Synthesis, antitrypanosomal activity, DNA binding and fluorescence properties.
AID233022Thermal melting temperature for (dCGCGAATTCGCG)2 at a concentration of 3*10e-6 M base pairs at a ratio of 0.6 compound per base pair1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Synthesis and DNA interactions of benzimidazole dications which have activity against opportunistic infections.
AID598108Antiparasitic activity against Plasmodium falciparum K12010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Synthesis, DNA binding, fluorescence measurements and antiparasitic activity of DAPI related diamidines.
AID1132857Anticoagulant activity in human plasma assessed as prolongation of partial thromboplastin time at 10'-5 M incubated for 30 secs (Rvb = 59 +/- 5.4 secs)1978Journal of medicinal chemistry, Jul, Volume: 21, Issue:7
Diarylamidine derivatives with one or both of the aryl moieties consisting of an indole or indole-like ring. Inhibitors of arginine-specific esteroproteases.
AID389451Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Trypanosoma brucei rhodesiense STIB 9002008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans.
AID1132856Anticoagulant activity in human plasma assessed as prolongation of partial thromboplastin time at 10'-4 M incubated for 30 secs (Rvb = 59 +/- 5.4 secs)1978Journal of medicinal chemistry, Jul, Volume: 21, Issue:7
Diarylamidine derivatives with one or both of the aryl moieties consisting of an indole or indole-like ring. Inhibitors of arginine-specific esteroproteases.
AID212741Inhibition of purified telomerase of Euplotes aediculatus at 50 uM2004Bioorganic & medicinal chemistry letters, Jul-05, Volume: 14, Issue:13
Nucleic acid-binding ligands identify new mechanisms to inhibit telomerase.
AID593439Antiparasitic activity against Plasmodium falciparum K12011Bioorganic & medicinal chemistry, Apr-01, Volume: 19, Issue:7
Exploration of larger central ring linkers in furamidine analogues: synthesis and evaluation of their DNA binding, antiparasitic and fluorescence properties.
AID389452Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum K12008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans.
AID54423Denaturation temperature change on binding to AT to poly (dA)-poly(dT)1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Structure and DNA binding activity of analogues of 1,5-bis(4-amidinophenoxy)pentane (pentamidine)
AID72882Thermal denaturation in alternating poly(dG-dC)-poly(dG-dC) homopolymer (GC)1993Journal of medicinal chemistry, Jun-11, Volume: 36, Issue:12
Structure, DNA minor groove binding, and base pair specificity of alkyl- and aryl-linked bis(amidinobenzimidazoles) and bis(amidinoindoles).
AID572059Antibacterial activity against Acinetobacter baumannii AC0037 by CLSI broth microdilution method2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
Role of AbeS, a novel efflux pump of the SMR family of transporters, in resistance to antimicrobial agents in Acinetobacter baumannii.
AID598107Antiparasitic activity against Trypanosoma brucei rhodesiense STIB9002010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Synthesis, DNA binding, fluorescence measurements and antiparasitic activity of DAPI related diamidines.
AID212744Inhibition of telomerase before assembly using recombinant Tetraymena thermophilia TR and TERT at 50 uM2004Bioorganic & medicinal chemistry letters, Jul-05, Volume: 14, Issue:13
Nucleic acid-binding ligands identify new mechanisms to inhibit telomerase.
AID212743Inhibition of telomerase after assembly using recombinant Tetraymena thermophilia TR and TERT at 50 uM2004Bioorganic & medicinal chemistry letters, Jul-05, Volume: 14, Issue:13
Nucleic acid-binding ligands identify new mechanisms to inhibit telomerase.
AID227749Binding constant obtained in an ethidium displacement assay for the sequence d(CGGAATTCGCG)21996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Synthesis and DNA interactions of benzimidazole dications which have activity against opportunistic infections.
AID233938Ratio between poly-dAdT and poly-dGdC binding1993Journal of medicinal chemistry, Jun-11, Volume: 36, Issue:12
Structure, DNA minor groove binding, and base pair specificity of alkyl- and aryl-linked bis(amidinobenzimidazoles) and bis(amidinoindoles).
AID593437Antiparasitic activity against Trypanosoma brucei rhodesiense STIB9002011Bioorganic & medicinal chemistry, Apr-01, Volume: 19, Issue:7
Exploration of larger central ring linkers in furamidine analogues: synthesis and evaluation of their DNA binding, antiparasitic and fluorescence properties.
AID415558Inhibition of calf thymus topoisomerase 1-mediated DNA relaxation assessed as induction of plasmid DNA nicking at 100 uM by gel electrophoresis2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Novel derivatives of pyridylbenzo[b]thiophene-2-carboxamides and benzo[b]thieno[2,3-c]naphthyridin-2-ones: minor structural variations provoke major differences of antitumor action mechanisms.
AID233023Thermal melting temperature determined for (dG-C)4 at a concentration of 3*10e-6 M base pairs at a ratio of 0.6 compound per base pair1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Synthesis and DNA interactions of benzimidazole dications which have activity against opportunistic infections.
AID389465Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB 900 infected acute mouse model assessed as survival time at 20 mg/kg, ip administered daily for 4 days2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans.
AID389466Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB 900 infected acute mouse model assessed as survival time at 5 mg/kg, ip administered daily for 4 days2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans.
AID54425DNA binding property estimated by measuring denaturation temperature on GC to poly (dGC)-poly(dGC), normalized to ethidium bromide1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Structure and DNA binding activity of analogues of 1,5-bis(4-amidinophenoxy)pentane (pentamidine)
AID1201499Inhibition of Escherichia coli FtsZ assessed as reduction in substrate KM value2015European journal of medicinal chemistry, May-05, Volume: 95Advances in the discovery of novel antimicrobials targeting the assembly of bacterial cell division protein FtsZ.
AID1438368Binding affinity to poly(dA-dT)n DNA minor groove (unknown origin) assessed as positive induced CD signal at 1:20 to 5:20 molar ratio of compound:DNA by CD spectroscopic analysis2017European journal of medicinal chemistry, Mar-10, Volume: 128Exploration of DAPI analogues: Synthesis, antitrypanosomal activity, DNA binding and fluorescence properties.
AID54424Denaturation temperature change on binding on GC to poly(dGC)-poly(dGC)1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Structure and DNA binding activity of analogues of 1,5-bis(4-amidinophenoxy)pentane (pentamidine)
AID430748Inhibition of ASIC3 at 10 uM by patch-clamp electrophysiology assay relative to baseline peak current2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
Amidine derived inhibitors of acid-sensing ion channel-3 (ASIC3).
AID593435Binding affinity to poly(dA-dT)2DNA assessed as change in melting temperature2011Bioorganic & medicinal chemistry, Apr-01, Volume: 19, Issue:7
Exploration of larger central ring linkers in furamidine analogues: synthesis and evaluation of their DNA binding, antiparasitic and fluorescence properties.
AID598105Binding affinity to poly(dA-dT)n DNA assessed as change in melting temperature at 0.3:1 molar compound/DNA ratio by spectrophotometry2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Synthesis, DNA binding, fluorescence measurements and antiparasitic activity of DAPI related diamidines.
AID593438Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Trypanosoma brucei rhodesiense STIB9002011Bioorganic & medicinal chemistry, Apr-01, Volume: 19, Issue:7
Exploration of larger central ring linkers in furamidine analogues: synthesis and evaluation of their DNA binding, antiparasitic and fluorescence properties.
AID53470Inhibitory dose against oncornaviral DNA polymerase activity of moloney murine leukemia virus1980Journal of medicinal chemistry, Jul, Volume: 23, Issue:7
Diaryl amidine derivatives as oncornaviral DNA polymerase inhibitors.
AID1438370Cytotoxicity against rat L6 cells2017European journal of medicinal chemistry, Mar-10, Volume: 128Exploration of DAPI analogues: Synthesis, antitrypanosomal activity, DNA binding and fluorescence properties.
AID593436Cytotoxicity against rat L6 cells2011Bioorganic & medicinal chemistry, Apr-01, Volume: 19, Issue:7
Exploration of larger central ring linkers in furamidine analogues: synthesis and evaluation of their DNA binding, antiparasitic and fluorescence properties.
AID1201500Binding affinity to Escherichia coli FtsZ by fluorescence anisotrophy2015European journal of medicinal chemistry, May-05, Volume: 95Advances in the discovery of novel antimicrobials targeting the assembly of bacterial cell division protein FtsZ.
AID593440Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Plasmodium falciparum K12011Bioorganic & medicinal chemistry, Apr-01, Volume: 19, Issue:7
Exploration of larger central ring linkers in furamidine analogues: synthesis and evaluation of their DNA binding, antiparasitic and fluorescence properties.
AID1132853Competitive reversible inhibition of porcine pancreatic kallikrein using alpha-N-benzoyl-DL-arginine-p-nitroanilide hydrochloride as substrate after 15 to 180 mins by Michaelis-Menten plot analysis1978Journal of medicinal chemistry, Jul, Volume: 21, Issue:7
Diarylamidine derivatives with one or both of the aryl moieties consisting of an indole or indole-like ring. Inhibitors of arginine-specific esteroproteases.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (2,349)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990179 (7.62)18.7374
1990's401 (17.07)18.2507
2000's1091 (46.45)29.6817
2010's633 (26.95)24.3611
2020's45 (1.92)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 79.04

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

MetricThis Compound (vs All)
Research Demand Index79.04 (24.57)
Research Supply Index7.80 (2.92)
Research Growth Index4.85 (4.65)
Search Engine Demand Index143.00 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (79.04)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials6 (0.25%)5.53%
Reviews19 (0.78%)6.00%
Case Studies17 (0.70%)4.05%
Observational0 (0.00%)0.25%
Other2,382 (98.27%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]