Compounds > 2-(4-amidinophenyl)-1-benzofuran-5-carboxamidine
Page last updated: 2024-11-07

2-(4-amidinophenyl)-1-benzofuran-5-carboxamidine

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

Description

2-(4-amidinophenyl)-1-benzofuran-5-carboxamidine: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID147287
CHEMBL ID354342
SCHEMBL ID5030472
MeSH IDM0142377

Synonyms (14)

Synonym
2-(4-carbamimidoylphenyl)benzofuran-5-carboxamidine
5-benzofurancarboximidamide, 2-[4-(aminoiminomethyl)phenyl]-
nsc240893
CHEMBL354342 ,
2-(4-carbamimidoylphenyl)-1-benzofuran-5-carboximidamide
2-(4-amidinophenyl)-1-benzofuran-5-carboxamidine
dapi-o
5-benzofurancarboximidamide, 2-(4-(aminoiminomethyl)phenyl)-
47165-00-4
SCHEMBL5030472
bdbm50009960
2-(4-amidinophenyl)-5-benzo[b]furancarboxamidine
2-(4-amidinophenyl)-1-benzo[b]furan-5-carboxamidine
DTXSID90963756
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Prothrombin Bos taurus (cattle)Ki11.30000.00112.06948.3700AID1132851
Glandular kallikreinSus scrofa (pig)Ki9.08002.70007.10339.5300AID1132853
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (4)

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)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

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)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID389464Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB 900 infected acute mouse model assessed as survival time at 1 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.
AID389454Antileishmanial activity against Leishmania donovani MHOM/SD/62/1S-CL2D axenic amastigotes2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans.
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.
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.
AID580533Antimicrobial activity against Bacillus anthracis Sterne spores by broth microdilution method2009Antimicrobial agents and chemotherapy, Oct, Volume: 53, Issue:10
Novel broad-spectrum bis-(imidazolinylindole) derivatives with potent antibacterial activities against antibiotic-resistant strains.
AID580534Antimicrobial activity against Bacillus anthracis Sterne vegetative cells by broth microdilution method2009Antimicrobial agents and chemotherapy, Oct, Volume: 53, Issue:10
Novel broad-spectrum bis-(imidazolinylindole) derivatives with potent antibacterial activities against antibiotic-resistant strains.
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.
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.
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.
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.
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.
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.
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.
AID389467Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB 900 infected acute mouse model assessed as survival time at 10 mg/kg, ip2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans.
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.
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.
AID389449Cytotoxicity against rat L6 cells2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans.
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.
AID389455Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Leishmania donovani MHOM/SD/62/1S-CL2D2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (60.00)18.7374
1990's0 (0.00)18.2507
2000's2 (40.00)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.34

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

MetricThis Compound (vs All)
Research Demand Index12.34 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.14 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.34)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
2,4-dinitrophenol
2,4-Dinitrophenol: A toxic dye, chemically related to trinitrophenol (picric acid), used in biochemical studies of oxidative processes where it uncouples oxidative phosphorylation. It is also used as a metabolic stimulant. (Stedman, 26th ed). dinitrophenol : Members of the class of nitrophenol carrying two nitro substituents.. 2,4-dinitrophenol : A dinitrophenol having the nitro groups at the 2- and 4-positions.		2.0510dinitrophenolallergen;
antiseptic drug;
bacterial xenobiotic metabolite;
geroprotector;
oxidative phosphorylation inhibitor
diminazene
Diminazene: An effective trypanocidal agent.. diminazene : A triazene derivative that is triazene in which each of the terminal nitrogens is substituted by a 4-carbamimidoylphenyl group.		1.9510carboxamidine;
triazene derivative		antiparasitic agent;
trypanocidal drug
bis(5-amidino-2-benzimidazolyl)methane
bis(5-amidino-2-benzimidazolyl)methane: aromatic diamidine which has a significant suppressive effect on the cytopathology & yield of respiratory synctial (RS) virus; RN given refers to parent cpd		1.9510
chloroquine
Chloroquine: The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses.. chloroquine : An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis.		2.0410aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
ciprofloxacin
Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.		2.0510aminoquinoline;
cyclopropanes;
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone;
zwitterion		antibacterial drug;
antiinfective agent;
antimicrobial agent;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
environmental contaminant;
topoisomerase IV inhibitor;
xenobiotic
dapi
DAPI: RN given refers to parent cpd.		2.8840indolesfluorochrome
pentamidine
Pentamidine: Antiprotozoal agent effective in trypanosomiasis, leishmaniasis, and some fungal infections; used in treatment of PNEUMOCYSTIS pneumonia in HIV-infected patients. It may cause diabetes mellitus, central nervous system damage, and other toxic effects.. pentamidine : A diether consisting of pentane-1,5-diol in which both hydroxyl hydrogens have been replaced by 4-amidinophenyl groups. A trypanocidal drug that is used for treatment of cutaneous leishmaniasis and Chagas disease.		2.3920aromatic ether;
carboxamidine;
diether		anti-inflammatory agent;
antifungal agent;
calmodulin antagonist;
chemokine receptor 5 antagonist;
EC 2.3.1.48 (histone acetyltransferase) inhibitor;
NMDA receptor antagonist;
S100 calcium-binding protein B inhibitor;
trypanocidal drug;
xenobiotic
chloramphenicol
Amphenicol: Chloramphenicol and its derivatives.		2.0510C-nitro compound;
carboxamide;
diol;
organochlorine compound		antibacterial drug;
antimicrobial agent;
Escherichia coli metabolite;
geroprotector;
Mycoplasma genitalium metabolite;
protein synthesis inhibitor
melarsoprol
Melarsoprol: Arsenical used in trypanosomiases. It may cause fatal encephalopathy and other undesirable side effects.		2.0410triazines
podophyllotoxin
Podophyllum: A genus of poisonous American herbs, family BERBERIDACEAE. The roots yield PODOPHYLLOTOXIN and other pharmacologically important agents. The plant was formerly used as a cholagogue and cathartic. It is different from the European mandrake, MANDRAGORA.		2.0410furonaphthodioxole;
lignan;
organic heterotetracyclic compound		antimitotic;
antineoplastic agent;
keratolytic drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator
ethidium bromide
[no description available]		1.9510organic bromide saltgeroprotector;
intercalator;
trypanocidal drug
vancomycin
Vancomycin: Antibacterial obtained from Streptomyces orientalis. It is a glycopeptide related to RISTOCETIN that inhibits bacterial cell wall assembly and is toxic to kidneys and the inner ear.. vancomycin : A complex glycopeptide from Streptomyces orientalis. It inhibits a specific step in the synthesis of the peptidoglycan layer in the Gram-positive bacteria Staphylococcus aureus and Clostridium difficile.		2.0510glycopeptideantibacterial drug;
antimicrobial agent;
bacterial metabolite
4',6-bis(2'imidazolinyl-4',5'-h)-2-phenylindole
4',6-bis(2'imidazolinyl-4',5'-H)-2-phenylindole: used to produce distinct fluorescent bands in human chromosomes; structure		2.3920
1,2-di(5-amidino-2-benzofuranyl)ethane
1,2-di(5-amidino-2-benzofuranyl)ethane: preferential inhibitor of bovine factor Xa; structure given in first source		2.6630
aminoquinuride
[no description available]		2.0510
furamidine
furamidine: RN given refers to parent cpd; WR 199385 refers to di-HCl; pafuramidine is a prodrug of this		1.9510
1,2-bis(5-amidino-2-benzimidazolyl)ethane
1,2-bis(5-amidino-2-benzimidazolyl)ethane: RN given refers to parent cpd		1.9510
mbx 1066
MBX 1066: structure in first source		2.0510
stilbamidine
stilbamidine: RN given refers to parent cpd		1.9510
mbx 1090
[no description available]		2.0510
ly-146032
[no description available]		2.0510heterodetic cyclic peptide;
lipopeptide antibiotic;
lipopeptide;
macrocycle;
macrolide		antibacterial drug;
bacterial metabolite;
calcium-dependent antibiotics
rifampin
Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)		2.0510cyclic ketal;
hydrazone;
N-iminopiperazine;
N-methylpiperazine;
rifamycins;
semisynthetic derivative;
zwitterion		angiogenesis inhibitor;
antiamoebic agent;
antineoplastic agent;
antitubercular agent;
DNA synthesis inhibitor;
EC 2.7.7.6 (RNA polymerase) inhibitor;
Escherichia coli metabolite;
geroprotector;
leprostatic drug;
neuroprotective agent;
pregnane X receptor agonist;
protein synthesis inhibitor
ConditionIndicatedRelationship StrengthStudiesTrials
Experimental Leukemia
[description not available]		01.9510
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.0410
Trypanosomiasis
Infection with protozoa of the genus TRYPANOSOMA.		02.0410