Page last updated: 2024-11-11

n,n-(4-xylylidene)bisaminoguanidine

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

Description

N,N-(4-xylylidene)bisaminoguanidine: RN in Chemline for di-HCl: 7044-24-8; RN for unspecified HCl: 62580-72-7 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

N,N'-(p-xylylidene)bis(aminoguanidine) : A guanidine derivative comprised of two carbamimidamido (guanidino) groups, each linked via one of their amino nitrogens to the imino nitrogens of 1,4-phenylenedimethanimine. [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]

Cross-References

ID SourceID
PubMed CID9560223
CHEMBL ID403278
CHEMBL ID534939
CHEBI ID67203
SCHEMBL ID10054978
MeSH IDM0054602

Synonyms (22)

Synonym
n,n-(4-xylylidene)bisaminoguanidine
brn 2622762
hydrazinecarboximidamide, 2,2'-(1,4-phenylenedimethylidyne)bis-
vi 58977
guanidine, 1,1'-(p-phenylenebis(methylidynenitrilo))di-
n''-{4-[2-(diaminomethylene)carbohydrazonoyl]benzylidene}carbonohydrazonic diamide
AJ-264/34032018
SR-01000633972-1
bdbm33261
biguanidine, 1
CHEMBL403278 ,
sn-20440
CHEMBL534939 ,
1945-65-9
CCG-44111
bdbm50410811
n,n'-(p-xylylidene)bis(aminoguanidine)
CHEBI:67203
SCHEMBL10054978
2-[(e)-[4-[(e)-(diaminomethylidenehydrazinylidene)methyl]phenyl]methylideneamino]guanidine
bdbm50588186
Z381450704
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (9)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
ProthrombinHomo sapiens (human)Ki68.00000.00000.78469.0000AID549602
Cationic trypsinBos taurus (cattle)Ki55.33330.00001.07539.0000AID1799229
Chymotrypsinogen ABos taurus (cattle)Ki55.33330.90004.00008.7000AID1799229
FurinHomo sapiens (human)Ki1.47000.00421.25445.4200AID549601
Genome polyproteinDengue virus 2 Thailand/16681/84Ki44.00005.80005.80005.8000AID1847507; AID1847535
Class A sortase SrtA Staphylococcus aureusIC50 (µMol)275.00000.30002.86005.9000AID316723
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (64)

Processvia Protein(s)Taxonomy
positive regulation of protein phosphorylationProthrombinHomo sapiens (human)
proteolysisProthrombinHomo sapiens (human)
acute-phase responseProthrombinHomo sapiens (human)
cell surface receptor signaling pathwayProthrombinHomo sapiens (human)
G protein-coupled receptor signaling pathwayProthrombinHomo sapiens (human)
blood coagulationProthrombinHomo sapiens (human)
positive regulation of cell population proliferationProthrombinHomo sapiens (human)
regulation of cell shapeProthrombinHomo sapiens (human)
response to woundingProthrombinHomo sapiens (human)
negative regulation of platelet activationProthrombinHomo sapiens (human)
platelet activationProthrombinHomo sapiens (human)
regulation of blood coagulationProthrombinHomo sapiens (human)
positive regulation of blood coagulationProthrombinHomo sapiens (human)
positive regulation of cell growthProthrombinHomo sapiens (human)
positive regulation of insulin secretionProthrombinHomo sapiens (human)
positive regulation of collagen biosynthetic processProthrombinHomo sapiens (human)
fibrinolysisProthrombinHomo sapiens (human)
negative regulation of proteolysisProthrombinHomo sapiens (human)
positive regulation of receptor signaling pathway via JAK-STATProthrombinHomo sapiens (human)
negative regulation of astrocyte differentiationProthrombinHomo sapiens (human)
positive regulation of release of sequestered calcium ion into cytosolProthrombinHomo sapiens (human)
regulation of cytosolic calcium ion concentrationProthrombinHomo sapiens (human)
cytolysis by host of symbiont cellsProthrombinHomo sapiens (human)
positive regulation of phosphatidylinositol 3-kinase/protein kinase B signal transductionProthrombinHomo sapiens (human)
negative regulation of fibrinolysisProthrombinHomo sapiens (human)
antimicrobial humoral immune response mediated by antimicrobial peptideProthrombinHomo sapiens (human)
neutrophil-mediated killing of gram-negative bacteriumProthrombinHomo sapiens (human)
positive regulation of lipid kinase activityProthrombinHomo sapiens (human)
negative regulation of cytokine production involved in inflammatory responseProthrombinHomo sapiens (human)
positive regulation of protein localization to nucleusProthrombinHomo sapiens (human)
positive regulation of phospholipase C-activating G protein-coupled receptor signaling pathwayProthrombinHomo sapiens (human)
ligand-gated ion channel signaling pathwayProthrombinHomo sapiens (human)
positive regulation of reactive oxygen species metabolic processProthrombinHomo sapiens (human)
proteolysisCationic trypsinBos taurus (cattle)
digestionCationic trypsinBos taurus (cattle)
digestionChymotrypsinogen ABos taurus (cattle)
negative regulation of nerve growth factor productionFurinHomo sapiens (human)
viral translationFurinHomo sapiens (human)
protein processingFurinHomo sapiens (human)
blastocyst formationFurinHomo sapiens (human)
negative regulation of inflammatory response to antigenic stimulusFurinHomo sapiens (human)
signal peptide processingFurinHomo sapiens (human)
transforming growth factor beta receptor signaling pathwayFurinHomo sapiens (human)
regulation of signal transductionFurinHomo sapiens (human)
protein processingFurinHomo sapiens (human)
peptide hormone processingFurinHomo sapiens (human)
viral life cycleFurinHomo sapiens (human)
viral protein processingFurinHomo sapiens (human)
extracellular matrix disassemblyFurinHomo sapiens (human)
extracellular matrix organizationFurinHomo sapiens (human)
collagen catabolic processFurinHomo sapiens (human)
zymogen activationFurinHomo sapiens (human)
regulation of cholesterol transportFurinHomo sapiens (human)
negative regulation of low-density lipoprotein particle receptor catabolic processFurinHomo sapiens (human)
nerve growth factor productionFurinHomo sapiens (human)
negative regulation of transforming growth factor beta1 productionFurinHomo sapiens (human)
secretion by cellFurinHomo sapiens (human)
plasma lipoprotein particle remodelingFurinHomo sapiens (human)
regulation of protein catabolic processFurinHomo sapiens (human)
peptide biosynthetic processFurinHomo sapiens (human)
positive regulation of viral entry into host cellFurinHomo sapiens (human)
positive regulation of membrane protein ectodomain proteolysisFurinHomo sapiens (human)
protein maturationFurinHomo sapiens (human)
regulation of endopeptidase activityFurinHomo sapiens (human)
dibasic protein processingFurinHomo sapiens (human)
cytokine precursor processingFurinHomo sapiens (human)
amyloid fibril formationFurinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (18)

Processvia Protein(s)Taxonomy
lipopolysaccharide bindingProthrombinHomo sapiens (human)
serine-type endopeptidase activityProthrombinHomo sapiens (human)
signaling receptor bindingProthrombinHomo sapiens (human)
calcium ion bindingProthrombinHomo sapiens (human)
protein bindingProthrombinHomo sapiens (human)
growth factor activityProthrombinHomo sapiens (human)
heparin bindingProthrombinHomo sapiens (human)
thrombospondin receptor activityProthrombinHomo sapiens (human)
endopeptidase activityCationic trypsinBos taurus (cattle)
serine-type endopeptidase activityCationic trypsinBos taurus (cattle)
protein bindingCationic trypsinBos taurus (cattle)
metal ion bindingCationic trypsinBos taurus (cattle)
serpin family protein bindingCationic trypsinBos taurus (cattle)
protein bindingChymotrypsinogen ABos taurus (cattle)
serpin family protein bindingChymotrypsinogen ABos taurus (cattle)
protease bindingFurinHomo sapiens (human)
endopeptidase activityFurinHomo sapiens (human)
serine-type endopeptidase activityFurinHomo sapiens (human)
serine-type endopeptidase inhibitor activityFurinHomo sapiens (human)
protein bindingFurinHomo sapiens (human)
heparin bindingFurinHomo sapiens (human)
peptidase activityFurinHomo sapiens (human)
serine-type peptidase activityFurinHomo sapiens (human)
peptide bindingFurinHomo sapiens (human)
metal ion bindingFurinHomo sapiens (human)
nerve growth factor bindingFurinHomo sapiens (human)
heparan sulfate bindingFurinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (18)

Processvia Protein(s)Taxonomy
external side of plasma membraneProthrombinHomo sapiens (human)
collagen-containing extracellular matrixProthrombinHomo sapiens (human)
extracellular regionProthrombinHomo sapiens (human)
extracellular spaceProthrombinHomo sapiens (human)
endoplasmic reticulum lumenProthrombinHomo sapiens (human)
Golgi lumenProthrombinHomo sapiens (human)
plasma membraneProthrombinHomo sapiens (human)
extracellular exosomeProthrombinHomo sapiens (human)
blood microparticleProthrombinHomo sapiens (human)
collagen-containing extracellular matrixProthrombinHomo sapiens (human)
extracellular spaceProthrombinHomo sapiens (human)
serine protease inhibitor complexCationic trypsinBos taurus (cattle)
extracellular regionChymotrypsinogen ABos taurus (cattle)
serine protease inhibitor complexChymotrypsinogen ABos taurus (cattle)
extracellular spaceFurinHomo sapiens (human)
Golgi membraneFurinHomo sapiens (human)
extracellular regionFurinHomo sapiens (human)
endoplasmic reticulumFurinHomo sapiens (human)
Golgi lumenFurinHomo sapiens (human)
trans-Golgi networkFurinHomo sapiens (human)
plasma membraneFurinHomo sapiens (human)
cell surfaceFurinHomo sapiens (human)
endosome membraneFurinHomo sapiens (human)
membraneFurinHomo sapiens (human)
trans-Golgi network transport vesicleFurinHomo sapiens (human)
membrane raftFurinHomo sapiens (human)
extracellular exosomeFurinHomo sapiens (human)
Golgi membraneFurinHomo sapiens (human)
trans-Golgi networkFurinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (11)

Assay IDTitleYearJournalArticle
AID549605Inhibition of plasmin2011Bioorganic & medicinal chemistry letters, Jan-15, Volume: 21, Issue:2
New furin inhibitors based on weakly basic amidinohydrazones.
AID549603Inhibition of factor 10a2011Bioorganic & medicinal chemistry letters, Jan-15, Volume: 21, Issue:2
New furin inhibitors based on weakly basic amidinohydrazones.
AID1847535Binding affinity to DENV2 NS2B/NS3 protease assessed as inhibition constant2021Bioorganic & medicinal chemistry, 11-01, Volume: 49A short survey of dengue protease inhibitor development in the past 6 years (2015-2020) with an emphasis on similarities between DENV and SARS-CoV-2 proteases.
AID549601Inhibition of human recombinant furin by fluorescence plate reader analysis2011Bioorganic & medicinal chemistry letters, Jan-15, Volume: 21, Issue:2
New furin inhibitors based on weakly basic amidinohydrazones.
AID1847507Inhibition of DENV2 NS2B-NS3 protease2021Bioorganic & medicinal chemistry, 11-01, Volume: 49A short survey of dengue protease inhibitor development in the past 6 years (2015-2020) with an emphasis on similarities between DENV and SARS-CoV-2 proteases.
AID316723Inhibition of Staphylococcus aures sortase A by FRET assay2008Bioorganic & medicinal chemistry letters, Jan-01, Volume: 18, Issue:1
Identification of novel inhibitors of bacterial surface enzyme Staphylococcus aureus Sortase A.
AID549602Inhibition of thrombin2011Bioorganic & medicinal chemistry letters, Jan-15, Volume: 21, Issue:2
New furin inhibitors based on weakly basic amidinohydrazones.
AID549604Inhibition of trypsin2011Bioorganic & medicinal chemistry letters, Jan-15, Volume: 21, Issue:2
New furin inhibitors based on weakly basic amidinohydrazones.
AID26757DNA binding dissociation constant as KD; No data1984Journal of medicinal chemistry, Apr, Volume: 27, Issue:4
Interactions of antitumor drugs with natural DNA: 1H NMR study of binding mode and kinetics.
AID549606Inhibition of Bacillus licheniformis subtilisin at 100 uM relative to control2011Bioorganic & medicinal chemistry letters, Jan-15, Volume: 21, Issue:2
New furin inhibitors based on weakly basic amidinohydrazones.
AID1799229Protease Inhibition Assay from Article 10.1016/j.bmc.2004.09.036: \\Identification and characterization of nonsubstrate based inhibitors of the essential dengue and West Nile virus proteases.\\2005Bioorganic & medicinal chemistry, Jan-03, Volume: 13, Issue:1
Identification and characterization of nonsubstrate based inhibitors of the essential dengue and West Nile virus proteases.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (33.33)18.7374
1990's0 (0.00)18.2507
2000's2 (33.33)29.6817
2010's1 (16.67)24.3611
2020's1 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.60

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 Index12.60 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.55 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.60)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]