Page last updated: 2024-12-11

3-nitrobenzaldehyde isonicotinoylhydrazone

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Description

3-nitrobenzaldehyde isonicotinoylhydrazone: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6870302
CHEMBL ID496758
SCHEMBL ID12443119
MeSH IDM0508213

Synonyms (21)

Synonym
isonicotinic acid [1-(3-nitro-phenyl)-meth-(e)-ylidene]-hydrazide
smr000419672
MLS000779495
n'-[(e)-(3-nitrophenyl)methylidene]pyridine-4-carbohydrazide
STK166262
isonicotinoyl hydrazone of 3-nitrobenzaldehyde
n-[(e)-(3-nitrophenyl)methyleneamino]pyridine-4-carboxamide
CHEMBL496758
AKOS001703721
n-[(e)-(3-nitrophenyl)methylideneamino]pyridine-4-carboxamide
SCHEMBL12443119
16012-26-3
n'-(3-nitrobenzylidene)isonicotinohydrazide
SR-01000106211-1
sr-01000106211
n'-[(e)-(3-nitrophenyl)methylidene]isonicotinohydrazide
(e)-n'-(3'-nitrobenzylidene)isonicotinohydrazide (3f)
bdbm223076
885946-38-3
3-nitrobenzaldehyde isonicotinoylhydrazone
DTXSID601329344
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (12)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency42.56150.007215.758889.3584AID588342
Nrf2Homo sapiens (human)Potency12.58930.09208.222223.1093AID624171
Microtubule-associated protein tauHomo sapiens (human)Potency19.95260.180013.557439.8107AID1460
apical membrane antigen 1, AMA1Plasmodium falciparum 3D7Potency19.95260.707912.194339.8107AID720542
histone-lysine N-methyltransferase 2A isoform 2 precursorHomo sapiens (human)Potency0.35480.010323.856763.0957AID2662
muscleblind-like protein 1 isoform 1Homo sapiens (human)Potency14.12540.00419.962528.1838AID2675
neuropeptide S receptor isoform AHomo sapiens (human)Potency19.95260.015812.3113615.5000AID1461
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Alkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)IC50 (µMol)4.58000.35002.57407.3400AID1802638
Intestinal-type alkaline phosphataseBos taurus (cattle)IC50 (µMol)4.58000.35002.88337.3400AID1802638
5'-nucleotidaseRattus norvegicus (Norway rat)IC50 (µMol)1.05500.14000.78671.9000AID1802637
5'-nucleotidaseHomo sapiens (human)IC50 (µMol)1.05500.05002.24118.2000AID1802637
Xanthine dehydrogenase/oxidaseBos taurus (cattle)IC50 (µMol)173.56000.00303.10159.8000AID1444593
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (27)

Processvia Protein(s)Taxonomy
endochondral ossificationAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
developmental process involved in reproductionAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
cellular homeostasisAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
bone mineralizationAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
biomineral tissue developmentAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
response to vitamin DAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
response to vitamin B6Alkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
pyridoxal phosphate metabolic processAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
response to antibioticAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
phosphate ion homeostasisAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
calcium ion homeostasisAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
cellular response to organic cyclic compoundAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
positive regulation of cold-induced thermogenesisAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
futile creatine cycleAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
inhibition of non-skeletal tissue mineralizationAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
response to sodium phosphateAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
dephosphorylationIntestinal-type alkaline phosphataseBos taurus (cattle)
DNA metabolic process5'-nucleotidaseHomo sapiens (human)
leukocyte cell-cell adhesion5'-nucleotidaseHomo sapiens (human)
response to inorganic substance5'-nucleotidaseHomo sapiens (human)
response to ATP5'-nucleotidaseHomo sapiens (human)
ADP catabolic process5'-nucleotidaseHomo sapiens (human)
ATP metabolic process5'-nucleotidaseHomo sapiens (human)
adenosine biosynthetic process5'-nucleotidaseHomo sapiens (human)
negative regulation of inflammatory response5'-nucleotidaseHomo sapiens (human)
calcium ion homeostasis5'-nucleotidaseHomo sapiens (human)
inhibition of non-skeletal tissue mineralization5'-nucleotidaseHomo sapiens (human)
AMP catabolic process5'-nucleotidaseHomo sapiens (human)
xanthine catabolic processXanthine dehydrogenase/oxidaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (29)

Processvia Protein(s)Taxonomy
alkaline phosphatase activityAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
inorganic diphosphate phosphatase activityAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
calcium ion bindingAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
pyrophosphatase activityAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
ATP hydrolysis activityAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
pyridoxal phosphatase activityAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
ADP phosphatase activityAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
phosphoamidase activityAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
phosphoethanolamine phosphatase activityAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
magnesium ion bindingIntestinal-type alkaline phosphataseBos taurus (cattle)
alkaline phosphatase activityIntestinal-type alkaline phosphataseBos taurus (cattle)
zinc ion bindingIntestinal-type alkaline phosphataseBos taurus (cattle)
nucleotide binding5'-nucleotidaseHomo sapiens (human)
5'-deoxynucleotidase activity5'-nucleotidaseHomo sapiens (human)
protein binding5'-nucleotidaseHomo sapiens (human)
5'-nucleotidase activity5'-nucleotidaseHomo sapiens (human)
zinc ion binding5'-nucleotidaseHomo sapiens (human)
identical protein binding5'-nucleotidaseHomo sapiens (human)
thymidylate 5'-phosphatase activity5'-nucleotidaseHomo sapiens (human)
IMP 5'-nucleotidase activity5'-nucleotidaseHomo sapiens (human)
GMP 5'-nucleotidase activity5'-nucleotidaseHomo sapiens (human)
XMP 5'-nucleosidase activity5'-nucleotidaseHomo sapiens (human)
xanthine dehydrogenase activityXanthine dehydrogenase/oxidaseBos taurus (cattle)
xanthine oxidase activityXanthine dehydrogenase/oxidaseBos taurus (cattle)
iron ion bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
molybdenum ion bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
protein homodimerization activityXanthine dehydrogenase/oxidaseBos taurus (cattle)
molybdopterin cofactor bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
flavin adenine dinucleotide bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
2 iron, 2 sulfur cluster bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
FAD bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (15)

Processvia Protein(s)Taxonomy
mitochondrial intermembrane spaceAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
mitochondrial membraneAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
extracellular matrixAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
extracellular membrane-bounded organelleAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
side of membraneAlkaline phosphatase, tissue-nonspecific isozyme Bos taurus (cattle)
side of membraneIntestinal-type alkaline phosphataseBos taurus (cattle)
plasma membrane5'-nucleotidaseHomo sapiens (human)
nucleoplasm5'-nucleotidaseHomo sapiens (human)
cytosol5'-nucleotidaseHomo sapiens (human)
plasma membrane5'-nucleotidaseHomo sapiens (human)
external side of plasma membrane5'-nucleotidaseHomo sapiens (human)
cell surface5'-nucleotidaseHomo sapiens (human)
membrane5'-nucleotidaseHomo sapiens (human)
extracellular exosome5'-nucleotidaseHomo sapiens (human)
extracellular spaceXanthine dehydrogenase/oxidaseBos taurus (cattle)
peroxisomeXanthine dehydrogenase/oxidaseBos taurus (cattle)
xanthine dehydrogenase complexXanthine dehydrogenase/oxidaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (22)

Assay IDTitleYearJournalArticle
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID1668218Antioxidant activity assessed as DPPH radical scavenging activity at 100 uM after 30 mins (Rvb = 1.9 +/- 1.2%)2020Bioorganic & medicinal chemistry, 05-15, Volume: 28, Issue:10
Acylhydrazones as isoniazid derivatives with multi-target profiles for the treatment of Alzheimer's disease: Radical scavenging, myeloperoxidase/acetylcholinesterase inhibition and biometal chelation.
AID1668220Inhibition of rat bone marrow myeloperoxidase using H2O2 as substrate at 10 uM after 20 mins by TMB based method (Rvb = - 1.4 +/- 12.7%)2020Bioorganic & medicinal chemistry, 05-15, Volume: 28, Issue:10
Acylhydrazones as isoniazid derivatives with multi-target profiles for the treatment of Alzheimer's disease: Radical scavenging, myeloperoxidase/acetylcholinesterase inhibition and biometal chelation.
AID436605Antitubercular activity against Mycobacterium tuberculosis H37Rv by broth dilution method2009European journal of medicinal chemistry, Oct, Volume: 44, Issue:10
Preparation and antitubercular activities in vitro and in vivo of novel Schiff bases of isoniazid.
AID1444593Inhibition of bovine xanthine oxidase using xanthine as substrate preincubated for 10 mins followed by substrate addition measured for 15 mins by spectrophotometric method2017Bioorganic & medicinal chemistry, 04-15, Volume: 25, Issue:8
Xanthine oxidase inhibitory activity of nicotino/isonicotinohydrazides: A systematic approach from in vitro, in silico to in vivo studies.
AID1668222Inhibition of Electrophorus electricus AChE at 100 uM using acetylthiocholine iodide as substrate preincubated for 30 mins followed by substrate addition and measured after 10 mins by Ellman's method (Rvb = 7 +/- 7.1%)2020Bioorganic & medicinal chemistry, 05-15, Volume: 28, Issue:10
Acylhydrazones as isoniazid derivatives with multi-target profiles for the treatment of Alzheimer's disease: Radical scavenging, myeloperoxidase/acetylcholinesterase inhibition and biometal chelation.
AID436606Selectivity index, ratio IC50 for african green monkey Vero cells to MIC for Mycobacterium tuberculosis H37Rv2009European journal of medicinal chemistry, Oct, Volume: 44, Issue:10
Preparation and antitubercular activities in vitro and in vivo of novel Schiff bases of isoniazid.
AID348342Antimycobacterial activity against rifampin and isoniazid-susceptible Mycobacterium tuberculosis H37Rv ATCC 27294 after 5 days by Alamar blue assay2008European journal of medicinal chemistry, Jun, Volume: 43, Issue:6
Synthesis and anti-mycobacterial activity of (E)-N'-(monosubstituted-benzylidene)isonicotinohydrazide derivatives.
AID1802638Alkaline Phosphatase Inhibition Assay from Article 10.1111/cbdd.12861: \\Isonicotinohydrazones as inhibitors of alkaline phosphatase and ecto-5'-nucleotidase.\\2017Chemical biology & drug design, 03, Volume: 89, Issue:3
Isonicotinohydrazones as inhibitors of alkaline phosphatase and ecto-5'-nucleotidase.
AID1802637Ecto-5'-Nucleotidase Inhibition Assay from Article 10.1111/cbdd.12861: \\Isonicotinohydrazones as inhibitors of alkaline phosphatase and ecto-5'-nucleotidase.\\2017Chemical biology & drug design, 03, Volume: 89, Issue:3
Isonicotinohydrazones as inhibitors of alkaline phosphatase and ecto-5'-nucleotidase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's4 (36.36)29.6817
2010's5 (45.45)24.3611
2020's2 (18.18)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.87

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 Index11.87 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index4.35 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.87)

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%
Other11 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]