Page last updated: 2024-12-11

2-formylpyridine thiosemicarbazone

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

Description

2-formylpyridine thiosemicarbazone: structure; RN given refers to parent cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5382559
CHEMBL ID25988
SCHEMBL ID293101
MeSH IDM0062207

Synonyms (42)

Synonym
(e)-2-(pyridin-2-ylmethylene)hydrazinecarbothioamide
{[(pyridin-2-yl)methylidene]amino}thiourea
EN300-43946
[(e)-2-pyridylmethyleneamino]thiourea
pyridine-2-carboxaldehyde thiosemicarbazone
ai3-51838
nsc 729
nsc-729
wln: t6nj b1unmyzus
2-pyridinecarboxaldehyde thiosemicarbazone
nsc729
2-formylpyridine thiosemicarbazone
pyridine-2-carboxaldehyde, thiosemicarbazone
picolinaldehyde, thiosemicarbazone
hydrazinecarbothioamide, 2-(2-pyridinylmethylene)-
picoline-2-aldehyde thiosemicarbazone
nsc-144418
61043-10-5
nsc144418
beta-pyridine-2yl thiosemicarbazone
CHEMBL25988 ,
AKOS005109625
[(e)-pyridin-2-ylmethylideneamino]thiourea
bdbm50341553
2-(pyridin-2-ylmethylene)hydrazinecarbothioamide
SCHEMBL293101
MS-7716
[(e)-[(pyridin-2-yl)methylidene]amino]thiourea
GXBCCUBTQFNGFA-BJMVGYQFSA-N
picolinaldehyde monothiosemicarbazone
2-pyridinecarbaldehyde thiosemicarbazone #
mfcd00160323
2-pyridinecarbaldehyde thiosemicarbazone
Z49561480
(e)-2-(pyridin-2-ylmethylene)hydrazine-1-carbothioamide
STL583038
(2e)-2-(pyridin-2-ylmethylidene)hydrazinecarbothioamide
hydrazinecarbothioamide, 2-(2-pyridinylmethylene)-, (e)-
CS-0110143
GUV6BG5RZX
(2e)-2-(2-pyridinylmethylene)hydrazinecarbothioamide
hydrazinecarbothioamide, 2-(2-pyridinylmethylene)-, (2e)-

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Weak genotoxic activity was detected for [CuL](+) and [CuL'](+), with a significative dose-response effect for [CuL'](+), which was shown to be more cytotoxic in the Ames test and 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide cell proliferation assays."( Biological assays and noncovalent interactions of pyridine-2-carbaldehyde thiosemicarbazonecopper(II) drugs with [poly(dA-dT)](2), [poly(dG-dC)] (2), and calf thymus DNA.
Borrás, J; Busto, N; García, B; Garcia-Tojal, J; Gaspar, J; Gil-García, R; González-Alvarez, M; Ibeas, S; Leal, JM; Martins, C; Ruiz, R, 2010
)
0.36
" The aims of this study were to elucidate the mechanisms underlying their potency disparity and to determine their kinetics of cell-kill in culture to aid in the formulation of their clinical dosing schedules."( Distinct mechanisms of cell-kill by triapine and its terminally dimethylated derivative Dp44mT due to a loss or gain of activity of their copper(II) complexes.
Baumann, RP; Ishiguro, K; Lin, ZP; Penketh, PG; Ratner, ES; Rutherford, TJ; Sartorelli, AC; Shyam, K; Zhu, R; Zhu, YL, 2014
)
0.4
[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)
Polyphenol oxidase 2Agaricus bisporusIC50 (µMol)45.00000.03403.987110.0000AID613824
DNA topoisomerase 2-alphaHomo sapiens (human)IC50 (µMol)100.00000.48004.35649.9400AID591712
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (16)

Processvia Protein(s)Taxonomy
hematopoietic progenitor cell differentiationDNA topoisomerase 2-alphaHomo sapiens (human)
DNA topological changeDNA topoisomerase 2-alphaHomo sapiens (human)
DNA ligationDNA topoisomerase 2-alphaHomo sapiens (human)
DNA damage responseDNA topoisomerase 2-alphaHomo sapiens (human)
chromosome segregationDNA topoisomerase 2-alphaHomo sapiens (human)
female meiotic nuclear divisionDNA topoisomerase 2-alphaHomo sapiens (human)
apoptotic chromosome condensationDNA topoisomerase 2-alphaHomo sapiens (human)
embryonic cleavageDNA topoisomerase 2-alphaHomo sapiens (human)
regulation of circadian rhythmDNA topoisomerase 2-alphaHomo sapiens (human)
positive regulation of apoptotic processDNA topoisomerase 2-alphaHomo sapiens (human)
positive regulation of single stranded viral RNA replication via double stranded DNA intermediateDNA topoisomerase 2-alphaHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIDNA topoisomerase 2-alphaHomo sapiens (human)
rhythmic processDNA topoisomerase 2-alphaHomo sapiens (human)
negative regulation of DNA duplex unwindingDNA topoisomerase 2-alphaHomo sapiens (human)
resolution of meiotic recombination intermediatesDNA topoisomerase 2-alphaHomo sapiens (human)
sister chromatid segregationDNA topoisomerase 2-alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (13)

Processvia Protein(s)Taxonomy
magnesium ion bindingDNA topoisomerase 2-alphaHomo sapiens (human)
DNA bindingDNA topoisomerase 2-alphaHomo sapiens (human)
chromatin bindingDNA topoisomerase 2-alphaHomo sapiens (human)
RNA bindingDNA topoisomerase 2-alphaHomo sapiens (human)
DNA topoisomerase type II (double strand cut, ATP-hydrolyzing) activityDNA topoisomerase 2-alphaHomo sapiens (human)
protein kinase C bindingDNA topoisomerase 2-alphaHomo sapiens (human)
protein bindingDNA topoisomerase 2-alphaHomo sapiens (human)
ATP bindingDNA topoisomerase 2-alphaHomo sapiens (human)
ATP-dependent activity, acting on DNADNA topoisomerase 2-alphaHomo sapiens (human)
DNA binding, bendingDNA topoisomerase 2-alphaHomo sapiens (human)
protein homodimerization activityDNA topoisomerase 2-alphaHomo sapiens (human)
ubiquitin bindingDNA topoisomerase 2-alphaHomo sapiens (human)
protein heterodimerization activityDNA topoisomerase 2-alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (12)

Processvia Protein(s)Taxonomy
nucleolusDNA topoisomerase 2-alphaHomo sapiens (human)
nuclear chromosomeDNA topoisomerase 2-alphaHomo sapiens (human)
centrioleDNA topoisomerase 2-alphaHomo sapiens (human)
chromosome, centromeric regionDNA topoisomerase 2-alphaHomo sapiens (human)
condensed chromosomeDNA topoisomerase 2-alphaHomo sapiens (human)
male germ cell nucleusDNA topoisomerase 2-alphaHomo sapiens (human)
nucleusDNA topoisomerase 2-alphaHomo sapiens (human)
nucleoplasmDNA topoisomerase 2-alphaHomo sapiens (human)
nucleolusDNA topoisomerase 2-alphaHomo sapiens (human)
cytoplasmDNA topoisomerase 2-alphaHomo sapiens (human)
DNA topoisomerase type II (double strand cut, ATP-hydrolyzing) complexDNA topoisomerase 2-alphaHomo sapiens (human)
protein-containing complexDNA topoisomerase 2-alphaHomo sapiens (human)
ribonucleoprotein complexDNA topoisomerase 2-alphaHomo sapiens (human)
nucleusDNA topoisomerase 2-alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (24)

Assay IDTitleYearJournalArticle
AID1131030Iron chelating activity assessed as removal of iron from ferritin after 20 hrs by atomic absorption spectrophotometric analysis1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
Synthesis and evaluation of the thiosemicarbazone, dithiocarbazonate, and 2'-pyrazinylhydrazone of pyrazinecarboxaldehyde as agents for the treatment of iron overload.
AID95953Percent inhibition on the biosynthesis of proteins of promastigotes of Leishmania donovani at 53 uM concentration1989Journal of medicinal chemistry, Jun, Volume: 32, Issue:6
Hybrid molecules: growth inhibition of Leishmania donovani promastigotes by thiosemicarbazones of 3-carboxy-beta-carbolines.
AID95930Concentration of compound provoking 50% inhibition on growth of Leishmania donovani promastigotes multiplication1989Journal of medicinal chemistry, Jun, Volume: 32, Issue:6
Hybrid molecules: growth inhibition of Leishmania donovani promastigotes by thiosemicarbazones of 3-carboxy-beta-carbolines.
AID1131029Iron chelating activity assessed as removal of [59]-Fe from [59]-Fe-labeled transferrin at 1 mM measured per hr by spectrometric analysis1979Journal of medicinal chemistry, Nov, Volume: 22, Issue:11
Synthesis and evaluation of the thiosemicarbazone, dithiocarbazonate, and 2'-pyrazinylhydrazone of pyrazinecarboxaldehyde as agents for the treatment of iron overload.
AID95948Percent inhibition on the biosynthesis of proteins of promastigotes of Leishmania donovani at 26.6 uM concentration1989Journal of medicinal chemistry, Jun, Volume: 32, Issue:6
Hybrid molecules: growth inhibition of Leishmania donovani promastigotes by thiosemicarbazones of 3-carboxy-beta-carbolines.
AID96100Percent inhibition on the growth of the promastigotes of Leishmania donovani at 53 uM concentration1989Journal of medicinal chemistry, Jun, Volume: 32, Issue:6
Hybrid molecules: growth inhibition of Leishmania donovani promastigotes by thiosemicarbazones of 3-carboxy-beta-carbolines.
AID613823Dissociation constant, pKa of the compound2011European journal of medicinal chemistry, Sep, Volume: 46, Issue:9
Refinement of arylthiosemicarbazone pharmacophore in inhibition of mushroom tyrosinase.
AID95946Percent inhibition on the biosynthesis of RNA of promastigotes of Leishmania donovani at 53 uM concentration1989Journal of medicinal chemistry, Jun, Volume: 32, Issue:6
Hybrid molecules: growth inhibition of Leishmania donovani promastigotes by thiosemicarbazones of 3-carboxy-beta-carbolines.
AID95941Percent inhibition on the biosynthesis of RNA of promastigotes of Leishmania donovani at 26.6 uM concentration1989Journal of medicinal chemistry, Jun, Volume: 32, Issue:6
Hybrid molecules: growth inhibition of Leishmania donovani promastigotes by thiosemicarbazones of 3-carboxy-beta-carbolines.
AID591714Growth inhibition against human SK-BR-3 cells after 24 hrs by MTT assay2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
Role of metalation in the topoisomerase IIα inhibition and antiproliferation activity of a series of α-heterocyclic-N4-substituted thiosemicarbazones and their Cu(II) complexes.
AID95955Percent inhibition on the growth of the promastigotes of Leishmania donovani at 26.6 uM concentration1989Journal of medicinal chemistry, Jun, Volume: 32, Issue:6
Hybrid molecules: growth inhibition of Leishmania donovani promastigotes by thiosemicarbazones of 3-carboxy-beta-carbolines.
AID527288Inhibition of melanogenesis in mouse B16 cells at 10 uM2010Bioorganic & medicinal chemistry letters, Nov-15, Volume: 20, Issue:22
Structural characteristics of thiosemicarbazones as inhibitors of melanogenesis.
AID95939Percent inhibition on the biosynthesis of DNA of promastigotes of Leishmania donovani at 53 uM concentration1989Journal of medicinal chemistry, Jun, Volume: 32, Issue:6
Hybrid molecules: growth inhibition of Leishmania donovani promastigotes by thiosemicarbazones of 3-carboxy-beta-carbolines.
AID1188739Inhibition of recombinant Trypanosoma cruzi cruzain using Z-Phe-Argaminomethylcoumarin as fluorogenic substrate preincubated for 10 mins before substrate addition by fluorimetry2014European journal of medicinal chemistry, Oct-30, Volume: 862-Pyridyl thiazoles as novel anti-Trypanosoma cruzi agents: structural design, synthesis and pharmacological evaluation.
AID95932Concentration of compound provoking >99% irreversible after removal of drugs from culture medium inhibition on growth of Leishmania donovani promastigotes multiplication1989Journal of medicinal chemistry, Jun, Volume: 32, Issue:6
Hybrid molecules: growth inhibition of Leishmania donovani promastigotes by thiosemicarbazones of 3-carboxy-beta-carbolines.
AID591712Inhibition of human topoisomerase 2 alpha-mediated relaxation of supercoiled pHOT DNA after 30 mins by agarose gel electrophoresis2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
Role of metalation in the topoisomerase IIα inhibition and antiproliferation activity of a series of α-heterocyclic-N4-substituted thiosemicarbazones and their Cu(II) complexes.
AID1188736Inhibition of recombinant Trypanosoma cruzi cruzain using Z-Phe-Argaminomethylcoumarin as fluorogenic substrate preincubated at 100 uM for 10 mins before substrate addition by fluorimetry2014European journal of medicinal chemistry, Oct-30, Volume: 862-Pyridyl thiazoles as novel anti-Trypanosoma cruzi agents: structural design, synthesis and pharmacological evaluation.
AID1188734Antitrypanosomal activity against trypomastigote forms of Trypanosoma cruzi Y infected in LLC-MK2 cells assessed as reduction in viable parasites after 24 hrs by Neubauer chamber counting method2014European journal of medicinal chemistry, Oct-30, Volume: 862-Pyridyl thiazoles as novel anti-Trypanosoma cruzi agents: structural design, synthesis and pharmacological evaluation.
AID527289Inhibition of melanogenesis in mouse B16 cells2010Bioorganic & medicinal chemistry letters, Nov-15, Volume: 20, Issue:22
Structural characteristics of thiosemicarbazones as inhibitors of melanogenesis.
AID613824Inhibition of diphenolase activity of mushroom tyrosinase using L-DOPA as substrate preincubated for 5 mins by spectroscopic method2011European journal of medicinal chemistry, Sep, Volume: 46, Issue:9
Refinement of arylthiosemicarbazone pharmacophore in inhibition of mushroom tyrosinase.
AID95934Percent inhibition on the biosynthesis of DNA of promastigotes of Leishmania donovani at 26.6 uM concentration1989Journal of medicinal chemistry, Jun, Volume: 32, Issue:6
Hybrid molecules: growth inhibition of Leishmania donovani promastigotes by thiosemicarbazones of 3-carboxy-beta-carbolines.
AID1188733Cytotoxicity against human HepG2 cells after 48 hrs by2014European journal of medicinal chemistry, Oct-30, Volume: 862-Pyridyl thiazoles as novel anti-Trypanosoma cruzi agents: structural design, synthesis and pharmacological evaluation.
AID1188735Trypanocidal activity against epimastigote forms of Trypanosoma cruzi Y assessed as reduction in viable parasites after 11 days by Neubauer chamber counting method2014European journal of medicinal chemistry, Oct-30, Volume: 862-Pyridyl thiazoles as novel anti-Trypanosoma cruzi agents: structural design, synthesis and pharmacological evaluation.
AID591713Inhibition of human topoisomerase 2 alpha-mediated relaxation of supercoiled pHOT DNA at 100 uM after 30 mins by agarose gel electrophoresis2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
Role of metalation in the topoisomerase IIα inhibition and antiproliferation activity of a series of α-heterocyclic-N4-substituted thiosemicarbazones and their Cu(II) complexes.
[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-19907 (35.00)18.7374
1990's3 (15.00)18.2507
2000's2 (10.00)29.6817
2010's6 (30.00)24.3611
2020's2 (10.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (13.64%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other19 (86.36%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]