Compounds > 2-acetylpyridine-4-methyl-3-thiosemicarbazone
Page last updated: 2024-12-10

2-acetylpyridine-4-methyl-3-thiosemicarbazone

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

Cross-References

ID SourceID
PubMed CID5996579
CHEMBL ID446813
SCHEMBL ID17987719
MeSH IDM0174666

Synonyms (20)

Synonym
1-methyl-3-[(e)-1-(2-pyridyl)ethylideneamino]thiourea
hapmtsc
(1e)-1-(2-pyridinyl)ethanone n-methylthiosemicarbazone
4-methyl-1-(1-(2-pyridyl)ethylidene)-3-thiosemicarbazide
nsc 293870
2-acetylpyridine-4-methyl-3-thiosemicarbazone
semicarbazide, 4-methyl-1-(1-(2-pyridyl)ethylidene)-3-thio-
ketone, methyl 2-pyridyl, 4-methyl-3-thiosemicarbazone
nsc-293870
hydrazinecarbothioamide, n-methyl-2-[1-(2-pyridinyl)ethylidene]-
nsc293870
2-acetylpyridine-n(4)-methyl-thiosemicarbazone
CHEMBL446813 ,
n-methyl-2-(1-(pyridin-2-yl)ethylidene)hydrazinecarbothioamide
2-acetylpyridine 4-methyl-3-thiosemicarbazone
(e)-n-methyl-2-(1-(pyridin-2-yl)ethylidene)hydrazinecarbothioamide
bdbm50341549
SCHEMBL17987719
Z49612477
(e)-2-acetylpyridine 4-methyl-thiosemicarbazone
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
DNA topoisomerase 2-alphaHomo sapiens (human)IC50 (µMol)92.00000.48004.35649.9400AID591712
[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 (17)

Assay IDTitleYearJournalArticle
AID1332977Antitubercular activity against Mycobacterium tuberculosis H37Rv ATCC 27294 after 7 days by microplate alamar blue assay2016European journal of medicinal chemistry, Nov-10, Volume: 123Synthesis and biological activity of furoxan derivatives against Mycobacterium tuberculosis.
AID1480892Cytotoxicity against mouse J774A.1 cells after 24 to 72 hrs by MTT assay2017European journal of medicinal chemistry, Apr-21, Volume: 130Desing and synthesis of potent anti-Trypanosoma cruzi agents new thiazoles derivatives which induce apoptotic parasite death.
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.
AID370485Antiproliferative activity against human SK-N-MC cells after 72 hrs by MTT assay2009Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
2-Acetylpyridine thiosemicarbazones are potent iron chelators and antiproliferative agents: redox activity, iron complexation and characterization of their antitumor activity.
AID370489Reduction of cellular iron uptake from 59Fe]transferrin in human SK-N-MC cells at 25 uM after 3 hrs relative to control2009Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
2-Acetylpyridine thiosemicarbazones are potent iron chelators and antiproliferative agents: redox activity, iron complexation and characterization of their antitumor activity.
AID1480890Antitrypanosomal activity against bloodstream trypomastigote stage of Trypanosoma cruzi Y infected in monkey LLC-MK2 cells measured after 24 hrs by neubauer chamber method2017European journal of medicinal chemistry, Apr-21, Volume: 130Desing and synthesis of potent anti-Trypanosoma cruzi agents new thiazoles derivatives which induce apoptotic parasite death.
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.
AID370487Induction of iron mobilization in 59Fe]transferrin labeled human SK-N-MC cells assessed as iron release at 25 uM after 3 hrs by gamma scintillation counter2009Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
2-Acetylpyridine thiosemicarbazones are potent iron chelators and antiproliferative agents: redox activity, iron complexation and characterization of their antitumor activity.
AID490968Cytotoxicity against human K562 cells after 48 hrs by MTT assay2010European journal of medicinal chemistry, Jul, Volume: 45, Issue:7
Mn(II), Co(II) and Zn(II) complexes with heterocyclic substituted thiosemicarbazones: synthesis, characterization, X-ray crystal structures and antitumor comparison.
AID370486Octanol-water partition coefficient, log P of the compound2009Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
2-Acetylpyridine thiosemicarbazones are potent iron chelators and antiproliferative agents: redox activity, iron complexation and characterization of their antitumor activity.
AID478786Cytotoxicity against mouse J774 cells after 24 hrs by resazurin assay2010European journal of medicinal chemistry, May, Volume: 45, Issue:5
Thiosemicarbazones, semicarbazones, dithiocarbazates and hydrazide/hydrazones: anti-Mycobacterium tuberculosis activity and cytotoxicity.
AID1480893Selectivity index, ratio of highest non-cytotoxic concentration for mouse J774A.1 cells to CC50 for bloodstream trypomastigote stage of Trypanosoma cruzi Y infected in monkey LLC-MK2 cells2017European journal of medicinal chemistry, Apr-21, Volume: 130Desing and synthesis of potent anti-Trypanosoma cruzi agents new thiazoles derivatives which induce apoptotic parasite death.
AID478785Antimycobacterial activity against Mycobacterium tuberculosis H37Rv after 7 days by resazurine microtiter assay2010European journal of medicinal chemistry, May, Volume: 45, Issue:5
Thiosemicarbazones, semicarbazones, dithiocarbazates and hydrazide/hydrazones: anti-Mycobacterium tuberculosis activity and cytotoxicity.
AID478787Selectivity index, ratio of IC50 for mouse J774 cells to MIC for Mycobacterium tuberculosis H37Rv2010European journal of medicinal chemistry, May, Volume: 45, Issue:5
Thiosemicarbazones, semicarbazones, dithiocarbazates and hydrazide/hydrazones: anti-Mycobacterium tuberculosis activity and cytotoxicity.
AID1480891Antitrypanosomal activity against Trypanosoma cruzi Dm28c epimastigotes measured after 4 to 5 days by neubauer chamber method2017European journal of medicinal chemistry, Apr-21, Volume: 130Desing and synthesis of potent anti-Trypanosoma cruzi agents new thiazoles derivatives which induce apoptotic parasite death.
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.
AID370490Induction of iron removal from 59Fe]transferrin assessed as iron release after 3 hrs relative to control2009Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
2-Acetylpyridine thiosemicarbazones are potent iron chelators and antiproliferative agents: redox activity, iron complexation and characterization of their antitumor activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (14.29)18.2507
2000's1 (14.29)29.6817
2010's5 (71.43)24.3611
2020's0 (0.00)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%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
pyrazinamide
pyrazinecarboxamide : A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of pyrazinoic acid (pyrazine-2-carboxylic acid) with ammonia. A prodrug for pyrazinoic acid, pyrazinecarboxamide is used as part of multidrug regimens for the treatment of tuberculosis.		2.1310monocarboxylic acid amide;
N-acylammonia;
pyrazines		antitubercular agent;
prodrug
deferiprone
Deferiprone: A pyridone derivative and iron chelator that is used in the treatment of IRON OVERLOAD in patients with THALASSEMIA.. deferiprone : A member of the class of 4-pyridones that is pyridin-4(1H)-one substituted at positions 1 and 2 by methyl groups and at position 3 by a hydroxy group. A lipid-soluble iron-chelator used for treatment of thalassaemia.		2.05104-pyridonesiron chelator;
protective agent
deferoxamine
Deferoxamine: Natural product isolated from Streptomyces pilosus. It forms iron complexes and is used as a chelating agent, particularly in the mesylate form.. desferrioxamine B : An acyclic desferrioxamine that is butanedioic acid in which one of the carboxy groups undergoes formal condensation with the primary amino group of N-(5-aminopentyl)-N-hydroxyacetamide and the second carboxy group undergoes formal condensation with the hydroxyamino group of N(1)-(5-aminopentyl)-N(1)-hydroxy-N(4)-[5-(hydroxyamino)pentyl]butanediamide. It is a siderophore native to Streptomyces pilosus biosynthesised by the DesABCD enzyme cluster as a high affinity Fe(III) chelator.		2.0510acyclic desferrioxaminebacterial metabolite;
ferroptosis inhibitor;
iron chelator;
siderophore
isoniazid
Hydra: A genus of freshwater polyps in the family Hydridae, order Hydroida, class HYDROZOA. They are of special interest because of their complex organization and because their adult organization corresponds roughly to the gastrula of higher animals.. hydrazide : Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing -OH by -NRNR2 (R groups are commonly H). (IUPAC).		2.1310carbohydrazideantitubercular agent;
drug allergen
thenoyltrifluoroacetone
Thenoyltrifluoroacetone: Chelating agent and inhibitor of cellular respiration.		2.1310
kanamycin a
Kanamycin: Antibiotic complex produced by Streptomyces kanamyceticus from Japanese soil. Comprises 3 components: kanamycin A, the major component, and kanamycins B and C, the minor components.. kanamycin : Kanamycin is a naturally occurring antibiotic complex from Streptomyces kanamyceticus that consists of several components: kanamycin A, the major component (also usually designated as kanamycin), and kanamycins B, C, D and X the minor components.		2.1310kanamycinsbacterial metabolite
cycloserine
Cycloserine: Antibiotic substance produced by Streptomyces garyphalus.. D-cycloserine : A 4-amino-1,2-oxazolidin-3-one that has R configuration. It is an antibiotic produced by Streptomyces garyphalus or S. orchidaceus and is used as part of a multi-drug regimen for the treatment of tuberculosis when resistance to, or toxicity from, primary drugs has developed. An analogue of D-alanine, it interferes with bacterial cell wall synthesis in the cytoplasm by competitive inhibition of L-alanine racemase (which forms D-alanine from L-alanine) and D-alanine--D-alanine ligase (which incorporates D-alanine into the pentapeptide required for peptidoglycan formation and bacterial cell wall synthesis).		2.13104-amino-1,2-oxazolidin-3-one;
organonitrogen heterocyclic antibiotic;
organooxygen heterocyclic antibiotic;
zwitterion		antiinfective agent;
antimetabolite;
antitubercular agent;
metabolite;
NMDA receptor agonist
isosorbide dinitrate
Isosorbide Dinitrate: A vasodilator used in the treatment of ANGINA PECTORIS. Its actions are similar to NITROGLYCERIN but with a slower onset of action.		2.1310glucitol derivative;
nitrate ester		nitric oxide donor;
vasodilator agent
1,3-butylene glycol
1,3-butylene glycol: RN given refers to cpd without isomeric designation. butane-1,3-diol : A butanediol compound having two hydroxy groups in the 1- and 3-positions.		1.9710butanediol;
glycol
benzonidazole
benzonidazole: used in treatment of Chagas' disease. benznidazole : A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitroimidazol-1-yl)acetic acid with the aromatic amino group of benzylamine. Used for treatment of Chagas disease.		2.1510C-nitro compound;
imidazoles;
monocarboxylic acid amide		antiprotozoal drug
4,4,4-trifluoro-1-phenyl-1,3-butanedione
4,4,4-trifluoro-1-phenyl-1,3-butanedione: can trap reactive metabolites of carcinogens		2.1310
merbarone
merbarone: structure given in first source		2.0610
2-formylpyridine thiosemicarbazone
2-formylpyridine thiosemicarbazone: structure; RN given refers to parent cpd without isomeric designation		2.0610
2-acetylpyridine thiosemicarbazone
2-acetylpyridine thiosemicarbazone: RN given refers to parent cpd		3.1350
thiosemicarbazone h
thiosemicarbazone H: antibacterial & antiparasitic properties; structure given in first source		2.0510
2-acetylpyridine semicarbazone
[no description available]		2.4120
di-2-pyridylketone-4,4-dimethyl-3-thiosemicarbazone
[no description available]		2.0510
di-2-pyridyl ketone isonicotinoyl hydrazone
di-2-pyridyl ketone isonicotinoyl hydrazone: a chelating agent; structure in first source		2.0510
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)		2.1310cyclic 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
salinazid
[no description available]		2.1310aromatic carboxylic acid;
pyridinemonocarboxylic acid
2-hydroxy-1-naphthylaldehyde isonicotinoyl hydrazone
2-hydroxy-1-naphthylaldehyde isonicotinoyl hydrazone: structure in first source		2.0510
pyridoxal isonicotinoyl hydrazone
pyridoxal isonicotinoyl hydrazone: acts as iron chelating agent		2.0510
ConditionIndicatedRelationship StrengthStudiesTrials
American Trypanosomiasis
[description not available]		02.1510
Chagas Disease
Infection with the protozoan parasite TRYPANOSOMA CRUZI, a form of TRYPANOSOMIASIS endemic in Central and South America. It is named after the Brazilian physician Carlos Chagas, who discovered the parasite. Infection by the parasite (positive serologic result only) is distinguished from the clinical manifestations that develop years later, such as destruction of PARASYMPATHETIC GANGLIA; CHAGAS CARDIOMYOPATHY; and dysfunction of the ESOPHAGUS or COLON.		02.1510
Female Genital Diseases
[description not available]		01.9710
Herpes Simplex Virus Infection
[description not available]		01.9710
Genital Diseases, Female
Pathological processes involving the female reproductive tract (GENITALIA, FEMALE).		01.9710
Herpes Simplex
A group of acute infections caused by herpes simplex virus type 1 or type 2 that is characterized by the development of one or more small fluid-filled vesicles with a raised erythematous base on the skin or mucous membrane. It occurs as a primary infection or recurs due to a reactivation of a latent infection. (Dorland, 27th ed.)		01.9710