Page last updated: 2024-12-11

3-aminopyridine-2-carboxaldehyde thiosemicarbazone

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Description

3-aminopyridine-2-carboxaldehyde thiosemicarbazone: a neuroprotective agent; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9571836
CHEMBL ID231616
SCHEMBL ID29370
MeSH IDM0209583

Synonyms (50)

Synonym
3-aminopyridine-2-carboxaldehyde- thiosemicarbazone
236392-56-6
[(e)-(3-amino-2-pyridyl)methyleneamino]thiourea
nsc-663249
triapine ,
3-apct
pan 811
hydrazinecarbothioamide, 2-((3-amino-2-pyridinyl)methylene)-
3-ap
ocx 191
3-aminopyridine-2-carboxaldehyde thiosemicarbazone
nsc 663249
pan811
pan-811
143621-35-6
CHEMBL231616
ocx-0191
ocx-191
[(3-aminopyridin-2-yl)methylideneamino]thiourea
AKOS006273720
3-aminopyridine-2-carboxaldehyde-thiosemicarbazone
unii-u4xil4091c
u4xil4091c ,
S7470
ocx 191 [who-dd]
HY-10082
SCHEMBL29370
2-((3-aminopyridin-2-yl)methylene)hydrazinecarbothioamide
200933-27-3
mfcd00924747
2-[(3-amino-2-pyridinyl)methylene]hydrazinecarbothioamide
3-aminopyridine-2-carbaldehyde-thiosemicarbazone
bdbm50198892
A879844
DB11940
2-((3-aminopyridin-2-yl)methylene)hydrazine-1-carbothioamide
[(e)-(3-aminopyridin-2-yl)methylideneamino]thiourea
DTXSID90893923
pan-811;nsc# 663249;ocx191
(e)-2-((3-aminopyridin-2-yl)methylene)hydrazine-1-carbothioamide
AS-16679
CCG-266543
nsc-759096
nsc759096
EX-A1926
hydrazinecarbothioamide, 2-[(3-amino-2-pyridinyl)methylene]-, (e)-
A857776
A936642
AC-36254
(2e)-2-[(3-amino-2-pyridinyl)methylene]hydrazinecarbothioamide

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Iron (Fe) chelation therapy was initially designed to alleviate the toxic effects of excess Fe evident in Fe-overload diseases."( Future of toxicology--iron chelators and differing modes of action and toxicity: the changing face of iron chelation therapy.
Kalinowski, DS; Richardson, DR, 2007
)
0.34

Pharmacokinetics

ExcerptReferenceRelevance
" Based on these clinical, pharmacokinetic, and pharmacodynamic data, Triapine warrants further study in patients with hematologic malignancies."( Phase I and pharmacodynamic study of Triapine, a novel ribonucleotide reductase inhibitor, in patients with advanced leukemia.
Alvarado, Y; Brown, RA; Cahill, A; Cortes, JE; DiPersio, JF; Faderl, S; Fracasso, PM; Gandhi, V; Garcia-Manero, G; Giles, FJ; Kantarjian, HM; Lambert, P; Plunkett, W; Samson, T; Sznol, M; Thomas, DA; Verstovsek, S; Wright, LP, 2003
)
0.32
" Triapine showed linear pharmacokinetic behavior although interpatient variability was relatively high."( Phase I and pharmacokinetic study of triapine, a potent ribonucleotide reductase inhibitor, administered daily for five days in patients with advanced solid tumors.
Clairmont, C; Doyle, T; Lambert, P; Modiano, M; Murren, J; Savaraj, N; Sznol, M, 2003
)
0.32
" Detailed pharmacokinetic studies demonstrated linear kinetics up to 160 mg/m(2), with substantial inter-patient variability."( Phase I and pharmacokinetic study of the ribonucleotide reductase inhibitor, 3-aminopyridine-2-carboxaldehyde thiosemicarbazone, administered by 96-hour intravenous continuous infusion.
Clairmont, C; Fehn, K; Lambert, P; Makower, D; Sznol, M; Wadler, S, 2004
)
0.55
" Limited pharmacokinetic data did not suggest any clinically relevant pharmacological influence of 3-AP on gemcitabine."( A multicenter phase II trial of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP, Triapine) and gemcitabine in advanced non-small-cell lung cancer with pharmacokinetic evaluation using peripheral blood mononuclear cells.
Chan, AT; Goh, BC; Lam, KC; Leong, SS; Ma, B; Mo, F; Mok, T; Soo, R; Tan, EH; Wang, LZ; Zee, B, 2008
)
0.63
"The purpose of this study was to develop a population pharmacokinetic (PK) model for 3-AP, to evaluate the effect of ABCB1 polymorphisms on the pharmacokinetic profile of 3-AP, and to assess the relationship between 3AP disposition and patient covariates."( Population pharmacokinetics of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (Triapine®) in cancer patients.
Alberti, D; Brundage, RC; Holen, K; Ivy, P; Kolesar, J; Pomplun, M; Traynor, A; Wilding, G, 2011
)
0.66

Compound-Compound Interactions

ExcerptReferenceRelevance
" The primary objective of the study was to establish the maximum tolerated dose of 3-AP when given in combination with a fixed dose of cytarabine."( Phase I study of the ribonucleotide reductase inhibitor 3-aminopyridine-2-carboxaldehyde-thiosemicarbazone (3-AP) in combination with high dose cytarabine in patients with advanced myeloid leukemia.
Delaney, SM; Dolan, ME; Gajria, D; Karrison, TG; Larson, RA; Odenike, OM; Ratain, MJ; Stock, W, 2008
)
0.35
"To assess the maximum-tolerated dose (MTD), dose-limiting toxicity (DLT), pharmacokinetics and antitumor activity of Triapine administered in combination with doxorubicin."( A phase I study of Triapine in combination with doxorubicin in patients with advanced solid tumors.
Alberti, D; Eickhoff, J; Huang, W; Ivy, P; Jiang, Z; Kolesar, JM; Lee, F; Marnocha, R; Morgan-Meadows, S; Pomplun, M; Schelman, WR; Traynor, AM; Wilding, G, 2009
)
0.35
" Confirmatory clinical trials may further define the in vivo triapine metabolic fate and quantify any drug-drug interactions."( In vitro evaluation of the metabolic enzymes and drug interaction potential of triapine.
Beumer, JH; Chaphekar, N; Chu, E; Guo, J; Jones, R; Joshi, A; Kiesel, BF; Kunos, CA; Taylor, S; Venkataramanan, R, 2020
)
0.56

Bioavailability

ExcerptReferenceRelevance
" This study was designed to estimate the maximum tolerated dose (MTD) and oral bioavailability of 3-AP in patients with advanced-stage solid tumors."( A phase I and pharmacokinetic study of oral 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP, NSC #663249) in the treatment of advanced-stage solid cancers: a California Cancer Consortium Study.
Belani, CP; Chao, J; Chung, V; Davies, A; Espinoza-Delgado, I; Gandara, DR; Gitlitz, BJ; Kunos, C; Lau, DH; Lenz, HJ; Lim, D; Longmate, J; McNamara, M; Morgan, RJ; Newman, EM; Ramalingam, SS; Shibata, S; Stoller, RG; Synold, TW; Yen, Y, 2012
)
0.64
" Dose-limiting toxicities (DLT) and bioavailability were evaluated."( A phase I and pharmacokinetic study of oral 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP, NSC #663249) in the treatment of advanced-stage solid cancers: a California Cancer Consortium Study.
Belani, CP; Chao, J; Chung, V; Davies, A; Espinoza-Delgado, I; Gandara, DR; Gitlitz, BJ; Kunos, C; Lau, DH; Lenz, HJ; Lim, D; Longmate, J; McNamara, M; Morgan, RJ; Newman, EM; Ramalingam, SS; Shibata, S; Stoller, RG; Synold, TW; Yen, Y, 2012
)
0.64
" The oral bioavailability of 3-AP was 67 ± 29% and was consistent with the finding that the MTD by the oral route was 33% higher than by the intravenous route."( A phase I and pharmacokinetic study of oral 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP, NSC #663249) in the treatment of advanced-stage solid cancers: a California Cancer Consortium Study.
Belani, CP; Chao, J; Chung, V; Davies, A; Espinoza-Delgado, I; Gandara, DR; Gitlitz, BJ; Kunos, C; Lau, DH; Lenz, HJ; Lim, D; Longmate, J; McNamara, M; Morgan, RJ; Newman, EM; Ramalingam, SS; Shibata, S; Stoller, RG; Synold, TW; Yen, Y, 2012
)
0.64
" This LC-MS/MS assay will be an essential tool to further define the pharmacokinetics and oral bioavailability of triapine."( LC-MS/MS assay for the quantitation of the ribonucleotide reductase inhibitor triapine in human plasma.
Beumer, JH; Chu, E; Eiseman, JL; Guo, J; Huang, M; Ivy, SP; Kiesel, BF; Kunos, C; Matsumoto, J; Parise, RA; Taylor, S, 2017
)
0.46
" Remarkedly, 10 showed good bioavailability and inhibited tumor growth in mouse xenograft models."( Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
Cao, H; Chen, G; Fang, Y; Jin, T; Kang, J; Li, Y; Lou, C; Niu, C; Sun, L; Wei, W; Yi, J; Zhu, J, 2019
)
0.51

Dosage Studied

ExcerptRelevanceReference
" Optimum anticancer activity required twice daily dosing due to the duration of inhibition of DNA synthesis which lasted about 10 hr in L1210 cells treated with Triapine in vivo."( Triapine (3-aminopyridine-2-carboxaldehyde- thiosemicarbazone): A potent inhibitor of ribonucleotide reductase activity with broad spectrum antitumor activity.
Cheng, Y; Finch, RA; Grill, SP; Liu, M; Loomis, R; Rose, WC; Sartorelli, AC; Vasquez, KM, 2000
)
0.31
" More significantly, the ortho-phosphate prodrug 21 demonstrated impressive antitumor effect using once-a-day dosing regimen."( Syntheses and antitumor activities of potent inhibitors of ribonucleotide reductase: 3-amino-4-methylpyridine-2-carboxaldehyde-thiosemicarba-zone (3-AMP), 3-amino-pyridine-2-carboxaldehyde-thiosemicarbazone (3-AP) and its water-soluble prodrugs.
Chen, SH; Doyle, TW; King, I; Li, J; Zheng , LM, 2001
)
0.31
" One DLT in 6 evaluable patients established the MTD as 150 mg per dose on this dosing schedule."( A phase I and pharmacokinetic study of oral 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP, NSC #663249) in the treatment of advanced-stage solid cancers: a California Cancer Consortium Study.
Belani, CP; Chao, J; Chung, V; Davies, A; Espinoza-Delgado, I; Gandara, DR; Gitlitz, BJ; Kunos, C; Lau, DH; Lenz, HJ; Lim, D; Longmate, J; McNamara, M; Morgan, RJ; Newman, EM; Ramalingam, SS; Shibata, S; Stoller, RG; Synold, TW; Yen, Y, 2012
)
0.64
"We evaluated 3 dosage levels of triapine (24 mg/m2, 48 mg/m2, 72 mg/m2) administered with 50."( A dose escalation and pharmacodynamic study of triapine and radiation in patients with locally advanced pancreas cancer.
Bekaii-Saab, T; Bloomston, M; Grecula, J; Grever, M; Harper, E; Ivy, SP; Jia, G; Kefauver, C; Knopp, M; Martin, LK; Otterson, GA; Wei, L; Wu, X; Yang, X; Yen, Y; Zhou, BS, 2012
)
0.38
" Four patients (1 nonevaluable) were enrolled at dosage level 1 (DL1), 3 patients at DL2, and 5 patients (2 nonevaluable) at DL3."( A dose escalation and pharmacodynamic study of triapine and radiation in patients with locally advanced pancreas cancer.
Bekaii-Saab, T; Bloomston, M; Grecula, J; Grever, M; Harper, E; Ivy, SP; Jia, G; Kefauver, C; Knopp, M; Martin, LK; Otterson, GA; Wei, L; Wu, X; Yang, X; Yen, Y; Zhou, BS, 2012
)
0.38
" Recent patents show that the controlled or sustained release dosage form of the thiosemicarbazone derivatives along with ionizing radiations is used for the treatment of proliferative diseases (US20110152281, US20110245304, US20120172217)."( Aryl- and heteroaryl-thiosemicarbazone derivatives and their metal complexes: a pharmacological template.
Cerqueira, NM; Fernandes, PA; Moorthy, NS; Ramos, MJ, 2013
)
0.39
" 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)
Ribonucleoside-diphosphate reductase subunit M2Homo sapiens (human)IC50 (µMol)0.18500.18500.18500.1850AID1472802
CDGSH iron-sulfur domain-containing protein 1Homo sapiens (human)IC50 (µMol)9.07800.73103.79949.0780AID1323834
CDGSH iron-sulfur domain-containing protein 1Homo sapiens (human)Ki0.38800.03101.20547.2910AID1323835
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (9)

Processvia Protein(s)Taxonomy
blastocyst developmentRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
ribonucleoside diphosphate metabolic processRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
deoxyribonucleotide biosynthetic processRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
2'-deoxyribonucleotide biosynthetic processRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
protein heterotetramerizationRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
positive regulation of G1/S transition of mitotic cell cycleRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
regulation of autophagyCDGSH iron-sulfur domain-containing protein 1Homo sapiens (human)
regulation of cellular respirationCDGSH iron-sulfur domain-containing protein 1Homo sapiens (human)
protein maturation by [2Fe-2S] cluster transferCDGSH iron-sulfur domain-containing protein 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
ribonucleoside-diphosphate reductase activity, thioredoxin disulfide as acceptorRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
protein bindingRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
ferric iron bindingRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
protein homodimerization activityRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
pyridoxal phosphate bindingCDGSH iron-sulfur domain-containing protein 1Homo sapiens (human)
identical protein bindingCDGSH iron-sulfur domain-containing protein 1Homo sapiens (human)
protein homodimerization activityCDGSH iron-sulfur domain-containing protein 1Homo sapiens (human)
metal ion bindingCDGSH iron-sulfur domain-containing protein 1Homo sapiens (human)
L-cysteine transaminase activityCDGSH iron-sulfur domain-containing protein 1Homo sapiens (human)
2 iron, 2 sulfur cluster bindingCDGSH iron-sulfur domain-containing protein 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
nucleusRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
cytosolRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
ribonucleoside-diphosphate reductase complexRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
cytosolRibonucleoside-diphosphate reductase subunit M2Homo sapiens (human)
mitochondrionCDGSH iron-sulfur domain-containing protein 1Homo sapiens (human)
mitochondrial outer membraneCDGSH iron-sulfur domain-containing protein 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (114)

Assay IDTitleYearJournalArticle
AID1472802Inhibition of human RRM2 expressed in Escherichia coli BL21-codon plus(DE3) using [14C]-ADP as substrate after 3 mins by liquid scintillation counting method2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Structure-Guided Synthesis and Mechanistic Studies Reveal Sweetspots on Naphthyl Salicyl Hydrazone Scaffold as Non-Nucleosidic Competitive, Reversible Inhibitors of Human Ribonucleotide Reductase.
AID127872Average survival days at the dose 20x2 mg/ kg in mice bearing the L1210 Leukemia1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID135608Effect on administering twice daily at a dose of 10x2 mg/kg expressed as long term survivors (>60 days); 4/101992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID350247Selectivity ratio of IC50 for human P-gp-negative KB-3-1 cells to human P-glycoprotein-expressing KBV1 cells2009Journal of medicinal chemistry, May-28, Volume: 52, Issue:10
Synthesis, activity, and pharmacophore development for isatin-beta-thiosemicarbazones with selective activity toward multidrug-resistant cells.
AID1319026Induction of lysosomal membrane permeabilization in human KB3-1 cells at 10 uM after 30 mins by acridine orange staining based fluorescence microscopic analysis2016Journal of medicinal chemistry, Sep-22, Volume: 59, Issue:18
Structure-Activity Relationships of Di-2-pyridylketone, 2-Benzoylpyridine, and 2-Acetylpyridine Thiosemicarbazones for Overcoming Pgp-Mediated Drug Resistance.
AID1319020Antiproliferative activity against human KBV1 cells over expressing P-gp after 24 hrs by MTT assay2016Journal of medicinal chemistry, Sep-22, Volume: 59, Issue:18
Structure-Activity Relationships of Di-2-pyridylketone, 2-Benzoylpyridine, and 2-Acetylpyridine Thiosemicarbazones for Overcoming Pgp-Mediated Drug Resistance.
AID1626669Cytotoxicity against human A2780 cells pre-incubated with CuCl2 for 60 mins followed by compound addition for for 72 hrs by MTT assay2016Journal of medicinal chemistry, 07-28, Volume: 59, Issue:14
Impact of Stepwise NH2-Methylation of Triapine on the Physicochemical Properties, Anticancer Activity, and Resistance Circumvention.
AID1626662Cytotoxicity against human KB-3-1 cells incubated for 72 hrs by MTT assay2016Journal of medicinal chemistry, 07-28, Volume: 59, Issue:14
Impact of Stepwise NH2-Methylation of Triapine on the Physicochemical Properties, Anticancer Activity, and Resistance Circumvention.
AID1319018Antiproliferative activity against human KB3-1 cells after 24 hrs by MTT assay2016Journal of medicinal chemistry, Sep-22, Volume: 59, Issue:18
Structure-Activity Relationships of Di-2-pyridylketone, 2-Benzoylpyridine, and 2-Acetylpyridine Thiosemicarbazones for Overcoming Pgp-Mediated Drug Resistance.
AID1692153Antiproliferative activity against human MGC-803 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay2020European journal of medicinal chemistry, Aug-01, Volume: 199Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents.
AID136233Effect of compound on mice bearing the L1210 Leukemia expressed as T/C percent treated/control)-dose 40 mg/ kg1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID1735983Antagonistic antiproliferative activity against human MV4-11 cells assessed as reduction in cell viability at 0.05 to 1000 nM incubated for 48 hrs in presence of copper by cell-titer-Glo luminescent based Chou-Talay method2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID312544Antiproliferative activity against human SK-MN-C cells by MTT assay2008Journal of medicinal chemistry, Jan-24, Volume: 51, Issue:2
Structure-activity relationships of novel iron chelators for the treatment of iron overload disease: the methyl pyrazinylketone isonicotinoyl hydrazone series.
AID135614Effect on administering twice daily at a dose of 20x2 mg/kg expressed as long term survivors (>60 days); 1/101992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID1692161Antiproliferative activity against human MCF7 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay2020European journal of medicinal chemistry, Aug-01, Volume: 199Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents.
AID1692155Selectivity index, ratio of IC50 for cytotoxicity against human GES1 to IC50 for antiproliferative activity against human MGC-803 cells2020European journal of medicinal chemistry, Aug-01, Volume: 199Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents.
AID127723Average change in body weight from onset to termination of therapy in mice bearing the L1210 Leukemia(dose 30x2 mg/ kg )1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID350249Cytotoxicity against human P-gp-negative KB-3-1 cells after 72 hrs by MTT assay2009Journal of medicinal chemistry, May-28, Volume: 52, Issue:10
Synthesis, activity, and pharmacophore development for isatin-beta-thiosemicarbazones with selective activity toward multidrug-resistant cells.
AID1735948Induction of mitochondrial membrane potential loss in human MV4-11 cells measured at 8 to 24 hrs by JC1 staining based FACScalibur flow cytometry analysis2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID1735891Antiproliferative activity against human MV4-11 cells assessed as reduction in cell viability incubated for 48 hrs by cell-titer-Glo luminescent cell viability assay2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID1692159Antiproliferative activity against human EC9706 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay2020European journal of medicinal chemistry, Aug-01, Volume: 199Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents.
AID1626661Resistance factor, ratio of IC50 for triapine-resistant human SW480 cells to IC50 for human SW480 cells incubated for 72 hrs by MTT assay2016Journal of medicinal chemistry, 07-28, Volume: 59, Issue:14
Impact of Stepwise NH2-Methylation of Triapine on the Physicochemical Properties, Anticancer Activity, and Resistance Circumvention.
AID350248Cytotoxicity against human P-glycoprotein-expressing KBV1 cells after 72 hrs by MTT assay2009Journal of medicinal chemistry, May-28, Volume: 52, Issue:10
Synthesis, activity, and pharmacophore development for isatin-beta-thiosemicarbazones with selective activity toward multidrug-resistant cells.
AID1728309Antiproliferative activity against human PC-3 cells assessed as inhibition of cell proliferation measured after 72 hrs by MTT assay2021European journal of medicinal chemistry, Jan-15, Volume: 210Design, synthesis and biological evaluation of novel thiosemicarbazone-indole derivatives targeting prostate cancer cells.
AID1711815Cytotoxicity against human MES-SA cells transfected with mCherry fluorescent protein assessed as inhibition of cell proliferation incubated for 72 hrs by fluorescent assay2016European journal of medicinal chemistry, Jul-19, Volume: 117Design, synthesis and biological evaluation of thiosemicarbazones, hydrazinobenzothiazoles and arylhydrazones as anticancer agents with a potential to overcome multidrug resistance.
AID1610251Antiproliferative activity against human PC3 cells assessed as reduction in cell proliferation incubated for 72 hrs by MTT assay2019European journal of medicinal chemistry, Dec-15, Volume: 184Novel thiosemicarbazone derivatives containing indole fragment as potent and selective anticancer agent.
AID1735886Antiproliferative activity against human KG-1a cells assessed as reduction in cell viability at 0.1 to 100 uM incubated for 48 hrs by cell-titer-Glo luminescent cell viability assay2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID127873Average survival days at the dose 30x2 mg/ kg in mice bearing the L1210 Leukemia1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID1692157Antiproliferative activity against human SGC-7901 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay2020European journal of medicinal chemistry, Aug-01, Volume: 199Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents.
AID345783Inhibition of human recombinant ribonucleotide reductase expressed in BL21 (DE3) bacteria assessed as conversion of [3H]CDP to [3H]dCDP2008Bioorganic & medicinal chemistry letters, Dec-01, Volume: 18, Issue:23
Synthesis and ribonucleotide reductase inhibitory activity of thiosemicarbazones.
AID1319021Antiproliferative activity against human KBV1 cells over expressing P-gp after 24 hrs in presence of P-gp inhibitor elacridar by MTT assay2016Journal of medicinal chemistry, Sep-22, Volume: 59, Issue:18
Structure-Activity Relationships of Di-2-pyridylketone, 2-Benzoylpyridine, and 2-Acetylpyridine Thiosemicarbazones for Overcoming Pgp-Mediated Drug Resistance.
AID1626660Cytotoxicity against triapine-resistant human SW480 cells incubated for 72 hrs by MTT assay2016Journal of medicinal chemistry, 07-28, Volume: 59, Issue:14
Impact of Stepwise NH2-Methylation of Triapine on the Physicochemical Properties, Anticancer Activity, and Resistance Circumvention.
AID1692160Antiproliferative activity against human A549 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay2020European journal of medicinal chemistry, Aug-01, Volume: 199Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents.
AID136228Effect of compound on mice bearing the L1210 Leukemia expressed as T/C percent treated/control)-dose 10x2 mg/ kg1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID8330Compound was evaluated for area under the curve in dog blood.1998Bioorganic & medicinal chemistry letters, Nov-17, Volume: 8, Issue:22
Synthesis and biological evaluation of a water soluble phosphate prodrug of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP).
AID439762Antiproliferative activity against human SK-N-MC cells after 72 hrs by MTT assay2009Journal of medicinal chemistry, Sep-10, Volume: 52, Issue:17
Thiosemicarbazones from the old to new: iron chelators that are more than just ribonucleotide reductase inhibitors.
AID127722Average change in body weight from onset to termination of therapy in mice bearing the L1210 Leukemia(dose 20x2 mg/ kg )1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID1735882Metal chelating activity assessed as copper chelation by UV-Visible spectrophotometry2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID1735895Intrinsic clearance mouse in liver microsomes at 10 uM preincubated for 5 mins followed by NADPH addition and measured up to 45 mins by LC/MS analysis2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID1626658Cytotoxicity against human A2780 cells incubated for 72 hrs by MTT assay2016Journal of medicinal chemistry, 07-28, Volume: 59, Issue:14
Impact of Stepwise NH2-Methylation of Triapine on the Physicochemical Properties, Anticancer Activity, and Resistance Circumvention.
AID1626671Induction of intracellular ROS generation in human HL60 cells at 1 and 5 uM in presence of CuCl2 incubated for 30 mins by DCF-DA staining based fluorescence assay2016Journal of medicinal chemistry, 07-28, Volume: 59, Issue:14
Impact of Stepwise NH2-Methylation of Triapine on the Physicochemical Properties, Anticancer Activity, and Resistance Circumvention.
AID1416716Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay2017MedChemComm, Dec-01, Volume: 8, Issue:12
Thiosemicarbazone-based selective proliferation inactivators inhibit gastric cancer cell growth, invasion, and migration.
AID1735892Cytotoxicity against HUVEC assessed as reduction in cell viability incubated for 48 hrs by cell-titer-Glo luminescent cell viability assay2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID722568Toxicity in human RBC lysates assessed as methemoglobin formation at 25 uM after 3 hrs (Rvb = 1.2 +/- 8%)2013Journal of medicinal chemistry, Jan-10, Volume: 56, Issue:1
Alkyl substituted 2'-benzoylpyridine thiosemicarbazone chelators with potent and selective anti-neoplastic activity: novel ligands that limit methemoglobin formation.
AID1728310Antiproliferative activity against human ECa-109 cell line cells assessed as inhibition of cell proliferation measured after 72 hrs by MTT assay2021European journal of medicinal chemistry, Jan-15, Volume: 210Design, synthesis and biological evaluation of novel thiosemicarbazone-indole derivatives targeting prostate cancer cells.
AID127720Average change in body weight from onset to termination of therapy in mice bearing the L1210 Leukemia(dose 15x2 mg/ kg )1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID1319019Antiproliferative activity against human KB3-1 cells after 24 hrs in presence of P-gp inhibitor elacridar by MTT assay2016Journal of medicinal chemistry, Sep-22, Volume: 59, Issue:18
Structure-Activity Relationships of Di-2-pyridylketone, 2-Benzoylpyridine, and 2-Acetylpyridine Thiosemicarbazones for Overcoming Pgp-Mediated Drug Resistance.
AID1735888Antiproliferative activity against human HeLa cells assessed as reduction in cell viability at 0.1 to 100 uM incubated for 48 hrs by cell-titer-Glo luminescent cell viability assay2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID292406Antiproliferative activity against human SK-N-MC cells after 72 hrs by MTT assay2007Journal of medicinal chemistry, Jul-26, Volume: 50, Issue:15
Design, synthesis, and characterization of novel iron chelators: structure-activity relationships of the 2-benzoylpyridine thiosemicarbazone series and their 3-nitrobenzoyl analogues as potent antitumor agents.
AID1735945Upregulation of TXNIP protein expression in human MV4-11 cells at 50 nM incubated for 24 hrs by Western blot analysis2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID127719Average change in body weight from onset to termination of therapy in mice bearing the L1210 Leukemia(dose 10x2 mg/ kg )1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID1626663Cytotoxicity against human KBC1 cells incubated for 72 hrs by MTT assay2016Journal of medicinal chemistry, 07-28, Volume: 59, Issue:14
Impact of Stepwise NH2-Methylation of Triapine on the Physicochemical Properties, Anticancer Activity, and Resistance Circumvention.
AID1151101Photocytotoxicity against human HCT116 cells expressing wild type p53 assessed as combination index incubated for 24 hrs followed by light irradiation measured after 24 hrs by MTS assay in presence of ALA2014ACS medicinal chemistry letters, Apr-10, Volume: 5, Issue:4
Iron chelators in photodynamic therapy revisited: synergistic effect by novel highly active thiosemicarbazones.
AID1550506Growth inhibition of mouse L1210 cells by MTS assay2019European journal of medicinal chemistry, May-15, Volume: 170Multi-target compounds acting in cancer progression: Focus on thiosemicarbazone, thiazole and thiazolidinone analogues.
AID1735944Upregulation of TXNIP mRNA expression in human MV4-11 cells at 50 nM incubated for 24 hrs by qRT-PCR analysis2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID1728313Antiproliferative activity against human MCF7 cell line cells assessed as inhibition of cell proliferation measured after 72 hrs by MTT assay2021European journal of medicinal chemistry, Jan-15, Volume: 210Design, synthesis and biological evaluation of novel thiosemicarbazone-indole derivatives targeting prostate cancer cells.
AID103146In vivo antitumor activity evaluated against M-109 murine lung carcinoma cells in BALB/c mice administered intraperitoneally at a dose of 4.5 mg/kg1998Bioorganic & medicinal chemistry letters, Nov-17, Volume: 8, Issue:22
Synthesis and biological evaluation of a water soluble phosphate prodrug of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP).
AID127871Average survival days at the dose 15x2 mg/ kg in mice bearing the L1210 Leukemia1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID1416714Antiproliferative activity against human MGC803 cells after 72 hrs by MTT assay2017MedChemComm, Dec-01, Volume: 8, Issue:12
Thiosemicarbazone-based selective proliferation inactivators inhibit gastric cancer cell growth, invasion, and migration.
AID1735986Upregulation of TXNIP protein expression in human MV4-11 cells at 500 nM incubated for 24 hrs by Western blot analysis2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID1711816Cytotoxicity against human MES-SA/DX5 cells transfected with mCherry fluorescent protein assessed as inhibition of cell proliferation incubated for 72 hrs by fluorescent assay2016European journal of medicinal chemistry, Jul-19, Volume: 117Design, synthesis and biological evaluation of thiosemicarbazones, hydrazinobenzothiazoles and arylhydrazones as anticancer agents with a potential to overcome multidrug resistance.
AID127874Average survival days at the dose 40 mg/ kg in mice bearing the L1210 Leukemia1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID1416715Antiproliferative activity against human SMMC7721 cells after 72 hrs by MTT assay2017MedChemComm, Dec-01, Volume: 8, Issue:12
Thiosemicarbazone-based selective proliferation inactivators inhibit gastric cancer cell growth, invasion, and migration.
AID722565Toxicity in intact human RBC assessed as methemoglobin formation at 25 uM after 3 hrs relative to untreated control2013Journal of medicinal chemistry, Jan-10, Volume: 56, Issue:1
Alkyl substituted 2'-benzoylpyridine thiosemicarbazone chelators with potent and selective anti-neoplastic activity: novel ligands that limit methemoglobin formation.
AID127870Average survival days at the dose 10x2 mg/ kg in mice bearing the L1210 Leukemia1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID1692158Antiproliferative activity against human BGC-823 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay2020European journal of medicinal chemistry, Aug-01, Volume: 199Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents.
AID1735985Metal chelating activity assessed as ferric chelation by UV-Visible spectrophotometry2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID1610255Antiproliferative activity against human GES-1 cells assessed as reduction in cell proliferation incubated for 72 hrs by MTT assay2019European journal of medicinal chemistry, Dec-15, Volume: 184Novel thiosemicarbazone derivatives containing indole fragment as potent and selective anticancer agent.
AID439766Antitumor activity against mouse M109 cells implanted in CD2F1 hybrid mouse assessed as reduction of tumor weight at 6 mg/kg, iv administered 4 days after implantation BID for 5 days measured on day 12 after implantation relative to control2009Journal of medicinal chemistry, Sep-10, Volume: 52, Issue:17
Thiosemicarbazones from the old to new: iron chelators that are more than just ribonucleotide reductase inhibitors.
AID1319028Induction of ROS accumulation in human KBV1 cells over expressing P-gp at 10 uM after 30 mins by DCF-DA staining based flow cytometry2016Journal of medicinal chemistry, Sep-22, Volume: 59, Issue:18
Structure-Activity Relationships of Di-2-pyridylketone, 2-Benzoylpyridine, and 2-Acetylpyridine Thiosemicarbazones for Overcoming Pgp-Mediated Drug Resistance.
AID1735893Selectivity index, ratio of IC50 for HUVEC to IC50 for human MV4-11 cells2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID293115Antiproliferative activity against human SK-N-MC cells by MTT assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Investigating biological activity spectrum for novel quinoline analogues.
AID135615Effect on administering twice daily at a dose of 30x2 mg/kg expressed as long term survivors (>60 days); 0/51992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID1323834Displacement of [3H]rosiglitazone from recombinant human C-terminal His-tagged MitoNEET cytosolic domain (32 to 108 residues) expressed in Escherichia coli BL21 by scintillation proximity assay2016Bioorganic & medicinal chemistry letters, 11-01, Volume: 26, Issue:21
Identification of small molecules that bind to the mitochondrial protein mitoNEET.
AID1735987Induction of JNK phosphorylation in human MV4-11 cells at 500 nM incubated for 24 hrs by Western blot analysis2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID1711821Cytotoxicity against human MES-SA/DX5 cells incubated for 72 hrs in presence of efflux pump inhibitor, Tariquidar by MTT assay2016European journal of medicinal chemistry, Jul-19, Volume: 117Design, synthesis and biological evaluation of thiosemicarbazones, hydrazinobenzothiazoles and arylhydrazones as anticancer agents with a potential to overcome multidrug resistance.
AID1735936Synergistic antiproliferative activity against human MV4-11 cells assessed as reduction in cell viability at 0.05 to 1000 nM incubated for 48 hrs in presence of copper by cell-titer-Glo luminescent based Chou-Talay method2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID1735887Antiproliferative activity against human A549 cells assessed as reduction in cell viability at 0.1 to 100 uM incubated for 48 hrs by cell-titer-Glo luminescent cell viability assay2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID1735921Induction of ROS generation in human MV4-11 cells assessed as increase in mitochondrial ROS level incubated for 4 to 8 hrs by MitoSox red dye based flow cytometry analysis2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID1692154Cytotoxicity against human GES1 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay2020European journal of medicinal chemistry, Aug-01, Volume: 199Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents.
AID1728312Antiproliferative activity against human MGC-803 cell line cells assessed as inhibition of cell proliferation measured after 72 hrs by MTT assay2021European journal of medicinal chemistry, Jan-15, Volume: 210Design, synthesis and biological evaluation of novel thiosemicarbazone-indole derivatives targeting prostate cancer cells.
AID303515Antiproliferative activity against human MRC5 cells by MTT assay2007Journal of medicinal chemistry, Nov-29, Volume: 50, Issue:24
Design, synthesis, and characterization of new iron chelators with anti-proliferative activity: structure-activity relationships of novel thiohydrazone analogues.
AID1626666Induction of morphological changes in human SW480 cells assessed as induction of massive cell flattening at 2.5 uM incubated for 48 hrs by phase contrast microscopy2016Journal of medicinal chemistry, 07-28, Volume: 59, Issue:14
Impact of Stepwise NH2-Methylation of Triapine on the Physicochemical Properties, Anticancer Activity, and Resistance Circumvention.
AID1416717Cytotoxicity against human GES-1 cells after 72 hrs by MTT assay2017MedChemComm, Dec-01, Volume: 8, Issue:12
Thiosemicarbazone-based selective proliferation inactivators inhibit gastric cancer cell growth, invasion, and migration.
AID1728311Antiproliferative activity against human DU-145 cell line cells assessed as inhibition of cell proliferation measured after 72 hrs by MTT assay2021European journal of medicinal chemistry, Jan-15, Volume: 210Design, synthesis and biological evaluation of novel thiosemicarbazone-indole derivatives targeting prostate cancer cells.
AID1151106Photocytotoxicity against human HCT116 cells expressing wild type p53 incubated for 24 hrs followed by light irradiation measured after 24 hrs by MTS assay in presence of ALA and FeCl32014ACS medicinal chemistry letters, Apr-10, Volume: 5, Issue:4
Iron chelators in photodynamic therapy revisited: synergistic effect by novel highly active thiosemicarbazones.
AID1626665Cytotoxicity against human WI38 cells incubated for 72 hrs by MTT assay2016Journal of medicinal chemistry, 07-28, Volume: 59, Issue:14
Impact of Stepwise NH2-Methylation of Triapine on the Physicochemical Properties, Anticancer Activity, and Resistance Circumvention.
AID1626657n-octanol/water distribution coefficient, log D in pH 7.4 HEPES buffer at 0.10M KCl by shake-flask method2016Journal of medicinal chemistry, 07-28, Volume: 59, Issue:14
Impact of Stepwise NH2-Methylation of Triapine on the Physicochemical Properties, Anticancer Activity, and Resistance Circumvention.
AID136229Effect of compound on mice bearing the L1210 Leukemia expressed as T/C percent treated/control)-dose 15x2 mg/ kg1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID1323835Displacement of [3H]rosiglitazone from recombinant human C-terminal His-tagged MitoNEET cytosolic domain (32 to 108 residues) expressed in Escherichia coli BL21 by Cheng-Prusoff analysis2016Bioorganic & medicinal chemistry letters, 11-01, Volume: 26, Issue:21
Identification of small molecules that bind to the mitochondrial protein mitoNEET.
AID1692156Antiproliferative activity against human HGC-27 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay2020European journal of medicinal chemistry, Aug-01, Volume: 199Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents.
AID1319027Induction of lysosomal membrane permeabilization in human KBV1 cells over expressing P-gp at 10 uM after 30 mins by acridine orange staining based fluorescence microscopic analysis2016Journal of medicinal chemistry, Sep-22, Volume: 59, Issue:18
Structure-Activity Relationships of Di-2-pyridylketone, 2-Benzoylpyridine, and 2-Acetylpyridine Thiosemicarbazones for Overcoming Pgp-Mediated Drug Resistance.
AID1626659Cytotoxicity against human SW480 cells incubated for 72 hrs by MTT assay2016Journal of medicinal chemistry, 07-28, Volume: 59, Issue:14
Impact of Stepwise NH2-Methylation of Triapine on the Physicochemical Properties, Anticancer Activity, and Resistance Circumvention.
AID127724Average change in body weight from onset to termination of therapy in mice bearing the L1210 Leukemia(dose 40 mg/ kg )1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID439764Toxicity in iv dosed CD2F1 hybrid mouse assessed as maximum tolerated dose administered BID at an interval of 6 hrs for 5 days a week over 2 weeks2009Journal of medicinal chemistry, Sep-10, Volume: 52, Issue:17
Thiosemicarbazones from the old to new: iron chelators that are more than just ribonucleotide reductase inhibitors.
AID303514Antiproliferative activity against human SK-N-MC cells by MTT assay2007Journal of medicinal chemistry, Nov-29, Volume: 50, Issue:24
Design, synthesis, and characterization of new iron chelators with anti-proliferative activity: structure-activity relationships of novel thiohydrazone analogues.
AID722572Induction of 59Fe efflux in human SK-N-MC cells prelabeled with 59Fe2-Tf at 25 uM after 3 hrs by gamma-scintillation counting analysis (Rvb = 5 +/- 1%)2013Journal of medicinal chemistry, Jan-10, Volume: 56, Issue:1
Alkyl substituted 2'-benzoylpyridine thiosemicarbazone chelators with potent and selective anti-neoplastic activity: novel ligands that limit methemoglobin formation.
AID1735984Metal chelating activity assessed as ferrous chelation by UV-Visible spectrophotometry2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID136231Effect of compound on mice bearing the L1210 Leukemia expressed as T/C percent treated/control)-dose 20x2 mg/ kg1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID1610254Antiproliferative activity against human WPMY-1 cells assessed as reduction in cell proliferation incubated for 72 hrs by MTT assay2019European journal of medicinal chemistry, Dec-15, Volume: 184Novel thiosemicarbazone derivatives containing indole fragment as potent and selective anticancer agent.
AID9542Compound was evaluated for plasma clearance.1998Bioorganic & medicinal chemistry letters, Nov-17, Volume: 8, Issue:22
Synthesis and biological evaluation of a water soluble phosphate prodrug of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP).
AID1735883Antiproliferative activity against human KMS-11 cells assessed as reduction in cell viability at 0.1 to 100 uM incubated for 48 hrs by cell-titer-Glo luminescent cell viability assay2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID1151096Dark cytotoxicity against human HCT116 cells expressing wild type p53 after 96 hrs by MTT assay2014ACS medicinal chemistry letters, Apr-10, Volume: 5, Issue:4
Iron chelators in photodynamic therapy revisited: synergistic effect by novel highly active thiosemicarbazones.
AID1151109Induction of ROS generation in human HCT116 cells expressing wild type p53 at 4 uM after 24 hrs by spectrophotometry2014ACS medicinal chemistry letters, Apr-10, Volume: 5, Issue:4
Iron chelators in photodynamic therapy revisited: synergistic effect by novel highly active thiosemicarbazones.
AID136232Effect of compound on mice bearing the L1210 Leukemia expressed as T/C percent treated/control)-dose 30x2 mg/ kg1992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID722571Reduction of cellular 59Fe uptake from 59Fe-Transferrin in human SK-N-MC cells assessed as 59Fe level prelabeled with 59Fe2-Tf at 25 uM after 3 hrs relative to control2013Journal of medicinal chemistry, Jan-10, Volume: 56, Issue:1
Alkyl substituted 2'-benzoylpyridine thiosemicarbazone chelators with potent and selective anti-neoplastic activity: novel ligands that limit methemoglobin formation.
AID1735894Half life in mouse liver microsomes at 10 uM preincubated for 5 mins followed by NADPH addition and measured up to 45 mins by LC/MS analysis2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID1610261Selectivity index, ratio of IC50 for human GES-1 cells to IC50 for human PC3 cells incubated for 72 hrs by MTT assay2019European journal of medicinal chemistry, Dec-15, Volume: 184Novel thiosemicarbazone derivatives containing indole fragment as potent and selective anticancer agent.
AID1319023Substrate activity at P-gp (unknown origin) in P-gp enriched membranes assessed as increase in ATPase activity at 50 uM in presence of Mg2-ATP after 40 mins by luciferase reporter gen assay relative to control2016Journal of medicinal chemistry, Sep-22, Volume: 59, Issue:18
Structure-Activity Relationships of Di-2-pyridylketone, 2-Benzoylpyridine, and 2-Acetylpyridine Thiosemicarbazones for Overcoming Pgp-Mediated Drug Resistance.
AID1626664Resistance factor, ratio of IC50 for human KBC1 cells to IC50 for human KB-3-1 cells incubated for 72 hrs by MTT assay2016Journal of medicinal chemistry, 07-28, Volume: 59, Issue:14
Impact of Stepwise NH2-Methylation of Triapine on the Physicochemical Properties, Anticancer Activity, and Resistance Circumvention.
AID1610260Selectivity index, ratio of IC50 for human WPMY-1 cells to IC50 for human PC3 cells incubated for 72 hrs by MTT assay2019European journal of medicinal chemistry, Dec-15, Volume: 184Novel thiosemicarbazone derivatives containing indole fragment as potent and selective anticancer agent.
AID1735988Induction of p38 phosphorylation in human MV4-11 cells at 500 nM incubated for 24 hrs by Western blot analysis2019Journal of medicinal chemistry, 03-28, Volume: 62, Issue:6
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers.
AID135612Effect on administering twice daily at a dose of 15x2 mg/kg expressed as long term survivors (>60 days); 0/51992Journal of medicinal chemistry, Oct-02, Volume: 35, Issue:20
Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
AID1728314Cytotoxicity against human WPMY-1 cell line cells assessed as inhibition of cell proliferation measured after 72 hrs by MTT assay2021European journal of medicinal chemistry, Jan-15, Volume: 210Design, synthesis and biological evaluation of novel thiosemicarbazone-indole derivatives targeting prostate cancer cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (131)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's5 (3.82)18.2507
2000's50 (38.17)29.6817
2010's58 (44.27)24.3611
2020's18 (13.74)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 15.53

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

MetricThis Compound (vs All)
Research Demand Index15.53 (24.57)
Research Supply Index5.06 (2.92)
Research Growth Index5.41 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (15.53)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials26 (19.85%)5.53%
Reviews11 (8.40%)6.00%
Case Studies3 (2.29%)4.05%
Observational0 (0.00%)0.25%
Other91 (69.47%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]