Page last updated: 2024-09-28

isatin beta-thiosemicarbazone

Description

isatin beta-thiosemicarbazone: isatizon believed to be Russian synonym [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID690109
CHEMBL ID240095
CHEMBL ID333137
CHEMBL ID1495416
SCHEMBL ID98437
SCHEMBL ID10084821
SCHEMBL ID23483885
MeSH IDM0061438

Synonyms (84)

Synonym
HMS1578G07
isatin, 3-thiosemicarbazone
smr000184416
1h-indole-2,3-dione 3-thiosemicarbazone
MLS000595029 ,
CBDIVE_001125
isatin beta.-thiosemicarbazone
2,3-indoledione 3-(thiosemicarbazone)
hydrazinecarbothioamide, 2-(1,2-dihydro-2-oxo-3h-indol-3-ylidene)-
[(z)-(2-oxoindolin-3-ylidene)amino]thiourea
ibt
isatin 3-thiosemicarbazone
nsc 721
indole-2, 3-(thiosemicarbazone)
nsc721
nsc-721
gs 1752
isatin .beta.-thiosemicarbazone
487-16-1
isatin thiosemicarbazone
isatin-.beta.-thiosemicarbazone
2,3-indoledione 3-thiosemicarbazone
STK008099
(2z)-2-(2-oxo-1,2-dihydro-3h-indol-3-ylidene)hydrazinecarbothioamide
CHEMBL240095
bdbm50133615
(3z)-1h-indole-2,3-dione 3-thiosemicarbazone
AKOS000484002
isatin-3-thiosemicarbazone
CHEMBL333137 ,
[(2-oxoindol-3-yl)amino]thiourea
AKOS003627931
NCGC00245548-01
STL115046
(2e)-2-(2-hydroxy-3h-indol-3-ylidene)hydrazinecarbothioamide
HMS2512O10
ai3-51987
indole-2,3-dione, 3-(thiosemicarbazone)
einecs 207-650-6
isatin beta-thiosemicarbazone
(1,2-dihydro-2-oxo-3h-indol-3-al) thiosemicarbazone
isatin-beta-thiosemicarbazone
isatizon
hydrazinecarbothiamide, 2-(1,2-dihydro-2-oxo-3h-indol-3-ylidene)-
2-(1,2-dihydro-2-oxo-3h-indol-3-ylidene)hydrazinecarbothioamide
AE-641/01080004
F1577-0011
27830-79-1
(z)-2-(2-oxoindolin-3-ylidene)hydrazinecarbothioamide
FT-0609745
11R-1254
{[(3z)-2-oxo-2,3-dihydro-1h-indol-3-ylidene]amino}thiourea
2-(2-oxo-1,2-dihydro-3h-indol-3-yliden)-1-hydrazinecarbothioamide
AKOS015855829
CHEMBL1495416
AKOS025310054
AB01209736-01
SCHEMBL98437
cid_5354107
1-[(2-oxidanylideneindol-3-yl)amino]thiourea
[(2-ketoindol-3-yl)amino]thiourea
bdbm78648
[(2-oxo-3-indolyl)amino]thiourea
J-502585
DTXSID5060067
SCHEMBL10084821
SLEMRAMJSGBARH-UHFFFAOYSA-N
3h-indole, 3-[2-(aminocarbonothioyl)hydrazono]-1,2-dihydro-2-oxo-
mfcd00043581
CCG-245002
2-(2-oxo-1,2-dihydro-3h-indol-3-yliden)-1-hydrazinecarbothioamide, aldrichcpr
zinc bis{n'-[(3z)-2-oxo-1,2-dihydro-3h-indol-3-ylidene]hydrazonothiocarbamate}
isatin-3-isothiosemicarbazone
2-(2-oxoindolin-3-ylidene)hydrazinecarbothioamide
(e)-2-(2-oxoindolin-3-ylidene)hydrazinecarbothioamide
(2-hydroxy-1h-indol-3-yl)iminothiourea
3-isatin thiosemicarbazone
SCHEMBL23483885
hydrazinecarbothioamide, 2-(1,2-dihydro-2-oxo-3h-indol-3-ylidene)-,(2z)-
A918224
(z)-2-(2-oxoindolin-3-ylidene)hydrazine-1-carbothioamide
CS-0336068
PD178050
PD178051

Protein Targets (16)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Beta-lactamaseEscherichia coli K-12Potency0.70790.044717.8581100.0000AID485294
Chain A, JmjC domain-containing histone demethylation protein 3AHomo sapiens (human)Potency10.00000.631035.7641100.0000AID504339
Chain A, CruzipainTrypanosoma cruziPotency14.21910.002014.677939.8107AID1476; AID1478
WRNHomo sapiens (human)Potency10.00000.168331.2583100.0000AID651768
phosphopantetheinyl transferaseBacillus subtilisPotency50.11870.141337.9142100.0000AID1490
Microtubule-associated protein tauHomo sapiens (human)Potency12.58930.180013.557439.8107AID1460
apical membrane antigen 1, AMA1Plasmodium falciparum 3D7Potency12.58930.707912.194339.8107AID720542
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency35.48130.011212.4002100.0000AID1030
67.9K proteinVaccinia virusPotency11.29470.00018.4406100.0000AID720579; AID720580
euchromatic histone-lysine N-methyltransferase 2Homo sapiens (human)Potency89.12510.035520.977089.1251AID504332
nuclear receptor ROR-gamma isoform 1Mus musculus (house mouse)Potency19.95260.00798.23321,122.0200AID2551
gemininHomo sapiens (human)Potency29.09290.004611.374133.4983AID624296
muscleblind-like protein 1 isoform 1Homo sapiens (human)Potency12.58930.00419.962528.1838AID2675
[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)
ubiquitin-conjugating enzyme E2 NHomo sapiens (human)IC50 (µMol)20.00000.873010.721978.4000AID493155
CruzipainTrypanosoma cruziIC50 (µMol)5.75000.00022.04508.0000AID200223; AID213673
Cysteine proteinase falcipain 2a Plasmodium falciparum (malaria parasite P. falciparum)IC50 (µMol)38.80000.00580.44035.0000AID72520
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (36)

Assay IDTitleYearJournalArticle
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
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.
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.
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.
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.
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.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
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.
AID458587Cytotoxicity against human 184B5 cells after 48 hrs by SRB assay2010Bioorganic & medicinal chemistry, Feb-15, Volume: 18, Issue:4
Design and synthesis of anti-breast cancer agents from 4-piperazinylquinoline: a hybrid pharmacophore approach.
AID72520Inhibitory activity against Falcipain-22003Bioorganic & medicinal chemistry letters, Oct-20, Volume: 13, Issue:20
Synthesis and evaluation of isatins and thiosemicarbazone derivatives against cruzain, falcipain-2 and rhodesain.
AID458586Cytotoxicity against human MCF7 cells after 48 hrs by SRB assay2010Bioorganic & medicinal chemistry, Feb-15, Volume: 18, Issue:4
Design and synthesis of anti-breast cancer agents from 4-piperazinylquinoline: a hybrid pharmacophore approach.
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.
AID309307Cytotoxicity against human CEM cells2007Bioorganic & medicinal chemistry, Nov-01, Volume: 15, Issue:21
Synthesis, anticancer, and cytotoxic activities of some mononuclear Ru(II) compounds.
AID309306Cytotoxicity against human Molt 4/C8 cells2007Bioorganic & medicinal chemistry, Nov-01, Volume: 15, Issue:21
Synthesis, anticancer, and cytotoxic activities of some mononuclear Ru(II) compounds.
AID213673Inhibitory activity against the Trypanosoma cruzi cysteine protease cruzain2003Bioorganic & medicinal chemistry letters, Oct-20, Volume: 13, Issue:20
Synthesis and evaluation of isatins and thiosemicarbazone derivatives against cruzain, falcipain-2 and rhodesain.
AID244634Ratio of Effective concentration to inhibit cowpox virus plaque formation to that of half maximal cytotoxic concentration in human foreskin fibroblast (HFF) cells2005Journal of medicinal chemistry, Apr-21, Volume: 48, Issue:8
Combinatorial optimization of isatin-beta-thiosemicarbazones as anti-poxvirus agents.
AID246355Effective concentration required to inhibit cowpox virus plaque formation in human foreskin fibroblast (HFF) cells2005Journal of medicinal chemistry, Apr-21, Volume: 48, Issue:8
Combinatorial optimization of isatin-beta-thiosemicarbazones as anti-poxvirus agents.
AID309308Cytotoxicity against mouse L1210 cells2007Bioorganic & medicinal chemistry, Nov-01, Volume: 15, Issue:21
Synthesis, anticancer, and cytotoxic activities of some mononuclear Ru(II) compounds.
AID628718Cytotoxicity against vinblastine-selected human KBV1 cells after 72 hrs by MTT assay2011Journal of medicinal chemistry, Aug-25, Volume: 54, Issue:16
Synthesis and structure-activity evaluation of isatin-β-thiosemicarbazones with improved selective activity toward multidrug-resistant cells expressing P-glycoprotein.
AID628717Cytotoxicity against human KB-3-1 cells after 72 hrs by MTT assay2011Journal of medicinal chemistry, Aug-25, Volume: 54, Issue:16
Synthesis and structure-activity evaluation of isatin-β-thiosemicarbazones with improved selective activity toward multidrug-resistant cells expressing P-glycoprotein.
AID200223Inhibitory activity against Trypanosoma brucei rhodesiense cysteine protease rhodesain2003Bioorganic & medicinal chemistry letters, Oct-20, Volume: 13, Issue:20
Synthesis and evaluation of isatins and thiosemicarbazone derivatives against cruzain, falcipain-2 and rhodesain.
AID458588Cytotoxicity against human MCF10A cells after 48 hrs by SRB assay2010Bioorganic & medicinal chemistry, Feb-15, Volume: 18, Issue:4
Design and synthesis of anti-breast cancer agents from 4-piperazinylquinoline: a hybrid pharmacophore approach.
AID245952Half-maximal cytotoxic concentration in human foreskin fibroblast (HFF) cells2005Journal of medicinal chemistry, Apr-21, Volume: 48, Issue:8
Combinatorial optimization of isatin-beta-thiosemicarbazones as anti-poxvirus agents.
AID244635Ratio of Effective concentration to inhibit vaccinia virus plaque formation to that of half maximal cytotoxic concentration in human foreskin fibroblast (HFF) cells2005Journal of medicinal chemistry, Apr-21, Volume: 48, Issue:8
Combinatorial optimization of isatin-beta-thiosemicarbazones as anti-poxvirus agents.
AID246367Effective concentration required to inhibit vaccinia virus plaque formation in human foreskin fibroblast (HFF) cells2005Journal of medicinal chemistry, Apr-21, Volume: 48, Issue:8
Combinatorial optimization of isatin-beta-thiosemicarbazones as anti-poxvirus agents.
AID458585Cytotoxicity against human MDA-MB-468 cells after 48 hrs by SRB assay2010Bioorganic & medicinal chemistry, Feb-15, Volume: 18, Issue:4
Design and synthesis of anti-breast cancer agents from 4-piperazinylquinoline: a hybrid pharmacophore approach.
AID757402Inhibition of Trypanosoma brucei rhodesain2013Journal of medicinal chemistry, Jul-25, Volume: 56, Issue:14
Inhibition of rhodesain as a novel therapeutic modality for human African trypanosomiasis.
AID1368767Inhibition of human GSK-3beta at 10 uM using YRRAAVPPSPSLSRHSSPHQS(p) EDEEE substrate peptide and [gamma-33P-ATP] incubated for 40 mins by scintillation counting method2018Bioorganic & medicinal chemistry letters, 01-15, Volume: 28, Issue:2
Discovery of new GSK-3β inhibitors through structure-based virtual screening.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (42)

TimeframeStudies, This Drug (%)All Drugs %
pre-199015 (35.71)18.7374
1990's4 (9.52)18.2507
2000's9 (21.43)29.6817
2010's13 (30.95)24.3611
2020's1 (2.38)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%
Reviews1 (2.22%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other44 (97.78%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]