Page last updated: 2024-12-11

cinnamaldehyde thiosemicarbazone

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Description

cinnamaldehyde thiosemicarbazone: has antimicrobial activity; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID7245310
CHEMBL ID1276230
SCHEMBL ID1435428
MeSH IDM0538952

Synonyms (38)

Synonym
AKOS002388566
smr000236346
MLS000722983
wln: suyzmnu2u1r
hydrazinecarbothioamide, 2-(3-phenyl-2-propenylidene)-
cinnamaldehyde thiosemicarbazone
1-[(3-phenyl-2-propenylidene)amino]-2-thiourea
semicarbazide, 1-(3-phenyl-2-propenylidene)-3-thio-
nsc-706
nsc706
semicarbazide, 1-cinnamylidene-3-thio-
5351-70-2
1-(3-phenyl-2-propenylidene)-3-thiosemicarbazide
1-cinnamylidenethiosemicarbazide
[(1-aza-4-phenylbuta-1,3-dienyl)amino]aminomethane-1-thione
[(e)-[(e)-3-phenylprop-2-enylidene]amino]thiourea
1-(3-phenylallylidene)thiosemicarbazide
AKOS000304446
HMS1609C18
NCGC00246607-01
CHEMBL1276230 ,
132200-89-6
bdbm50356196
SCHEMBL1435428
SHUQFXIRXYXNOZ-HCFISPQYSA-N
hydrazinecarbothioamide, 2-[3-phenyl-2-propen-1-ylidene]-
CCG-234062
mfcd00170595
[(e)-[(2e)-3-phenylprop-2-en-1-ylidene]amino]thiourea
(1e,2e)-3-phenyl-2-propenal thiosemicarbazone
sr-01000080159
SR-01000080159-1
STL583812
(2e)-2-[(2e)-3-phenylprop-2-en-1-ylidene]hydrazinecarbothioamide
mfcd08144060
2-(3-phenylallylidene)hydrazinecarbothioamide
A914476
Z49561492
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (15)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, CruzipainTrypanosoma cruziPotency20.48390.002014.677939.8107AID1476; AID1478
glp-1 receptor, partialHomo sapiens (human)Potency12.58930.01846.806014.1254AID624417
TDP1 proteinHomo sapiens (human)Potency5.80480.000811.382244.6684AID686978; AID686979
67.9K proteinVaccinia virusPotency0.89720.00018.4406100.0000AID720579; AID720580
bromodomain adjacent to zinc finger domain 2BHomo sapiens (human)Potency89.12510.707936.904389.1251AID504333
huntingtin isoform 2Homo sapiens (human)Potency35.48130.000618.41981,122.0200AID1688
DNA polymerase betaHomo sapiens (human)Potency25.11890.022421.010289.1251AID485314
DNA polymerase eta isoform 1Homo sapiens (human)Potency19.95260.100028.9256213.3130AID588591
nuclear receptor ROR-gamma isoform 1Mus musculus (house mouse)Potency10.97400.00798.23321,122.0200AID2546; AID2551
gemininHomo sapiens (human)Potency14.58100.004611.374133.4983AID624296
muscleblind-like protein 1 isoform 1Homo sapiens (human)Potency1.41250.00419.962528.1838AID2675
neuropeptide S receptor isoform AHomo sapiens (human)Potency25.11890.015812.3113615.5000AID1461
TAR DNA-binding protein 43Homo sapiens (human)Potency10.00001.778316.208135.4813AID652104
[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)
Polyphenol oxidase 2Agaricus bisporusKi4.45000.00063.28838.8900AID1571731
UreaseCanavalia ensiformis (jack bean)IC50 (µMol)0.45700.45703.20238.5900AID625341
UreaseCanavalia ensiformis (jack bean)Ki0.40700.40700.40700.4070AID625341
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Polyphenol oxidase 2Agaricus bisporusKis8.85002.90005.33008.8500AID1571731
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (18)

Processvia Protein(s)Taxonomy
negative regulation of protein phosphorylationTAR DNA-binding protein 43Homo sapiens (human)
mRNA processingTAR DNA-binding protein 43Homo sapiens (human)
RNA splicingTAR DNA-binding protein 43Homo sapiens (human)
negative regulation of gene expressionTAR DNA-binding protein 43Homo sapiens (human)
regulation of protein stabilityTAR DNA-binding protein 43Homo sapiens (human)
positive regulation of insulin secretionTAR DNA-binding protein 43Homo sapiens (human)
response to endoplasmic reticulum stressTAR DNA-binding protein 43Homo sapiens (human)
positive regulation of protein import into nucleusTAR DNA-binding protein 43Homo sapiens (human)
regulation of circadian rhythmTAR DNA-binding protein 43Homo sapiens (human)
regulation of apoptotic processTAR DNA-binding protein 43Homo sapiens (human)
negative regulation by host of viral transcriptionTAR DNA-binding protein 43Homo sapiens (human)
rhythmic processTAR DNA-binding protein 43Homo sapiens (human)
regulation of cell cycleTAR DNA-binding protein 43Homo sapiens (human)
3'-UTR-mediated mRNA destabilizationTAR DNA-binding protein 43Homo sapiens (human)
3'-UTR-mediated mRNA stabilizationTAR DNA-binding protein 43Homo sapiens (human)
nuclear inner membrane organizationTAR DNA-binding protein 43Homo sapiens (human)
amyloid fibril formationTAR DNA-binding protein 43Homo sapiens (human)
regulation of gene expressionTAR DNA-binding protein 43Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
RNA polymerase II cis-regulatory region sequence-specific DNA bindingTAR DNA-binding protein 43Homo sapiens (human)
DNA bindingTAR DNA-binding protein 43Homo sapiens (human)
double-stranded DNA bindingTAR DNA-binding protein 43Homo sapiens (human)
RNA bindingTAR DNA-binding protein 43Homo sapiens (human)
mRNA 3'-UTR bindingTAR DNA-binding protein 43Homo sapiens (human)
protein bindingTAR DNA-binding protein 43Homo sapiens (human)
lipid bindingTAR DNA-binding protein 43Homo sapiens (human)
identical protein bindingTAR DNA-binding protein 43Homo sapiens (human)
pre-mRNA intronic bindingTAR DNA-binding protein 43Homo sapiens (human)
molecular condensate scaffold activityTAR DNA-binding protein 43Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (9)

Processvia Protein(s)Taxonomy
intracellular non-membrane-bounded organelleTAR DNA-binding protein 43Homo sapiens (human)
nucleusTAR DNA-binding protein 43Homo sapiens (human)
nucleoplasmTAR DNA-binding protein 43Homo sapiens (human)
perichromatin fibrilsTAR DNA-binding protein 43Homo sapiens (human)
mitochondrionTAR DNA-binding protein 43Homo sapiens (human)
cytoplasmic stress granuleTAR DNA-binding protein 43Homo sapiens (human)
nuclear speckTAR DNA-binding protein 43Homo sapiens (human)
interchromatin granuleTAR DNA-binding protein 43Homo sapiens (human)
nucleoplasmTAR DNA-binding protein 43Homo sapiens (human)
chromatinTAR DNA-binding protein 43Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (51)

Assay IDTitleYearJournalArticle
AID1381729Inhibition of Leishmania major PTR1 at 50 uM using H2B as substrate in presence of NADPH by photometric analysis relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1381712Cytotoxicity against human U2OS cells assessed as viable cells at 50 uM after 72 hrs by MTT assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1381710Cytotoxicity against human 786-O cells assessed as inhibition of mitochondrial viability at 10 uM after 6 hrs by CMXRos staining based assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1381711Cytotoxicity against human THP1 cells assessed as viable cells at 100 uM after 72 hrs by MTT assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID536024Antitrypanosomal activity against epimastigotes of Trypanosoma cruzi Y assessed as viability at 40 uM after 11 days by trypan blue exclusion assay2010Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22
Studies toward the structural optimization of novel thiazolylhydrazone-based potent antitrypanosomal agents.
AID1381716Selectivity index, ratio of CC50 for human U2OS cells to EC50 for Trypanosoma cruzi amastigote form2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID536021Inhibition of Trypanosoma cruzi cruzaine pre-incubated for 10 mins2010Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22
Studies toward the structural optimization of novel thiazolylhydrazone-based potent antitrypanosomal agents.
AID1381691Antitrypanosomal activity against Trypanosoma brucei Lister 427 bloodstream form after 72 hrs by SYBR Green assay2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID536027Cytotoxicity against BALB/c mouse Splenocyte assessed as non-cytotoxic concentration after 24 hrs by [3H]-thymidine incorporation assay relative to control2010Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22
Studies toward the structural optimization of novel thiazolylhydrazone-based potent antitrypanosomal agents.
AID1381715Cytotoxicity against human U2OS cells assessed as decrease in viable cells after 72 hrs by MTT assay2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID536020Inhibition of Trypanosoma cruzi cruzaine at 100 uM pre-incubated for 10 mins2010Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22
Studies toward the structural optimization of novel thiazolylhydrazone-based potent antitrypanosomal agents.
AID1381689Antileishmanial activity against Leishmania infantum amastigote form assessed as parasite growth inhibition at 50 uM after 72 hrs by steady-Glo reagent based assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1381704Inhibition of human microsomal CYP2C19 expressed in baculovirus infected BTI-TN-5B1-4 cells at 10 uM incubated for 30 mins by luciferase assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID536025Antitrypanosomal activity against epimastigotes of Trypanosoma cruzi Y assessed as viability after 11 days by trypan blue exclusion assay2010Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22
Studies toward the structural optimization of novel thiazolylhydrazone-based potent antitrypanosomal agents.
AID1381728Inhibition of Trypanosoma brucei PTR1 at 50 uM using H2B as substrate in presence of NADPH by photometric analysis relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1381705Inhibition of human microsomal CYP2D6 expressed in baculovirus infected BTI-TN-5B1-4 cells at 10 uM incubated for 30 mins by luciferase assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1381690Antitrypanosomal activity against Trypanosoma cruzi amastigote form infected in human U2OS cells assessed as parasite growth inhibition at 50 uM after 72 hrs relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1381703Inhibition of human microsomal CYP2C9 expressed in baculovirus infected BTI-TN-5B1-4 cells at 10 uM incubated for 30 mins by luciferase assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1233717Cytotoxicity against BALB/c mouse splenocytes assessed as reduction in cell viability incubated for 24 hrs by beta-radiation counting based [3H]-thymidine incorporation assay2015European journal of medicinal chemistry, Jul-15, Volume: 100Thiosemicarbazones as Aedes aegypti larvicidal.
AID1381696Inhibition of human microsomal CYP1A2 expressed in baculovirus infected BTI-TN-5B1-4 cells at 10 uM incubated for 30 mins by luciferase assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1381702Inhibition of human ERG at 10 uM incubated for 2 hrs by fluorescence polarisation assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1381693Antitrypanosomal activity against Trypanosoma cruzi amastigote form infected in human U2OS cells assessed as parasite growth inhibition after 72 hrs2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1571731Reversible mixed-type inhibition of mushroom tyrosinase by Lineweaver-Burk plot analysis2019MedChemComm, Mar-01, Volume: 10, Issue:3
Thiosemicarbazones with tyrosinase inhibitory activity.
AID1233716Larvicidal activity against Aedes aegypti L4 stage larvae assessed as induction of larval mortality incubated for 48 hrs2015European journal of medicinal chemistry, Jul-15, Volume: 100Thiosemicarbazones as Aedes aegypti larvicidal.
AID1381695Potentiation of methotrexate-induced antitrypanosomal activity against Trypanosoma brucei Lister 427 bloodstream form at 10 uM after 72 hrs by resazurin dye-based assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID625341Inhibition of jack bean urease assessed as ammonia production after 30 mins by indophenol method2011European journal of medicinal chemistry, Nov, Volume: 46, Issue:11
Synthesis, biological assay in vitro and molecular docking studies of new Schiff base derivatives as potential urease inhibitors.
AID1381697Potentiation of methotrexate-induced antitrypanosomal activity against Trypanosoma brucei Lister 427 bloodstream form at 10 uM after 72 hrs by resazurin dye-based assay2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID536019Inhibition of Trypanosoma cruzi cruzaine in presence of 0.01% Triton X-1002010Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22
Studies toward the structural optimization of novel thiazolylhydrazone-based potent antitrypanosomal agents.
AID1381688Antitrypanosomal activity against Trypanosoma brucei Lister 427 bloodstream form assessed as parasite growth inhibition at 50 uM after 72 hrs by SYBR Green assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1381706Inhibition of human microsomal CYP3A4 expressed in baculovirus infected BTI-TN-5B1-4 cells at 10 uM incubated for 30 mins by luciferase assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1381694Antitrypanosomal activity against Trypanosoma brucei Lister 427 bloodstream form at 10 uM after 72 hrs by resazurin dye-based assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1381708Cytotoxicity against human A549 cells assessed as growth inhibition at 10 uM after 48 hrs by CellTiter-Glo assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID536026Antitrypanosomal activity against trypomastigotes of Trypanosoma cruzi Y assessed as viability after 24 hrs by trypan blue exclusion assay2010Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22
Studies toward the structural optimization of novel thiazolylhydrazone-based potent antitrypanosomal agents.
AID536023Inhibition of Trypanosoma cruzi cruzaine in absence of 0.01% Triton X-1002010Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22
Studies toward the structural optimization of novel thiazolylhydrazone-based potent antitrypanosomal agents.
AID1381707Inhibition of recombinant full-length human aurora B kinase expressed in baculovirus system at 10 uM using MBP as substrate incubated for 45 mins by ADP-glo kinase assay2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
AID1381709Cytotoxicity against human WI38 cells assessed as growth inhibition at 10 uM after 48 hrs by CellTiter-Glo assay relative to control2018European journal of medicinal chemistry, Feb-25, Volume: 146Aryl thiosemicarbazones for the treatment of trypanosomatidic infections.
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.
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.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
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.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID1745845Primary qHTS for Inhibitors of ATXN expression
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.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (13.33)29.6817
2010's10 (66.67)24.3611
2020's3 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.76

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.76 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index4.53 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.76)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (6.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other14 (93.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]