Page last updated: 2024-12-05

2-hydrazinobenzothiazole

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

2-Hydrazinobenzothiazole is a versatile heterocyclic compound with a wide range of applications in medicinal chemistry and materials science. It is a key building block for the synthesis of various bioactive molecules, such as anti-cancer agents, anti-inflammatory drugs, and antifungal agents. The compound can be synthesized through various methods, including the reaction of 2-chlorobenzothiazole with hydrazine hydrate. 2-Hydrazinobenzothiazole exhibits significant biological activity due to its ability to interact with various biological targets, including enzymes, receptors, and DNA. Its importance lies in its potential as a lead compound for the development of new drugs with diverse therapeutic applications. Researchers study this compound to explore its chemical properties, biological activity, and potential medicinal applications.'

Cross-References

ID SourceID
PubMed CID11988
CHEMBL ID1933308
SCHEMBL ID1132595
SCHEMBL ID10595986
MeSH IDM0160978

Synonyms (73)

Synonym
js4do3cu7w ,
benzothiazole, 2-hydrazinyl-
unii-js4do3cu7w
BB 0246230
usaf ek-3967
benzothiazolohydrazine
wln: t56 bn dsj cmz
nsc-3271
nsc3271
615-21-4
2-hydrazinobenzothiazole
2(3h)-benzothiazolone, hydrazone
benzothiazole, 2-hydrazino-
2-benzothiazolylhydrazine
ENAMINE_005814
NCI60_002837
nsc 3271
2-benzothiazolinone, hydrazone
einecs 210-416-6
benzothiazol-2-ylhydrazine
nsc-315248
IDI1_008049
inchi=1/c7h7n3s/c8-10-7-9-5-3-1-2-4-6(5)11-7/h1-4h,8h2,(h,9,10
2-hydrazino-1,3-benzothiazole
2-hydrazinobenzothiazole, 97%
STK394984
2-hydrazinyl-1,3-benzothiazole
AKOS000264879
HMS1410I06
1,3-benzothiazol-2-ylhydrazine
F0896-0067
H0177
A8529
2-hydrazinylbenzo[d]thiazole
BBL005529
benzothiazol-2-yl-hydrazine
CHEMBL1933308 ,
FT-0612514
12Z-0921
bdbm50444456
2-hydrazinylbenzothiazole
2-hydrazino-benzothiazole
hydrazinobenzothiazole
SCHEMBL1132595
SCHEMBL10595986
DTXSID0060644
2-hydrazino-1,3-benzothiazole #
cambridge id 5108103
ido1-in-1
AKOS028109038
J-509590
mfcd00041849
(2e)-1,3-benzothiazol-2(3h)-one hydrazone
(2-benzothiazolyl)hydrazine
2-hydrazonobenzothiazole
1-(benzo[d]thiazol-2-yl)hydrazine
BCP24701
SY039119
2(3h)-benzothiazolone hydrazone
benzothiazolinone hydrazone
2-benzothiazolehydrazone
AMY18766
2-hydrazino benzothiazole
2 hzbtz
ido1 in 1
ido1-inhibitor-1
2-hzbtz
ido1in1
ido1 inhibitor 1
O10793
EN300-03743
CS-0009029
Z56756340
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Indoleamine 2,3-dioxygenase 1Homo sapiens (human)IC50 (µMol)35.15000.05373.075710.0000AID1059424; AID1059429
Indoleamine 2,3-dioxygenase 1Mus musculus (house mouse)IC50 (µMol)50.50000.00601.625110.0000AID1059423
Mu-type opioid receptorMus musculus (house mouse)IC50 (µMol)8.00000.00081.699210.0000AID1059429
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (19)

Processvia Protein(s)Taxonomy
regulation of activated T cell proliferationIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
positive regulation of T cell tolerance inductionIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
positive regulation of chronic inflammatory responseIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
positive regulation of type 2 immune responseIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
tryptophan catabolic processIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
inflammatory responseIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
female pregnancyIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
tryptophan catabolic process to kynurenineIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
response to lipopolysaccharideIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
negative regulation of interleukin-10 productionIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
positive regulation of interleukin-12 productionIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
multicellular organismal response to stressIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
kynurenic acid biosynthetic processIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
swimming behaviorIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
T cell proliferationIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
negative regulation of T cell proliferationIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
negative regulation of T cell apoptotic processIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
positive regulation of T cell apoptotic processIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
'de novo' NAD biosynthetic process from tryptophanIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (5)

Processvia Protein(s)Taxonomy
electron transfer activityIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
heme bindingIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
indoleamine 2,3-dioxygenase activityIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
metal ion bindingIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
tryptophan 2,3-dioxygenase activityIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
cytosolIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
smooth muscle contractile fiberIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
stereocilium bundleIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
cytoplasmIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
plasma membraneMu-type opioid receptorMus musculus (house mouse)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
AID1059425Binding affinity to recombinant human ferrous form of IDO1 using SYPRO orange dye by differential scanning fluorimetry analysis2013Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
Discovery and characterisation of hydrazines as inhibitors of the immune suppressive enzyme, indoleamine 2,3-dioxygenase 1 (IDO1).
AID1059430Inhibition of recombinant human IDO1 expressed in Escherichia coli EC538 using L-tryptophan as substrate at 1 mM after 1 hr relative to control2013Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
Discovery and characterisation of hydrazines as inhibitors of the immune suppressive enzyme, indoleamine 2,3-dioxygenase 1 (IDO1).
AID1059423Inhibition of mouse IDO1 expressed in mouse LLTC cells using L-tryptophan as substrate after 24 hrs2013Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
Discovery and characterisation of hydrazines as inhibitors of the immune suppressive enzyme, indoleamine 2,3-dioxygenase 1 (IDO1).
AID1059424Inhibition of human IDO1 expressed in mouse LLTC cells using L-tryptophan as substrate after 24 hrs2013Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
Discovery and characterisation of hydrazines as inhibitors of the immune suppressive enzyme, indoleamine 2,3-dioxygenase 1 (IDO1).
AID1059428Inhibition of recombinant human IDO1 expressed in Escherichia coli EC538 using L-tryptophan as substrate at 0.1 mM after 1 hr relative to control2013Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
Discovery and characterisation of hydrazines as inhibitors of the immune suppressive enzyme, indoleamine 2,3-dioxygenase 1 (IDO1).
AID638435Antitubercular activity against Mycobacterium tuberculosis H37Rv after 7 days by Resazurin microtiter assay2012Bioorganic & medicinal chemistry letters, Jan-01, Volume: 22, Issue:1
Novel 2-(2-(4-aryloxybenzylidene) hydrazinyl)benzothiazole derivatives as anti-tubercular agents.
AID1059426Binding affinity to recombinant human ferric form of IDO1 using SYPRO orange dye by differential scanning fluorimetry analysis2013Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
Discovery and characterisation of hydrazines as inhibitors of the immune suppressive enzyme, indoleamine 2,3-dioxygenase 1 (IDO1).
AID1059429Inhibition of recombinant human IDO1 expressed in Escherichia coli EC538 using L-tryptophan as substrate after 1 hr2013Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
Discovery and characterisation of hydrazines as inhibitors of the immune suppressive enzyme, indoleamine 2,3-dioxygenase 1 (IDO1).
AID1059422Cytotoxicity against mouse LLTC cells at IC50 by MTT assay2013Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
Discovery and characterisation of hydrazines as inhibitors of the immune suppressive enzyme, indoleamine 2,3-dioxygenase 1 (IDO1).
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.
AID1159537qHTS screening for TAG (triacylglycerol) accumulators in algae2017Plant physiology, Aug, Volume: 174, Issue:4
Identification and Metabolite Profiling of Chemical Activators of Lipid Accumulation in Green Algae.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (7.69)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's10 (76.92)24.3611
2020's2 (15.38)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.22

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 Index28.22 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.36 (4.65)
Search Engine Demand Index32.99 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (28.22)

All Compounds (24.57)

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%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]