Page last updated: 2024-11-07

thiazole orange

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

Description

thiazole orange: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

thiazole orange : A cyanine dye comprising the thiazole orange cation [1-methyl-4-[(3-methyl-1,3-benzothiazol-2(3H)-ylidene)methyl]quinolinium] with the p-tosylate counterion. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID6438345
CHEMBL ID4094858
CHEBI ID52293
SCHEMBL ID24594
MeSH IDM0145364

Synonyms (31)

Synonym
thiazole orange, dye content ~90 %
3-methyl-2-[(1-methylquinolin-4(1h)-ylidene)methyl]-1,3-benzothiazol-3-ium 4-methylbenzenesulfonate
1-methyl-4-((3-methyl-2(3h)-benzothiazolylidene)methyl)quinolinium, salt with 4-methylbenzenesulfonic acid (1:1)
1-methyl-4-[(3-methyl-1,3-benzothiazol-2(3h)-ylidene)methyl]quinolinium 4-methylbenzenesulfonate
1-methyl-4-[(3-methyl-2(3h)-benzothiazolylidene)methyl]quinolinium p-tosylate
CHEBI:52293
to1-2p
thiazole orange
107091-89-4
unii-7uu5mk2xlq
7uu5mk2xlq ,
quinolinium, 1-methyl-4-((3-methyl-2(3h)-benzothiazolylidene)methyl)-, salt with 4-methylbenzenesulfonic acid (1:1)
SCHEMBL24594
J-100246
AKOS024370887
HY-D0150
CS-5492
ACOJCCLIDPZYJC-UHFFFAOYSA-M
4-methylbenzenesulfonate;(2z)-3-methyl-2-[(1-methylquinolin-1-ium-4-yl)methylidene]-1,3-benzothiazole
Q27123355
CHEMBL4094858
1-methyl-4-((3-methylbenzo[d]thiazol-2(3h)-ylidene)methyl)quinolin-1-ium 4-methylbenzenesulfonate
3-methyl-2-[(1-methylquinolin-4(1h)-ylidene)methyl]-1,3-benzothiazol-3-ium 4-methylbenzene-1-sulfonate
DTXSID20910233
quinolinium, 1-methyl-4-((3-methyl-2(3h)-benzothiazolylidene)methyl)-, 4-methylbenzenesulfonate (1:1)
thiazole orange tosylate
thiazole orange tosylate [mi]
thiazoleorange
AS-82076
PD063601
(Z)-1-METHYL-4-((3-METHYLBENZO[D]THIAZOL-2(3H)-YLIDENE)METHYL)QUINOLIN-1-IUM 4-METHYLBENZENESULFONATE

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Analysis of (1)H and (13)C NMR and mass spectral data for the fluorescent nucleic acid stain SYBR Safe indicates that it contains a cyanine-based cationic core structure identical to thiazole orange."( 1H and 13C NMR assignments for the cyanine dyes SYBR Safe and thiazole orange.
Boden, LM; Evenson, WE; Muzikar, KA; O'Leary, DJ, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
fluorochromeA fluorescent dye used to stain biological specimens.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
cyanine dyeCyanine dyes are synthetic dyes with the general formula R2N[CH=CH]nCH=N(+)R2 <-> R2N(+)=CH[CH=CH]nNR2 (n is a small number) in which the nitrogen and part of the conjugated chain usually form part of a heterocyclic system, such as imidazole, pyridine, pyrrole, quinoline and thiazole.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID1546402Antileishmanial activity against Leishmania donovani LV82 intracellular amastigotes infected in murine peritoneal macrophage incubated for 2 hrs by beta-lactamase reporter gene based spectrophotometry2020Bioorganic & medicinal chemistry letters, 01-01, Volume: 30, Issue:1
Synthesis and antileishmanial evaluation of thiazole orange analogs.
AID1435045Binding affinity to d(G4C4)2 DNA major groove assessed as stabilization of A-from DNA conformation at drug:DNA molar ratio of 4:1 after 30 mins by CD spectroscopic method2017Bioorganic & medicinal chemistry, 02-15, Volume: 25, Issue:4
Probing A-form DNA: A fluorescent aminosugar probe and dual recognition by anthraquinone-neomycin conjugates.
AID1546403Selectivity index, ratio of IC50 for mouse peritoneal macrophages to IC50 for Leishmania donovani LV82 intracellular amastigotes2020Bioorganic & medicinal chemistry letters, 01-01, Volume: 30, Issue:1
Synthesis and antileishmanial evaluation of thiazole orange analogs.
AID1546404Antileishmanial activity against Leishmania donovani LV82 promastigotes infected in BALB/c mouse assessed as reduction in liver parasitemia at 1.2 mg/kg, ip administered for 5 days by Geimsa staining based assay relative to control2020Bioorganic & medicinal chemistry letters, 01-01, Volume: 30, Issue:1
Synthesis and antileishmanial evaluation of thiazole orange analogs.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (256)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (1.95)18.7374
1990's51 (19.92)18.2507
2000's78 (30.47)29.6817
2010's104 (40.63)24.3611
2020's18 (7.03)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 (%)
Trials2 (0.75%)5.53%
Reviews3 (1.13%)6.00%
Case Studies1 (0.38%)4.05%
Observational0 (0.00%)0.25%
Other260 (97.74%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]