Page last updated: 2024-11-05

pyronine b

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

Description

Pyronine B is a fluorescent dye with a xanthene skeleton. It is synthesized through a series of steps, including the condensation of m-aminophenol with formaldehyde and diethylamine. Pyronine B exhibits a strong red fluorescence upon excitation with blue light, making it useful for various applications such as microscopy, bioimaging, and flow cytometry. Its ability to interact with DNA and other biomolecules allows for the study of cellular processes and the development of diagnostic tools. The compound is particularly important for research into the mechanisms of cell division and DNA replication. Its effects on cells, including its ability to induce cell death, are being investigated for potential therapeutic applications. The unique photophysical properties of Pyronine B, including its fluorescence and photostability, make it a valuable tool for studying biological systems at the molecular level.'

pyronine B: Merck as dimer with 2(FeCl3); RN given refers to chloride [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

pyronin B : An organic chloride salt having 6-(diethylamino)-N,N-diethyl-3H-xanthen-3-iminium as the cation. Depending on the mode of manufacture, pyronin B also exists in the form of an FeCl3 complex. [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 CID16524
CHEMBL ID1973844
CHEBI ID90405
SCHEMBL ID94357
MeSH IDM0058720

Synonyms (40)

Synonym
nsc-44690
e tetraethylpyronin
xanthylium, 3,6-bis(diethylamino)-, chloride
ai3-52461
einecs 218-429-9
3,6-bis(diethylamino)xanthylium chloride
nsc 44690
(6-(diethylamino)-3h-xanthen-3-ylidine)diethylammonium chloride
ammonium, (6-(diethylamino)-3h-xanthen-3-ylidene)diethyl-, chloride
ammonium, (6-diethylamino-3h-xanthen-3-ylidene)diethyl-, chloride
ammonium, diethyl(6-(diethylamino)-3h-xanthen-3-ylidene)-, chloride
n-(6-(diethylamino)-3h-xanthen-3-ylidine)-n-ethylethanaminium chloride
NSC44690 ,
pyronin b
2150-48-3
pyronine b(by)
pyronine b, purified
pyronine b
c.i. 45010
xanthylium, 3,6-bis(diethylamino)-, chloride (1:1)
n3p889ix5o ,
unii-n3p889ix5o
SCHEMBL94357
ci-45010
pyronine b [mi]
DTXSID1062209
CHEMBL1973844
chebi:90405 ,
pyronin b certified
6-(diethylamino)-n,n-diethyl-3h-xanthen-3-iminium chloride
n-(6-(diethylamino)-3h-xanthen-3-ylidene)-n-ethylethanaminium chloride
ci 45010
Q27162518
mfcd00011932
FT-0759526
[6-(diethylamino)xanthen-3-ylidene]-diethylazanium;chloride
ci45010
CS-0568217
HY-D1543
AKOS040744474
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
histological dyeA dye used in microscopic or electron microscopic examination of cells and tissues to give contrast and to highlight particular features of interest, such as nuclei and cytoplasm.
[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 (2)

ClassDescription
organic chloride salt
iminium saltSalts in which the cation has the structure R2C=N(+)R2. Thus N-hydronated imines and their N-substituted derivatives.
[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 (10)

Assay IDTitleYearJournalArticle
AID1854257Induction of reactive oxygen species generation in human HeLa cells assessed as fold increase in ROS level by measuring nuclear fluorescence at 2 uM incubated for 60 mins followed by blue-light irradiation for 2 mins by confocal microscopy2022RSC medicinal chemistry, Apr-20, Volume: 13, Issue:4
Synthesis of a fluorinated pyronin that enables blue light to rapidly depolarize mitochondria.
AID1854256Induction of reactive oxygen species generation in human HeLa cells assessed as fold increase in ROS level by measuring nuclear fluorescence at 2 uM incubated for 60 mins followed by blue-light irradiation for 1 mins in presence of dihydroethidium by conf2022RSC medicinal chemistry, Apr-20, Volume: 13, Issue:4
Synthesis of a fluorinated pyronin that enables blue light to rapidly depolarize mitochondria.
AID1854252Stability of compound in ethanol at 5 uM incubated for 1 hrs by fluorescence spectroscopy2022RSC medicinal chemistry, Apr-20, Volume: 13, Issue:4
Synthesis of a fluorinated pyronin that enables blue light to rapidly depolarize mitochondria.
AID1854253Drug distribution in human HeLa cells assessed as fluorescence in mitochondria at 2 uM incubated for 1 hrs by confocal laser scanning microscopy2022RSC medicinal chemistry, Apr-20, Volume: 13, Issue:4
Synthesis of a fluorinated pyronin that enables blue light to rapidly depolarize mitochondria.
AID1854258Stability in human Jurkat lymphocytes assessed as half life in mitochondria at 10 uM incubated for 1 hrs by flow cytometry2022RSC medicinal chemistry, Apr-20, Volume: 13, Issue:4
Synthesis of a fluorinated pyronin that enables blue light to rapidly depolarize mitochondria.
AID1854259Cytotoxicity against human HeLa cells assessed as reduction in cell viability incubated for 48 hrs by flow cytometry2022RSC medicinal chemistry, Apr-20, Volume: 13, Issue:4
Synthesis of a fluorinated pyronin that enables blue light to rapidly depolarize mitochondria.
AID1854254Induction of reactive oxygen species generation in human HeLa cells assessed as increase in ROS level at 2 uM incubated for 1 hr in presence of dihydroethidium by confocal microscopy2022RSC medicinal chemistry, Apr-20, Volume: 13, Issue:4
Synthesis of a fluorinated pyronin that enables blue light to rapidly depolarize mitochondria.
AID1854251Induction of mitochondrial membrane potential depolarization in human HeLa cells assessed as fluorescence in nucleoli at 10 uM preincubated for 60 mins followed by CCCP treatment and measured after 5 mins by MitoTracker Deep Red and LysoTracker red staini2022RSC medicinal chemistry, Apr-20, Volume: 13, Issue:4
Synthesis of a fluorinated pyronin that enables blue light to rapidly depolarize mitochondria.
AID1854250Induction of mitochondrial membrane potential depolarization in human HeLa cells assessed as fluorescence in nucleoli at 10 uM incubated for 60 mins followed by blue-light irradiation for 60 sec by MitoTracker Deep Red staining based confocal laser scanni2022RSC medicinal chemistry, Apr-20, Volume: 13, Issue:4
Synthesis of a fluorinated pyronin that enables blue light to rapidly depolarize mitochondria.
AID1854260Cytotoxicity against human Jurkat cells assessed as reduction in cell viability incubated for 48 hrs by flow cytometry2022RSC medicinal chemistry, Apr-20, Volume: 13, Issue:4
Synthesis of a fluorinated pyronin that enables blue light to rapidly depolarize mitochondria.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (21.74)18.7374
1990's3 (13.04)18.2507
2000's7 (30.43)29.6817
2010's6 (26.09)24.3611
2020's2 (8.70)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 16.68

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 Index16.68 (24.57)
Research Supply Index3.22 (2.92)
Research Growth Index4.72 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (16.68)

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%
Other24 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]