Page last updated: 2024-12-11

2-(4-(dimethylamino)styryl)-1-methylpyridinium

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

Description

2-(4-(dimethylamino)styryl)-1-methylpyridinium, also known as **styryl-9-methylpyridinium**, is a **cationic organic molecule** with a unique structure. It consists of a pyridinium ring (a nitrogen-containing six-membered ring) with a methyl group attached to the nitrogen atom, and a styryl group (a phenyl ring connected to a vinyl group) attached to the second carbon atom of the pyridinium ring. The styryl group, in turn, has a dimethylamino group attached to its para position.

This molecule is important for research due to its diverse properties and potential applications in various fields:

**1. Dyeing and Fluorescence:**

* **Strong fluorescence:** Styryl-9-methylpyridinium exhibits bright fluorescence, making it a potential candidate for use in fluorescent dyes and probes. Its fluorescence properties can be tuned by modifying the substituents on the styryl group.
* **Coloration:** The molecule's structure leads to a strong absorption of light in the visible region, making it useful as a colorant for various applications.

**2. Photochemistry and Photophysics:**

* **Nonlinear optical properties:** This molecule exhibits significant second-order nonlinear optical (NLO) properties, making it suitable for applications like optical switching, frequency doubling, and optical data storage.
* **Photoinduced electron transfer (PET):** The molecule's structure allows for efficient PET processes, which are crucial in fields like organic solar cells and photocatalysis.

**3. Biomedical Applications:**

* **Fluorescence microscopy:** The molecule's strong fluorescence makes it useful for fluorescence microscopy applications, particularly in cell imaging and biological studies.
* **Drug delivery:** Its cationic nature allows it to interact with cell membranes, making it a potential carrier for targeted drug delivery.

**4. Material Science:**

* **Organic electronics:** The molecule's unique electronic properties make it suitable for applications in organic light-emitting diodes (OLEDs), organic field-effect transistors (OFETs), and other organic electronic devices.
* **Sensors:** Its sensitivity to environmental changes can be harnessed for the development of sensors for detecting specific analytes, such as metal ions or biological molecules.

**5. Theoretical studies:**

* **Modeling of electronic structure:** The molecule's complex structure and interesting electronic properties make it an attractive target for theoretical calculations and studies on the electronic structure of organic molecules.

**In summary,** 2-(4-(dimethylamino)styryl)-1-methylpyridinium is a versatile molecule with a diverse range of applications in various fields due to its unique optical, electronic, and chemical properties.

2-(4-(dimethylamino)styryl)-1-methylpyridinium: fluorescent probe refers to mitochondria in situ; RN given for methiodide [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5463010
CHEBI ID51600
SCHEMBL ID592724
MeSH IDM0058353

Synonyms (51)

Synonym
CHEBI:51600 ,
2-[4-(dimethylamino)styryl]-1-methylpyridinium iodide
2-di-1-asp
2-{(e)-2-[4-(dimethylamino)phenyl]ethenyl}-1-methylpyridinium iodide
2-{(e)-2-[4-(dimethylamino)phenyl]vinyl}-1-methylpyridinium iodide
2-[p-(dimethylamino)styryl]-1-methylpyridinium iodide
pyridinium iodide, 2-[p-(dimethylamino) styryl]-1-methyl-
2m2pm
nsc-10517
a-7
2156-29-8
pyridinium, 2-(p-(dimethylamino)styryl)-1-methyl-. iodide
einecs 218-460-8
2-(p-(dimethylamino)styryl)-1-methylpyridinium iodide
2-(4-(dimethylamino)styryl)-1-methylpyridinium
d 308 (dye)
daspi
nsc 10517
2-[4-(dimethylamino)styryl]-1-methylpyridinium iodide, dye content 95 %
AKOS001032234
2-(p-(dimethylamino)styryl)-1-pyridinium methiodide
2-(p-(dimethylamino)styryl)-1-methylpyridinium
2-(para-(dimethylamino)styryl)-1-methylpyridinium
SCHEMBL592724
2-(4-dimethylaminostyryl)-1-methylpyridinium iodide
2-[4-(dimethyl-amino)styryl]-1-methylpyridinium iodide
(e)-2-(4-(dimethylamino)styryl)-1-methylpyridinium iodide
n,n-dimethyl-4-[(e)-2-(1-methylpyridin-1-ium-2-yl)ethenyl]aniline;iodide
Q27122672
CS-0109041
HY-135009
AS-56261
pyridinium, 2-[2-[4-(dimethylamino)phenyl]ethenyl]-1-methyl-, iodide (1:1)
2-(4-(dimethylamino)styryl)-1-methylpyridin-1-ium iodide
unii-3ku9h26wal
2-(p-(dimethylamino)styryl)pyridine methiodide
1694-48-0
pyridinium, 2-(2-(4-(dimethylamino)phenyl)ethenyl)-1-methyl-, iodide (1:1)
o-daspmi
pyridinium, 2-(2-(4-(dimethylamino)phenyl)ethenyl)-1-methyl-, iodide, (e)-
3ku9h26wal ,
2-(p-dimethylaminostyryl)pyridine methiodide
pyridinium, 2-((1e)-2-(4-(dimethylamino)phenyl)ethenyl)-1-methyl-, iodide
pyridinium, 2-(p-(dimethylamino)styryl)-1-methyl-, iodide
pyridinium, 2-(2-(4-(dimethylamino)phenyl)ethenyl)-1-methyl-, iodide
omega-(n'-methylpyridyl-2')-4-dimethylaminostyrene iodide
2-(4-(dimethylamino)styryl)-1-methylpyridinium iodide
.omega.-(n'-methylpyridyl-2')-4-dimethylaminostyrene iodide
daspi, 2m2pm, d 308
E84146
Z56762420

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" DSPM at higher dosage also lowered the normal myocardial Ca2+ content."( [Protective effect of 2-[p-(dimethylamino) styryl] pyridine methiodide (DSPM) on acute experimental myocardial ischemia].
Wang, XF; Wang, XW; Wei, Y; Zhang, KJ; Zhou, CM, 1990
)
0.28
[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 (3)

ClassDescription
pyridinium salt
tertiary amineA compound formally derived from ammonia by replacing three hydrogen atoms by hydrocarbyl groups.
organic iodide salt
[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]

Research

Studies (43)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (20.93)18.7374
1990's14 (32.56)18.2507
2000's7 (16.28)29.6817
2010's11 (25.58)24.3611
2020's2 (4.65)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 10.70

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 Index10.70 (24.57)
Research Supply Index3.93 (2.92)
Research Growth Index4.63 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (10.70)

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%
Other50 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]