Page last updated: 2024-12-05

1,4-diphenylbutadiene

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

## 1,4-Diphenylbutadiene: A Versatile Building Block for Research

1,4-Diphenylbutadiene is a chemical compound with the formula C16H14. It's a white, crystalline solid that exhibits interesting properties, making it valuable for various research endeavors. Here's a breakdown of its importance:

**Structure and Properties:**

* **Extended π-system:** The molecule contains a conjugated system of double bonds along its carbon chain. This allows for delocalization of electrons, resulting in unique optical and electronic properties.
* **Fluorescence:** 1,4-Diphenylbutadiene is known for its strong fluorescence, emitting light when exposed to UV radiation. This property makes it useful in applications like:
* **Fluorescent probes:** Detecting specific molecules or environments within cells or materials.
* **Optical sensors:** Sensing changes in the surrounding environment, such as pH or temperature.
* **Photochemistry:** It undergoes photochemical reactions under UV irradiation, leading to the formation of various products. This makes it a valuable reagent in organic synthesis and photochemistry research.

**Research Applications:**

* **Materials science:**
* **Organic semiconductors:** Its π-system makes it suitable for use in organic semiconductors, particularly for applications like solar cells and organic light-emitting diodes (OLEDs).
* **Nonlinear optics:** Its strong optical properties are relevant for nonlinear optical materials, which can manipulate light in unique ways.
* **Biochemistry and cell biology:**
* **Fluorescent probes:** Its fluorescence makes it a useful tool for studying biological processes, cell imaging, and tracking molecules within cells.
* **Drug delivery:** Its potential to interact with biological systems opens possibilities for developing novel drug delivery systems.
* **Organic synthesis:**
* **Precursor for other compounds:** It can be used as a starting material for synthesizing other complex organic molecules.
* **Photochemical reactions:** Its photochemical reactivity allows for the development of novel synthetic strategies.

**Current Research:**

* **Developing new fluorescent probes:** Researchers are working on modifying 1,4-diphenylbutadiene's structure to create probes specific for different targets, improving sensitivity and specificity.
* **Improving organic semiconductor efficiency:** Optimizing the molecular structure and properties of 1,4-diphenylbutadiene-based materials to increase their efficiency in applications like solar cells.
* **Exploring its potential in biological systems:** Researchers are investigating its potential as a fluorescent probe for studying biological processes and its ability to interact with biological systems for drug delivery applications.

**Overall, 1,4-diphenylbutadiene is a versatile compound with interesting properties that make it a valuable tool in various research fields. Its importance lies in its potential to develop novel materials, probes, and technologies with exciting applications in various fields.**

Cross-References

ID SourceID
PubMed CID641683
CHEMBL ID198810
CHEBI ID51583
CHEBI ID35100
MeSH IDM0060312

Synonyms (74)

Synonym
BIDD:ER0657
ctq3u893lx ,
unii-ctq3u893lx
1,1'-buta-1,3-diene-1,4-diyldibenzene
CHEBI:51583
AKOS002162253
886-65-7
1,4-diphenylerythrene
1,4-diphenylbutadiene
distyryl
bistyryl
1,3-butadiene, 1,4-diphenyl-, (e,e)-
trans,trans-1,4-diphenyl-1,3-butadiene
1,4-diphenyl-1,3-butadiene
[(1e,3e)-4-phenylbuta-1,3-dienyl]benzene
AB-016/30004035
(4-phenyl-1,3-butadienyl)benzene
[(1e,3e)-4-phenyl-1,3-butadienyl]benzene
1,1'-(1e,3e)-buta-1,3-diene-1,4-diyldibenzene
benzene, 1,1'-[(1e,3e)-1,3-butadiene-1,4-diyl]bis-
inchi=1/c16h14/c1-3-9-15(10-4-1)13-7-8-14-16-11-5-2-6-12-16/h1-14h/b13-7+,14-8
nsc316
1, 1,4-diphenyl-, (e,e)-
benzene,1'-(1,3-butadiene-1,4-diyl)bis-, (e,e)-
1,trans-3-butadiene
trans,4-diphenyl-1,3-butadiene
nsc-316
1, 1,4-diphenyl-, trans,trans-
1,3-butadiene, trans,trans-
538-81-8
(e,4-diphenyl-1,3-butadiene
trans,4-diphenylbutadiene
trans,trans-1,4-diphenyl-1,3-butadiene, 98%
1,3-butadiene, 1,4-diphenyl-
einecs 212-952-6
nsc 122702
1,4-diphenylbuta-1,3-diene
SR-01000633137-1
STK384953
D0879
chebi:35100 ,
CHEMBL198810 ,
bdbm50172755
1,4-diphenyl-(1e,3e)-1,3-butadiene
trans,trans-1,4-diphenylbuta-1,3-diene
[(1e,3e)-4-phenyl-buta-1,3-dienyl]-benzene
CCG-43199
unii-r7p15v6543
1,4-diphenyl-1,3-butadiene, (1e,3e)-
r7p15v6543 ,
nsc 316
all-trans-diphenylbutadiene
4-phenyl-1,3-butadienyl)benzene, ((1e,3e)-
((1e,3e)-4-phenyl-1,3-butadienyl)benzene
benzene, 1,1'-(1e,3e)-1,3-butadiene-1,4-diylbis-
1,4-diphenyl-1,3-butadiene (e,e)-form [mi]
1,3-butadiene, 1,4-diphenyl-, trans-trans-
t,t-1,4-diphenyl-1,3-butadiene
(e)-1,4-diphenylbuta-1,3-diene
a,a-bistyryl
[(1e,3e)-4-phenylbuta-1,3-dien-1-yl]benzene
STR04475
(1e,3e)-1,4-diphenyl-1,3-butadiene
DTXSID3022459
Z57214903
mfcd00004791
trans,trans-1,4-diphenyl-1,3-butadiene, purum, >=98.0% (gc)
(1e,3e)-1,4-diphenylbuta-1,3-diene
CS-W015307
Q27116416
D77776
A870618
beta,beta'-bistyryl
PD179202
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
styrenes
[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]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Amine oxidase [flavin-containing] BHomo sapiens (human)Ki0.30030.00061.777110.0000AID1239659; AID254307
Adenosine receptor A2aRattus norvegicus (Norway rat)Ki0.00060.00021.494010.0000AID1239659
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
response to xenobiotic stimulusAmine oxidase [flavin-containing] BHomo sapiens (human)
response to toxic substanceAmine oxidase [flavin-containing] BHomo sapiens (human)
response to aluminum ionAmine oxidase [flavin-containing] BHomo sapiens (human)
response to selenium ionAmine oxidase [flavin-containing] BHomo sapiens (human)
negative regulation of serotonin secretionAmine oxidase [flavin-containing] BHomo sapiens (human)
phenylethylamine catabolic processAmine oxidase [flavin-containing] BHomo sapiens (human)
substantia nigra developmentAmine oxidase [flavin-containing] BHomo sapiens (human)
response to lipopolysaccharideAmine oxidase [flavin-containing] BHomo sapiens (human)
dopamine catabolic processAmine oxidase [flavin-containing] BHomo sapiens (human)
response to ethanolAmine oxidase [flavin-containing] BHomo sapiens (human)
positive regulation of dopamine metabolic processAmine oxidase [flavin-containing] BHomo sapiens (human)
hydrogen peroxide biosynthetic processAmine oxidase [flavin-containing] BHomo sapiens (human)
response to corticosteroneAmine oxidase [flavin-containing] BHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
protein bindingAmine oxidase [flavin-containing] BHomo sapiens (human)
primary amine oxidase activityAmine oxidase [flavin-containing] BHomo sapiens (human)
electron transfer activityAmine oxidase [flavin-containing] BHomo sapiens (human)
identical protein bindingAmine oxidase [flavin-containing] BHomo sapiens (human)
aliphatic amine oxidase activityAmine oxidase [flavin-containing] BHomo sapiens (human)
monoamine oxidase activityAmine oxidase [flavin-containing] BHomo sapiens (human)
flavin adenine dinucleotide bindingAmine oxidase [flavin-containing] BHomo sapiens (human)
G protein-coupled adenosine receptor activityAdenosine receptor A2aRattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
mitochondrionAmine oxidase [flavin-containing] BHomo sapiens (human)
mitochondrial envelopeAmine oxidase [flavin-containing] BHomo sapiens (human)
mitochondrial outer membraneAmine oxidase [flavin-containing] BHomo sapiens (human)
dendriteAmine oxidase [flavin-containing] BHomo sapiens (human)
neuronal cell bodyAmine oxidase [flavin-containing] BHomo sapiens (human)
mitochondrionAmine oxidase [flavin-containing] BHomo sapiens (human)
Golgi membraneAdenosine receptor A2aRattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID1239659Inhibition of human MAOB2015Journal of medicinal chemistry, Sep-10, Volume: 58, Issue:17
New Frontiers in Selective Human MAO-B Inhibitors.
AID254307Inhibition constant against human recombinant Monoamine oxidase-B 2005Bioorganic & medicinal chemistry letters, Oct-15, Volume: 15, Issue:20
Docking studies on monoamine oxidase-B inhibitors: estimation of inhibition constants (K(i)) of a series of experimentally tested compounds.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (14)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (7.14)18.7374
1990's1 (7.14)18.2507
2000's8 (57.14)29.6817
2010's4 (28.57)24.3611
2020's0 (0.00)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 (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other14 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]