4,4'-Vinylenedipyridine - 1135-32-6
4,4'-Vinylenedipyridine
Catalog Number: BT-366079
CAS Number: 1135-32-6
Molecular Formula: C12H10N2
Molecular Weight: 182.22 g/mol
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Product Introduction
Description
4,4'-Vinylenedipyridine is a chemical compound that belongs to the family of pyridine derivatives. It is a yellow crystalline solid that is soluble in organic solvents. This compound has gained significant attention in scientific research due to its potential biological and industrial applications.
Properties
CAS Number
1135-32-6
Product Name
4,4'-Vinylenedipyridine
IUPAC Name
4-[(E)-2-pyridin-4-ylethenyl]pyridine
Molecular Formula
C12H10N2
Molecular Weight
182.22 g/mol
InChI
InChI=1S/C12H10N2/c1(11-3-7-13-8-4-11)2-12-5-9-14-10-6-12/h1-10H/b2-1+
InChI Key
MGFJDEHFNMWYBD-OWOJBTEDSA-N
SMILES
C1=CN=CC=C1C=CC2=CC=NC=C2
Synonyms
1,2-bis(4-pyridyl)ethene
Canonical SMILES
C1=CN=CC=C1C=CC2=CC=NC=C2
Isomeric SMILES
C1=CN=CC=C1/C=C/C2=CC=NC=C2
Method of Synthesis or Extraction
There are several methods for synthesizing 4,4'-Vinylenedipyridine. One of the commonly used methods is the reaction of 4,4'-dibromovinylenedibenzoic acid with pyridine in the presence of a palladium catalyst. This method yields a moderate amount of product with a purity of around 80%. Another method involves the reaction of 4,4'-dibromovinylenedibenzoic acid with pyridine in the presence of a copper catalyst. This method yields a higher amount of product with a purity of around 90%. However, this method requires a longer reaction time and higher reaction temperature. Environmental and safety considerations should be taken into account during the synthesis process, as some of the reagents used are toxic and hazardous.
Chemical Structure and Biological Activity
The chemical structure of 4,4'-Vinylenedipyridine consists of two pyridine rings connected by a vinylene group. This compound has been found to exhibit biological activity, particularly in the field of cancer research. It has been shown to inhibit the growth of cancer cells by inducing apoptosis, a process of programmed cell death. The mechanism of action of 4,4'-Vinylenedipyridine involves the inhibition of the Akt/mTOR signaling pathway, which is involved in cell proliferation and survival. This compound has also been found to have antibacterial and antifungal properties.
Biological Effects
The biological effects of 4,4'-Vinylenedipyridine on cell function and signal transduction have been extensively studied. It has been found to modulate the expression of various genes involved in cell cycle regulation, apoptosis, and angiogenesis. This compound has also been shown to inhibit the activity of enzymes involved in the biosynthesis of prostaglandins, which are involved in inflammation and pain. However, the potential therapeutic and toxic effects of 4,4'-Vinylenedipyridine on human health are still under investigation.
Applications
In medical research, 4,4'-Vinylenedipyridine has been studied for its potential role in drug development. It has been found to enhance the efficacy of chemotherapy drugs and reduce their toxicity. Clinical trials have shown promising results in the treatment of various types of cancer, including breast, lung, and prostate cancer. However, further studies are needed to determine the optimal dosage and administration of this compound. In environmental research, 4,4'-Vinylenedipyridine has been studied for its effects on ecosystems and its potential role in pollution management. It has been found to have a low toxicity to aquatic organisms and may be used as a biocide in water treatment. In industrial research, 4,4'-Vinylenedipyridine has been used in manufacturing processes to improve product quality and efficiency. Health and safety considerations should be taken into account during the handling and disposal of this compound.
Future Perspectives and Challenges
The current limitations in the use and study of 4,4'-Vinylenedipyridine include its low solubility in water and its potential toxicity to human health and the environment. Possible solutions and improvements include the development of more efficient synthesis methods and the modification of the chemical structure to enhance its solubility and reduce its toxicity. Future trends and prospects in the application of 4,4'-Vinylenedipyridine in scientific research include the development of new drugs for cancer treatment and the use of this compound in environmental and industrial applications. However, further studies are needed to fully understand the biological and chemical properties of this compound and its potential applications.
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