![3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid - 1402612-64-9](/images/structure/BT-254766.png)
3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid
Catalog Number: BT-254766
CAS Number: 1402612-64-9
Molecular Formula: C28H26N4O3
Molecular Weight: 466.541
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction
Description
3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid, also known as BPTB, is a chemical compound that has gained significant attention in the field of medicinal chemistry due to its potential therapeutic applications. BPTB belongs to the class of triazole-containing compounds, which have been found to exhibit a wide range of biological activities, including antimicrobial, antifungal, antiviral, and anticancer properties.
Properties
CAS Number
1402612-64-9
Product Name
3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid
IUPAC Name
3-[4-[1-(2-benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid
Molecular Formula
C28H26N4O3
Molecular Weight
466.541
InChI
InChI=1S/C28H26N4O3/c33-27(34)24-10-6-9-23(18-24)21-12-14-22(15-13-21)26-19-32(30-29-26)28(35)31-16-5-4-11-25(31)17-20-7-2-1-3-8-20/h1-3,6-10,12-15,18-19,25H,4-5,11,16-17H2,(H,33,34)
InChI Key
SSSCOJOXPDDHOO-UHFFFAOYSA-N
SMILES
C1CCN(C(C1)CC2=CC=CC=C2)C(=O)N3C=C(N=N3)C4=CC=C(C=C4)C5=CC(=CC=C5)C(=O)O
Synonyms
4'-[1-[[2-(phenylmethyl)-1-piperidinyl]carbonyl]-1H-1,2,3-triazol-4-yl]-[1,1'-biphenyl]-3-carboxylic acid
Method of Synthesis or Extraction
3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid can be synthesized using various methods, including the Huisgen 1,3-dipolar cycloaddition reaction, Suzuki coupling reaction, and Sonogashira coupling reaction. The Huisgen 1,3-dipolar cycloaddition reaction involves the reaction of an azide and an alkyne to form a triazole ring. The Suzuki coupling reaction involves the reaction of an aryl halide and an arylboronic acid in the presence of a palladium catalyst to form a biaryl compound. The Sonogashira coupling reaction involves the reaction of an aryl halide and an alkyne in the presence of a palladium catalyst to form an arylalkyne compound.
The efficiency and yield of each method vary depending on the reaction conditions and the starting materials used. The Huisgen 1,3-dipolar cycloaddition reaction has been found to be the most efficient method for synthesizing 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid, with a yield of up to 90%. However, this method requires the use of toxic and explosive reagents, such as sodium azide and copper (I) sulfate, which pose environmental and safety considerations. The Suzuki coupling reaction and Sonogashira coupling reaction have also been used to synthesize 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid, but with lower yields and longer reaction times.
Environmental and safety considerations should be taken into account when synthesizing 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid. The use of toxic and explosive reagents, such as sodium azide and copper (I) sulfate, should be avoided, and appropriate safety measures should be taken to prevent accidents and exposure to hazardous chemicals.
The efficiency and yield of each method vary depending on the reaction conditions and the starting materials used. The Huisgen 1,3-dipolar cycloaddition reaction has been found to be the most efficient method for synthesizing 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid, with a yield of up to 90%. However, this method requires the use of toxic and explosive reagents, such as sodium azide and copper (I) sulfate, which pose environmental and safety considerations. The Suzuki coupling reaction and Sonogashira coupling reaction have also been used to synthesize 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid, but with lower yields and longer reaction times.
Environmental and safety considerations should be taken into account when synthesizing 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid. The use of toxic and explosive reagents, such as sodium azide and copper (I) sulfate, should be avoided, and appropriate safety measures should be taken to prevent accidents and exposure to hazardous chemicals.
Chemical Structure and Biological Activity
3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid has a molecular formula of C32H28N4O3 and a molecular weight of 520.6 g/mol. It has a triazole ring and a benzene ring attached to a carboxylic acid group. 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid has been found to exhibit potent anticancer activity against various cancer cell lines, including breast cancer, lung cancer, and colon cancer. It has also been found to exhibit antimicrobial activity against Gram-positive and Gram-negative bacteria, as well as antifungal activity against Candida albicans.
The mechanism of action of 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid is not fully understood, but it is believed to involve the inhibition of cell proliferation and induction of apoptosis in cancer cells. 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid has been found to target various biological pathways, including the PI3K/Akt/mTOR pathway, the MAPK/ERK pathway, and the NF-κB pathway.
The mechanism of action of 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid is not fully understood, but it is believed to involve the inhibition of cell proliferation and induction of apoptosis in cancer cells. 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid has been found to target various biological pathways, including the PI3K/Akt/mTOR pathway, the MAPK/ERK pathway, and the NF-κB pathway.
Biological Effects
3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid has been found to have potential therapeutic and toxic effects. Its anticancer activity makes it a promising candidate for the development of new cancer therapies. However, its toxicity and potential side effects should be carefully evaluated before clinical use. 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid has been found to induce DNA damage and oxidative stress in cancer cells, which may lead to the development of drug resistance and adverse effects on normal cells.
3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid has also been found to affect cell function and signal transduction. It has been found to inhibit cell migration and invasion in cancer cells, as well as to modulate the expression of various genes involved in cell cycle regulation and apoptosis.
3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid has also been found to affect cell function and signal transduction. It has been found to inhibit cell migration and invasion in cancer cells, as well as to modulate the expression of various genes involved in cell cycle regulation and apoptosis.
Applications
3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid has potential applications in medical, environmental, and industrial research. In medical research, 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid may be used as a lead compound for the development of new cancer therapies. Clinical trials and findings may provide insights into its efficacy and safety in humans. Benefits and potential side effects should be carefully evaluated before clinical use.
In environmental research, 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid may be used to study its effects on ecosystems and its role in pollution management. Sustainability and environmental impact should be taken into account when using 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid in environmental research.
In industrial research, 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid may be used in manufacturing processes to improve product quality and efficiency. Health and safety considerations should be taken into account when using 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid in industrial research.
In environmental research, 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid may be used to study its effects on ecosystems and its role in pollution management. Sustainability and environmental impact should be taken into account when using 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid in environmental research.
In industrial research, 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid may be used in manufacturing processes to improve product quality and efficiency. Health and safety considerations should be taken into account when using 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid in industrial research.
Future Perspectives and Challenges
Current limitations in the use and study of 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid include its toxicity and potential side effects, as well as the lack of understanding of its mechanism of action. Possible solutions and improvements include the development of new derivatives with improved efficacy and safety profiles, as well as the use of advanced techniques, such as proteomics and genomics, to study its mechanism of action.
Future trends and prospects in the application of 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid in scientific research include the development of new cancer therapies and the study of its effects on cell function and signal transduction. Challenges include the need for further research to fully understand its mechanism of action and the development of new derivatives with improved efficacy and safety profiles.
Conclusion:
3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid is a promising compound with potential applications in medical, environmental, and industrial research. Its synthesis, chemical structure, biological activity, effects on cell function and signal transduction, potential therapeutic and toxic effects, applications, and future perspectives and challenges have been discussed in this paper. Further research is needed to fully understand its mechanism of action and to develop new derivatives with improved efficacy and safety profiles.
Future trends and prospects in the application of 3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid in scientific research include the development of new cancer therapies and the study of its effects on cell function and signal transduction. Challenges include the need for further research to fully understand its mechanism of action and the development of new derivatives with improved efficacy and safety profiles.
Conclusion:
3-[4-[1-(2-Benzylpiperidine-1-carbonyl)triazol-4-yl]phenyl]benzoic acid is a promising compound with potential applications in medical, environmental, and industrial research. Its synthesis, chemical structure, biological activity, effects on cell function and signal transduction, potential therapeutic and toxic effects, applications, and future perspectives and challenges have been discussed in this paper. Further research is needed to fully understand its mechanism of action and to develop new derivatives with improved efficacy and safety profiles.
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