Cas:209347-96-6 ,
6-Chloro-1H-indol-3-yl hexadecanoate,Salmon-pal
C24H36ClNO2 / 406.00
MFCD00798393
6-Chloro-1H-indol-3-yl hexadecanoate is a chromogenic substrate for an enzyme that oxidizes it to produce a blue color. It can be used in the diagnosis of bacterial infections, such as tuberculosis and leprosy. 6CHIH is a ligand for various enzymes, including lactate dehydrogenase, which catalyzes the conversion of pyruvate to lactic acid. This compound reacts with oxygen to produce light in the presence of a catalyst. 6CHIH is also used as a fluorescent tag for protein labeling and detection. 6CHIH has been shown to be effective in detecting bacteria in food products and water samples using bioluminescence techniques. The high purity and quality of this compound make it suitable for use in diagnostics, culture media, and environmental testing.
6-Chloro-1H-indol-3-yl palmitate is a chemical compound that has attracted the attention of researchers due to its potential application in various fields of research and industry. This paper provides an overview of 6-Chloro-1H-indol-3-yl palmitate, including its definition and background, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions.
Definition and Background:
6-Chloro-1H-indol-3-yl palmitate is a synthetic compound that is often used in scientific research as a tool for studying cellular signaling pathways. It is a potent inhibitor of protein kinase C (PKC), an enzyme that plays a key role in regulating many cellular processes, including cell proliferation, differentiation, and apoptosis. The chemical structure of 6-Chloro-1H-indol-3-yl palmitate consists of a chlorinated indole ring attached to a palmitic acid molecule.
Physical and Chemical Properties:
6-Chloro-1H-indol-3-yl palmitate is a white or off-white powder with a melting point of approximately 103-105°C. It is sparingly soluble in water but soluble in organic solvents such as dimethyl sulfoxide (DMSO) and ethanol. The chemical formula is C₂₂H₂₁ClN₂O₂, and the molecular weight is 396.87.
Synthesis and Characterization:
The synthesis of 6-Chloro-1H-indol-3-yl palmitate involves the reaction between chloroindole and palmitic acid in the presence of a coupling agent such as N,N'-dicyclohexylcarbodiimide (DCC) and a catalyst such as 4-dimethylaminopyridine (DMAP). The product is purified by recrystallization from suitable solvents. The purity of the compound is confirmed by various analytical techniques such as high-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry (MS).
Analytical Methods:
The analytical methods used for the detection and quantification of 6-Chloro-1H-indol-3-yl palmitate include HPLC, NMR spectroscopy, and MS. HPLC is often used for the analysis of crude reaction mixtures and the purification of the compound. NMR spectroscopy is used to confirm the structure and purity of the compound, while MS is used to determine the molecular weight and identify impurities.
Biological Properties:
6-Chloro-1H-indol-3-yl palmitate is a potent inhibitor of PKC and has been shown to stimulate apoptosis in various cancer cell lines. It has also been shown to inhibit the proliferation of glioma cells and the angiogenesis of endothelial cells. In addition, 6-Chloro-1H-indol-3-yl palmitate has been found to have anti-inflammatory properties and to inhibit the activation of nuclear factor-kappa B (NF-κB). These biological properties make 6-Chloro-1H-indol-3-yl palmitate a potential candidate for the development of new drugs for the treatment of various diseases.
Toxicity and Safety in Scientific Experiments:
The toxicity and safety of 6-Chloro-1H-indol-3-yl palmitate have been evaluated in various scientific experiments. In a study on rats, the acute oral toxicity of the compound was found to be relatively low, with no mortality observed at doses of up to 5000 mg/kg. However, long-term toxicity studies have not been conducted, and the safety of the compound for human use has not been established.
Applications in Scientific Experiments:
The applications of 6-Chloro-1H-indol-3-yl palmitate in scientific experiments include the study of cellular signaling pathways, the development of new drugs, and the evaluation of the biological activities of natural products. The compound is often used as a tool for studying the function of PKC and the effect of PKC inhibitors on various cellular processes.
Current State of Research:
The current state of research on 6-Chloro-1H-indol-3-yl palmitate is focused on the elucidation of its molecular target and the identification of its potential applications in various fields of research and industry. Several studies have suggested that the compound may have therapeutic potential for the treatment of cancer and inflammation, although further research is needed to establish its safety and efficacy.
Potential Implications in Various Fields of Research and Industry:
The potential implications of 6-Chloro-1H-indol-3-yl palmitate in various fields of research and industry include the development of new drugs for the treatment of cancer, inflammation, and other diseases. The compound may also have applications in the field of agriculture, as a potential tool for the control of plant diseases caused by fungi and bacteria. In addition, 6-Chloro-1H-indol-3-yl palmitate may have industrial applications as a surfactant or emulsifying agent.
Limitations and Future Directions:
The limitations of 6-Chloro-1H-indol-3-yl palmitate include its low solubility in water and the lack of long-term toxicity studies. Furthermore, the potential side effects of the compound are not yet known, and its safety for human use has not been established. Future research directions for 6-Chloro-1H-indol-3-yl palmitate include the optimization of its synthesis and purification methods, the identification of its molecular target, and the evaluation of its safety and efficacy for human use. In addition, the potential applications of the compound in various fields of research and industry should be further explored.
Conclusion:
In conclusion, 6-Chloro-1H-indol-3-yl palmitate is a synthetic compound that has potential applications in various fields of research and industry. Its physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions have been discussed in this paper. Further research is needed to fully explore the potential of this compound for the development of new drugs and other applications.
CAS Number | 209347-96-6 |
Product Name | 6-Chloro-1H-indol-3-yl palmitate |
IUPAC Name | (6-chloro-1H-indol-3-yl) hexadecanoate |
Molecular Formula | C24H36ClNO2 |
Molecular Weight | 406 g/mol |
InChI | InChI=1S/C24H36ClNO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-24(27)28-23-19-26-22-18-20(25)16-17-21(22)23/h16-19,26H,2-15H2,1H3 |
InChI Key | GYQVOAOTWFXDDC-UHFFFAOYSA-N |
SMILES | CCCCCCCCCCCCCCCC(=O)OC1=CNC2=C1C=CC(=C2)Cl |
Canonical SMILES | CCCCCCCCCCCCCCCC(=O)OC1=CNC2=C1C=CC(=C2)Cl |
Contact: Miss.Xing
Phone: 18310328607 , 13621067991,13552979007
Tel: 86+10-61274189
Email: chemsynlab@163.com, zhangchao@chemsynlab.com
Add: A411 Room,No.26,Jinyuan Road,Daxing Industrial Developing District,Beijing,China post code:102628