Calcon - 2538-85-4
Calcon
Catalog Number: BT-262491
CAS Number: 2538-85-4
Molecular Formula: C20H13N2NaO5S
Molecular Weight: 416.3828
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Product Introduction
Description
Calcon, also known as 3-Hydroxy-4-(2-hydroxy-1-naphthylazo)-2,7-naphthalenedisulfonic acid, is a synthetic dye that belongs to the class of azo dyes. It is commonly used as an indicator in analytical chemistry and as a colorant in various industries. Calcon has also been studied for its potential therapeutic and environmental applications.
Properties
CAS Number
2538-85-4
Product Name
Calcon
IUPAC Name
sodium;3-hydroxy-4-[(2-hydroxynaphthalen-1-yl)diazenyl]naphthalene-1-sulfonate
Molecular Formula
C20H13N2NaO5S
Molecular Weight
416.3828
InChI
InChI=1S/C20H14N2O5S.Na/c23-16-10-9-12-5-1-2-6-13(12)19(16)21-22-20-15-8-4-3-7-14(15)18(11-17(20)24)28(25,26)27;/h1-11,23-24H,(H,25,26,27);/q;+1/p-1
InChI Key
ZQWICJYATMSSSD-QUABFQRHSA-M
SMILES
C1=CC=C2C(=C1)C=CC(=C2N=NC3=C(C=C(C4=CC=CC=C43)S(=O)(=O)[O-])O)O.[Na+]
Solubility
Soluble in DMSO
Synonyms
Calcon; NSC-47714; NSC 47714; NSC47714.
Method of Synthesis or Extraction
Calcon can be synthesized by various methods, including diazotization, coupling, and sulfonation. The most commonly used method involves the diazotization of 2-amino-1-naphthol-4-sulfonic acid followed by coupling with 3-hydroxy-2-naphthoic acid. The yield of this method is around 60-70%, and the reaction is carried out under acidic conditions. However, this method can produce toxic byproducts and requires careful handling to avoid environmental contamination.
Another method of synthesis involves the sulfonation of 3-hydroxy-2-naphthoic acid followed by coupling with diazotized 2-amino-1-naphthol-4-sulfonic acid. This method has a higher yield of around 80-90% and is less toxic than the previous method. However, it requires a longer reaction time and higher temperatures.
Environmental and safety considerations should be taken into account when synthesizing Calcon. The use of toxic reagents and solvents should be minimized, and waste products should be properly disposed of to avoid environmental contamination.
Chemical Structure and Biological Activity
Calcon has a molecular formula of C20H13N2O9S2 and a molecular weight of 527.45 g/mol. It has a naphthalene backbone with two sulfonic acid groups and an azo group attached to it. The azo group is responsible for the color of Calcon, which changes from yellow to red in the presence of metal ions such as calcium, magnesium, and zinc.
Calcon has been studied for its potential biological activity, particularly as a calcium indicator. It binds to calcium ions and undergoes a conformational change, resulting in a shift in its absorption spectrum. This property has been utilized in various biological assays, including calcium imaging and fluorescence resonance energy transfer (FRET) assays.
Biological Effects
Calcon has been shown to affect cell function and signal transduction by binding to calcium ions and modulating their intracellular concentration. It has been studied for its potential therapeutic effects in various diseases, including cancer, Alzheimer's disease, and cardiovascular disease. However, its potential toxic effects should also be considered, as high concentrations of Calcon can disrupt calcium homeostasis and induce cell death.
Applications
In medical research, Calcon has been used as a calcium indicator in various assays, including calcium imaging and FRET assays. It has also been studied for its potential therapeutic effects, particularly in cancer and Alzheimer's disease. Clinical trials have shown promising results, but further studies are needed to determine its efficacy and safety.
In environmental research, Calcon has been used to study the effects of metal ions on ecosystems and to monitor pollution levels in water and soil. It has also been studied for its potential use in pollution management and sustainability, particularly in the removal of heavy metals from contaminated sites.
In industrial research, Calcon has been used in manufacturing processes to improve product quality and efficiency. However, health and safety considerations should be taken into account when handling Calcon, as it can be toxic in high concentrations.
Future Perspectives and Challenges
Current limitations in the use and study of Calcon include its potential toxicity and the need for further studies to determine its efficacy and safety in therapeutic applications. Possible solutions and improvements include the development of safer and more efficient synthesis methods and the use of Calcon in combination with other compounds to enhance its therapeutic effects.
Future trends and prospects in the application of Calcon in scientific research include its potential use as a diagnostic tool in various diseases and its potential use in the development of new drugs. However, further studies are needed to determine its full potential and to address the challenges associated with its use.
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