Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate - 74543-21-8

Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate

Catalog Number: EVT-1661425
CAS Number: 74543-21-8
Molecular Formula: C12H10N3NaO6S2
Molecular Weight: 379.3 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction

Description
Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate, also known as Acid Orange 7, is a synthetic azo dye commonly used in various industries, including textile, paper, and food. It is a water-soluble compound with a molecular formula of C16H12N3NaO7S2 and a molecular weight of 452.4 g/mol. Despite its widespread use, Acid Orange 7 has been found to have potential toxic effects on human health and the environment. This paper aims to provide an overview of the synthesis, chemical structure, biological activity, and applications of Acid Orange 7, as well as its potential future perspectives and challenges.
Applications in Various Fields
Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 has various applications in different industries, including medical, environmental, and industrial research. In medical research, it has been used as a model compound to study the genotoxicity and mutagenicity of azo dyes. It has also been investigated for its potential therapeutic effects, such as its ability to inhibit the growth of cancer cells and reduce inflammation. In environmental research, Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 has been found to have adverse effects on aquatic ecosystems, such as its ability to inhibit photosynthesis and reduce oxygen levels. It has also been used in pollution management, such as in the removal of heavy metals from wastewater. In industrial research, Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 has been used in various manufacturing processes, such as in the production of textiles and paper. However, its use in these industries requires careful consideration of its potential health and safety risks.

Properties

CAS Number

74543-21-8

Product Name

Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate

IUPAC Name

sodium;4-[(4-amino-3-sulfophenyl)diazenyl]benzenesulfonate

Molecular Formula

C12H10N3NaO6S2

Molecular Weight

379.3 g/mol

InChI

InChI=1S/C12H11N3O6S2.Na/c13-11-6-3-9(7-12(11)23(19,20)21)15-14-8-1-4-10(5-2-8)22(16,17)18;/h1-7H,13H2,(H,16,17,18)(H,19,20,21);/q;+1/p-1

InChI Key

YXKNHTSZQIOQDP-UHFFFAOYSA-M

SMILES

C1=CC(=CC=C1N=NC2=CC(=C(C=C2)N)S(=O)(=O)O)S(=O)(=O)[O-].[Na+]

Canonical SMILES

C1=CC(=CC=C1N=NC2=CC(=C(C=C2)N)S(=O)(=O)O)S(=O)(=O)[O-].[Na+]
Method of Synthesis or Extraction
Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 can be synthesized through various methods, including diazotization, coupling, and sulfonation. The most commonly used method involves the diazotization of 4-aminoazobenzene followed by coupling with 3,4'-dihydroxybenzenesulfonic acid. The efficiency and yield of this method depend on several factors, such as the purity of the starting materials, reaction conditions, and the presence of impurities. The yield of Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 can range from 50% to 90%, depending on the method used. However, the synthesis of Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 can have environmental and safety considerations, as it involves the use of hazardous chemicals and generates toxic waste.
Chemical Structure and Biological Activity
Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 has a complex chemical structure consisting of an azo group (-N=N-) and two sulfonic acid groups (-SO3H). The azo group is responsible for the characteristic orange color of the dye, while the sulfonic acid groups make it water-soluble. Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 has been found to have biological activity, particularly in its ability to bind to DNA and induce mutations. It has also been shown to have cytotoxic effects on various cell lines, including human liver cells and lymphocytes. The mechanism of action of Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 involves the generation of reactive oxygen species (ROS) and the induction of oxidative stress, leading to DNA damage and cell death.
Biological Effects
The biological effects of Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 on cell function and signal transduction depend on the concentration and duration of exposure. At low concentrations, it can induce cell proliferation and differentiation, while at high concentrations, it can cause cell death and DNA damage. Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 has been found to have potential therapeutic effects, such as its ability to inhibit the growth of cancer cells and reduce inflammation. However, it also has potential toxic effects, such as its ability to induce genotoxicity and mutagenicity. The use of Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 in medical research, such as in drug development and clinical trials, requires careful consideration of its potential benefits and risks.
Future Perspectives and Challenges
The use and study of Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 face several limitations and challenges, such as its potential toxicity and environmental impact. Possible solutions and improvements include the development of safer and more sustainable alternatives to Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7, as well as the implementation of stricter regulations and guidelines for its use. Future trends and prospects in the application of Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7 in scientific research include the development of new therapeutic agents and the investigation of its potential role in disease prevention and treatment. However, these efforts require careful consideration of the potential risks and benefits of Sodium hydrogen 4-aminoazobenzene-3,4'-disulphonate Orange 7, as well as the ethical and social implications of its use.

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