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Acid orange 7

Catalog Number: BT-264618

CAS Number: 633-96-5

Molecular Formula: C16H11N2NaO4S

Molecular Weight: 350.32

The product is for non-human research only. Not for therapeutic or veterinary use.

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Product Introduction

Description

Acid Orange 7 (AO7) is a synthetic azo dye commonly used in the textile, leather, and paper industries. It is also used as a biological stain and a pH indicator. However, AO7 has been found to be toxic to aquatic organisms and potentially harmful to human health. This paper will discuss the methods of synthesis or extraction of AO7, its chemical structure and biological activity, its effects on cell function and signal transduction, its potential therapeutic and toxic effects, and its applications in medical, environmental, and industrial research. Finally, the paper will address the future perspectives and challenges of AO7.

Properties

CAS Number

633-96-5

Product Name

Acid orange 7

IUPAC Name

sodium;4-[(2-hydroxynaphthalen-1-yl)diazenyl]benzenesulfonate

Molecular Formula

C16H11N2NaO4S

Molecular Weight

350.32

InChI

InChI=1S/C16H12N2O4S.Na/c19-15-10-5-11-3-1-2-4-14(11)16(15)18-17-12-6-8-13(9-7-12)23(20,21)22;/h1-10,19H,(H,20,21,22);/q;+1/p-1

InChI Key

CQPFMGBJSMSXLP-ZAGWXBKKSA-M

SMILES

C1=CC=C2C(=C1)C=CC(=C2N=NC3=CC=C(C=C3)S(=O)(=O)[O-])O.[Na+]

Solubility

Soluble in DMSO

Synonyms

C.I. Acid Orange 7; NSC 9853; NSC-9853; NSC9853; No. 177 Orange Lake; Pure Orange II S; Acid Orange II; Tangarine Lake X-917;

Method of Synthesis or Extraction

Acid orange 7 can be synthesized by diazotization of 2-aminophenol followed by coupling with 2-naphthol-6-sulfonic acid. The yield of this method is around 70%, and the process is relatively simple and efficient. However, the synthesis of Acid orange 7 requires the use of hazardous chemicals, such as nitric acid and sodium nitrite, which pose environmental and safety concerns.
Another method of synthesis involves the reaction of 2-naphthol-6-sulfonic acid with 4-nitroaniline followed by reduction with sodium dithionite. This method has a higher yield of around 90%, but it also requires the use of hazardous chemicals and generates toxic waste.
Extraction of Acid orange 7 from wastewater can be achieved by adsorption onto activated carbon or by coagulation with aluminum sulfate. These methods are effective in removing Acid orange 7 from wastewater, but they also generate waste and require proper disposal.

Chemical Structure and Biological Activity

Acid orange 7 has a molecular formula of C16H11N2NaO4S and a molecular weight of 360.33 g/mol. It has a characteristic orange color and is soluble in water. Acid orange 7 is a weak acid with a pKa of 3.5.
Acid orange 7 has been found to have antimicrobial, antiviral, and anticancer properties. Its mechanism of action involves the inhibition of DNA synthesis and cell division. Acid orange 7 has been shown to target various biological molecules, including enzymes, receptors, and ion channels.

Biological Effects

Acid orange 7 has been found to have both therapeutic and toxic effects. Its therapeutic effects include the inhibition of cancer cell growth and the prevention of viral infections. However, Acid orange 7 has also been found to be toxic to aquatic organisms and potentially harmful to human health. Its toxic effects include the disruption of cell function and signal transduction, the induction of oxidative stress, and the generation of reactive oxygen species.

Applications

Acid orange 7 has various applications in medical, environmental, and industrial research. In medical research, Acid orange 7 has been used as a biological stain and a pH indicator. It has also been studied for its potential role in drug development and clinical trials. However, its potential side effects and toxicity limit its use in these applications.
In environmental research, Acid orange 7 has been studied for its effects on ecosystems and its role in pollution management. Its use in the textile, leather, and paper industries has been found to contribute to water pollution and environmental degradation. However, its potential for adsorption onto activated carbon and coagulation with aluminum sulfate make it a potential tool for wastewater treatment.
In industrial research, Acid orange 7 has been used in manufacturing processes to improve product quality and efficiency. However, its potential toxicity and environmental impact require proper handling and disposal.

Future Perspectives and Challenges

The use and study of Acid orange 7 face several limitations and challenges. Its potential toxicity and environmental impact require the development of safer and more sustainable alternatives. The use of green chemistry principles and the development of biodegradable dyes are potential solutions to these challenges. The future trends and prospects of Acid orange 7 in scientific research will depend on the development of these alternatives and the implementation of sustainable practices in industry and research.

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