D&C Red No. 30 - 2379-74-0
D&C Red No. 30
Catalog Number: BT-265269
CAS Number: 2379-74-0
Molecular Formula: C18H10Cl2o2s2
Molecular Weight: 393.3 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction
Description
D&C Red No. 30 is a synthetic organic dye that is commonly used in various industries, including cosmetics, food, and pharmaceuticals. It is also known as Red 30 Lake, C.I. 73360, or 2-Naphthalenesulfonic acid, 6-hydroxy-5-((2-methoxy-5-methyl-4-sulfophenyl)azo)-, disodium salt. This paper aims to provide an overview of the synthesis, biological activity, and applications of D&C Red No. 30.
Properties
CAS Number
2379-74-0
Product Name
D&C Red No. 30
IUPAC Name
6-chloro-2-(6-chloro-4-methyl-3-oxo-1-benzothiophen-2-ylidene)-4-methyl-1-benzothiophen-3-one
Molecular Formula
C18H10Cl2o2s2
Molecular Weight
393.3 g/mol
InChI
InChI=1S/C18H10Cl2O2S2/c1-7-3-9(19)5-11-13(7)15(21)17(23-11)18-16(22)14-8(2)4-10(20)6-12(14)24-18/h3-6H,1-2H3
InChI Key
NDDLLTAIKYHPOD-ISLYRVAYSA-N
SMILES
CC1=CC(=CC2=C1C(=O)C(=C3C(=O)C4=C(S3)C=C(C=C4C)Cl)S2)Cl
Solubility
Soluble in DMSO
Synonyms
Threne Brilliant Pink R; AKA226; FDC Red No. 30; RED 30; VatpinkR; D C Red no. 30; Pink R; 6,6'-DICHLORO-4,4'-DIMETHYL-(2,2')BI(BENZO(B)THIOPHENYLIDENE)-3,3'-DIONE; fastpinky; CRED30;
Canonical SMILES
CC1=CC(=CC2=C1C(=O)C(=C3C(=O)C4=C(S3)C=C(C=C4C)Cl)S2)Cl
Isomeric SMILES
CC1=CC(=CC2=C1C(=O)/C(=C/3\C(=O)C4=C(S3)C=C(C=C4C)Cl)/S2)Cl
Method of Synthesis or Extraction
D&C Red No. 30 is synthesized by coupling 2-methoxy-5-methyl-4-sulfanilic acid with 6-hydroxy-5-((2-methoxy-5-methyl-4-sulfophenyl)azo)-2-naphthalenesulfonic acid. The reaction is catalyzed by copper salts, and the resulting product is purified by filtration and drying. Other methods of synthesis include diazotization of 2-naphthol and coupling with 6-amino-4-methyl-3-sulfanilic acid. The efficiency and yield of each method vary, but the copper-catalyzed coupling method is the most commonly used due to its high yield and purity.
Environmental and safety considerations are important in the synthesis of D&C Red No. 30. The use of copper salts as a catalyst can lead to the generation of hazardous waste, which must be properly disposed of. Additionally, the starting materials and byproducts of the reaction may be toxic or harmful to the environment. Therefore, it is important to follow proper safety protocols and waste management procedures during the synthesis of D&C Red No. 30.
Chemical Structure and Biological Activity
D&C Red No. 30 has a chemical structure consisting of a naphthalene ring, a sulfonic acid group, and an azo group. The azo group is responsible for the red color of the dye, and the sulfonic acid group makes it water-soluble. The biological activity of D&C Red No. 30 is primarily related to its ability to bind to proteins and other biomolecules. It has been shown to interact with enzymes, receptors, and DNA, although the exact mechanism of action is not well understood.
Biological Effects
D&C Red No. 30 has been shown to have both therapeutic and toxic effects on cells and organisms. In vitro studies have demonstrated that it can affect cell function and signal transduction pathways, leading to changes in gene expression and cell proliferation. It has also been shown to have antimicrobial and antioxidant properties, which may be useful in medical and cosmetic applications.
However, D&C Red No. 30 has also been associated with potential toxic effects, including genotoxicity and carcinogenicity. Animal studies have shown that it can cause liver and kidney damage, as well as reproductive and developmental toxicity. Therefore, it is important to carefully evaluate the safety of D&C Red No. 30 before using it in any application.
Applications
D&C Red No. 30 has a wide range of applications in various industries. In medical research, it has been used as a marker for cell viability and proliferation, as well as a dye for histological staining. It has also been investigated for its potential role in drug development, particularly in the treatment of cancer and other diseases.
In environmental research, D&C Red No. 30 has been studied for its effects on ecosystems and its role in pollution management. It has been shown to have toxic effects on aquatic organisms, and its presence in wastewater can lead to environmental contamination. Therefore, it is important to monitor and regulate its use in industrial processes.
In industrial research, D&C Red No. 30 is commonly used as a colorant in various products, including cosmetics, food, and textiles. It can improve product quality and efficiency, but health and safety considerations must be taken into account during its use.
Future Perspectives and Challenges
The use of D&C Red No. 30 is currently limited by its potential toxicity and environmental impact. Therefore, future research should focus on developing safer and more sustainable alternatives. This may involve the use of natural dyes or the development of new synthetic dyes with improved properties.
Additionally, more research is needed to fully understand the biological activity and mechanism of action of D&C Red No. 30. This will help to identify potential therapeutic applications and improve our understanding of its potential toxic effects.
In conclusion, D&C Red No. 30 is a synthetic organic dye with a wide range of applications in various industries. Its synthesis, biological activity, and potential therapeutic and toxic effects have been studied extensively, but more research is needed to fully understand its properties and develop safer alternatives.
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