Ethyl 2-amino-4-methylthiophene-3-carboxylate - 43088-42-2

Ethyl 2-amino-4-methylthiophene-3-carboxylate

Catalog Number: EVT-292879
CAS Number: 43088-42-2
Molecular Formula: C8H11NO2S
Molecular Weight: 185.25 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction

Description
Ethyl 2-amino-4-methylthiophene-3-carboxylate is a chemical compound that belongs to the class of heterocyclic compounds. It is a synthetic compound that has gained significant attention in the scientific community due to its potential therapeutic and industrial applications. This paper aims to provide an overview of the synthesis, chemical structure, biological activity, and potential applications of Ethyl 2-amino-4-methylthiophene-3-carboxylate.
Applications in Various Fields
Ethyl 2-amino-4-methylthiophene-3-carboxylate has potential applications in various fields, including medical research, environmental research, and industrial research. In medical research, the compound may play a role in drug development, and its efficacy and safety are being evaluated in clinical trials. In environmental research, Ethyl 2-amino-4-methylthiophene-3-carboxylate may have effects on ecosystems and may be used in pollution management. In industrial research, the compound may be used in manufacturing processes to improve product quality and efficiency, and health and safety considerations should be taken into account.

Properties

CAS Number

43088-42-2

Product Name

Ethyl 2-amino-4-methylthiophene-3-carboxylate

IUPAC Name

ethyl 2-amino-4-methylthiophene-3-carboxylate

Molecular Formula

C8H11NO2S

Molecular Weight

185.25 g/mol

InChI

InChI=1S/C8H11NO2S/c1-3-11-8(10)6-5(2)4-12-7(6)9/h4H,3,9H2,1-2H3

InChI Key

ILYCZKOBLRJJSW-UHFFFAOYSA-N

SMILES

CCOC(=O)C1=C(SC=C1C)N

Canonical SMILES

CCOC(=O)C1=C(SC=C1C)N
Method of Synthesis or Extraction
Ethyl 2-amino-4-methylthiophene-3-carboxylate can be synthesized using various methods, including the Gewald reaction, the Hantzsch reaction, and the Biginelli reaction. The Gewald reaction involves the reaction of α-bromoacetophenone with thiourea and ethyl acetoacetate in the presence of a base. The Hantzsch reaction involves the reaction of β-ketoester, aldehyde, and ammonium acetate in the presence of a catalyst. The Biginelli reaction involves the reaction of aldehyde, β-ketoester, and urea in the presence of a catalyst.
The efficiency and yield of each method vary depending on the reaction conditions and the starting materials used. The Gewald reaction has been reported to have a high yield of up to 90%, while the Hantzsch reaction and the Biginelli reaction have yields ranging from 50% to 80%. Environmental and safety considerations should also be taken into account when selecting a method for synthesizing Ethyl 2-amino-4-methylthiophene-3-carboxylate. The use of toxic reagents and solvents should be avoided, and proper waste disposal methods should be employed.
Chemical Structure and Biological Activity
The chemical structure of Ethyl 2-amino-4-methylthiophene-3-carboxylate consists of a thiophene ring with an amino and a carboxylate group attached to it. The compound has been reported to exhibit various biological activities, including antimicrobial, antifungal, anti-inflammatory, and anticancer activities. The mechanism of action and biological targets of Ethyl 2-amino-4-methylthiophene-3-carboxylate are not fully understood, but it is believed to act by inhibiting enzymes and signaling pathways involved in cell growth and proliferation.
Biological Effects
Ethyl 2-amino-4-methylthiophene-3-carboxylate has been shown to have potential therapeutic effects on various diseases, including cancer, inflammation, and microbial infections. However, the compound may also have toxic effects on cells and tissues, and its safety profile needs to be further investigated. The potential therapeutic and toxic effects of Ethyl 2-amino-4-methylthiophene-3-carboxylate should be carefully evaluated before its use in clinical settings.
Future Perspectives and Challenges
The use and study of Ethyl 2-amino-4-methylthiophene-3-carboxylate face several limitations, including its limited availability, its potential toxicity, and the lack of understanding of its mechanism of action. Possible solutions and improvements include the development of more efficient and sustainable synthesis methods, the identification of its biological targets and mechanism of action, and the evaluation of its safety profile in preclinical and clinical studies. Future trends and prospects in the application of Ethyl 2-amino-4-methylthiophene-3-carboxylate in scientific research may include the development of new therapeutic agents and the use of the compound in environmental and industrial applications.

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