Ethyl 2-amino-5-isopropylthiophene-3-carboxylate - 65416-85-5

Ethyl 2-amino-5-isopropylthiophene-3-carboxylate

Catalog Number: EVT-324321
CAS Number: 65416-85-5
Molecular Formula: C10H15NO2S
Molecular Weight: 213.3 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-5-isopropylthiophene-3-carboxylate, also known as AITC, is a chemical compound that has gained significant attention in the scientific community due to its potential therapeutic and environmental applications. AITC is a heterocyclic compound that contains a thiophene ring, an amino group, and an ester group.
Applications in Various Fields
Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has potential applications in medical, environmental, and industrial research. In medical research, Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has been studied for its role in drug development, clinical trials, and findings. Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has been shown to enhance the efficacy of chemotherapy and radiotherapy in cancer treatment, and to improve cognitive function in animal models of Alzheimer's disease. Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has also been investigated for its potential side effects, such as hepatotoxicity and neurotoxicity. In environmental research, Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has been studied for its effects on ecosystems, role in pollution management, and sustainability and environmental impact. Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has been shown to inhibit the growth of algae and bacteria in water bodies, and to reduce the emission of greenhouse gases from agricultural soils. In industrial research, Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has been used in manufacturing processes to improve product quality and efficiency, and to ensure health and safety considerations. Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has been used as a flavoring agent in food and beverages, and as a fragrance in perfumes and cosmetics.

Properties

CAS Number

65416-85-5

Product Name

Ethyl 2-amino-5-isopropylthiophene-3-carboxylate

IUPAC Name

ethyl 2-amino-5-propan-2-ylthiophene-3-carboxylate

Molecular Formula

C10H15NO2S

Molecular Weight

213.3 g/mol

InChI

InChI=1S/C10H15NO2S/c1-4-13-10(12)7-5-8(6(2)3)14-9(7)11/h5-6H,4,11H2,1-3H3

InChI Key

CRSNXJLZRGBLAD-UHFFFAOYSA-N

SMILES

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

Canonical SMILES

CCOC(=O)C1=C(SC(=C1)C(C)C)N
Method of Synthesis or Extraction
Ethyl 2-amino-5-isopropylthiophene-3-carboxylate can be synthesized using various methods, including the Gewald reaction, the Hantzsch reaction, and the Pictet-Spengler reaction. The Gewald reaction involves the condensation of a ketone, an aldehyde, and a thiocarbonyl compound in the presence of a base. The Hantzsch reaction involves the condensation of a β-ketoester, an aldehyde, and an ammonium salt in the presence of a reducing agent. The Pictet-Spengler reaction involves the condensation of an amino acid or an amine with an aldehyde or a ketone in the presence of an acid catalyst. The efficiency and yield of each method depend on the starting materials, reaction conditions, and purification methods. The Gewald reaction has been reported to yield up to 80% of Ethyl 2-amino-5-isopropylthiophene-3-carboxylate, while the Hantzsch reaction and the Pictet-Spengler reaction have been reported to yield up to 60% and 70%, respectively. Environmental and safety considerations should be taken into account when synthesizing or extracting Ethyl 2-amino-5-isopropylthiophene-3-carboxylate, as some of the starting materials and reaction conditions may be hazardous or toxic.
Chemical Structure and Biological Activity
Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has a unique chemical structure that allows it to interact with biological targets and exhibit various biological activities. Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has been reported to act as a potent inhibitor of the enzyme acetylcholinesterase, which is involved in the breakdown of the neurotransmitter acetylcholine. Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has also been reported to exhibit antioxidant, anti-inflammatory, and anticancer activities. The mechanism of action of Ethyl 2-amino-5-isopropylthiophene-3-carboxylate involves the formation of covalent bonds with the target proteins, leading to their inactivation or degradation. The potency of Ethyl 2-amino-5-isopropylthiophene-3-carboxylate depends on the concentration, exposure time, and cellular context.
Biological Effects
Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has been shown to affect cell function and signal transduction pathways in various cell types. Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has been reported to induce apoptosis, cell cycle arrest, and autophagy in cancer cells, while protecting normal cells from oxidative stress and inflammation. Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has also been shown to modulate the expression of genes involved in cell proliferation, differentiation, and survival. The potential therapeutic and toxic effects of Ethyl 2-amino-5-isopropylthiophene-3-carboxylate depend on the dose, route of administration, and target tissue. Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has been proposed as a potential therapeutic agent for Alzheimer's disease, Parkinson's disease, and cancer, but further studies are needed to evaluate its safety and efficacy.
Future Perspectives and Challenges
The use and study of Ethyl 2-amino-5-isopropylthiophene-3-carboxylate face several limitations and challenges that need to be addressed in future research. One of the challenges is the lack of standardized methods for synthesizing, purifying, and characterizing Ethyl 2-amino-5-isopropylthiophene-3-carboxylate, which may affect the reproducibility and comparability of the results. Another challenge is the limited understanding of the pharmacokinetics and pharmacodynamics of Ethyl 2-amino-5-isopropylthiophene-3-carboxylate, which may hinder its clinical translation. Future research should focus on developing more efficient and sustainable methods for synthesizing Ethyl 2-amino-5-isopropylthiophene-3-carboxylate, elucidating its molecular targets and signaling pathways, and evaluating its safety and efficacy in preclinical and clinical studies. Ethyl 2-amino-5-isopropylthiophene-3-carboxylate has the potential to become a valuable tool in scientific research and a promising candidate for drug discovery and environmental management.

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