Cas no 193064-97-0 (5-Bromo-3-ethylthiophene-2-carboxylic acid)

5-Bromo-3-ethylthiophene-2-carboxylic acid is a brominated thiophene derivative featuring an ethyl substituent at the 3-position and a carboxylic acid functional group at the 2-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and functional materials. The bromine moiety enhances reactivity for further cross-coupling reactions, while the carboxylic acid group allows for derivatization into esters, amides, or other derivatives. Its well-defined structure and functional groups make it valuable for constructing complex heterocyclic systems. The compound is typically handled under standard laboratory conditions, with purity and stability being critical for consistent performance in synthetic applications.
5-Bromo-3-ethylthiophene-2-carboxylic acid structure
193064-97-0 structure
Product Name:5-Bromo-3-ethylthiophene-2-carboxylic acid
CAS No:193064-97-0
MF:C7H7BrO2S
MW:235.098280191422
CID:2135840
Update Time:2025-10-30

5-Bromo-3-ethylthiophene-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 5-bromo-3-ethyl-2-Thiophenecarboxylic acid
    • 5-bromo-3-ethylthiophene-2-carboxylic acid
    • 5-Bromo-3-ethylthiophene-2-carboxylic acid
    • Inchi: 1S/C7H7BrO2S/c1-2-4-3-5(8)11-6(4)7(9)10/h3H,2H2,1H3,(H,9,10)
    • InChI Key: CVRGBRXIBVIPLX-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=C(C(=O)O)S1)CC

Computed Properties

  • Exact Mass: 233.935
  • Monoisotopic Mass: 233.935
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 163
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 65.5

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Additional information on 5-Bromo-3-ethylthiophene-2-carboxylic acid

Introduction to 5-Bromo-3-ethylthiophene-2-carboxylic acid (CAS No. 193064-97-0)

5-Bromo-3-ethylthiophene-2-carboxylic acid is a significant compound in the realm of organic chemistry and pharmaceutical research, characterized by its unique structural properties and versatile applications. This compound, identified by the Chemical Abstracts Service Number (CAS No.) 193064-97-0, belongs to the thiophene derivative family, which has garnered considerable attention due to its role in synthesizing biologically active molecules. The presence of both bromine and ethyl substituents on the thiophene ring imparts distinct reactivity, making it a valuable intermediate in the development of pharmaceuticals and specialty chemicals.

The structural framework of 5-Bromo-3-ethylthiophene-2-carboxylic acid consists of a thiophene core substituted at the 5-position with a bromine atom and at the 3-position with an ethyl group. The carboxylic acid functionality at the 2-position further enhances its utility as a synthetic building block. This arrangement not only facilitates various chemical transformations but also contributes to its potential biological activity. The compound’s molecular formula, C?H?BrO?, reflects its composition and suggests a range of possible interactions with biological targets.

In recent years, 5-Bromo-3-ethylthiophene-2-carboxylic acid has been extensively studied for its applications in medicinal chemistry. Its derivatives have shown promise in inhibiting various enzymes and receptors involved in inflammatory and infectious diseases. For instance, modifications of the thiophene ring have led to the discovery of novel compounds with anti-inflammatory properties, which are being explored for their potential in treating chronic inflammatory disorders. The bromine substituent, in particular, has been recognized for its ability to enhance binding affinity when incorporated into drug-like molecules.

The carboxylic acid moiety in 5-Bromo-3-ethylthiophene-2-carboxylic acid (CAS No. 193064-97-0) provides a site for further functionalization, enabling the synthesis of esters, amides, and other derivatives that can be tailored for specific biological activities. This flexibility has made it a preferred starting material for researchers aiming to develop new therapeutic agents. Additionally, the ethyl group at the 3-position contributes to the compound’s lipophilicity, which can influence its pharmacokinetic properties, such as absorption, distribution, metabolism, and excretion.

Recent advancements in computational chemistry have further highlighted the significance of 5-Bromo-3-ethylthiophene-2-carboxylic acid in drug discovery. Molecular modeling studies have demonstrated that derivatives of this compound can interact with target proteins through multiple binding modes, enhancing their therapeutic efficacy. These studies have provided insights into optimizing the structure of thiophene-based compounds to improve their binding affinity and selectivity. The integration of machine learning algorithms has also accelerated the process of identifying promising candidates for further experimental validation.

The synthesis of 5-Bromo-3-ethylthiophene-2-carboxylic acid involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Common synthetic routes include bromination of ethylthiophene derivatives followed by carboxylation at the desired position. Advances in catalytic methods have enabled more efficient and sustainable synthesis pathways, reducing waste and energy consumption. These improvements align with the growing emphasis on green chemistry principles in pharmaceutical manufacturing.

Beyond its pharmaceutical applications, 5-Bromo-3-ethylthiophene-2-carboxylic acid has found utility in materials science. Thiophene derivatives are known for their electronic properties, making them suitable for use in organic semiconductors and conductive polymers. The bromine substituent can serve as a handle for further functionalization, allowing researchers to tailor these materials for specific applications such as flexible electronics and photovoltaic devices.

The future prospects of 5-Bromo-3-ethylthiophene-2-carboxylic acid (CAS No. 193064-97-0) are promising, with ongoing research exploring its potential in various fields. As our understanding of biological pathways continues to expand, new opportunities for utilizing thiophene-based compounds are likely to emerge. Collaborative efforts between chemists, biologists, and pharmacologists will be crucial in translating these findings into tangible benefits for human health.

In conclusion,5-Bromo-3-ethylthiophene-2-carboxylic acid represents a versatile and valuable compound with significant implications in pharmaceuticals and materials science. Its unique structural features and reactivity make it an indispensable tool for researchers seeking to develop innovative solutions to complex challenges. As new methodologies and technologies emerge,5-Bromo-3-Ethylthiophene - 2 - Carboxylic Acid (CAS No: 193064 - 97 - 0) will undoubtedly continue to play a pivotal role in advancing scientific discovery.

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