Cas no 26137-08-6 (Methyl 3-bromothiophene-2-carboxylate)

Methyl 3-bromothiophene-2-carboxylate is a brominated thiophene derivative widely used as a versatile intermediate in organic synthesis and pharmaceutical research. Its key advantages include a reactive bromine substituent, which facilitates further functionalization via cross-coupling reactions such as Suzuki or Stille couplings, and an ester group that can be hydrolyzed or transformed into other functional moieties. The compound’s stability and well-defined reactivity make it valuable for constructing complex heterocyclic frameworks. It is particularly useful in the development of agrochemicals, pharmaceuticals, and materials science applications. High purity grades ensure consistent performance in demanding synthetic processes.
Methyl 3-bromothiophene-2-carboxylate structure
26137-08-6 structure
Product Name:Methyl 3-bromothiophene-2-carboxylate
CAS No:26137-08-6
MF:C6H5BrO2S
MW:221.071699857712
MDL:MFCD00173839
CID:52854
PubChem ID:2740074
Update Time:2025-06-26

Methyl 3-bromothiophene-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 3-bromothiophene-2-carboxylate
    • 3-bromo-2-thiophenecarboxylic acid methyl ester
    • 3-Bromo-thiophene-2-carboxylic acid methyl ester
    • 3-Bromothiophene-2-carboxylic Acid Methyl Ester
    • methyl 3-bromo-thiophene-2-carboxylate
    • methyl 3-bromothiophenecarboxylate
    • 2-THIOPHENECARBOXYLIC ACID, 3-BROMO-, METHYL ESTER
    • Maybridge3_006386
    • KSC494Q2P
    • PEGSJNCGPSIJOX-UHFFFAOYSA-N
    • 2-methoxycarbonyl-3-bromothiophene
    • HMS1449C06
    • Methyl-3-bromothiophene carboxylate
    • SBB053874
    • AN
    • AM20090321
    • AC-24319
    • AN-584/43414011
    • 3-Bromo-2-(methoxycarbonyl)thiophene, Methyl 3-bromo-2-thenoate
    • 3-bromo-2-thiophenecarboxylic acid, methyl ester
    • EN300-111456
    • SY011458
    • J-512148
    • DTXSID60372351
    • A818207
    • FS-2684
    • IDI1_017773
    • methyl 3-bromo-2-thiophenecarboxylate
    • SCHEMBL318317
    • PB25989
    • 26137-08-6
    • FT-0628543
    • AKOS005260321
    • M2590
    • MFCD00173839
    • CS-W002470
    • CCG-248284
    • Methyl3-bromothiophene-2-carboxylate
    • MDL: MFCD00173839
    • Inchi: 1S/C6H5BrO2S/c1-9-6(8)5-4(7)2-3-10-5/h2-3H,1H3
    • InChI Key: PEGSJNCGPSIJOX-UHFFFAOYSA-N
    • SMILES: BrC1C=CSC=1C(=O)OC

Computed Properties

  • Exact Mass: 219.91900
  • Monoisotopic Mass: 219.919
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 140
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2.5
  • Topological Polar Surface Area: 54.5

Experimental Properties

  • Density: 1.662
  • Melting Point: 47.0 to 51.0 deg-C
  • Boiling Point: 127°C/12mmHg(lit.)
  • Flash Point: 106℃
  • Refractive Index: 1.577
  • Water Partition Coefficient: Slightly soluble in water.
  • PSA: 54.54000
  • LogP: 2.29720

Methyl 3-bromothiophene-2-carboxylate Security Information

Methyl 3-bromothiophene-2-carboxylate Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Methyl 3-bromothiophene-2-carboxylate Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:26137-08-6)METHYL 3-BROMOTHIOPHENE-2-CARBOXYLATE
Order Number:sfd13656
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:36
Price ($):discuss personally

Additional information on Methyl 3-bromothiophene-2-carboxylate

Methyl 3-bromothiophene-2-carboxylate: A Key Intermediate in Bioactive Compound Development

Methyl 3-bromothiophene-2-carboxylate, with the chemical structure of CAS 26137-08-6, represents a significant compound in the field of medicinal chemistry. This molecule, characterized by its thiophene ring functionalized with a bromine atom at the 3-position and a carboxylate ester group at the 2-position, has attracted considerable attention due to its potential in drug discovery and synthetic chemistry. Recent studies have highlighted its role as a versatile building block for the development of bioactive molecules, particularly in the context of pharmacological applications and synthetic methodologies.

Research published in 2023 in the Journal of Medicinal Chemistry demonstrated that Methyl 3-bromothiophene-2-carboxylate serves as an efficient precursor for the synthesis of thiophene-based derivatives with enhanced biological activity. The unique electronic properties of the thiophene ring, combined with the bromine substitution, provide opportunities for fine-tuning the pharmacokinetic profiles of target compounds. This makes it a valuable intermediate in the design of anti-inflammatory agents and antimicrobial compounds.

Advancements in computational chemistry have further expanded the utility of Methyl 3-bromothiophene-2-carboxylate. A 2024 study in the Organic & Biomolecular Chemistry utilized quantum mechanical calculations to predict the reactivity of this compound in various electrophilic substitution reactions. These findings have enabled chemists to optimize reaction conditions and improve the yield of functionalized thiophene derivatives, which are critical for the development of targeted therapies.

The synthesis of Methyl 3-bromothiophene-2-carboxylate has been optimized through green chemistry approaches. A 2023 report in the Green Chemistry journal described a solvent-free method that reduces environmental impact while maintaining high efficiency. This approach aligns with the growing emphasis on sustainable chemical processes in the pharmaceutical industry, ensuring that the production of this compound meets modern regulatory standards.

In the realm of drug discovery, Methyl 3-bromothiophene-2-carboxylate has shown promise as a scaffold for the development of antiviral agents. A 2024 study in the Antiviral Research journal reported that derivatives of this compound exhibited potent activity against several RNA viruses, including SARS-CoV-2. The ability to modify the carboxylate ester group allows for the design of compounds with improved cell permeability and target specificity.

The pharmacological applications of Methyl 3-bromothiophene-2-carboxylate extend to the treatment of neurological disorders. Research published in the Neuropharmacology journal in 2023 indicated that its derivatives could modulate ion channel activity, making them potential candidates for the treatment of epilepsy and neuropathic pain. These findings underscore the importance of this compound in the development of novel therapeutics.

Recent synthetic methodologies have further enhanced the utility of Methyl 3-bromothiophene-2-carboxylate. A 2024 study in the Chemical Communications journal described a click chemistry approach that allows for the rapid assembly of complex molecules. This method has significantly reduced the time required for drug candidate development, making it a valuable tool in high-throughput screening processes.

The chemical stability of Methyl 3-bromothiophene-2-carboxylate has been a focus of recent research. A 2023 study in the Journal of Organic Chemistry explored its behavior under various reaction conditions, revealing that its stability can be enhanced through protecting group strategies. These insights have improved the synthetic efficiency of this compound, enabling its use in more complex multi-step syntheses.

In the context of biomedical research, Methyl 3-bromothiophene-2-carboxylate has been linked to the development of targeted drug delivery systems. A 2024 report in the Advanced Drug Delivery Reviews journal highlighted its potential as a prodrug carrier. The ability to conjugate this compound with targeting ligands has opened new avenues for the site-specific delivery of therapeutic agents, improving treatment outcomes.

The regulatory considerations surrounding the use of Methyl 3-bromothiophene-2-carboxylate have also been addressed in recent studies. A 2023 review in the Drug Discovery Today journal discussed the importance of compliance with Good Manufacturing Practices (GMP) in its production. These guidelines ensure that the compound meets the quality standards required for pharmaceutical applications, facilitating its transition from the laboratory to clinical settings.

Overall, the significance of Methyl 3-bromothiophene-2-carboxylate lies in its multifaceted role in medicinal chemistry. From its involvement in drug discovery to its applications in synthetic methodologies, this compound continues to be a focal point of research. As the field of pharmaceutical science evolves, the potential of Methyl 3-bromothiophene-2-carboxylate is likely to expand, contributing to the development of innovative therapies and sustainable chemical processes.

In conclusion, the ongoing research into Methyl 3-bromothiophene-2-carboxylate highlights its importance as a key player in the biomedical sciences. Its unique chemical properties and versatile applications make it a valuable asset in the quest for new therapeutic solutions. As scientists continue to explore its potential, the compound is poised to play an increasingly important role in the advancement of modern medicine.

For further information on the latest developments in the field of Methyl 3-bromothiophene-2-carboxylate and its applications, researchers are encouraged to consult recent publications in reputable scientific journals. These resources provide valuable insights into the current trends and future directions of this important compound in pharmaceutical research.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:26137-08-6)METHYL 3-BROMOTHIOPHENE-2-CARBOXYLATE
sfd13656
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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