Cas no 190723-12-7 (dibromothiophene-3,4-dicarboxylic acid)

Dibromothiophene-3,4-dicarboxylic acid is a halogenated heterocyclic compound featuring both bromine substituents and carboxylic acid functional groups on a thiophene backbone. This structure imparts reactivity suitable for use as a versatile intermediate in organic synthesis, particularly in the preparation of conjugated polymers, pharmaceuticals, and agrochemicals. The bromine atoms enhance electrophilic substitution potential, while the carboxylic acid groups allow for further derivatization, such as esterification or amidation. Its rigid thiophene core contributes to thermal stability, making it valuable in materials science applications. The compound is typically handled under controlled conditions due to its reactivity and potential sensitivity to moisture.
dibromothiophene-3,4-dicarboxylic acid structure
190723-12-7 structure
Product Name:dibromothiophene-3,4-dicarboxylic acid
CAS No:190723-12-7
MF:C6H2Br2O4S
MW:329.950679302216
MDL:MFCD08695787
CID:1005900
Update Time:2025-10-30

dibromothiophene-3,4-dicarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2,5-Dibromothiophene-3,4-dicarboxylic acid
    • 2,5-Dibromo-3,4-thiophenedicarboxylic acid
    • Ac-DEVD-pNA
    • 2,5-dibromo-thiophene-3,4-dicarboxylic acid
    • QC-5259
    • 2,5-Dibromo-3,4-dicarboxythiophene
    • AK146800
    • C6H2Br2O4S
    • BCP28382
    • dibromothiophene-3,4-dicarboxylic acid
    • FCH2260359
    • AX8284330
    • ST24038716
    • V4037
    • 3,4-Thiophenedicarboxylic acid, 2,5-dibromo-
    • MDL: MFCD08695787
    • Inchi: 1S/C6H2Br2O4S/c7-3-1(5(9)10)2(6(11)12)4(8)13-3/h(H,9,10)(H,11,12)
    • InChI Key: ZZYYIZHQMCEKLG-UHFFFAOYSA-N
    • SMILES: BrC1=C(C(=O)O)C(C(=O)O)=C(S1)Br

Computed Properties

  • Exact Mass: 327.80400
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 223
  • Topological Polar Surface Area: 103

Experimental Properties

  • Density: 2.420±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 432.9°C at 760 mmHg
  • Solubility: Almost insoluble (0.079 g/l) (25 o C),
  • PSA: 102.84000
  • LogP: 2.66950

dibromothiophene-3,4-dicarboxylic acid Security Information

dibromothiophene-3,4-dicarboxylic acid 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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dibromothiophene-3,4-dicarboxylic acid Production Method

dibromothiophene-3,4-dicarboxylic acid Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:190723-12-7)2,5-DibroMothiophene-3,4-dicarboxylic acid
Order Number:sfd18491
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:38
Price ($):discuss personally

Additional information on dibromothiophene-3,4-dicarboxylic acid

Recent Advances in Dibromothiophene-3,4-dicarboxylic Acid (CAS: 190723-12-7) Research: A Comprehensive Review

Dibromothiophene-3,4-dicarboxylic acid (CAS: 190723-12-7) has emerged as a compound of significant interest in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. Recent studies have highlighted its role as a versatile building block in the synthesis of novel bioactive molecules, particularly in the development of enzyme inhibitors and small-molecule modulators of protein-protein interactions. This research briefing aims to provide a comprehensive overview of the latest advancements in the understanding and application of this compound, focusing on its chemical properties, synthetic methodologies, and biological activities.

One of the most notable developments in the study of dibromothiophene-3,4-dicarboxylic acid is its application in the design of covalent inhibitors targeting cysteine proteases. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent inhibitory activity against cathepsin B, a protease implicated in various pathological conditions, including cancer and inflammatory diseases. The researchers utilized a structure-based drug design approach, leveraging the compound's bromine substituents for selective covalent modification of the enzyme's active site cysteine residue. This finding opens new avenues for the development of targeted therapies for protease-dependent diseases.

In the realm of materials science, dibromothiophene-3,4-dicarboxylic acid has shown promise as a precursor for the synthesis of conjugated polymers with unique electronic properties. A recent publication in Advanced Materials reported the successful incorporation of this compound into donor-acceptor copolymers, resulting in materials with enhanced charge transport characteristics suitable for organic electronic applications. The presence of both electron-withdrawing carboxylic acid groups and electron-donating thiophene moieties in the molecular structure contributes to the tunable electronic properties of the resulting polymers, making them particularly valuable for optoelectronic device applications.

From a synthetic chemistry perspective, several innovative methodologies have been developed for the modification and functionalization of dibromothiophene-3,4-dicarboxylic acid. A 2022 study in Organic Letters described a palladium-catalyzed cross-coupling strategy that enables selective modification of the bromine positions while preserving the carboxylic acid functionalities. This approach has significantly expanded the structural diversity accessible from this scaffold, facilitating the rapid generation of compound libraries for biological screening. The study also reported improved synthetic yields through optimized reaction conditions, addressing previous challenges in the large-scale production of this compound.

The biological evaluation of dibromothiophene-3,4-dicarboxylic acid derivatives has revealed several interesting pharmacological properties. Recent in vitro studies have demonstrated that certain derivatives exhibit potent anti-inflammatory activity by inhibiting the NF-κB signaling pathway. Additionally, preliminary investigations into the compound's metal-chelating properties suggest potential applications in the development of novel radiopharmaceuticals and diagnostic agents. These findings underscore the compound's versatility and highlight its potential as a valuable scaffold in medicinal chemistry.

Looking forward, the research community anticipates several promising directions for further investigation of dibromothiophene-3,4-dicarboxylic acid. These include the exploration of its potential in targeted drug delivery systems, the development of novel antimicrobial agents based on its structural framework, and the investigation of its applications in supramolecular chemistry. As synthetic methodologies continue to advance and our understanding of its biological activities deepens, this compound is poised to play an increasingly important role in both basic research and applied pharmaceutical development.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:190723-12-7)2,5-DibroMothiophene-3,4-dicarboxylic acid
sfd18491
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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