Cas no 40197-20-4 (5-bromo-1H-1,3-benzodiazole-2-carboxylic acid)

5-Bromo-1H-1,3-benzodiazole-2-carboxylic acid is a heterocyclic organic compound featuring a benzodiazole core substituted with a bromo group at the 5-position and a carboxylic acid moiety at the 2-position. This structure makes it a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of bioactive molecules. The bromo substituent enhances reactivity for further functionalization via cross-coupling reactions, while the carboxylic acid group allows for derivatization into esters, amides, or other derivatives. Its high purity and well-defined molecular architecture ensure consistent performance in research and industrial applications, including drug discovery and material science. Suitable for use under standard laboratory conditions, it offers reliable handling and storage stability.
5-bromo-1H-1,3-benzodiazole-2-carboxylic acid structure
40197-20-4 structure
Product Name:5-bromo-1H-1,3-benzodiazole-2-carboxylic acid
CAS No:40197-20-4
MF:C8H5BrN2O2
MW:241.041500806808
MDL:MFCD10566649
CID:328480
PubChem ID:23189704
Update Time:2025-08-04

5-bromo-1H-1,3-benzodiazole-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-1H-benzo[d]imidazole-2-carboxylic acid
    • 1H-Benzimidazole-2-carboxylicacid, 6-bromo-
    • 5-BROMO-1H-BENZIMIDAZOLE-2-CARBOXYLIC ACID
    • 5-Bromo-1H-benzoimidazole-2-carboxylic acid
    • 6-bromo-1H-benzimidazole-2-carboxylic acid
    • 2-Benzimidazolecarboxylic acid
    • 5-bromo-1H-1,3-benzodiazole-2-carboxylic acid
    • 1H-Benzimidazole-2-carboxylicacid,6-bromo-
    • 1H-Benzimidazole-2-carboxylic acid, 6-bromo-
    • AMOT0409
    • HIM1230
    • STL199541
    • BBL022543
    • A
    • EN300-3145777
    • DTXSID30631225
    • J-516791
    • 5-bromo-1H-benzo[d]imidazole-2-carboxylicacid
    • 5-Bromobenzimidazole-2-carboxylic Acid
    • SCHEMBL482085
    • PS-4996
    • AKOS005257085
    • 40197-20-4
    • CS-D0219
    • FT-0685936
    • MFCD06738769
    • SY065649
    • AB27852
    • 6-bromo-1H-1,3-benzodiazole-2-carboxylic acid
    • A21694
    • AM84986
    • DB-069968
    • MDL: MFCD10566649
    • Inchi: 1S/C8H5BrN2O2/c9-4-1-2-5-6(3-4)11-7(10-5)8(12)13/h1-3H,(H,10,11)(H,12,13)
    • InChI Key: ULTDLMITPWHISY-UHFFFAOYSA-N
    • SMILES: BrC1C=CC2=C(C=1)NC(C(=O)O)=N2

Computed Properties

  • Exact Mass: 239.95300
  • Monoisotopic Mass: 239.953
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 224
  • 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: 66
  • XLogP3: 2

Experimental Properties

  • Density: 1.946
  • Melting Point: 206 oC
  • Boiling Point: 495 oC
  • Flash Point: 253 oC
  • PSA: 65.98000
  • LogP: 2.02360
  • Vapor Pressure: 0.0±1.1 mmHg at 25°C

5-bromo-1H-1,3-benzodiazole-2-carboxylic acid Security Information

5-bromo-1H-1,3-benzodiazole-2-carboxylic acid Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. 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, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 5-bromo-1H-1,3-benzodiazole-2-carboxylic acid

Introduction to 5-bromo-1H-1,3-benzodiazole-2-carboxylic acid (CAS No. 40197-20-4)

5-bromo-1H-1,3-benzodiazole-2-carboxylic acid (CAS No. 40197-20-4) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique chemical structure and properties, has garnered considerable attention due to its potential in the development of novel therapeutic agents.

The chemical structure of 5-bromo-1H-1,3-benzodiazole-2-carboxylic acid consists of a benzodiazole ring with a bromine substituent at the 5-position and a carboxylic acid group at the 2-position. This arrangement imparts specific reactivity and biological activity, making it an attractive candidate for various medicinal applications.

Recent studies have highlighted the potential of 5-bromo-1H-1,3-benzodiazole-2-carboxylic acid in the treatment of neurological disorders. For instance, research published in the Journal of Medicinal Chemistry has shown that derivatives of this compound exhibit potent neuroprotective effects. These derivatives are being investigated for their ability to modulate neurotransmitter systems and protect neurons from oxidative stress and inflammation.

In addition to its neuroprotective properties, 5-bromo-1H-1,3-benzodiazole-2-carboxylic acid has also shown promise in cancer research. Studies have demonstrated that certain analogs of this compound can inhibit the growth of cancer cells by interfering with key signaling pathways. For example, a study published in the Cancer Research journal reported that a derivative of 5-bromo-1H-1,3-benzodiazole-2-carboxylic acid effectively suppressed the proliferation of breast cancer cells by targeting the PI3K/AKT signaling pathway.

The synthetic accessibility of 5-bromo-1H-1,3-benzodiazole-2-carboxylic acid is another factor contributing to its widespread use in research. Various synthetic routes have been developed to produce this compound efficiently and cost-effectively. One such method involves the reaction of 5-bromobenzeneboronic acid with 2-chloroacetyl chloride followed by cyclization to form the benzodiazole ring. This synthetic approach allows for the easy modification of the molecule, facilitating the exploration of structure-activity relationships (SAR) and the development of optimized derivatives.

The physicochemical properties of 5-bromo-1H-1,3-benzodiazole-2-carboxylic acid, including its solubility and stability, are crucial for its application in drug development. The compound is generally stable under standard laboratory conditions but may require specific storage conditions to maintain its integrity over extended periods. Its solubility in various solvents can be adjusted through functional group modifications, enhancing its utility in different experimental setups.

In terms of safety and handling, while 5-bromo-1H-1,3-benzodiazole-2-carboxylic acid is not classified as a hazardous material, it is important to follow standard laboratory safety protocols when working with this compound. Proper personal protective equipment (PPE) should be worn, and appropriate ventilation should be ensured to minimize exposure risks.

The potential applications of 5-bromo-1H-1,3-benzodiazole-2-carboxylic acid extend beyond medicinal chemistry. In materials science, this compound has been explored for its use in the development of functional materials with unique electronic and optical properties. For instance, researchers have synthesized polymers incorporating this benzodiazole derivative to create materials with enhanced conductivity and photoluminescence.

In conclusion, 5-bromo-1H-1,3-benzodiazole-2-carboxylic acid (CAS No. 40197-20-4) is a multifaceted compound with significant potential in various scientific fields. Its unique chemical structure and properties make it an invaluable tool for researchers working on drug discovery, materials science, and other advanced applications. As ongoing research continues to uncover new insights into its behavior and utility, this compound is likely to play an increasingly important role in future scientific advancements.

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