Cas no 885278-71-7 (7-Bromo-1H-indazole-3-carboxylic acid)

7-Bromo-1H-indazole-3-carboxylic acid is a heterocyclic compound featuring a brominated indazole core with a carboxylic acid functional group at the 3-position. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of biologically active molecules. The bromine 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 structure ensure consistent performance in research and industrial applications. This compound is particularly useful in medicinal chemistry for designing kinase inhibitors and other therapeutic agents.
7-Bromo-1H-indazole-3-carboxylic acid structure
885278-71-7 structure
Product Name:7-Bromo-1H-indazole-3-carboxylic acid
CAS No:885278-71-7
MF:C8H5BrN2O2
MW:241.041500806808
MDL:MFCD07371559
CID:711589
PubChem ID:34176086
Update Time:2025-05-20

7-Bromo-1H-indazole-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 7-Bromo-1H-indazole-3-carboxylic acid
    • 1H-INDAZOLE-3-CARBOXYLIC ACID,7-BROMO-
    • 7-bromo-2H-indazole-3-carboxylic acid
    • PB29428
    • SB20227
    • FCH1382929
    • 1H-Indazole-3-carboxylicacid, 7-bromo-
    • 1h-indazole-3-carboxylic acid,6-hydroxy-
    • ST2419023
    • AX8026598
    • AB0027284
    • W9101
    • 7-Bromo-1H-indazole-3-carboxylic acid (ACI)
    • 7-Bromoindazole-3-carboxylic Acid
    • SCHEMBL17031915
    • J-519105
    • DTXSID40652946
    • 7-BROMO-1H-INDAZOLE-3-CARBOXYLICACID
    • MFCD07371559
    • FS-2995
    • DB-077769
    • AKOS015834732
    • EN300-385179
    • SY110745
    • 885278-71-7
    • MDL: MFCD07371559
    • Inchi: 1S/C8H5BrN2O2/c9-5-3-1-2-4-6(5)10-11-7(4)8(12)13/h1-3H,(H,10,11)(H,12,13)
    • InChI Key: HJSGTNVPWFFHOJ-UHFFFAOYSA-N
    • SMILES: O=C(C1C2C(=C(C=CC=2)Br)NN=1)O

Computed Properties

  • Exact Mass: 239.95300
  • Monoisotopic Mass: 239.95344g/mol
  • 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: 2.1

Experimental Properties

  • PSA: 65.98000
  • LogP: 2.02360

7-Bromo-1H-indazole-3-carboxylic acid Security Information

7-Bromo-1H-indazole-3-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 7-Bromo-1H-indazole-3-carboxylic acid

Professional Introduction to 7-Bromo-1H-indazole-3-carboxylic acid (CAS No. 885278-71-7)

7-Bromo-1H-indazole-3-carboxylic acid, identified by the Chemical Abstracts Service Number (CAS No.) 885278-71-7, is a significant intermediate in modern pharmaceutical and chemical synthesis. This compound belongs to the indazole family, a heterocyclic aromatic structure that has garnered considerable attention in medicinal chemistry due to its versatile biological activities and synthetic potential.

The molecular framework of 7-Bromo-1H-indazole-3-carboxylic acid consists of a brominated indazole core, which is functionalized with a carboxylic acid group at the 3-position. This structural motif makes it a valuable building block for the development of novel therapeutic agents. The presence of the bromine atom at the 7-position enhances its reactivity, allowing for further functionalization via cross-coupling reactions such as Suzuki-Miyaura, Buchwald-Hartwig, and other palladium-catalyzed transformations.

In recent years, 7-Bromo-1H-indazole-3-carboxylic acid has been extensively studied for its role in synthesizing biologically active molecules. One of the most notable applications is in the development of anticancer agents. Indazole derivatives have demonstrated promising activity against various cancer types by inhibiting key enzymes and pathways involved in tumor growth and progression. The carboxylic acid moiety provides a handle for further derivatization, enabling the creation of prodrugs or conjugates that enhance drug delivery and bioavailability.

Moreover, 7-Bromo-1H-indazole-3-carboxylic acid has found utility in the synthesis of small-molecule inhibitors targeting bacterial resistance mechanisms. The indazole scaffold is known to interact with bacterial enzymes, disrupting essential metabolic pathways. Researchers have leveraged this property to design compounds that exhibit potent antibacterial activity, particularly against multidrug-resistant strains. The bromine substituent facilitates modifications that improve binding affinity and selectivity, making it an indispensable tool in antibiotic discovery.

Recent advancements in computational chemistry have further highlighted the significance of 7-Bromo-1H-indazole-3-carboxylic acid. Molecular modeling studies have revealed its potential as a scaffold for kinase inhibitors, which are critical in treating diseases such as leukemia and rheumatoid arthritis. By integrating machine learning algorithms with traditional pharmacophore modeling, scientists have been able to predict novel derivatives of 7-Bromo-1H-indazole-3-carboxylic acid with enhanced pharmacological properties.

The versatility of 7-Bromo-1H-indazole-3-carboxylic acid extends beyond oncology and antibacterial applications. It has been explored in the development of neuroprotective agents, where indazole derivatives show promise in mitigating neurodegenerative diseases like Alzheimer's and Parkinson's. The carboxylic acid group enables conjugation with neurotrophic factors or other bioactive molecules, potentially leading to treatments that slow disease progression.

In conclusion, 7-Bromo-1H-indazole-3-carboxylic acid (CAS No. 885278-71-7) represents a cornerstone in pharmaceutical research due to its structural adaptability and biological relevance. Its role in synthesizing high-value intermediates for therapeutic applications underscores its importance in drug discovery pipelines. As research continues to uncover new synthetic pathways and biological targets, the utility of this compound is expected to expand, solidifying its position as a key player in modern medicinal chemistry.

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