Cas no 1363382-29-9 (6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid)

6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid is a heterocyclic compound featuring a pyrazolo[4,3-b]pyridine core functionalized with a bromo substituent at the 6-position and a carboxylic acid group at the 3-position. This structure makes it a versatile intermediate in medicinal chemistry and pharmaceutical research, particularly for the synthesis of biologically active molecules. The bromo group offers a reactive site for further functionalization via cross-coupling reactions, while the carboxylic acid enables derivatization into esters, amides, or other derivatives. Its high purity and well-defined reactivity profile make it suitable for applications in drug discovery and the development of novel therapeutic agents.
6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid structure
1363382-29-9 structure
Product Name:6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid
CAS No:1363382-29-9
MF:C7H4BrN3O2
MW:242.029560089111
MDL:MFCD21642004
CID:3164046
PubChem ID:72207954
Update Time:2025-06-12

6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid
    • SB19856
    • 1H-Pyrazolo[4,3-b]pyridine-3-carboxylic acid, 6-bromo-
    • 1363382-29-9
    • MFCD21642004
    • P12950
    • DTXSID201208093
    • AS-51561
    • 6-BROMO-1H-PYRAZOLO[4,3-B]PYRIDINE-3-CARBOXYLICACID
    • PB37203
    • CS-0050312
    • AKOS024167658
    • NEC38229
    • MDL: MFCD21642004
    • Inchi: 1S/C7H4BrN3O2/c8-3-1-4-5(9-2-3)6(7(12)13)11-10-4/h1-2H,(H,10,11)(H,12,13)
    • InChI Key: IZKLWDBZQAFKJY-UHFFFAOYSA-N
    • SMILES: BrC1C=NC2C(C(=O)O)=NNC=2C=1

Computed Properties

  • Exact Mass: 240.94869g/mol
  • Monoisotopic Mass: 240.94869g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 226
  • 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
  • XLogP3: 1.1
  • Topological Polar Surface Area: 78.9?2

6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid Pricemore >>

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Additional information on 6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid

Introduction to 6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid (CAS No. 1363382-29-9)

6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid (CAS No. 1363382-29-9) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of pyrazolopyridines, which are known for their diverse biological activities and potential therapeutic applications. The presence of the bromine substituent at the 6-position and the carboxylic acid group at the 3-position imparts unique chemical and biological properties to this molecule, making it a valuable scaffold for drug discovery and development.

The structural characteristics of 6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid have been extensively studied, and recent advancements in synthetic methodologies have enabled efficient and scalable production of this compound. Its synthesis typically involves multistep reactions, including bromination, cyclization, and carboxylation processes. These synthetic routes are crucial for ensuring high yields and purity, which are essential for both academic research and industrial applications.

In the realm of medicinal chemistry, 6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid has shown promising activity as a scaffold for developing novel drugs. One of its key applications is in the field of cancer research, where it has been explored as a potential inhibitor of various kinases and other signaling pathways involved in tumor growth and metastasis. Recent studies have demonstrated that derivatives of this compound can selectively target specific kinases, such as Aurora kinases and PI3K/mTOR pathways, which are frequently dysregulated in cancer cells.

Beyond cancer research, 6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid has also been investigated for its potential in treating neurological disorders. Its ability to modulate neurotransmitter systems and ion channels makes it a promising candidate for developing drugs that can address conditions such as Alzheimer's disease, Parkinson's disease, and epilepsy. Preclinical studies have shown that certain derivatives of this compound can improve cognitive function and reduce neuroinflammation, highlighting its therapeutic potential in these areas.

The pharmacological properties of 6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid are further enhanced by its favorable physicochemical properties. The presence of the carboxylic acid group improves solubility and bioavailability, while the bromine substituent can influence binding affinity to target proteins. These properties make it an attractive starting point for structure-activity relationship (SAR) studies, where subtle modifications can lead to significant improvements in potency and selectivity.

In addition to its therapeutic applications, 6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid has also found use in chemical biology research. Its ability to act as a chemical probe allows researchers to investigate the function of specific proteins and pathways in living systems. For example, it has been used to study the role of kinases in cellular signaling cascades and to identify novel targets for drug development.

The safety profile of 6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid is another important consideration. Preclinical toxicology studies have generally shown that this compound is well-tolerated at therapeutic doses, with minimal side effects observed in animal models. However, ongoing research is necessary to fully understand its long-term safety and potential interactions with other drugs.

In conclusion, 6-Bromo-1H-pyrazolo[4,3-b]pyridine-3-carboxylic acid (CAS No. 1363382-29-9) is a multifaceted compound with significant potential in various areas of medicinal chemistry and pharmaceutical research. Its unique structural features and biological activities make it an attractive scaffold for developing novel drugs targeting cancer, neurological disorders, and other diseases. As research continues to advance our understanding of this compound's properties and applications, it is likely to play an increasingly important role in the discovery and development of new therapeutic agents.

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