Cas no 1434054-03-1 (5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine)

5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine is a heterocyclic compound featuring a pyrazolo[3,4-c]pyridine core substituted with bromine and methyl groups at the 5-, 1-, and 3-positions, respectively. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The bromine substituent enhances its utility in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling further functionalization. The dimethyl groups contribute to steric and electronic modulation, improving selectivity in target applications. Its well-defined crystalline form ensures high purity and stability, facilitating handling and storage. This compound is particularly useful in medicinal chemistry for developing biologically active molecules due to its versatile scaffold.
5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine structure
1434054-03-1 structure
Product Name:5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine
CAS No:1434054-03-1
MF:C8H8BrN3
MW:226.073220252991
CID:4827424
PubChem ID:84690315
Update Time:2026-02-27

5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine
    • 5-bromo-1,3-dimethylpyrazolo[3,4-c]pyridine
    • SCHEMBL14912061
    • CS-0143979
    • DB-118312
    • 1434054-03-1
    • MFCD28532882
    • Inchi: 1S/C8H8BrN3/c1-5-6-3-8(9)10-4-7(6)12(2)11-5/h3-4H,1-2H3
    • InChI Key: DUEHDNLCZHYYPA-UHFFFAOYSA-N
    • SMILES: BrC1=CC2C(C)=NN(C)C=2C=N1

Computed Properties

  • Exact Mass: 224.99016g/mol
  • Monoisotopic Mass: 224.99016g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 176
  • 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: 1.9
  • Topological Polar Surface Area: 30.7

5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029198254-1g
5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine
1434054-03-1 95%
1g
$694.88 2022-04-02
Chemenu
CM270402-1g
5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine
1434054-03-1 97%
1g
$643 2021-08-18
Chemenu
CM270402-1g
5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine
1434054-03-1 97%
1g
$*** 2023-03-30
1PlusChem
1P024XL2-100mg
5-BROMO-1,3-DIMETHYL-1H-PYRAZOLO[3,4-C]PYRIDINE
1434054-03-1 95%
100mg
$609.00 2024-06-20
1PlusChem
1P024XL2-250mg
5-BROMO-1,3-DIMETHYL-1H-PYRAZOLO[3,4-C]PYRIDINE
1434054-03-1 95%
250mg
$1179.00 2024-06-20
1PlusChem
1P024XL2-1g
5-BROMO-1,3-DIMETHYL-1H-PYRAZOLO[3,4-C]PYRIDINE
1434054-03-1 95%
1g
$2321.00 2024-06-20
abcr
AB588560-250mg
5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine; .
1434054-03-1
250mg
€482.80 2025-04-21
abcr
AB588560-1g
5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine; .
1434054-03-1
1g
€1190.80 2025-04-21

Additional information on 5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine

Introduction to 5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine (CAS No. 1434054-03-1)

5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine, identified by its Chemical Abstracts Service (CAS) number 1434054-03-1, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical and medicinal chemistry. This compound belongs to the pyrazolopyridine class, a structural motif known for its broad biological activity and potential therapeutic applications. The presence of a bromine substituent at the 5-position and methyl groups at the 1 and 3 positions enhances its utility as a versatile scaffold for drug discovery and molecular probe development.

The pyrazolo[3,4-c]pyridine core is a fused bicyclic system consisting of a pyrazole ring linked to a pyridine ring. This structural configuration imparts unique electronic and steric properties, making it an attractive scaffold for designing compounds with specific biological targets. The bromine atom in 5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine serves as a handle for further chemical modifications, such as cross-coupling reactions, allowing chemists to append diverse functional groups and explore novel derivatives.

In recent years, there has been a surge in research focused on developing small-molecule inhibitors targeting various diseases, including cancer, inflammation, and neurodegenerative disorders. The 5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine scaffold has emerged as a promising candidate due to its ability to interact with multiple biological pathways. For instance, studies have demonstrated its potential in modulating kinases and other enzymes involved in cell signaling pathways relevant to cancer progression.

One of the most compelling aspects of 5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine is its role as an intermediate in the synthesis of more complex pharmacophores. Researchers have leveraged its structural features to develop inhibitors of protein-protein interactions and to create molecules with enhanced binding affinity to therapeutic targets. The brominated pyrazolopyridine derivative has been particularly useful in generating libraries of compounds for high-throughput screening (HTS) campaigns aimed at identifying novel drug candidates.

The pharmaceutical industry has shown considerable interest in this compound due to its synthetic accessibility and biological relevance. Several academic and industrial groups have reported the use of 5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine in lead optimization programs. These efforts have led to the discovery of several promising analogs with improved pharmacokinetic profiles and reduced toxicity. The compound's versatility has also made it a valuable tool in medicinal chemistry for designing molecules with targeted therapeutic effects.

Recent advancements in computational chemistry have further enhanced the utility of 5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine as a scaffold for drug design. Molecular docking studies have revealed its potential binding interactions with various protein targets, providing insights into its mechanism of action. These computational approaches have complemented experimental efforts by predicting novel derivatives with optimized binding affinities and selectivity.

The synthesis of 5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine involves multi-step organic transformations that highlight its synthetic flexibility. The process typically begins with the condensation of appropriately substituted hydrazines with ketones or aldehydes to form the pyrazole ring. Subsequent functionalization steps introduce the bromine atom and methyl groups at the desired positions. These synthetic strategies have been refined over time to achieve high yields and purity levels suitable for pharmaceutical applications.

In conclusion, 5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine (CAS No. 1434054-03-1) represents a significant advancement in medicinal chemistry due to its structural versatility and biological activity. Its role as a key intermediate in drug discovery underscores its importance in developing novel therapeutic agents. As research continues to uncover new applications for this compound, it is likely to remain a cornerstone in the design of next-generation pharmaceuticals.

Recommended suppliers
Zhangzhou Sinobioway Peptide Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Zhangzhou Sinobioway Peptide Co.,Ltd.
Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Suzhou Senfeida Chemical Co., Ltd
Jiangsu Xinsu New Materials Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangsu Xinsu New Materials Co., Ltd
Xiamen PinR Bio-tech Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Xiamen PinR Bio-tech Co., Ltd.
Shandong Feiyang Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Feiyang Chemical Co., Ltd