Cas no 1227585-92-3 ((5-Bromo-2-fluoropyridin-4-yl)methanol)

(5-Bromo-2-fluoropyridin-4-yl)methanol is a halogenated pyridine derivative with a hydroxymethyl functional group, making it a versatile intermediate in pharmaceutical and agrochemical synthesis. The bromo and fluoro substituents enhance its reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, while the hydroxymethyl group allows for further functionalization through oxidation or esterification. This compound exhibits high purity and stability under standard storage conditions, ensuring reliable performance in synthetic applications. Its structural features make it particularly useful for constructing complex heterocyclic frameworks in drug discovery and material science. Proper handling under inert conditions is recommended to preserve its reactivity.
(5-Bromo-2-fluoropyridin-4-yl)methanol structure
1227585-92-3 structure
Product Name:(5-Bromo-2-fluoropyridin-4-yl)methanol
CAS No:1227585-92-3
MF:C6H5BrFNO
MW:206.012404203415
MDL:MFCD16607003
CID:2618864
PubChem ID:129416142
Update Time:2025-05-21

(5-Bromo-2-fluoropyridin-4-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • SCHEMBL20972138
    • 1227585-92-3
    • CS-0143691
    • MFCD16607003
    • 5-Bromo-2-fluoro-4-pyridinemethanol
    • SY272159
    • (5-Bromo-2-fluoropyridin-4-yl)methanol
    • AB87959
    • DB-168482
    • E91148
    • 5-Bromo-2-fluoropyridine-4-methanol
    • MDL: MFCD16607003
    • Inchi: 1S/C6H5BrFNO/c7-5-2-9-6(8)1-4(5)3-10/h1-2,10H,3H2
    • InChI Key: RNCYYNZVAGEOHW-UHFFFAOYSA-N
    • SMILES: BrC1C=NC(=CC=1CO)F

Computed Properties

  • Exact Mass: 204.95385g/mol
  • Monoisotopic Mass: 204.95385g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 114
  • 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: 33.1?2

(5-Bromo-2-fluoropyridin-4-yl)methanol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A023022702-250mg
5-Bromo-2-fluoropyridine-4-methanol
1227585-92-3 97%
250mg
$680.00 2023-09-03
Alichem
A023022702-500mg
5-Bromo-2-fluoropyridine-4-methanol
1227585-92-3 97%
500mg
$931.00 2023-09-03
Alichem
A023022702-1g
5-Bromo-2-fluoropyridine-4-methanol
1227585-92-3 97%
1g
$1814.40 2023-09-03
abcr
AB517547-500 mg
(5-Bromo-2-fluoropyridin-4-yl)methanol
1227585-92-3
500MG
€1,163.00 2022-08-31
eNovation Chemicals LLC
Y1187649-1g
5-Bromo-2-fluoropyridine-4-methanol
1227585-92-3 95%
1g
$1650 2024-07-19
Advanced ChemBlocks
N27812-100MG
(5-Bromo-2-fluoropyridin-4-yl)methanol
1227585-92-3 95%
100MG
$235 2023-09-15
Advanced ChemBlocks
N27812-250MG
(5-Bromo-2-fluoropyridin-4-yl)methanol
1227585-92-3 95%
250MG
$420 2023-09-15
Advanced ChemBlocks
N27812-1G
(5-Bromo-2-fluoropyridin-4-yl)methanol
1227585-92-3 95%
1G
$845 2023-09-15
abcr
AB517547-500mg
(5-Bromo-2-fluoropyridin-4-yl)methanol; .
1227585-92-3
500mg
€1015.70 2024-07-21
abcr
AB517547-250mg
(5-Bromo-2-fluoropyridin-4-yl)methanol; .
1227585-92-3
250mg
€727.20 2024-07-21

Additional information on (5-Bromo-2-fluoropyridin-4-yl)methanol

Recent Advances in the Application of (5-Bromo-2-fluoropyridin-4-yl)methanol (CAS: 1227585-92-3) in Chemical Biology and Pharmaceutical Research

The compound (5-Bromo-2-fluoropyridin-4-yl)methanol (CAS: 1227585-92-3) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications as a key intermediate in the synthesis of bioactive molecules. This research briefing aims to provide a comprehensive overview of the latest advancements involving this compound, focusing on its synthetic utility, biological relevance, and potential therapeutic applications.

Recent studies have highlighted the role of (5-Bromo-2-fluoropyridin-4-yl)methanol as a crucial building block in the development of kinase inhibitors, particularly those targeting cancer-related pathways. The presence of both bromo and fluoro substituents on the pyridine ring enhances its reactivity in cross-coupling reactions, making it a valuable scaffold for medicinal chemistry. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated its use in the synthesis of novel Bruton's tyrosine kinase (BTK) inhibitors, which showed promising activity against B-cell malignancies.

In addition to its role in kinase inhibitor development, (5-Bromo-2-fluoropyridin-4-yl)methanol has been employed in the synthesis of positron emission tomography (PET) tracers. Researchers have utilized its bromo substituent for radiofluorination, enabling the creation of radiolabeled compounds for imaging applications. A recent publication in ACS Chemical Biology detailed its use in the development of a fluorine-18 labeled probe for imaging neuroinflammation, showcasing its potential in diagnostic applications.

The compound's unique chemical properties have also facilitated its use in fragment-based drug discovery (FBDD). Its small molecular weight and ability to form hydrogen bonds make it an ideal fragment for screening against various biological targets. A 2022 study in Bioorganic & Medicinal Chemistry Letters reported its successful incorporation into a fragment library, leading to the identification of novel hits against bacterial RNA polymerase.

From a synthetic chemistry perspective, recent advancements have focused on optimizing the preparation of (5-Bromo-2-fluoropyridin-4-yl)methanol to improve yield and purity. A 2023 patent application disclosed an improved synthetic route starting from 2-fluoro-4-bromopyridine, featuring a mild oxidation step that minimizes side product formation. This development is particularly significant for scaling up production to meet the growing demand in pharmaceutical research.

Looking forward, the versatility of (5-Bromo-2-fluoropyridin-4-yl)methanol continues to inspire new applications in drug discovery. Its combination of halogen substituents and alcohol functionality provides multiple points for structural modification, making it a valuable tool for medicinal chemists. Current research efforts are exploring its potential in targeted protein degradation strategies and covalent inhibitor design, areas that are rapidly gaining traction in pharmaceutical development.

In conclusion, (5-Bromo-2-fluoropyridin-4-yl)methanol (CAS: 1227585-92-3) remains a compound of significant interest in chemical biology and pharmaceutical research. Its diverse applications across drug discovery, diagnostic imaging, and synthetic methodology development underscore its importance as a versatile building block. As research continues to uncover new uses for this compound, it is expected to play an increasingly prominent role in the development of novel therapeutic agents and research tools.

Recommended suppliers
Shandong Jing Kun Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Jing Kun Chemical Co.,Ltd.
Jiangsu Xinsu New Materials Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangsu Xinsu New Materials Co., Ltd
Inner Mongolia Xinhong Biological Technology Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Inner Mongolia Xinhong Biological Technology Co., Ltd
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd
Suzhou Genelee Bio-Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Suzhou Genelee Bio-Technology Co., Ltd.