Cas no 1211536-66-1 (6-bromo-4-methoxypyridin-3-ol)

6-Bromo-4-methoxypyridin-3-ol is a heterocyclic compound featuring a pyridine core substituted with a bromo group at the 6-position, a methoxy group at the 4-position, and a hydroxyl group at the 3-position. This structure imparts reactivity suitable for use as an intermediate in pharmaceutical and agrochemical synthesis. The presence of both electron-donating (methoxy) and electron-withdrawing (bromo) groups enhances its versatility in cross-coupling reactions and functionalization. The hydroxyl group further allows for derivatization, making it valuable in constructing complex molecular frameworks. Its well-defined purity and stability under standard conditions ensure consistent performance in research and industrial applications.
6-bromo-4-methoxypyridin-3-ol structure
6-bromo-4-methoxypyridin-3-ol structure
Product Name:6-bromo-4-methoxypyridin-3-ol
CAS No:1211536-66-1
MF:C6H6BrNO2
MW:204.021340847015
MDL:MFCD18255394
CID:2101991
Update Time:2025-05-21

6-bromo-4-methoxypyridin-3-ol Chemical and Physical Properties

Names and Identifiers

    • 6-bromo-4-methoxypyridin-3-ol
    • CID 91971164
    • 3-Pyridinol, 6-bromo-4-methoxy-
    • MDL: MFCD18255394
    • Inchi: 1S/C6H6BrNO2/c1-10-5-2-6(7)8-3-4(5)9/h2-3,9H,1H3
    • InChI Key: ZJBPQCJCWDVYFY-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=C(C=N1)O)OC

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 112
  • Topological Polar Surface Area: 42.4

6-bromo-4-methoxypyridin-3-ol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
eNovation Chemicals LLC
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6-bromo-4-methoxypyridin-3-ol
1211536-66-1 95%
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eNovation Chemicals LLC
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1211536-66-1 95%
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eNovation Chemicals LLC
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1211536-66-1 95%
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Additional information on 6-bromo-4-methoxypyridin-3-ol

6-Bromo-4-Methoxypyridin-3-ol (CAS No. 1211536-66-1): A Comprehensive Overview

6-Bromo-4-methoxypyridin-3-ol (CAS No. 1211536-66-1) is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique 6-bromo and 4-methoxy substituents on a pyridine ring, exhibits a range of biological activities that make it a valuable candidate for various applications, including drug discovery and development.

The chemical structure of 6-bromo-4-methoxypyridin-3-ol is defined by its molecular formula C7H7BrNO2. The presence of the bromine atom at the 6-position and the methoxy group at the 4-position imparts specific electronic and steric properties to the molecule, which are crucial for its biological activity. These substituents influence the compound's reactivity, solubility, and binding affinity to various biological targets.

In recent years, extensive research has been conducted to explore the potential therapeutic applications of 6-bromo-4-methoxypyridin-3-ol. One of the key areas of interest is its role as a potential lead compound for the development of novel anti-inflammatory agents. Studies have shown that this compound can effectively inhibit the production of pro-inflammatory cytokines, such as TNF-α and IL-6, in vitro and in vivo models. This property makes it a promising candidate for treating inflammatory diseases, including rheumatoid arthritis and inflammatory bowel disease.

Beyond its anti-inflammatory properties, 6-bromo-4-methoxypyridin-3-ol has also been investigated for its potential as an anticancer agent. Research has demonstrated that this compound can induce apoptosis in various cancer cell lines, including breast cancer, lung cancer, and colon cancer cells. The mechanism of action appears to involve the modulation of key signaling pathways, such as the PI3K/AKT and MAPK pathways, which are frequently dysregulated in cancer cells.

The pharmacokinetic properties of 6-bromo-4-methoxypyridin-3-ol have also been studied to assess its suitability as a drug candidate. Preliminary data indicate that this compound exhibits favorable oral bioavailability and a reasonable half-life in animal models. These characteristics suggest that it could be developed into an orally available therapeutic agent with sustained efficacy.

In addition to its direct biological activities, 6-bromo-4-methoxypyridin-3-ol has been used as a building block in the synthesis of more complex molecules with enhanced therapeutic potential. For example, researchers have synthesized derivatives of this compound by introducing additional functional groups or modifying the existing substituents. These derivatives have shown improved potency and selectivity for specific targets, further expanding the scope of applications for this core structure.

The safety profile of 6-bromo-4-methoxypyridin-3-ol is another critical aspect that has been evaluated in preclinical studies. Toxicity assessments in animal models have indicated that this compound is generally well-tolerated at therapeutic doses. However, further investigations are needed to fully understand its long-term safety and potential side effects in humans.

In conclusion, 6-bromo-4-methoxypyridin-3-ol (CAS No. 1211536-66-1) represents a promising compound with diverse biological activities and therapeutic potential. Its unique chemical structure and favorable pharmacological properties make it an attractive candidate for further development in various areas of medicinal chemistry and pharmaceutical research. Ongoing studies are expected to uncover new applications and optimize its use in clinical settings.

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