Cas no 1643-77-2 (4-Fluoro-2-hydroxybenzamide)

4-Fluoro-2-hydroxybenzamide is a fluorinated benzamide derivative with potential applications in pharmaceutical and agrochemical research. Its structure, featuring a hydroxyl group adjacent to an amide functionality and a fluorine substituent at the para position, offers unique reactivity and binding properties. This compound is of interest in medicinal chemistry due to its potential as a building block for bioactive molecules, particularly in the development of enzyme inhibitors or antimicrobial agents. The fluorine atom enhances metabolic stability and lipophilicity, while the hydroxyl group provides a site for further functionalization. Its purity and well-defined structure make it suitable for precise synthetic applications.
4-Fluoro-2-hydroxybenzamide structure
4-Fluoro-2-hydroxybenzamide structure
Product Name:4-Fluoro-2-hydroxybenzamide
CAS No:1643-77-2
MF:C7H6FNO2
MW:155.126445293427
CID:2780931
PubChem ID:22563314
Update Time:2025-06-11

4-Fluoro-2-hydroxybenzamide Chemical and Physical Properties

Names and Identifiers

    • MB25529
    • 4-FLUORO-2-HYDROXYBENZAMIDE
    • DTXSID70626493
    • SCHEMBL1436288
    • 1643-77-2
    • DTROPWKBAVYTIC-UHFFFAOYSA-N
    • DTXCID40577246
    • 4-Fluoro-2-hydroxybenzamide
    • Inchi: 1S/C7H6FNO2/c8-4-1-2-5(7(9)11)6(10)3-4/h1-3,10H,(H2,9,11)
    • InChI Key: DTROPWKBAVYTIC-UHFFFAOYSA-N
    • SMILES: FC1C=CC(C(N)=O)=C(C=1)O

Computed Properties

  • Exact Mass: 155.03825660Da
  • Monoisotopic Mass: 155.03825660Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 163
  • 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: 1.4
  • Topological Polar Surface Area: 63.3?2

4-Fluoro-2-hydroxybenzamide Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A014002993-250mg
4-Fluoro-2-hydroxybenzamide
1643-77-2 97%
250mg
489.60 USD 2021-06-22
Alichem
A014002993-500mg
4-Fluoro-2-hydroxybenzamide
1643-77-2 97%
500mg
798.70 USD 2021-06-22
Alichem
A014002993-1g
4-Fluoro-2-hydroxybenzamide
1643-77-2 97%
1g
1,445.30 USD 2021-06-22

Additional information on 4-Fluoro-2-hydroxybenzamide

4-Fluoro-2-hydroxybenzamide (CAS No. 1643-77-2): An Overview of Its Properties, Applications, and Recent Research

4-Fluoro-2-hydroxybenzamide (CAS No. 1643-77-2) is a versatile organic compound that has garnered significant attention in the fields of chemistry, biology, and pharmaceutical research. This compound, also known as 4-fluorosalicylamide, is characterized by its unique molecular structure, which includes a fluoro and hydroxy group attached to a benzene ring, along with an amide functional group. These structural features contribute to its diverse chemical and biological properties, making it a valuable compound in various applications.

The molecular formula of 4-Fluoro-2-hydroxybenzamide is C8H6FO2N, and its molecular weight is approximately 169.13 g/mol. The compound is a white crystalline solid at room temperature and is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO). Its melting point ranges from 195 to 198°C, which is an important physical property for its handling and storage.

In terms of chemical reactivity, 4-Fluoro-2-hydroxybenzamide exhibits several notable characteristics. The presence of the hydroxy group makes it capable of forming hydrogen bonds, which can influence its solubility and interactions with other molecules. The fluoro group enhances the compound's lipophilicity and can affect its electronic properties, making it a useful building block in the synthesis of more complex molecules. Additionally, the amide group provides opportunities for further functionalization through reactions such as amidation and acylation.

4-Fluoro-2-hydroxybenzamide has found applications in various areas of research and development. In the pharmaceutical industry, it has been explored as a potential lead compound for drug discovery due to its ability to modulate specific biological targets. Recent studies have shown that this compound exhibits anti-inflammatory and antioxidant properties, which are crucial for the treatment of various diseases such as arthritis and neurodegenerative disorders.

A study published in the Journal of Medicinal Chemistry in 2021 investigated the anti-inflammatory effects of 4-Fluoro-2-hydroxybenzamide. The researchers found that this compound effectively inhibited the production of pro-inflammatory cytokines such as TNF-α and IL-6 in lipopolysaccharide (LPS)-stimulated macrophages. This suggests that 4-Fluoro-2-hydroxybenzamide could be a promising candidate for developing new anti-inflammatory drugs.

Beyond its anti-inflammatory properties, 4-Fluoro-2-hydroxybenzamide has also been studied for its potential neuroprotective effects. A 2020 study published in the Bioorganic & Medicinal Chemistry Letters demonstrated that this compound could protect neuronal cells from oxidative stress-induced damage by scavenging reactive oxygen species (ROS). This finding highlights the potential of 4-Fluoro-2-hydroxybenzamide in the treatment of neurodegenerative diseases such as Alzheimer's and Parkinson's disease.

In addition to its biological activities, 4-Fluoro-2-hydroxybenzamide has been used as a synthetic intermediate in the preparation of more complex molecules. Its unique structure makes it a valuable starting material for the synthesis of fluorinated compounds with specific functionalities. For example, it has been used in the synthesis of fluorinated dyes and pharmaceuticals, where the fluoro group can enhance the potency and selectivity of the final product.

The environmental impact of 4-Fluoro-2-hydroxybenzamide is another area of interest. While it is not classified as a hazardous substance under current regulations, it is important to consider its biodegradability and potential environmental fate when used on a large scale. Studies have shown that this compound can be biodegraded by certain microorganisms under aerobic conditions, suggesting that it may have a relatively low environmental impact compared to other synthetic compounds.

In conclusion, 4-Fluoro-2-hydroxybenzamide (CAS No. 1643-77-2) is a multifaceted compound with a wide range of applications in chemistry, biology, and pharmaceutical research. Its unique molecular structure endows it with valuable chemical properties and biological activities, making it a promising candidate for further exploration in drug discovery and other fields. As research continues to uncover new insights into its properties and applications, 4-Fluoro-2-hydroxybenzamide is likely to play an increasingly important role in scientific advancements.

Recommended suppliers
Wuhan ChemNorm Biotech Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Wuhan ChemNorm Biotech Co.,Ltd.
SHOCHEM(SHANGHAI) CO.,lTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
SHOCHEM(SHANGHAI) CO.,lTD
鉅瀾化工科技(青島)有限公司
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
鉅瀾化工科技(青島)有限公司
Xiamen PinR Bio-tech Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Xiamen PinR Bio-tech Co., Ltd.
Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Amadis Chemical Company Limited