Cas no 96826-42-5 (methyl 2-fluoro-5-methoxybenzoate)

Methyl 2-fluoro-5-methoxybenzoate is a fluorinated aromatic ester with applications in pharmaceutical and agrochemical synthesis. Its structure, featuring both fluoro and methoxy substituents, enhances reactivity and selectivity in cross-coupling reactions, making it a valuable intermediate for constructing complex molecules. The electron-withdrawing fluorine atom improves metabolic stability in drug candidates, while the methoxy group offers further functionalization potential. This compound exhibits high purity and consistent performance under standard reaction conditions, ensuring reliable results in research and industrial processes. Its stability and well-defined chemical properties make it suitable for use in fine chemical synthesis, particularly in the development of bioactive compounds.
methyl 2-fluoro-5-methoxybenzoate structure
96826-42-5 structure
Product Name:methyl 2-fluoro-5-methoxybenzoate
CAS No:96826-42-5
MF:C9H9FO3
MW:184.164366483688
CID:2116510
PubChem ID:13640455
Update Time:2025-06-08

methyl 2-fluoro-5-methoxybenzoate Chemical and Physical Properties

Names and Identifiers

    • methyl 2-fluoro-5-methoxybenzoate
    • 2-Fluoro-5-Methoxy-benzoic acid Methyl ester
    • Methyl 2-fluoro-5-methoxybenzoate (ACI)
    • Methyl 2-fluoro-5-(methyloxy)benzoate
    • MDL: MFCD06203711
    • Inchi: 1S/C9H9FO3/c1-12-6-3-4-8(10)7(5-6)9(11)13-2/h3-5H,1-2H3
    • InChI Key: ZETKHKZCKYBTQF-UHFFFAOYSA-N
    • SMILES: O=C(C1C(F)=CC=C(OC)C=1)OC

Computed Properties

  • Exact Mass: 184.05357231g/mol
  • Monoisotopic Mass: 184.05357231g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 184
  • 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: 1.8
  • Topological Polar Surface Area: 35.5?2

methyl 2-fluoro-5-methoxybenzoate Pricemore >>

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methyl 2-fluoro-5-methoxybenzoate Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  24 h, rt
Reference
Optimization of a Benzoylpiperidine Class Identifies a Highly Potent and Selective Reversible Monoacylglycerol Lipase (MAGL) Inhibitor
Granchi, Carlotta; Lapillo, Margherita; Glasmacher, Sandra; Bononi, Giulia; Licari, Cristina; et al, Journal of Medicinal Chemistry, 2019, 62(4), 1932-1958

Production Method 2

Reaction Conditions
1.1 Solvents: Diethyl ether ,  Methanol ,  Dichloromethane ;  0 °C; 0.5 h, 0 °C
Reference
Preparation of thiazole and oxazole kinase inhibitors for treating cancer
, World Intellectual Property Organization, , ,

Production Method 3

Reaction Conditions
1.1 Solvents: Dimethylformamide ;  1 h, 120 °C
Reference
Preparation of heteroarylaminonaphthyridinone derivatives for use as multiple kinase pathway inhibitors
, World Intellectual Property Organization, , ,

Production Method 4

Reaction Conditions
1.1 Catalysts: Phosphoric acid ;  3 h, reflux
Reference
Synthesis, characterization, in vitro and in slico studies of some novel substituted 1,3,4-oxadiazole-3(2H)-yl-ethanone derivatives
Channigarayappa, Anitha Huliyurdurga; Swamy, Sreenivasa; Nadigar, Mohan R.; Chandramohan, Vivek; Govindaiaha, Shivaraja, World Journal of Pharmacy and Pharmaceutical Sciences, 2017, 6(9), 1897-1917

methyl 2-fluoro-5-methoxybenzoate Raw materials

methyl 2-fluoro-5-methoxybenzoate Preparation Products

methyl 2-fluoro-5-methoxybenzoate Related Literature

Additional information on methyl 2-fluoro-5-methoxybenzoate

Recent Advances in the Study of Methyl 2-Fluoro-5-Methoxybenzoate (CAS: 96826-42-5) and Its Applications in Chemical Biology and Pharmaceutical Research

Methyl 2-fluoro-5-methoxybenzoate (CAS: 96826-42-5) is a fluorinated aromatic ester that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various bioactive molecules, including potential drug candidates and diagnostic agents. Recent studies have highlighted its role in the development of novel therapeutic agents, particularly in the fields of oncology and neurology.

One of the most notable advancements in the study of methyl 2-fluoro-5-methoxybenzoate is its incorporation into the synthesis of small-molecule inhibitors targeting specific enzymes and receptors. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated the compound's utility in the design of potent inhibitors for tyrosine kinase receptors, which are implicated in various cancers. The fluorinated aromatic ring of methyl 2-fluoro-5-methoxybenzoate was found to enhance the binding affinity and selectivity of these inhibitors, thereby improving their therapeutic potential.

In addition to its role in drug development, methyl 2-fluoro-5-methoxybenzoate has also been explored as a building block for the synthesis of fluorescent probes. A recent study in ACS Chemical Biology reported the use of this compound in the development of a new class of fluorogenic probes for imaging intracellular enzymes. The probes exhibited high sensitivity and specificity, making them valuable tools for studying enzyme activity in live cells. This application underscores the compound's potential in advancing our understanding of cellular processes and disease mechanisms.

Another area of research that has benefited from the use of methyl 2-fluoro-5-methoxybenzoate is the development of agrochemicals. A 2022 study in the Journal of Agricultural and Food Chemistry described the synthesis of novel herbicides incorporating this compound. The researchers found that the fluorinated moiety contributed to the herbicides' enhanced stability and efficacy, offering a promising solution for weed control in sustainable agriculture.

Despite these advancements, challenges remain in the large-scale production and application of methyl 2-fluoro-5-methoxybenzoate. Issues such as cost-effectiveness, environmental impact, and scalability need to be addressed to fully realize its potential. Future research directions may include the development of greener synthetic routes and the exploration of new applications in emerging fields such as nanomedicine and personalized therapy.

In conclusion, methyl 2-fluoro-5-methoxybenzoate (CAS: 96826-42-5) continues to be a valuable compound in chemical biology and pharmaceutical research. Its unique structural features and versatile applications make it a promising candidate for the development of novel therapeutics, diagnostic tools, and agrochemicals. Ongoing research efforts are expected to further elucidate its potential and address current limitations, paving the way for innovative solutions in healthcare and agriculture.

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