179899-07-1 Usage
Description
4-Fluoro-2-methoxyphenylboronic acid is an organic compound that serves as a versatile building block and reagent in the field of organic synthesis, particularly in the formation of various biologically active molecules and pharmaceuticals. It is characterized by the presence of a boronic acid group, which allows it to participate in a range of chemical reactions, making it a valuable compound for the synthesis of complex organic molecules.
Uses
Used in Suzuki Reaction:
4-Fluoro-2-methoxyphenylboronic acid is used as a reactant in Suzuki-Miyaura cross-coupling reactions for the synthesis of heterobiaryls. These heterobiaryls are important structural motifs found in many pharmaceuticals and bioactive compounds, making this application crucial for the development of new drugs and therapeutic agents.
Used in Antithrombotic Drug Synthesis:
In the pharmaceutical industry, 4-Fluoro-2-methoxyphenylboronic acid is used as a reactant in Suzuki and Still coupling reactions for the synthesis of antithrombotic drugs. These drugs are essential for the prevention and treatment of blood clots, which can lead to life-threatening conditions such as heart attacks and strokes.
Used in the Synthesis of GSK-3β Inhibitors:
4-Fluoro-2-methoxyphenylboronic acid serves as a reactant/precursor for the synthesis of 2-(4-pyridyl)thienopyridinones, which are used as inhibitors of glycogen synthase kinase-3 beta (GSK-3β). GSK-3β is a key enzyme involved in various cellular processes, and its inhibition has been linked to the treatment of several diseases, including Alzheimer's, diabetes, and cancer.
Used in the Synthesis of Antidepressant Agents:
4-Fluoro-2-methoxyphenylboronic acid is also used as a reactant/precursor in the synthesis of arylheteroarylmethylamines, which are known as NR2B subtype of NMDA receptor antagonists with antidepressant activity. Antidepressant drugs targeting the NR2B subtype of NMDA receptors have shown potential in providing rapid and sustained relief from depressive symptoms, offering a promising alternative to traditional antidepressants.
Used in the Synthesis of Dual Modulators of Inflammation and Bone Loss:
4-Fluoro-2-methoxyphenylboronic acid is utilized as a reactant/precursor for the synthesis of biphenylketones, which are used as dual modulators of inflammation and bone loss. These dual modulators have potential applications in the treatment of various inflammatory diseases and conditions associated with bone loss, such as osteoporosis and rheumatoid arthritis.
Used in the Synthesis of CB1 Antagonists:
Lastly, 4-Fluoro-2-methoxyphenylboronic acid is used as a reactant/precursor in the synthesis of CB1 antagonists. CB1 antagonists are compounds that block the CB1 receptor, which is involved in various physiological processes, including pain, appetite, and mood regulation. These antagonists have potential applications in the treatment of obesity, pain management, and mood disorders.
Check Digit Verification of cas no
The CAS Registry Mumber 179899-07-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,9,8,9 and 9 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 179899-07:
(8*1)+(7*7)+(6*9)+(5*8)+(4*9)+(3*9)+(2*0)+(1*7)=221
221 % 10 = 1
So 179899-07-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H8BFO3/c1-12-7-4-5(9)2-3-6(7)8(10)11/h2-4,10-11H,1H3
179899-07-1Relevant articles and documents
Stable axial chirality in metal complexes bearing 4,4′-substituted BIPHEPs: Application to catalytic asymmetric carbon-carbon bond-forming reactions
Aikawa, Kohsuke,Miyazaki, Yoshitaka,Mikami, Koichi
supporting information; experimental part, p. 201 - 208 (2012/04/23)
Not only electronic but also steric effects of 4,4′-substituents in BIPHEP derivatives and metal (Pd, Pt, and Au) complexes are shown to influence the stability of the biphenyl single bond rotation. While electron-donating or sterically demanding substituents on the 4,4′-positions destabilize the axial chirality of BIPHEP derivatives, electron-withdrawing or sterically less demanding ones on the 4,4′-positions stabilize the axis chirality. Particularly, the axial chirality of palladium dichloride complexes bearing BIPHEP with t-Bu and CF3 substituents on the 4,4′-positions is most labile and stable, respectively (ΔG≠ = 29.22 and 30.49 kcal mol-1 at 300 K; t1/2 = 7 and 56 years at 300 K). These enantiopure dicationic BIPHEPPd complexes can be employed for catalytic enantioselective arylation, alkenylation, and ene reactions to give the corresponding products in good-to-excellent yields and enantioselectivities. Significantly, in the carbonyl-ene reaction of trifluoropyruvate with isobutene, the turnover frequency (TOF) reached 58200 h-1. The remarkable effects of 4,4′-substituents in BIPHEP derivatives can be employed as a guiding principle in the design of versatile and efficient ligands.
Substituted 3-amino biaryl propionic acids as potent VLA-4 antagonists.
Kopka, Ihor E,Lin, Linus S,Mumford, Richard A,Lanza Jr., Thomas,Magriotis, Plato A,Young, David,DeLaszlo, Stephen E,MacCoss, Malcolm,Mills, Sander G,Van Riper, Gail,McCauley, Ermengilda,Lyons, Kathryn,Vincent, Stella,Egger, Linda A,Kidambi, Usha,Stearns, Ralph,Colletti, Adria,Teffera, Yohannes,Tong, Sharon,Owens, Karen,Levorse, Dorothy,Schmidt, John A,Hagmann, William K
, p. 2415 - 2418 (2007/10/03)
A series of substituted N-(3,5-dichlorobenzenesulfonyl)-(L)-prolyl- and (L)-azetidyl-beta-biaryl beta-alanine derivatives was prepared as selective and potent VLA-4 antagonists. The 2,6-dioxygenated biaryl substitution pattern is important for optimizing potency. Oral bioavailability was variable and may be a result of binding to circulating plasma proteins.
