CAS 179899-07-1 2-Methoxy-4-fluorophenylboronic acid

NAVIGATION

2-Methoxy-4-fluorophenylboronic acid

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Catalog Number

ACM179899071-1

CAS Number

179899-07-1

Product Name

2-Methoxy-4-fluorophenylboronic acid

Structure

Category

Salt

Synonyms

2-METHOXY-4-FLUOROPHENYLBORONIC ACID;4-FLUORO-2-METHOXYBENZENEBORONIC ACID;4-FLUORO-2-METHOXYPHENYLBORONIC ACID;AKOS BRN-0234;4-FLUORO-2-FORMYLPHENYLBORONIC ACID;4-Fluoro-2-Methoxyphenylboroni;5-Fluoroanisole-2-boronic acid

IUPAC Name

(4-fluoro-2-methoxyphenyl)boronic acid

Molecular Weight

169.95g/mol

Molecular Formula

C7H8BFO3

Canonical SMILES

B(C1=C(C=C(C=C1)F)OC)(O)O

InChI

InChI=1S/C7H8BFO3/c1-12-7-4-5(9)2-3-6(7)8(10)11/h2-4,10-11H,1H3

InChI Key

ADJBXDCXYMCCAD-UHFFFAOYSA-N

Application

2-Methoxy-4-fluorophenylboronic acid serves as a valuable reactant in various synthetic chemical reactions, notably the Suzuki-Miyaura cross-coupling reactions for the creation of heterobiaryls. It is also employed in Suzuki and Still coupling processes for the synthesis of antithrombotic drugs. This compound acts as a precursor for synthesizing several biologically active molecules, including 2-(4-pyridyl)thienopyridinones, which function as GSK-3β inhibitors, and arylheteroarylmethylamines, which serve as NR2B subtype NMDA receptor antagonists with potential antidepressant properties. Additionally, it is used in the production of biphenylketones, which are dual modulators of inflammation and bone loss, and CB1 antagonists.

Complexity

145

Covalently-Bonded Unit Count

Exact Mass

170.055052g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

170.055052g/mol

Rotatable Bond Count

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