149507-26-6

Basic information

• Product Name: 3-Fluoro-4-methoxybenzeneboronic acid
• Synonyms: AKOS BRN-0215;3-FLUORO-4-METHOXYPHENYLBORONIC ACID;3-FLUORO-4-METHOXYBENZENEBORONIC ACID;3-Fluoro-4-Methoxyphenylboroni;3-Fluoro-4-methoxybenzeneboronic acid, 98+%;3-Fluoro-4-methoxyphenylboronic acid ,98%;3-Fluoro-4-methoxybe;(3-fluoro-4-methoxyphenyl)boronic acid(SALTDATA: FREE)
• CAS NO: 149507-26-6
• Molecular Formula: C₇H₈BFO₃
• Molecular Weight: 169.95
• Product Categories: blocks;BoronicAcids;Substituted Boronic Acids;Boronic Acid;Aryl;Fluorinated;Organoborons;Boronic Acids;Boronic Acids and Derivatives;Boronic Acids;Boronate Ester;Potassium Trifluoroborate
• Mol File: 149507-26-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 206-211 °C(lit.)
• Boiling Point: 318.1 °C at 760 mmHg
• Flash Point: 146.2 °C
• Appearance: /
• Density: 1.26 g/cm³
• Vapor Pressure: 0.000147mmHg at 25°C
• Refractive Index: 1.507
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 7.87±0.10(Predicted)
• BRN: 7370120
• CAS DataBase Reference: 3-Fluoro-4-methoxybenzeneboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Fluoro-4-methoxybenzeneboronic acid(149507-26-6)
• EPA Substance Registry System: 3-Fluoro-4-methoxybenzeneboronic acid(149507-26-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-36-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 149507-26-6(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

Different sources of media describe the Uses of 149507-26-6 differently. You can refer to the following data:
1. 3-Fluoro-4-methoxyphenylboronic Acid is a useful reagent for regioselective Suzuki coupling reactions and other synthetic transformations.
2. Reactant for:Preparation of hydroxyphenylnaphthols as 17?-hydroxysteroid dehydrogenase Type 2 inhibitorsRegioselective Suzuki couplingRuthenium-catalyzed arylation reactionsSynthesis of amino-trimethoxyphenyl-aryl thiazoles as microtubule inhibitors and potential antitumorsRhodium catalyzed cyanationPetasis reaction
3. suzuki reaction

General Description

Contains varying amounts of anhydride

InChI:InChI=1/C13H10F3NO2/c1-2-19-12(18)10(8-17)7-9-3-5-11(6-4-9)13(14,15)16/h3-7H,2H2,1H3/b10-7+

Upstream product

• 2357-52-0 3-fluoro-4-methoxyphenyl bromide 
• 5419-55-6 Triisopropyl borate 

Downstream Products

• 550998-33-9 8-fluoro-6-(3-fluoro-4-methoxyphenyl)-2-naphthol 
• 550998-36-2 3-(3-fluoro-4-methoxyphenyl)-7-hydroxy-1-naphthonitrile 
• 858946-64-2 8-fluoro-3-(3-fluoro-4-methoxyphenyl)-7-methoxy-1-naphthonitrile 
• 550998-51-1 8-chloro-3-(3-fluoro-4-methoxyphenyl)-7-hydroxy-1-naphthonitrile 
• 858946-75-5 7-(3-fluoro-4-methoxyphenyl)-3-methoxy-1-naphthonitrile 
• 99452-78-5 3-chloro-6-(3-fluoro-4-methoxy-phenyl)-pyridazine 
• 890021-36-0 5-bromo-2-(3-fluoro-4-methoxyphenyl)pyrimidine 
• 890021-30-4 5-(3-fluoro-4-methoxyphenyl)-3-methyl-2-(methylthio)pyrimidin-4(3H)-one 
• 890021-28-0 2-benzyl-5-(3-fluoro-4-methoxyphenyl)-3-methyl-3H-pyrimidin-4-one 
• 890021-33-7 5-(3-fluoro-4-methoxyphenyl)pyrimidin-2-amine 
• 617688-84-3 5-(3-fluoro-4-hydroxyphenyl)-3-(4-hydroxyphenyl)-4-methyl-2-thiophenecarbaldehyde 
• 617688-81-0 3-(3-fluoro-4-hydroxyphenyl)-5-(4-hydroxyphenyl)-4-methyl-2-thiophenecarbaldehyde 
• 617688-88-7 3-(3-fluoro-4-hydroxyphenyl)-5-(4-hydroxy-2-methylphenyl)-4-methylthiophene-2-carbaldehyde 
• 617688-90-1 5-(3-chloro-4-hydroxyphenyl)-3-(3-fluoro-4-hydroxyphenyl)-4-methylthiophene-2-carbaldehyde 

Relevant articles and documents

Ligand-Based Design of Nondimethylphenyl-Diarylpyrimidines with Improved Metabolic Stability, Safety, and Oral Pharmacokinetic Profiles

A series of nondimethylphenyl-diarylpyrimidines with much lower cytotoxicities than their dimethyl analogues were developed. Compound B13 with a difluorobiphenyl moiety showed the highest antiviral activity against WT, mutant strains, and RT. The hydrochloride form of B13 exhibited an improved water solubility of 5.6 μg/mL compared with ETR (?1 μg/mL), better stability in human and rat liver microsomes, and a great oral bioavailability of 44%, making it promising as a drug candidate. In addition, no apparent toxicity was observed in the acute toxicity assay (2 g/kg) and HE staining.

ERβ ligands. Part 2: Synthesis and structure-activity relationships of a series of 4-hydroxy-biphenyl-carbaldehyde oxime derivatives

A series of biphenyl carbaldehyde oximes (6) was prepared and shown to have significant selectivity for the estrogen receptor-β (ERβ). The exploitation of the oxime moiety as a hydrogen bond donating group, which mimicked the C-ring of genistein makes these compounds unique. Molecular modeling studies showed the oxime moiety hydrogen bonding to the histidine residue, which was supported by the structure-activity relationships. The most potent compounds in this study had IC50 values in a radioligand binding assay of between 8-35nM. Among the most selective compounds were 6i and 6s (49- and 31-fold ERβ selective, respectively).

ERbeta ligands. Part 1: the discovery of ERbeta selective ligands which embrace the 4-hydroxy-biphenyl template.

The synthesis and structure-activity relationships of a series of simple biphenyls is described. Optimization of the 4-hydroxy-biphenyl template led to compounds with ERbeta selectivity on the order of 20-70-fold.