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

Description

3-Fluoro-4-methoxybenzeneboronic acid is an organic compound with the molecular formula C7H8BFO3. It is a white solid that contains varying amounts of anhydride. 3-Fluoro-4-methoxybenzeneboronic acid is known for its reactivity and is commonly used as a reagent in various chemical reactions, particularly in the field of organic synthesis.

Uses

1. Used in Pharmaceutical Industry:
3-Fluoro-4-methoxybenzeneboronic acid is used as a reactant for the preparation of hydroxyphenylnaphthols, which serve as 17β-hydroxysteroid dehydrogenase Type 2 inhibitors. These inhibitors play a crucial role in the development of drugs targeting hormonal imbalances and related conditions.
2. Used in Organic Synthesis:
3-Fluoro-4-methoxybenzeneboronic acid is used as a reagent in regioselective Suzuki coupling reactions. This type of reaction is essential in the formation of carbon-carbon bonds, which are vital in the synthesis of complex organic molecules, including pharmaceuticals and agrochemicals.
3. Used in Catalyst Industry:
3-Fluoro-4-methoxybenzeneboronic acid is also used in ruthenium-catalyzed arylation reactions, which are significant in the synthesis of various organic compounds, including those with potential applications in the pharmaceutical and chemical industries.
4. Used in Anticancer Research:
3-Fluoro-4-methoxybenzeneboronic acid is utilized in the synthesis of amino-trimethoxyphenyl-aryl thiazoles, which have been identified as microtubule inhibitors and potential antitumor agents. These compounds are being investigated for their potential use in the development of novel anticancer drugs.
5. Used in Cyanation Reactions:
3-Fluoro-4-methoxybenzeneboronic acid is employed in rhodium-catalyzed cyanation reactions, which are essential in the synthesis of various organic compounds, including those with potential applications in the pharmaceutical and chemical industries.
6. Used in Petasis Reaction:
3-Fluoro-4-methoxybenzeneboronic acid is also used in the Petasis reaction, a type of chemical reaction that involves the formation of boronic esters from aldehydes and boronic acids. This reaction is crucial in the synthesis of various organic compounds, including those with potential applications in the pharmaceutical and chemical industries.

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

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

Downstream Products

• 169902-73-2 1-[2-(3-fluoro-4-methoxyphenyl)cyclopenten-1-yl]-4-(methylsulfonyl)benzene 
• 550998-33-9 8-fluoro-6-(3-fluoro-4-methoxyphenyl)-2-naphthol 
• 934690-58-1 4-(3-fluoro-4-methoxy-phenoxy)-benzoic acid ethyl ester 
• 1051380-52-9 6-(3-fluoro-4-methoxyphenyl)-3,4-dihydronaphthalen-1(2H)-one 
• 1036763-73-1 3-benzyl-5-(3-fluoro-4-methoxyphenyl)-2-(methylthio)pyrimidin-4(3H)-one 
• 1111267-25-4 4-(3-fluoro-4-methoxyphenyl)-1-methyl-5-(3,4,5-trimethoxyphenyl)-1H-imidazole 
• 1093871-14-7 N-(3-(3-fluoro-4-methoxyphenyl)-1-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)acetamide 
• 1112982-67-8 N-(6-(3-fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamide 
• 1112980-15-0 N-(7-(3-fluoro-4-methoxyphenyl)-1,3-benzothiazol-2-yl)acetamide 
• 1055313-49-9 1,2-dideoxy-1β-[4-(3-fluoro-4-methoxyphenyl)phenyl]-D-ribofuranose 
• 95041-49-9 1',2'-dideoxy-β-1'-phenyl-D-ribofuranose 
• 1021916-25-5 C₁₈H₁₈F₂O₄ 
• 1021916-99-3 C₁₈H₁₈F₂O₄ 
• 1010103-94-2 2-(3-fluoro-4-methoxyphenyl)-8,9,10,11-tetrahydro-3,8,11-triazabenzo[a]fluoren-7-one 

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.

HYDROXY-BIPHENYL-CARBALDEHYDE OXIME DERIVATIVES AND THEIR USE AS ESTROGENIC AGENTS

This invention provides estrogen receptor modulators having the structure formula (I): wherein R1 to R6 and R8 are as defined in the specification; or a pharmaceutically acceptable salt thereof.

Substituted phenyl naphthalenes as estrogenic agents

This invention provides estrogen receptor modulators of formula I, having the structure 1wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, and R10, are as defined in the specification, or a pharmaceutically acceptable salt thereof.