99349-68-5

Basic information

• Product Name: (M-ACRYLAMIDOPHENYL)BORONIC ACID
• Synonyms: (M-ACRYLAMIDOPHENYL)BORONIC ACID;Boronic acid, B-[3-[(1-oxo-2-propen-1-yl)amino]phenyl]-;3-(Acrylamido)phenylboronic acid, 3-[(Prop-2-enoyl)amino]benzeneboronic acid;3-(Acryloylamino)benzeneboronic acid;3-(AcrylaMido)phenylboronic acid 98%;3-(Propenamido)phenylboronic acid;Boronic acid acrylamide;N-Acryloyl-3-aminophenylboronic acid
• CAS NO: 99349-68-5
• Molecular Formula: C₉H₁₀BNO₃
• Molecular Weight: 190.9916
• Product Categories: Aryl;Organoborons
• Mol File: 99349-68-5.mol
• Article Data: 18

Chemical Properties

• Melting Point: 129-146°C
• Appearance: /
• Density: 1.22±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 8.05±0.10(Predicted)
• CAS DataBase Reference: (M-ACRYLAMIDOPHENYL)BORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (M-ACRYLAMIDOPHENYL)BORONIC ACID(99349-68-5)
• EPA Substance Registry System: (M-ACRYLAMIDOPHENYL)BORONIC ACID(99349-68-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 99349-68-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 99349-68-5 differently. You can refer to the following data:
1. suzuki reaction
2. This acrylamide monomer contains a glucose sensitive boronic acid commonly used for intelligent polymers solutions and gels;for drug delivery systems;sensors;actuator systems;and bioreactors.

Upstream product

• 814-68-6 acryloyl chloride 
• 206658-89-1 3-aminobenzeneboronic acid monohydrate 
• 85006-23-1 3-aminophenylboronic acid hydrochloric salt 
• 30418-59-8 3-Aminophenylboronic acid 
• 79-10-7 acrylic acid 

Downstream Products

• 1401466-24-7 N-(3-(5-chloro-2-((4-morpholinophenyl)amino)pyrimidin-4-yl)phenyl)acrylamide 
• 1254783-29-3 N-(3-(5-chloro-2-((4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)phenyl)acrylamide 
• 1401466-21-4 N-(3-(2-chloro-5-(phenylamino)pyrimidin-4-yl)phenyl)acrylamide 
• 1401466-28-1 N-(3-(6-chloro-1-(terahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)phenyl)acrylamide 
• 1401466-25-8 N-(3-(5-bromo-2-chloropyrimidin-4-yl)phenyl)acrylamide 
• 1401466-26-9 N-(3-(2,5-dichloropyrimidin-4-yl)phenyl)acrylamide 
• 1401732-58-8 N-(3-(1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)phenyl)-acrylamide 
• 1594134-01-6 N-(3-(2-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyramidin-4-yl)phenyl)acrylamide 
• 1594133-87-5 N-(3-(5-chloro-2-((3-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)phenyl)acrylamide 
• 1594133-88-6 N-(3-(5-chloro-2-((3-morpholinophenyl)amino)pyrimidin-4-yl)phenyl)acrylamide 
• 1401731-95-0 N-(3-(3-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)phenyl)acrylamide 

Relevant articles and documents

Glucose-responsive gel from phenylborate polymer and poly(vinyl alcohol): Prompt response at physiological pH through the interaction of berate with amino group in the gel

Purpose. To design glucose-responsive gels based on the complexation between polymers having phenylboronic acid groups and poly (vinyl alcohol). Specifically, high-glucose sensitivity at physiological pH was achieved through the interaction of phenylborate with amino groups. Method. Terpolymers of m-acrylamidophenylbotonic acid, N,N-dimethylaminopropylacrylamide (DMAPAA), and N,N-dimethylacrylamide were prepared. DMAPAA was introduced in the terpolymer to stabilize phenylborate-polyol complex at physiological pH. The effect of amino groups on complex stabilization was estimated from viscosity as well as UV spectrum measurements. Results. A good correlation was observed between complexation rate and fraction of phenylborate as well as DMAPAA in the terpolymers. In line with this increased complexation rate, UV difference spectra measurement revealed that ionization of phenylboronic acid was facilitated in the terpolymer due to the interaction with DMAPAA. Further, sensitive change in the complexation rate was demonstrated with a variation in glucose concentration, which is in sharp contrast with the poor glucose-sensitivity of the polymer without DMAPAA. Conclusions. The introduction of an amino group into phenylborate polymers was quite effective for increasing the complexation ability and the glucose responsivity at physiological pH. These results suggest the feasibility of this complex-gel system in designing a self-regulated insulin-releasing device.

Facile fabrication of dextran-based fluorescent nanogels as potential glucose sensors

Glucose-responsive nanogels based on dextran and poly(3- acrylamidophenylboronic acid) (PAAPBA) were fabricated by a facile self-assembly assisted (SAA) strategy. Further introduction of the fluorescent agent 2-[4-(3-hydroxy-4-oxo-4H-chromen-2-yl)phenoxy]

Triply-responsive boronic acid block copolymers: Solution self-assembly induced by changes in temperature, pH, or sugar concentration

Boronic acid-containing block copolymers capable of solution self-assembly into micelles and reverse micelles in response to changes in temperature, pH, and sugar concentration were prepared by reversible addition-fragmentation chain transfer (RAFT) polym

Boronic ester-based self-healing hydrogels formed by using intermolecular B-N coordination

The copolymer poly(acrylamide-co-2-acrylamido glucose) (PA) and poly(acrylamide-co-N-acryloyl-3-aminophenylboronic acid-co-N-(3-dimethylaminopropyl) acrylamide) (PB) were separately prepared by radical polymerization, and the hydrogel was readily construc

Tailoring uptake and release of ATP by dendritic glycopolymer/PNIPAAm hydrogel hybrids: First approaches towards multicompartment release systems

A multicompartment release system is described which combines the advantages of dendritic architectures and hydrogels to enhance the desired delivery features in complex biological compartments. Here, a hydrogel hosts dendritic glycopolymers as nanocontai

Dynamic-covalent macromolecular stars with boronic ester linkages

Macromolecular stars containing reversible boronic ester linkages were prepared by an arm-first approach by reacting well-defined boronic acid-containing block copolymers with multifunctional 1,2/1,3-diols. Homopolymers of 3-acrylamidophenylboronic acid (

PH-responsive surface charge inversion type nano-carrier as well as preparation method and application thereof

The invention provides a pH-responsive surface charge inversion type nano-carrier as well as a preparation method and application thereof and aims to solve the technical problem that an existing drug delivery carrier cannot balance prolonging of blood cir