287512

Sigma-Aldrich

3-Aminophenylboronic acid monohydrate

98%

Synonym(s):
3-Aminobenzeneboronic acid
Linear Formula:
H2NC6H4B(OH)2 · H2O
CAS Number:
Molecular Weight:
154.96
Beilstein/REAXYS Number:
2936342
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

98%

mp

93-96 °C (lit.)

SMILES string

[H]O[H].Nc1cccc(c1)B(O)O

InChI

1S/C6H8BNO2.H2O/c8-6-3-1-2-5(4-6)7(9)10;/h1-4,9-10H,8H2;1H2

InChI key

XAEOVQODHLLNKX-UHFFFAOYSA-N

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Application

Reagent used for
  • Suzuki-Miyaura cross-coupling

Reagent used for Preparation of
  • Gram-positive antivirulence drugs and inhibitors of Streptococcus agalactiae Stk1
  • Regioisomer of Zaleplon (a sedative)
  • Amphiphilic random glycopolymer, which self-assemble to form nanoparticles, with potential as a glucose-sensitive matrix
  • Chemomechanical polymer that expands and contracts in blood plasma with high glucose selectivity

Packaging

1, 5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Mayalen Oxoby et al.
Bioorganic & medicinal chemistry letters, 20(12), 3486-3490 (2010-06-10)
A structure-activity relationship study from a screening hit and structure-based design strategy has led to the identification of bisarylureas as potent inhibitors of Streptococcus agalactiae Stk1. As this target has been directly linked to bacterial virulence, these inhibitors can be...
A chemomechanical polymer that functions in blood plasma with high glucose selectivity.
George K Samoei et al.
Angewandte Chemie (International ed. in English), 45(32), 5319-5322 (2006-08-24)
Jing Zhang et al.
Journal of separation science, 40(5), 1107-1114 (2017-01-04)
Novel 3-aminophenylboronic acid functionalized poly(glycidyl methacrylate-co-ethylene dimethacrylate) microspheres were prepared for the solid-phase extraction of glycopeptides/glycoproteins. The adsorption efficiency, maximum adsorption capacity, and specific recognition of the microspheres to glycoprotein were investigated. The results indicated excellent adsorption of glycoproteins by...
Gizem Ertürk Bergdahl et al.
Applied biochemistry and biotechnology, 189(2), 374-383 (2019-04-26)
A capacitive sensor was developed to analyze the presence and enzymatic activity of a model protease from standard solutions by following the degradation of the substrate in real time. The enzyme was chosen based on its specific digestion of the...
Synthetic studies connected with the preparation of N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-5-yl)phenyl]-N-ethylacetamide, a zaleplon regioisomer
Radl, S.; et al.
Heterocycles, 80, 1359-1379 (2010)

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