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Key Documents

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287512

Sigma-Aldrich

3-Aminophenylboronic acid monohydrate

98%

Sinónimos:

3-Aminobenzeneboronic acid

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About This Item

Fórmula lineal:
H2NC6H4B(OH)2 · H2O
Número de CAS:
206658-89-1
Peso molecular:
154.96
Beilstein/REAXYS Number:
2936342
MDL number:
MFCD00149554
UNSPSC Code:
12352103
PubChem Substance ID:
24857277
NACRES:
NA.22

Quality Level

200

assay

98%

form

solid

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
MKCV7030
MKCW6600
MKCS8237
MKCT9335
MKCS5187

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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)
Qianqian Guo et al.
Journal of biomaterials science. Polymer edition, 30(10), 815-831 (2019-05-03)
We reported on the fabrication of sugar-responsive nanogels covalently incorporated with 3-acrylamidophenylboronic acid (AAPBA) as glucose-recognizing moiety, 2-(acrylamido)glucopyranose (AGA) as biocompatible moiety, and boron dipyrromethene (BODIPYMA) as fluorescence donor molecule. The p(AAPBA-AGA-BODIPYMA) nanogels were synthesized via reversible addition-fragmentation chain transfer
Xingju Jin et al.
Biomacromolecules, 10(6), 1337-1345 (2009-04-29)
This study is devoted to developing amphiphilic, random glycopolymers based on phenylboronic acid, which self-assemble to form nanoparticles (NPs), as a glucose-sensitive agent. Maleimide-glucosamine was copolymerized with 3-acryl aminophenylboronic acid in methanol at 70 degrees C. Using the nanoprecipitation method
Jiangying Zhu et al.
Materials science & engineering. C, Materials for biological applications, 117, 111273-111273 (2020-09-14)
In this work, poly(ethylene glycol)-b-poly[3-acrylamidophenylboronic acid-co-styrene] (PEG-b-P(PBA-co-St) has been firstly synthesized for loading of insulin to form insulin-loaded micelles. Insulin-loaded micelles (ILM) and epidermal growth factor (EGF) are further embedded into the composite hydrogels that can be rapidly gelled by
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)
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