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287512

Sigma-Aldrich

3-Aminophenylboronic acid monohydrate

98%

Synonym(s):

3-Aminobenzeneboronic acid

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About This Item

Linear Formula:
H2NC6H4B(OH)2 · H2O
CAS Number:
206658-89-1
Molecular Weight:
154.96
Beilstein:
2936342
MDL number:
MFCD00149554
UNSPSC Code:
12352103
PubChem Substance ID:
24857277
NACRES:
NA.22

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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)
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
Sungjin Jung et al.
Advanced healthcare materials, 9(22), e2001633-e2001633 (2020-10-20)
Nanoparticle (NP)-based drug delivery systems or nanomedicines have broadened the horizon of translational research for decades. Conventional bulk mixing synthesis methods have impeded successful clinical translations of nanomedicines due to the limited ability of the controlled, scalable production with high
View All Related Papers

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