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707929

Sigma-Aldrich

4-Isoquinolineboronic acid

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Synonym(s):
Isoquinolin-4-ylboronic acid, Isoquinoline-4-boronic acid
Empirical Formula (Hill Notation):
C9H8BNO2
CAS Number:
192182-56-2
Molecular Weight:
172.98
MDL number:
MFCD03412093
UNSPSC Code:
12352103
PubChem Substance ID:
329762755

form

solid

Quality Level

100

mp

230-234 °C

storage temp.

2-8°C

SMILES string

OB(O)c1cncc2ccccc12

InChI

1S/C9H8BNO2/c12-10(13)9-6-11-5-7-3-1-2-4-8(7)9/h1-6,12-13H

InChI key

GDTOUTKTCGPAGY-UHFFFAOYSA-N

General description

May contain varying amounts of anhydride

Application

Reactant for:
  • Preparation of selective steroid-11β-hydroxylase (CYP11B1) inhibitors for treatment of cortisol dependent diseases
  • Preparation of tetrabutylammonium trifluoroborates
  • Preparation of heteroaryl substituted tetrahydropyrroloijquinolinone derivatives as aldosterone synthase inhibitors
  • Synthesis of aminoarylpyridazines as selective CB2 agonists for treatment of inflammatory pain
  • Preparation of acyl substituted indoles via palladium-catalyzed domino coupling/carbonylation/Suzuki coupling of dibromoethenylanilines
  • Synthesis of antagonists of bacterial quorum sensing
  • Preparation of potassium heteroaryl trifluoroborates from boronic acids and their use as coupling partners with various aryl and heteroaryl halides in Suzuki-Miyaura cross-coupling reactions

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

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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