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499978

Sigma-Aldrich

Benzo[b]thien-2-ylboronic acid

≥95%

Synonyme(s) :

1-Benzothiophene-2-boronic acid, Benzothiophen-2-ylboronic acid, Thianaphthene-2-boronic acid

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About This Item

Formule empirique (notation de Hill):
C8H7BO2S
Numéro CAS:
98437-23-1
Poids moléculaire :
178.02
Numéro MDL:
MFCD01075674
Code UNSPSC :
12352103
ID de substance PubChem :
24873314
Nomenclature NACRES :
NA.22

Pureté

≥95%

Pf

256-260 °C (lit.)

Chaîne SMILES 

OB(O)c1cc2ccccc2s1

InChI

1S/C8H7BO2S/c10-9(11)8-5-6-3-1-2-4-7(6)12-8/h1-5,10-11H

Clé InChI

YNCYPMUJDDXIRH-UHFFFAOYSA-N

Application

Reactant involved in:
  • PDE4 inhibitors
  • Chemoselective modification of oncolytic adenovirus
  • Synthesis of phosphorescent sensor for quantification of copper(II) ion
  • UV promoted phenanthridine syntheses
  • Preparation of CYP11B1 inhibitors for treatment of cortisol dependent diseases
  • Suzuki-Miyaura cross-coupling reactions

Autres remarques

Contains varying amounts of anhydride

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H412

Classification des risques

Acute Tox. 4 Oral - Aquatic Chronic 3

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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S A Adediran et al.
Archives of biochemistry and biophysics, 614, 65-71 (2017-01-01)
O-Aryloxycarbonyl hydroxamates have previously been shown to covalently inactivate serine/amine amidohydrolases such as class C β-lactamases and a N-terminal hydrolase, the proteasome. We report here reactions between O-aryloxycarbonyl hydroxamates and another N-terminal hydrolase, penicillin acylase. O-Aryloxycarbonyl hydroxamates, as non-symmetric carbonates
Hyomin Jin et al.
Dalton transactions (Cambridge, England : 2003), 48(4), 1467-1476 (2019-01-12)
2-Phenylpyridine- and 2-(benzo[b]thiophen-2-yl)pyridine-based (ppy- and btp-based) o-carboranyl (Car1 and Car2) and their B(CH3)2-C∧N-chelated (Car1B and Car2B) compounds were prepared and fully characterised by multinuclear NMR spectroscopy and elemental analysis. The solid-state structure of Car2B was determined by single-crystal X-ray diffraction
Ju Hyoung Jo et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(70), 16733-16754 (2020-07-07)
Herein, we report the synthesis, and photochemical and -physical properties, as well as the catalytic performance, of a series of heteroleptic IrIII photosensitizers (IrPSs), [Ir(C^N)2 (N^NAryl )]+ , possessing ancillary ligands that are varied with aryl-substituents on bipyridyl unit [C^N=(2-pyridyl)benzo[b]thiophen-3-yl
Alberto Venturelli et al.
Journal of medicinal chemistry, 50(23), 5644-5654 (2007-10-25)
Benzo[b]thiophene-2-ylboronic acid, 1, is a 27 nM inhibitor of the class C beta-lactamase AmpC and potentiates the activity of beta-lactam antibiotics in bacteria that express this and related enzymes. As is often true, the potency of compound 1 against the
Steven R Inglis et al.
Journal of medicinal chemistry, 52(19), 6097-6106 (2009-09-08)
Penicillin binding proteins (PBPs) catalyze steps in the biosynthesis of bacterial cell walls and are the targets for the beta-lactam antibiotics. Non-beta-lactam based antibiotics that target PBPs are of interest because bacteria have evolved resistance to the beta-lactam antibiotics. Boronic
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Suzuki-Miyaura Cross-Coupling Reagents

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Suzuki-Miyaura Cross-Coupling Reagents

Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.

Suzuki-Miyaura Cross-Coupling Reagents

Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.

Suzuki-Miyaura Cross-Coupling Reagents

Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.

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