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Principaux documents

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:
Poids moléculaire :
178.02
Numéro MDL:
Code UNSPSC :
12352103
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Niveau de qualité

Essai

≥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

Mention d'avertissement

Warning

Mentions de danger

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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Consulter la Bibliothèque de documents

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
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
Ramona Iseppi et al.
Microbial drug resistance (Larchmont, N.Y.), 24(8), 1156-1164 (2018-02-17)
We investigated the occurrence of extended-spectrum β-lactamase (ESBL), AmpC, and carbapenemase-producing Gram-negative bacteria isolated from 160 samples of fresh vegetables (n = 80) and ready-to-eat (RTE) prepacked salads (n = 80). Phenotypic and genotypic analyses were carried out on the isolates in terms of
Hyomin Jin et al.
Molecules (Basel, Switzerland), 24(1) (2019-01-10)
Herein, we investigated the effect of ring planarity by fully characterizing four pyridine-based o-carboranyl compounds. o-Carborane was introduced to the C4 position of the pyridine rings of 2-phenylpyridine and 2-(benzo[b]thiophen-2-yl)pyridine (CB1 and CB2, respectively), and the compounds were subsequently borylated
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

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This brochure contains a comprehensive selection of boronic acids, boronic acid esters, diboron esters, and transition-metal catalysts useful for the Suzuki–Miyaura coupling reaction

The Suzuki-Miyaura cross-coupling reaction is an important and extensively used reaction in organic chemistry with applications in polymer science and in the fine chemicals and pharmaceutical industries.

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