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499978

Sigma-Aldrich

Benzo[b]thien-2-ylboronic acid

≥95%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C8H7BO2S
CAS Number:
98437-23-1
Molecular Weight:
178.02
MDL number:
MFCD01075674
UNSPSC Code:
12352103
PubChem Substance ID:
24873314
NACRES:
NA.22

Assay

≥95%

mp

256-260 °C (lit.)

SMILES string

OB(O)c1cc2ccccc2s1

InChI

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

InChI key

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

Other Notes

Contains varying amounts of anhydride

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H412

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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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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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