2-Benzothienylboronic Acid

Product Information

Molecular Formula:
C8H7O2SB
Molecular Weight:
178.02
Description
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.
Synonyms
1-benzothiophen-2-ylboronic acid; 1-benzothiophen-2-ylboronic acid
IUPAC Name
1-benzothiophen-2-ylboronic acid
Canonical SMILES
B(C1=CC2=CC=CC=C2S1)(O)O
InChI
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
Boiling Point
390.2 °C at 760 mmHg
Melting Point
256-260 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95 %
Density
1.35 g/cm3
Storage
Inert atmosphere, Store in freezer, under -20 °C
LogP
0.58110

Safety Information

Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning

Computed Properties

Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Exact Mass
178.0259808 g/mol
Monoisotopic Mass
178.0259808 g/mol
Topological Polar Surface Area
68.7Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
165
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
CN-113845515-A Aromatic heterocyclic structure-containing dimethyl biphenyl diaryl pyrimidine derivative and preparation method and application thereof 2021-09-03
CN-113387777-A Meta-alkenyl or aryl substituted phenol compound and preparation method and application thereof 2021-06-25
CN-113336799-A Dicyano-containing iridium complex and preparation method and application thereof 2021-05-31
CN-113278036-A Phenothiazine-containing iridium complex and preparation method and application thereof 2021-05-31
KR-20210032339-A An organoelectro luminescent compounds and organoelectro luminescent device using the same 2021-03-05
CN-112961671-A Fluorescent/phosphorescent light-emitting life polymer probe capable of simultaneously detecting multiple targets and application thereof 2021-02-05
CN-112266387-A Benzophenanthrene derivative and application thereof 2020-10-29
WO-2022053541-A1 Compounds for use as appetite suppressant 2020-09-10
WO-2022031772-A1 Therapeutic composition of cure-pro compounds for targeted degradation of bet domain proteins, and methods of making and usage 2020-08-07
WO-2022031774-A2 Therapeutic cure-pro compounds for targeted degradation of bet domain proteins, and methods of making and using them 2020-08-07

Literatures

PMID Publication Date Title Journal
21858024 2011-01-01 Permeation through the cell membrane of a boron-based β-lactamase inhibitor PloS one
19913034 2010-02-12 Structural bases for stability-function tradeoffs in antibiotic resistance Journal of molecular biology
19731939 2009-10-08 Synthesis and evaluation of 3-(dihydroxyboryl)benzoic acids as D,D-carboxypeptidase R39 inhibitors Journal of medicinal chemistry
18983140 2008-11-27 Discovery of boronic acids as novel and potent inhibitors of fatty acid amide hydrolase Journal of medicinal chemistry
17956081 2007-11-15 Optimizing cell permeation of an antibiotic resistance inhibitor for improved efficacy Journal of medicinal chemistry
16566953 2006-07-01 A versatile synthesis of 17-heteroaryl androstenes via palladium-mediated Suzuki cross-coupling with heteroaryl boronic acids Steroids
16698846 2006-07-01 Activity of mecillinam against AmpC beta-lactamase-producing Escherichia coli The Journal of antimicrobial chemotherapy
16087656 2005-09-01 Disc methods for detecting AmpC {beta}-lactamase-producing clinical isolates of Escherichia coli and Klebsiella pneumoniae The Journal of antimicrobial chemotherapy
15140388 2004-01-01 Characterization of beta-lactamases responsible for resistance to extended-spectrum cephalosporins in Escherichia coli and Salmonella enterica strains from food-producing animals in the United Kingdom Microbial drug resistance (Larchmont, N.Y.)
12877581 2003-07-31 Effect of detergent on 'promiscuous' inhibitors Journal of medicinal chemistry
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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