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
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 |
