Benzothiophene-3-boronic acid

Product Information

Molecular Formula:
C8H7BO2S
Molecular Weight:
178.01
Description
Benzo[b]thien-3-ylboronic acid can be used:• To prepare thienyl substituted pyrimidine derivatives as potent antimycobacterial compounds.• To prepare 3-O-protected 17-heteroaryl-3-hydroxyestra-1,3,5,16-tetraene-16-carbaldehyde, which in turn is used for the synthesis of heteroarenes-annelated estranes.• As a substrate in the study of metal-free coupling reactions of allylic alcohols with heteroaryl boronic acids.• As a starting material for the preparation of thienyl based quinoline and pyridine ligands, which are further used to synthesize platinum complexes.
Synonyms
AKOS BRN-0283; 1-BENZOTHIOPHEN-3-YLBORONIC ACID; BENZO[B]THIOPHENE-3-BORONIC ACID; BENZOTHIOPHENE-3-BORONIC ACID; ASDI-INTER 500027787; THIANAPHTHENE-3-BORONIC ACID
IUPAC Name
1-benzothiophen-3-ylboronic acid
Canonical SMILES
B(C1=CSC2=CC=CC=C12)(O)O
InChI
InChI=1S/C8H7BO2S/c10-9(11)7-5-12-8-4-2-1-3-6(7)8/h1-5,10-11H
InChI Key
QVANIYYVZZLQJP-UHFFFAOYSA-N
Boiling Point
390.2ºC at 760mmHg
Melting Point
188-189ºC
Flash Point
Not applicable
Purity
98%
Density
1.35g/cm3
Appearance
White to off-white to faint red solid or powder

Safety Information

Precautionary Statement
P302+P352-P332+P313-P362+P364-P305+P351+P338-P337+P313
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-114181217-A Pyrazolo [1,5-a ] [1,3,5] triazine derivative and salt thereof and application of derivative and salt thereof in preparation of anti-cancer drugs 2022-01-10
CN-114014847-A Benzothiophene pyrimidine derivative, preparation method thereof and application thereof in preparation of antitumor drugs 2021-12-08
US-2021403449-A1 Biphenyl diaryl pyrimidine derivative with aromatic heterocyclic structure 2021-03-08
CN-112574242-A Preparation method of benzo-heterocycle-3-boric acid 2020-12-10
CN-112266387-A Benzophenanthrene derivative and application thereof 2020-10-29
WO-2022026892-A1 Piperidin-1- yl-n-pyrydi ne-3-yl-2-oxoacet am ide derivatives useful for the treatment of mtap-deficient and/or mt a-accumulating cancers 2020-07-31
KR-20210147877-A Compound and organic light emitting device comprising same 2020-05-29
KR-20210148552-A Compound and organic light emitting device comprising same 2020-05-29
KR-20210148556-A Compound and organic light emitting device comprising same 2020-05-29
WO-2021241882-A1 Compound and organic light-emitting device comprising same 2020-05-29

Literatures

PMID Publication Date Title Journal
17868073 2007-10-01 Synthesis and evaluation of dual wavelength fluorescent benzo[b]thiophene boronic acid derivatives for sugar sensing Chemical biology & drug design
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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