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
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
390.2°C at 760mmHg
Melting Point
188-189°C
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 |
