1-Benzothiophen-2-ylboronic acid(contains varying amounts of Anhydride) - ≥98% , CAS No.98437-23-1

CAS: 98437-23-1 Cat. No.: B103172 Molecular Weight: 178.02 Beilstein Registry Number: 1637924 EC Number: 671-850-3

GRADE & PURITY ≥98%

Synonyms

bezothiophene-2-boronic acid | Benzo[b]thiophene-2-ylboronic Acid, (contains varying amounts of Anhydride) | HMS3604C07 | Benzo[b]thiophene-2-boronic acid (contains varying amounts of Anhydride) | 2-benzo[b]thiophene boronic acid | 2-benzothienylboronic a

Storage

Room temperature

Shipped In

Normal

Overview

Benzo[b]thiophene-2-boronic acid is used in the synthesis of phosphorescent sensor for quantification of copper(II) ion, UV promoted phenanthridine syntheses, Preparation of CYP11B1 inhibitors for treatment of cortisol dependent diseases, PDE4 inhibitors, Suzuki-Miyaura cross-coupling reactions.

Specifications

Synonyms

bezothiophene-2-boronic acid | Benzo[b]thiophene-2-ylboronic Acid, (contains varying amounts of Anhydride) | HMS3604C07 | Benzo[b]thiophene-2-boronic acid (contains varying amounts of Anhydride) | 2-benzo[b]thiophene boronic acid | 2-benzothienylboronic a

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488179696
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179696
• Canonical Smiles: B(C1=CC2=CC=CC=C2S1)(O)O
• IUPAC Name: 1-benzothiophen-2-ylboronic acid
• InChIKey: YNCYPMUJDDXIRH-UHFFFAOYSA-N
• INCHI: 1S/C8H7BO2S/c10-9(11)8-5-6-3-1-2-4-7(6)12-8/h1-5,10-11H
• Isomeric SMILES: B(C1=CC2=CC=CC=C2S1)(O)O
• WGK Germany: 3
• Molecular Weight: 178.02
• Beilstein: 1637924
• Reaxy-Rn: 1637924
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1637924&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzothiophenes
      • Subclass 1-benzothiophenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzothiophenes
• Subclass: 1-benzothiophenes
• Intermediate Tree Nodes: Not available
• Direct Parent: 1-benzothiophenes
• Alternative Parents: 2,3,5-trisubstituted thiophenes Benzenoids Heteroaromatic compounds Boronic acids Organic metalloid salts Organoboron compounds Organic oxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 1-benzothiophene - 2,3,5-trisubstituted thiophene - Benzenoid - Heteroaromatic compound - Thiophene - Boronic acid - Boronic acid derivative - Organic metalloid salt - Organic oxygen compound - Hydrocarbon derivative - Organic salt - Organoboron compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 1-benzothiophenes. These are aromatic heterocyclic compound containing the Benzo[b]thiophene ring system.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PRSS2 Tchem Trypsin II (14 Activities)

Discover Target: PRSS2

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Homo sapiens (32628 Activities)

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MGLL Tchem Monoglyceride lipase (1909 Activities)

Discover Target: MGLL

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SNCA Tchem Alpha-synuclein (10960 Activities)

Discover Target: SNCA

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)

Discover Target: SMAD3

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

Discover Target: CBX1

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Associated Targets(non-human)

bla Beta-lactamase TEM (457 Activities)

Discover Target: bla

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ampC Beta-lactamase AmpC (62480 Activities)

Discover Target: ampC

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Alpha-chymotrypsin (819 Activities)

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Faah Anandamide amidohydrolase (3907 Activities)

Discover Target: Faah

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Escherichia coli (133304 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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dac D-alanyl-D-alanine carboxypeptidase (132 Activities)

Discover Target: dac

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pbpX Penicillin-binding protein 2x (156 Activities)

Discover Target: pbpX

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in tetrahydrofuran, insoluble in water
• Melt Point(°C): 260℃
• Molecular Weight: 178.020 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 178.026 Da
• Monoisotopic Mass: 178.026 Da
• Topological Polar Surface Area: 68.700 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 165.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

XLogP3

References

1. Fan Wang, Weiqi Wang, Yuqing Wang, Lili Zhang, Yoshio Okamoto, Jun Shen.  (2023)  Cellulose/amylose derivatives bearing bulky substituents as reversible fluorescent sensors for detection of Fe3+.  CARBOHYDRATE POLYMERS,      [PMID:37659827] [10.1016/j.carbpol.2023.121249]

2. Fan Wang, Weiqi Wang, Yuqing Wang, Wei Zheng, Ting Zheng, Lili Zhang, Yoshio Okamoto, Jun Shen.  (2023)  Synthesis of amylose and cellulose derivatives bearing bulky pendants for high-efficient chiral fluorescent sensing.  CARBOHYDRATE POLYMERS,      [PMID:37028880] [10.1016/j.carbpol.2023.120769]