Benzo(B)Thiophene-2-Boronic Acid
Basic information
- CAS
98437-23-1- Standard SMILES
OB(O)c1cc2ccccc2s1- InChIKey
YNCYPMUJDDXIRH-UHFFFAOYSA-N- Molecular formula
- C8H7BO2S
- Average molar mass
- 178.02 g/mol
- Monoisotopic mass
- 178.0259808
Overview
inhibits AmpC beta-lactamase; structure in first source
Names & identifiers
- Preferred name
- Benzo(B)Thiophene-2-Boronic Acid
- IUPAC
- 1-benzothiophen-2-ylboronic acid
- English name
- Benzo[b]thien-2-ylboronic acid
- Molecular formula
- C8H7BO2S
- Molecular weight
- 178.02
Names & synonyms
98437-23-1benzo[b]thiophen-2-ylboronic acid2-benzothienylboronic acidBENZO[B]THIOPHENE-2-BORONIC ACIDBenzothiophene-2-boronic acidbenzo(b)thiophene-2-boronic acidThianaphthene-2-boronic acidSME05QG1FJ(1-benzothiophen-2-yl)boronic acidBenzo(B)thiophen-2-ylboronic acidDTXSID80274363RefChem:565173
Show more names
Benzo1-BENZOTHIOPHENE-2-BORONIC ACIDBenzothien-2-yl Boronic AcidBenzo[b]thiophen-2-boronic acid
DTXCID50225842671-850-31-Benzothiophen-2-ylboronic acid1-benzothien-2-ylboronic acidBenzo[b]thiophene-2-ylboronic AcidBENZO[B]THIEN-2-YLBORONIC ACIDMFCD01075674Benzothiophen-2-ylboronic acid
Database identifiers
- CAS
98437-23-1- PubChem CID
- 2359
- DTXSID
DTXSID80274363- ChEMBL
CHEMBL34964- UNII
- SME05QG1FJ
- EC Number
- 671-850-3
- Nikkaji
- J920.026F
Properties
Computed structural properties
- Topological polar surface area
- 68.7 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 165
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Melting point
- 254 · 254-256 °C
- Boiling point
- 390.2 · 390.2±34.0 °C(Predicted)
- Density
- 1.35 · 1.35±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Inert atmosphere,Store in freezer, under -20°C
- solubility
- soluble in Tetrahydrofuran
- form
- Powder
- pka
- 6.99 · 6.99±0.30(Predicted)
- color
- White to off-white
- Water Solubility
- Insoluble in water.
- BRN
- 1637924 · 1637924
- InChI
- InChI=1S/C8H7BO2S/c10-9(11)8-5-6-3-1-2-4-7(6)12-8/h1-5,10-11H
- InChIKey
- YNCYPMUJDDXIRH-UHFFFAOYSA-N
- SMILES
- B(C1SC2=CC=CC=C2C=1)(O)O
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (16.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 12 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (16.7%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29349990
- risk_code
- 36/37/38-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,Xn
- safety_code
- 37/39-26-36
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H412
- Hazard Classifications
- Acute Tox. 4 OralAquatic Chronic 3
- Precautionary statements
- P264-P270-P273-P301+P312-P501
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationEndogenous substances and drugs that inhibit or block the activity of BETA-LACTAMASES.
Applications
UsesThianaphthene-2-boronic Acid is used in the preparation of 3-(dihydroxyboryl)benzoic acids as D,D-carboxypeptidase R39 inhibitors.
Usessuzuki reaction
UsesThianaphthene-2-boronic Acid is used in the preparation of 3-(dihydroxyboryl)benzoic acids as D,D-carboxypeptidase R39 inhibitors.
UsesReactant involved in:PDE4 inhibitorsChemoselective modification of oncolytic adenovirusSynthesis of phosphorescent sensor for quantification of copper(II) ionUV promoted phenanthridine synthesesPreparation of CYP11B1 inhibitors for treatment of cortisol dependent diseasesSuzuki-Miyaura cross-coupling reactions
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
152 records
Compound notes
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