2-Fluoropyridine-3-boronic Acid
Product Information
Molecular Formula
C5H5FNO2B
Molecular Weight
140.91
Description
Reactant involved in: Heterocyclization eith α-oxocarboxylic acids; Suzuki-Miyaura coupling reactions. Additionally used as a precursor to biologically active molecules including: Heteroaryl benzylureas with glycogen synthase kinase 3 inhibitory activity; Carboxyindoles with HCV NS5B polymerase inhibitory activity; Pyrazolyl- and thienyl-aminohydantoins with BACE1 inhibitory activity.
Synonyms
(2-fluoro-3-pyridinyl)boronic acid; (2-fluoropyridin-3-yl)boronic acid
IUPAC Name
(2-fluoropyridin-3-yl)boronic acid
SMILES
B(C1=C(N=CC=C1)F)(O)O
InChI
InChI=1S/C5H5BFNO2/c7-5-4(6(9)10)2-1-3-8-5/h1-3,9-10H
InChI Key
YUHZIUAREWNXJT-UHFFFAOYSA-N
Boiling Point
322.6 °C at 760 mmHg
Melting Point
274-283 °C
Purity
≥ 95 %
Density
1.34 g/cm3
LogP
-1.09950
Safety Information
Hazards
H315 - H319 - H335
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
4
Rotatable Bond Count
1
Exact Mass
141.0397367 g/mol
Monoisotopic Mass
141.0397367 g/mol
Topological Polar Surface Area
53.4Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
114
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-112266386-A | 2-chloroadenine derivative, preparation method and application | 2020-10-20 |
| WO-2022054335-A1 | Photocatalyst complex | 2020-09-11 |
| JP-2022038301-A | Solid composition and its production method | 2020-08-26 |
| WO-2022044422-A1 | Solid composition and method for producing same | 2020-08-26 |
| WO-2022028598-A1 | Atr inhibitors and uses thereof | 2020-08-07 |
| WO-2022023339-A1 | Aryl substituted pyrrolo-pyridinones and therapeutic uses thereof | 2020-07-29 |
| WO-2021245426-A1 | N-(phenylaminocarbonyl) tetrahydro-isoquinolines and related compounds as modulators of gpr65 | 2020-06-05 |
| WO-2021235024-A1 | Composition and method for producing same | 2020-05-21 |
| WO-2021235025-A1 | Composition and method for producing same | 2020-05-21 |
| WO-2021222353-A1 | Macrocyclic inhibitors of peptidylarginine deiminases | 2020-04-30 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 29844252 | 2018-05-29 | MAO-A Inhibitory Potential of Terpene Constituents from Ginger Rhizomes-A Bioactivity Guided Fractionation | Molecules (Basel, Switzerland) |
| 28115069 | 2017-03-01 | Diallyl trisulfide attenuated n-hexane induced neurotoxicity in rats by modulating P450 enzymes | Chemico-biological interactions |
| 26410608 | 2015-12-15 | Gestational N-hexane inhalation alters the expression of genes related to ovarian hormone production and DNA methylation states in adult female F1 rat offspring | Toxicology letters |
| 23740543 | 2014-08-01 | N-hexane inhalation during pregnancy alters DNA promoter methylation in the ovarian granulosa cells of rat offspring | Journal of applied toxicology : JAT |
| 23727185 | 2013-07-30 | Antifungal activity and cytotoxicity of isolated compounds from leaves of Breonadia salicina | Journal of ethnopharmacology |
| 23257347 | 2013-04-01 | Inhaled pan-selectin antagonist Bimosiamose attenuates airway inflammation in COPD | Pulmonary pharmacology & therapeutics |
| 23353815 | 2013-03-27 | Involvement of the essential metal transporter Zip14 in hepatic Cd accumulation during inflammation | Toxicology letters |
| 23455192 | 2013-03-01 | Inhibitory effects of Olea ferruginea crude leaves extract against some bacterial and fungal pathogen | Pakistan journal of pharmaceutical sciences |
| 22884112 | 2013-01-01 | Green ultrasound-assisted extraction of carotenoids based on the bio-refinery concept using sunflower oil as an alternative solvent | Ultrasonics sonochemistry |
| 22537169 | 2012-12-01 | The n-Hexane, ethylacetate, and butanol fractions from Hydnocarpi Semen enhanced wound healing in a mice ulcer model | Immunopharmacology and immunotoxicology |
