3-Pyridylboronic Acid - CAS 1692-25-7
Catalog: |
BB012527 |
Product Name: |
3-Pyridylboronic Acid |
CAS: |
1692-25-7 |
Synonyms: |
3-pyridinylboronic acid; pyridin-3-ylboronic acid |
IUPAC Name: | pyridin-3-ylboronic acid |
Description: | Reagent used for: Phosphine-free Suzuki-Miyaura cross-coupling reactions ; Regioselective Suzuki-Miyaura coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation ; N-arylation using copper acetylacetonate catalyst ; Copper-mediated cyanation and regioselective cyanation of electron-rich benzenes Reagent use in Preparation of ; New linear poly(phenylpyridyl) chains by Suzuki coupling ; Oligopyridyl foldamers as mimics of a-helix twist ; Many highly significant therapeutic enzymatic and kinase inhibitors and receptor antagonists. |
Molecular Weight: | 122.92 |
Molecular Formula: | C5H6NO2B |
Canonical SMILES: | B(C1=CN=CC=C1)(O)O |
InChI: | InChI=1S/C5H6BNO2/c8-6(9)5-2-1-3-7-4-5/h1-4,8-9H |
InChI Key: | ABMYEXAYWZJVOV-UHFFFAOYSA-N |
Boiling Point: | 308.8 °C at 760 mmHg |
Melting Point: | >300 °C (lit.) |
Flash Point: | Not applicable |
Purity: | ≥ 95.0 % |
Density: | 1.22 g/cm3 |
LogP: | -1.23860 |
GHS Hazard Statement: | H302 (18.18%): Harmful if swallowed [Warning Acute toxicity, oral] |
Precautionary Statement: | P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501 |
Signal Word: | Warning |
Publication Number | Title | Priority Date |
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PMID | Publication Date | Title | Journal |
22755067 | 20120301 | Colorimetric determination of melamine by pyridine-3-boronic acid modified gold nanoparticles | Journal of nanoscience and nanotechnology |
22347365 | 20120101 | Toward new therapeutics for skin and soft tissue infections: propargyl-linked antifolates are potent inhibitors of MRSA and Streptococcus pyogenes | PloS one |
21936546 | 20111104 | Synthesis of functionalized cinnamaldehyde derivatives by an oxidative Heck reaction and their use as starting materials for preparation of Mycobacterium tuberculosis 1-deoxy-D-xylulose-5-phosphate reductoisomerase inhibitors | The Journal of organic chemistry |
19057773 | 20081228 | 3-Pyridineboronic acid --> boroxine --> pentadecanuclear boron cage --> 3D molecular network: a sequence based on two levels of self-complementary self-assembly | Chemical communications (Cambridge, England) |
17933583 | 20080801 | An experimental and theoretical study of molecular structure and vibrational spectra of 3- and 4-pyridineboronic acid molecules by density functional theory calculations | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy |
Complexity: | 89 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 123.0491586 |
Formal Charge: | 0 |
Heavy Atom Count: | 9 |
Hydrogen Bond Acceptor Count: | 3 |
Hydrogen Bond Donor Count: | 2 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 123.0491586 |
Rotatable Bond Count: | 1 |
Topological Polar Surface Area: | 53.4 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
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