2-Methoxy-5-pyridinylboronic Acid
Product Information
Molecular Formula
C6H8NO3B
Molecular Weight
152.94
Description
2-Methoxy-5-pyridinylboronic Acid (CAS# 163105-89-3) is used in the synthesis of indole-derived protease-activated receptor 4 antagonists in the treatment of thrombotic disorders.
Synonyms
(6-methoxy-3-pyridinyl)boronic acid; (6-methoxypyridin-3-yl)boronic acid
IUPAC Name
(6-methoxypyridin-3-yl)boronic acid
SMILES
B(C1=CN=C(C=C1)OC)(O)O
InChI
InChI=1S/C6H8BNO3/c1-11-6-3-2-5(4-8-6)7(9)10/h2-4,9-10H,1H3
InChI Key
DHADXDMPEUWEAS-UHFFFAOYSA-N
Boiling Point
313.2 °C at 760 mmHg
Melting Point
135-140 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95.0 %
Density
1.24 g/cm3
Storage
2-8 °C
LogP
-1.23000
Safety Information
Precautionary Statement
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Exact Mass
153.0597233 g/mol
Monoisotopic Mass
153.0597233 g/mol
Topological Polar Surface Area
62.6Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
122
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-113773568-A | Insulating material, preparation method and application thereof | 2021-09-14 |
| CN-113861188-A | Pyrazolo [3,4-b ] pyridine derivative, preparation method thereof and application thereof as HPK1 inhibitor | 2021-08-23 |
| CN-113444038-A | 2-aryl isonicotinic acid amide LSD1/HDAC double-target inhibitor, and preparation method and application thereof | 2021-07-07 |
| CN-112778294-A | 5-aminoisoxazole derivative and application thereof in preparation of multi-kinase inhibitor | 2021-01-07 |
| CN-113321645-A | 5-aminoisoxazole derivative and application thereof in preparation of multi-kinase inhibitor | 2021-01-07 |
| CN-112687878-A | Electrochemical device and electronic device | 2020-12-25 |
| CZ-34975-U1 | Human constitutive adrostane receptor ligands | 2020-11-09 |
| WO-2022049011-A1 | Imidazole-pyrazole derivatives with anti-bacterial properties | 2020-09-01 |
| US-2022064126-A1 | Pyrazole Compounds As LSD1 Inhibitors And Applications Thereof | 2020-08-31 |
| WO-2022034568-A1 | Triazole-pyridinyl substituted azacyclohexyl acetic acid compounds as lpa receptor antagonists | 2020-08-11 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 15624958 | 2005-01-07 | Palladium-catalyzed cross-coupling reactions of pyridylboronic acids with heteroaryl halides bearing a primary amine group: synthesis of highly substituted bipyridines and pyrazinopyridines | The Journal of organic chemistry |
| 15007413 | 2004-03-21 | 5-Pyrimidylboronic acid and 2-methoxy-5-pyrimidylboronic acid: new heteroarylpyrimidine derivatives via Suzuki cross-coupling reactions | Organic & biomolecular chemistry |
| 12375993 | 2002-10-18 | Functionalized pyridylboronic acids and their Suzuki cross-coupling reactions to yield novel heteroarylpyridines | The Journal of organic chemistry |
| 1032 | 1975-12-15 | Proposed mechanisms of stimulation and inhibition of guanylate cyclase with reference to the actions of chlorpromazine, phosphoipases and Triton X-100 | Biochemical and biophysical research communications |
