460621
4-Methoxypyridine
97%
Sinónimos:
γ-Methoxypyridine
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About This Item
Productos recomendados
assay
97%
refractive index
n20/D 1.516 (lit.)
bp
108-111 °C/65 mmHg (lit.)
density
1.075 g/mL at 25 °C (lit.)
SMILES string
COc1ccncc1
InChI
1S/C6H7NO/c1-8-6-2-4-7-5-3-6/h2-5H,1H3
InChI key
XQABVLBGNWBWIV-UHFFFAOYSA-N
General description
4-Methoxypyridine has been prepared from 4-methoxypyridine-N-oxide, via catalytic hydrogenation. Ortho lithiation of 4-methoxypyridine using mesityllithium as the metalating base has been studied.
Application
4-Methoxypyridine was used as a starting reagent for the stereocontrolled synthesis of (±)-pumiliotoxin C and (±)-lasubine II. It was also used in an efficient construction of dihyropyridin-4-ones, which serves as potential ligands for neuronal nicotinic acetycholine receptors.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
165.2 °F - closed cup
flash_point_c
74 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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N-acyldihydropyridones as synthetic intermediates. A short synthesis of (?)-pumiliotoxin C.
Tetrahedron Letters, 32(41), 5697-5700 (1991)
Tetrahedron, 60, 4861-4861 (2004)
A highly stereocontrolled, four-step synthesis of (?)-lasubine II.
Journal of the American Chemical Society, 110(22), 7445-7447 (1988)
FEBS letters, 212(1), 53-57 (1987-02-09)
Longitudinal relaxation (T1) measurements for all lines (alpha-CH, beta-CH, O-CH3) in the 4-methoxypyridine 1H-NMR spectrum were used to study the interaction of 4-methoxypyridine with purified microsomal cytochrome P-450 from livers of phenobarbital-treated rats. The paramagnetic contribution to the observed T1(-1)
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