460621
4-Methoxypyridine
97%
Synonym(s):
γ-Methoxypyridine
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
165.2 °F - closed cup
Flash Point(C)
74 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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N-acyldihydropyridones as synthetic intermediates. A short synthesis of (?)-pumiliotoxin C.
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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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