460621
4-Methoxypyridine
97%
Synonym(s):
γ-Methoxypyridine
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About This Item
Empirical Formula (Hill Notation):
C6H7NO
CAS Number:
Molecular Weight:
109.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
210-624-7
MDL number:
Assay:
97%
Quality Level
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
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
Regulatory Information
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Iu Iu Vol'dman et al.
Bioorganicheskaia khimiia, 15(8), 1044-1055 (1989-08-01)
Acceleration of substrate longitudinal relaxation (T1) was used to study cytochrome P-450-aminopyrine (1st type substrate) and P-450-4-methoxypyridine (2nd type substrate) complexes. Dissociation constant, T1 and/or residence time of substrate in the complex can be obtained from the dependence of T1
Woldman YaYu et al.
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)
Addition of Grignard reagents to 1-acyl-4-methoxypyridinum salts. An approach to the synthesis of quinolizidinones.
Connns DL and Brown JD.
Tetrahedron Letters, 27(38), 4549-4552 (1986)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 460621-25ML | 04061837663963 |
| 460621-5ML | 04061837663970 |