548030
3-Bromo-4-methylpyridine
96%
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About This Item
Empirical Formula (Hill Notation):
C6H6BrN
CAS Number:
Molecular Weight:
172.02
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
96%
InChI
1S/C6H6BrN/c1-5-2-3-8-4-6(5)7/h2-4H,1H3
SMILES string
Cc1ccncc1Br
InChI key
GSQZOLXWFQQJHJ-UHFFFAOYSA-N
assay
96%
refractive index
n20/D 1.56 (lit.)
bp
199-200 °C (lit.)
density
1.549 g/mL at 25 °C (lit.)
functional group
bromo
Application
3-Bromo-4-methylpyridine may be used as a building block in the preparation of:
- substituted 4-(2,2-diphenylethyl)pyridine-N-oxides for use as potent phosphodiesterase type 4 (PDE4) inhibitors
- benzodiazepine site ligands bearing tricyclic pyridone moiety for human GABAA receptor
- a novel isomer of ascididemin
- 3-bromopyridine-4-carbonitrile
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
174.9 °F - closed cup
flash_point_c
79.4 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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James Crawforth et al.
Bioorganic & medicinal chemistry letters, 14(7), 1679-1682 (2004-03-18)
A series of tricyclic pyridones has been evaluated as benzodiazepine site ligands with functional selectivity for the alpha(3) over the alpha(1) containing subtype of the human GABA(A) receptor ion channel. This investigation led to the identification of a high affinity
Richard Frenette et al.
Bioorganic & medicinal chemistry letters, 12(20), 3009-3013 (2002-09-25)
A detailed SAR study directed toward the optimization of pharmacokinetic parameters for analogues of L-791,943 is reported. The introduction of a soft metabolic site on this structure permitted the identification of L-826,141 as a potent phosphodiesterase type 4 (PDE4) inhibitor
Condensed heteroaromatic ring systems. XV. Synthesis of pyranopyridinones from halopyridinecarbonitriles.
Sakamoto T, et al.
Chemical & Pharmaceutical Bulletin, 36(5), 1890-1894 (1988)
Ida Nymann Petersen et al.
Chemical communications (Cambridge, England), 48(72), 9092-9094 (2012-08-07)
A new and convergent synthesis of ascididemin is presented. Using an anionic cascade ring closure as the key step, this natural product is obtained in 45% overall yield in just 6 steps starting from 2'-fluoroacetophenone. This new approach was extended
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