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275778

Sigma-Aldrich

Imidazo[1,2-a]pyridine

99%

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About This Item

Empirical Formula (Hill Notation):
C7H6N2
CAS Number:
274-76-0
Molecular Weight:
118.14
MDL number:
MFCD00005553
UNSPSC Code:
12352100
PubChem Substance ID:
24856670
NACRES:
NA.22

assay

99%

form

liquid

refractive index

n20/D 1.626 (lit.)

bp

103 °C/1 mmHg (lit.)

density

1.165 g/mL at 25 °C (lit.)

SMILES string

c1ccn2ccnc2c1

InChI

1S/C7H6N2/c1-2-5-9-6-4-8-7(9)3-1/h1-6H

InChI key

UTCSSFWDNNEEBH-UHFFFAOYSA-N

Related Categories

General description

In vivo anti-trypanosomal activity of imidazo[1,2-a]pyridiness in the STIB900 mouse model has been investigated.

pictograms

Exclamation mark
GHS07

signalword

Warning

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

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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An efficient tandem route to the synthesis of 3H-1,2a(1),3-triazaacenaphthylene derivatives of the cyclazine family has been developed. Target compounds were obtained in moderate to good yields by a Yb(OTf)(3)/Ag(2)CO(3)-catalyzed, three-component domino reaction. This in turn will set the stage for
Garrett C Moraski et al.
Bioorganic & medicinal chemistry, 20(7), 2214-2220 (2012-03-07)
Tuberculosis (TB) is a devastating disease resulting in a death every 20s. Thus, new drugs are urgently needed. Herein we report ten classes of compounds-oxazoline, oxazole, thiazoline, thiazole, pyrazole, pyridine, isoxazole, imidazo[1,2-a]pyridine, imidazo[1,2-a]pyrimidine and imidazo[1,2-c]pyrimidine-which have good (micromolar) to excellent
Mohamed A Ismail et al.
Bioorganic & medicinal chemistry, 16(2), 683-691 (2007-11-03)
The key dinitrile intermediates 4a-d were synthesized by reaction of phenacyl bromide 1 and the appropriate 2-amino-5-bromopyridines to yield 3a-d. Suzuki coupling of 3a-d with 4-cyanophenylboronic acid yielded the 2,6-bis(4-cyanophenyl)-imidazo[1,2-a]pyridine derivatives 4a-d. The bis-amidoximes 5a-d, obtained from 4a-d by the
Richard Ducray et al.
Bioorganic & medicinal chemistry letters, 21(16), 4702-4704 (2011-07-19)
Following the discovery of imidazopyridine 1 as a potent IGF-1R tyrosine kinase inhibitor, the aniline part has been modified with the aim to optimize the properties of this series. The structure-activity relationships against IGF-1R kinase activity as well as inhibition
Richard Ducray et al.
Bioorganic & medicinal chemistry letters, 21(16), 4698-4701 (2011-07-22)
We disclose a novel series of insulin-like growth factor-1 receptor kinase inhibitors based on the 3-(pyrimidin-4-yl)-imidazo[1,2-a]pyridine scaffold. The influence on the inhibitory activity of substitution on the imidazopyridine and at the C5 position of the pyrimidine is discussed. In the
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