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Sigma-Aldrich

Imidazo[1,2-a]pyridine

99%

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About This Item

Empirical Formula (Hill Notation):
C7H6N2
CAS Number:
Molecular Weight:
118.14
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

General description

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard 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)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Suren Husinec et al.
Organic letters, 13(9), 2286-2289 (2011-03-31)
A base promoted cyclization of the protected N-propargylaminopyridines was shown to be an efficient method for the preparation of imidazo[1,2-a]pyridine derivatives. The reactions were carried out with a small excess of base, at room temperature or slightly above producing the
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
Ebrahim Kianmehr et al.
Journal of combinatorial chemistry, 12(1), 41-44 (2009-11-13)
A one-pot, three-component reaction between pyridine, phenacyl bromide, and thiocyanate is described. The reaction afforded the corresponding special type of fully substituted imidazo[1,2-a]pyridine derivatives in good yields without using any catalyst or activation.
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
Hongpeng Sun et al.
The Journal of organic chemistry, 77(23), 10745-10751 (2012-11-22)
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

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