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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:
Molecular Weight:
118.14
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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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
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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

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