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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

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

Certificates of Analysis (COA)

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Enza Palazzo et al.
Neuropharmacology, 58(3), 660-667 (2009-12-01)
The 6-methoxy-2-phenylimidazo[1,2-b]pyridazine-3-carboxylic acid, DM2, exerts anti-absence activity and blocks Cav3.1 channel, a T-type voltage-dependent Ca(2+) channel subtype, in vitro. The current study investigated the effect of intra-ventrolateral periaqueductal grey (VLPAG) administration of DM2 on formalin-induced nocifensive responses in rats. In
Yoshito Terao et al.
Bioorganic & medicinal chemistry letters, 22(24), 7326-7329 (2012-11-14)
Imidazo[1,2-a]pyridine derivatives were designed, synthesized, and evaluated as inhibitors of the apoptosis signal-regulating kinase 1 (ASK1). These were based on a benzothiazole derivative that was discovered from high-throughput screening of our compound library. As a result, we identified potent, selective
Nick Bailey et al.
Bioorganic & medicinal chemistry letters, 19(13), 3602-3606 (2009-05-27)
Acid pump antagonists (APAs) such as the imidazo[1,2-a]pyridine AZD-0865 2 have proven efficacious at low oral doses in acid related gastric disorders. Herein we describe some of the broader SAR in this class of molecule and detail the discovery of
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
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

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