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B154

Sigma-Aldrich

BU224 hydrochloride

solid

Synonym(s):

2-(4,5-Dihydroimidazol-2-yl)quinoline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C12H11N3 · HCl
Molecular Weight:
233.70
MDL number:
MFCD00467639
UNSPSC Code:
12352202
PubChem Substance ID:
24277761
NACRES:
NA.77

form

solid

color

white

solubility

ethanol: 1.2 mg/mL
H2O: >16 mg/mL
0.1 M NaOH: 24 mg/mL
0.1 M HCl: >30 mg/mL

SMILES string

Cl[H].C1CN=C(N1)c2ccc3ccccc3n2

InChI

1S/C12H11N3.ClH/c1-2-4-10-9(3-1)5-6-11(15-10)12-13-7-8-14-12;/h1-6H,7-8H2,(H,13,14);1H

InChI key

DDFHQXAQWZWRSQ-UHFFFAOYSA-N

Biochem/physiol Actions

I2 Imidazoline receptor antagonist.

Features and Benefits

This compound is featured on the Imidazoline Binding Sites page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Caution

Hygroscopic; store desiccated

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A Diaz et al.
European journal of pharmacology, 333(1), 9-15 (1997-08-20)
In this electrophysiological study, the effect of BU-224 (2-(4,5-dihydroimidazol-2yl)-quinoline hydrochloride)), a novel high affinity imidazoline I2 receptor ligand, was tested on the responses of nociceptive neurones in the spinal dorsal horn. When applied spinally, akin to an intrathecal application (i.t.)
A L Hudson et al.
Annals of the New York Academy of Sciences, 881, 81-91 (1999-07-23)
Over several years our group has sought to synthesize and identify selective ligands for imidazoline (I) receptors, in particular the I2 binding site. As a consequence, [3H]2-(2-benzofuranyl)-2-imidazoline (2BFI) has proved extremely useful for binding and autoradiographic studies. More recently we
Kazunori Kawamura et al.
Nuclear medicine and biology, 45, 1-7 (2016-11-12)
A positron emission tomography (PET) probe with ultra-high specific radioactivity (SA) enables measuring high receptor specific binding in brain regions by avoiding mass effect of the PET probe itself. It has been reported that PET probe with ultra-high SA can
Laura Micheli et al.
Neurotherapeutics : the journal of the American Society for Experimental NeuroTherapeutics, 17(3), 1005-1015 (2020-06-24)
Anti-cancer therapy based on the repeated administration of oxaliplatin is limited by the development of a disabling neuropathic syndrome with detrimental effects on the patient's quality of life. The lack of effective pharmacological approaches calls for the identification of innovative
Nazanin Mirzaei et al.
British journal of pharmacology, 178(3), 654-671 (2020-11-04)
Activation of type 2 imidazoline receptors has been shown to exhibit neuroprotective properties including anti-apoptotic and anti-inflammatory effects, suggesting a potential therapeutic value in Alzheimer's disease (AD). Here, we explored the effects of the imidazoline-2 ligand BU224 in a model
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