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201316

Sigma-Aldrich

Quinaldine Red

Dye content 95 %

Synonym(s):

2-(4-Dimethylaminostyryl)-1-ethylquinolinium iodide

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About This Item

Empirical Formula (Hill Notation):
C21H23IN2
CAS Number:
Molecular Weight:
430.33
Beilstein:
3798055
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

form

powder or crystals

Quality Level

composition

Dye content, 95%

technique(s)

titration: suitable

solubility

ethanol: 1 mg/mL, clear, dark red

λmax

528 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[I-].CC[n+]1c(\C=C\c2ccc(cc2)N(C)C)ccc3ccccc13

InChI

1S/C21H23N2.HI/c1-4-23-20(16-12-18-7-5-6-8-21(18)23)15-11-17-9-13-19(14-10-17)22(2)3;/h5-16H,4H2,1-3H3;1H/q+1;/p-1

InChI key

JOLANDVPGMEGLK-UHFFFAOYSA-M

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Application

Quinaldine Red has been used as a fluorescent probe for α1-acid glycoprotein (AAG).

Biochem/physiol Actions

Quinaldine Red (2-(p-Dimethylaminostyryl) quinoline ethiodide) is a very dark red or reddish-black colored powder. It has been used mainly for regulation of cell proliferation, in diagnostic agents of disease related with amyloid accumulation, detecting enzyme activity and dental bleaching materials. In addition, quinaldine red also been implicated in treatment of allodynia and virus infectious diseases. It is colorless at pH 1.4 and red at pH 3.2.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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H Imamura et al.
Pharmaceutical research, 11(4), 566-570 (1994-04-01)
We examined different fluorescent probes suitable for fluorometric determination of alpha 1-acid glycoprotein (AGP) in serum. Quinaldine red (QR) was shown to bind strongly and selectively to AGP. Taking advantage of the enhanced fluorescence of QR in the presence of
World Health Organization
The International Pharmacopoeia, 1 (2006)
H Imamura et al.
Biological & pharmaceutical bulletin, 16(9), 926-929 (1993-09-01)
We attempted to develop a fluorescent probe superior to conventional ones (8-anilino-1-naphthalenesulfonate and auramine O) for use in the study of drug-binding sites on alpha 1-acid glycoprotein (AGP). It was found that quinaldine red (QR) strongly bound to AGP and
Cationic Drug Pharmacokinetics in Diseased Livers Determined by Fibrosis Index, Hepatic Protein Content, Microsomal Activity, and Nature of Drug
Hung D Y
Journal of Pharmacology and Experimental Therapeutics, 301, 1079-1087 (2002)
Selective plasma protein binding of antimalarial drugs to a1-acid glycoprotein
Zsila F
Bioorganic & Medicinal Chemistry, 3759-3772 (2008)

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