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A23609

Sigma-Aldrich

Acridine

96.5 - 103.5% purity, powder or crystals

Synonym(s):

9-Azaanthracene; 2,3-Benzoquinoline

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About This Item

Empirical Formula (Hill Notation):
C13H9N
CAS Number:
Molecular Weight:
179.22
Beilstein:
120200
EC Number:
MDL number:
UNSPSC Code:
12171500
eCl@ss:
39210107
PubChem Substance ID:
NACRES:
NA.47

product name

Acridine, ≥96.5% (HPLC)

Quality Level

Assay

≥96.5% (HPLC)
96.5-103.5% (perchloric acid titration)

form

powder or crystals

color

light beige to beige
light brown to brown
light yellow to very dark yellow

bp

346 °C (lit.)

mp

107-110 °C (lit.)

λmax

392 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

c1ccc2nc3ccccc3cc2c1

InChI

1S/C13H9N/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)14-12/h1-9H

InChI key

DZBUGLKDJFMEHC-UHFFFAOYSA-N

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General description

Acridine is a small cationic and planar dye that mainly binds to RNA and DNA. These dyes are strongly fluorescent. It resembles the structure of xanthene except that the heteroatom is nitrogen, not oxygen.

Application

Acridine is suitable for nucleic acid staining, particularly for cell cycle determination. Acridines are used as fluorescent materials for visualization of biomolecules, and in laser technologies.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Khaled Bodoor et al.
Journal of medicinal chemistry, 52(12), 3753-3761 (2009-05-19)
The design of RNA binding ligands is complicated by issues of specificity, target flexibility, and the tractability of known RNA inhibitors toward chemical derivitization. To address these difficulties, an RNA-directed fragment compound library is presented. We began with an analysis
Long N and Wong WT
The Chemistry of Molecular Imaging (2014)
Jiang-Wei Chen et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 34(4), 1175-1189 (2014-10-04)
Apoptosis and autophagy are two patterns of programmed cell death which play important roles in the intervertebral disc degeneration. Oxidative stress is an important factor for the induction of programmed cell death. However, the cellular reactions linking autophagy to apoptosis
Johannes Kornhuber et al.
European journal of medicinal chemistry, 44(6), 2667-2672 (2009-01-16)
We developed a structure-property-activity relationship (SPAR)-model for psychopharmacological drugs acting as non-competitive 5-HT(3A) receptor antagonists by using a decision-tree learner provided by the RapidMiner machine learning tool. A single molecular descriptor, namely the molecular dipole moment per molecular weight (mu/MW)
Mudit Tyagi et al.
Retrovirology, 12, 63-63 (2015-07-17)
HIV-1 escapes antiretroviral drugs by integrating into the host DNA and forming a latent transcriptionally silent HIV-1 provirus. This provirus presents the major hurdle in HIV-1 eradication and cure. Transcriptional activation, which is prerequisite for reactivation and the eradication of

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