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Merck
CN

235474

Acridine Orange base

Dye content 75 %

Synonym(s):

3,6-Bis(dimethylamino)acridine, Solvent Orange 15

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About This Item

Empirical Formula (Hill Notation):
C17H19N3
CAS Number:
494-38-2
Molecular Weight:
265.35
Colour Index Number:
46005
UNSPSC Code:
12171500
PubChem Substance ID:
24854106
NACRES:
NA.47
MDL number:
MFCD00005029

Key Documents

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Product Name

Acridine Orange base, Dye content 75 %

SMILES string

CN(C)c1ccc2cc3ccc(cc3nc2c1)N(C)C

InChI

1S/C17H19N3/c1-19(2)14-7-5-12-9-13-6-8-15(20(3)4)11-17(13)18-16(12)10-14/h5-11H,1-4H3

InChI key

DPKHZNPWBDQZCN-UHFFFAOYSA-N

form

powder

composition

Dye content, 75%

technique(s)

microbe id | staining: suitable

mp

165 °C (dec.) (lit.)

solubility

1 M HCl: 1 mg/mL, clear

λmax

488 nm

ε (extinction coefficient)

≥14000 at 227-233 nm
≥20000 at 289-295 nm
≥35000 at 486-492 nm
≥40000 at 266-272 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

Quality Level

200

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Application

Acridine orange has also been used as a lysosomal dye. It is widely used to detect the presence of homeopathic potencies.

General description

Acridine Orange base (3,6-Bis(dimethylamino)acridine) is a cell-permeable fluorescent dye that binds to nucleic acids. It emits green fluorescence when bound to dsDNA and red fluorescence when bound to ssDNA or RNA. It is also known to be a positive solvatochromic dye.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ2635
SHBQ2633
SHBN8205
SHBP1726
MKCM6648

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Demethylation of Acridine Orange by Arthrobacter globiformis
Itoh K
Bulletin of Environmental Contamination and Toxicology, 60, 781-785 (1998)
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Basudev Maity et al.
European journal of medicinal chemistry, 57, 250-258 (2012-10-16)
Polypyridyl platinum(II) complexes (1-5), viz., [Pt(pyphen)Cl]Cl (1), [Pt(pyphen)(C≡CFc)]Cl (2), [Pt(pydppz)Cl]Cl (3), [Pt(pydppz)(C≡CPh)]Cl (4) and [Pt(pydppz)(C≡CFc)]Cl (5), where pyphen is 6-(2-pyridyl)-1,10-phenanthroline, pydppz is 6-(2-pyridyl)-dipyrido-[3,2-a:2',3'-c]-phenazine, FcC≡CH is ferrocenyl acetylene and PhC≡CH is phenyl acetylene, were synthesized, characterized and their DNA binding and
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