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Acridine Orange Stain

CAS No.
494-38-2
Chemical Name:
Acridine Orange Stain
Synonyms
N3,N3,N6,N6-TetraMethylacridine-3,6-diaMine;ACRIDINE ORANGE BASE;SOLVENT ORANGE 15;c.i.46005b;EUCHRYSINE;CI NO 46005;C.I.46005:1;c.i.no.46005:1;waxolineorangea;oranzakridinova
CBNumber:
CB4378880
Molecular Formula:
C17H19N3
Molecular Weight:
265.35
MDL Number:
MFCD00005029
MOL File:
494-38-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-24 14:59:17
Product description Number Pack Size Price
Acridine Orange base Dye content 75% 235474 5g $369
Acridine Orange base Dye content 75% 235474 25g $1480
Acridine Orange 14338 5g $69
Acridine Orange 14338 10g $115
Acridine Orange 14338 25g $263
More product size

Acridine Orange Stain Properties

Melting point 165 °C (dec.)(lit.)
Boiling point 469℃
Density 1.169
refractive index 1.6080 (estimate)
Flash point 237℃
storage temp. Sealed in dry,Room Temperature
solubility DMF: 2 mg/ml; DMSO: 20 mg/ml; Ethanol: 0.3 mg/ml; PBS (pH 7.2): 1 mg/ml
form A crystalline solid
Colour Index 46005
pka 9.97±0.30(Predicted)
color Yellow needles from EtOH
λmax 488 nm
ε(extinction coefficient) ≥14000 at 227-233nm
≥20000 at 289-295nm
≥35000 at 486-492nm
≥40000 at 266-272nm
Stability Light Sensitive
Major Application diagnostic assay manufacturing
hematology
histology
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
InChIKey DPKHZNPWBDQZCN-UHFFFAOYSA-N
SMILES CN(C)c1ccc2cc3ccc(cc3nc2c1)N(C)C
FDA UNII F30N4O6XVV
IARC 3 (Vol. 16, Sup 7) 1987
UNSPSC Code 12171500
NACRES NA.47

SAFETY

Risk and Safety Statements

PPE Eyeshields, Gloves, type N95 (US)
Safety Statements  22-24/25
WGK Germany  3
RTECS  AR7600000
Storage Class 11 - Combustible Solids
Toxicity mmo-omi 10 mg/L MIBLAO 49,223,80

Acridine Orange Stain price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 235474 Acridine Orange base Dye content 75% 494-38-2 5g $369 2026-04-30 Buy
Sigma-Aldrich 235474 Acridine Orange base Dye content 75% 494-38-2 25g $1480 2026-04-30 Buy
Cayman Chemical 14338 Acridine Orange 494-38-2 5g $69 2026-04-30 Buy
Cayman Chemical 14338 Acridine Orange 494-38-2 10g $115 2026-04-30 Buy
Cayman Chemical 14338 Acridine Orange 494-38-2 25g $263 2026-04-30 Buy
Product number Packaging Price Buy
235474 5g $369 Buy
235474 25g $1480 Buy
14338 5g $69 Buy
14338 10g $115 Buy
14338 25g $263 Buy

Acridine Orange Stain Chemical Properties,Uses,Production

Description

Acridine orange is a cell-permeable, nucleic acid-selective fluorescent cationic dye useful for cell cycle determination and detection of cellular autophagy. It exhibits excitation/emission spectra of 502/525, 460/650, and 475/590 nm when bound to dsDNA, bound to ssDNA or RNA, and under acidic conditions, respectively. The ratio of acridine orange emission at 590 to emission at 525 nm can be used to quantify the increase in the number of acidic vesicular organelles observed during cellular autophagy.

Uses

Acridine Orange Stain is a fluorescent nucleic acid binding dye which interacts with both DNA and RNA. When bound to DNA, it emits green fluorescence (Em=525 nm) and when bound to RNA, it emits red fluorescence (Em=~650 nm).

Preparation

4,4′-Bis(N,N-dimethyl)aminodiphenylmethanedinitration, the resultant 4-(4-(Dimethylamino)-3-nitrobenzyl)-N,N-dimethyl-2-nitrobenzenaminereduction, and acid heating will diamino compound cyclization, then will product oxidation and made free base.

Definition

ChEBI: A member of the class of aminoacridines that is acridine carrying two dimethylamino substituents at positions 3 and 6. The hydrochloride salt is the fluorescent dye 'acridine orange', used for cell cycle determination.

Safety Profile

Poison by subcutaneous route.Questionable carcinogen with experimental tumorigenicand carcinogenic data. Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.

Properties and Applications

brilliant yellow orange. Soluble in water and ethanol as orange, with green fluorescence. In concentrated sulfuric acid in almost colorless, with green fluorescent, dilution after orange. Dye aqueous solution to join sodium hydroxide have yellow precipitation.

Standard Light Fastness Heat-resistant(℃) water Sodium Carbonate(5%) Hydrochloric acid(5%)
Melting point Stable
ISO Poor Poor

Purification Methods

The double salt with ZnCl2 (6g) is dissolved in water (200mL) and stirred with four successive portions (12g each) of Dowex-50 ion-exchange resin (K+ form) to remove the zinc. The solution is then concentrated in vacuum to 20mL, and 100mL of ethanol is added to precipitate KCl which is removed. Ether (160mL) is added to the solution from which, on chilling, the dye crystallises as its chloride. It is separated by centrifugation, washed with chilled ethanol and ether, and dried under vacuum, before being recrystallised from ethanol (100mL) by adding ether (50mL), and chilling. Yield 1g. [Pal & Schubert J Am Chem Soc 84 4384 1962]. It was recrystallised twice as the free base from ethanol or methanol/water by dropwise addition of NaOH (less than 0.1M). The precipitate was washed with water and dried under vacuum. It was dissolved in CHCl3 and chromatographed on alumina: the main sharp band was collected, concentrated and cooled to -20o. The precipitate was filtered off, dried in air, then dried for 2hours under vacuum at 70o. [Stone & Bradley J Am Chem Soc 83 3627 1961, Blauer & Linschitz J Phys Chem 66 453 1962, Albert J Chem Soc 244 1947, Beilstein 22 III/IV 5490, 22/11 V 326.]

References

[1] I. VIRANT-KLUN H M T Tomaevi. Sperm Single-Stranded DNA, Detected by Acridine Orange Staining, Reduces Fertilization and Quality of ICSI-Derived Embryos[J]. Journal of Assisted Reproduction and Genetics, 2002, 19 1: 319-328. DOI: 10.1023/a:1016006509036
[2] JUNYAN HAN  Kevin B. Fluorescent Indicators for Intracellular pH[J]. Chemical Reviews, 2009, 110 5: 2709-2728. DOI: 10.1021/cr900249z
[3] MARCOS P THOMé. Ratiometric analysis of Acridine Orange staining in the study of acidic organelles and autophagy.[J]. Journal of cell science, 2016: 4622-4632. DOI: 10.1242/jcs.195057

Global( 128)Suppliers
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Hebei Chuanghai Biotechnology Co., Ltd
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View Lastest Price from Acridine Orange Stain manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
ACRIDINE ORANGE pictures 2026-08-07 ACRIDINE ORANGE
494-38-2
$18.00-30.00 1KG 99% 500KG Shaanxi Dideu Medichem Co. Ltd
ACRIDINE ORANGE pictures 2026-06-30 ACRIDINE ORANGE
494-38-2
1KG 98 10000KGS Shaanxi Dideu New Materials Co. Ltd
ACRIDINE ORANGE pictures 2026-03-20 ACRIDINE ORANGE
494-38-2
$10.00 100KG 99% 100 mt Hebei Chuanghai Biotechnology Co., Ltd
3,6-Bis(dimethylamino)acridine N,N,N',N'-Tetramethyl-3,6-acridinediamine Acridine Orange Stain brilliantacridineorangee compound with zinc-chloride and hydrogen chloride N3,N3,N6,N6-tetramethyl-acridine-3,6-diyldiamine 3,6-bis-(dimethylamino)akridin 3,6-di(dimethylamino)acridine acridineorangefreebase acridrineorangebase oranzrozpoustedlova15 rhodulineorangen waxolineorangea Acridine Orange,Dye content c.i.46005b c.i.no.46005:1 c.i.solventorange15 n,n,n’,n’-tetramethyl-3,6-acridinediamine n,n,n’,n’-tetramethyl-acridinediamin n,n,n’,n’-tetramethylacridinediamine oranzakridinova 3,6-bis(dimethylamino)-acridin N,N,N,N-tetramethyl(acridine-3,6-diyldiamine ACRIDINE ORANGE (C.I. 46005:1) 3,6-BIS(DIMETHYLAMINO)ACRIDINE 3,6-Acridinediamine, N,N,N,N-tetramethyl- 3,6-Bis(dimethylamino)acridine, Solvent Orange15 RHODULINE ORANGE SOLVENT ORANGE 15 LABOTEST-BB LT00452868 EUCHRYSINE CI NO 46005 3-N,3-N,6-N,6-N-tetramethylacridine-3,6-diamine ACRIDINE ORANGE BASE ACRIDINE ORANGE BASIC 2,8-bisdimethylaminoacridine C.I.46005:1 Acridine Orange base,3,6-Bis(dimethylamino)acridine, Solvent Orange15 Euchrysine 3RXA 3,6-Acridinediamine, N3,N3,N6,N6-tetramethyl- C.I.Solvent Orange 15:C.I.46005:1 N3,N3,N6,N6-TetraMethylacridine-3,6-diaMine 494-38-2 C34H38ClN6Zn