ACRIDINE ORANGE

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CAS:494-38-2
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CAS:494-38-2
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CAS:494-38-2
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Lastest Price from ACRIDINE ORANGE manufacturers

  • ACRIDINE ORANGE
  • US $10.00 / KG
  • 2021-07-16
  • CAS:494-38-2
  • Min. Order: 100KG
  • Purity: 99%
  • Supply Ability: 100 mt
  • ACRIDINE ORANGE
  • US $8.00 / KG
  • 2020-02-18
  • CAS:494-38-2
  • Min. Order: 1KG
  • Purity: >98% HPLC
  • Supply Ability: 20 tons
ACRIDINE ORANGE Basic information
Product Name:ACRIDINE ORANGE
Synonyms:N3,N3,N6,N6-TetraMethylacridine-3,6-diaMine;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
CAS:494-38-2
MF:C17H19N3
MW:265.35
EINECS:
Product Categories:
Mol File:494-38-2.mol
ACRIDINE ORANGE Structure
ACRIDINE ORANGE Chemical Properties
Melting point 165 °C (dec.)(lit.)
Boiling point 469℃
density 1.169
refractive index 1.6080 (estimate)
Fp 237℃
storage temp. Sealed in dry,Room Temperature
Colour Index 46005
pka9.97±0.30(Predicted)
color Yellow needles from EtOH
IARC3 (Vol. 16, Sup 7) 1987
Safety Information
Safety Statements 22-24/25
WGK Germany 3
RTECS AR7600000
Toxicitymmo-omi 10 mg/L MIBLAO 49,223,80
MSDS Information
ProviderLanguage
SigmaAldrich English
ACRIDINE ORANGE Usage And Synthesis
UsesA fluorescent nucleic acid binding dye which interacts with both DNA and RNA.
DefinitionChEBI: 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.
Preparation4,4′-Bis(N,N-dimethyl)aminodiphenylmethane?dinitration, the resultant 4-(4-(Dimethylamino)-3-nitrobenzyl)-N,N-dimethyl-2-nitrobenzenamine?reduction, and acid heating will diamino compound cyclization, then will product oxidation and made free base.
Safety ProfilePoison by subcutaneous route.Questionable carcinogen with experimental tumorigenicand carcinogenic data. Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.
Purification MethodsThe 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.]
Properties and Applicationsbrilliant 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
ACRIDINE ORANGE Preparation Products And Raw materials
Raw materials4,4'-methylenebis[N,N-dimethyl-2-nitroaniline]-->4,4'-Methylenebis(N,N-dimethylaniline)
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