3-N,3-N,6-N,6-N-tetramethylacridine-3,6-diamine

• ChemBase ID: 107740
• Molecular Formular: C17H19N3
• Molecular Mass: 265.35286
• Monoisotopic Mass: 265.15789762
• SMILES: CN(C)c1cc2nc3c(ccc(c3)N(C)C)cc2cc1
• Canonical SMILES: CN(c1ccc2c(c1)nc1c(c2)ccc(c1)N(C)C)C
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-N,3-N,6-N,6-N-tetramethylacridine-3,6-diamine
• IUPAC Systematic name: 3-N,3-N,6-N,6-N-Tetramethylacridine-3,6-diamine
• IUPAC Traditional name: acridine orange
• Synonyms: 3,6-Bis(dimethylamino)acridine; Acridine Orange base; 3,6-Acridinediamine; Acridine Orange Base; Acridine Orange NO; Basic Orange 14; Euchrysine; Rhoduline Orange; Rhoduline Orange N; Rhoduline Orange NO; Solvent Orange 15; Waxoline Orange A; Acridine orange; EUCHRYSINE; Acridine Orange solution; N3,N3,N6,N6-Tetramethylacridine-3,6-diamine

Database IDs

• CAS Number: 494-38-2; 65-61-2
• EC Number: 200-614-0
• MDL Number: MFCD00005029
• PubChem SID: 24854106; 162089109
• PubChem CID: 62344
• CHEBI ID: 234241
• CHEMBL: 81880
• Chemspider ID: 56136
• KEGG ID: C19315
• MeSH Name: Acridine+orange
• Wikipedia Title: Acridine_orange
• Color Index Number: 46005

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.0666623
• LogD (pH = 7.4): 2.9319835
• Log P: 3.7223153
• Molar Refractivity: 84.9147 cm^3
• Polarizability: 34.26807 Å^3
• Polar Surface Area: 19.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Orange powder
• Melting Point: 165 °C (dec.)(lit.)
• Absorption Wavelength: λmax 488 nm

Safety Information

• RTECS: AR7600000; AR7601000
• European Hazard Symbols: _N; _Xi
• German water hazard class: 2; 3
• Safety Statements: S26 S28 S37 S45
• NFPA704:
  

  0

  2

  0
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US); Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%
• Concentration: 2% in H2O
• Compostion: Dye content, 75%
• Empirical Formula (Hill Notation): C17H19N3; C17H19N3 · HCl

DETAILS

MP Biomedicals - 05204851

MP Biomedicals Rare Chemical collection

Sigma Aldrich - A9231

Application
DNA intercalating dye. A grade of acridine orange of exceptionally high purity, suitable for quantitative work. Differentially stains double-stranded and single-stranded nucleic acids.

Sigma Aldrich - 235474

Packaging
5, 25 g in glass bottle