Acridine Orange

Name: Acridine Orange

CAS Registry Number: 65-61-2

CA Index Name: 3,6-Acridinediamine, N3,N3,N6,N6-tetramethyl-, hydrochloride (1 : 1)

Other Names: 3,6-Acridinediamine, N,N,N',N'-tetra-methyl-, monohydrochloride; Acridine Orange R; Acridine, 3,6-bis(dimethylamino)-, hydrochloride; Acridine, 3,6-bis(dimethylamino)-, monohydrochloride; 3,6-Bis (dimethylamino)acridine hydrochloride; Acridine Orange; Acridine Orange N; Acridine Orange NO; Acridine Orange NS; Basic Orange 14; Basic Orange 3RN; C.I. 46005; C.I. Basic Orange 14; Euchrysine 3R; Rhoduline Orange NO; Sumitomo Acridine Orange NO; Sumitomo Acridine Orange RK conc

Merck Index Number: Not listed

Chemical / Dye Class: Acridine

Molecular Formula: C₁₇H₂₀ClN₃

Molecular Weight: 301.81

Physical Form: Burnt orange to brick-red powder

Solubility: Soluble in water, ethanol, dimethyl sulfoxide

Melting Point: 284-287 °C

pK_a: -3.2, 10.5

Absorption (λ_max): 500 nm

Emission (λ_max): 526 nm

Synthesis: Synthetic methods

Staining Applications: Lysosomes; Golgi apparatus; acidic compartments; secretory granules (SGs); synaptic-like microvesicles (SLMVs); liposomes; acidic organelle membranes; bacteria; bacterial endo-spores; apoptotic cells; blood smears; nucleic acids; cells; malignant musculoskeletal tumors; micronucleus; microorganisms; nuclei; peptides; proteins; antibodies; parasites; sperms

Biological Applications: Detecting cancer cells, spores, human papilloma virus (HPV), stress biomarkers; treating amyloid associated diseases, lupus, pathogen infections; apoptosis assays; cytotoxicity assays

Industrial Applications: Thin films; wiring boards

Safety / Toxicity: Carcinogenicity; cytotoxicity; DNA damage; embryotoxicity; genotoxicity; mutagenicity; phototoxicity

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