10127-02-3

Basic information

• Product Name: Basic Orange 14
• Synonyms: Acridine Orange,pure,ca. 55% dye content;Acridine Orange hemi;Acridine Orange Euchrysin GNY;ACRIDINE ORANGE ZINC CHLORIDE DOUBLE SAL;Acridine orange zinc chloride double salt (C.I.46005) for microscopy Certistain;N,N,N',N'-tetramethylacridine-3,6-diamine monohydrochloride, compound with zinc dichloride;ACRIDINE ORANGE HEMI(ZINC CHLORIDE);ACRIDINE ORANGE C.I. 46005 FOR MICROSCOPY
• CAS NO: 10127-02-3
• Molecular Formula: C34H40Cl4N6Zn
• Molecular Weight: 739.92
• EINECS: 200-614-0
• Product Categories: marker;Classes of Metal Compounds;Transition Metal Compounds;Zn (Zinc) Compounds
• Mol File: 10127-02-3.mol

Chemical Properties

• Melting Point: 165 °C
• Boiling Point: 468.6ºC at 760 mmHg
• Flash Point: 237.2ºC
• Appearance: Red brown/Solid
• Storage Temp.: Store at RT.
• Solubility: H2O: soluble1mg/mL, clear, orange to very deep orange
• PKA: pKa -3.3(H2O T=room temperature(RT) Iunspeci?ed) (Uncertain);0.2(H2O T=room temperature(RT) Iunspeci?ed) (Uncertain);10.1(H2O T=room temperature(RT) Iunspeci?ed) (Uncertain)
• Water Solubility: soluble
• Sensitive: Hygroscopic
• Stability: Stable. Incompatible with strong oxidizing agents. Protect from moisture. Hygroscopic.
• BRN: 3734978
• CAS DataBase Reference: Basic Orange 14(CAS DataBase Reference)
• NIST Chemistry Reference: Basic Orange 14(10127-02-3)
• EPA Substance Registry System: Basic Orange 14(10127-02-3)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 68-20/21/22-36/37/38
• Safety Statements: 45-36/37-36-26
• WGK Germany: 3
• RTECS: AR7600000
• Hazardous Substances Data: 10127-02-3(Hazardous Substances Data)

Usage

Uses

Used in Biomedical Research:
Basic Orange 14 is used as a fluorescent stain for nucleic acids, playing an important role in cell cycle determination and analysis of mitochondria and lysosomal content by flow cytometry.
Used as an RNA Polymerase Inhibitor:
Basic Orange 14 is used as an inhibitor of RNA polymerase, which can be useful in studying the regulation of gene expression and the mechanisms of RNA synthesis.
Used in Cell-Cycle Studies:
Basic Orange 14 is used as a nucleic acid-selective dye for cell-cycle studies, helping researchers understand the progression of cells through different phases of the cell cycle and identify potential targets for cancer therapy.
Used in Fluorescence and Epifluorescence Microscopy:
Basic Orange 14 is used as a cell-permeable dye in fluorescence and epiflouresence microscopy, enabling the visualization of nucleic acids within cells and aiding in the study of various cellular processes.
Used in Analyzing Multidrug Resistance:
Basic Orange 14 is used to characterize multidrug resistance, which can help in the development of strategies to overcome resistance to chemotherapy in cancer treatment.
Used in Measuring Changes in Mitochondrial Mass:
Basic Orange 14 is used to measure changes in mitochondrial mass during apoptosis in rat thymocytes, providing insights into the role of mitochondria in cell death and potential therapeutic targets for various diseases.

Biochem/physiol Actions

Acridine orange (AO) is a fluorescent dye with two different staining characteristics. In fixed tissues, it acts as a metachromatic dye and differentially stains DNA (green) and RNA (orange). But, in living cells it acts as a pH indicator and produce brilliant orange-red in acidic condition. AO has been used to identify apoptotic cells in drosophila embryos. Acridine Orange staining method has been used to deliver more consistent data in the micronucleus test.

InChI:InChI=1/2C17H19N3.4ClH.Zn/c2*1-19(2)14-7-5-12-9-13-6-8-15(20(3)4)11-17(13)18-16(12)10-14;;;;;/h2*5-11H,1-4H3;4*1H;/q;;;;;;+2/p-2