Acridine Orange hydrochloride - ≥99% , CAS No.65-61-2

CAS: 65-61-2 Cat. No.: A304298 Molecular Weight: 301.81 EC Number: 200-614-0

GRADE & PURITY ≥99%

Synonyms

N3,N3,N6,N6-tetramethylacridine-3,6-diamine hydrochloride | acridine orange hydrochloride | Acridine Orange (Hydrochloride)

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

A rigorously purified zinc-free material suitable for use in flow cytometry.

Acridine Orange hydrochloride hydrate dye has been used:
• to stain intracellular acidic vesicles.
• to measure lysosomal membrane permeability (LMP). 
• or autophagy detection. Fluorescent stain for nucleic acids in agarose and polyacrylamide gels. Has been used to study apoptosis in various cell culture and tissue models.

Specifications

Synonyms

N3, N3, N6, N6-tetramethylacridine-3, 6-diamine hydrochloride | acridine orange hydrochloride | Acridine Orange (Hydrochloride)

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Cell and organelle membrane permeable nucleic acid binding dye. Emits green fluorescence when bound to double-stranded DNA and red fluorescence when bound to RNA or single-stranded DNA. Used in cell cycle and apoptosis studies and as a lysosomal dye.

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CN(C)C1=CC2=C(C=C1)C=C3C=CC(=CC3=N2)N(C)C.Cl
• IUPAC Name: 3-N,3-N,6-N,6-N-tetramethylacridine-3,6-diamine;hydrochloride
• InChIKey: VSTHNGLPHBTRMB-UHFFFAOYSA-N
• INCHI: 1S/C17H19N3.ClH/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;1H
• Isomeric SMILES: CN(C)C1=CC2=C(C=C1)C=C3C=CC(=CC3=N2)N(C)C.Cl
• Molecular Weight: 301.81
• Reaxy-Rn: 3575587
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3575587&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Quinolines and derivatives
      • Subclass Benzoquinolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Benzoquinolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Acridines
• Alternative Parents: Aminoquinolines and derivatives Dialkylarylamines Pyridines and derivatives Benzenoids Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Acridine - Aminoquinoline - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Pyridine - Benzenoid - Heteroaromatic compound - Tertiary amine - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organonitrogen compound - Organopnictogen compound - Amine - Hydrochloride - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring.
• External Descriptors: hydrochloride - aminoacridines

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:water, Max Conc. mg/mL: 30.18, Max Conc. mM: 100; Solvent:DMSO, Max Conc. mg/mL: 30.18, Max Conc. mM: 100
• Sensitivity: Hygroscopic；light sensitive；heat sensitive
• Molecular Weight: 301.800 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 301.135 Da
• Monoisotopic Mass: 301.135 Da
• Topological Polar Surface Area: 19.400 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 298.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Hao-kun Hua, Hui-xing Guo, Wen-bin Liu, Zi-shang Liu, Chao-fan He, Wan-ting Du, Yang-yang Huang, Wei Xiong, Li-ren Ding, Guang-zhen Jiang.  (2023)  Dietary nicotinic acid promotes the growth and tryptophan metabolome of Chinese mitten crab (Eriocheir sinensis) through ACMSD and NADs.  Aquaculture Reports,      [PMID:] [10.1016/j.aqrep.2023.101800]

2. Jun Fang Jiang, Juan Qiao, Xiao Yu Mu, Myeong Hee Moon, Li Qi.  (2016)  Fabrication of enzyme reactor utilizing magnetic porous polymer membrane for screening D-Amino acid oxidase inhibitors.  TALANTA,      [PMID:28153250] [10.1016/j.talanta.2016.12.055]

3. Xiaoyu Mu, Juan Qiao, Li Qi, Ying Liu, Huimin Ma.  (2014)  Construction of a d-Amino Acid Oxidase Reactor Based on Magnetic Nanoparticles Modified by a Reactive Polymer and Its Application in Screening Enzyme Inhibitors.  ACS Applied Materials & Interfaces,      [PMID:24980686] [10.1021/am502901b]

4. Zhenggang Gong, Xianggang Weng, Deli Wu, Zhendong Lei, Guangxu Yang, Li Shuai.  (2025)  Recombination of agricultural residues into moldable composites.  Science Advances,  11  (17):   [PMID:40279424] [10.1126/sciadv.adv3533]

5. Sheng-Ya Guo, Yong Zhang, Xing-Hui Chen, Yi-Wen Zhang, Bing-Bing Cao, Shi-Chang Zhu, Dao-Zong Xia.  (2026)  Protective role and mechanism of flavonoids from Smilax glabra Roxb. against lead-induced neurotoxicity and hematotoxicity in Danio rerio.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:] [10.1016/j.jep.2026.121472]