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Acridine

Acridine Structure
CAS No.
260-94-6
Chemical Name:
Acridine
Synonyms
Akridin;10-Azaanthracene;DIBENZO[B,E]PYRIDINE;ACRIDINE;Acrydine;NSC 3408;Aceridine;Acridine >ACRIDINE 97%;Acridine, 98+%
CBNumber:
CB9853399
Molecular Formula:
C13H9N
Molecular Weight:
179.22
MOL File:
260-94-6.mol
MSDS File:
SDS
Modify Date:
2023/5/25 18:01:24

Acridine Properties

Melting point 106-109 °C
Boiling point 346 °C(lit.)
Density 1,005 g/cm3
refractive index 1.7270 (estimate)
Flash point 346°C
storage temp. Refrigerator
solubility dioxane: 0.1 g/mL, clear
pka 5.58(at 20℃)
form Crystalline Powder
color Yellow to yellow-brown
PH Range Green B uorescence (5.2) to violet B uorescence (6.6)
Water Solubility 57.35mg/L(24 ºC)
λmax 358nm, 392nm
Merck 14,122
BRN 120200
Exposure limits OSHA: TWA 0.2 mg/m3
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
Major Application Organic light-emitting diode, photoresists, nanosensors, fuel cells, memory device, semiconductors, information storage device, liquid crystal displays, identification of product forgeries, inks, adhesives, textile, hair dyes, gene detection assay, staining cells, biosensors, detecting nucleic acids, proteins, antiHCV antibodies, antibacterial, antiamyloid agents, wound dressing materials, vaccines against infection, allergy and cancer
InChIKey DZBUGLKDJFMEHC-UHFFFAOYSA-N
LogP 3.400
CAS DataBase Reference 260-94-6(CAS DataBase Reference)
EPA Substance Registry System Acridine (260-94-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS09
Signal word  Warning
Hazard statements  H302-H315-H319-H335-H410
Precautionary statements  P261-P264-P273-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-68-36/37/38
Safety Statements  22-36-45-36/37/39-26
RIDADR  UN 2713 6.1/PG 3
WGK Germany  3
RTECS  AR7175000
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29333990
Toxicity LD50 s.c. in mice: 0.40 g/kg (Rubbo)
NFPA 704
1
2 0

Acridine price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) A23609 Acridine 97% 260-94-6 5G ₹3063.6 2022-06-14 Buy
Sigma-Aldrich(India) 01640 Acridine BioReagent, suitable for fluorescence, ≥97.0% (HPLC) 260-94-6 1G ₹5305.8 2022-06-14 Buy
Sigma-Aldrich(India) A23609 Acridine 97% 260-94-6 25G ₹10600.5 2022-06-14 Buy
Sigma-Aldrich(India) 01640 Acridine BioReagent, suitable for fluorescence, ≥97.0% (HPLC) 260-94-6 10G ₹12576.3 2022-06-14 Buy
Sigma-Aldrich(India) 01640 Acridine BioReagent, suitable for fluorescence, ≥97.0% (HPLC) 260-94-6 50G ₹44100.3 2022-06-14 Buy
Product number Packaging Price Buy
A23609 5G ₹3063.6 Buy
01640 1G ₹5305.8 Buy
A23609 25G ₹10600.5 Buy
01640 10G ₹12576.3 Buy
01640 50G ₹44100.3 Buy

Acridine Chemical Properties,Uses,Production

Chemical Properties

colourless to light yellow crystals

Uses

manufacture of dyes and intermediates; some dyes derived from it are used as antiseptics, e.g. 9-aminoacridine, acriflavine and proflavine. The hydrochloride has been used as reagent for cobalt, iron and zinc.

Definition

A colorless crystalline heterocyclic compound with three fused rings. Derivatives of acridine are used as dyes and biological stains.

World Health Organization (WHO)

Acridine derivatives with antiseptic and disinfectant activity, including acriflavine, proflavine and euflavine, were formerly used in the treatment of infected wounds and burns. Such use has largely been discontinued on the grounds that safer and more effective alternatives are now available. Following demonstration of the mutagenic activity of proflavine in 1978 it was withdrawn from dental products in Denmark. Subsequently, euflavine was similarly withdrawn.

General Description

Small colorless needle-like crystalline solid. Slightly soluble in hot water. Slightly denser than water. Contact may irritate skin, eyes, and mucous membranes. Sublimes before melting when heated. May be toxic by ingestion.

Air & Water Reactions

Slightly soluble in hot water.

Reactivity Profile

Acridine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides. Burns to give toxic oxides of nitrogen.

Health Hazard

Inhalation irritates respiratory system and causes sneezing, crying, and vomiting. Contact with liquid irritates eyes, skin, and mucous membranes. At high temperature and during sun exposure, damage to the cornea, skin, and mucous membranes may occur following the liberation of Acridine vapor.

Safety Profile

Poison by ingestion, subcutaneous, and intravenous routes. Mutation data reported. A skin, eye, and mucous membrane irritant. When heated to decomposition it emits toxic fumes of NO,.

Potential Exposure

Acridine and its derivatives are widely used in the production of dyestuffs, such as acriflavine, benzoflavine, and chrysaniline; and in the synthesis of pharmaceuticals; such as aurinacrine, proflavine, and rivanol. A constituent of coal tar, coal tar creosote; found in wastes from gas and tar plants and coke oven emissions. Incompatibilities: Strong acids, strong oxidizers.

Shipping

UN2713 Acridine, Hazard Class: 6.1; Labels: 6.1-Poisonous materials

Purification Methods

Acridine has been crystallised twice from *benzene/cyclohexane, or from aqueous EtOH, then sublimed, removing and discarding the first 25% of the sublimate. The remainder is again crystallised and sublimed, discarding the first 10-15% [Wolf & Anderson J Am Chem Soc 77 1608 1955]. Acridine can also be purified by crystallisation from n-heptane and then from ethanol/water after pre-treatment with activated charcoal, or by chromatography on alumina with pet ether in a darkened room. Alternatively, acridine can be precipitated as the hydrochloride from *benzene solution by adding HCl, after which the base is regenerated, dried at 110o/50mm, and recrystallised to constant melting point from pet ether [Cumper et al. J Chem Soc 4518 1962]. The regenerated free base may be recrystallised, chromatographed on basic alumina, then vacuum-sublimed and zone-refined. [Williams & Clarke, J Chem Soc, Faraday Trans 1 73 514 1977, Albert, The Acridines Arnold Press 1966.] It can exist in five crystalline forms and is steam volatile. It is a strong IRRITANT to skin and mucous membranes and can become a chronic irritant— handle it with CARE. [Beilstein 20/8 V 199.]

Incompatibilities

Acridine and its derivatives are widely used in the production of dyestuffs, such as acriflavine, benzoflavine, and chrysaniline; and in the synthesis of pharmaceuticals; such as aurinacrine, proflavine, and rivanol. A constituent of coal tar, coal tar creosote; found in wastes from gas and tar plants and coke oven emissions. Incompatibilities: Strong acids, strong oxidizers.

Waste Disposal

Incineration with nitrogen oxide removal from the effluent gas by scrubber, catalytic, or thermal device.

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2,3,5,6-dibenzopyridine 2,3-Benzoquinoline 9-Azaanthracene Aceridine Acrydine benzo(b)quinoline Benzo[b]quinoline Coal tar pitch volatiles:acridine coaltarpitchvolatiles:acridine ACRIDINE Acridine;Dibenzo[b,e]pyridine ACRIDINE, FOR FLUORESCENCE ACRIDINE 97% Acridine, 98+% Acridine Zone Refined (number of passes:45) Acridine 1g [260-94-6] Acridine Zone Refined Acridine, 98% 25GR Acridine, 98% 5GR NSC 3408 Acridine > 260-94-6 Acridine C13H9N 10-Azaanthracene Akridin DIBENZO[B,E]PYRIDINE Oxcarbazepine Impurity 20 ACRIDINE (D9, 98%) Oxcarbazepine Acridine Impurity Acridine, ≥ 98.0% Carbamezapine acridine impurity 260-94-6 266-94-6 C6H4CHNC6H4 BioChemical Biochemicals and Reagents Fluorescent Probes, Labels, Particles and Stains Fluorescent Stains Nucleic Acid Stains Alphabetical Aromatics, Heterocycles, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals Aromatics Heterocycles Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Highly Purified Reagents Other Categories Zone Refined Products AlphabeticalBiochemicals and Reagents Fluorescent Stains Luminescent Compounds/Detection Nucleic Acid Stains Stains and Dyes A Stains&Dyes, A to Acridine Fluorescent