Acridine Orange Base

HCID 62344CAS 17251-70-6

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Grundinformationen

Standard-SMILES: CN(C)c1ccc2cc3ccc(N(C)C)cc3nc2c1
InChIKey: DPKHZNPWBDQZCN-UHFFFAOYSA-N
Summenformel: C17H19N3
Durchschnittliche Molmasse: 265,35 g/mol
Monoisotopische Masse: 265,15789761

Überblick

Acridine orange free base is a member of the class of aminoacridines that is acridine carrying two dimethylamino substituents at positions 3 and 6. The hydrochloride salt is the fluorescent dye 'acridine orange', used for cell cycle determination. It has a role as a fluorochrome and a histological dye. It is an aromatic amine, a tertiary amino compound and a member of aminoacridines.

Namen und Bezeichner

Bevorzugter Name: Acridine Orange Base
IUPAC: 3-N,3-N,6-N,6-N-tetramethylacridine-3,6-diamine
Englischer Name: AcridineOrangeForMicroscopicalStaining
Summenformel: C17H20N3+
Molmasse: 266.3608

Namen und Synonyme

Acridine orange494-38-2Acridine Orange Base3,6-Bis(dimethylamino)acridineWaxoline Orange AOranz akridinova3,6-Di(dimethylamino)acridineRhoduline OrangeC.I. No. 46005:1Oranz rozpoustedlova 15Basic Orange 14Acridine Orange NO

Weitere Namen anzeigen

AcridineOrangeForMicroscopicalStaining3,6-Acridinediamine, N,N,N,N-tetramethyl-, conjugate monoacid

Rhoduline Orange NOF30N4O6XVVDTXSID60197783NSC-194350Acridine Orange NAcridine Orange RAcridine Orange NSSumitomo Acridine Orange NO

Datenbank-Bezeichner

CAS: 17251-70-6、494-38-2
PubChem CID: 62344
DTXSID: DTXSID60197783
ChEMBL: CHEMBL81880
ChEBI: CHEBI:87346
UNII: F30N4O6XVV
EC Number: 610-452-6
Nikkaji: J1.559H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3,4
Polarare Oberfläche (TPSA): 19,4 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 2
Schwere Atome: 20
Formalladung: 0
Komplexität: 298

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Dyes -> Acridine Dyes

Physical DescriptionSolid; [Sigma-Aldrich MSDS]

Sicherheit und Regulatorisches

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: 3,6-Acridinediamine, N,N,N',N'-tetramethyl-

Acridine orange: Does not have an individual approval but may be used under an appropriate group standard

Acridine orange base: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 2 Einträge

Has mutagenic potential that is enhanced by light; Acridine dyes are derived from 3,6-diaminoacridine, 9-(4'-aminophenyl)-3-aminoacridine, and 9-(4'-aminophenyl)-3,6-diaminoacridine. One of the oldest acridine dyes is chrysaniline. Acridine dyes have low light fastness. In the past they were used for printing on cotton. Currently, they are not commercially important. [Ullmann] See Acridine.

May cause irritation; Targets the blood; Mutagenic effects observed in laboratory experiments; [Sigma-Aldrich MSDS] See Acridine orange.

Sicherheit und Schutzausrüstung

Protective Action Criteria (PAC) · 3 Einträge

0.090 [mg/m3]

0.98 [mg/m3]

5.9 [mg/m3]

Toxikologische Informationen

Carcinogen Classification · 5 Einträge

Acridine orange

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 16: (1978) Some Aromatic Amines and Related Nitro Compounds – Hair Dyes, Colouring Agents and Miscellaneous Industrial Chemicals

1987

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 2 Einträge

Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags.

Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids. A clastogen is a specific mutagen that causes breaks in chromosomes.

Verwendung und Herstellung

Uses · 2 Einträge

N,N,N',N'-Tetramethyl-3,6-acridinediamine, monohydrochloride. Cationic cytochemical stain specific for cell nuclei, especially DNA. It is used as a supravital stain and in fluorescence cytochemistry. It may cause mutations in microorganisms. [ChemIDplus]

A coloring agent; [IARC]