Acridine Orange Base
Grundinformationen
- CAS
17251-70-6- 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 Ų
- 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
Dyes -> Acridine Dyes
Dyes -> Acridine Dyes
Physical DescriptionSolid; [Sigma-Aldrich MSDS]
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Gefahrenhinweise
Regulatory Information
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
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)
0.090 [mg/m3]
0.98 [mg/m3]
5.9 [mg/m3]
Toxikologische Informationen
Carcinogen Classification
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
1987
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
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
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]
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