基本情報
- 標準SMILES
CN(C)c1ccc2cc3ccc(N(C)C)cc3nc2c1- InChIKey
DPKHZNPWBDQZCN-UHFFFAOYSA-N- 分子式
- C17H19N3
- 平均分子量
- 265.35 g/mol
- 単同位体質量
- 265.15789761
概要
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.
名称と識別子
- 優先名称
- Acridine Orange Base
- IUPAC
- 3-N,3-N,6-N,6-N-tetramethylacridine-3,6-diamine
- 英語名
- AcridineOrangeForMicroscopicalStaining
- 分子式
- C17H20N3+
- 分子量
- 266.3608
名称と別名
名称をさらに表示
データベース識別子
- 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
物性
構造計算による物性
- XLogP
- 3.4
- 極性表面積
- 19.4 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 3
- 回転可能結合数
- 2
- 重原子数
- 20
- 形式電荷
- 0
- 複雑度
- 298
実験および物理化学的性質
Chemical Classes
Dyes -> Acridine Dyes
Dyes -> Acridine Dyes
安全と法規制
危険有害性情報
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.
安全と保護具
Protective Action Criteria (PAC)
0.090 [mg/m3]
0.98 [mg/m3]
5.9 [mg/m3]
毒性情報
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
化学と産業
薬理情報
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.
用途と製造
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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