9-aminoacridine

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Structural formula
Structural formula of 9-aminoacridine
General
Surname 9-aminoacridine
other names
  • 9-acridinylamine
  • Aminacrine
Molecular formula C 1 3 H 1 0 N 2
Brief description

yellow solid

External identifiers / databases
CAS number
  • 90-45-9
  • 134-50-9 (hydrochloride)
  • 52417-22-8 (hydrochloride monohydrate)
ECHA InfoCard 100.001.814
PubChem 7019
ChemSpider 6752
DrugBank DB11561
Wikidata Q513937
Drug information
ATC code

D08 AA02

properties
Molar mass 194.23 g mol −1
Physical state

firmly

Melting point

231-235 ° C

solubility

practically insoluble in water

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315
P: 302 + 352
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

9-Aminoacridine is a chemical compound from the acridines group .

Extraction and presentation

9-Aminoacridine can be obtained by heating N- phenylanthranilic acid with phosphorus pentachloride and then with ammonium carbonate in phenol .

It can also be obtained by reacting acridine with sodium amide .

properties

9-Aminoacridine is a yellow solid that is practically insoluble in water. The hydrochloride is a yellow, crystalline, odorless, bitter-tasting powder that is soluble in water and ethanol , slightly soluble in physiological saline and practically insoluble in diethyl ether and chloroform . The hemihydrate has an orthorhombic crystal structure with the space group Fddd (space group no. 70) . Template: room group / 70

use

9-Aminoacridine is a highly fluorescent aminoacridine dye that acts as a powerful mutagen in viruses and bacteria. The hydrochloride is used as an antiseptic .

Individual evidence

  1. a b c d e f g Data sheet 9-Aminoacridine (PDF) from Merck , accessed on July 12, 2020.
  2. ^ A b c Hans Hermann Julius Hager, Walther Kern, Paul Heinz List, Hermann Josef Roth: Hager's Handbook of Pharmaceutical Practice For pharmacists, drug manufacturers, doctors and medical officials: Active ingredient groups II, chemicals and drugs (A-AL) . Springer-Verlag, 2013, ISBN 978-3-662-25655-8 , pp. 15 ( limited preview in Google Book search).
  3. Angewandte Chemie: Newer Methods in Preparative Organic Chemistry . Verlag Chemie, 1949, OCLC 14487295 , p. 69 ( limited preview in Google Book search).
  4. ^ R. Morrin Acheson: Acridines . John Wiley & Sons, 2009, ISBN 978-0-470-18809-5 , pp. 122 ( limited preview in Google Book search).
  5. Data sheet 9-Aminoacridine, matrix substance for MALDI-MS, ≥99.5% (HPLC) from Sigma-Aldrich , accessed on July 12, 2020 ( PDF ).