Acriflavinium chloride

Acriflavinium chloride

IUPAC name 3,6-Diamino-10-methylacridin-10-ium chloride
Identifiers
CAS number	86-40-8^N, 10597-46-3 (hydrochloride)
PubChem	443101 ^Y, 15558347 (hydrochloride) ^Y
ChemSpider	391386^Y, 21018 (hydrochloride) ^Y
EC number	201-668-8
ChEBI	CHEBI:383703^N
ChEMBL	CHEMBL354349^N
ATC code	R02AA13,QG01AC90
Jmol-3D images	Image 1 Image 2
SMILES [Cl-].C[N+]1=C2C=C(N)C=CC2=CC2=C1C=C(N)C=C2 [Cl-].n1c3c(cc2c1cc(N)cc2)ccc(c3)N.Nc3cc2[n+](c1cc(N)ccc1cc2cc3)C
InChI InChI=1S/C14H13N3.ClH/c1-17-13-7-11(15)4-2-9(13)6-10-3-5-12(16)8-14(10)17;/h2-8H,1H3,(H3,15,16);1H^N Key: KKAJSJJFBSOMGS-UHFFFAOYSA-N^N InChI=1S/C14H13N3.C13H11N3.ClH/c1-17-13-7-11(15)4-2-9(13)6-10-3-5-12(16)8-14(10)17;14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10;/h2-8H,1H3,(H3,15,16);1-7H,14-15H2;1H Key: PEJLNXHANOHNSU-UHFFFAOYSA-N InChI=1S/C14H13N3.C13H11N3.ClH/c1-17-13-7-11(15)4-2-9(13)6-10-3-5-12(16)8-14(10)17;14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10;/h2-8H,1H3,(H3,15,16);1-7H,14-15H2;1H Key: PEJLNXHANOHNSU-UHFFFAOYSA-N
Properties
Molecular formula	C₁₄H₁₄ClN₃
Molar mass	259.73 g mol⁻¹
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Acriflavine is a topical antiseptic. It has the form of an orange or brown powder. It may be harmful in the eyes or if inhaled. It is a dye and it stains the skin and may irritate. Commercial preparations are often mixtures with proflavine. It is known by a variety of commercial names.

Acriflavine was developed in 1912 by Paul Ehrlich, a German medical researcher and was used during the First World War against sleeping sickness. It is derived from acridine. The hydrochloride form is more irritating than the neutral form.

Acriflavine is also used as treatment for external fungal infections of aquarium fish. In recent years Acriflavine has been shown to have anti-cancer activity.

References

Encyclopædia Britannica (accessed 2005-08-16)
ChemExper Chemical Directory (accessed 2005-08-16)
Houghton Mifflin definition (accessed 2005-08-16)