1-[(2-hydroxyethyl)amino]-4-(methylamino)-9,10-dihydroanthracene-9,10-dione

• ChemBase ID: 158751
• Molecular Formular: C17H16N2O3
• Molecular Mass: 296.32054
• Monoisotopic Mass: 296.11609238
• SMILES: CNc1ccc(c2c1C(=O)c1ccccc1C2=O)NCCO
• Canonical SMILES: OCCNc1ccc(c2c1C(=O)c1ccccc1C2=O)NC
• InChI: InChI=1S/C17H16N2O3/c1-18-12-6-7-13(19-8-9-20)15-14(12)16(21)10-4-2-3-5-11(10)17(15)22/h2-7,18-20H,8-9H2,1H3
• InChIKey: NLXFWUZKOOWWFD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2-hydroxyethyl)amino]-4-(methylamino)-9,10-dihydroanthracene-9,10-dione
• IUPAC Traditional name: C.I. disperse blue 3
• Synonyms: 1-[(2-hydroxyethyl)amino]-4-(methylamino)-9,10-anthracenedione; NSC 64753; Serisol Brilliant Blue BGN 300; 1-(2-Hydroxyethylamino)-4-(methylamino)anthraquinone; Disperse Blue 3; 1-((2-hydroxyethyl)amino)-4-(methylamino)-9,10-anthracenedione

Database IDs

• CAS Number: 2475-46-9; 86722-66-9
• EC Number: 219-604-2
• MDL Number: MFCD00001199
• PubChem SID: 162252887; 24852910
• PubChem CID: 17191
• Color Index Number: 61505

CALCULATED PROPERTIES

• Acid pKa: 15.588382
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.4556558
• LogD (pH = 7.4): 2.4739223
• Log P: 2.4741604
• Molar Refractivity: 87.8309 cm^3
• Polarizability: 31.727222 Å^3
• Polar Surface Area: 78.43 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Absorption Wavelength: λmax 594 nm; λmax 640 nm (2nd)

Safety Information

• RTECS: CB7350000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-43
• Safety Statements: 36/37
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317-H400
• GHS Precautionary statements: P273-P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 98%
• Compostion: Dye content, 20%
• Empirical Formula (Hill Notation): C17H16N2O3

DETAILS

Sigma Aldrich - 215651

Packaging
50 g in glass bottle

Toronto Research Chemicals - H825260

Nonoxidative coloring agent for semipermanent coloring of keratin fibers such as hair and wool.

REFERENCES

• Chen, C., et al.: Science, 279, 851 (1998)
• Nitz, M., et al.: Chembiochem., 4, 272 (1998)