1,4-dihydroxy-9,10-dihydroanthracene-9,10-dione

• ChemBase ID: 103509
• Molecular Formular: C14H8O4
• Molecular Mass: 240.21092
• Monoisotopic Mass: 240.04225874
• SMILES: Oc1c2C(=O)c3c(cccc3)C(=O)c2c(O)cc1
• Canonical SMILES: Oc1ccc(c2c1C(=O)c1ccccc1C2=O)O
• InChI: InChI=1S/C14H8O4/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6,15-16H
• InChIKey: GUEIZVNYDFNHJU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-dihydroxy-9,10-dihydroanthracene-9,10-dione
• IUPAC Traditional name: quinizarin; 1,4-dihydroxy-9,10-dihydroanthracene-9,10-dione
• Synonyms: 1,4-DIHYDROXYANTHRAQUINONE; Quinizarin; Solvent Orange 86; 1,4-dihydroxyanthracene-9,10-dione; Quinizarin; C.I. 58050; 1,4-Dihydroxy-anthraquinone; 1,4-Dihydroxyanthraquinone; Pigment Violet 12; QUINIZARIN; 1,4-Dihydroxyanthraquinone; Chinizarin; 1,4-dihydroxy-9,10-anthracenedione; 1,4-二羟基蒽醌; 醌茜; 透明橙 G; 1,4-二羟基蒽醌

Database IDs

• CAS Number: 81-64-1
• EC Number: 201-368-7
• MDL Number: MFCD00001209
• Beilstein Number: 1914036
• Merck Index: 148064
• PubChem SID: 24899334; 24863338; 162091329
• PubChem CID: 6688
• CHEBI ID: 37487
• CHEMBL: 17594
• Chemspider ID: 6433
• Wikipedia Title: 1,4-Dihydroxyanthraquinone

CALCULATED PROPERTIES

• Acid pKa: 8.476592
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.6111207
• LogD (pH = 7.4): 3.576829
• Log P: 3.6115754
• Molar Refractivity: 65.1128 cm^3
• Polarizability: 24.523312 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Orange or red-brown crystalline powder; red-brown powder
• Melting Point: 195-198°C; 195-200 °C; 198–199 °C; 198-199 °C(lit.)
• Boiling Point: 450 °C; ca 450°C
• Flash Point: 222°C(431°F)
• Vapor Pressure: 1 mmHg ( 196.7 °C)
• Vapor Density: 8.3 (vs air)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: CB6600000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 43
• Safety Statements: 36/37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317
• GHS Precautionary statements: P280
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Mechanism of Action: Immunosuppressor

Product Information

• Purity: ≥98.0% (HPLC); 96%; 98%
• Grade: purum
• Ignition Residue: ≤1.0%
• Biological Source: Constit. of the roots of Galium sinaicum and Rubia tinctorum
• Application(s): Antiviral activity against the human cytomegalovirus ("HCMV")
• Empirical Formula (Hill Notation): C14H8O4

DETAILS

MP Biomedicals - 05212015

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02152009

C.I. 58050
Crystalline

Sigma Aldrich - Q906

Packaging
5, 100 g in glass bottle

REFERENCES

• Aldrich Library of NMR Spectra, 2nd edn., 1983, 2, 91A, (nmr)
• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 87A, (ir)
• Green, A., J.C.S., 1926, 1428
• Org. Synth., Coll. Vol., 1, 1932, 464
• Kozlov, V.V. et al., Zh. Obshch. Khim., 1959, 29, 3450-3455; J. Gen. Chem. USSR (Engl. Transl.), 1959, 29, 3412-3417, (di-Ac)
• Kido, H. et al., Anal. Chim. Acta, 1960, 23, 116, (ir)
• Bloom, S.M. et al., Tet. Lett., 1963, 1993, (pmr)
• Holme, A., Acta Chem. Scand., 1967, 21, 1679, (detn, B)
• Idris, K.A. et al., Egypt. J. Chem., 1973, 67, (uv)
• Khanapure, S.P. et al., J.O.C., 1987, 52, 5685, (deriv, synth, pmr, cmr, ir)
• El-Gamal, A.A. et al., Phytochemistry, 1995, 40, 245, (isol)
• Sigma-Aldrich Library of Stains, Dyes and Indicators, 606
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DMH000