1,4-anthraquinone

1,4-anthracenedione

CAS: 635-12-1 C14 H8 O2 MW: 208.21616000

Identification

Name1,4-anthraquinone
IUPACanthracene-1,4-dione
CAS Number635-12-1
EINECS211-228-7
FDA UNIISearch
Molecular FormulaC14 H8 O2
Molecular Weight208.21616000
MDL NumberMFCD00013724
Nikkaji NumberJ6.908F
XlogP33.00 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 406.00 °C. @ 760.00 mm Hg (est)
Flash Point 306.00 °F. TCC ( 152.00 °C. ) (est)
logP (o/w) 3.020 (est)
Soluble in water, 150 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for 1,4-anthraquinone usage levels up tonot for fragrance use.
Recommendation for 1,4-anthraquinone flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

anthracene-1,4-dione 1,4- anthracenedione 1,4- dioxoanthracene PubMed: Reactive paper spray mass spectrometry for in situ identification of quinones. PubMed: Proton translocation in monomolecular Langmuir-Blodgett films including 2-naphthol and 1,4-anthraquinone derivatives. PubMed: Excited-state dynamical behavior of 1,4-anthraquinone in a fluid solution. PubMed: 1,4-Anthraquinone: an anticancer drug that blocks nucleoside transport, inhibits macromolecule synthesis, induces DNA fragmentation, and decreases the growth and viability of L1210 leukemic cells in the same nanomolar range as daunorubicin in vitro. PubMed: Ex(2)Box: interdependent modes of binding in a two-nanometer-long synthetic receptor. PubMed: Synthesis of a small library of 2-phenoxy-1,4-naphthoquinone and 2-phenoxy-1,4-anthraquinone derivatives bearing anti-trypanosomal and anti-leishmanial activity. PubMed: [Partially hydrogenated aryl-1,2/1,4-anthraquinone derivatives, 5-lipoxygenase inhibitors with arotinoid structure]. PubMed: Solvatochromism, preferential solvation of 2,3-bis(chloromethyl)-1,4-anthraquinone in binary mixtures and the molecular recognition towards p-tert-butyl-calix[4]arene. PubMed: Self-assembled hexanuclear organometallic cages: synthesis, characterization, and host-guest properties. PubMed: Spectral investigations on 2,3-bis(chloromethyl)-1,4- anthraquinone: solvent effects and host-guest interactions. PubMed: Polyanthraquinone as a Reliable Organic Electrode for Stable and Fast Lithium Storage. PubMed: 2-Phenoxy-1,4-naphthoquinones: From a Multitarget Antitrypanosomal to a Potential Antitumor Profile. PubMed: 6,7-Dimeth-oxy-1,4-anthraquinone. PubMed: Chemoenzymatic synthesis of novel C-ribosylated naphthoquinones. PubMed: Role of LHCII organization in the interaction of substituted 1,4-anthraquinones with thylakoid membranes. PubMed: Concise total syntheses of variecolortides A and B through an unusual hetero-Diels-Alder reaction. PubMed: Lateral extension of π conjugation along the bay regions of bisanthene through a Diels-Alder cycloaddition reaction. PubMed: A new approach to evaluating the extent of Michael adduct formation to PAH quinones: tetramethylammonium hydroxide (TMAH) thermochemolysis with GC/MS. PubMed: Novel substituted 1,4-anthracenediones with antitumor activity directly induce permeability transition in isolated mitochondria. PubMed: Rapid collapse of mitochondrial transmembrane potential in HL-60 cells and isolated mitochondria treated with anti-tumor 1,4-anthracenediones. PubMed: Influence of substituted 1,4-anthraquinones on the chlorophyll fluorescence and photochemical activity of pea thylakoid membranes. PubMed: Electronic structure of the lowest excited triplet state of 5,12-naphthacenequinone. PubMed: Anthraquinones from hedyotis herbacea PubMed: Synthetic 1,4-anthracenedione analogs induce cytochrome c release, caspase-9, -3, and -8 activities, poly(ADP-ribose) polymerase-1 cleavage and internucleosomal DNA fragmentation in HL-60 cells by a mechanism which involves caspase-2 activation but not Fas signaling. PubMed: Synthetic 1,4-anthracenediones, which block nucleoside transport and induce DNA fragmentation, retain their cytotoxic efficacy in daunorubicin-resistant HL-60 cell lines. PubMed: Synthesis of indan-based unusual alpha-amino acid derivatives under phase-transfer catalysis conditions. PubMed: Alpha-glucosidase inhibitory anthranols, kenganthranols A-C, from the stem bark of Harungana madagascariensis. PubMed: 1,4,9,10-Anthradiquinone as precursor for antitumor compounds. PubMed: The thermodynamic properties of some commonly used oxidation-reduction mediators, inhibitors and dyes, as determined by polarography. PubMed: Digitally enhanced thin layer chromatography: further development and some applications in isotopic chemistry.