Danthron

Title: Danthron
CAS Registry Number: 117-10-2
CAS Name: 1,8-Dihydroxy-9,10-anthracenedione
Additional Names: 1,8-dihydroxyanthraquinone; 1,8-Dihydroxyanthraquinone; chrysazin; dantron
Trademarks: Altan; Antrapurol; Diaquone; Istizin (Winthrop); Modane (Adria)
Molecular Formula: C14H8O4
Molecular Weight: 240.21
Percent Composition: C 70.00%, H 3.36%, O 26.64%
Literature References: Prepn. Fierz-David, Blangey, Farbenchemie (Vienna, 5th ed., 1943) pp 224-225; Kozlov, Dokl. Akad. Nauk SSSR 61, 281 (1948). Clinical trial with poloxalkol in constipation: L. Mundow, Br. J. Clin. Pract. 29, 95 (1975). Mutation study: J. P. Brown, R. J. Brown, Mutat. Res. 40, 203 (1976). Toxicology: M. T. Case et al., Drug Chem. Toxicol. 1, 89 (1977). Review of toxicity and carcinogenic risk: IARC Monographs 50, 265-275 (1990).
Properties: Orange needles from alc, mp 193-197°. Sublimes. Absorption max: 430, 250 nm (log e 4.35, 4.60). Almost insol in water (6.5 ´ 10-6 mols/l at 25°), in alcohol (1:2000). Moderately sol in ether (1:500), in chloroform; sol in 10 parts hot glacial acetic acid. Very slightly sol in aq solns of alkali hydroxides: about 0.8 g dissolves in 100 ml 0.5N NaOH. (Disodium salt is reported to have a water soly of 0.05%.) LD50 orally in mice: <7 g/kg (Case).
Melting point: mp 193-197°
Absorption maximum: Absorption max: 430, 250 nm (log e 4.35, 4.60)
Toxicity data: LD50 orally in mice: <7 g/kg (Case)
CAUTION: This substance is reasonably anticipated to be a human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-77.
Use: Important intermediate in the manuf of alizarin and indanthrene dyestuffs; forms insol Ca, Ba, Pb lakes. Antioxidant in synthetic lubricants; fungicide.
Therap-Cat: Cathartic.
Therap-Cat-Vet: Purgative.
Keywords: Laxative/Cathartic.
Dantrolene Daphnetin Daphnin Daphnoline Dapiprazole

Dantron
Dantron.svg
1,8-Dihydroxyanthraquinone-3D-balls.png
Systematic (IUPAC) name
1,8-dihydroxyanthracene-9,10-dione
Clinical data
Legal status  ?
Routes Oral, rectal (enema)
Identifiers
CAS number 117-10-2 YesY
ATC code A06AB03 A06AG03
PubChem CID 2950
DrugBank DB04816
ChemSpider 2845 YesY
UNII Z4XE6IBF3V N
KEGG D07107 N
ChEBI CHEBI:3682 N
ChEMBL CHEMBL53418 N
NIAID ChemDB 001375
Chemical data
Formula C14H8O4 
Mol. mass 240.211 g/mol
 N (what is this?)  (verify)

Dantron (INN), also known as chrysazin or 1,8-dihydroxyanthraquinone, is an organic substance, formally derived from anthraquinone by the replacement of two hydrogen atoms by hydroxyl groups (–OH). It is used in some countries as a stimulant laxative.

It should not be confused with ondansetron, an unrelated drug that was marketed in South Africa under the trade name "Dantron".