Y0001596

Diacerein impurity B

European Pharmacopoeia (EP) Reference Standard

• Synonym(s): Aloe-emodin, 1,8-Dihydroxy 3-hydroxymethylanthraquinone, 1,8-Dihydroxy-3-(hydroxymethyl)anthraquinone, 3-Hydroxymethylchrysazine, Rhabarberone
• Empirical Formula (Hill Notation): C₁₅H₁₀O₅
• CAS Number: 481-72-1
• Molecular Weight: 270.24
• Beilstein/REAXYS Number: 2059062
• MDL number: MFCD00017373
• UNSPSC Code: 41116107
• PubChem Substance ID: 329831502
• NACRES: NA.24

Properties

• biological source: synthetic
• grade: pharmaceutical primary standard
• agency: EP
• API family: diacerein
• form: solid
• manufacturer/tradename: EDQM
• technique(s): gas chromatography (GC): suitable; liquid chromatography (LC): suitable
• application(s): pharmaceutical (small molecule)
• format: neat
• storage temp.: 2-8°C
• SMILES string: OCc1cc(O)c2C(=O)c3c(O)cccc3C(=O)c2c1
• InChI: 1S/C15H10O5/c16-6-7-4-9-13(11(18)5-7)15(20)12-8(14(9)19)2-1-3-10(12)17/h1-5,16-18H,6H2
• InChI key: YDQWDHRMZQUTBA-UHFFFAOYSA-N

Description

General description

Diacerein is known to be a suitable drug to treat osteoarthritis and prevent vascular diseases. It is a semi-synthetic anthraquinone derivative which acts by inhibiting the production of interleukin-1 and secretion of metalloproteases.

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Diacerein impurity B EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Laxative/cathartic compound; increases the contraction of intestinal smooth muscle by releasing endogenous acetylcholine. Anti-tumor activity is associated with an increased production of reactive oxygen species (ROS) that, in turn, reduces the mitochondrial transmembrane electrical potential, thus inducing a permeability transition that sets in motion a series of events culminating in cellular apoptosis. Genotoxicity and mutagenicity appear to be due to the inhibition of topoisomerase II activity by aloe emodin.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable