Misplaced Pages

Rufigallol

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.

This is an old revision of this page, as edited by CheMoBot (talk | contribs) at 13:24, 19 April 2011 (Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Revision as of 13:24, 19 April 2011 by CheMoBot (talk | contribs) (Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation ()(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff)
Rufigallol
Skeletal formula of rufigallol
Ball-and-stick model of rufigallol
Names
IUPAC name 1,2,3,5,6,7-Hexahydroxyanthracene-9,10-dione
Other names Rufigallic acid; 1,2,3,5,6,7-Hexahydroxy-9,10-anthraquinone; 1,2,3,5,6,7-Hexahydroxyanthracene-9,10-dione
Identifiers
CAS Number
3D model (JSmol)
PubChem CID
CompTox Dashboard (EPA)
SMILES
  • C1=C2C(=C(C(=C1O)O)O)C(=O)C3=CC(=C(C(=C3C2=O)O)O)O
Properties
Chemical formula C14H8O8
Molar mass 304.210 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Rufigallol or 1,2,3,5,6,7-hexahydroxy-9,10-anthraquinone is an organic compound with formula C
14O
8H
8, which can be viewed as a derivative of anthraquinone through the replacement of six hydrogen atoms (H) by hydroxyl groups (OH).

The compound is soluble in dioxane, from which it crystallizes as red needles that sublime without melting at 365 °C. It can be obtained by treating gallic acid with concentrated sulfuric acid and then with sodium hydroxide.

Rufigallol is particularly toxic to the malarial parasite Plasmodium falciparum and has a synergistic effect in combination with the antimalarial drug exifone, which has structural sumilarities to rufigallol.

Rufigallol forms a crimson-colored complex with beryllium, aluminum, thorium, zirconium and hafnium, and this reaction has been used for the spot and spectrophotometric determination of beryllium in low concentrations.

See also

References

  1. ^ M. A. Azim and A. A. Ayaz (1969), Spectrophotometric determination of beryllium. Microchimica Acta Volume 57, Number 1, pages 153-159 doi:10.1007/BF01216677
  2. R. W. WINTER, KENNETH A. CORNELL, LINDA L. JOHNSON, MARINA IGNATUSHCHENKO,DAVID J. HINRICHS and MICHAEL K. RISCOE (1996), Potentiation of the Antimalarial Agent Rufigallol. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, Vol. 40, No. 6, pages 1408–1411. Online version accessed on 2010-02-01.
Categories: