AURINTRICARBOXYLIC ACID

AURINTRICARBOXYLIC ACID
  • CAS No.:4431-00-9
Other grades of this product :
AURINTRICARBOXYLIC ACID Basic information
Product Name:AURINTRICARBOXYLIC ACID
Synonyms:Aurintricarboxylic Acid - CAS 4431-00-9 - Calbiochem;1,4-cyclohexadiene-1-carboxylicacid,3-(bis(3-carboxy-4-hydroxyphenyl)methylen;5-[(3-carboxy-4-hydroxyphenyl)(3-carboxy-4-oxo-2,5-cyclohexadien-benzoicaci;aluminonfreeacid;e)-6-oxo-;5,5'-((3-Carboxy-4-oxocyclohexa-2,5-dien-1-ylidene);bis(2-hydroxybenzoic acid);TIMTEC-BB SBB005410
CAS:4431-00-9
MF:C22H14O9
MW:422.34
EINECS:224-628-1
Product Categories:Colours, Dyes, Indicators & Pigments
Mol File:4431-00-9.mol
AURINTRICARBOXYLIC ACID Chemical Properties
Melting point 300 °C(lit.)
Boiling point 458.99°C (rough estimate)
density 1.3860 (rough estimate)
refractive index 1.6230 (estimate)
storage temp. +15C to +30C
solubility 1  M NH4OH: 10 mg/mL
form powder
pka2.20±0.20(Predicted)
color dark red to brown
Water Solubility Insoluble in water.
BRN 2228904
CAS DataBase Reference4431-00-9(CAS DataBase Reference)
EPA Substance Registry SystemBenzoic acid, 5-[(3-carboxy-4-hydroxyphenyl)(3-carboxy-4-oxo-2,5-cyclohexadien-1-ylidene)methyl]-2-hydroxy- (4431-00-9)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS GU4790000
TSCA Yes
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
AURINTRICARBOXYLIC ACID Usage And Synthesis
Chemical Propertiesdeep red coarse crystalline powder
Usesendonuclease inhibitor; apoptosis inhibitor, topoisomerase II inhibitor
UsesAurintricarboxylic acid is employed as a powerful inhibitor of cellular processes, including apoptosis, that are dependent on the formation of protein-nucleic acid complexes. It binds to a FGF and reduces its angiogenic activity. Aurintricarboxylic Acid has been shown to inhibit apoptotic cell death in various cell types induced by a variety of factors. It Inhibits protein-nucleic acid interactions. It stimulates the tyrosine phosphorylation of MAP kinases.
DefinitionChEBI: A member of the class of quinomethanes that is 3-methylidene-6-oxocyclohexa-1,4-diene-1-carboxylic acid in which the methylidene hydrogens are replaced by 4-carboxy-3-hydroxyphenyl groups. The trisodium salt is the biological stain 'chrome violet CG' while the triammonium salt is 'aluminon'.
Purification MethodsThe acid is dissolved in aqueous NaOH, NaHSO3 solution is added until the colour is discharged and then the tricarboxylic acid is precipitated with HCl. [Heisig & Lauer Org Synth Coll Vol I 54 1941, Beilstein 10 IV 4161]. Do not extract the acid with hot water because it softens, forming a viscous mass. Make a solution in aqueous NH3. Aluminon is the NH4 salt.
AURINTRICARBOXYLIC ACID Preparation Products And Raw materials
Raw materials4-Nitrobenzoyl chloride-->Methylenedisalicylic acid-->5,5'-Methylenedisalicylic acid-->NITROUS ACID-->Sulfuric acid-->Methanol-->Formaldehyde-->Salicylic acid

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