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4-Hydroxyphenylacetic acid

Basic information Description Referrence Safety Related Supplier
4-Hydroxyphenylacetic acid Basic information
4-Hydroxyphenylacetic acid Chemical Properties
  • Melting point:148-151 °C(lit.)
  • Boiling point:234.6°C (rough estimate)
  • Density 1.2143 (rough estimate)
  • refractive index 1.4945 (estimate)
  • storage temp. Store below +30°C.
  • solubility 50g/l
  • pka4.50±0.10(Predicted)
  • form Crystalline Powder
  • color White to cream or light tan
  • PH2.0-2.4 (30g/l, H2O, 20℃)
  • Water Solubility Soluble in dimethyl sulfoxide and methanol. Slightly soluble in water.
  • BRN 1448766
  • InChIKeyXQXPVVBIMDBYFF-UHFFFAOYSA-N
  • CAS DataBase Reference156-38-7(CAS DataBase Reference)
  • NIST Chemistry ReferenceBenzeneacetic acid, 4-hydroxy-(156-38-7)
  • EPA Substance Registry SystemBenzeneacetic acid, 4-hydroxy- (156-38-7)
Safety Information
  • Hazard Codes Xi
  • Risk Statements 36/37/38
  • Safety Statements 26-36-24/25
  • WGK Germany 3
  • RTECS AI2680000
  • Hazard Note Irritant
  • TSCA Yes
  • HS Code 29182990
MSDS
4-Hydroxyphenylacetic acid Usage And Synthesis
  • Description4-Hydroxyphenylacetic acid is an acetate derivative used in the acylation of phenols and amines1. It is an active component of Chinese herb Aster tataricus which had been widely used in China for the treatment of pulmonary diseases, HBV, and carcinoma. It is an active metabolite of amino acid metabolism. Study has also shown that it can attenuate inflammation and edema through suppressing hypertonic and hypoxic induction of HIF-1α in seawater aspiration-induced lung injury in rats. In chemical industry, it is an intermediate used to synthesize atenolol and 3, 4-dihydroxyphenylacetic acid.
  • Referrence
    1. Liu, Zhongyang, et al. "4-Hydroxyphenylacetic Acid Attenuated Inflammation and Edema via Suppressing HIF-1α in Seawater Aspiration-Induced Lung Injury in Rats." International Journal of Molecular Sciences 15.7(2014):12861-84.
    2. Ng, T.B.; Liu, F.; Lu, Y.; Cheng, C.H.; Wang, Z. Antioxidant activity of compounds from the medicinal herb Aster tataricus. Comp. Biochem. Physiol. 2003, 136, 109–115. 
    3. Du, L.; Mei, H.F.; Yin, X.; Xing, Y.Q. Delayed growth of glioma by a polysaccharide from Aster tataricus involve upregulation of Bax/Bcl-2 ratio, activation of caspase-3/8/9, and downregulation of the Akt. Tumour Biol. 2014, 35, 1819–1825.
  • Chemical Propertieswhite to cream or light tan crystalline powder
  • UsesA compound present in olive oil. An important fine chemical intermediate with broad prospects for application development.
  • DefinitionChEBI: A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group.
  • Purification MethodsCrystallise the acid from water or Et2O/pet ether. The p-bromophenacyl ester has m 117o (from EtOH). [Beilstein 10 II 112, 10 III 430, 10 IV 543.]
4-Hydroxyphenylacetic acid Preparation Products And Raw materials
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