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2-(4-Hydroxyphenylazo)benzoic acid (CAS 1634-82-8)

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Alternate Names:
HABA, HBABA
CAS Number:
1634-82-8
Molecular Weight:
242.23
Molecular Formula:
C13H10N2O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-(4-Hydroxyphenylazo)benzoic acid (2-HPBA) is an organic compound classified as a phenolic azo dye, characterized by its reddish-brown solid form. Its application as a dye extends to various industries. Additionally, 2-(4-Hydroxyphenylazo)benzoic acid serves as a valuable model compound in scientific research for investigating the properties of azo dyes. The chemical structure of 2-(4-Hydroxyphenylazo)benzoic acid consists of a phenol group linked to both an azo group and a carboxylic acid group. The distinctive coloration of the compound can be attributed to the azo group. In scientific research, 2-(4-Hydroxyphenylazo)benzoic acid has been extensively examined as a model compound to gain insights into the photophysical and photochemical properties of azo dyes. Moreover, its reactivity with different substrates and interactions with proteins have been studied. Notably, 2-(4-Hydroxyphenylazo)benzoic acid exhibits photosensitivity, enabling it to absorb light and engage in photochemical reactions. Upon exposure to light, the azo group within 2-(4-Hydroxyphenylazo)benzoic acid undergoes cleavage, resulting in the generation of a free radical. This free radical can subsequently participate in diverse photochemical reactions by reacting with other compounds.


2-(4-Hydroxyphenylazo)benzoic acid (CAS 1634-82-8) References

  1. Towards a tunable tautomeric switch in azobenzene biomimetics: implications for the binding affinity of 2-(4'-hydroxyphenylazo)benzoic acid to streptavidin.  |  Farrera, JA., et al. 2008. Chemistry. 14: 2277-85. PMID: 18161710
  2. Matrix-assisted laser desorption ionization mass spectrometry with 2-(4-hydroxyphenylazo)benzoic acid matrix.  |  Juhasz, P., et al. 1993. J Am Soc Mass Spectrom. 4: 399-409. PMID: 24234937
  3. The bilirubin-displacing capacity of bumetanide in critically ill neonates.  |  Walker, PC. and Shankaran, S. 1988. Dev Pharmacol Ther. 11: 265-72. PMID: 3191818
  4. Binding of 2-(4'-hydroxyphenylazo) benzoic acid with arginine, lysine, tyrosine and tryptophan modified bovine serum albumin.  |  Sakurai, T. and Tsuchiya, S. 1985. J Pharmacobiodyn. 8: 84-9. PMID: 3925116
  5. Mechanism of the binding of 2-(4'-hydroxyphenylazo)benzoic acid to bovine serum albumin.  |  Murakami, K., et al. 1985. Biophys Chem. 21: 127-36. PMID: 3978216
  6. Albumin in management of neonatal hyperbilirubinaemia.  |  Tsao, YC. and Yu, VY. 1972. Arch Dis Child. 47: 250-6. PMID: 5023474
  7. Protein bindings. I. Binding of 2-(4'-hydroxyphenylazo)benzoic acid to bovine serum albumin.  |  Moriguchi, I., et al. 1968. Chem Pharm Bull (Tokyo). 16: 592-6. PMID: 5677619
  8. Species difference in the competitive binding of 2-(4'-hydroxybenzeneazo)benzoic acid (HBABA) and alpha-(4-chlorophenoxy)-alpha-methylpropionic acid (CPMPA) to serum albumin. A possible model system for studying allosteric transitions.  |  Witiak, DT., et al. 1969. J Med Chem. 12: 754-61. PMID: 5812181
  9. Measurement of bilirubin-albumin binding. I. Comparative analysis of four methods and four human serum albumin preparations.  |  Lee, KS., et al. 1978. Pediatr Res. 12: 301-7. PMID: 652412
  10. Characterization of microenvironments of 2-(4'-hydroxyphenylazo)benzoic acid bound to bovine serum albumin by studying the solvent effects.  |  Sakurai, T. and Tsuchiya, S. 1984. J Pharm Sci. 73: 507-12. PMID: 6726635
  11. Indomethacin and bilirubin-albumin binding.  |  Shankaran, S., et al. 1982. Dev Pharmacol Ther. 4: 124-31. PMID: 7172969
  12. Binding of 2-(4'-hydroxyphenylazo)benzoic acid to bovine serum albumin characterized by optical spectroscopy and equilibrium dialysis.  |  Sakurai, T., et al. 1981. J Pharmacobiodyn. 4: 65-8. PMID: 7277193
  13. Effects of phenylbutazone and mefenamic acid on two classes of binding sites of 2-(4'-hydroxyphenylazo)benzoic acid on bovine serum albumin characterized by absorption spectra and circular dichroism spectra.  |  Sakurai, T., et al. 1981. J Pharmacobiodyn. 4: 345-55. PMID: 7288552

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-(4-Hydroxyphenylazo)benzoic acid, 1 g

sc-251669
1 g
$117.00

2-(4-Hydroxyphenylazo)benzoic acid, 5 g

sc-251669A
5 g
$199.00