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5-Aminosalicylic Acid

Cayman Chemical Item Number 70265

5-ASA (CAS 89-57-6)

5-Aminosalicylic Acid (CAS 89-57-6)

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Description

5-Aminosalicylic acid (5-ASA) is a metabolite and potential pharmacologically active component of sulphasalazine, a drug used in the treatment of Crohn’s disease and ulcerative colitis. However, the mechanism by which this drug works has not been established. In whole blood assays, 5-ASA proves to be a weak, non-selective inhibitor of both COX-1 and COX-2 with IC50 values of 410 and 61 µM, respectively.1 In ionophore-stimulated colonic mucosal cells, 1 mM 5-ASA does not inhibit prostaglandin E2 (PGE2) production, but does reduce leukotriene B4 (LTB4) synthesis approx. 50%.2 In ionophore-stimulated human leukocytes, 400 µM 5-ASA reduces LTB4 production approximately 20%.3 5-ASA does not inhibit 15-hydroxy PGDH at concentrations up to 50 µM.4

1 Warner, T.D., Giuliano, F., Vojnovic, I., et al. Nonsteroid drug selectivities for cyclo-oxygenase-1 rather than cyclo-oxygenase-2 are associated with human gastrointestinal toxicity: A full in vitro analysis. Proc Natl Acad Sci USA 96 7563-7568 (1999).

2 Schmidt, C., Fels, T., Baumeister, B., et al. The effect of 5-aminosalicylate and para-aminosalicylate on the synthesis of prostaglandin E2 and leukotriene B4 in isolated colonic mucosal cells. Curr Med Res Opin 13 417-425 (1996).

3 Tornhamre, S., Edenius, C., Smedegård, G., et al. Effects of sulfasalazine and a sulfasalazine analogue on the formation of lipoxygenase and cyclooxygenase products. Eur J Pharmacol 169 225-234 (1989).

4 Berry, C.N., Hoult, J.R.S., Peers, S.H., et al. Inhibition of prostaglandin 15-hydroxydehydrogenase by sulphasalazine and a novel series of potent analogues. Biochem Pharmacol 32 2863-2871 (1983).

Synonyms
  • 5-ASA
Formal Name 5-​amino-​2-​hydroxy-​benzoic acid
CAS Number 89-57-6
Molecular Formula C7H7NO3
Formula Weight 153.1
Formulation A crystalline solid
Purity >99%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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Nc1ccc(O)​c(c1)​C(=O)​O

Background Reading

Tornhamre, S., Edenius, C., Smedegård, G., et al. Effects of sulfasalazine and a sulfasalazine analogue on the formation of lipoxygenase and cyclooxygenase products. Eur J Pharmacol 169 225-234 (1989).

Berry, C.N., Hoult, J.R.S., Peers, S.H., et al. Inhibition of prostaglandin 15-hydroxydehydrogenase by sulphasalazine and a novel series of potent analogues. Biochem Pharmacol 32 2863-2871 (1983).

Schmidt, C., Fels, T., Baumeister, B., et al. The effect of 5-aminosalicylate and para-aminosalicylate on the synthesis of prostaglandin E2 and leukotriene B4 in isolated colonic mucosal cells. Curr Med Res Opin 13 417-425 (1996).

Ramanadham, S., Hsu, F., Bohrer, A., et al. Studies of the role of group VI phospholipase A2 in fatty acid incorporation, phospholipid remodeling, lysophosphatidylcholine generation, and secretagogue-induced arachidonic acid release in pancreatic islets and insulinoma cells. J Biol Chem 274 13915-13927 (1999).

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5-Aminosalicylic Acid is available in the following screening library:

Size Price Quantity Subtotal
10 g $11.00 $0.00
25 g $26.00 $0.00
50 g $50.00 $0.00
100 g $88.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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