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

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Synonym:	5-ASA; Mesalamine
Application:	An NF kappa B and PGDH inhibitor
CAS Number:	89-57-6
Purity:	≥99%
Molecular Weight:	153.1
Molecular Formula:	C₇H₇NO₃

Description

5-Aminosalicylic Acid, the metabolite of sulphasalazine, has been shown to inhibit PGDH (prostaglandin 15-hydroxydehydrogenase) in human placenta and bovine lung. Further studies show that this anti-inflammatory compound also inhibits leukotriene formation in human leukocytes. Additionally, 5-Aminosalicylic acid demonstrates the ability to disrupt TNFα (tumor necrosis factor α)-stimulated NFκB (nuclear factor κB) activation via inhibition of the multimeric IκB kinase regulating complex.

Technical Information

Appearance:	Off-white to gray powder
Physical State:	Solid
Solubility:	Soluble in 1 M hydrochloric acid (50 mg/ml), water (0.84 g/l at 20 °C), alcohol, DMSO (~4 mg/ml), DMF (~1.6 mg/ml), PBS(pH=7.2) (~1.7 mg/ml), methanol, water (1.7 mg/ml at 25 °C), and ethanol (31 mg/ml at 25 °C). Insoluble in diethyl ether, and n-octanol.
Storage:	Store at 4° C
Boiling Point:	403.86 °C at 760 mmHg (Predicted)
Refractive Index:	n²⁰_D ~1.69 (Predicted)
IC50:	Epidermal growth factor receptor erbB1: IC₅₀ = 17.6 µM (mouse); COX-1: IC₅₀ = 410 µM; COX-2: IC₅₀ = 61 µM; ATPase activity of Tag : IC₅₀ = 8.29 µM

Safety and Reference Information

WGK Germany:	2
RTECS:	VO1400000
PubChem CID:	4075
Merck Index:	14: 5904
MDL Number:	MFCD00007877
EC Number:	201-919-1
Beilstein Registry:	2090421
SMILES:	NC1=CC(C(O)=O)=C(O)C=C1

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

References

1. Berry, C.N., et al. 1983. Biochem. Pharmacol. 32: 2863-2871. PMID: 6138042
2. Tornhamre, S., et al. 1989. Eur. J. Pharmacol. 169: 225-234. PMID: 2572437
3. Schmidt, C., et al. 1996. Curr Med Res Opin. 13: 417-425. PMID: 8862941
4. Liptay, S., et al. 1999. Br. J. Pharmacol. 128: 1361-1369. PMID: 10602313
5. Yan, F. and Polk, D.B. 1999. J. Biol. Chem. 274: 36631-36636. PMID: 10593965

SDS

Datasheet/SDS