A3537

5-Aminosalicylic acid

powder, ≥99%

• Synonym(s): 5-AS, 5-Amino-2-hydroxybenzoic acid, Mesalamine
• Linear Formula: H₂NC₆H₃-2-(OH)CO₂H
• CAS Number: 89-57-6
• Molecular Weight: 153.14
• Beilstein/REAXYS Number: 2090421
• EC Number: 201-919-1
• MDL number: MFCD00007877
• UNSPSC Code: 12352204
• PubChem Substance ID: 24890780
• NACRES: NA.83

Properties

• Product Name: 5-Aminosalicylic acid, ≥99%
• Quality Level: 200
• assay: ≥99%
• form: powder
• color: off-white to gray
• mp: 275-280 °C (dec.) (lit.)
• solubility: 1 M HCl: 50 mg/mL, clear, yellow to brown
• Storage temp.: 2-8°C
• SMILES string: Nc1ccc(O)c(c1)C(O)=O
• InChI: 1S/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11)
• InChI key: KBOPZPXVLCULAV-UHFFFAOYSA-N
• Gene Information: human ... ALOX5(240), PPARG(5468), PTGS1(5742), PTGS2(5743)

Description

Application

5-Aminosalicylic acid (5-ASA) has been used:

• to synthesize 5-formyl-aminosalicylate-inulin to quantify its release during in vitro digestion and fermentation and compare the in vitro fermentation properties of the conjugated inulin to native inulin[1]
• in cell adhesion assay to study its effects on E-cadherin glycosylation and membranous turnover[2]
• to evaluate its effects on the neutrophilic inflammation index (NII) phenotype to study the effectiveness of the high cholesterol diet-gut inflammation (HCD-GI) platform[3]

5-Aminosalicylic acid is a peroxidase substrate suitable for use in ELISA procedures. This substrate produces a soluble end product that is brown in color and can be read spectrophotometrically at 450 nm. The reaction may be stopped with 3 N NaOH and read at 550 nm.

Biochem/physiol Actions

5-Aminosalicylic acid (5-ASA) is a first-line medicine, used to treat inflammatory bowel diseases like ulcerative colitis (UC).[4][5] It has a high-efficiency rate in maintenance and induction of remission.[6] 5-ASA is an active component of sulfasalazine and also consists of the carbohydrate polymer, inulin.[4][1] It might exhibit anti-oxidant activity to lessen tissue injury. 5-ASA is vital for the prevention of T cell activation and proliferation.[6] It negatively regulates cyclooxygenase and lipoxygenase pathways and lowers the formation of prostaglandins and leukotrienes.[6] 5-ASA stimulates the membranous expression of E-cadherin and boosts intercellular adhesion.[2]

Safety Information

• Pictograms: GHS07
• signalword: Warning
• hcodes: H315,H317,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: No data available
• flash_point_c: No data available
• ppe: dust mask type N95 (US), Eyeshields, Gloves