A3537
5-Aminosalicylic acid
powder, ≥99%
Synonym(s):
5-AS, 5-Amino-2-hydroxybenzoic acid, Mesalamine
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About This Item
Linear Formula:
H2NC6H3-2-(OH)CO2H
CAS Number:
Molecular Weight:
153.14
NACRES:
NA.83
PubChem Substance ID:
UNSPSC Code:
12352204
EC Number:
201-919-1
MDL number:
Beilstein/REAXYS Number:
2090421
Product Name
5-Aminosalicylic acid, ≥99%
InChI key
KBOPZPXVLCULAV-UHFFFAOYSA-N
InChI
1S/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11)
SMILES string
Nc1ccc(O)c(c1)C(O)=O
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
Quality Level
Gene Information
human ... ALOX5(240), PPARG(5468), PTGS1(5742), PTGS2(5743)
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Related Categories
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
- in cell adhesion assay to study its effects on E-cadherin glycosylation and membranous turnover
- 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
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). It has a high-efficiency rate in maintenance and induction of remission. 5-ASA is an active component of sulfasalazine and also consists of the carbohydrate polymer, inulin. It might exhibit anti-oxidant activity to lessen tissue injury. 5-ASA is vital for the prevention of T cell activation and proliferation. It negatively regulates cyclooxygenase and lipoxygenase pathways and lowers the formation of prostaglandins and leukotrienes. 5-ASA stimulates the membranous expression of E-cadherin and boosts intercellular adhesion.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
No data available
flash_point_c
No data available
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Cheng Xie et al.
BMC gastroenterology, 19(1), 138-138 (2019-08-02)
Mesalamine is a first-line drug in the treatment of inflammatory bowel diseases, while its intolerance occasionally occurs in clinical practice. Most of adverse reactions are due to the active components, which may lead to step-up treatment, but excipients are sometimes
Vineeta Khare et al.
Biochemical pharmacology, 87(2), 312-320 (2013-11-05)
Genome wide association studies have implicated intestinal barrier function genes in the pathogenesis of ulcerative colitis. One of such loci CDH1, encoding E-cadherin, a transmembrane glycoprotein with known tumor suppressor functions, is also linked to the susceptibility to colorectal cancer.
Maximilian Hoffmann et al.
Naunyn-Schmiedeberg's archives of pharmacology, 394(3), 533-543 (2020-10-17)
Cardiovascular diseases are exacerbated and driven by cardiac fibrosis. TGFβ induces fibroblast activation and differentiation into myofibroblasts that secrete excessive extracellular matrix proteins leading to stiffening of the heart, concomitant cardiac dysfunction, and arrhythmias. However, effective pharmacotherapy for preventing or
Manja Newe et al.
Naunyn-Schmiedeberg's archives of pharmacology, 394(11), 2233-2244 (2021-08-20)
Skin fibrosis is a complex biological remodeling process occurring in disease like systemic sclerosis, morphea, or eosinophilic fasciitis. Since the knowledge about the underlying pathomechanisms is still incomplete, there is currently no therapy, which prevents or reverses skin fibrosis sufficiently.
Bei Ye et al.
World journal of gastrointestinal pharmacology and therapeutics, 6(4), 137-144 (2015-11-12)
Oral mesalazine (also known as mesalamine) is a 5-aminosalicylic acid compound used in the treatment of mild to moderate ulcerative colitis, with high rates of efficacy in induction and maintenance of remission. The therapeutic effect of mesalazine occurs topically at
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